Vacation rentals with a pool in Thousand Islands

4.8 out of 5 average rating, 216 reviews

Cottage in Tweed

Beautiful Riverfront Cottage

See picturesque views of the Moira River from our privately located cottage surrounded by trees and teeming with wildlife. Cast off from the dock or use the canoe or kayak to try your luck at catching fish. Our 4 bedrooms and 2 pullout futons provide enough space for 12 to sleep comfortably. The huge dining table is perfect for hosting dinners or board games. Play a game of pool or ping ping, or take in a movie in the cozy basement entertainment room. Also has central A/C and 2 gas fireplaces.

An aerial view captures a spacious backyard featuring a modern heated pool surrounded by lounge chairs. A fire pit seating area is placed nearby, with the backdrop of trees and a vibrant sunset sky illuminating the scene. The contemporary back of the house faces the pool.

4.97 out of 5 average rating, 149 reviews

Prince Edward Landing

Victorian Home in PEC gets a full renovation to become a one of a kind vacation home. Featured in the Globe & Mail the house is a 2018 restoration of old-world charms with as many contemporary comforts as one wishes. From the gorgeous landscape and a screened-in, white-trim front porch to the fully modern spectacular interior The back of the house is a stunning starkly contemporary black box, designed by architect Jay Pooley, a lecturer at the University of Toronto’s school of architecture.

4.93 out of 5 average rating, 75 reviews

An inviting outdoor area features a heated in-ground pool with cascading waterfalls and color-changing lights. Comfortable red chairs surround a fire pit, while a palm tree and grassy space enhance the relaxing atmosphere. A screened gazebo and BBQ area are also visible in the background.

Home in Carleton Place

Ultimate Gamers Retreat, Arcade, pool & Hot Tubs

POOL SCHEDULE May 15- Oct 1 -Heated pool 80 degrees minimum -2 Hot tubs -BBQ -screened-in gazebo, huge deck & patio -hammocks -fire pit -arcade (thousands of games) Pool table, Foosball, ping pong & table hockey -Star-wars Pinball -Original Nintendo & SNES & PS3, Atari -75 inch TV (Netflix, Disney & Prime) main room -TV in bedroom -King Suite, 2nd bedroom in loft & pull out couch sleeps 6 -Stocked kitchen -3 piece washroom -Laundry & parking -Keurig -condiments -laundry soap -toiletries

Vacation home in Kemptville

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.

4.93 out of 5 average rating, 114 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.

5 out of 5 average rating, 24 reviews

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

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.

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.

4.95 out of 5 average rating, 189 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.

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.

4.94 out of 5 average rating, 194 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.

Cottage in Alexandria Bay

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.

4.98 out of 5 average rating, 66 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!

4.93 out of 5 average rating, 241 reviews

The cottage is situated along the shoreline of Consecon Lake, surrounded by lush greenery. A spacious deck extends from the cottage, offering access to a seasonal dock. A pool is visible on the deck, enhancing the outdoor space along the water.

Cottage in Consecon

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.

Guesthouse in Greater Napanee

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.

5 out of 5 average rating, 14 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.

Apartment in Carleton Place

A well-maintained outdoor space features a circular above-ground pool surrounded by lush greenery. A gazebo with comfortable seating is present, along with a spacious patio area. The home is seen in the background, showcasing a welcoming atmosphere for relaxation and outdoor activities.

4.94 out of 5 average rating, 291 reviews

Chateau Jan - home away from home

Come out of the city and enjoy a relaxing stay at our modern home in the country situated on 2.65 Acres. You will have access to our private walkout apartment and the entire property. Truly enjoy nature being surrounded by trees, have fresh eggs from our chickens, roast marshmallows by the campfire and relax by the pool. Mississsippi Lake is at the end of our street where you can go boating, swimming & fishing. Access to canoes, kayaks & water bikes.

4.91 out of 5 average rating, 139 reviews

A heated swimming pool with a clear blue surface is surrounded by a well-maintained fence. Lounge chairs are positioned nearby, overlooking lush green grass and a pathway that leads to the waterfront, enhancing the serene outdoor setting.

Apartment in Quinte West

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.

Vacation rentals for every style

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Popular amenities for Thousand Islands rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A clear blue saltwater pool is surrounded by a paved deck and enclosed by a wooden fence. A small shed can be seen in the background, along with greenery and nearby structures. Sunlight reflects off the water, creating a serene outdoor space.

