As part of the Great Lakes Region, Illinois is one of the best destinations if you are looking for a holiday that will bring you closer to nature. Aside from lakes, the Prairie State is also surrounded by lush forests, farmlands, and rolling hills. Illinois is also a state with rich culture and long history, making it an ideal place for visiting museums, theme parks, historical landmarks, and even the famous haunted places. If you prefer staying in, don’t worry as there are great places that can provide you with the best experience. Check out this list of the best vacation rentals with private pool in Illinois, USA.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.
1. Modern house in Huntley (from USD 599)
If you’re looking for a modern, air-conditioned house in Huntley, then this house is ideal for you. Come with your large group of family or friends by car as this house has enough rooms and parking spaces. Everyone can make their favorite meals in the fully equipped kitchen and relish them by the heated private pool. There’s WiFi and TV for entertainment as well.
While you are in Huntley, visit a few golf clubs such as Terrace Hill Golf Course, which is 3.1 miles (4.99 kilometers) away, and Crystal Woods Golf Club, which is 5.3 miles (8.53 kilometers) away from here. You can also go to West Beach, which is 5.5 miles (8.85 kilometers) away, and relax watching the sunset.
Top guest reviews
Cleanliness:
my family and i give it 4 out of 5 because the pool was nice and clean and bigRead more reviewsLocation:
attending a wedding we needed a family friendly place
2. Elegant and spacious estate in Mokena (from USD 1550)
You would want to stay in this fantastic colossal estate with a private pool and spa whirlpool. Check in and connect your phones to the free WiFi to play Spotify songs in the stereo provided. While jamming to the songs, swim in the indoor pool with your family or friends and start your day afresh. Prepare a tasty meal in the fully equipped kitchen and eat while watching your favorite show or movie on television.
If you wish to stay in the house for the day, you can play some video games with your kids or play pool in the game room. Then, in the evening, swim in the pool with a slide and a small dive bar before calling it a day.
Top guest reviews
Cleanliness:
very modern clean and had everything we neededthis place was amazing very very clean spacious and the kids enjoyed the arcade roomRead more reviewsHost:
host was great very responsive would definitely recommend staying here
3. Peaceful cabin in Carbondale (from USD 362)
Come here for a relatively peaceful getaway amidst the forest and have fun hiking and hunting. Prepare a chilled drink in the fully equipped kitchen and enjoy it by the fireplace or while watching television. WiFi is available so you can easily upload photos and keep up with the news. At the property, you can bring along your dog for an extra charge of 50 USD.
You can explore attractions such as African American Museum of Southern Illinois, which is 4.2 miles (6.76 kilometers) away, and Campground Beach, which is 5.4 miles (8.69 kilometers) away. After returning home from a tiring day, swim in the private pool to wind down. Do note that the pool is only available seasonally.
Top guest reviews
Amenities & Room:
we had 2 families (4 adults & 4 kids) pool was the highlight of our tripbeautiful property and perfect secluded poolCleanliness:
pool was clean our entire stayhouse was clean open spacewas as promised neat and clean and loved the poolHost:
the owner is a super nice guy and very responsivethe owner did everything possible to remedy the situation immediately though and our stay was great otherwiseRead more reviewsLocation:
this house is in a great location too - close to tons of great hikingenjoyed how close we to town and parks
4. Rustic cabin by the lake in Creal Springs (from USD 305)
Relax in this peaceful and private air-conditioned cabin for your next getaway. You can start your day with a yummy meal prepared in the fully equipped kitchen. Enjoy the sunshine and lounge on the patio while the kids swim in the pool. During your time here, you can visit a few attractions, such as Ferne Cliff State Park and Blue Sky Vineyards, which are 5.1 miles (8.21 kilometers) and 11.1 miles (17.86 kilometers) away.
Return home and relax by the lake enjoying the sunset or swim in the large saltwater pool and prepare barbeque for the night.
Top guest reviews
Amenities & Room:
beautiful views and a awesome poola life preserver would be a great addition to the pool amenities for emergenciesCleanliness:
the house was very clean and spacious for our familyHost:
lol the owners were fast to respond with any questions or concerns we hadRead more reviewsLocation:
we had a great time on our annual family trip at this location
5. Villa with a gaming arcade in Rockford (from USD 759)
This exclusive hideaway in Rockford is perfect for a big family getaway. In the backyard, there is a beautiful garden providing a place free from stress. What makes this rental special is the heated indoor pool in a well-lit space and the adjoining hot tub that can be accessed at all times of the day. For ultimate relaxation, head to the dedicated spa room complete with full-size zero gravity massage chairs.
