Holiday rentals with a pool in Stratford

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Stratford

  • Nightly prices starting at

    Stratford holiday rentals start at $78 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!

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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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

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
4.84 out of 5 average rating, 92 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, 109 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
The living area features a modern sofa with colorful accent pillows, a glass coffee table, and a flat-screen TV. A dining table is positioned by the large floor-to-ceiling windows, which provide ample natural light and showcase vibrant city views.
Flat in Kitchener
4.83 out of 5 average rating, 53 reviews

High Rise 1BR Building with Gorgeous Views

This beautiful condo is located in the brand new Station Park Union Towers. Station Park is one of the newest (and sleekest!) additions to Kitchener -Waterloo's growing skyline. This bright, airy condo is large enough to host 3 guests at a time, and features spectacular city views, a private balcony patio, and floor-to-ceiling windows. It has a fully equipped kitchen, living and dining areas, and a separate bedroom with a King sized bed. You also get access to the fabulous building amenities!

Guest favourite
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
4.88 out of 5 average rating, 121 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 suite in Kitchener
4.98 out of 5 average rating, 131 reviews

The Oasis

Enjoy the bright, spacious, and homey cottage vibes with a fully private saltwater pool, hot tub, luscious green yard, fire pit area, and several walking trails out the back gate. Retreat to the spacious walk out basement suite with 70” TV home theater, elliptical trainer, desk space and plenty of windows open to the forest view behind the house. Beautiful Doon neighbourhood within minutes of the 401. Plenty of shopping and eating choices within a few minutes drive.

Top guest favourite
Guest house in Breslau
4.97 out of 5 average rating, 216 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.

Guest favourite
A modern living area features a light brown leather sofa complemented by a plush white pillow. A round coffee table sits on a patterned area rug, adorned with decorative items. Large windows allow natural light to fill the space and provide outdoor views.
Flat in Kitchener
4.95 out of 5 average rating, 41 reviews

Chic Downtown Condo Retreat

This chic 1-bedroom condo is just steps away from KW's tech hub, the LRT station, City Hall, cafes, and the renowned Victoria Park, which hosts numerous festivals throughout the year. Boasting exceptional amenities like an exercise room, pool area, games room, and rooftop deck/garden, this upscale condo ensures an enjoyable stay. Experience downtown living at its finest! One parking spot is included, with paid parking available for additional vehicles.

Superhost
A stylish living area is presented with a green sofa and two textured chairs surrounding a light wood coffee table. A large television is mounted on the wall, and vibrant tropical wallpaper adds a splash of color. Ample natural light enters through two large windows.
Apartment in Waterloo
4.88 out of 5 average rating, 42 reviews

The Laundry Rooms, Waterloo - Two Bedroom Suite

Waterloo's newest and best location, The Laundry Rooms is now open. With all the amenities and services of the best boutique hotel, our fully-furnished apartments with full kitchens, laundry facilities, swimming pool and co-working space make this the ideal place to live, work and play. Steps to all the best restaurants, shops and businesses. We offer remote check-in, keyless entry, virtual concierge services, secure parking and on-demand housekeeping.

Guest favourite
Guest house in New Dundee
5 out of 5 average rating, 34 reviews

Stunning Loft with Pool & Fire Pit

Enjoy some peace and quiet in the countryside Our country get-away is perfect for those looking to get out of the city and back to nature for a short or extended stay. Loft is newly built with luxury finishes throughout. Located on 3 acres just outside of Kitchener, this hidden spot feels miles away from everyday urban stress, speed, and distraction. Enjoy a serene retreat in an elegant setting whether on a couples retreat or family vacation!

Superhost
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
4.92 out of 5 average rating, 143 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

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