10 Best Vacation Rentals With Private Pool Near Lake Geneva, Wisconsin - Updated 2024

Ibrahim
Ibrahim 
Updated
| 5 min read

Whether you’re a history buff, a nature lover, or just looking for a place to escape the hustle and bustle of daily life, Lake Geneva is an ideal spot. The resort city nestled on the shores of Geneva Lake has been a favorite travel destination since the 19th century. In those days, affluent individuals, especially Chicagoans, would build lakefront holiday villas for themselves. Today, you can tour some of these mansions, including the Queen Ann-style summer home at Black Point Estate and Gardens. Also, learn about the history at Main Street Historic District or cruise on Geneva Lake. Big Foot Beach State Park and other beaches await as well.

You’ll also discover many luxurious homes around this place, offering private swimming pools, hot tubs, natural settings, and more to relish. Check out these best vacation rentals with private pool near Lake Geneva, Wisconsin.

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 March 04, 2024.

1. Cozy home in a private wooded lot (from USD 750)

Privacy and upscale comfort await you in this 7-bedroom accommodation located in Walworth County, about 10 minutes by car from Lake Geneva. Nestled amidst soaring trees, it’s just a stroll away from Rice and Whitewater lakes. While on the property, you can picnic in the private yard or take a dip in the seasonal outdoor pool.

Additionally, the home is newly remodeled, enormous, and boasts modern features. You’ll find a sitting room with a fireplace and a fully stocked kitchen. Plus, you can enjoy playing poker and pool.

Stayed at this property?
18 reviews   Wifi Available
House 6 Guests 7 Bedrooms 4 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the master bedroom lights had to be on in order to use the ceiling fan
there was plenty of family space and the kitchen was great
Cleanliness:
very clean and private
the house was roomy clean and comfortable and the grounds were really nice
Host:
the owner was great she response to any question or concenrs very quickly
it was a peaceful friendly stay
Location:
great house for couples with a under 1 minute walk to rice lake
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

2. Quaint property for 20 with a fishing pond (from USD 350)

If you’re planning a memorable stay with a group of 20, this 3-bedroom rental is your best bet. It’s set on a 7.5-acre (3-hectare) lot complete with a beach, fishing pond, and more. You can fish or take advantage of the two available paddleboards and cruise the water. During winter, guests can enjoy ice skating, ice fishing, or sledding on the lake.

Back in the lodge, you can soak in the heated outdoor pool (open from mid-May to October 1) or the hot tub. And inside the colossal house, there is a movie projector (upon request), ping pong, and pool table to enjoy. This place also has a functional kitchen and laundry amenities, and it’s about a 50-minute drive from Lake Geneva.

Stayed at this property?
131 reviews   Wifi Available
House 20 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 20
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
large well taken care of yard and nice pool and hot tub
the game room/garage was perfect
Cleanliness:
easy check-in everything clean and great location just off the i-94 exit
large great room clean kitchen and sleeping spaces when we finally went inside
Host:
the owner is very easy to work with as well
robert was the most gracious host we’ve had yet
robert was so helpful and easy to communicate with before and during our stay
Location:
i highly recommend this location
"the retreat was an outstanding place for a five day trip to wisconsin
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

3. Modern lodge overlooking Geneva Lake (from USD 607)

Surround yourself with verdant nature and water panoramas when you stay in this four-bedroom home overlooking Geneva Lake. It feels remote yet is within walking distance from landmarks, including Geneva Lake Museum and Lake Geneva Cruise Line. In addition, the home is beautifully styled and modern.

You’ll love its open floor plan, complete with a stone fireplace, hardwood floors, vaulted ceilings, and sweeping views of nature coming in from the windows from all directions. Visitors can also cook in the functional kitchen or enjoy outdoor cooking with the deck’s barbecue grill. For some recreation, unwind in the outdoor in-ground pool with a waterfall feature (open from May end to early September).

Stayed at this property?
Lake Geneva, Wisconsin, United States
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Host:
owners were incredibly attentive and helpful
the hosts were very accommodating and communicative highly recommend staying here for a relaxing getaway
Location:
this is exactly what we were looking for; peace and quiet with easy access to the town
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

4. Cozy wooden house for 10 in a forested property (from USD 429)

You, and especially the kids, will love this four-bedroom wooden cabin that’s 1 mile (1.6 kilometers) from Geneva Lake. It’s thoughtfully decorated, spacious, and highlights entertainment features, including an HDTV in the sitting room with cable, a game console, and a fireplace.