There’s also a gaming arcade at this property complete with over 10 games, including a foosball table.
Top guest reviews
Amenities & Room:
we woke up well-rested and energized from the comfortable mattresses and pillowsthe dining room will easily accommodate 12 to the table (there are extra dining chairs if needed)the bedrooms were spacious and the beds were extremely comfortableRead more reviewsHost:
philip was also a great host and made the experience very enjoyable 10/10 would recommend to anyone
6. Family home with a large game room in Fox Lake (from USD 1200)
This huge retreat is great for big groups and has a luxurious kitchen that will make cooking an experience one can cherish every time one prepares a meal. For everyone’s entertainment, there is a big game room that boasts a theater, a pool table, a shuffle puck, and a darts area. Karaoke is also provided for those who like to belt out their favorite tunes.
The spacious exterior includes an inviting pool complete with a stunning waterfall. Relax and cool off by diving into its pool or unwinding in the serene hot tub tucked right beside it.
Top guest reviews
Amenities & Room:
awesome pool great yard big property for a sizable groupCleanliness:
the inside was clean and perfect for the group we hadmy friends and i had a blast staying here the pool was clean and well maintainedHost:
thanks forbeing so responsive jj to allof our questionsjj was such an incredible and responsive hostpool area is awesome all of the teenage boys loved the clubhouse plenty of space to hostRead more reviewsLocation:
i would recommend this place for a large group for a trip away or for a bachelor party
7. Cabin with a large deck in Salem (from USD 225)
This charming retreat on the shores of Lake Centralia features a large deck that extends around a unique private swimming pool for relaxation under the sun at any time. The patio also features a swinging hammock, perfect for moments of pure relaxation where one is lulled by the calming sounds of nature.
There’s even a screened porch so you can enjoy the surroundings without having to worry about pesky bugs. It’s also the perfect spot for a barbecue party, thanks to the grill provided.
Top guest reviews
Amenities & Room:
the pool and deck are the best and the view is relaxingnice and quiet get a away the pool and the view were both relaxing and peacefulthe outdoor space was the best and we spent hours in and around the pool overlooking the lakeCleanliness:
the house was clean and very spaciousthe outdoor activities available were phenomenal the place was clean and spaciousthe house was clean and had an amazing outdoor areathe home was clean and the beds were comfortableit was spacious enough for two families clean and had everything we could needHost:
bartt and sharon were amazing hosts the house was perfectgreat host who has a great home for others to enjoy thru airbnbbartt and sharon were great hosts and responded quickly to all messages my family and i loved the placethe kids had so much fun and bartt was always responsiveRead more reviewsLocation:
the location was easy to find and plenty of parkingthis place was worth the drive from houston txoverall very positive just a few small changes would make this place really great
Superhost
8. Beautiful home with a movie lounge near Rockford (from USD 1056)
This beautiful retreat lets you experience the exhilarating warmth of a heated indoor private pool that’s open all day, great for early-morning dips or late-night laps. It also comes with a seven-seat hot tub, which is perfect for full-body rejuvenation. With a special game room and a movie lounge, you’ll never run out of entertainment options.
Stepping out into the private garden, you will discover a calming hammock nestled within the beauty of nature that just begs to be enjoyed. If you want to have a better experience, long-term stays of over 28 days are welcome here.
Top guest reviews
Amenities & Room:
the kitchen and the rest of the house were well-stocked and the beds were comfortablethe theater room was great as well and even stocked with snacks and popcornthe pool and the gameroom were awesomeCleanliness:
very clean and organizedvery clean homethe house is spotlessly cleanthe house was very clean from the game room to all the bedroomsthe house was very clean and communication with the host philip was excellentHost:
absolutely wonderful from host to homephilip was a great host and also there when we arrived to show us aroundphilip was very courteous and friendlyphillip is very helpful and sweet during your stay in his homephilip was also friendly communicative and helpfulRead more reviewsLocation:
great quiet location with stores near byvery close to grocery shopping needs but still a nice quiet residential areahidden gem this is a great location a beautifully maintained home and private propertywhat an amazing place there is literally everything you could want to entertain your family
9. Cozy home in Farmer City great for families (from USD 157)
This haven on the watery shore of Clinton Lake in Farmer City is an enchanting escape for a small family of six. Guests are welcome to access a heated pool that’s shared with the hospitable owners who live in a separate unit on the premises.
