Holiday houses 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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Top Guest favourite
The living room features a corner sofa and a lounge chair next to a TV unit. Natural light enters through a window adorned with sheer curtains, illuminating the wooden accents and light-colored flooring. A soft rug lies on the floor, adding a cozy touch.
Apartment in Kitchener
4.96 out of 5 average rating, 103 reviews

Modern Apartment in Kitchener

Step into my stylish 1-bedroom basement retreat. Sleep soundly on the day bed and relax in the cozy living room with a corner sofa bed. Entertainment options abound with a 50" smart Roku TV equipped with Netflix and a vintage Hi-Fi set for your favorite tunes. Enjoy the fully furnished kitchen with a dishwasher. Freshen up in the private 3-piece bathroom. Convenient amenities include a private laundry, separate entry, hi-speed internet and free parking. Book now for a modern & comfortable stay!

Guest favourite
A sunlit seating area is depicted with two chairs and a glass-topped table. Large windows provide ample natural light and showcase views of the surrounding area. A vibrant green throw and purple pillows add a pop of color to the neutral decor.
Apartment in Kitchener
5 out of 5 average rating, 35 reviews

Chic Upscale Home Away From Home in Midtown

Newly renovated main floor apartment is conveniently located a few blocks from train station, Google, mid town Kitchener, 1 km from Grand River Hospital, 1 block from Spur Line trail, which is an awesome bike trail connecting to universities and parks. Public transit is convenient and simple at this location. Lots of parking at rear of property. This apartment is completely self contained, with it's own entrance, laundry and even a little patio table and chairs (not pictured) on back deck.

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, 162 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
Home in St. Jacobs
4.89 out of 5 average rating, 103 reviews

Boho 3-Bed House Retreat: HotTub, Sauna Oasis &Spa

Experience luxury in this tranquil full house in Saint Jacobs village, set on a fully fenced acre lot for privacy. It features three bedrooms: 1 king, 1queen, and a child’s bed, plus a home office. The house includes two living rooms, two full bathrooms, and a well-equipped kitchen. Highlight is the retreat oasis with a hot tub, sauna, and outdoor shower. Enjoy spa-like bathrooms with rain showers and a private outdoor patio. Nearby dining and entertainment enhance your rejuvenating getaway!

Top Guest favourite
Apartment in Kitchener
5 out of 5 average rating, 9 reviews

Quiet Private Upper Level Apartment in Midtown

Excellent mid town location close to walking trails, train station and downtown Kitchener. You will love the privacy this apartment affords, with it's own entrance and the entire upper level of the house. Your full sized kitchen and ensuite laundry ensures this space works well for short and long term stays. Comfortable queen sized bed, large screen television and full control of your own furnace/air conditioner ensures a convenient and comfortable stay! Great WIFI and parking for two!

Superhost
An open-concept living space features large floor-to-ceiling windows offering city views. A comfortable sofa faces a flat-screen TV, while a dining table with chairs is set nearby, creating a welcoming area for relaxation and meals.
Condo in Kitchener
4.74 out of 5 average rating, 43 reviews

Elegant Open-Concept Condo in Downtown-KW

Welcome to your modern retreat in central Kitchener/Waterloo! This open-concept condo features floor-to-ceiling windows, stylish décor, and city views. Comfortably sleeps up to 4 guests, perfect for families, friends, or business travelers. Just minutes from universities, top restaurants, shops, public transit, and VIA Rail. Enjoy the perfect mix of comfort, convenience, and city energy! ✔️ Comfortable queen bed ✔ Fully Equipped Kitchen ✔ High-Speed Wi-Fi ✔ Free Parking ✔️Access to Gym

Top Guest favourite
Guest suite in Kitchener
4.94 out of 5 average rating, 421 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.

Superhost
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.
Condo in Kitchener
4.64 out of 5 average rating, 53 reviews

Perfectly Located in Kitchener

Located within the heart of Kitchener-Waterloo's technology hub, The Laundry Rooms is literally steps away from everything you need to #StayDifferent: The Kitchener GO Station, LRT, Communitech, and a 10-minute walk from the downtown core. Nearby grocery, pharmacy, dog parks, entertainment and dining options. Live like a local with all the comforts and amenities of home in our contemporary suites designed with fully stocked kitchens, in-suite laundry. Pets are more than welcome.

Top 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, 249 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.

Guest favourite
A modern living area showcases a plush teal sectional sofa paired with a tan accent chair. A round coffee table sits at the center, adorned with decorative items. Light enters through a spacious window, complementing the contemporary art piece on the wall.
Apartment in Kitchener
4.98 out of 5 average rating, 62 reviews

Modern 2BR Condo with Spa & Bowling Alley

Welcome to your stylish 2-bedroom, 2-bathroom urban retreat at 15 Wellington — perfectly located in the heart of the city. This modern corner unit offers stunning skyline views, abundant natural light, and a comfortable, thoughtfully designed space ideal for business travelers, families, or couples. Whether you're here for work or relaxation, you'll enjoy a seamless stay with premium amenities, a vibrant location, and everything you need just steps away.

Guest favourite
A modern living area features a light-colored sofa adorned with decorative pillows, positioned in front of a round black coffee table. A dining space with two green chairs and a kitchen with wooden cabinetry and stainless steel appliances is visible in the background. Natural light filters through tall windows.
Home in Kitchener
4.94 out of 5 average rating, 70 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!

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, 199 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.

Popular amenities for Cherry Hill holiday rentals

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