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 area features a spacious layout with a comfortable futon and two armchairs facing a glass coffee table. A king size bed is nestled in the corner, accented by decorative pillows. Soft lighting from bedside lamps and windows enhances the inviting ambiance.
Home in Kitchener
4.97 out of 5 average rating, 109 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 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
4.95 out of 5 average rating, 166 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.

Top Guest favourite
Apartment in Waterloo
4.94 out of 5 average rating, 108 reviews

Cozy 2 Bedroom Apartment with Parking

This 2 bedroom apartment in central Waterloo is a great choice for students, professionals, or anyone looking cozy living space. Its prime location is in a highly desirable area. Starbucks 1 block away Good Life Fitness 2 blocks away Wilfrid Laurier University 2 blocks away Conestoga College 1 block away University of Waterloo (3 km) Downtown Waterloo (1 km) Rim Park (6 km) Public transit one block away Over 20 restaurants within a 3 block radius 5 min from the expressway and 401

Guest favourite
A loft area is showcased with sloped ceilings and warm lighting. A comfortable sofa with decorative pillows is present alongside a small coffee table. A queen-sized bed is visible in the background, complemented by natural light entering through a skylight.
Loft in Kitchener
4.96 out of 5 average rating, 178 reviews

Beautiful Quiet Kitchener Loft

With a walk score of 79 and transit score of 60, this beautiful self contained apartment has all the convenience you could want in your home away from home - private entrance, fully equipped kitchen, full bathroom, fireplace, living room, comfortable bed, wifi and tv. Quiet, clean and convenient. Walking distance to the Aud, Centre in the Square, Kitchener Market and plenty of cafes, stores and restaurants. On main bus routes. PLEASE NOTE: SOME SPACES IN ATTIC AREA HAVE LOW HEAD ROOM

Guest favourite
A spacious patio is highlighted by a wooden deck featuring a table surrounded by chairs. On one side, a sliding glass door leads to the interior, while potted plants decorate the surrounding lattice, enhancing the inviting outdoor space.
Home in Kitchener
4.89 out of 5 average rating, 180 reviews

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.

Top Guest favourite
Guest suite in Kitchener
4.94 out of 5 average rating, 434 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 vibrant garden is situated in front of the building, featuring a variety of flowering plants in different colors, including blooming white flowers, yellow petals, and lush green foliage. Rocks outline the flowerbed, enhancing the natural landscape.
Apartment in Kitchener
4.87 out of 5 average rating, 39 reviews

Mika's Garden Apartments - three bedroom

This three-bedroom ground-floor apartment is good for a larger groups or family. Well-appointed full-size kitchen with dishwasher and microwave. Four-piece bathroom. Master bedroom has a queen-size bed and TV, the "double-double" room has two double beds. The third bedroom has bunk beds with full size twin mattresses. Living room has a double pull-out sofa bed. New ceramic flooring in three rooms and a focus on design. Miele vacuum in the unit. Great neighbourhood, nearby shopping.

Guest favourite
A modern living area features a dark leather couch with decorative pillows, a wooden coffee table, and a wall-mounted TV. The open kitchen, showcasing light wood cabinetry and stainless steel appliances, is brightly lit by recessed ceiling lights against a black ceiling.
Home in Kitchener
4.9 out of 5 average rating, 82 reviews

The Otis 𓅬 on Victoria Park - 2 Bed | 1 Bath

𓅬 WELCOME to the OTIS SUITE 𓅬 Situated in beautiful Victoria Park, The Otis 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, 209 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
An open-concept living space features a sleek black sofa facing a glass coffee table. A modern kitchen with bar seating and pendant lights is visible. Stairs lead to an upper level, while a dining area is situated in the background, illuminated by natural light.
Home in Kitchener
4.93 out of 5 average rating, 106 reviews

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

Guest favourite
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
4.92 out of 5 average rating, 150 reviews

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.

Guest favourite
Condo in Kitchener
5.0 out of 5 average rating, 36 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 holiday rentals