Holiday rentals with a pool in Stratford

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Stratford

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A private backyard space features a swimming pool with steps leading in. Comfortable lounge chairs sit nearby on the concrete patio, while vibrant green trees and a well-maintained lawn surround the area. A shaded seating area can be seen in the background.
Home in Waterloo
4.86 out of 5 average rating, 129 reviews

Entire Guest Unit+Free Parking by Glenbridge Plaza

Located in a prime location in Waterloo, one of the most desirable safe and quiet neighborhoods of Lincoln Heights, this unique place perfectly blends privacy and comfort. Just minutes away from University of Waterloo, Wilfrid Laurier University, Conestoga College, highways (7/8),2 minute walk to Glenbridge Plaza, Zehrs Market (Grocery), CIBC Bank, A&W, Canadian Pizza, pharmacies, etc. It is an 8-minute drive to the St. Jacobs Farmers Market and only a 5-minute drive fromWalmart.Busstop is here

Top guest favourite
A welcoming porch features a blue exterior with white trim, adorned by potted plants and lush greenery. Rocking chairs are positioned on the porch, providing a comfortable space to relax. The pathway is lined with stones, leading from the driveway to the entrance.
Flat in Ariss
4.96 out of 5 average rating, 177 reviews

Rural Retreat, near to Elora

A peaceful , rural, retreat in Ariss. Hot tub, great bird watching. Well situated between Elora, Fergus, St Jacobs and Guelph. Visit Cox Creek Winery, Kissing Bridge, G2G & Cotton Tail hiking/biking trail, snowshoeing, snowmobile trails & Chicopee Ski Resort. Two dogs on the property. Walkout basement, king bed, portable crib (on request) shower, kitchenette, seating area, natural light. Large backyard, firepit, barbeque, outdoor eating area. Keyless, separate, private entry, free parking.

Top guest favourite
The exterior view showcases the wooden-clad Studio Suite, featuring large windows that allow natural light to illuminate the space. A private entrance is visible at the lower level, surrounded by greenery, and the in-ground heated swimming pool is seen in the background.
Flat in Mitchell
4.97 out of 5 average rating, 87 reviews

Private Studio Suite - lots of extras

Beautifully furnished, efficiency Studio Suite located in the lower level of our home & situated on the banks of the Thames River. The suite is open concept - there is not a separate bedroom. Review the photos to get an idea of the space Driveway parking, WiFi & Fire TV, heated swimming pool. Only 15 minutes to the Stratford Shakespeare Festival - Festival Theatre in Stratford, Ontario Only 10 minutes to the G2G biking/hiking trail system Only 45 minutes to Lake Huron or London or Kitchener

Guest favourite
A cozy living area features exposed brick walls and large windows allowing natural light to frame the space. A comfortable gray sofa sits opposite two small black tables, and a textured area rug adds warmth to the hardwood floor. Tall curtains enhance the room's character.
Flat in Stratford
4.84 out of 5 average rating, 43 reviews

Gateway Inn: Cora's Loft

Step into the charm of Cora's Loft at The Gateway Inn, where history & luxury converge in downtown Stratford. Unwind amidst historic exposed brick, original stained glass, and restored original architectural touches. Immerse yourself in the heart of Stratford, just steps from theaters, restaurants, and shops. Discover the legacy of Cora Bell Ahrens, pianist and educator, in this 1890 heritage building. Perfect for experiencing the Stratford Festival. Parking available in the nearby Cooper Lot.

Top guest favourite
A dining area features a round table set for four with decorative plates and glassware. Colorful upholstered chairs surround the table. In the background, a cozy living space includes a sofa, decorative pillows, and a gas fireplace, providing a welcoming environment.
Flat in Waterloo
4.99 out of 5 average rating, 89 reviews

Charming Hideaway: 1-bedroom Apartment

Whether you’re in town for sports, work, or family, you'll love how the apartment is: Fully Furnished: from kitchen to bedroom, we’ve got you covered. Cozy: Gas fireplace and a queen air mattress for extra guests. Private Entrance: Your own smart lock access. Outdoor Space: Your own private deck with a BBQ. Heated Pool: SHARED pool available mid May to September. Entertainment: Stay connected with WIFI and enjoy Netflix, Prime, and Disney on the Smart Parking: No worries about finding a spot

Top guest favourite
A modern living area features a white media console with a speaker and decorative elements, accompanied by a flat-screen TV displaying the word 'WELCOME.' Natural light enhances the space, while a potted plant is nestled in a woven basket beside the console.
Flat in Kitchener
5 out of 5 average rating, 27 reviews

21st- floor Luxury & City Views

Welcome to your Sky-High Escape. Located on the 21st floor in the Heart of Kitchener Waterloo. This stylish 1-Bedroom Condo offers stunning views, a comfy Queen sized bed, a full Kitchen with State of the Art appliances , high speed internet, and a smart tv with access to the following subscriptions ; Netflix, Amazon Prime, Disney+ and Crave. The Building Amenities include a Gym, Pool, Bowling Alley, Lounge area and terrace with BBQ. Whether you're here for work or play, you're right at home.