Out on the yard, you’ll find an in-ground heated pool available during the summer months for a surcharge. And on a cold evening, guests can relax in the hot tub. Other perks include a barbecue grill and a well-equipped kitchen. However, Wi-Fi isn’t available because there’s no tower nearby.

Stayed at this property?
Lake Geneva, Wisconsin, United States
98 reviews   Superhost Wifi Available
Entire cabin 5 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
the patio table was lovely
awesome comfy new leather furniture in tv room
the heated pool was the perfect touch will definitely be coming here again
a lovely private property with a fabulous pool
all the beds were very comfortable and the lower level tv area was also so comfortable
Cleanliness:
very clean and cozy
it was clean and nicely decorated
the house was very clean and as expected
debbie’s place was awesome it was very clean her communication was always very fast
plenty of clean linens towels and blankets for large groups
Host:
thank you for being a wonderful host debbie
debbie is a great host
debbie was an amazing host
she was very kind and hospitable to our group
the host was helpful communicative gracious and easy to deal with
Location:
great location a quick ride from downtown
the location is perfect
the pool was perfect and location is amazing
great location- close to downtown lake geneva and minutes away from the lake
it was in a great location close to downtown lake geneva
Read more reviews

5. h-century home on a large forested lot (from USD 350)

This rental sits on a 77-acre (31.2-hectare) forested lot, 20 minutes by car from Delavan Lake and Geneva Lake. Great for outdoor lovers, guests can access miles of on-site hiking trails. Plus, there are ponds where you can fish upon request. And did we mention that it’s a 10-minute walk from Lulu Lake State Natural Area?

The partly refurbished home dates back to 1954. It highlights a spacious living room outfitted with large windows overlooking the outdoors and an HDTV. Outside, you can take advantage of the fire pit, hot tub, and heated pool. This home also includes a kitchen, a ping pong table, and Wi-Fi.

Stayed at this property?
65 reviews   Wifi Available
House 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
everyone loved the views from the family room
the pool and hot tub were delightful and the entire space was just so thoughtfully and artistically designed
the pool and hot tub worked great and we loved the screen porch
Cleanliness:
the house was clean and had everything we needed
the home was clean and had everything we needed
Host:
the owners were so accommodating and friendly
we loved the house daniel was very welcoming & helpful with all the details needed for the house
Location:
amazing place and wonderful location
we love the location that it's not too far from our home but feels hundreds of miles away
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

6. Handcrafted pet-friendly home amidst nature (from USD 215)

Feel at home while being surrounded by nature in this four-bedroom handcrafted home. It’s nestled in a 10.5-acre (4.2-hectare) wooded lot, about 45 minutes by car from Lake Geneva and 3 miles (4.8 kilometers) from shops and eateries. On the property, you can hike the three woody paths and connect with nature.

Furthermore, the inside is cozy and well equipped. After a long day outdoors, you can swim in the small indoor heated pool and pamper yourself in the sauna. It also opens to a large deck, where guests can unwind with a good book. This accommodation has cable TV, a kitchen, and a firepit as well. Pets are welcome too.

Stayed at this property?
Milton, Wisconsin, United States
175 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the pool was honestly perfect for our 7 and 2 year old
the deck is awesome after relaxing in the pool and sauna
just as fantastic the second time around sub zero temperatures outside didn't keep us from being warm and cozy
the sauna was a great addition for the adults and my toddler had a blast with the pool
comfortable and quiet bedrooms
Cleanliness:
comfortable and clean
it was extremely clean and well stocked with the necessities
it was quiet and secluded and very clean
absolutely beautiful home very clean and the sauna was such a treat
an artful and peaceful retreat super clean and well-cared for
Host:
host was great and communicated well
Location:
close to stores but secluded enough for a nice quiet getaway
this spot was the perfect location for a small getaway with friends
this place was the perfect thanksgiving get away for the entire family
i’m sure this place is even more beautiful in the summer or warmer weather
wow this place is one of the most unique airbnbs i’ve ever stayed at
Read more reviews

7. Updated home on a quiet cul-de-sac

Enjoy a comfortable, tranquil getaway with your family in this three-bedroom house set on a dead end. Surrounded by nature, the property also boasts a fenced yard where you can dip in the heated pool or relax on the patios or outdoor lounge area.

