Holiday rentals in Winterbourne

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Top-rated holiday rentals in Winterbourne

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.
Flat in Beechwood
4.95 out of 5 average rating, 113 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.

Guest favourite
Guest house in St. Jacobs
4.95 out of 5 average rating, 92 reviews

King Suite Oasis Retreat Hot Tub Sauna cold plunge

Discover luxury in this tranquil guest suite in Saint Jacobs village. Featuring 1 king bed & a full bathroom, and a pullout sofa bed, it’s perfect for relaxation. The well-equipped kitchen caters to culinary enthusiasts, while the spa-like bathroom includes a rain shower. Enjoy your private outdoor patio and a backyard oasis with a hot tub, sauna, and outdoor shower. With nearby dining and entertainment, this suite is your ideal for relaxing and rejuvenation! This is the perfect couple retreat!

Top guest favourite
A stone pathway leads to the exterior of a small wooden cabin, surrounded by lush greenery. Hanging flower baskets adorn the walls, and a tranquil water feature can be seen nearby. The natural scenery creates a peaceful atmosphere, inviting exploration.
Tiny home in The Junction
4.99 out of 5 average rating, 183 reviews

Tranquil Tiny House Retreat 4-Season Radiant Floor

Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

Top guest favourite
Flat in Waterloo
4.99 out of 5 average rating, 97 reviews

Charming Hideaway: 1-bedroom Apartment

Whether you’re in town for sports, work, or family, you'll love how the apartment is: Fully Furnished: from kitchen to bedroom, we’ve got you covered. Cozy: Gas fireplace and a queen air mattress for extra guests. Private Entrance: Your own smart lock access. Outdoor Space: Your own private deck with a BBQ. Heated Pool: SHARED pool available mid May to September. Entertainment: Stay connected with WIFI and enjoy Netflix, Prime, and Disney on the Smart Parking: No worries about finding a spot

Guest favourite
A sleeping area features a spacious bed with a gray comforter and decorative pillows. A piece of abstract wall art is displayed above the bed. A full-length mirror reflects the room's light and spaciousness, while a small potted plant and floor plant add a touch of greenery.
Flat in Kitchener
4.88 out of 5 average rating, 93 reviews

Charming Urban Retreat near Downtown Kitchener

Enjoy a peaceful getaway in this charming main-floor apartment. This fully private unit has a separate entrance and covered bistro patio. Inside, you'll find a kitchen, bathroom, laundry and a quiet living room/bedroom situated at the back of the property with no overhead noise. Restaurants and a brewery are just two blocks away and it's a 15-minute walk to downtown Kitchener. Located near highway access and directly on the bus line, this is a perfect spot to unwind while exploring KW!

Top guest favourite
A cozy living room area is visible, featuring a light-colored sofa adorned with cushions. A small wooden coffee table sits in front, while a decorative side table holds dried flowers. Original stained glass windows add vibrant color, enhancing the inviting ambiance.
Flat in Kitchener
4.93 out of 5 average rating, 43 reviews

The Downtown Flat on Margaret

Welcome to The Downtown Flat on Margaret! This cozy 1-bed, 1-bath apartment is small but mighty. Situated in the heart of downtown, you’ll be just a walk away from everything you need. Centrally located to the VIA Rail train station, LRT, the Aud, Centre in the Square, and the many shops and restaurants of Kitchener. Fully equipped kitchen, modern design, smart TV, in-suite laundry, a workspace, and air conditioning. A perfect home away from home for both short and long term stays.

Guest favourite
A cozy dining area features a glass table surrounded by six black chairs. A plush sofa and accent chair are positioned nearby, complemented by a softly colored area rug. Artwork adorns the walls, and natural light is diffused through the room.
Flat in Conestogo
4.97 out of 5 average rating, 32 reviews

900 sq.ft 1 bedroom apartment, basement.

