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Vacation rentals with a pool in McHenry County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in McHenry County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A cozy living area is highlighted by a gas fireplace and a large Smart TV mounted on the wall. A sliding glass door leads to a balcony with views of the green courtyard. Comfortable seating is arranged around a rustic coffee table that complements the relaxed atmosphere.

Condo in Lake Geneva

4.97 out of 5 average rating, 153 reviews

Lake Geneva Retreat! King Bed! Fireplace!

Your cozy & relaxing getaway begins in a newly redesigned condo with balcony (courtyard view), and is conveniently located between Lake Como and Lake Geneva in peaceful Interlaken Resort community! Just a short peaceful walk to lake, restaurants, pool, tennis, volleyball, boat launch, small craft rentals, and more! The resort community is located by Lodge Geneva National (formerly The Ridge Hotel), which adds additional restaurants and available amenities at an additional charge. Walk to the

Top guest favorite

A patio area features multiple seating options and a glass door leading into the condo. Lush greenery and colorful flowers border the concrete walkway, providing a serene outdoor setting. A second-level balcony is visible above, adding depth to the outdoor space.

Condo in Lake Geneva

4.98 out of 5 average rating, 229 reviews

Lake Geneva Cloud 9

A resort community with outdoor pool (open during the summer season only) boat launch, tennis courts and small craft rentals on the premises. Beautiful views of Lake Como from the patio. Five minute drive to Downtown Lake Geneva. Free parking and keypad entry. Walk to The Ridge Hotel Resort and enjoy the use of their amenities for a small user fee which includes indoor and outdoor pools, spa, whirlpool, fitness center and restaurant. The condo is comfy and ready to make your stay memorable.

Top guest favorite

A serene outdoor area features a curved pool surrounded by a wooden deck and lush greenery. Potted flowers add color to the scene, while a shaded umbrella provides seating comfort. Tall trees offer natural privacy, enhancing the tranquil ambiance of the space.

Guest suite in Bartlett

4.96 out of 5 average rating, 221 reviews

Cozy & Spacious Suite in Quiet Neighborhood

This 950 sq. ft. guest suite is in a quiet, upscale neighborhood, less than 1/2 mile from Bartlett Hills Golf Club and a mile from Metra Train Station. 50 min. train ride to downtown Chicago. 10 min. walk to downtown Bartlett. A private entrance makes check-in easy and convenient, while offering privacy during your stay. Full kitchen, accessible bathroom, WIFI, and cable provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

A view from the outdoor deck shows a circular pool surrounded by well-maintained green grass and trees. Colorful flowers are planted in decorative boxes along the railing. Umbrellas and lounge chairs are positioned around the pool area, providing shaded seating options.

Condo in Fontana-on-Geneva Lake

4.84 out of 5 average rating, 103 reviews

Best Pool View 2 BR 2 BA Abbey Villa D

Pool view sunlight Villa. It's great for a girls weekend, golfing trip or a family reunion. The condo next door is also available. Located adjacent to the Abbey Resort, Avani Spa & Big Foot Golf. Our 2-bedroom, 2-bath Villa features an open floor plan and has the comforts of resort living, including a pool. The second floor, walk-up unit has an outdoor dining area with seating for six and and a deck overlooking the pool and grounds. Essentials included. No parties. New pool coming summer 2026!

Top guest favorite

An outdoor space features a uniquely shaped pool surrounded by a spacious deck. Four lounge chairs and an umbrella are positioned near the water. Steps lead to a wooden deck above, while lush trees and greenery provide a natural backdrop.

Home in McHenry

5 out of 5 average rating, 34 reviews

Paradiso Vacation

Welcome to our home, a sanctuary of comfort, and unique design. This house it's a perfect blend of modern amenities and timeless elegance. The living area features a cozy fireplace, ideal for family gatherings. The kitchen is equipped with top-of-the-line appliances. The master suite is a private retreat, with walk-in closets, vanities, and a shower. A unique feature of this home is the outdoor living space, with a pool, jacuzzi and BBQ grill making it perfect for entertaining or relaxing.

