Vacation rentals in Cherry Hill

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Top-rated vacation rentals in Cherry Hill

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

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Top guest favourite
A spacious bed with neutral bedding is flanked by two bedside tables, each adorned with a lamp. Pillows are neatly arranged, providing comfort. An alarm clock is placed on one side, and soft lighting creates a calming ambiance.
Apartment in Beechwood
4.95 out of 5 average rating, 128 reviews

The wRen's Nest

The "wRen's Nest" is a peaceful and relaxing space, ideal for a comfortable night's sleep. Located 2 km from the UWaterloo, or 3 km from WLU, with several walking trails, gyms, and plenty of fantastic eating options to choose from. There is free parking and a private entrance to the one bedroom, one bathroom basement apartment, featuring a full kitchen if you love cooking! A spacious back yard offers a shared (with hosts) patio to enjoy the birds singing and a cup of coffee to start your day.

Top guest favourite
A vintage schoolhouse stands in the background, showcasing its distinctive architecture and large windows. In the foreground, a well-crafted bike rack holds several bicycles under a shaded canopy, surrounded by autumn foliage and a gravel pathway.
Home in New Hamburg
5 out of 5 average rating, 108 reviews

The Heart of New Hamburg - Picturesque Modern Home

This newly renovated schoolhouse doubles as a picturesque live-in museum! Well lit with stately windows, the upper level delivers a fusion of classic and modern with a fully equipped kitchen, master bedroom and large bathroom with a quaint tub and hand crafted fittings. The lower level boasts of 2 bedrooms with bathrooms, a cozy living area, kitchenette, dedicated workspace and separate entrance. The back patio has heated flooring; making the winter months bearable for outdoor activities.

Guest favourite
A stylish living room is presented with a brown sofa and an accent chair. A white coffee table is centered on a light area rug, surrounded by indoor plants. Floor lamps provide soft lighting, while a round mirror and wall art add character to the space.
Home in Kitchener
4.88 out of 5 average rating, 168 reviews

Cute home in the heart of Kitchener!

Welcome to Kitchener!! This cute home is the perfect place to stay for your trip to Kitchener. This 3 bedroom house is located close to downtown Kitchener, the technology campuses, communitech, and go transit ★★★★★SUPERHOST★★★★★ ✪ High Speed Internet ✪ Parking provided! ✪ Washer/Dryer ✪ Smart devices/ Roku/ Bluetooth speaker / smart plug / Bedroom mini speaker / Guest use only / all smart devices are disconnected / guest uses their own account login for TV, speaker, etc. ✪ Nest doorbell cam

Top guest favourite
A cozy seating area features two upholstered chairs with geometric patterns positioned around a small table. A gas fireplace with a stone surround is located nearby, complemented by a decorative mirror above. Soft light filters through dark curtains, creating a warm ambiance.
Apartment in Auditorium
4.87 out of 5 average rating, 238 reviews

Contemporary Bachelor Pad Near Downtown Core

With a walk score of 79 and transit score of 60, this beautiful self contained, private apartment has it all! A lovely semi-private garden seating area with relaxing waterfall, private entrance, comfortable bed, gas fireplace, fully equipped kitchen, bathroom and inviting ambience. Quiet, clean and convenient - ideal for your Kitchener visit. Walking distance to downtown Kitchener, Kitchener Market, Kitchener Auditorium, Centre in the Square. On main bus routes, allowing for easy transit.

Guest favourite
A spacious outdoor seating area is situated on a wooden deck surrounded by lush greenery. Comfortable wicker furniture with colorful cushions is arranged around a central coffee table, with a patterned rug adding texture to the space.
Home in Waterloo
4.96 out of 5 average rating, 153 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.

Superhost
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.
Condo in Kitchener
4.91 out of 5 average rating, 134 reviews

Luxury Resort-Style Condo| HotTub, Sauna & Bowling

**Hydro spa hot tubs are open! **Fully licensed Airbnb - no hassle during your stay! **Stunning Interior decor, guests'' unique experience **Unmatched amenities in town! you must check out the amenities' pictures **Corner unit with stunning city views ** Location! Heart of Kitchener, centrally located to grocery stores, hip restaurants/bars, cute local shops, parks & happening city life ** 3 mins walk GO Station. 126 Weber St. W **Across Goo-gle Head office w/ LRT rail at doorsteps

Top guest favourite
The exterior of a modern, dark-toned tiny home is framed by trees. A private dock with Adirondack chairs sits by the water, reflecting the structure's warm lights. The tranquil setting is enhanced by the surrounding natural landscape and evening ambiance.
Shipping container in Puslinch
4.99 out of 5 average rating, 102 reviews

Wildwood Tiny Home Escape with Wood Fired Sauna

Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

Top guest favourite
A bright studio space is filled with minimalist decor and natural light. A spacious bed is visible in the background, while a cozy seating area features a light-colored sofa and a round rug. Green plants add a touch of nature to the serene environment.
Guest suite in Kitchener
4.93 out of 5 average rating, 398 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.

Guest favourite
A comfortable bed is framed by soft pillows and a plaid blanket draped across the foot. A bedside lamp provides gentle illumination, while natural light filters in through partially closed window shutters, creating a serene atmosphere.
Guesthouse in Kitchener
4.92 out of 5 average rating, 241 reviews

Charming Private Guesthouse in Downtown Kitchener

You'll be pleasantly surprised by this cozy cottage in the middle of Kitchener! Welcome to our charming guesthouse. You'll have complete private access to our guesthouse bungalow if you book with us. Located just a 5 minute drive from Downtown Kitchener, 12 minutes from Waterloo, and 5 minutes off the highway, you'll be able to easily get to where you need while you're in Kitchener/Waterloo. Now with upgraded internet! We have a dedicated line for a seamless connection.

Superhost
A spacious living area features a comfortable red sofa positioned next to a glass coffee table. A large flat-screen TV is mounted on the exposed brick wall, adding a modern touch. Light wood flooring complements the airy ambiance of the room.
Apartment in Kitchener
4.87 out of 5 average rating, 141 reviews

Entire 1 Bedroom unit across from Google

Spacious, modern, exposed brick unit in the heart of Downtown Kitchener, across the street from Google headquarters. Modern home with private entrance & keypad access. Coffee bar (shared, no stove) has microwave & coffee station. Prime location near transit, cafés, and tech hubs. ⚠ Parking: Do not use private driveways—strict towing enforced. Street parking available (check Kitchener bylaw) Ideal for professionals seeking a central, low-maintenance space!

Guest favourite
A modern living area features a comfortable gray sofa and a cozy circular chair. A glass coffee table is centered on a textured rug. A colorful wall art piece adds vibrancy, while light enters through a window adorned with sheer curtains.
Apartment in Kitchener
4.77 out of 5 average rating, 147 reviews

CY2 Cream of the Crop—DT Oasis by Victoria Park

Treat yourself to a little slice of paradise in the heart of downtown Kitchener. Read a book on the rocking chair, play a board game with your friends in the spacious living room, or take a stroll in Victoria Park. Whether you are travelling alone or with your family, this unit has everything you need for an enjoyable stay. Plus, you will love the vibrant art scene and chic pubs and restaurants downtown Kitchener has to offer.

Guest favourite
Condo in Kitchener
5 out of 5 average rating, 14 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!

Popular amenities for Cherry Hill vacation rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Region of Waterloo
  5. Kitchener
  6. Cherry Hill