Holiday rentals with a pool in Stratford

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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, 167 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

Top guest favourite
A serene outdoor space showcases a clear pool surrounded by modern landscaping. A cozy pool house with large glass doors is positioned in the background, framed by lush greenery. Comfortable seating is visible on the pool deck, enhancing the inviting atmosphere.
Guest house in Ilderton
4.93 out of 5 average rating, 124 reviews

Timberwalk Guesthouse

Welcome to an amazing winter experience in our cozy guesthouse and sauna. Soak in the hot tub, watch a movie in the guesthouse in front of the fireplace and turn on the diffuser to create the most relaxing evening! There are various aromatic oils to choose from. You can also make an outdoor fire in the large firepit. There is plenty of wood on site! Everything you need to unwind, relax and connect with nature! The floor is heated and the fireplace provides additional warmth to the loft bedroom.

Guest favourite
Home in London
4.91 out of 5 average rating, 33 reviews

BlissPoint Sanctuary

Experience a blend of home comfort & hotel luxury. Blisspoint Sanctuary is ideal for all seeking respite & relaxation; travelling professionals, families on vacation. 3 inviting BR incl a King Size master with luxurious ensuite. Full kitchen, theatre-like lounge with recliners & giant screen TV. Secondary lounge boasting a piano, 3-seater recliner & curve TV. Outdoor kitchen provides gas/charcoal BBQ options. Relax in the Heated pool on water hammocks or engage in a fun game of Pool basketball.

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
4.95 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, 90 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, 75 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, 101 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

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
4.91 out of 5 average rating, 135 reviews

Luxury Resort-Style Condo| HotTub, Sauna & Bowling

**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

Top guest favourite
Flat in Oakridge
5 out of 5 average rating, 23 reviews

Renovated Lower-Level Unit with Pool

Welcome to the Purple Squirrel! The lower-unit is located in London's Oakridge neighbourhood. The unit is fully furnished with a new kitchen, updated 3-piece bathroom, 2 bedrooms, living room, dining area, and in-suite laundry. Enjoy the large selection of board games, movies, and the foosball table! There is access to the backyard oasis which includes a heated and in-ground salt water pool from May-September. No children under 5. All CHILDREN MUST BE SUPERVISED when swimming.

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, 111 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, 199 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.

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 £44 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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