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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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Superhost
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
4.84 out of 5 average rating, 174 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 four-poster bed draped with light, flowing curtains is centered in the room. Soft lighting from wall sconces creates a gentle glow, highlighting the hardwood floors. A comfortable seating area is visible near the bed.
Guest suite in Stratford
4.98 out of 5 average rating, 227 reviews

Private airy space in a perfect location

With a walkable score of 86, our private room in a friendly neighbourhood is ideal for your visit to Stratford. This space has hard wood floors, high ceilings, ceiling fan and heating/central air conditioning. A cozy electric fireplace to relax in winter. Our central location is just minutes away from all 3 theaters, as well as the Avon River, various parks, the tennis club, and all that downtown has to offer. A private parking space is included. *Temporary closure due to street construction

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
4.95 out of 5 average rating, 195 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
4.96 out of 5 average rating, 91 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
4.85 out of 5 average rating, 80 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
Flat in Waterloo
4.99 out of 5 average rating, 105 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

Guest favourite
Apartment in Kitchener
5 out of 5 average rating, 11 reviews

Stylish Downtown Suite with Patio & City Views

Elevate your stay in this stylish one-bedroom condo sleeping up to 4 guests, where modern comfort meets stunning city views. Designed for both work and relaxation, the open-concept layout features a modern bedroom, a sleek bathroom, and a comfortable sofa bed in the living—ideal for couples, business travelers, or short city getaways. Wake up to skyline views, unwind after a busy day, and enjoy a seamless urban stay that feels welcoming, effortless, and truly like home. Book your stay today!

Superhost
A well-lit backyard features an inviting in-ground pool, surrounded by landscaped grass and illuminated by string lights. A wooden deck is accessible, along with seating areas, including a hammock. The brick home stands in the background, highlighting a warm nighttime ambiance.
Home in London
4.87 out of 5 average rating, 113 reviews

Walk-Out:Patio:Pool:Private:Open-Concept:BBQ

Welcome to our walk-out basement unit nestled in a large and beautiful home in North London! With a private entrance and convenient self-check-in, you'll have easy access to your own serene retreat. The space itself boasts a bright and open layout, providing plenty of room to relax and unwind. Step outside to the covered patio, in ground pool, complete with a dining area and a comfortable hammock, perfect for enjoying meals al fresco or simply lounging in the fresh air.

Top guest favourite
Guest house in Breslau
4.97 out of 5 average rating, 208 reviews

House on the Hill

What makes The House unique? How about: - a year-round heated indoor pool & sauna - private 2-bedroom + loft guesthouse with private entrance - fully-equipped kitchen - homey living area with electric fireplace - 27 gorgeous acres with 2 ponds - private patio & BBQ There's so much more! Come join your hosts Frances & Rod and experience a country retreat in the middle of the city... all this within 5km to Waterloo Int'nl Airport & 15 min to tri-cities & 401.

Top guest favourite
A spacious living area features a dark sectional sofa with decorative pillows, complemented by a wooden coffee table. A light blue area rug covers the floor, and wall art decorates the walls, creating a relaxed atmosphere. Natural light is provided by recessed lighting.
Home in Oakland
4.96 out of 5 average rating, 107 reviews

Luxury Oasis with Hot Tub/Pool

Forget your worries in this spacious and serene space. Our Apartment offers you the chance to get away from it all with luxurious extras from a romantic soak in our hot tub or swim in our seasonal pool. Spoiled with robes to use during your stay, or a coffee at our coffee, tea, and hot chocolate bar. Enjoy a romantic fire under the stars in a shared firepit, or relax in your beautiful patio area with your own bbq and beautiful outdoor lighting.

Guest favourite
A bright living area features a modern sofa and a wooden coffee table atop a soft rug. Floor-to-ceiling windows invite natural light and provide access to a private balcony. A large flat-screen TV is mounted on the wall, complemented by decorative plants.
Apartment in Kitchener
4.77 out of 5 average rating, 26 reviews

Bright & Modern Downtown Stay w/ Pool & Gym

This stylish 1-bedroom condo is located just steps from KW’s tech hub, the LRT station, City Hall, cozy cafes, and the iconic Victoria Park, known for its year-round festivals. With top-notch amenities like an exercise room, pool, games room, and a rooftop deck/garden, this upscale condo offers a memorable downtown experience. Enjoy city living at its best! One parking spot is included, with paid parking available for additional vehicles.

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
4.91 out of 5 average rating, 141 reviews

Resort Condo with Bowling and Spa Hot Tub

Stunning 2BR/2BA corner suite in the heart of Kitchener, directly across from Google Kitchener Downtown. Enjoy city views, a fully equipped space for up to 7 guests, and amazing amenities like a hot tub, bowling alley, sauna, rooftop patio & gym. Includes free parking. This fully licensed Airbnb offers a seamless, worry-free stay in a vibrant, walkable neighborhood with easy access to the LRT and GO Station.

Popular amenities for Stratford rentals with a pool

Quick stats about holiday rentals with a pool in Stratford

  • Nightly prices starting at

    Stratford holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 570 verified reviews to help you choose

  • 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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