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 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, 126 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.

Guest favourite
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, 395 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.

Guest favourite
Tiny homes in Wellesley
4.99 out of 5 average rating, 132 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?

Guest favourite
A spacious living area features a large light-colored sectional couch with decorative pillows and a cozy throw. A wooden coffee table with a decorative centerpiece sits in front, while a mirrored wall decor and framed artwork adorn the green walls. Natural light filters through sheer curtains.
Home in Cedar Hill
4.9 out of 5 average rating, 61 reviews

2-Bedroom Downtown Oasis

Welcome to our home! This newly renovated 2-bedroom is perfect for professionals, families, and remote workers. Both bedrooms feature king-sized beds, ensuring a comfortable night's sleep. Enjoy a calming and inviting atmosphere, a well-equipped kitchen and 100Mbps internet. Our home includes two dedicated workspaces, making it easy to work from home during your stay. With a central location just a short walk from downtown, it's the ideal home away from home for your stay in Kitchener.

Top guest favourite
Cabin in Wellesley
5 out of 5 average rating, 14 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.

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
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.

Superhost
A modern living area features a comfortable gray sofa adorned with pink and patterned pillows. A wooden side table with a candle sits nearby, while a workspace with a desk and chair is positioned against the wall. Natural light enters through the window, accompanied by warm orange curtains.
Guest suite in Kitchener
4.88 out of 5 average rating, 114 reviews

Modern apartment 5 mins to GO, Goog|e, downtown

A cozy stay at the downstairs unit of a century home. The space is full of character & has been recently updated with many stylish and modern features. Enjoy convenience and comfort, whether you are travelling for work or pleasure. Situated on the outskirts of downtown Kitchener, we are a 5 minute walk to the GO train station, bars & restaurants, Goo/gle offices and LRT. The neighbourhood is mature & quiet, home to many wonderful families who have lived here for decades.

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, 286 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!

Guest favourite
Apartment in Kitchener
4.87 out of 5 average rating, 427 reviews

Comfortable/Convenient Kitchener/Waterloo Location

Great apartment in a century house that's a 10-minute walk to downtown Kitchener or Waterloo. Parking, washer/dryer, fast wifi, full kitchen, full bathroom, large bedroom with queen bed, quiet desk work area, living room TV with Netflix, Prime, and Disney. 7 minute drive/transit ride to UW, 5 minute drive/transit ride to WLU, Conestoga College, and 5-minute walk to Google Canada. Frequent street cars and buses 5 houses away on King Street.

Guest favourite
Apartment in Kitchener
5 out of 5 average rating, 7 reviews

Serene Stay Near Downtown

Enjoy your stay at this centrally located, beautifully renovated apartment! We’ve gone above and beyond to create an exceptional living space that prioritizes your comfort, wellness, and productivity. Start your day with our yoga equipment, have a productive workday at our dedicated workspace, cook up your favourite meals in our well-equipped kitchen, and wind down with our luxurious living room & bathroom- complete with heated floors!

Popular amenities for Wellesley vacation rentals

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