Holiday rentals with a pool in Region of Waterloo

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Region of Waterloo

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, 159 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 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, 193 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
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, 132 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
An open Great Room features a black leather sofa and a coffee table positioned on a textured area rug. Large windows allow natural light, and a decorative plant trails along the wall. Dining chairs surround a circular table, complementing the inviting layout.
Home in Cambridge
4.91 out of 5 average rating, 280 reviews

Spacious Bungalow Guest House

Welcome to our stylish, modern, guest house nestled in a private country setting. Enjoy all of the updated conveniences while experiencing rustic surroundings. Peaceful and stress free for the whole family. Located minutes to the City of Cambridge. Note: The pool is outdoor and is generally open by Victoria Day weekend (3rd weekend in May) until Labour Day weekend (last weekend in August), but if it is warm earlier or later we may extend that by a few weeks. Please inquire.

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.
Flat in Kitchener
4.95 out of 5 average rating, 39 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
4.92 out of 5 average rating, 39 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.

Top guest favourite
A stone farmhouse is set against a clear blue sky, with a saltwater pool in the foreground. The pool area is bordered by lush greenery and features lounge chairs arranged on a flagstone patio. The reflection of the house is visible on the pool's surface.
Farm stay in Guelph-Eramosa
4.97 out of 5 average rating, 64 reviews

Luxe B&B - Pool, Firepit, Hot Tub & Farm Animals

Escape to *Livingstone Farm 1860*, a peaceful luxury farm B&B with a private hot tub, friendly animals, and wide-open countryside. This charming farmhouse retreat combines rustic & modern comforts, including breakfast items to start your day. Unwind in tranquil surroundings, explore local hiking trails, or simply enjoy the farm’s serene landscape. Perfect for girl’s trips & friends seeking a restful getaway immersed in nature’s beauty.

Guest favourite
Guest house in Cambridge
5 out of 5 average rating, 5 reviews

Historic Blair Road Coach House and Terrace Suite

Two separate units on stone farmhouse property built in 1837. Located adjacent to Devils Creek and Grand River trail system. 3 bedrooms, 5 beds including a king, 2 kitchens. Minutes to Grand River bluff views, downtown Galt, Hamilton Family Theatre, Langdon Hall, the Old Mill, Whistle Bear Golf Club and Galt Country Club. Coach House and Terrace apartment combined. Lots of parking, amenities, even wedding photo props!

Top guest favourite
Home in Elora
4.96 out of 5 average rating, 25 reviews

Riverside Retreat /w Hot Tub & Sauna in Elora

Are you looking for the perfect Winter escape? Althea Crystal Retreat, located in picturesque Elora, Ontario, has everything you need! Take advantage of our special offers: Save up to 25% off stays booked during January and February! Offers are valid for our full-house accommodation until February 28th, 2026. Unwind in one of our unique crystal rooms. Relax by the hot tub, and warm up in the sauna.

Guest favourite
Home in Cambridge
4.89 out of 5 average rating, 9 reviews

Blue Haven Estate Winter Escape w/ Summer Pool

Escape to this stunning bungalow surrounded by lush greenery, perfect for families, friends, or unforgettable events. With 4 bedrooms (2 king, 2 queen), 3 living rooms with sofa beds, and 3 full bathrooms, it comfortably sleeps 15. Relax in the solarium, take a dip in the private pool, or celebrate in the expansive gardens. Modern comforts, ample parking, and serene spaces make every stay truly magical.

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