Holiday rentals in Winterbourne

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Top-rated holiday rentals in Winterbourne

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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
4.94 out of 5 average rating, 108 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
4.94 out of 5 average rating, 88 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
The exterior of a log house is presented, showcasing a large balcony with flower boxes and a well-maintained garden featuring a pond. Lush greenery surrounds the property, complemented by a paved driveway and a striking wooden design that enhances its rustic charm.
Home in West Montrose
4.99 out of 5 average rating, 162 reviews

Austrian Log house

Nestled within walking distance of the Grand River between Elora & West Montrose sits a stunning "Austrian" built log house. Come and relax with a coffee by the fireplace on the frosty winter days or the outside firepit during warm summer nights. Ideal setting for family get togethers and nature enthusiasts. Plenty of space for everyone in this 2,800 sq. ft. home, with lots of quiet sitting areas, both inside & outside. Sorry we have a "no pet policy". HST is being charged BN70981 5336T

Guest favourite
An aerial view showcases the spacious farmhouse surrounded by lush green lawns and meticulously landscaped gardens. Pathways lead to various outdoor features, including seating areas and a circular stone layout. Abundant trees provide natural beauty, enhancing the tranquil countryside setting.
Home in Waterloo
4.89 out of 5 average rating, 45 reviews

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!

Top guest favourite
Flat in Waterloo
4.99 out of 5 average rating, 96 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

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
4.92 out of 5 average rating, 37 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 charming entrance is highlighted by a covered porch with two bright green chairs. Hanging flower pots and well-maintained plants enhance the welcoming appearance. The brick exterior features a gabled roof, and large windows allow for ample natural light.
Guest suite in St. Jacobs
4.86 out of 5 average rating, 606 reviews

St.Jacob's Village Private Suite #1

Welcome to Your Private Village Retreat. Experience the charm of our historic St. Jacobs Village with a stay in your own private, self-contained suite. Each suite feature a living area, kitchenette, 4 pc bath, queen bed, cozy décor and dedicated parking, giving you all the comforts of home while being steps from historic shops, restaurants, and two nearby wedding venues. Whether you’re here for a peaceful getaway, attending a wedding, our suites offer privacy, convenience, and comfort.

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.

Top guest favourite
The exterior of a tiny home is presented, featuring large glass panels that allow natural light to fill the interior. An open door reveals a glimpse of the modern decor inside. Surrounding greenery adds to the serene atmosphere of the property.
Tiny home in Arthur
4.97 out of 5 average rating, 331 reviews

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

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 Farm Shed features a rustic wooden façade, complemented by a metal roof. French doors invite guests inside, surrounded by lush greenery and flowering shrubs. A gravel pathway leads up to the entrance, enhancing the welcoming atmosphere of the farm stay.
Barn in Guelph
4.96 out of 5 average rating, 114 reviews

The Farm Shed - Guelph, Elora, Fergus

The Farm Shed is a quaint, rustic, and newly renovated guest accommodation on our working, 130-acre, family farm. Once used for machinery storage, a farm mechanics workshop, housing pigs, a farm store, and a farm office, now a retreat for guests to enjoy a quiet farm stay. Please know that we live & work on the farm. The Farm Shed has air-conditioning and a natural gas fireplace for heating, supplemented by an electric heater wall unit that makes it comfortable all year round.

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!

Popular amenities for Winterbourne holiday rentals