Vacation 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!

Location · Family · Amenities

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.

Value · Family · Biking

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.

Family · Value · Condition

1-Bedroom Downtown Oasis

Welcome to our cozy escape in the heart of the city! Enjoy a stylish, newly renovated 1 bedroom basement apartment, just a 10 minute walk to the downtown core. Nestled on a quiet street, our space is remote work-friendly with high-speed internet & a smart TV. Create homemade meals in a well-equipped kitchen & rest easy in the comfortable living space. Perfect for professionals seeking a quiet and stylish place to get work done, or couples seeking a cozy space to relax and enjoy the city.

Location · Indoor spaces · Checkout

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.

Family · Location · Decor

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.

Family · Value · Getting around

1BR Oasis: Backyard + 3 Cars, 1 min to St Mary’s

Make yourself at home in this thoughtfully styled, serene apartment near St. Mary’s Hospital and Victoria Park. Enjoy morning coffee on your private patio, cook dinner in the full kitchen, and unwind in your queen bedroom. This lower-level stay includes 8ft ceilings, in-suite laundry, workspace, self check-in and free parking for up to 3 cars. Pets stay free, and you’re welcome to enjoy the shared backyard with pergola and fire pit. Sleeps up to 4 with a queen bed and double pullout.

Value · Location · Parks

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!

Family · Value · Nearby

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.

Value · Family · Condition

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.

Family · Location · Pool

Newly Built 22nd Floor Condo w Stunning Views

This beautiful condo is located in the brand-new Station Park Towers, nestled in the midtown district between Downtown Kitchener and Uptown Waterloo. Take in the stunning city views from your perch on the 22nd floor. With a King-sized bedroom and space for up to 3 guests, this unit offers a perfect blend of comfort and style. Don’t miss out—book your stay today!

Family · Value · View

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.

Location · Value · Checkout