Create the holiday mood using the Bluetooth Klipsch sound system or let out the inner musician in you by enjoying the piano. Dine al fresco at the outdoor dining table, or get together by the fire pit and enjoy the star-studded night sky.
Top guest reviews
Amenities & Room:
between the well stocked kitchenette and the grill we didn't miss having a full kitchenthe pool is perfectly heated and hot tub relaxingthe pool is heated and beautifully landscapedthe two beds and sofa bed we used were all very comfortable had good pillows and nice linensthe pool hot tub grounds and living areas are well thought out beautifully executed and consistently maintainedCleanliness:
this place was wonderful very clean and cozy and relaxingthe house is spotless and decorated so nicelythe house is cozy and clean and comfortablethe house was so clean and worked very well for our familyvery nice place cleanHost:
they were great hosts with awesome personalitiesthe hosts are super helpfulhosts were responsive and helpfulthe hosts are wonderful accommodating and thoughtfulthe hosts are very responsive to any questions you may sendRead more reviewsLocation:
we highly recommend this location and hostsit is an absolutely perfect place to get away and just relaxplatypus hills did not disappoint the location is perfect for boating kayaking paddle boarding and hikingthe place is even more perfect in real lifewe’re so glad we booked this place it was the perfect little getaway
10. Luxurious home with panoramic views in McHenry (from USD 367)
This home nestled in picturesque farmlands is truly an oasis of peace and opulence. You can enjoy taking a dip in the heated in-ground pool that has a panoramic landscape of the horses grazing in the field. Surrounding the pool is a seating area with sun loungers, and a lovely dining spot.
In the extensive back garden, you’ll find a private hot tub where you can experience peaceful moments. Open for long-term stays, this farmland oasis invites you to make extended unforgettable memories. To make your vacation even better, your pets are also welcome here!
Top guest reviews
Read more reviewsHost:
100% best host everthe communication with the host was top notch — helpful friendly quick and knowledgeablei hosted a business retreat at the mchenry home and was pleasantly surprised upon arrivingdean is a fantastic host my family and i had ba wonderful experiencelovely and gorgeous house dean was an excellent host
11. Relaxing retreat with a hot tub and sauna (from USD 181)
Cozy and tastefully appointed, this vacation rental offers you a relaxing getaway in the countryside. It is situated in a wide backyard that is ideal for bird-watching and stargazing. It features modern comforts as well, including heating and air conditioning. While there is no TV available in the rental, there is a pool table and WiFi provided for amusement.
When you’re not exploring some hiking paths in the nearby forest preserves, you can cool off in this rental’s private swimming pool. This amenity is placed off the deck just beside the outdoor furniture. It’s an ideal spot to relax as the pool area is surrounded by a manicured yard and lush greenery. You can also take a dip in the hot tub or warm yourself up in the sauna.
12. Lakefront paradise with an indoor pool (from USD 403)
With easy access to the main tubing area and a private inlet, this vacation rental provides you with the best lakefront living. Kayaking and fishing are some of the best activities here. And after a whole day of outdoor activities, you can head back inside and soak in the private indoor pool. The area is enclosed by glass doors and windows so you can still enjoy nature views as you cool off.
Other amenities in the rental include air conditioning and cooking basics. WiFi, games, and a Smart TV are provided for indoor entertainment as well. On lovely evenings, you can relax by the grilling area or dip in the outdoor hot tub that looks out to the lake.
