Vacation rentals with a pool in Thousand Islands

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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 favorite

A fenced pool area features a sparkling blue pool surrounded by a paved deck. Lush greenery and trees provide privacy, while a wooden fence encompasses the space, creating a serene outdoor setting. A ladder is positioned at the edge of the pool for easy access.

Apartment in Watertown

4.88 out of 5 average rating, 118 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.

Guest favorite

An aerial view captures the property featuring a heated pool surrounded by a wooden deck. The house has a spacious layout with outdoor seating nearby. Lush green lawns and mature trees frame the area, with fields and a road visible in the background.

Home in Prince Edward

5 out of 5 average rating, 52 reviews

Pearadise on West Lake | Waterfront w/ Pool

Newly renovated family-friendly 4 bedroom house on 2 acre property on West Lake with small pear orchard and heated pool (open mid-May to mid-Sept). Centrally located between Wellington and Bloomfield, the property is steps from Wellington Farmer's Market (every Sat May to Oct), events at the Eddie and Wander Resort. Waterfront with a dock, large lawn with a play structure, waterside pergola with 12ft picnic table, large pool deck with dining and lounge seating and sweeping lake views throughout.

Guest favorite

A spacious outdoor area is shown, featuring a large pool surrounded by loungers and a dining set. Lush greenery is visible in the background, with blue skies and sunlight creating a bright atmosphere. The scene invites relaxation and outdoor gatherings.

Bungalow in Prince Edward

4.98 out of 5 average rating, 110 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

Superhost

A spacious king size bed with soft bedding is positioned against a wall with three large windows above. Two lamps on either side of the bed provide gentle lighting, complemented by a ceiling fan and a serene view of the surrounding outdoors.

Bungalow in Kemptville

4.91 out of 5 average rating, 103 reviews

South Suite - at Abbott Road Suites

Beautiful 600 square foot suite, in an executive bungalow, totally private without any shared areas. King size bed, walk in slate shower, private entrance. Tastefully furnished with Egyptian cotton bedding, a couch, reclining chair, plus dining table and chairs. Fridge, freezer, microwave, cooktop, convection oven, coffee maker, kettle, with all dishes,cutlery and cookware provided. A beautiful view of the quiet, rural property. 5 minutes to downtown Kemptville. Access to a washer/dryer too!

Guest favorite

A large outdoor in-ground pool is highlighted with clear blue water. Surrounding the pool, a smooth concrete deck provides ample space, where lounge chairs are positioned for relaxation. Lush greenery borders the area, offering a serene backdrop.

Vacation home in Kemptville

4.93 out of 5 average rating, 122 reviews

Luxurious waterfront 5-bedroom with pool and spa

You will love our waterfront home with views of the Rideau River! Our spacious home has 3.5 baths and 5 bedrooms, each with a smart tv, and can comfortably sleep a *max 7 adults and 8 children.* Fully equipped modern kitchen with dishwasher and microwave. Watch a movie on the 82", play ping pong, bumper pool, shuffleboard or billiards in the games room! Swim in the large, outdoor in-ground pool, use provided kayaks and paddle boat to explore the river, have a campfire or soak in the hot tub.

Top guest favorite

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

5 out of 5 average rating, 36 reviews

Fab Heritage Home 6 min to 401 with Pool & Hottub!

Pool opens June 6th You will 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 with crib 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 pool during the summer months. We love our home and proudly offer a very special retreat.

Top guest favorite

An outdoor pool is framed by lush greenery and a rustic wooden barn. Two lounge chairs with umbrellas provide shaded seating, and a well-maintained grassy area surrounds the pool, creating a peaceful space for relaxation.

Home in Prince Edward

4.96 out of 5 average rating, 200 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

Renovated historic stone farmhouse located about 6km from both Picton and Bloomfield. Relax in the hot tub, swim in the pool, lay in the hammock or enjoy a campfire under the stars. Over 2 acres of beautiful country views to explore. However, we are still close enough to the action that you can get to Bloomfield, Picton or some of the biggest wineries by bike. Ideal for couples and small group getaways. Hot tub is operational year round. Pool is open beginning of June - end of September.

Superhost

Home in Kingston

4.87 out of 5 average rating, 82 reviews

Oasis at Brooke Place

Enjoy a private oasis just 5 minutes from downtown Kingston! This 2400 sqft home features an inviting backyard with an inground pool (closed until spring 2025), lounge chairs, gazebo with nesting chairs, and a stone patio for outdoor dining. Ideal for relaxation or yoga by the pool. Inside, the home offers a primary bedroom with a king bed, additional rooms with a queen, full, and two queens, plus a chef's kitchen, open family room, dining room, study, and upper-level laundry.

Guest favorite

The outdoor pool area features a 30-foot heated salt-water pool surrounded by lounge chairs and umbrellas. This inviting space is bordered by lush greenery, offering a serene setting for relaxation and enjoyment during warm days.

Home in Prince Edward

4.94 out of 5 average rating, 199 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.

Top guest favorite

The image shows several cottages nestled among lush green grass, shaded by large trees. Adirondak chairs are positioned around a firepit, creating a cozy outdoor gathering space. The cottages feature a mix of dark and light exteriors, with large windows allowing natural light inside.

Cottage in Alexandria Bay

4.99 out of 5 average rating, 71 reviews

Finch 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!

Top guest favorite

A heated inground pool features clear blue water, surrounded by a patio with lounge chairs and a shaded table under an umbrella. Lush greenery lines the area, providing privacy and a natural backdrop of trees and open fields.

Guesthouse in Greater Napanee

5 out of 5 average rating, 26 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. 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.

Top guest favorite

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 out of 5 average rating, 32 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.