Vacation rentals with a pool in Stratford

4.84 out of 5 average rating, 162 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

4.93 out of 5 average rating, 123 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

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.

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

4.99 out of 5 average rating, 101 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

4.98 out of 5 average rating, 162 reviews

An outdoor area is showcased, featuring a spacious pool with clear waters, surrounded by a concrete patio. Loungers are positioned nearby, alongside a hot tub, while patio furniture offers space for relaxation. Lush greenery adds a natural touch to the private retreat.

Tiny home in Talbot

Newly Built Cabana Home! Pool + Hot Tub!

Book your winter getaway in this newly built cabana tiny home! Everything is freshly constructed and designed to ensure you relax and unwind this winter. At almost 500 sq feet, the 4 season cabana is a perfect blend of modern and cozy and resides in a premium neighbourhood away from many of the safety concerns that may come with the city's core. The cabana, hottub, pool and backyard will be exclusively yours during your stay which equals privacy for you. Downtown London is a 20 minute drive.

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, 134 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

Guest suite in Elora-Salem

A refreshing saltwater pool features an elegant waterfall edge, with water cascading gently into the pool below. Two lounge chairs are positioned under a bright umbrella, surrounded by lush greenery, providing a tranquil space for relaxation.

5 out of 5 average rating, 31 reviews

Cozy Private Suite with Year-Round Hot Tub

Welcome to The Salem Hideaway – your private, peaceful retreat tucked among the trees in the quiet village of Salem, just moments from historic Elora. Surrounded by forest and just steps from Irvin Creek, this cozy getaway is perfect for relaxing in nature. Enjoy the peaceful setting as you soak in the hot tub or swim in the pool, take a walk through the woods with a warm drink, or unwind by the fire pit while listening to the creek nearby. minutes from downtown Elora

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

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.

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, 108 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.

4.82 out of 5 average rating, 107 reviews

A cozy sleeping area features a spacious bed adorned with a soft striped throw. A decorative rug complements the design, while a lamp on a small wooden table provides warm lighting. Towels are neatly stored beneath a wooden bench, enhancing the room's functionality.

Loft in Stratford

Juno Lofts: Memories of Polonnaruwa

Polonnaruwa Loft: Bohemian Elegance in Heritage Downtown. Perched atop a 1893 heritage property, our loft brings Sri Lankan charm to Stratford. Located in the city centre, enjoy top dining across the street, a 2-min walk to Avon Theatre, and 5 mins to Avon River. Features bohemian design, with access to 3rd floor free laundry. Perfect for those seeking a unique stay near Stratford Festival theatres

Popular amenities for Stratford rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An aerial view captures a private pool surrounded by a lush green lawn and neatly arranged garden areas. Lounge chairs are positioned beside the pool, creating an inviting outdoor space. Tall trees provide shade, adding to the tranquility of the backyard oasis.

4.95 out of 5 average rating, 21 reviews

3BR->Pool | Private Backyard

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

A spacious deck area is highlighted by comfortable outdoor seating, arranged around a central potted plant. A private pool reflects the evening sky, with lounge chairs positioned to take in views. String lights create a subtle ambiance above, enhancing the inviting setting.

4.67 out of 5 average rating, 48 reviews

BURLINGTON BEACH HOUSE☀️🏝🐚

A shaded outdoor dining area features a glass-top table surrounded by four chairs. Colorful flowers decorate the wooden fence and nearby planters. The sparkling pool is visible in the background, providing a refreshing setting for meals and gatherings.

4.84 out of 5 average rating, 31 reviews

Mar's Tiki Escape – Pool & Bar

4.97 out of 5 average rating, 32 reviews

BlissPoint Sanctuary

4.93 out of 5 average rating, 96 reviews

The entrance of a renovated stone home is framed by lush greenery and colorful flower beds. A wide, paved pathway leads to the front door, flanked by stone steps, while large windows allow natural light to fill the interior, showcasing the property's unique architectural features.

Home in Elora-Salem

Estate, Secluded On the Grand River.

4.95 out of 5 average rating, 79 reviews

A modern kitchen features sleek black countertops with a large island and seating. Stainless steel appliances are complemented by wooden accents, while a stylish range hood draws attention. Natural light filters in through a window adorned with shutters, enhancing the open and functional space.

Home in White Oaks

Spacious three bedroom home with pool and hot tub

4.91 out of 5 average rating, 65 reviews

Walk-out:Pool:BBQ:Patio:Private:Basement Sanctuary

Condo rentals with a pool

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.

4.95 out of 5 average rating, 20 reviews

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

5 out of 5 average rating, 7 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.

4.83 out of 5 average rating, 23 reviews

Bright & Modern Downtown Stay w/ Pool & Gym

4.84 out of 5 average rating, 45 reviews

Highrise King Condo With Home Cinema -Free Parking

New place to stay

Platform 19 | City View at Station Park

4.92 out of 5 average rating, 39 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

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.

4.64 out of 5 average rating, 47 reviews

Perfectly Located in Kitchener

Other vacation 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.

Bungalow in Country Hills West

A cozy studio space is shown featuring a spacious bed against a wall adorned with decorative accents. A seating area includes a sectional sofa and a small red table. Bright natural light enters through a window, illuminating the light-colored decor and wooden floor.

4.71 out of 5 average rating, 28 reviews

Private room/bathroom separate entrance

5 out of 5 average rating, 33 reviews

An aerial view reveals a spacious outdoor area featuring a rectangular pool surrounded by a grey stone patio. Lounge chairs and seating areas offer spots for relaxation, while a covered pavilion provides shade. The landscape includes greenery and a playground in the distance.

Guesthouse in New Dundee

Stunning Loft with Pool & Fire Pit

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 charming stone cottage is surrounded by lush greenery, with a sloped lawn leading to a welcoming front porch. The structure features a red front door and large windows, framed by well-kept shrubs and trees, creating a serene outdoor environment.

Cottage in Woodstock

4.76 out of 5 average rating, 63 reviews

Stone Cottage in the heart of Dairy Country

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.