18 Best Vacation Rentals With Private Pool In Illinois, USA - Updated 2022

Lea
Lea 
Updated

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.

1. 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.

Quite- relaxing country living with pool/hot tub and sauna!
3 reviews  Wifi Available
studio 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Location:
close to the fair grounds
Read more reviews

2. 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.

Lakefront property with private heated indoor pool and hot tub!
37 reviews  Wifi Available
House 8 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
quiet neighborhood beautiful lake views indoor heated pool and hot tub
there was great internet service and lots of tv options
we enjoyed the view of the lake swimming in the pool relaxing in the hot tub
family room beautiful kitchen and huge dining area with great lake views
we made it work but another bedroom or private room would be great
Cleanliness:
the house was very clean
” very clean plenty of room to spread out foos ball and games and the pool was the star
so clean and convenient with a fridge music speakers and bathroom right there
Host:
everything was in great shape and the owner responded quickly
Location:
overall stay is excellent we enjoyed the property and location especially
great safety options and a quiet lane
property was very welcoming with plenty of room to park a couple vehicles
comfy beautiful fun family getaway are all good words for this place
this place was amazing literally the best rental we have stayed in
Read more reviews

3. Luxurious estate best for families (from USD 662)

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.

Beautiful Country Setting with Inground Pool and Stocked Pond
45 reviews  Wifi Available
House 15 Guests 5 Bedrooms 0 Bathrooms

Accommodates: 15
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
i would have been more proactive about understanding what to expect of the heated pool
the master bedroom was huge including an awesome bathroom with whirlpool tub & large shower
Cleanliness:
the property was very clean and well maintained
upon arrival many areas of the house looked like it hadn't been cleaned since last guests
the property was just as pictured and was very clean
everything was so clean and we even loves the layout of the house
Host:
the property was amazing and service from manager/owner was perfect
lori and john were fantastic hosts
owners were super nice and helpful throughout the process
the host is very nice and good at explaining everything when you arrive
Location:
overall a great place to stay if you’re in the springfield il area
Read more reviews

4. 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.

Family Home w/ Deck on Lake Sara: Pets are Welcome
25 reviews
House 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
excellent a/c & water pressure
i enjoyed the heated pool on a 50-degree day
comfortable beds and indoor seating
the handicap friendly bathrooms were a huge plus
Cleanliness:
the pool was clean and greatly used by us during our stay
Host:
resident orange tabby is as friendly as can be she lounged on the deck and we spoiled her
Location:
great location very peaceful
location is fantastic homeowner provides everything you need
do not hesitate to book close to dining
the location was great and everything was clean
easy process to rent and very nice location
Read more reviews

5. 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.

Stunning Property with loads of amenities. In ground pool, pet friendly, with photo opps galore!
7 reviews  Wifi Available
House 10 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 10
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Host:
the host is easy to work with and quick to respond to any questions
Read more reviews

6. 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.

Cozy 4 Bedroom/2 Bath Cozy Home In East Glenview With Inground Pool!
9 reviews  Wifi Available
House 7 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 7
Minimum Nights: 25
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Cleanliness:
the house was absolutely beautiful and immaculately clean
Host:
the owners were incredibly responsive
the notes left by the owners were open and inviting with only respectful common sense requests
our rental was very nice and the manager was helpful with any needs that arose during our stay
we had everything we needed and communication with the owner was quick and easy
Location:
my son loved playing in the pool and my family loved the location
Read more reviews

7. 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.

Brick Estate with pool in Quiet Carbondale Neighborhood
53 reviews  Wifi Available
House 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
had several people using the wifi and never had a problem
the pool and patio were the perfect place to relax and visit
the landscaping was beautiful and the outdoor furniture was very comfortable
great pool and patio area
we didn’t have issues with the rooms getting too hot or anything like that
Cleanliness:
bathrooms were clean and fresh with large supply of bath and pool towels hand towels and wash cloths
it's very very clean for a house of it's age and the beds were comfy
Host:
working with dave the owner was amazing
everything about the home was great the owner was very nice
owner is good to communicate with
the owner is very responsive to emails etc
the owner was very nice and accommodating- easy to get a hold of
Location:
the home is in a perfect location not to far away from campus which was super convenient
this rental is very comfortable and close enough to everything we wanted to do in the carbondale area
great place to get family together
great place for family gathering
this was a great place for our family to stay while in town for a wedding
Read more reviews

8. 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.

Newly Remodeled in Pistakee Bay on the Chain O' Lakes
15 reviews  Wifi Available
House 16 Guests 4 Bedrooms 5 Bathrooms

Accommodates: 16
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the beds were plentiful and extremely comfortable
Cleanliness:
the house was well maintained clean and in general very comfortable
the house has plenty of space for large groups and everything was clean
Host:
the host was very responsive to questions while we were staying at the house
the owner was friendly responsive and easy to work with
the host even provided us with firewood for the bonfires and had plenty of complimentary towels
Location:
we loved the location of this house - on the water but close to grocery stores
Read more reviews

9. 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.

A MANSION WITH A HUGE INDOOR HEATED SWIMMING POOL WITH A BONUS THEATER ROOM.
72 reviews  Wifi Available
House 18 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 18
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
it would have been good to know about the instability of the wi-fi before booking
the kids loved the pool and the "cinema"--that was the sign at the door
pool was heated and wonderful
the grill need better ventilation we had to leave the pool because it was so smokey
the theatre room was an extra bonus
Cleanliness:
definitely could be cleaned better
the bed linens and towels were clean
we preferred a comfortable clean & spacious environment everyone could enjoy
the pool was a lot of fun but it wasn’t clean
please note that the pool is not cleaned at all while guests are there
Host:
the owner quickly responded to requests and was very helpful
the owner was always very friendly and easy to talk to when we had questions
a special thanks to the owner for being accessible and quickly responding to any questions we had
i was in constant communication with the owner who could provide very little help
Location:
the location of the house was nice and quiet and it served our purpose well
Read more reviews

10. Family-friendly lodge with lake views in Mount Vernon (from USD 399)

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.