The interior is artsy and comfy. Guests can watch TV in the sitting room with a fireplace or test their skills in the fully stocked kitchen. The updated rental also includes Wi-Fi, laundry amenities, and two garages. What’s more, it’s just an hour’s drive from Lake Geneva.

Stayed at this property?
Sussex, Wisconsin, United States
45 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the pool area is beautiful with outdoor furniture and lovely landscaping
nice heated pool and lots of pool toys
the beds were super comfortable
our kids loved the heated pool
water in the pool was heated and clear
Cleanliness:
the house was super clean and everything was very spelled out before hand and after arrival
the house was clean and in a nice quiet neighborhood
the house itself was super clean and very nicely updated
the pool was clean with lots of toys for the kids
the house was so clean updated private and fun
Host:
the owners were also great
james all the way through answers all questions quickly and is a wonderful host
james was a great host and was readily available if anything was needed
the owners communicate pretty well too
nice neighborhood good communication with host
Location:
it was great to have stores so close to make it convenient
the location was perfect also in that it was a calm quiet location yet near needed amenities
we loved the pool and the convenience of have a store close by
Read more reviews

8. Top-end mansion for 12 (from USD 2500)

Experience top-end luxury in this mansion located in Waukesha County, about a 50-minute drive from Lake Geneva. Oriented for 12 guests, this place comes with a spacious exterior highlighting a fireplace, a heated swimming pool with fountains, a hot tub, and lounge areas.

Further, the interior is colossal and features beautiful decorations, including wall art and an artistic fireplace. Guests can recline in the great room and play video games or enjoy the ping pong and pool tables. And did we mention the theater room for movie nights?

Stayed at this property?
7 reviews  
House 12 Guests 5 Bedrooms 7 Bathrooms

Accommodates: 12
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the pool was huge and the covered bar area was perfect
Host:
the host was extremely classy polite and very flexible
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

9. Elegant, massive lakefront house for 16

This elegant, massive house, filled with entertainment features, is set on the shores of Geneva Lake, around 15 minutes by car from Lake Geneva. It can comfortably sleep 16 guests and has something for everyone. The home boasts a games room featuring a ping pong table, foosball, and a cozy movie theater for your enjoyment.

Alternatively, you can relax in the eye-catching sitting room, highlighting a pull-out sofa, a smart TV, heated floors, and a wood-burning fireplace. The living room also opens to a patio with a barbecue overlooking the lake. What’s more, visitors can take advantage of the heated outdoor pool in summer and the eight-person hot tub throughout the year.

Stayed at this property?
8 reviews   Wifi Available
House 16 Guests 6 Bedrooms 6 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 common areas were very comfortable with loads of seating space
Cleanliness:
the place is very modern clean with plenty of rooms and space
Host:
owners went above and beyond to make sure our stay was memorable
great communication with the host beautiful property with so many windows overlooking the lake
Read more reviews
Oops, this listing is currently inactive. Check out these alternative properties in the same location.
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

10. Historic second-floor condo

Dating back to the 1900s, this historic property was constructed as the carriage house for Loramoor Estate. The rental is set on the second level and boasts a mix of modern and vintage touches to make your solo or romantic stay delightful.

The newly renovated accommodation comes with a functional kitchen, a colorful sitting area with a flat-screen TV, and WiFi. Additionally, you can use the outdoor pool throughout the summer months.

Stayed at this property?
34 reviews   Wifi Available
ENTIRE CONDO 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Cleanliness:
wonderful quiet clean comfortable place to stay
the pool was also very clean
the unit was tastefully updated clean and comfortable
very clean and comfortable with all the needed amenities
Host:
hospitable hosts and very easy and fast check in and out
Location:
great condo and good location
great place and a great location to downtown lake geneva
great apartment for a couple’s get away in quiet surroundings and yet a short drive to lake geneva
we also enjoyed the pool and the short walk to the public lake path
it was so calm and peaceful there but only a quick 8-10 minute drive to downtown lake geneva
Read more reviews

Enjoy a memorable getaway in Lake Geneva

These best vacation rentals with a private pool near Lake Geneva, Wisconsin, are well-appointed. They’re situated in private, natural settings and boast modern features, including kitchens, hot tubs, and more to make your vacation memorable.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

History


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Ibrahim is a passionate writer with a keen interest in traveling. He not only travels to discover the world but also himself. And when it comes to writing, Ibrahim loves to keep it simple with a...Read more

 Want to contribute as a Local Expert?
Explore Lake Geneva
x
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.