4.9 out of 5 average rating, 39 reviews

Downtown Picton, salt water pool

NicholasRating, 5 stars1 month ago

We had a great time at Maple House. Fantastic location. Walkable to the park for our toddler. And walkable to downtown Picton in 5 minutes, where all the nice shops and restaurants are. Nice cozy little home and Ashley was very accommodating and helpful getting us settled. Highly recommend!

A charming two-story house with a light blue exterior features a symmetrical design, large front porch, and inviting seating area. Spacious windows reflect the surrounding landscape. A well-maintained lawn leads to a garage, completing the welcoming appearance of the property.

4.97 out of 5 average rating, 37 reviews

Crossroads of the County

GraziellaRating, 5 stars1 week ago

We just returned from a weekend with our extended family at Crossroads of the County. The home is beautiful, extremely clean and has everything you can think of. Kitchen is stocked with utensils and spices making it easy to make your own food there. The location itself is also a quick drive to anywhere you want to go in the area. We loved how kid friendly the location was with toys for the kids, and even plates and cups + playpen and high chair making it a lighter packing trip for us. We would definitely (and hope to!) return again!

5 out of 5 average rating, 38 reviews

Home in Carrying Place

The Hunt House: A newly renovated 1870s farmhouse

TaraRating, 5 stars9 months ago

Hunt House was exactly what we needed! We were 4 couples staying for a mini reunion and the accommodations were perfect. The bedrooms are all sizable and the beds are cozy. The dining and living rooms were all big enough to accommodate 8 adults comfortably and we never felt like we were on top of eachother. The kitchen is well stocked with cooking utensils. The pool and lounge area were wonderful over a warm, sunny weekend. Olivia was prompt to respond and easy to communicate with. We are so grateful for the space. Thank you for everything! We hope to come back again.

4.89 out of 5 average rating, 56 reviews

Home in Greater Napanee

1910 Farmhouse with a Cottage Vibe -Sauna & HotTub

DiannaRating, 5 stars2 weeks ago

We had a fabulous girls getaway for a dear friend's Bachelorette weekend. Martin's house was the perfect homebase for our party of 8 to relax and unwind after a day of exploring Prince Edward County wineries. There were so many things to do, we didn't even want to leave the house. we swam, hot tubbed and the sauna was 10/10! The beds were comfortable and tons of space to spread out. I wish we had more time to hang out in the grown up play shed and use the water toys in the river. 10/10 stay and will book it again and again for family and friend gatherings.

4.85 out of 5 average rating, 59 reviews

Home in Greater Napanee

Waterfront Hot tub pool badminton sandpit bonefire

PaulRating, 5 stars2 months ago

Our six weeks stay at Heathers place was amazing. She is one of the most accommodating hosts we have ever had the pleasure of meeting. The house was supurb, well heated and cozy for our winter stay. The kitchen modern and well equipped. The two bedrooms we used were a little small but more than adequate for our needs and the yard spacious. We will be back to Napanee often to visit our new friend Heather. Thank you so much for making our stay so comfortable. Happy thrifting. Linda and Paul and Maizie.

4.88 out of 5 average rating, 8 reviews

The front exterior of a single-story home is shown, featuring a brick facade and a two-car garage. A manicured lawn with greenery surrounds the entrance, where two chairs are placed on the porch. The sky displays a mix of clouds and blue hues.

Home in Kingston

High Gate Park Home

BrendaRating, 5 stars1 month ago

Our family of 5 was comfortable and location was great for our plans. Neighborhood was friendly, quiet and felt at home.

A fenced wooden deck surrounds a partly in-ground pool, featuring clear blue water. Colorful lounge chairs are positioned around the pool area, and a large umbrella offers shade. Lush greenery and cloudy skies enhance the inviting outdoor space.

4.89 out of 5 average rating, 211 reviews

Spacious family and group getaway w/ 5BR and pool

CorlynRating, 5 stars1 month ago

This was the perfect location for us in PEC. It was central to the wineries, breweries, walking trails and parks we fit into our visit. Bonnie was a greag host who provided a lot of detail in advance of our check-in.

A tranquil outdoor pool is surrounded by a concrete patio, with a grassy area and trees visible in the background. A wooden fence provides privacy, and a storage shed is located to the left of the pool area.