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

4.88 out of 5 average rating, 114 reviews

Lake Geneva relaxation!

4 mi to Downtown Lake Geneva, WI. Rent kayaks on Lake Como. New pool and tennis courts, amazing wildlife. Snowboard, cross country ski, sled on hills during our amazing Wisconsin winters. Dine at The Ridge restaurant CRAFTED or just buy a bottle of wine from the guest store and watch the sunset. Quiet corner of the condominium complex. Completely furnished. Beautiful comfortable King size bed, kitchen, cook and eat in! Balcony overlooking peaceful grounds. Private entry, laundry in building.

Top guest favorite

A spacious bedroom features a queen bed dressed in crisp white linens, accompanied by decorative pillows. Soft lighting is provided by a bedside lamp, while an accent rug adds warmth to the wood floor. A built-in shelf displays various decorative items.

Guest suite in Saint Charles

5 out of 5 average rating, 296 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

An outdoor pool area is surrounded by well-maintained landscaping, featuring several lounge chairs and tables. A patio with umbrellas provides shaded seating options. The pool is enclosed by a fence, with a clear view of greenery in the background. An adjacent gazebo offers additional space for relaxation.

Condo in Lake Geneva

4.96 out of 5 average rating, 158 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

Enjoy your stay at our family's Serene Lake condo with outdoor pool. NEWLY UPDATED Stylish and comfortable with amenities for any family to feel at home. Part of Interlaken community and set on Lake Como, we are surrounded by peaceful woods and often seen wild life, yet a quick drive into down town Lake Geneva, William's Bay and Fontana. Enjoy golfing, dining, water sports and all the region has to offer, then cozy up and relax with a view. NO RV, BOAT or TRAILER parking is allowed.

An open living area features hardwood floors and a white brick fireplace. Comfortable red leather sofas are arranged around a white coffee table. A dining area is visible, adjacent to the kitchen, with a wooden table and chairs. Natural light filters through large windows.

Condo in Fontana-on-Geneva Lake

4.79 out of 5 average rating, 191 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

Enjoy a fun romantic get away or time away to connect with family and friends in Fontana-on-Geneva. Condo is an open concept kitchen, dining, and family room with fireplace. Enjoy the outdoors while relaxing on the screened in porch attached to the great room. First floor Master Bedroom has a semi-private full bath. Downstairs has a large second bedroom and full bath. There is also an office area which has a large double bed and a common area with TV and 2 extra twin beds.

A serene outdoor area features a clear swimming pool surrounded by a spacious stone patio. Lush green trees provide natural shade, and several lounge chairs are arranged around the pool, offering ample seating. A gazebo and additional seating are visible in the background.

Chalet in Ingleside

4.84 out of 5 average rating, 395 reviews

"A" Frame Brandenburg Lake

Getaway to a cozy 1 bedroom w/loft for 2, up to 6 people. Full kitchen 1.5 bath all season getaway. There is a piano as well. A tranquil home steps from a private lake. Oak and Pine surround you plus a stone fireplace, it feels like the North Woods. The A Frame guest house shares a 5 acre compound ( total 20 Acres) with the owners residence and caretaker cottage. The Volo Bog 800ft away. No hot tub Nov - May. Swimming pool, June-October often cool to use in early June.

Top guest favorite

A breathtaking view of the sunset over Lake Como is framed by large glass doors. The patio features comfortable seating, adorned with potted plants, while the tranquil lake and lush greenery create a serene backdrop.

Condo in Lake Geneva

4.98 out of 5 average rating, 173 reviews

Serene Lakefront condo with magnificent view, pool

Welcome to this serene waterfront villa in Lake Geneva, Wisconsin, a haven for relaxation. This elegantly designed one-bedroom retreat is perfectly nestled on the shores of Lake Como, offering a blend of rustic charm and modern comfort. The real brick walls and cozy fireplace create a warm and inviting atmosphere, providing unforgettable memories in this beautiful Wisconsin setting. Local laws require all guests names and address be provided prior to check in.

