Vacation rentals with a pool in Stratford

4.84 out of 5 average rating, 173 reviews

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

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

4.98 out of 5 average rating, 227 reviews

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

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

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.

4.95 out of 5 average rating, 195 reviews

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.

Apartment in Ariss

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.

4.96 out of 5 average rating, 90 reviews

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

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

4.85 out of 5 average rating, 80 reviews

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

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.

4.99 out of 5 average rating, 103 reviews

Apartment in Waterloo

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

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.

5 out of 5 average rating, 14 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.

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.

4.88 out of 5 average rating, 112 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.

4.97 out of 5 average rating, 205 reviews

Guesthouse in Breslau

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.

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.

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.

4.93 out of 5 average rating, 128 reviews

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.

Guesthouse in Ilderton

Timberwalk Guesthouse

Enjoy a mini getaway in our resort like oasis. Whether you want to sit around a fire at night or watch a movie in the air conditioned pool house! Enjoy a margarita by the 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!

Popular amenities for Stratford rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A modern two-story home is showcased, featuring a unique architectural design with a flat roof and large windows. The façade combines gray concrete and warm wooden panels. A paved driveway leads to the dual garage doors, with a neatly maintained lawn and trees visible in the background.

4.8 out of 5 average rating, 15 reviews

4 Bedroom Peaceful Oasis.

Home in Saint Clements

4.5 out of 5 average rating, 4 reviews

St. Clement’s Vacation AIR BnB

5 out of 5 average rating, 13 reviews

A heated pool is surrounded by carefully arranged landscaping, including tall evergreen trees and various flowering plants. A white swan-shaped float is visible on the water's surface, providing a playful accent against the serene blue of the pool.

Home in Stratford

Oasis in Stratford

Home in Huron East

New place to stay

farm family retreat

A spacious brick exterior is depicted, showcasing arched windows and double blue doors that complement the natural surroundings. Lush greenery and well-maintained landscaping line the entrance, inviting exploration. Tall trees provide shade and enhance the tranquil atmosphere of the property.

4.7 out of 5 average rating, 10 reviews

The Family Crib - Enjoy country living in the city

A sparkling pool reflects the blue sky, surrounded by lush greenery and colorful flowers. A potted plant with vibrant pink blooms sits in the foreground, adding a touch of color to the tranquil outdoor space.

Home in Waterloo

5 out of 5 average rating, 3 reviews

Retreat with Luxury in this 4-bed, 4-bath home

5 out of 5 average rating, 21 reviews

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

Under the Whispering Pines

A charming outdoor seating area is surrounded by lush greenery, featuring two chairs positioned near a fire pit. In the background, a cozy cabin is visible, with a porch and a grill, inviting relaxation in nature.

Home in Clinton

4.76 out of 5 average rating, 17 reviews

Serene Westfield Tiny Cabin

Condo rentals with a pool

The living area features a modern design with a blue sofa, two soft armchairs, and a coffee table. A desk is positioned nearby, and a large artwork adds a touch of color to the wall. Natural light streams through the glass doors leading to a balcony.

4.67 out of 5 average rating, 51 reviews

Perfectly Located in Kitchener

A modern living area features a cozy armchair and a small dining table beside large glass doors that lead to a balcony. Natural light fills the space, highlighting the subtle color palette. A flat-screen TV is mounted on the wall, and greenery adds a touch of freshness.

4.91 out of 5 average rating, 23 reviews

City Views & Private Balcony | Gym, Pool & More!

5 out of 5 average rating, 11 reviews

Stylish Downtown Suite with Patio & City Views

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.

4.82 out of 5 average rating, 28 reviews

LuxCondo in the downtown kitchener uptown waterloo

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.

4.77 out of 5 average rating, 26 reviews

Bright & Modern Downtown Stay w/ Pool & Gym

4.82 out of 5 average rating, 50 reviews

Luxe Suite With Home Cinema - Gym, Bowling, Pool

4.93 out of 5 average rating, 40 reviews

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.

Condo in Waterloo

The Laundry Rooms, Waterloo - Two Bedroom Suite

A modern open-concept space features a well-equipped kitchen on the left and a cozy seating area with a sofa and television. Large glass doors lead to a private balcony, allowing natural light to fill the room. Light wood flooring adds warmth to the environment.

4.74 out of 5 average rating, 43 reviews

*Modern* 1 Bed Condo Station Park

Other vacation rentals with a pool

A well-maintained paved driveway leads to a spacious brick house set against a backdrop of lush green lawns and trees. Soft morning light illuminates the exterior, creating a peaceful ambiance. The surrounding landscape features neatly trimmed shrubs and a mix of tall and low foliage.

Farm stay in Arva

4.68 out of 5 average rating, 157 reviews

Cheerful 5 bedroom with pool, fire pit, much more

A close-up of vibrant pink flowers in a glass vase is framed in the foreground. In the background, a spacious bed is visible, adorned with a light gray blanket and decorative pillows, placed against a neutral wall.

Apartment in London

4.91 out of 5 average rating, 11 reviews

Complete apartment with the best view!

A sparkling blue pool reflects the clear sky, surrounded by lush greenery and a well-maintained yard. Colorful lounge chairs are positioned near the pool, offering a relaxing outdoor space. The two-story home is visible in the background, framed by tall trees.

Guest suite in Fanshawe

4.57 out of 5 average rating, 139 reviews

"The Ela" Suite Cottage Getaway Private in CITY

A comfortable living area is furnished with three leather armchairs and a spacious sofa, all accented with decorative nailhead trim. A glass coffee table sits in the center of the seating arrangement. Natural light is reflected in the room through a large window.

Apartment in London

Cozy high rise home

New place to stay

Urban Luxury Condo in the heart of Kitchener.

New place to stay

Condo Apartment Minutes away from downtown

Villa in Cambridge

Beaverdale Play and Stay By The Green | pool

A modern high-rise building is depicted, showcasing a sleek glass facade. The structure is part of a larger development, surrounded by greenery and urban landscape. Nearby streets and construction sites are visible, illustrating the evolving city environment.