Top guest reviews
Amenities & Room:
quiet neighborhood beautiful lake views indoor heated pool and hot tubthere was great internet service and lots of tv optionswe enjoyed the view of the lake swimming in the pool relaxing in the hot tubfamily room beautiful kitchen and huge dining area with great lake viewswe made it work but another bedroom or private room would be greatCleanliness:
the house was very clean” very clean plenty of room to spread out foos ball and games and the pool was the starso clean and convenient with a fridge music speakers and bathroom right thereHost:
everything was in great shape and the owner responded quicklyRead more reviewsLocation:
overall stay is excellent we enjoyed the property and location especiallygreat safety options and a quiet laneproperty was very welcoming with plenty of room to park a couple vehiclescomfy beautiful fun family getaway are all good words for this placethis place was amazing literally the best rental we have stayed in
13. Luxurious estate best for families (from USD 795)
Numerous outdoor activities, modern amenities, and a natural setting are what await guests who book this luxurious estate. Just steps away from the property is a natural spring-fed pond that is great for swimming, kayaking, and even fishing. Kayaks and a small fishing boat with trolling motor are also provided to complete the whole outdoor experience.
The rental is fully furnished and comes with a fully equipped kitchen and a home gym. The great room, which is fitted with a fireplace, looks out to the in-ground saltwater pool of the property. This amenity is private and has a heating option available. Other features also include air conditioning, WiFi, and cooking basics. With family-friendly conveniences also provided, it’s the ultimate getaway spot for you and your loved ones.
Top guest reviews
Amenities & Room:
i would have been more proactive about understanding what to expect of the heated poolthe master bedroom was huge including an awesome bathroom with whirlpool tub & large showerCleanliness:
the property was very clean and well maintainedupon arrival many areas of the house looked like it hadn't been cleaned since last gueststhe property was just as pictured and was very cleaneverything was so clean and we even loves the layout of the houseHost:
the property was amazing and service from manager/owner was perfectlori and john were fantastic hostsowners were super nice and helpful throughout the processthe host is very nice and good at explaining everything when you arriveRead more reviewsLocation:
overall a great place to stay if you’re in the springfield il area
14. Pet-friendly property with a private dock (from USD 274)
Featuring a lakeside location, this Effingham home offers a wonderful escape for small groups and families – pets included! From fishing off the private dock to golfing on the greens of Cardinal Golf Course, there is plenty of things to do for guests during their stay. The property also boasts a private swimming pool that is open from mid-April to mid-November. It is placed out in the back area surrounded by greenery.
Amenities in the rental also include air conditioning, WiFi, and a cable TV.
Top guest reviews
Amenities & Room:
excellent a/c & water pressurei enjoyed the heated pool on a 50-degree daycomfortable beds and indoor seatingthe handicap friendly bathrooms were a huge plusCleanliness:
the pool was clean and greatly used by us during our stayHost:
resident orange tabby is as friendly as can be she lounged on the deck and we spoiled herRead more reviewsLocation:
great location very peacefullocation is fantastic homeowner provides everything you needdo not hesitate to book close to diningthe location was great and everything was cleaneasy process to rent and very nice location
15. Stunning property with a heated pool (from USD 270)
Featuring modern amenities and an Instagrammable landscape, this stunning property provides an ideal stay for your next Illinois escape. It comes with modern amenities such as air conditioning, WiFi, and a hot tub. For indoor entertainment, features such as board games, a game console, and a Smart TV are provided. To top it all off is the rental’s heated pool with lighting available. It is set in the outdoor living area with comfy seating and a fire table.
You can also explore some places of interest found near the property. Walking trails, a beach, and a public recreation area are just a few blocks away.
Top guest reviews
Read more reviewsHost:
the host is easy to work with and quick to respond to any questions
16. Cozy vacation home in East Glenview with pool (from USD 375)
Looking for a nice staycation spot for the fam close to Chicago? Look no further than this beautiful vacation home in East Glenview. It’s just 20 minutes from downtown Chicago so getting there wouldn’t be a problem. It’s also close to many attractions and outdoor activities including hiking, biking, the Wagner Farm, and downtown North Glenview.
This vacation home can sleep up to seven people. It has four bedrooms, two full baths, a living room, a dining room, a fully equipped kitchen, and a heated swimming pool with poolside furniture. Amenities also include WiFi, a smart TV, video games, and more.
Top guest reviews
Cleanliness:
the house was absolutely beautiful and immaculately cleanHost:
the owners were incredibly responsivethe notes left by the owners were open and inviting with only respectful common sense requestsour rental was very nice and the manager was helpful with any needs that arose during our staywe had everything we needed and communication with the owner was quick and easyRead more reviewsLocation:
my son loved playing in the pool and my family loved the location
17. Fully furnished house with pool in a quiet neighborhood in Carbondale (from USD 261)
This vacation home has everything you need for a relaxing staycation with your family or friends. It’s located in a nice and quiet community in Carbondale, offering guests some peace and relaxation.