Top guest favorite

A view from the balcony captures a well-maintained lawn with a cloudy sky backdrop. A tennis court is visible in the foreground, while trees and a body of water create a serene atmosphere in the background.

Condo in Lake Geneva

4.97 out of 5 average rating, 204 reviews

Relaxing Villa with Amazing Amenities!

Resort day passes included with booking! Hot tub, indoor and outdoor pool, outdoor bar and fire pit, sauna, the list goes on! Only five minutes from downtown Lake Geneva, this second floor condo offers the best of both worlds. Enjoy the laid back Lake Como attractions, or have a blast in Lake Geneva! This hidden gem is perfect from golfers (only 5 minutes from Geneva National) to families. Give us a try, and enjoy a discount on your second stay!

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Popular amenities for McHenry County rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A refreshing pool surrounded by a wooden deck is visible, complemented by several loungers for relaxation. Lush greenery frames the area, providing a serene backdrop. Colorful flowers in the foreground add a touch of vibrancy to the peaceful outdoor setting.

Home in Lake Geneva

4.97 out of 5 average rating, 37 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

Top guest favorite

Home in Fontana-on-Geneva Lake

5 out of 5 average rating, 18 reviews

Abbey Springs Home! Hot Tub + Golf Cart

A spacious backyard features a private in-ground pool surrounded by a well-maintained lawn. A wooden deck with red umbrellas offers seating areas for relaxation. The home, highlighted by large windows, is framed by lush trees and greenery, enhancing the outdoor gathering space.

Home in Lake Geneva

5 out of 5 average rating, 18 reviews

Lake Geneva Home w/ Pool near the Lake!

A living room is presented with light wooden flooring and a soothing grey wall. Two red sofas are arranged for seating, facing a wall-mounted television. Natural light filters through two textured window shades, and a lamp stands beside the furnishings, adding to the room's cozy layout.

Home in Schaumburg

4.72 out of 5 average rating, 29 reviews

Spacious 3 Floor Townhome

An indoor heated pool is illuminated with soft blue lighting, reflecting off the water's surface. A large screen is positioned on one side, displaying a film. The space is complemented by wooden beams overhead, creating a cozy ambience.

Home in Twin Lakes

4.98 out of 5 average rating, 50 reviews

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths

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

4.95 out of 5 average rating, 92 reviews

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

Home in Woodstock

4.89 out of 5 average rating, 75 reviews

Grand 1800s Victorian Gem: Updated/by Downtown

The backyard features a large in-ground pool surrounded by a wooden deck, adorned with comfortable seating areas and a pergola. Lush greenery frames the space, contributing to a peaceful atmosphere. Sunlight reflects off the water, offering a refreshing contrast to the well-maintained surroundings.

Home in Lake Geneva

5 out of 5 average rating, 7 reviews

Oasis on Oak | Private In-Ground Pool | Hot Tub

Condo rentals with a pool

A private balcony offers stunning views of the tranquil lake at sunset, framed by lush greenery and a well-manicured lawn. The sky is painted with soft hues of orange and blue, reflecting on the calm water's surface.

Condo in Lake Geneva

5 out of 5 average rating, 14 reviews

Glass Vista: Modern 2BR Condo, Stunning Views

Top guest favorite

The spacious living area is illuminated by natural light from large windows. A leather sofa is paired with an accent chair, while a round rug centers the space. A modern coffee table sits atop the rug, and a dining counter with two bar stools is positioned nearby.

Condo in Lake Geneva

5 out of 5 average rating, 34 reviews

Chic Condo in Lake Geneva

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

4.99 out of 5 average rating, 69 reviews

2 BD 2 BA Abbey Villa with Pool

A cozy living area features a grey sectional sofa with patterned cushions and a comfortable armchair. A flat-screen television is mounted on a brick wall above a fireplace, complemented by nautical décor. Light enters through adjacent windows, enhancing the relaxed ambiance.

