Holiday rentals with a pool in Thousand Islands

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Top-rated rentals with a pool in Thousand Islands

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Top 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.
Flat in Watertown
4.9 out of 5 average rating, 135 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 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
4.98 out of 5 average rating, 112 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
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
4.92 out of 5 average rating, 26 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!

Top guest favourite
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.
Home in Prince Edward
4.97 out of 5 average rating, 164 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.

Guest favourite
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
4.92 out of 5 average rating, 107 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!

Top guest favourite
A modern kitchen features sleek cabinetry and a large island with seating for four. Natural light streams through multiple windows, highlighting the stainless steel appliances and minimalistic decor. A small shelf displays decorative items against the stylish backsplash.
Home in Kingston
5 out of 5 average rating, 35 reviews

Exquisite Summer Home Retreat with Heated Pool

Escape to our Kingston oasis - a spacious 3-bedroom house complete with luxurious amenities. Relax in the serene meditation room or stay active with Peloton workouts. Cook in the modern kitchen or dine by the heated pool. Enjoy privacy in the backyard complete with a BBQ. Located near downtown, our home offers tranquility and convenience. Explore local attractions like golf courses, colleges, and historic sites. Experience Kingston's beauty and adventure - book now for the ultimate retreat!

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
5 out of 5 average rating, 36 reviews

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

Pool opens June 1st. 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 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 pool during the summer months. We love our home and proudly offer a very special retreat.

Top guest favourite
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, 212 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.

Guest favourite
An inground pool is framed by a concrete patio, surrounded by lush greenery. A shaded seating area with multiple chairs is positioned nearby, along with umbrellas providing additional shade. Colorful lounge chairs are placed around the pool, creating an inviting outdoor space for relaxation.
Home in Brockville
4.92 out of 5 average rating, 38 reviews

Secret Oasis in Brockville's Hub

Retreat with Convenience located in the centre of Brockville-pamper yourself at the spa next door, relax beside the sparkling inground pool 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.

Guest favourite
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, 204 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 favourite
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, 77 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 favourite
The unique roundhouse features a vibrant blue exterior with contrasting stone accents. Lush greenery and colorful flower baskets frame the entrance, where two comfortable chairs invite relaxation. The circular rooftop adds character, complementing the serene woodland setting of the property.
Place to stay in Merrickville-Wolford
4.96 out of 5 average rating, 114 reviews

Kanien'kehá:ka Roundhouse (Nature Lovers' Retreat)

Rural, serene & secluded 'Living in the Round' with eclectic, Beatles-themed décor. Unique cordwood Roundhouse with private swimming pool. 7 acres of private forest with wildlife. Ideal for 3 couples or a close family of 6 who want a quiet getaway. Nearby historic & lively Village of Merrickville has Rideau River Canal Locks, gift shops, art galleries, cafés, restaurants & pubs, patios, and live music. Canada's Capital City of Ottawa is only 50 minutes away.

Popular amenities for Thousand Islands rentals with a pool