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Holiday rentals with a pool in Thousand Islands

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Thousand Islands

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

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Guest favourite
A large outdoor pool is visible, featuring a vibrant pink float shaped like a flamingo. Comfortable loungers with striped cushions are placed nearby, and a circular canopy lounge with bright pillows can be seen in the background, surrounded by lush greenery and trees.
Bungalow in Prince Edward
4.97 out of 5 average rating, 131 reviews

Beautiful Relaxing Getaway With Sauna&Private Pool

WOODLANDS If you are looking for total privacy in the heart of the County, you have found it! Woodlands offers you almost 4 acres of land, beautiful bungalow with 2000sq feet of living space upstairs, 2000sq feet of a walkout basement, and a large outdoor pool. Please inquire about pets prior to booking. Only non shedding dogs up to 40 lbs are allowed. Please note that the pet fee applies to each pet. We do not accept cats due to allergies.Thank you for your understanding STA LIC ST-022-0160

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Guest favourite
An outdoor pool area is showcased, surrounded by well-maintained greenery and tall conifer trees. A sun deck with wooden steps leads to the pool's edge, which is framed by potted plants featuring vibrant flowers. Comfortable seating can be seen in the background.
Apartment in Watertown
4.88 out of 5 average rating, 170 reviews

Northside Lodging

Keep it simple at this peaceful & centrally-located place. Northside Lodging is a quiet, clean, comfortable, beautiful & relaxing lodging spot with multiple amenities, conveniently located within minutes of shopping, dining & pharmacies, also located within a short drive of the areas attractions & landmarks including Ft. Drum, Lake Ontario, Fishing & Marina access points, Hospitals and I-81 corridors. Patio & outdoor accessibility and off-street parking included. Open to adult visitors, no pets.

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Top Guest favourite
A private hot tub is nestled on a wooden deck, surrounded by a cozy outdoor seating area with chairs and a table. Soft lighting enhances the ambiance, while walls provide a sense of enclosure, ensuring a relaxing retreat.
Home in Kingston
4.92 out of 5 average rating, 101 reviews

Hot Tub & Pool Detox Haven + Firepit & Gameroom

Our property offers private hot tub, campfire pit, and game room which is equipped with mini basketball, air hockey, foosball, darts. All these amenities are private for your group! This spacious getaway comfortably accommodates up to 5 guests, ensuring ample space for friends and family. Campfire pit to share stories and create lasting memories. Soak in the warm Hot Tub and relax your mind & body! ** NOTE! Swimming Pool: Open from June 8th to September 30th License Number: LCRL20240000749

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Superhost
Large scenic windows provide expansive views of the St. Lawrence River, allowing natural light to fill the space. A countertop with seating is visible, complementing the warm wooden interior. The peaceful water scene outside enhances the calming ambiance of the cottage.
Cottage in Cape Vincent
4.9 out of 5 average rating, 31 reviews

(#4) Waterview 1 bedroom/1 bath cottage

Angel Rock Waterfront Cottages & Vacation homes is a unique cottage colony property with 32 rental options located in Cape Vincent, NY, on the banks of the St. Lawrence River! Our rentals offer everything you need to feel home away from home! Each rental is different - ranging from 1 to 5 bedrooms - and from quaint & comfy to high end & upscale. They are thoughtfully decorated and exceptionally clean. If you have a big family or group, we’re your best rental option in the Thousand Islands area!

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Top Guest favourite
The exterior of the stone cottage showcases a charming blend of natural stone and modern metal roofing. A bright red door stands out against the gray stone, while rocking chairs are placed on the grassy area, surrounded by the vibrant green landscape.
Guesthouse in Greater Napanee
5.0 out of 5 average rating, 52 reviews

The Stone Cottage on Hay Bay

Stay in a bespoke 1800s Stone Cottage. A fully-equipped, loft-style space with modern amenities and old-world charm set on a wonderful country property. Enjoy your private patio and heated inground pool in summer, and cozy fireplace in winter. Whether you want to escape to the country or The County, this beautiful cottage is exactly what you didn't know you needed. Quick access to Napanee, Kingston and the free five-minute Glenora ferry that places you in the heart of Prince Edward County.

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Top Guest favourite
A wooden deck features a dining table surrounded by four chairs, positioned to overlook a misty landscape. The soft morning light creates subtle shadows across the deck, highlighting the connection to the outdoors and the park beyond.
Home in Smiths Falls
4.99 out of 5 average rating, 99 reviews

House on the Hill

Explore Eastern Ontario from the centre of it all in a spacious home that backs onto a park with a view of the a Rideau Canal beyond the park, a home that has something for everyone! A 20 x 40 foot in-ground pool, A treadmill, Bowflex and stationary bike for exercise, a pool table alongside one of the gas fireplaces and two dedicated workspaces for keeping up. 5 Bedrooms, 3 Bathrooms, parking for 4 vehicles a fenced in yard and a quaint 3 Season Gazebo overlooking the pool and park.

