Vacation rentals with a pool in Kitchener-Waterloo

4.84 out of 5 average rating, 174 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.

Apartment 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.

Top guest favorite

Apartment in Waterloo

4.99 out of 5 average rating, 105 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

5 out of 5 average rating, 11 reviews

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!

4.9 out of 5 average rating, 101 reviews

A spacious living room is highlighted by tall wooden ceilings and large windows that invite ample natural light. Two comfortable sofas face each other over a coffee table, with a patterned area rug underfoot. A small fireplace and colorful stained glass add character to the warm design.

Barn in Milton

Five Star Hayloft Suite

This open space home is in the top level of a century-old bank barn. Witness the beautiful architecture while enjoying modern amenities like an open-concept kitchen, projector & movie lounge, and more! Enjoy 180 degree views from the bay window in the living room during your stay. Five Star Ranch offers a year-round getaway in a beautiful country setting. Situated on a working farm, and surrounded by gardens, animals and beautiful forest, it is a perfect destination for seclusion and peace.

4.88 out of 5 average rating, 32 reviews

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

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.

The living area features a modern design with a blue sofa, two soft armchairs, and a coffee table. A desk is positioned nearby, and a large artwork adds a touch of color to the wall. Natural light streams through the glass doors leading to a balcony.

4.63 out of 5 average rating, 52 reviews

Perfectly Located in Kitchener

Located within the heart of Kitchener-Waterloo's technology hub, The Laundry Rooms is literally steps away from everything you need to #StayDifferent: The Kitchener GO Station, LRT, Communitech, and a 10-minute walk from the downtown core. Nearby grocery, pharmacy, dog parks, entertainment and dining options. Live like a local with all the comforts and amenities of home in our contemporary suites designed with fully stocked kitchens, in-suite laundry. Pets are more than welcome.

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.

4.82 out of 5 average rating, 28 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.

Top guest favorite

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, 282 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 favorite

Guesthouse in Breslau

4.97 out of 5 average rating, 208 reviews

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.

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.

4.77 out of 5 average rating, 26 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.

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.