Holiday rentals with a pool in Region of Waterloo

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

4.95 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.

Flat 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.

4.99 out of 5 average rating, 101 reviews

Flat 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

4.91 out of 5 average rating, 134 reviews

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

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

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.

4.95 out of 5 average rating, 41 reviews

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

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.

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.

Apartment in Waterloo

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.

Farm stay in Guelph-Eramosa

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.

4.97 out of 5 average rating, 65 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.

5 out of 5 average rating, 5 reviews

Guest house in Cambridge

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!

4.55 out of 5 average rating, 11 reviews

Home in Cambridge

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.

5 out of 5 average rating, 14 reviews

Apartment in Kitchener

Modern High-Rise Condo w City Views & Balcony

Whether you’re visiting for work or a city getaway, this modern one-bedroom condo offers comfort and convenience in the heart of Kitchener, with beautiful city views. The open-concept layout features a cozy bedroom, sleek bathroom, and a sofa bed—perfect for couples, small groups, or business travelers. Unwind, recharge, and enjoy a seamless stay that truly feels like home. Book your stay today!