Condo in Lake Geneva

5 out of 5 average rating, 10 reviews

Sailor’s Delight: lakefront condo w/fireplace

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

4.92 out of 5 average rating, 48 reviews

Quaint, quiet condo minutes from Lake Geneva

An indoor pool area is visible, featuring clear blue water and a gently sloping entry. Large windows allow natural light to illuminate the space, revealing striped awnings overhead. Surrounding seating areas are designed with modern lounge chairs, adding to the relaxing environment.

Condo in Lake Geneva

4.85 out of 5 average rating, 74 reviews

Lock-off Villa at Lake Geneva's GRAND Resort

A stylish open-plan living area features a cozy seating arrangement with plush chairs and a modern coffee table. The fireplace serves as a focal point, complemented by a large wall-mounted TV. A kitchen bar with blue stools adds a vibrant touch, promoting an inviting atmosphere.

Condo in Lake Geneva

4.88 out of 5 average rating, 32 reviews

Lake Geneva Gem: Luxury, Comfort & Prime Location

A cozy living area is presented, featuring a light blue sofa adorned with various throw pillows. A matching armchair sits nearby, and a coffee table with decorative items occupies the center. Natural light enters through a glass door, highlighting the warmth of the space.

Condo in Geneva

4.95 out of 5 average rating, 20 reviews

Cozy 2 Bedroom Condo - Lake Geneva

Other vacation rentals with a pool

Top guest favorite

A modern living area features large windows that allow natural light to fill the space. Two white sofas are positioned around a round coffee table, with a cozy fireplace visible against a brick wall. Soft decorative pillows add comfort to the seating arrangement.

Home in Fontana-on-Geneva Lake

5 out of 5 average rating, 11 reviews

Lake Geneva Cozy Getaway

An outdoor pool is surrounded by a spacious deck, equipped with lounge chairs and tables. Shade umbrellas provide a comfortable spot to relax. Lush greenery and trees are visible in the background, contributing to a serene outdoor setting.

Apartment in Lake Geneva

4.81 out of 5 average rating, 26 reviews

Geneva's Edge, Newly remodeled lake front escape

A gated outdoor pool area features clear blue water and a diving board at one end. Surrounding the pool, a concrete deck provides ample space for lounging. Lush green grass and trees extend beyond the pool area, creating a natural setting.

Farm stay in Lake Villa

4.83 out of 5 average rating, 75 reviews

Bunk House at Susanna Farms

A community pool is surrounded by a paved deck and lounge chairs. Sun umbrellas offer shade, while trees provide a natural backdrop. The water is a vibrant blue, reflecting the sky, with a small hot tub visible nearby.

Condo in Fontana-on-Geneva Lake

5 out of 5 average rating, 20 reviews

Abbey Harborfront Villa on Lake Geneva

The exterior of the condo is displayed, featuring a well-maintained facade with a combination of dark wood and beige accents. A manicured lawn stretches in front, leading to a concrete pathway. Symmetrical windows and entryways characterize the building's design, adding to its inviting appearance.

Apartment in Lake Geneva

4.67 out of 5 average rating, 9 reviews

Charming, Cozy Condo in Lake Geneva

The living area features a comfortable gray sofa facing a modern TV stand. A light rug lies beneath a white coffee table adorned with a small plant. Natural light filters through a large window, complemented by soft curtains. A desk and chair are positioned in the corner.

Condo in Elk Grove Village

4.91 out of 5 average rating, 92 reviews

Just remodeled apartment close to airport and mall

A well-maintained pathway leads toward a serene outdoor pool area surrounded by lush landscaping. Several lounge chairs are arranged around the pool, which is partially shaded by trees. A sun umbrella stands by the edge, enhancing the tranquil atmosphere.

Condo in Lake Geneva

4.91 out of 5 average rating, 96 reviews

LG Quaint Condo on Lakeshore Dr.

The living room features a stone fireplace beneath a mounted television, with multiple windows allowing natural light to illuminate the space. A cozy sectional sofa is positioned on a textured area rug, complemented by a couple of side tables. Lush greenery from potted plants adds a refreshing touch.

Home in West Chicago

4.89 out of 5 average rating, 9 reviews

Cloud 9: 4BR, Fully Fenced, 2 Story

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