Holiday rentals in Cherry Hill

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Top-rated holiday rentals in Cherry Hill

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Apartment in Kitchener
4.8 out of 5 average rating, 130 reviews

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!

Guest favourite
A modern seating area features a dark sofa with patterned throw pillows. A round wooden coffee table holds a decorative book and a small vase containing greenery. Natural light enters through large windows, enhancing the open feel of the space.
Flat in Kitchener
4.95 out of 5 average rating, 22 reviews

Luxury Condo Downtown Kitchener

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.

Top guest favourite
Home in Kitchener
4.97 out of 5 average rating, 102 reviews

Private apartment steps to Google, WRHN, Perimeter

This gorgeous newly renovated basement apartment has bright windows throughout and an amazingly comfortable KING SIZE bed in the master bedroom. It also has a futon for that extra guest. It has all the amenities you need to enjoy your stay in the heart of Kitchener-Waterloo just steps from uptown and downtown. The kitchen is well prepared to create a gourmet dinner and blazing fast wifi is ideal to work at the desk or to watch a movie. We have a relaxing outdoor space for you to enjoy as well.

Guest favourite
A spacious outdoor deck is featured with a comfortable seating arrangement, including a large sofa and two armchairs, all complemented by decorative cushions. A patterned area rug lies beneath a central coffee table, while surrounding greenery adds a natural ambiance.
Home in Waterloo
4.96 out of 5 average rating, 159 reviews

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.

Guest favourite
A living area features a large wall-mounted TV opposite a cozy seating arrangement. A small dining table accommodates two chairs and is placed near a window, enhanced by a leafy plant. Artwork adorns the walls, contributing to the inviting atmosphere.
Flat in Kitchener
4.93 out of 5 average rating, 73 reviews

Mika's Garden Apartments -- one bedroom

Extraordinary, large one-bedroom with forest-view balcony. Attention to design Well equipped kitchen. Workspace with ethernet or WIFI. Direct access to biking/walking trail. Safe, quiet neighbourhood. Great building. Unit is a third floor walk-up. Close to St. Mary's Hospital, off-road trails, Victoria Park, shopping and bus lines. Easy access to downtown. Free parking for one car. Coin-operated laundry on ground floor. . You will find everything you need for a short- or long-term stay.

Top guest favourite
A charming exterior view of the guesthouse features a dark wooden facade with a blue front door framed by three windows. Flower boxes with colorful blooms adorn the windows, while a small table and two chairs sit on the sidewalk. A bicycle rests nearby.
Guest suite in Kitchener
4.93 out of 5 average rating, 411 reviews

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.

Top guest favourite
A sunroom features a mixture of wooden furniture, including a sectional sofa and lounge chairs, arranged around a central table. String lights hanging overhead provide warm illumination, while large windows offer views of the surrounding nature.
Home in Cambridge
4.93 out of 5 average rating, 456 reviews

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

Guest favourite
A modern kitchen is presented with sleek white countertops and a wooden kitchen island. Open shelving displays stylish kitchenware, while stainless steel appliances complement the design. Natural light fills the space through large windows, and decorative elements include woven placemats and wooden accents.
Home in Kitchener
4.94 out of 5 average rating, 67 reviews

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!

Superhost
A contemporary living area features a dark sectional sofa and a glass coffee table on a colorful area rug. A large-screen TV is positioned on a modern console, with floor-to-ceiling windows providing views of the cityscape and natural light.
Apartment in Kitchener
4.75 out of 5 average rating, 8 reviews

Modern High Rise Condo w Private Patio—Downtown

Enjoy the views from this high-rise condo in downtown Kitchener! This one bedroom condo features a Queen sized bed and fold out sofa bed in the living. The floor to ceiling windows showcase awesome city views, and the condo has a private patio, fully equipped kitchen with new stainless steel appliances, in suite laundry machines, and a fantastic location! You'll be surrounded by great places to grab a bite, and only a 10 min walk from Victoria Park.

Top guest favourite
A unique double A-frame house is framed by lush greenery, with a spacious driveway leading to the entrance. The structure features a combination of wood and stone elements, while flower beds with emerging blooms add color to the natural surroundings.
Cottage in St. Jacobs
4.99 out of 5 average rating, 194 reviews

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.

Top guest favourite
Flat in Kitchener
4.87 out of 5 average rating, 444 reviews

Comfortable/Convenient Kitchener/Waterloo Location

Great apartment in a century house that's a 10-minute walk to downtown Kitchener or Waterloo. Parking, washer/dryer, fast wifi, full kitchen, full bathroom, large bedroom with queen bed, quiet desk work area, living room TV with Netflix, Prime, and Disney. 7 minute drive/transit ride to UW, 5 minute drive/transit ride to WLU, Conestoga College, and 5-minute walk to Google Canada. Frequent street cars and buses 5 houses away on King Street.

Guest favourite
Flat in Kitchener
4.93 out of 5 average rating, 46 reviews

Studio Condo in Kitchener!

Spacious studio condo in a smart building with advanced technology and security features. This is not a shared space—guests have exclusive use of the entire unit, including a private bathroom and fully equipped kitchen. Features floor-to-ceiling windows with walk-out to a large private terrace. Conveniently located across from Central Fresh Market and near the University of Waterloo and Conestoga College, with easy access to public transit.

Popular amenities for Cherry Hill holiday rentals