Vacation rentals with a pool in Waterloo Regional Municipality

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Waterloo Regional Municipality

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

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Guest favourite

Farm stay in Guelph-Eramosa

4.95 out of 5 average rating, 44 reviews

Luxe Farm Stay - Farm Fresh Eggs & Hayfield Views

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 favourite

Apartment in Ariss

4.96 out of 5 average rating, 156 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.

Superhost

Cottage in Cambridge

4.88 out of 5 average rating, 8 reviews

Waterfront home with Pool, Boat Ramp/Canoe/Kayak

This vacation home has beautiful views, southern exposure , flower gardens and greenery all around. Surrounding the pool in the back yard beside the lake there is a flagstone patio area with a campfire pit. A perfect spot for watching dreamy sunsets. There is a fabulous pool 17x36 ft with a big deck surrounding it. A picnic table and BBQ on the upper patio terrace by the cottage, overlooking the lake. We have lots of gathering places to lounge around and relax in the outdoor patio furniture.

Top guest favourite

Condo in Kitchener

4.97 out of 5 average rating, 92 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

Apartment in Kitchener

5 out of 5 average rating, 43 reviews

Modern bright two bedroom private entry unit

Whether you need a romantic getaway , a place for work, or quality time with your family, this brand new bright modern private oasis has it all. Enjoy a beautiful salt water pool and outdoor seating areas to relax in the sun Cozy up in front of the fireplace to unwind and enjoy a movie. The full glass shower features spa stone flooring that feels great on tired feet. Located close to the 401, colleges universities DT Kitchener uptown Waterloo stores restaurants trails in suite laundry

Top guest favourite

Apartment in Waterloo

4.98 out of 5 average rating, 63 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 sofa bed 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

Condo in Kitchener

4.94 out of 5 average rating, 18 reviews

Highrise King Condo With Home Cinema -Free Parking

Welcome to this luxury oasis in Downtown Kitchener! • King Bed: Enjoy the night with a comfy memory foam topper • In-Home Movie Theatre: Kick back in recliner seats for a memorable experience • Prime Location: Steps to Tim Hortons, a grocery market, and much more • Thoughtfully furnished: Spacious L-shaped couch and enjoy the TV in the bedroom • Amenities: Bowling, gym, hot tubs, pool, BBQ area, lounge, and much more • Self-check-in: And enjoy the entire place to yourself

Superhost

Condo in Kitchener

4.89 out of 5 average rating, 9 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 favourite

Home in Cambridge

4.9 out of 5 average rating, 264 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

Home in Cambridge

5 out of 5 average rating, 13 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

Guesthouse in New Dundee

5 out of 5 average rating, 20 reviews

Stunning Loft with Pool & Fire Pit

Enjoy some peace and quiet in the countryside Our country get-away is perfect for those looking to get out of the city and back to nature for a short or extended stay. Loft is newly built with luxury finishes throughout. Located on 3 acres just outside of Kitchener, this hidden spot feels miles away from everyday urban stress, speed, and distraction. Enjoy a serene retreat in an elegant setting whether on a couples retreat or family vacation!

Superhost

Condo in Kitchener

4.4 out of 5 average rating, 5 reviews

Bright & Modern Downtown Stay

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.