The rental can sleep up to eight people, perfect for big groups. It has four bedrooms, three full baths, a living room, and a full kitchen. There’s a garden patio that’s furnished with cozy seats beside the pool. The basement is renovated into a recreational area with a bar, a pool table, and a ping-pong table.
Top guest reviews
Amenities & Room:
had several people using the wifi and never had a problemthe pool and patio were the perfect place to relax and visitthe landscaping was beautiful and the outdoor furniture was very comfortablegreat pool and patio areawe didn’t have issues with the rooms getting too hot or anything like thatCleanliness:
bathrooms were clean and fresh with large supply of bath and pool towels hand towels and wash clothsit's very very clean for a house of it's age and the beds were comfyHost:
working with dave the owner was amazingeverything about the home was great the owner was very niceowner is good to communicate withthe owner is very responsive to emails etcthe owner was very nice and accommodating- easy to get a hold ofRead more reviewsLocation:
the home is in a perfect location not to far away from campus which was super convenientthis rental is very comfortable and close enough to everything we wanted to do in the carbondale areagreat place to get family togethergreat place for family gatheringthis was a great place for our family to stay while in town for a wedding
18. Spacious vacation home with pool and hot tub by Pistakee Bay (from USD 883)
This vacation home right next to Pistakee Bay is a cozy accommodation for huge groups. It can sleep up to 16 people and features great facilities and amenities to ensure comfort and convenience. It comes with four bedrooms, four and a half baths, a game room with a pool table and an arcade game, a living area, a dining area, and a full kitchen. The outdoor area has a fire pit with lounge chairs, a pool with poolside furniture, and a hot tub.
It’s a waterfront property with a private pier, offering guests easy access to water activities like fishing and kayaking. It’s also close to restaurants and walking trails.
Top guest reviews
Amenities & Room:
the beds were plentiful and extremely comfortableCleanliness:
the house was well maintained clean and in general very comfortablethe house has plenty of space for large groups and everything was cleanHost:
the host was very responsive to questions while we were staying at the housethe owner was friendly responsive and easy to work withthe host even provided us with firewood for the bonfires and had plenty of complimentary towelsRead more reviewsLocation:
we loved the location of this house - on the water but close to grocery stores
19. Gorgeous mansion with theater room in Morton (from USD 277)
Tucked in the residential village of Morton, this mansion can provide you with a snug atmosphere without compromising luxury. This vacation rental offers guests the ultimate vacation experience with a host of amenities ranging from the indoor swimming pool to five bedrooms that can accommodate 18 guests. Adults can chill in the open-concept living room with a fireplace, while kids can have fun in the theater room. Aside from staycation, this place is also perfect for special occasions such as weddings, birthdays, and reunions.
Top guest reviews
Amenities & Room:
it would have been good to know about the instability of the wi-fi before bookingthe kids loved the pool and the "cinema"--that was the sign at the doorpool was heated and wonderfulthe grill need better ventilation we had to leave the pool because it was so smokeythe theatre room was an extra bonusCleanliness:
definitely could be cleaned betterthe bed linens and towels were cleanwe preferred a comfortable clean & spacious environment everyone could enjoythe pool was a lot of fun but it wasn’t cleanplease note that the pool is not cleaned at all while guests are thereHost:
the owner quickly responded to requests and was very helpfulthe owner was always very friendly and easy to talk to when we had questionsa special thanks to the owner for being accessible and quickly responding to any questions we hadi was in constant communication with the owner who could provide very little helpRead more reviewsLocation:
the location of the house was nice and quiet and it served our purpose well
20. Family-friendly lodge with lake views in Mount Vernon (from USD 485)
Built by the late US Senator Bill O’Daniel, this home offers couples a romantic place for the holidays. The place is a two-story, open-concept property with three semi-private bedrooms that can sleep nine and a bathroom with a corner shower and claw-foot slipper bathtub. The master bedroom has a 15-ft (4.5-m) tall glass, providing guests with a stunning view of the lake’s west side. Guests can also access the bar, family room, and sunken pool. Since the place is located on a cattle farm, guests can also buy a black Angus steer. You can also try out some outdoor activities like hunting just make sure you contact the owners beforehand.
