Holiday rentals with a pool in Waterloo

4.88 out of 5 average rating, 132 reviews

A serene view of the villa is captured from the edge of the natural spring-fed pond, showcasing its spacious, multi-level design. Surrounding greenery, including trees and landscaped gardens, adds to the tranquility of the setting. Fluffy clouds drift across a bright blue sky.

Villa in Cambridge

Luxury Villa for Accommodation

★★★ SUPERHOST for 6+ years ★★★ Escape to this stunning, secluded villa for exquisite accommodation or hosting memorable events. ✔ Secluded villa on 8.8-acre lot ✔ Private 17 ft deep natural spring-fed pond + hot tub ✔ 4000 sqft living space ✔ Full access ✔ 4 bedrooms, 7 beds ✔ High-end finishes: Offers comfort & elegance. ✔ BBQ ✔ Next to Whistle Bear Golf Club & Langdon Hall (Relais & Châteaux, 5 Diamond dining), Cambridge Mill, walking trails, scenic Blair Creek. ✔ 401 easy access

LocationFamilyQuiet

4.99 out of 5 average rating, 113 reviews

Apartment 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

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The living area features a modern sofa with colorful accent pillows, a glass coffee table, and a flat-screen TV. A dining table is positioned by the large floor-to-ceiling windows, which provide ample natural light and showcase vibrant city views.

4.86 out of 5 average rating, 64 reviews

High Rise 1BR Building with Gorgeous Views

This beautiful condo is located in the brand new Station Park Union Towers. Station Park is one of the newest (and sleekest!) additions to Kitchener -Waterloo's growing skyline. This bright, airy condo is large enough to host 3 guests at a time, and features spectacular city views, a private balcony patio, and floor-to-ceiling windows. It has a fully equipped kitchen, living and dining areas, and a separate bedroom with a King sized bed. You also get access to the fabulous building amenities!

ValueFamilyParking

5.0 out of 5 average rating, 28 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.

FamilyLocationBathroom

4.97 out of 5 average rating, 147 reviews

Guest suite in Kitchener

The Oasis

Enjoy the bright, spacious, and homey cottage vibes with a fully private saltwater pool, hot tub, luscious green yard, fire pit area, and several walking trails out the back gate. Retreat to the spacious walk out basement suite with 70” TV home theater, elliptical trainer, desk space and plenty of windows open to the forest view behind the house. Beautiful Doon neighbourhood within minutes of the 401. Plenty of shopping and eating choices within a few minutes drive.

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4.97 out of 5 average rating, 225 reviews

Guesthouse 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.

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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.

4.96 out of 5 average rating, 49 reviews

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.

LocationValueComfort

5.0 out of 5 average rating, 36 reviews

Guesthouse in New Dundee

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!

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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.

4.92 out of 5 average rating, 150 reviews

Resort Condo with Bowling and Spa Hot Tub

Stunning 2BR/2BA corner suite in the heart of Kitchener, directly across from Google Kitchener Downtown. Enjoy city views, a fully equipped space for up to 7 guests, and amazing amenities like a hot tub, bowling alley, sauna, rooftop patio & gym. Includes free parking. This fully licensed Airbnb offers a seamless, worry-free stay in a vibrant, walkable neighborhood with easy access to the LRT and GO Station.

ValueFamilyNearby

5.0 out of 5 average rating, 34 reviews

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!

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A modern living area showcases a dark sectional sofa, complemented by a round coffee table atop a light rug. Large glass doors provide access to a balcony, while a television stands on a white media console adorned with decorative items and potted plants.

4.88 out of 5 average rating, 43 reviews

Lux Condo by Downtown Kitchener

Welcome to your urban oasis in the heart of downtown Kitchener! Step into luxury living at our stylish 1-bedroom condo, nestled in a prestigious building just across from the Google office. With top-notch amenities at your fingertips, including a bowling alley, swimming pool, spa, gym, pool table, BBQ area, and outdoor seating, your stay promises to be unforgettable.

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A modern living area features a white media console with a speaker and decorative elements, accompanied by a flat-screen TV displaying the word 'WELCOME.' Natural light enhances the space, while a potted plant is nestled in a woven basket beside the console.

