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Vacation rentals with a pool in McHenry County

Find and book unique homes with a pool on Airbnb

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Popular amenities for McHenry County rentals with a pool

House rentals with a pool

Guest favorite
Home in Highland Park
4.92 out of 5 average rating, 142 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

JeffRating, 5 stars4 months ago
We were in town for Thanksgiving visiting family with our dogs for 4 nights. Communication with host was great. The house was very clean, well furnished (we cooked the Thanksgiving meal there), recently renovated kitchen (huge kitchen island) with high end appliances, and yes there are 6 bedrooms (some small but nice). Rooms are split between three floors so everyone had room/privacy. Backyard with pool was great, lots of space for dogs, everything is fenced in but the front which was not a problem as the house is on a dead-end street with very little traffic. This is definitely a superhost home, all your condiments, lots of nice touches and snacks/gifts. We will definitely stay there again on our next visit to family in Chicago. House is locate between 41 and 94 making travel around Chicago easy.
Guest favorite
An expansive outdoor area features a large swimming pool surrounded by sun loungers. Nearby, a covered seating area offers shaded views, while vast fields stretch in the background, providing a serene landscape and ample open space for relaxation.
Home in Lake Geneva
5 out of 5 average rating, 9 reviews

Elssys Ranch 80 Acre Lake Geneva Retreat

AlexisRating, 5 stars3 weeks ago
We had an amazing time at this property! Nick was a fantastic host—super responsive and quick to answer any questions we had. The property itself is beautiful with plenty of space for kids to run around and play. The kitchen was well-equipped with lots of utensils and dishes, making it so convenient to cook and eat at the house. The fire pit and grill outside were a wonderful addition to our stay! The location is perfect too! It’s near a charming Boxed & Burlap coffee shop, and just a short 5-mile drive to downtown Lake Geneva. Downtown offers parks, a public library, great shopping, and stunning views of the lake with walking trails. We can’t wait to return and stay again! Highly recommend!
Guest favorite
Home in Lake Geneva
5 out of 5 average rating, 30 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

DarrylRating, 5 stars1 month ago
This was my first time using Airbnb. We had a group and it seemed like a better idea to try and find something we could share for the GaryCon convention. None of us were familiar with the area so I used the app and geo bracket for within 10 miles of the convention and came up with this beautiful home that had enough beds to accommodate each of us. I looked through the pics and was happy with what I saw. Sasha was responding quickly to answer my questions and we made the reservations. When we got to the place we were all happy with what we found. The hone was spacious with large beds in each room. 3 baths made it easy for us to get out quickly each morning. The kitchen was really great. The deck was really great. Seriously couldn't not have been happier and more pleased. Thank you for opening up your home to us. I understand why people live the area. I strongly recommend this home and Sasha if you're in the area.
Top guest favorite
Two black Adirondack chairs and a small side table are positioned on a patio, overlooking a lush green landscape under a cloudy sky. The view encompasses rolling hills and tree foliage, providing a serene outdoor setting.
Home in Lake Geneva
5 out of 5 average rating, 38 reviews

Newly Updated Modern Lake Condo

KristinRating, 5 stars1 month ago
Great location close to shops and restaurants. We enjoyed the pool/hot tub area and ended up having dinner at Crafted Italia in the same building the pool is located, it was nice and close to the rented unit.
Top guest favorite
A clear swimming pool is surrounded by lush greenery and a wooden deck. Lounge chairs are placed nearby, and a colorful inflatable pool float rests on the water's surface. Sunlight reflects off the pool, enhancing its inviting blue color.
Home in Bloomingdale
4.94 out of 5 average rating, 47 reviews