Top guest reviews
Amenities & Room:
the endless pool is so relaxing and you have a cool view of the sunset from itHost:
everything was perfect and the hosts were amazingtom and bev are wonderful and responsive hoststhey were also responsive informative and so helpfulRead more reviewsLocation:
we drove 8 hours to get there and this is our second stay the place is a private paradise
21. Luxurious estate with large in-ground pool in Riverwoods (from USD 971)
For a luxury place to stay, this resort-like estate in Riverwoods, Illinois, will provide you with a comfortable vacation. It comes with seven bedrooms, five baths and can accommodate from fifteen to twenty guests. As for its features, the place has a large inground swimming pool, a spacious basketball court, and a large dining room that can seat 20 people. Day visitors are allowed, but owners do not allow more than 20 people at a time.
Top guest reviews
Amenities & Room:
the pool being open early may was definitely a perk as wellit was spacious enough that all my family was comfortable and had a space of their ownthe owners had the pool heated and was very comfortableit is quite spacious and plenty of room to spread out and enjoy one anotherthe dinning room table is amazing thank you chris and danielleCleanliness:
plenty of rooms bedrooms and bathrooms with everything clean on a quiet but lovely roadRead more reviewsHost:
hosts were accommodating and offered flexibility with checkout timingdaniela & chris were great hostscomfortable and very pleasant hostthanks for being such great hostsdanielle's place is a great home to host large families/groups
22. Pet-friendly cottage with a garden in Carbondale (from USD 250)
This cozy vacation rental is perfect for families who want to experience a laid-back vacation. Furnished with retro Danish furniture, a gourmet kitchen, and plush beds, this place guarantees guests a comfortable stay. Also, this house has a Finnish sauna and a Japanese-style soaking bathtub. Guests also have access to the garden that houses an array of herbs, flowers, and vegetables. You are even free to pick some for yourself and use them for your cooking. Pets are also welcome in this pet-friendly accommodation but for an additional fee of 35 USD per night.
Top guest reviews
Amenities & Room:
we were pleasantly surprised by me amount of supplies and amenities in the kitchenthe space is larger homier and more comfortable than mere photos can indicatethe amenities were perfect with a very cozy bed and very nice bathroombright lovely decor with fast wificomfortable quiet surrounding by beauty and natureCleanliness:
the space was immaculately clean and very comfortableit was extremely cleanthe pool house is super clean very quite and comfortablethe pool was super clean and we had so much funthe pool house is modern stylish clean and comfortableHost:
were the perfect hostswere the perfect hoststhe hosts were fantasticeven better hostsgreat host and lovely placeRead more reviewsLocation:
easy walking distance to campus and the stripwhat a great location for anyone traveling to carbondalegreat location and lovely hostsgreat location -unique -historical - special little details vary warm feeling -the entire place is cute and cozy
23. Spacious hideaway with hot tub in Brookport (from USD 360)
Tucked in Brookport, this log cabin rental is ringed by forests, woodlands, and vast terrains of Shawnee National Forest. With its isolated location, guests can expect serenity, which is perfect for their holiday. As for the home’s amenities, the property comes with a hot tub and an inground pool. There are also three private bathrooms and two master suites. Guests can also play billiards in the game room.
Top guest reviews
Amenities & Room:
it was great that all three families had their own bathroom and spacewe loved the hot tub long walks the fire pit and sunning by the poolCleanliness:
bedrooms were clean and comfyeverything was clean and so cutely decorated with all the wildlifespacious clean and luxurious with so much to enjoy about the outdoorsthe pool and hot tub as well as house were very cleanthe home is beautiful clean and has everythingHost:
owners were fast and responsive to all our questionsshe was fast to respond and very helpfulyou guys are the best hosts and your house is amazingcommunication with the owner was easyfrom the beginning of the process tana and jimmy were great host to deal withRead more reviewsLocation:
it was hot and humid so the pool was a perfect place to cool off
24. Family-friendly retreat with hot tub in Monroe Center (from USD 900)
Looking for a cozy place that can accommodate a large group? This family home, located near Kilbuck Creek, boasts an array of amenities and can house up to 40 guests. For a comfortable experience, the space is furnished with a lovely log cabin interior. It also comes with a swimming pool, hot tub, hot tub, seven bedrooms, and seven bathrooms. The dining area is also spacious enough with seating for 26 people. If you want to do some outdoor recreational activities, try out some kayaking and canoeing at the nearby Larsen’s Landing or visit Prairie View Golf Course.
