Vacation rentals in Wellesley

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Top-rated vacation rentals in Wellesley

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

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Top guest favorite
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, 123 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 favorite
A modern living space features a spacious sectional sofa with decorative pillows. A glass coffee table is positioned on a patterned rug. A kitchenette is visible, equipped with cabinetry, a microwave, and a mini-fridge. Bright overhead lighting enhances the inviting atmosphere.
Guest suite in Stratford
4.82 out of 5 average rating, 391 reviews

The Avon Festival Get-Away

We take pride in ensuring our place is clean, polished and comfortable. A 16 min walk to the Festival Theatre on Queen St. It is a pretty walk along the arboretum and Avon River. We have a well equipped kitchenette, and a high end Kreuig for your tea, coffee, and chai latte needs, all free of charge - also has a cold brew feature! Our basement suite is good for families, couples, solo adventurers, business travellers, and furry friends (pets). The suite has free parking and a private entrance.

Top guest favorite
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
4.96 out of 5 average rating, 115 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 favorite
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, 193 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.

Guest favorite
Tiny home in Wellesley
4.99 out of 5 average rating, 130 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 favorite
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, 130 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 favorite
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, 115 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 favorite
Cabin in Wellesley
5 out of 5 average rating, 13 reviews

private cozy cabin/bunkie in maple forest

Escape to the serenity of your own personal cabin tucked in the heart of an Ontario Sugar Bush. This place offers a chance to take in the twinkling stars, while relaxing in the warm glow of your own campfire; with occasional spotting of deer, birds, and other wildlife. Enjoy brilliant sunrises and sunsets in the woods while slowing down at this unique, off-grid experience. You will have access to the basic kitchen essentials, outdoor shower, propane bbq grill/burner, fire pit/grill.

Top guest favorite
The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.
Tiny home in Arthur
4.97 out of 5 average rating, 356 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.

Top guest favorite
A single-story garden suite is showcased amidst lush greenery. The exterior features a grey facade, large windows, and dual front doors. A wooden deck leads to the entrance, while a stone path and patio furniture are visible. Trees provide natural shade around the area.
Guest suite in Cedar Hill
4.92 out of 5 average rating, 240 reviews

Outdoor Hot Tub Bliss: 2Bed/2Bath Garden Suite DTK

Welcome to our luxurious garden suite with a private outdoor hot tub, perfect for relaxation! Located in downtown Kitchener, it’s steps from cafes, bakeries, restaurants, and the weekend farmers market. This 2Bed/2Bath suite includes a fully equipped kitchen, washer/dryer, and stunning new flooring. With quick access to highways, transit lines to colleges and universities, and the Iron Horse Trail, it’s the ideal space for families, workers, and students. Parking is also included!

Guest favorite
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 favorite
The living area features a comfortable gray sectional sofa paired with a dark coffee table, positioned on a textured area rug. A wall-mounted flat-screen TV is visible, while natural light enters through the patio doors leading to an outdoor space.
Apartment in Waterloo
5 out of 5 average rating, 22 reviews

Charming 1-Bedroom Apartment

Welcome to your retreat in the peaceful neighbourhood in Waterloo! This fully-equipped, soundproofed 1-bedroom, 1-bathroom walk-out basement apartment offers privacy and comfort with all the amenities you need for a relaxing stay. Features: * Gourmet Kitchen: Fully stocked with all the appliances and tools needed * Desk Space with Monitor: Ideal for remote work or studying. * In-Suite Washer & Dryer: Enjoy the convenience of doing laundry in the comfort of your own apartment.

Popular amenities for Wellesley vacation rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Region of Waterloo
  5. Wellesley