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
4.85 out of 5 average rating, 136 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
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.
Apartment 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.
Apartment in Stratford
4.85 out of 5 average rating, 52 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
Apartment in Waterloo
4.99 out of 5 average rating, 94 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
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.
Guesthouse in Ilderton
4.93 out of 5 average rating, 109 reviews

Timberwalk Guesthouse

Welcome to an amazing winter experience in our cozy guesthouse. Soak in the hot tub, watch a movie in the private 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
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.
Condo in Kitchener
4.94 out of 5 average rating, 121 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

Top Guest favourite
A covered outdoor space is framed by greenery, featuring comfortable seating areas with floral cushions. A wooden deck leads to a hot tub, surrounded by plants. A sign reading 'GARDEN' is visible on the steps, enhancing the inviting atmosphere.
Apartment in Kitchener
5 out of 5 average rating, 13 reviews

The little resort II. “ the hideaway”

It’s a unique space , perfect to work anywhere in tri-cities close to st jacobs and Elora. The lower floor is cozy. It’s has its own entrance .. Feels like home. Lots of character. Covered patios to bbq. ID required with photo Perfect to visit the area and enjoy the grand river. we only use thieves natural cleaning products,and no scents on sheets,towels A deposit is required if not a previous bnb guest. Private areas to chill. Toilet paper to get started and coffee,tea and cream.

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.
Apartment in Kitchener
4.95 out of 5 average rating, 39 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, Lounge area and terrace with BBQ. Whether you're here for work or play, you're right at home.

Guest favourite
A modern living area features a sleek kitchen with stainless steel appliances, a stylish couch, and a flat-screen TV mounted on the wall. Large glass doors open to a balcony, allowing natural light to fill the space. A small dining table is set for two beside the kitchen.
Condo in Kitchener
4.92 out of 5 average rating, 25 reviews

LuxCondo in the downtown kitchener uptown waterloo

Modern and Sophisticated 1+1 apartment in the heart of Kitchener Downtown and Uptown Waterloo. It features modern furniture, a fully equipped kitchen, and a balcony with stunning sunset views. Enjoy exclusive amenities like a bowling alley, spa, pool table, and hydro swimming pool. The apartment comfortably sleeps 3 with two cozy beds. Located steps from top bars and restaurants, this apartment offers a blend of luxury and convenience. Perfect for business or leisure stays.

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, 21 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 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.
Apartment in Kitchener
4.97 out of 5 average rating, 31 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.

Guest favourite
A spacious living area features a stone fireplace with a wooden mantel as its focal point. Comfortable seating, including a sectional sofa and armchairs, surrounds a glass coffee table. Natural light filters through large windows, complemented by warm wooden accents on the ceiling.
Home in Kitchener
4.91 out of 5 average rating, 68 reviews

Chalet by hiking trail and ski hill

PLEASE MESSAGE US (USING THE CONTACT US TAB AT THE BOTTOM OF THE LISTING UNDER THE LOCATION MAP) BEFORE ATTEMPTING TO SECURE A RESERVATION TO REVIEW BOOKING DETAILS NOTE: FOOSBALL TABLE HAS BEEN REPLACED WITH POOL TABLE FOR SUMMER 2025, PICTURES WILL BE UPDATED SHORTLY CRA requires that 13% HST be collected on all reservations taken through Airbnb.

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 $107 NZD per night before taxes and fees

  • Verified guest reviews

    Over 760 verified reviews to help you choose

  • Wi-Fi availability

    10 of Stratford holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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