Vacation rentals in Winterbourne

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Top-rated vacation 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.
Apartment 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
Guesthouse 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
A spacious living area features a comfortable sofa and a coffee table, with natural light streaming through large windows. The area opens to a deck overlooking lush greenery. A queen bed is seen in the background along with a dresser and a television.
Guest suite in Waterloo
4.95 out of 5 average rating, 103 reviews

Secluded Basement Retreat - Private Garden Entry.

Welcome to our charming walk-in studio apartment situated in the number one neighbourhood of Westvale in Waterloo. Nestled in our serene garden, this cozy retreat offers a perfect blend of comfort and tranquility. Wake up to the soothing sounds of nature and enjoy your morning coffee while admiring the lush greenery outside your window. With a comfortable living space, and a private entrance, you'll have everything you need for a relaxing stay and exploring nearby attractions. Enjoy your stay

Top guest favourite
Apartment 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
An expansive backyard unfolds with a lush green lawn, surrounded by trees displaying autumn colors. A circular fire pit is set up in the center, surrounded by several red chairs. A wooden deck extends from the home, providing a cozy outdoor seating area.
Guest suite in Waterloo
4.95 out of 5 average rating, 22 reviews

Private walkout basement with kitchen & laundry

Step into this cozy, modern, cottage feel home centred in the city! This separate entrance, private suite has it all for you to call home; a fully stock kitchen, large living room, bedroom and laundry room. Curl up on the comfy couch to watch t.v and play a board game or unwind in the peaceful backyard with a glass of wine. A short drive to Wilfrid Laurier and Waterloo University, and vibrant restaurants Waterloo has to offer. The Cabot Cabin is the perfect spot for short or long term rentals!

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.
Apartment 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 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.
Apartment 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.
Apartment 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

Guest favourite
The spacious master bedroom features a dedicated workspace with a desk and chair. A neutral color palette enhances the modern design, complemented by a large mirror and an elegant piece of wall art. Light carpet and natural light create a welcoming atmosphere.
Townhouse in Kitchener
5 out of 5 average rating, 27 reviews

Smart Home - Lux, Bright Stay Near Boardwalk

Welcome to our stylish and modern retreat, centrally located just minutes from UW, Laurier, and The Boardwalk’s shopping, dining, and amenities. Enjoy the convenience of a spacious master bedroom with a dedicated workspace, perfect for students or professionals. Experience seamless living with smart home features, including automated blinds that close 45 minutes before sunset, ensuring your privacy. Ideal for those who value comfort, luxury, and proximity to everything you need.

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, 281 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, 113 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.

Top guest favourite
The kitchen features stainless steel appliances, including a microwave and refrigerator. A bright, open layout is complemented by light wood flooring and a dark blue sofa. Natural light fills the space through large windows and a sliding glass door leading to the outdoor area.
Tiny homes in Exhibition Park
4.99 out of 5 average rating, 273 reviews

Peaceful & Cozy Downtown Gem ~ Parking ~ Queen Bed

Welcome to our peaceful Tiny House in Guelph’s Exhibition Park—just a short walk to downtown. Enjoy a full-size kitchen with Samsung appliances, in-suite laundry, wall-mounted Smart TV, heated bathroom tile, and a spa-like shower. Large windows fill the space with natural light. Unique, beautiful, and functional. Free year-round street parking. Professionally cleaned after each stay.

Popular amenities for Winterbourne vacation rentals