Guest favourite
The living area features modern furniture with a blue sofa and a wooden coffee table. A piece of wall art depicting floral arrangements is displayed above the sofa. Large windows allow ample natural light and showcase city views.
Apartment in Kitchener
4.96 out of 5 average rating, 115 reviews

Hydropool Spa HotTub/Bowling Alley/Patio/BBQ/Games

**Hydro spa hot tubs are open! **Fully licensed Airbnb - no hassle during your stay! **Stunning Interior decor, guests'' unique experience **Unmatched amenities in town! you must check out the amenities' pictures **Corner unit with stunning city views ** Location! Heart of Kitchener, centrally located to grocery stores, hip restaurants/bars, cute local shops, parks & happening city life ** 3 mins walk GO Station. 126 Weber St. W **Across Goo-gle Head office w/ LRT rail at doorsteps

Guest favourite
An outdoor area is showcased, featuring a spacious pool with clear waters, surrounded by a concrete patio. Loungers are positioned nearby, alongside a hot tub, while patio furniture offers space for relaxation. Lush greenery adds a natural touch to the private retreat.
Tiny home in Talbot
4.97 out of 5 average rating, 153 reviews

Newly Built Cabana Home! Pool + Hot Tub!

Enjoy an enchanting stay in this newly built cabana tiny home. Everything is freshly constructed and designed to ensure you relax and unwind. At almost 500 sq feet, the 4 season cabana is a perfect blend of modern and cozy and resides in a premium neighbourhood away from many of the safety concerns that may come with the city's core. The cabana, hottub, pool and backyard will be exclusively yours during your stay which equals privacy for you. Downtown London is a quick 15-20 minute drive.

Top guest favourite
A refreshing saltwater pool features an elegant waterfall edge, with water cascading gently into the pool below. Two lounge chairs are positioned under a bright umbrella, surrounded by lush greenery, providing a tranquil space for relaxation.
Guest suite in Centre Wellington
5 out of 5 average rating, 21 reviews

Cozy Private Suite with Year-Round Hot Tub

Welcome to The Salem Hideaway – your private, peaceful retreat tucked among the trees in the quiet village of Salem, just moments from historic Elora. Surrounded by forest and just steps from Irvin Creek, this cozy getaway is perfect for relaxing in nature. Enjoy the peaceful setting as you soak in the hot tub or swim in the pool, take a walk through the woods with a warm drink, or unwind by the fire pit while listening to the creek nearby. minutes from downtown Elora

Top guest favourite
A spacious outdoor area features a heated pool surrounded by a tiled deck. Comfortable seating is arranged under large umbrellas, alongside a dining set and a barbecue grill. Lush greenery and potted plants enhance the relaxing atmosphere of the space.
Home in Cambridge
5 out of 5 average rating, 20 reviews

Under the Whispering Pines

Escape from the noise of the city and relax at our charming, home-away-from home. We are located in Blair (minutes from the 401, Langdon Hall, Roseville Estates, WhistleBear Golf Course and the Gaslight District; just to name a few). You can relax in the beautiful heated pool and welcome to enjoy any of the other outdoor spaces. At night you can cozy up by either of the wood-burning fireplaces, watch tv, listen to music or just chill. Coach House also included in price.

Guest favourite
A modern pool house with large windows is set against a backdrop of vibrant fall foliage. A paved patio area features seating options including lounge chairs and a firepit, providing a serene outdoor space. The pool area is visible, framed by lush greenery.
Guest house in Ilderton
4.93 out of 5 average rating, 107 reviews

Poolside Guesthouse and hot tub

Welcome to our cozy poolside guesthouse where luxury meets nature! Whether you want to sit around a fire at night in the shared backyard or watch a movie in the air conditioned private guesthouse! Enjoy a margarita by the heated pool or a nap on the hammock. Cook your own dinner on the private grill or order in! Relax in the hot tub or catch the game… from the hot tub! You can even watch an outdoor movie under a blanket in front of the outdoor gas fireplace!

Top guest favourite
Guest house in Cambridge
5 out of 5 average rating, 6 reviews

Historic Blair Road Coach House

Nestled on stone farmhouse property built in 1837. Located adjacent to Devils Creek and Grand River trail system. Minutes to Grand River bluff views, downtown Galt, Hamilton Family Theatre, Langdon Hall, the Old Mill, Whistle Bear Golf Club and Galt Country Club. Brand new, completely separate, thoughtfully designed & decorated, 2 bedroom, (3 bed including a King), 2 bath, guest house with spacious and private cedar deck, forest views and lots of parking.

Popular amenities for Stratford rentals with a pool

Quick stats about holiday rentals with a pool in Stratford

  • Total holiday rentals

    Explore 10 holiday rentals in Stratford

  • Nightly prices starting at

    Stratford holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 760 verified reviews to help you choose

  • Wifi availability

    10 of Stratford holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Stratford rentals

  • 4.9 Average rating

    Stratford stays are highly rated by guests – averaging 4.9 out of 5!

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