25. Countryside home with indoor pool in Virden (from USD 721)
For an idyllic country-setting getaway, this vacation rental (just off Interstate-55) is an ideal place to stay. It can accommodate up to 10 guests, with 2 bedrooms and 4 beds. Aside from that, the amenities that come with it will surely guarantee you and your family an unforgettable vacation. The place has two loft-style bedrooms, with king-sized beds in each and a private staircase overlooking the pool.
Top guest reviews
Amenities & Room:
awesome bedroom with big screen tvi also enjoyed the massage chair in the theater roompool and theater space were greatbig heated pool with a great sound systemthe pool and theater room are amazingCleanliness:
everything was very cleansean’s place is a ton of fun i was impressed with the cleanlinessabsolutely amazing place everything was clean and set up perfectnice neat and cleanthe pool was clean and there were a ton of toys for my kids to play withHost:
i hope the host gets it togetherhe is the best host everwonderful host that made us feel very welcome at his propertyvery friendly willing to help and a great hosthost was beyond expectations and very responsiveRead more reviewsLocation:
nice place really awesome indoor poolthe place is spectacular what a cool idea sean is radthe location is also great as there are no neighbors so the loud music doesnt disrupt neighborsit was the perfect place for a family getawaythis is a great place to relax and have a good time we’ll definitely be back
26. Luxurious mansion with indoor heated pool in Grayslake
With a blend of vintage and modern interior design, this lovely vacation home is perfect for those old souls who want to escape the noisy city life. Located in Grayslake, the home boasts great amenities guaranteed to make your stay worthwhile. With the indoor heated pool, guests can go swimming at any time of the year. Whether you prefer movie marathons or an interactive gaming experience, you can still have the best time as the place has a home theater and a jumbo-sized touch screen for gaming. The place also has a gourmet kitchen where you can cook up some delicious meals. If you’re not up for cooking, Grayslake has lots of local restaurants you can try. You can also check out Libertyville and its farmer’s markets and other kiosks.
Grayslake, Illinois, United States
361.79 km (224.9 mi) from The Cross
27. Three-bedroom house in the heart of Chicago
Located in the heart of McKinley Park, this modern villa automatically transports you to paradise. It’s a fully furnished house that comes with three bedrooms, a patio, heater, fire pit, grill, and pool. It can also accommodate six guests, which is ideal for a small family or friends group. This rental offers a special event planning package that includes day access for up to 20 people. Since it’s located inside a residential area, you can expect that your stay will be peaceful but in luxury and style.
311.63 km (193.7 mi) from The CrossAccommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviews
Amenities & Room:
the pool was great the fire tables allowed us to stay outside in the evening make s'mores etcthe yard is large and really nice with the pool several seating areas and nice gardensRead more reviewsHost:
the owner be was very friendly and helpfulbe was an amazing host and we can’t wait to come backhouse was clean and be/host was great to work with
28. Lovely hideaway with nature views in Sangamon County
If you are looking for a secluded place surrounded by nature, this beautiful rental home is near a pond with scenic views. The key amenities include four bathrooms, a saltwater pool, and a hot tub. If you want to go on a nature trip, you can also try fishing in the nearby pond. It’s a perfect place for an ideal summer trip.
106.47 km (66.2 mi) from The CrossAccommodates: 12
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.
Top guest reviews
Amenities & Room:
it was perfect lots of room and an exceptional outdoor areai would have been more proactive about understanding what to expect of the heated poolroom to spare and a great pool and hot tubHost:
the property manager was very accommodating and helpfuli am also very appreciative of the quick responses and communication from the owner throughout the weekendwe wish we asked for more instructions for the golf simulator written tips would be helpfulRead more reviewsLocation:
this was such a great place to get away tothe house was perfect and the shop was greatsuch a great place and something for every one
Enjoy a nature getaway
Make the best of your holiday by spending it with friends and families in Illinois. The city has great attractions to offer and luxury accommodations to match. Whether you prefer a staycation or some outdoor fun, these amazing vacation rentals with private pools can guarantee a memorable holiday.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to