Vacation rentals in Wellesley

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.

Bradshaw Lofts: The Sandalwood

Welcome to The Sandalwood- a serene, design-forward, King-bed retreat at Bradshaw Lofts in the heart of Stratford. Steps from the Avon Theatre, Stratford park system, and Tom Patterson Theatre, the loft features curated global decor, soft natural textures, a full kitchen, luxe linens, and warm heritage bones, this loft blends comfort with refined elegance. Walk to theatres, cafes, and galleries. Ideal for romantic getaways, solo escapes, or creative stays in a space where arts & culture coexist.

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.

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?

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.

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.

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.

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.

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.

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!

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.

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.