Whole House With Hot Tub And Spacious Bedrooms

KarinaRating, 5 stars1 week ago
Amazing stay! This place has everything you need for both short and long visits. The location is extremely safe and convenient with shops within walking distance. My family and I thoroughly enjoyed the entire property, especially the game room and TV room which were perfect for entertainment. Moiz, the host, was very kind and quick to respond to any needs we had. Thank you for everything! We would definitely stay here again
Guest favorite
A spacious outdoor pool area is presented, surrounded by a clean concrete deck. Several round tables with chairs are arranged around the pool, providing seating. Lush greenery and trees are visible in the background, contributing to a serene environment.
Home in Lake Geneva
4.96 out of 5 average rating, 71 reviews

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

CynthiaRating, 5 stars1 week ago
I absolutely love the location of this property. Steve's place is perfectly secluded for quiet mornings & peaceful evenings. I hope to return in the winter to take in the beautiful snowfall. I also appreciate the fact that it's not far from a small cozy town with a walking path along the lake. Thank you for sharing your wonderful property & I look forward to returning!
Top guest favorite
An above ground pool with a diameter of 20 feet and a depth of 4 feet is surrounded by a grassy area and shaded by tall trees. A ladder provides access to the pool, and colorful floats are visible on the water's surface.
Home in Woodstock
4.88 out of 5 average rating, 60 reviews

Grand 1800s Victorian Gem: Updated/by Downtown

BeckyRating, 5 stars4 days ago
Deidre is an amazing host. She goes above and beyond for each guest. We always appreciate her welcoming us into her home and her attentive and responsiveness to our requests. Highly recommend!
Top guest favorite
A wooden deck features two blue chairs accompanied by a small white table and a potted plant. The sparkling heated pool is visible, surrounded by a wooden fence and greenery, providing a serene outdoor setting.
Home in Genoa City
5 out of 5 average rating, 53 reviews

Relaxing Four Season Getaway near Lake Geneva

BascomRating, 5 stars2 months ago
We were genuinely surprised to find a place in this location so close to the relatives we were visiting. Genoa City is not exactly the hotspot on the border! The neighborhood was quiet and friendly, but no overly inquisitive citizens. Property was perfect for our requirements, with the fenced in back yard that allowed us to let our pet out whenever without having to use a leash. Nice personal welcoming touches were unexpected and truly appreciated, since we arrived late and weren't able to do any shopping before hand. Beds were comfortable and spaced throughout the second floor, with expansion in the lower basement if necessary for bigger families, especially those with older children. School immediately across the street is great for spontaneous recreation of all types if you have the equipment. Our dog has not had the opportunity to enjoy such a large open space for quite some time and it was great to wear him out for the evening prior to bedtime. Abundant TVs throughout the home!

Condo rentals with a pool

Top guest favorite
A circular swimming pool is surrounded by a spacious patio with numerous lounge chairs. Lush greenery and trees frame the area, while nearby, a gazebo offers shaded seating. The multi-story condominium buildings in the background complete the inviting outdoor environment.
Condo in Fontana-on-Geneva Lake
5 out of 5 average rating, 58 reviews

2 BD 2 BA Abbey Villa with Pool

GavinRating, 5 stars8 months ago
Great spot! The condo was clean, comfortable, and quiet. It was a short walk to the beach and restaurants. Mandy’s detailed directions and instructions made checking in a breeze. Our group of four had a fantastic time.
Guest favorite
An outdoor pool area is enclosed by a black fence, surrounded by lounge chairs and umbrellas. Lush green grass leads to the area, with trees and a nearby building visible in the background. Clear blue skies create a bright and open atmosphere.
Condo in Geneva
4.93 out of 5 average rating, 41 reviews

Quaint, quiet condo minutes from Lake Geneva

Heather Rating, 5 stars5 months ago
We loved Mackenzie’s place! It was a short walk to the Ridge hotel where we were attending an event. The condo was super cozy and fit our needs perfectly. And you walk outside and can see the lake! Would definitely stay here again.
Condo in Lake Geneva
4.96 out of 5 average rating, 23 reviews

Elegant 4-Season Lake Geneva Condo w/ Fireplace!