ValueFamilySleep quality

Top Guest favourite
A spacious outdoor area features a swimming pool surrounded by a concrete deck. The heritage home, constructed with light-colored stone, is visible in the background, complemented by well-maintained greenery and lounge chairs. A clear blue sky enhances the serene atmosphere.
Home in Stone Mills
4.96 out of 5 average rating, 45 reviews

Fabulous Vacation Home incl. Heated Pool & Hottub!

Heated pool open June 1st! You have exclusive use of this beautiful, spacious heritage home and property. 2 bedrooms available, one king bed and a main floor queen. There's also a comfy single bed in the gables. Possibility of 3rd king bedroom opened for additional cost. Located in a private country setting, you can truly relax and take in "the calm" of this house. Enjoy the hottub year round, and the heated pool until October. We love our home and proudly offer a very special retreat.

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Guest favourite
Home in Prince Edward
4.94 out of 5 average rating, 207 reviews

Dragonfield House: a beautiful stay in central PEC

Dragonfield House: STA License No. ST-2024-0206 Featured in Canadian House and Home, March 2015, Dragonfield House was designed with a contemporary approach to country living. It is a four bedroom split-level country house, plus a guest yoga retreat with all the amenities of a city home. It features a heated salt-water pool (Mid May until Mid October) and a brand new year round hot tub for six people! There are three work/desk areas within the house ideal for remote working.

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Guest favourite
An outdoor kitchen is featured on the covered deck, equipped with a gas grill, four-burner stove, and a stainless steel sink. Nearby seating includes two wicker chairs. A view of boats docked along the waterway is visible, framed by hanging planters.
Cottage in Alexandria Bay
4.88 out of 5 average rating, 89 reviews

Island Cottage @ The Ledges Resort & Marina

Welcome to the Ledges Resort & Marina! We are located on the St. Lawrence River across from Boldt Castle and Sunken Rock Lighthouse. We have ten cottages of various sizes spread throughout the property. Six acres of landscaped grounds and gardens wander along the river for your enjoyment. We have decks, hammocks, and gazebos along the water. The large in-ground pool is newly renovated. Each cottage has their own firepit with Adirondak chairs, and we provide firewood for free!

ValueFamilyPets

Guest favourite
A serene inground pool reflects a refreshing turquoise hue, bordered by a concrete patio. Two blue chairs and a small table are positioned nearby, complemented by potted plants showcasing colorful flowers along the edge, providing a pleasant outdoor setting.
Home in Brockville
4.95 out of 5 average rating, 58 reviews

Secret Oasis in Brockville's Hub

Retreat with Convenience located in the centre of Brockville-relax beside the sparkling inground pool, soak in the hot tub or take a short 15 min walk to experience the famous Blockhouse Island, 1000 Islands, Railway Tunnel and Aquatarium. Experience historic downtown Brockville where along King St there's no shortage of culinary delights; newly opened Pho Hut, Tan's Thai, Indian Cuisine. Indulge in the many patios, the laughter and warm welcome of our Brewerys and pubs.

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Guest favourite
An aerial view captures a well-maintained pool surrounded by a spacious patio and lounge chairs. Lush greenery and trees frame the inviting landscape, while the heritage home stands gracefully in the background, highlighted by a soft sunset sky.
Home in Portland
5.0 out of 5 average rating, 33 reviews

The Sheldon Manor & Vineyard

The Sheldon Manor, a slice of Canadian history, is a heritage home built in 1865 with sandstone quarried from the land. The home exudes timeless elegance with its sandstone exterior, wraparound porch and stately sitting rooms. The property boasts modern comforts including a hot tub, heated pool, fire pit and vineyard. Rich in history, the manor offers serenity on its sprawling 4.5 acre lot, beckoning guests to explore its enchanting charm.

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Top Guest favourite
Home in Kingston
4.93 out of 5 average rating, 106 reviews

Tanyas_Place_ygk

Clean and comfortable, fully equipped three bedroom home on a quiet cul-de-sac in Kingston. Conveniently located only 5 minutes to the 401, Via Rail train station, and Coach Canada bus station. Several grocery stores, restaurants, movie theater and Norm's indoor golf are close by. Ten minutes from downtown Kingston. Licenced by the City of Kingston since 2024-02-26 Short-Term Rental Licence # LCRL20240000005 Effective until 2027-02-26.

LocationValueHospitality

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