Holiday rentals with a pool in Region of Waterloo

4.84 out of 5 average rating, 165 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

4.92 out of 5 average rating, 12 reviews

A scenic view of the lake is captured, framed by lush greenery and colorful flower gardens. The peaceful water reflects the clear blue sky, while a boat glides gently across the surface. A glimpse of the pool adds to the serene landscape.

Cottage in Cambridge

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.

5 out of 5 average rating, 8 reviews

Apartment in Kitchener

Stylish Downtown Suite with Patio & City Views

Elevate your stay in this stylish one-bedroom condo sleeping up to 4 guests, where modern comfort meets stunning city views. Designed for both work and relaxation, the open-concept layout features a modern bedroom, a sleek bathroom, and a comfortable sofa bed in the living—ideal for couples, business travelers, or short city getaways. Wake up to skyline views, unwind after a busy day, and enjoy a seamless urban stay that feels welcoming, effortless, and truly like home. Book your stay today!

4.91 out of 5 average rating, 135 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, 13 reviews

A covered outdoor space is framed by greenery, featuring comfortable seating areas with floral cushions. A wooden deck leads to a hot tub, surrounded by plants. A sign reading 'GARDEN' is visible on the steps, enhancing the inviting atmosphere.

Flat in Kitchener

The little resort II. “ the hideaway”

It’s a unique space , perfect to work anywhere in tri-cities close to st jacobs and Elora. The lower floor is cozy. It’s has its own entrance .. Feels like home. Lots of character. Covered patios to bbq. ID required with photo Perfect to visit the area and enjoy the grand river. we only use thieves natural cleaning products,and no scents on sheets,towels A deposit is required if not a previous bnb guest. Private areas to chill. Toilet paper to get started and coffee,tea and cream.

4.97 out of 5 average rating, 198 reviews

Guest house in Breslau

House on the Hill

What makes The House unique? How about: - a year-round heated indoor pool & sauna - private 2-bedroom + loft guesthouse with private entrance - fully-equipped kitchen - homey living area with electric fireplace - 27 gorgeous acres with 2 ponds - private patio & BBQ There's so much more! Come join your hosts Frances & Rod and experience a country retreat in the middle of the city... all this within 5km to Waterloo Int'nl Airport & 15 min to tri-cities & 401.

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, 66 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!