Indoor Pool 35 acres fishing Hunt Hike 7 Free boats 14’ diving Kayak Grill Shoot
Mt Vernon, IL, US
19 Guests 5 Bedrooms 2 Bathrooms

11. 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.

Resort-like estate over 7,000sf w/inground pool
38 reviews  Wifi Available
Entire villa 8 Beds 15 Guests 7 Bedrooms 5 Bathrooms

Accommodates: 15

Top guest reviews
Amenities & Room:
the pool being open early may was definitely a perk as well
it was spacious enough that all my family was comfortable and had a space of their own
the owners had the pool heated and was very comfortable
it is quite spacious and plenty of room to spread out and enjoy one another
the dinning room table is amazing thank you chris and danielle
Cleanliness:
plenty of rooms bedrooms and bathrooms with everything clean on a quiet but lovely road
Host:
hosts were accommodating and offered flexibility with checkout timing
daniela & chris were great hosts
comfortable and very pleasant host
thanks for being such great hosts
danielle's place is a great home to host large families/groups
Location:
and the location is excellent
the house is huge and in a beautiful and quiet neighborhood
Read more reviews

12. Pet-friendly cottage with a garden in Carbondale (from USD 200)

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.

Carbondale Pool House - Sauna, Hot Tub, Dogs OK
Carbondale, Illinois, United States
170 reviews Superhost  Wifi Available
Entire guesthouse 2 Beds 3 Guests 2 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
we were pleasantly surprised by me amount of supplies and amenities in the kitchen
the space is larger homier and more comfortable than mere photos can indicate
the amenities were perfect with a very cozy bed and very nice bathroom
bright lovely decor with fast wifi
comfortable quiet surrounding by beauty and nature
Cleanliness:
the space was immaculately clean and very comfortable
it was extremely clean
the pool house is super clean very quite and comfortable
the pool was super clean and we had so much fun
the pool house is modern stylish clean and comfortable
Host:
were the perfect hosts
were the perfect hosts
the hosts were fantastic
even better hosts
great host and lovely place
Location:
easy walking distance to campus and the strip
what a great location for anyone traveling to carbondale
great location and lovely hosts
great location -unique -historical - special little details vary warm feeling -
the entire place is cute and cozy
Read more reviews

13. Spacious hideaway with hot tub in Brookport (from USD 225)

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.

Log Cabin Adjoining Shawnee National Forest
140 reviews
lodge 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
it was great that all three families had their own bathroom and space
we loved the hot tub long walks the fire pit and sunning by the pool
Cleanliness:
bedrooms were clean and comfy
everything was clean and so cutely decorated with all the wildlife
spacious clean and luxurious with so much to enjoy about the outdoors
the pool and hot tub as well as house were very clean
the home is beautiful clean and has everything
Host:
owners were fast and responsive to all our questions
she was fast to respond and very helpful
you guys are the best hosts and your house is amazing
communication with the owner was easy
from the beginning of the process tana and jimmy were great host to deal with
Location:
it was hot and humid so the pool was a perfect place to cool off
Read more reviews

14. 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.

Kilbuck Creek ~ Indoor Pool & Jacuzzi ~ Sleeps 40
Monroe Center, IL, US
40 Guests 9 Bedrooms 7 Bathrooms

15. Countryside home with indoor pool in Virden (from USD 513)

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.

Private indoor pool with custom lighting
Virden, Illinois, United States
175 reviews  Wifi Available
Entire home 12 Beds 16 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
awesome bedroom with big screen tv
i also enjoyed the massage chair in the theater room
pool and theater space were great
big heated pool with a great sound system
the pool and theater room are amazing
Cleanliness:
everything was very clean
sean’s place is a ton of fun i was impressed with the cleanliness
absolutely amazing place everything was clean and set up perfect
nice neat and clean
the pool was clean and there were a ton of toys for my kids to play with
Host:
i hope the host gets it together
he is the best host ever
wonderful host that made us feel very welcome at his property
very friendly willing to help and a great host
host was beyond expectations and very responsive
Location:
nice place really awesome indoor pool
the place is spectacular what a cool idea sean is rad
the location is also great as there are no neighbors so the loud music doesnt disrupt neighbors
it was the perfect place for a family getaway
this is a great place to relax and have a good time we’ll definitely be back
Read more reviews

16. 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.

Huge indoor inground pool and theater in house
Grayslake, Illinois, United States
76 reviews
Entire house 10 Beds 4 Bedrooms 3 Bathrooms

17. 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.

Fall & Holiday Getaway at the Chicago Resort Home
11 reviews  Wifi Available
House 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 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 etc
the yard is large and really nice with the pool several seating areas and nice gardens
Host:
the owner be was very friendly and helpful
be was an amazing host and we can’t wait to come back
house was clean and be/host was great to work with
Read more reviews

18. 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.

Beautiful Country Setting
37 reviews  Wifi Available
House 12 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 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 area
i would have been more proactive about understanding what to expect of the heated pool
room to spare and a great pool and hot tub
Host:
the property manager was very accommodating and helpful
i am also very appreciative of the quick responses and communication from the owner throughout the weekend
we wish we asked for more instructions for the golf simulator written tips would be helpful
Location:
this was such a great place to get away to
the house was perfect and the shop was great
such a great place and something for every one
Read more reviews

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.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Lea prefers to stay at home where she could read and sleep much to her delight. But despite that, she also has a penchant for traveling. She also finds solace in writing, in dogeared secondhand...Read more

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