Vacation rentals with a pool in Regional Municipality of Waterloo

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Regional Municipality of Waterloo

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

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, 122 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 favorite

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, 62 reviews

Luxe Farm B&B - Fall Colours, Firepit & Hot tub

Escape to Livingstone Farm, a peaceful bed and breakfast nestled in the lush countryside near Guelph. This charming farmhouse retreat combines rustic charm with modern comforts, including breakfast items to start your day. Enjoy expansive views, cozy interiors, and a private hot tub under the stars. Unwind in tranquil surroundings, explore local hiking trails, or simply enjoy the farm’s serene landscape. Perfect for girl’s trips, and friends seeking a restful getaway immersed in nature’s beauty.

Top guest favorite

A spacious pool area features a clear blue swimming pool surrounded by a concrete deck. Sun loungers are arranged for relaxation, and a fenced backyard includes greenery and flowering trees, providing a peaceful outdoor setting. Natural light brightens the space, enhancing the tranquil ambiance.

Apartment in Ariss

4.96 out of 5 average rating, 174 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 favorite

A well-maintained backyard features a shared pool, surrounded by a safety fence and supported by lush greenery. Colorful flower beds add a vibrant touch to the patio area, which is equipped with seating and umbrellas for shade.

Apartment in Waterloo

4.99 out of 5 average rating, 87 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

Top guest favorite

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

4.97 out of 5 average rating, 111 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

Guest favorite

A light-filled living area features a gray sofa and a round black coffee table, positioned on a soft area rug. Large windows offer views of the surroundings, while a decorative plant adds a touch of greenery. A wall-mounted television completes the welcoming space.

Apartment in Kitchener

4.86 out of 5 average rating, 28 reviews

Luxury stay - Downtown Kitchener

The spectacular Station Park towers in the heart of Kitchener. Centrally located, and close to many amenities. Located across the street from Go-ogle Kitchener head office, as well close to Grand River Hospital. “Steps to everything” has never felt more real. Located directly by the LRT, and a few minutes from the Go Station, connecting you to wherever you need to go. High speed internet, a fully stocked kitchen, work station and more ensures you have everything for an enjoyable stay.

Guest favorite

A modern kitchen is showcased with light wood cabinetry and white countertops. Stainless steel appliances are provided, including a built-in oven. Two stylish black stools are positioned at the island, inviting casual dining. Ambient lighting illuminates the workspace, enhancing functionality.

Condo in Waterloo

4.88 out of 5 average rating, 98 reviews

Cozy 1BR Condo w/ Insuite LDRY, Gym & Free Parking

Indulge in the comforts of home away from home with our fully equipped kitchen, complete with modern appliances and ample counter space. Our in-suite laundry is at your disposal, so you can pack light. Step out onto our private balcony and take in the breathtaking views of the city, while enjoying a cup of coffee. Stay connected with high-speed internet and unwind with your favourite shows on our smart TV, making your stay more enjoyable, so you can relax and recharge in style.

Superhost

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

4.91 out of 5 average rating, 22 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.

Guest favorite

Home in Elora

4.96 out of 5 average rating, 24 reviews

Riverside Retreat /w Pool,Hot Tub & Sauna in Elora

Are you looking for the perfect summer escape? Althea Crystal Retreat in picturesque Elora, Ontario, has what you need! Take advantage of our special offers: Save 20% on 4-day stays. Enjoy: 10 % Early Bird & 15 % Last Minute Discounts. Offers are valid for our full-house accommodation until December 2025 Unwind in one of our unique crystal rooms. Relax by the pool and hot tub, and warm up in the sauna. Feeling Adventurous? Go kayaking in our backyard with our kayaks

Top guest favorite

An inviting outdoor area features a heated pool surrounded by a sleek patio. Two lounge chairs are positioned alongside the pool, and various seating options are provided nearby. Lush greenery and a neighboring coach house create a serene atmosphere.

Home in Cambridge

5 out of 5 average rating, 20 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 favorite

An outdoor rooftop area features a seasonal swimming pool surrounded by wood decking. Comfortable lounge seating is arranged nearby, with potted plants adding greenery. Guests are seen enjoying the space, with city views visible in the background and a relaxing atmosphere highlighted by soft lighting.

Condo in Waterloo

4.91 out of 5 average rating, 35 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.

Guest favorite

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.

Condo in Kitchener

4.78 out of 5 average rating, 18 reviews

Bright & Modern Downtown Stay w/ Pool & Gym

This stylish 1-bedroom condo is located just steps from KW’s tech hub, the LRT station, City Hall, cozy cafes, and the iconic Victoria Park, known for its year-round festivals. With top-notch amenities like an exercise room, pool, games room, and a rooftop deck/garden, this upscale condo offers a memorable downtown experience. Enjoy city living at its best! One parking spot is included, with paid parking available for additional vehicles.