Holiday rentals in Cherry Hill

Open concept w/ city views

Welcome to our open concept highrise with city views in the heart of Kitchener-Waterloo, where style and comfort meet to create a truly memorable stay. This 1-bedroom open concept unit thoughtfully designed to accommodate up to 4 guests, making it perfect for couples, small families, or solo travelers looking for a modern and cozy retreat. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Queen bed ✔ Open Concept Living Area ✔ High-Speed Wi-Fi ✔ Free Parking ✔️Access to gym Learn more below!

Downtown Kitchener Luxury Condo

Unwind in the stylish two-bedroom two bath condo in the heart of Kitchener. Centrally located, and close to many amenities. “Steps to everything” has never felt more real. Located across the street from the Go-ogle Kitchener HQ and the LRT, close to the Go Station, connecting you to wherever you need to go. High speed internet, a fully stocked kitchen, work station, 50" Roku TV, private balcony, comfortable beds and luxury linens and more ensures you have everything for an enjoyable stay.

Charming Farmhouse Stunning Views & Hot tub

Escape to a peaceful oasis where comfort meets charm! This 5-bedroom farmhouse is your perfect getaway, offering a blend of modern amenities and serene outdoor spaces to make your stay unforgettable. Enjoy a spacious open-concept kitchen, beautifully landscaped gardens, and two patios. The upstairs patio features a BBQ for scenic meals, while the downstairs patio offers a firepit and hot tub for cozy evenings. Reconnect with nature and loved ones in this tranquil retreat. Book your stay today!

Luxe Retreat | Heart of DT Kitchener

Welcome to our centrally located place in downtown Kitchener with a perfect blend of convenience and charm. With light rail transit station right below the building and plenty of amenities from gym to hydro spa, the place is perfect for short and long term stays. With a walk Score of 90 with nearby eclectic cafés, boutiques, and art galleries along Queen Street. Nearby attractions include the Kitchener Farmer's Market, one of Canada's oldest continuous markets, and the scenic Victoria Park.

Beautiful 3 bedroom century home steps from uptown

Welcome to Union House, our beautiful and well-appointed 3 bedroom century home. Enjoy morning coffee in the dappled sunlight or a nightcap under patio lights on the spacious rear deck with BBQ. Fast WiFi, two Smart TVs, two desks, and two sitting rooms, everyone can easily work or play without interruption. Walk the lovely old neighbourhood, the Iron Horse trail, and arrive in minutes at all the restaurants, bars, and amenities of Uptown: the perfect home base for your Waterloo visit.

The Perfect Little House!

Recently renovated 2 bedroom house provides you a beautiful self contained private home for your Kitchener stay. The entire house is yours! You will love the outdoor living space with it’s spacious covered front porch which has a special bonus of being on the parade route. The main floor is bright and spacious with a large kitchen, living room, dining room and 4 piece bathroom. The upper level has two bedrooms with very comfortable queen beds and a gorgeous bathroom with a large shower.

Whole 2BR House | Fire Pit, Fenced Yard, Parking

We renovated this 1940s brick house and kept it simple and warm. The whole place is yours, both floors, the fenced yard and the covered patio. Most people end up out back. Coffee under the patio roof in the morning, the fire pit going in the evening. The Iron Horse Trail is at our back fence: fifteen minutes into downtown Kitchener without touching a road. Tennis across the street, LRT and bus a short walk. Sleeps five. Fast wifi, a real desk, laundry, parking for two. Dogs welcome.

Cozy Coach House (street level - free parking)

Located on a tree-lined street nestled between Downtown Kitchener and Uptown Waterloo, this 120-year-old former candy store; attached to the main house, is steps away from the train station, public transit, Google, Grand River Hospital, and the bike friendly Spur Line trail. Short walk to grocery store, the LCBO, restaurants, coffee shops, bakeries and brew pubs. Parking space, private washroom, and private entrance on street level, make this unique, light-filled studio a cut above.

Outdoor Hot Tub Bliss: 2Bed/2Bath Garden Suite DTK

Welcome to our luxurious garden suite with a private outdoor hot tub, perfect for relaxation! Located in downtown Kitchener, it’s steps from cafes, bakeries, restaurants, and the weekend farmers market. This 2Bed/2Bath suite includes a fully equipped kitchen, washer/dryer, and stunning new flooring. With quick access to highways, transit lines to colleges and universities, and the Iron Horse Trail, it’s the ideal space for families, workers, and students. Parking is also included!

The Willow 𓋼 on Victoria Park | 1 Bed 1 Bath

⍋ WELCOME to the WILLOW SUITE ⍋ Situated in beautiful Victoria Park, The Willow is your thoughtfully designed & decorated hide-away, right in the oldest Park in Kitchener. Queen Victoria Park is one of Kitchener's most alluring attractions. Steps away from food, drinks, and tons of activities. Whether you are here for the many events right here in the Park, or simply visiting & wandering around the town, there is SO much to enjoy no matter your purpose!

St. Jacobs Triangle House - Countryside Escape

Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.

Upscale Home in Downtown KW

Welcome to your next Airbnb stay, a professionally renovated and designed home in Kitchener's desirable East Ward. Private parking for 4 cars and Level 2 EV charger on the premises! Nearby spots: Kitchener Auditorium: 5 minute walk Nearest LRT stop: 5 minute walk Walper Hotel: 4 minute drive Centre in the Square: 5 minute drive WLU: 11 minute drive UW: 13 minute drive St. Jacobs: 14 minute drive RIM Park: 14 minute drive