Holiday rentals in Cherry Hill

4.78 out of 5 average rating, 138 reviews

An open-concept dining area features a glass table set for four, accompanied by plush grey chairs. Large windows adorned with modern curtains offer expansive city views and ample natural light, while an elegant kitchen island enhances the space's functionality.

Apartment in Kitchener

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!

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.

4.89 out of 5 average rating, 27 reviews

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.

4.93 out of 5 average rating, 70 reviews

An aerial view showcases the expansive countryside surrounding the farmhouse, featuring lush green lawns and winding rivers. The property is framed by landscaped gardens and meticulously arranged stone pathways, leading to an inviting entrance. The picturesque setting is perfect for appreciating nature's tranquility.

Home in Waterloo

Charming Farmhouse Stunning Views & Hot tub

Escape to a peaceful oasis where comfort meets charm! This 5-bedroom farmhouse is your perfect getaway, offering a blend of modern amenities and serene outdoor spaces to make your stay unforgettable. Enjoy a spacious open-concept kitchen, beautifully landscaped gardens, and two patios. The upstairs patio features a BBQ for scenic meals, while the downstairs patio offers a firepit and hot tub for cozy evenings. Reconnect with nature and loved ones in this tranquil retreat. Book your stay today!

4.94 out of 5 average rating, 167 reviews

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

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.

4.93 out of 5 average rating, 54 reviews

An open concept living area features a comfortable gray couch adorned with pillows. A small ottoman complements the seating. A light wooden dining table is positioned nearby, with artwork displaying botanical prints on the wall. A well-equipped kitchen cart is present, enhancing the inviting space.

Home in Kitchener

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.

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.

4.93 out of 5 average rating, 74 reviews

Mika's Garden Apartments -- one bedroom

Extraordinary, one-bedroom with forest-view balcony. Attention to design Well equipped kitchen. Ethernet or WIFI. Direct access to biking/walking trail. Safe, quiet neighbourhood. Unit is on top fllor of a three floor walk-up. There is no elevator in the buiding Close to St. Mary's Hospital, off-road trails, Victoria Park, shopping and bus lines. Free parking for one car. Coin-operated laundry on ground floor. . You will find everything you need for a short- or long-term stay.

4.89 out of 5 average rating, 186 reviews

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

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.

4.94 out of 5 average rating, 434 reviews

Guest suite in Kitchener

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

4.97 out of 5 average rating, 36 reviews

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.

Top 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

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!

4.95 out of 5 average rating, 76 reviews

4.82 out of 5 average rating, 34 reviews

Newly Built Modern Condo w Balcony & City Views

This stunning 1-bedroom condo is situated in the brand-new Station Park Union Towers, one of the most stylish additions to Kitchener-Waterloo's ever-evolving skyline. Designed for comfort and convenience, this open-concept space accommodates up to 3 guests and boasts breathtaking views. It features a fully equipped kitchen, spacious living and dining areas, a balcony patio, and a separate bedroom with a luxurious King-sized bed.