WillRating, 5 stars5 months ago
Couldn’t have enjoyed this spot more! Already planning on going back soon because it was everything we wanted and more. Highly highly recommend, just don’t reserve it too often so we can go back! Haha
Superhost
The image showcases a clear swimming pool surrounded by a concrete deck. A shallow area is indicated, with safety signage specifying '3 ft 0 in No Diving.' Poolside loungers and umbrellas provide shade, while pool steps offer easy access for swimmers.
Condo in Lake Geneva
4.87 out of 5 average rating, 98 reviews

Lake Geneva relaxation!

NicoleRating, 5 stars6 months ago
Very quiet and tranquil location for our extended weekend trip! Close enough to explore Lake Geneva and many more area favorites. We were able to walk to The Ridge Hotel where they had restaurants and live music on the weekend.
Superhost
A large outdoor swimming pool is surrounded by a spacious patio area, featuring numerous lounge chairs. Floor-to-ceiling windows on the adjacent building offer views into the indoor facilities. The area is illuminated by natural sunlight, enhancing the resort-like atmosphere.
Condo in Fontana-on-Geneva Lake
4.74 out of 5 average rating, 50 reviews

Abbey Springs - Lake Geneva - 2 BR - Sleeps 6

DannyRating, 5 stars19 months ago
This place was absolutely perfect for a wedding in the area. It’s close to the action and the breakfast at Abbey Springs was delicious. Beds are comfy, couches are even comfier, and the screened porch allowed for peaceful vibes on an early fall weekend. Nancy and Fred’s accommodations were perfect and I can’t thank them enough!
Superhost
An indoor pool area is featured, surrounded by large windows that allow natural light to fill the space. The pool reflects the warm tones of the wood ceiling above, and planters with green foliage add a touch of nature.
Condo in Lake Geneva
4.69 out of 5 average rating, 42 reviews

Poolside Lookout at the Cove Hotel |Downtown LG

DianaRating, 5 stars3 weeks ago
If you're looking for a relaxing, peaceful yet close to everything getaway....Samantha's place is it!! From the minute you walk into the Cove, you guide yourself straight into a restful oasis. Entering Samantha's place, I was amazed at how spacious it all was. From the very modern kitchen, all of the utensils and kitchen necessities to the wide tub in the bathroom and big bed in the bedroom, everything felt like home. Relaxing in the living room with a beautiful view to the outdoors and the balcony was enjoyable. I highly recommend Samantha's place for your next stay in Lake Geneva.
Guest favorite
A spacious living area is presented with soft, neutral tones. A large sectional sofa is complemented by a coffee table and a swivel chair. Natural light fills the room through glass doors leading to the outdoor patio. A wall-mounted TV and a decorative fireplace enhance the space.
Condo in Fontana-on-Geneva Lake
5 out of 5 average rating, 14 reviews

2 BR 2 BA Abbey Villa B

StephanieRating, 5 stars7 months ago
I would give 10 stars if I could. I have been using AirBnB for many years, and our experience with Vida’s Villa 33B is hands down probably the best we have ever experienced. She is very responsive and helped us get an extra hair dryer. The unit looks newly remodeled, and had many thoughtful amenities, from tea and K-cups to a clothes steamer and hair curling iron. We were there for a family wedding from a few states away, and I’m a little sad we probably won’t have a reason to visit again. I highly recommend Vida’s Villa B if you are visiting the Abbey Resort.
Guest favorite
The exterior of a resort building is illuminated at dusk, showcasing multiple balconies. A pool area with lounge chairs is positioned in the foreground, featuring water jets adding a dynamic element to the scene. The inviting lighting highlights the architectural details of the building.
Condo in Lake Geneva
4.94 out of 5 average rating, 32 reviews

Best Location in Lake Geneva!

ZacharyRating, 5 stars1 month ago
Excellent spot right in the heart of Lake Geneva. The location was very safe, easy to access, and had everything I needed and then some for a great stay. Highly recommended!

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