4.87 out of 5 average rating, 95 reviews

21st- floor Luxury & City Views

Welcome to your Sky-High Escape. Located on the 21st floor in the Heart of Kitchener Waterloo. This stylish 1-Bedroom Condo offers stunning views, a comfy Queen sized bed, a full Kitchen with State of the Art appliances. The Building Amenities include a Gym, Pool, Lounge area and terrace with BBQ. Whether you're here for work or play, you're right at home.

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Popular amenities for Waterloo rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A sparkling pool reflects the blue sky, surrounded by lush greenery and colorful flowers. A potted plant with vibrant pink blooms sits in the foreground, adding a touch of color to the tranquil outdoor space.

Home in Waterloo

Retreat with Luxury in this 4-bed, 4-bath home

FamilyLocationSleep quality

5.0 out of 5 average rating, 5 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

FamilyLocationAir conditioning

4.73 out of 5 average rating, 196 reviews

Home in Cambridge

Private Resort | Pool, 14 Acres & 4500 Sq Ft Villa

FamilyLocationSleep quality

4.73 out of 5 average rating, 15 reviews

Home in Waterloo

Private House+Backyard Pergola Bar Oasis

A heated outdoor pool is surrounded by a wooden fence, reflecting bright blue water under sunlight. A set of steps leads into the pool, while lush greenery frames the area, creating a serene and inviting space for relaxation.

Home in Kitchener

Relax n chill in city house

FamilyHospitality

Home in Kitchener

Poolside Paradise | Spacious 5BR Family Home

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Condo rentals with a pool

4.85 out of 5 average rating, 34 reviews

LuxCondo in the downtown kitchener uptown waterloo

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4.75 out of 5 average rating, 12 reviews

City Views | Pool, Gym, Bowling, Games Room & More

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A modern open-concept space features a well-equipped kitchen on the left and a cozy seating area with a sofa and television. Large glass doors lead to a private balcony, allowing natural light to fill the room. Light wood flooring adds warmth to the environment.

4.7 out of 5 average rating, 47 reviews

*Modern* 1 Bed Condo Station Park

LocationValueKitchen

4.69 out of 5 average rating, 59 reviews

Luxe Suite With Home Cinema - Gym, Bowling, Pool

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@ Kitchener ON | 1 bed 1 bath | 5 * Condo apt !

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New place to stay

4.88 out of 5 average rating, 42 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.

Condo in Waterloo

The Laundry Rooms, Waterloo - Two Bedroom Suite

FamilyLocationLaundry

4.73 out of 5 average rating, 22 reviews

Stylish Downtown Suite with Patio & City Views

LocationFamilyParking

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.

4.66 out of 5 average rating, 58 reviews

Perfectly Located in Kitchener

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Other holiday rentals with a pool

5.0 out of 5 average rating, 4 reviews

NEW High-Rise Luxury Condo! Prime Location!

FamilyValueAccuracy

4.82 out of 5 average rating, 17 reviews

Modern condo apt | 19th floor | Amenities | Google

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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.

4.85 out of 5 average rating, 20 reviews

The little resort II. “ the hideaway”

ValueLocationAccuracy

5.0 out of 5 average rating, 11 reviews

Guesthouse in Cambridge

Historic Blair Road Coach House and Terrace Suite

FamilyLocationDecor

4.67 out of 5 average rating, 6 reviews

Contemporary Urban Retreat

HospitalityCleanliness

4.98 out of 5 average rating, 88 reviews

A modern kitchen area features sleek cabinetry and a dark marble island, complemented by stylish bar stools. Stainless steel appliances are visible, enhancing the functional design. Natural light enters through a nearby window, illuminating the open space.

Guest suite in Cambridge

Basement Suite in Cambridge

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A shaded patio area is framed by greenery and vibrant flowers. A wooden pergola overhead features hanging plants. In the background, a pool is visible, surrounded by lush landscaping, creating an inviting and serene outdoor retreat.

4.88 out of 5 average rating, 57 reviews

Newly Renovated! 1200 sq foot private apartment

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