- Spacious, comfortable apartment with separate entrance .Outdoor, fenced private patio with table and chairs. - Overlooking Conestoga Golf Course - Close to St. Jacobs, Farmers Market, Elora, KW. - 7 mins to Conestoga Mall. - Fully fitted kitchen: dishwasher, stove, microwave, fridge freezer, granite countertops - Sitting dining room, 55" 4K smart TV & electric fireplace - Large walk in shower * PLEASE READ" ALL 4 NOTES under: "Other details" below Thank you.

Guest favourite
A dining area features a round table surrounded by four modern chairs. A cozy seating area is visible in the background, equipped with a grey sofa adorned with patterned cushions. A tall plant in a woven basket adds a touch of greenery.
Flat in Waterloo
4.9 out of 5 average rating, 21 reviews

Apartment suite in Waterloo

Charming 1-Bedroom Basement Apartment Near St. Jacob's & Conestoga Mall Welcome to our spacious and cozy 1-bedroom, 1-bathroom basement apartment, ideally located near St. Jacob's and Conestoga Mall. Whether you're here for a weekend getaway, business trip, or extended stay, our apartment offers the perfect blend of comfort and convenience. Our modern basement apartment features: - Comfortable Bedroom - Fully Equipped Kitchen - Cozy Living Area - High-Speed Wi-Fi - Free parking

Top guest favourite
The exterior of the cabin features warm wooden logs and a welcoming entrance framed by vibrant flower beds. A stone pathway leads to the door, bordered by landscape lighting. A tall blue spruce tree and rustic wheel complement the natural surroundings.
Cabin in Wallenstein
4.92 out of 5 average rating, 283 reviews

Cozy Cabin with Jacuzzi tub

Walnut Hill Cabin is a beautiful cabin located near the historic village of St. Jacobs. We invite you to come relax in our oasis, we love our place and are happy to share our cabin with you! Kitchenette and continental breakfast is included. Great for business travel. Come, relax and refresh while watching squirrels and birds play A great couples weekend getaway! We thoroughly clean after every visit. When you book you get the whole cabin to yourself!

Top guest favourite
A spacious living area features a plush sectional sofa adorned with decorative pillows. A richly patterned area rug complements the seating. A modern fireplace is visible in the corner, with a soft glow emanating from within. A TV is placed on a contemporary media console.
Guest suite in Waterloo
4.97 out of 5 average rating, 118 reviews

Entire Suite + Free Parking + Separate Entrance

If you’re seeking a home away from home, this private-cozy basement unit is ideal for you. Located in a prime location of Waterloo, this clean & spacious unit is nestled into a safe & quiet neighbourhood, just minutes away from everything you need. The place offers free parking, its own entrance, mudroom, bedroom, living/dining space, bathroom, laundry & a full kitchen with a perfect blend of privacy & comfort.

Superhost
A bright living area features a comfortable gray sofa positioned across from a wall-mounted TV. A glass table is accented with decorative items, and a woven basket sits nearby. Three framed artworks are displayed above the sofa, while large sliding doors lead to an outdoor balcony.
Flat in Kitchener
4.86 out of 5 average rating, 14 reviews

Chic Condo on King | Walk to Restaurants & LRT

Stay in the heart of Kitchener’s Innovation District at this stylish 1-bedroom, 1-bath condo located on vibrant King Street West. Whether you're visiting for business, exploring local culture, or just need a peaceful place to relax, this bright and thoughtfully designed space is the perfect home base. Just walking distance from Google, downtown Kitchener, the LRT, and the Grand River Hospital.

Top guest favourite
A modern living area features a white media console with a speaker and decorative elements, accompanied by a flat-screen TV displaying the word 'WELCOME.' Natural light enhances the space, while a potted plant is nestled in a woven basket beside the console.
Flat in Kitchener
4.96 out of 5 average rating, 48 reviews

21st- floor Luxury & City Views

Welcome to your Sky-High Escape. Located on the 21st floor in the Heart of Kitchener Waterloo. This stylish 1-Bedroom Condo offers stunning views, a comfy Queen sized bed, a full Kitchen with State of the Art appliances. The Building Amenities include a Gym, Pool, Lounge area and terrace with BBQ. Whether you're here for work or play, you're right at home.

Popular amenities for Winterbourne holiday rentals

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