Vacation 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.

1 of 1 pages1 / 1
Top guest favorite
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
4.9 out of 5 average rating, 144 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
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, 117 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

Top guest favorite
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, 165 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.

Top guest favorite
A spacious living area features high, wooden ceilings with large windows allowing natural light to fill the room. Plush seating options comprise dark and bright yellow armchairs alongside a sectional sofa. Green plants add a touch of nature to the modern decor.
Chalet in Consecon
4.94 out of 5 average rating, 114 reviews

A Modern Creekside Retreat in PEC (STA 2019-0276)

Escape to the County Creek House, a 3,000 sq ft, 4-bedroom, 2.5-bathroom haven designed for unforgettable gatherings. This design-forward gem is surrounded by 6 acres of private land backing onto a serene creek and conservation area, offers the ultimate blend of modern luxury and natural beauty. Perfectly located in the heart of Prince Edward County (PEC), you’re just minutes from world-class vineyards, provincial parks, sandy beaches, and the gourmet and antique treasures of The County.

Top guest favorite
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 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, 216 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.

Top guest favorite
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
4.94 out of 5 average rating, 266 reviews

Lakefront Cottage with Pool, Hot Tub & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was custom-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 the edge of Consecon Lake, we're 13 mins from Wellington & close to many wineries. We've been Superhosts since 2017, and our family would love to welcome you to our little slice of paradise. STA License #: ST-2019-0223

Guest favorite
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
4.87 out of 5 average rating, 85 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!

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, 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.

Guest favorite
A bright and airy space is highlighted by large arched windows that offer a view of the bay. A small table is adorned with a decorative lamp and a vase of flowers. Soft pillows rest on a white-covered bench, inviting relaxation.
Apartment in Quinte West
4.92 out of 5 average rating, 155 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. Private Swimming 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.

Top guest favorite
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, 115 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.

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.

Popular amenities for Thousand Islands rentals with a pool