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

Home in Prince Edward

5 out of 5 average rating, 40 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

Vacation home in Kemptville

4.93 out of 5 average rating, 107 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

Home in Smiths Falls

4.97 out of 5 average rating, 37 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.

Guest favorite

Home in Prince Edward

5 out of 5 average rating, 5 reviews

Sundowners - A Lakeside PEC Retreat with Pool!

Beautiful, lakefront cottage in the heart of PEC. Five bedrooms afford ample space for friends and family alike. The perfect backdrop to a relaxing trip to the County while the 5 minute drive into Picton ensures all of life's necessities are close at-hand. Take in the sunset on the dock, lounge around the pool or let the fireplace gently illuminate the family room while you enjoy a movie on the LCD projector. A beautiful year-round getaway! Prince Edward County STA License # ST-2021-902

Top guest favorite

Home in Perth

4.98 out of 5 average rating, 114 reviews

Allan's Mill Town Estate - Historic 1855 Farmhouse

This idyllic home is located in Allan's Mill Town, on Grant's Creek. An expansive property boasting historic charm, yet with modern elements. This stone farmhouse (c. 1855) has exceptional upgrades and amenities, including a large private, heated, in-ground pool, hot tub and fire pit. Inside the home, enjoy a spacious kitchen, games room and sunroom. Perfect for couples, families and those looking for a stunning venue for a small intimate wedding/gathering. Come Mill about our Town.

Guest favorite

Home in Carrying Place

5 out of 5 average rating, 58 reviews

Quiet Retreat - County Gateway

Indulge in unforgettable moments at our family-friendly retreat! During summer, lounge by the pool, or enjoy year-round relaxation in the hot tub under the stars. Inside, a fully equipped kitchen awaits your culinary creations, while the spacious living room with a cozy fireplace and the comfortable sunroom provide ideal spots to unwind. Conveniently located just 20 minutes from North Beach and local wineries, with the picturesque Millennium Trail nearby for leisurely strolls.

Guest favorite

Home in Prince Edward

4.94 out of 5 average rating, 191 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.

Guest favorite

Cottage in Consecon

4.93 out of 5 average rating, 231 reviews

Muskoka-Style Lakefront Cottage with Pool & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was built in 2004. Perfect for families and very private, it comfortably sleeps 8 adults with additional room for children (10 years and under). Located on Consecon Lake, we are 15 mins from Wellington and close to over a dozen wineries. We've been Superhosts since 2017, and our family of five would love to host you and welcome you to our little slice of paradise

Superhost

Home in Oxford Mills

4.86 out of 5 average rating, 69 reviews

The Pines House Retreat w/Pool

Welcome to your own private paradise, nestled beautifully amidst towering pine trees. Picture yourself lounging by the enticing inground pool, laughter filling the air. As the sun begins to set, gather around the outdoor pavilion, complete with a crackling fireplace to keep you warm and a built-in pizza oven to unleash your inner chef. Inside, the cozy woodstove beckons you for snug evenings. Ample space for the whole family to create memories for years to come!

Guest favorite

Apartment in Quinte West

4.92 out of 5 average rating, 137 reviews

A private setting overlooking Bay of Quinte

Join us for a relaxing visit on the Bay of Quinte with gorgeous morning and evening views. Heated Pool, ping pong table, badminton court, canoe available and large property to enjoy. The fully equipped apartment has a balcony which overlooks the bay...(there are 20 steps to walk up). A private and serene setting on Old Hwy 2, only 15 mins from Hwy 401, 45 mins from Prince Edward County, Sandbanks Park, art galleries, golf courses and many wineries, etc.

Guest favorite

Home in Prince Edward

4.89 out of 5 average rating, 208 reviews

Spacious family and group getaway w/ 5BR and pool

The Grand Buda-PEC is a beautiful and spacious home within walking distance to the Drake Devonshire, Wellington Beach and a short drive to Sandbanks Provincial Park. This five bedroom home is the perfect place to spend quality time with friends and family. In the heart of Prince Edward County, you have access to wineries, beaches, culinary experiences, and more! We can’t wait to host you!

Superhost

Cottage in Springbrook

4.77 out of 5 average rating, 22 reviews

Cottage Getaway with Indoor Pool & Hot Tub

Truly a one of a kind get away, with a fully custom built 11,000 sqft cottage to entertain, provide a weekend of needed relaxing, or whatever your mind may desire. Comes with a beautiful indoor pool area, with a Hawaiian theme and a Tiki Bar. If a pool and a bar isn't something that is for you, do not worry, there is a sun room with an indoor hot tub, also a sauna to relax your body.