
Holiday rentals in Wellesley
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Wellesley
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

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.

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.

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 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.

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.

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.

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.

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!

St. Jacobs Triangle House - Countryside Escape
Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.
Popular amenities for Wellesley holiday rentals
Other great holiday rentals in Wellesley

NEW! The Garden Guesthouse

Cozy Basement with Ensuite

The Treehouse: Suite in a riverside 1912 cottage

Urban Sanctuary Near UW - Shangri-La

Lakeshore North - Waterloo

Separate Entrance Private Basement (Free Parking)

Cozy Private Room.

Serene Space for Relaxation
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Columbus Holiday rentals
- Central New York Holiday rentals
- Whistle Bear Golf Club
- Victoria Park
- Dundas Valley Golf & Curling Club Ltd
- Bingemans Big Splash
- TPC Toronto at Osprey Valley
- Royal Botanical Gardens
- Glen Eden
- Bayfront Park
- Caledon Country Club
- East Park London
- Rockway Golf Course
- Chicopee
- Hamilton Golf and Country Club
- RattleSnake Point Golf Club
- Storybook Gardens
- Sunningdale Golf & Country Club
- Doon Valley Golf Course
- Mount Nemo Golf Club
- Cutten Fields
- Galt Country Club Limited
- Art Gallery of Hamilton
- Brantford Golf & Country Club
- Boler Mountain
- Tarandowah Golfers Club Inc




