Vacation rentals in Wellesley

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Wellesley

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
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
4.95 out of 5 average rating, 112 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.

Top guest favourite
A vintage schoolhouse stands in the background, showcasing its distinctive architecture and large windows. In the foreground, a well-crafted bike rack holds several bicycles under a shaded canopy, surrounded by autumn foliage and a gravel pathway.
Home in New Hamburg
5 out of 5 average rating, 108 reviews

The Heart of New Hamburg - Picturesque Modern Home

This newly renovated schoolhouse doubles as a picturesque live-in museum! Well lit with stately windows, the upper level delivers a fusion of classic and modern with a fully equipped kitchen, master bedroom and large bathroom with a quaint tub and hand crafted fittings. The lower level boasts of 2 bedrooms with bathrooms, a cozy living area, kitchenette, dedicated workspace and separate entrance. The back patio has heated flooring; making the winter months bearable for outdoor activities.

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, 107 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

Guest favourite
A cozy seating area features a gray sofa with decorative cushions, positioned in front of a vibrant wall mural of a large tree bathed in sunlight. A light-colored coffee table sits in front, complemented by a soft area rug and natural light filtering through nearby windows.
Apartment in Wellesley
4.9 out of 5 average rating, 49 reviews

The Nature Nook

This unique place has a style all on its own with a peaceful nature theme! It is a stylish newly renovated basement suite in a duplex, in front of the beautiful Wellesley pond! Enjoy a stroll around the pond, fish, go for breakfast at the popular schmidtsville Mennonite restaurant. Many amenities within walking distance including coffee shop, lcbo and small grocery store. Close to new rec centre + trails. Location is also a short drive to Stratford, St Jacobs, Elmira, Baden, New Hamburg and KW.

Guest favourite
Tiny homes in Wellesley
4.99 out of 5 average rating, 129 reviews

RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN

Are you looking for a space to get away, a peaceful oasis immersed in nature? Welcome to Clemmer's Chaos Rustic Escape! It's off-grid. No electricity. No running water. No Wi-Fi. There are bugs and critters. An outhouse for your business. A Cabin for two. A Space for Tents. A mini lake. You can swim, fish, canoe. There is a campfire pit, to cook over, sing around, or listen to the soft sounds of nature and crackling fire as you stare up at the stars. This is an experience. Au Naturel. You in?

Top guest favourite
A welcoming living area is highlighted by a brown leather sofa and a glass coffee table with a wooden base. A cozy fireplace is flanked by ornamental decorations, while soft drapes frame a window. The floor is covered with plush, light-colored carpeting.
Apartment in Linwood
5 out of 5 average rating, 124 reviews

The Olde Chick Hatchery

Our spacious, newly updated, 3-bedroom apartment is nestled within the heart of Waterloo Region's Mennonite and Amish Community. This unique Airbnb, a former chick hatchery, is flooded with natural light, creating a warm and inviting atmosphere. Our huge rooftop patio provides a perfect spot for relaxing. Prepare delicious meals in our fully equipped kitchen. Conveniently located 10 minutes from the village of St. Jacobs, 15 minutes from Waterloo and along the Guelph to Goderich trail.

Top guest favourite
A welcoming living area is displayed with a cozy gray sofa and a bright yellow armchair. A wood-burning stove stands beside a wall-mounted television. Natural light enters through a window, illuminating the area rug and a bookshelf filled with books.
Barn in Gads Hill
5 out of 5 average rating, 109 reviews

The Country Nook

This barn style cabin is located 10 -15 minutes from Stratford, Ontario the home of Stratford Festival. This newly renovated 1.5 floor retreat offers an open concept living area, along with two bedrooms with queen size beds. Large windows and a 16 foot ceiling height in the living room add to the brightness of the space. This home away from home offers both comfortable seating inside and a screened in patio nestled into the trees. A way to get away from the city and enjoy the fresh air.

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 homes in Arthur
4.97 out of 5 average rating, 341 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 spacious bedroom features a king-size bed with soft linens and decorative pillows. A chandelier hangs above, and a large TV is positioned on a dark wood dresser. Two sliding glass doors open to a balcony, allowing natural light to fill the room.
Guest suite in Wellesley
5 out of 5 average rating, 19 reviews

Apple Inn Bed & Breakfast *Stratford & St. Jacobs

Main floor level with a king-size bed or split to make 2 XL twin beds. Includes electric fireplace, TV, and walk-in shower with rain head. Deck off of the bedroom. Dining area with a sitting room. 2nd story level with king-size bed, electric fireplace, TV, soaker tub, and walk-in shower with rain head. Private balcony adjacent to the bedroom. Another room with 2 XL twin beds. Large sitting area on upper floor. Full hot breakfast available for an extra cost. Inquire when booking.

Top guest favourite
A cozy studio space features high ceilings with exposed wooden beams and a bright, airy atmosphere. A double bed is adorned with a soft blanket, while a seating area with a rattan chair and small sofa invites relaxation. Natural light flows through large windows, illuminating the room.
Guesthouse in The Junction
4.91 out of 5 average rating, 586 reviews

Sweet Studio Cottage Cozy Fireplace Backyard Haven

Experience a private, urban studio cottage located in a gorgeous tree-filled backyard in the Junction neighbourhood, close to downtown Guelph, with full amenities. Comfortable queen bed, natural gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, additional sleeping loft, private back flagstone patio, and sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Top guest favourite
A modern kitchen features sleek white cabinetry and dark countertops. Appliance details include a microwave and a stove. Various utensils and kitchenware are organized neatly, and a small coffee station with a coffee maker is visible on the side. Soft lighting enhances the welcoming ambiance.
Apartment in Waterloo
4.97 out of 5 average rating, 150 reviews

Barb's Place

LARGE 20% DISCOUNT FOR MONTHLY STAYS Newly renovated ground level Studio apartment decorated with comfort and style in mind. The space includes a fully equipped kitchen and 3 piece bath. The apartment is located in a quiet neighbourhood close to St Jacobs farmers market, St Jacobs playhouse, two Universities, shopping, arenas, library and recreation centres. Within 8 kms of Centre in the Square. The host will be there to greet you and answer any questions you may have.

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 Wellesley vacation rentals