Holiday rentals in Wellesley

Cozy Cabin. Think glamping, with a few perks.

Are you looking for a peaceful getaway in the country? Our cozy cabin rental offers a serene setting surrounded by beautiful birch & pine trees, on a scenic country road. This is simple living at its best. Think glamping - but with perks. With Wildwood Conservation Area and Wildwood Lake just 200 meters away, you'll have easy access to many outdoor activities. Explore the biking trails, hike along the Avon trail, go fishing, kayaking, and revel in the natural beauty surrounding you.

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

Mono — Cabin in the Woods Experience

This cozy cabin in the woods is perfect for content creation, photography, proposals or just enjoying nature and swimming in the summer or ice skating throughout the winter. Only minutes from Orangeville, Hockley Valley and less than one hour from downtown Toronto you feel hours away from everything. Swim in your private pond, recharge and escape the noise of the city and relax in your own personal paradise! Cabinonthe9 is one of Canada's top short term rental destinations.

Elora Grandeur: The Pinnacle Retreat"

Discover a bright and modern 3-bedroom Airbnb in the heart of Elora, perfectly positioned just across from the enchanting Elora Mill. This charming retreat is not only an ideal space for wedding parties to prepare in style and convenience but also a welcoming haven for anyone visiting Elora. With its stylish design and cozy ambiance, it offers a delightful escape where you can relax and unwind. Whether you're drawn to the picturesque views, or the historical charm of Elora.

Beautiful Getaway in Orangeville

Enjoy some time away at this unique and tranquil getaway. Beautiful and spacious 1 bedroom apartment (plus 2 futons), a 5 minute walk to Island Lake Conservation. Located in a quiet neighbourhood close to the downtown area full of amazing restaurants and shops. A short driving distance to nature getaways Mono Cliffs, Cheltenham Badlands, Bruce Trail, Hockley Valley and Adamo Estate & Winery. Perfect for nature lovers, ski enthusiasts, hikers, kayakers, and families.

The Carlton Elora | Cozy Retreat with Hot Tub

Discover The Carlton, Elora. A stylish retreat just steps away from the village’s charming shops and delightful restaurants. This centrally located lower-level apartment is completely private and perfect for couples, small families, or solo travelers. Explore the scenic beauty of the Elora Gorge and local art, then return to relax in your hot tub under the stars. Experience the best of Elora in a space designed for relaxation and enjoyment. Excited to host you soon!

Country Oasis in the Village - 4 bed - 2 bath home

Sprawling ranch style home on one of Elora’s most sought after streets. Steps away from Irvine creek and under a 15 minute walk to downtown Elora. The home is set on a massive park-like lot and boasts an expansive open concept living room, dining room and kitchen with cathedral ceilings. The home offers four bedrooms as well as two full bathrooms. Dishwasher, coffee maker and an abundance of parking.

The Erin Retreat

Charming Country Retreat in Erin, Ontario Welcome to our cozy getaway in the heart of Erin, Ontario! This rustic, small-town gem offers the perfect blend of charm, comfort, and character. Ideal for all types of guests, our home is designed to provide a unique experience with three beautifully themed bedrooms, a spacious backyard, and quirky, elegant art to make your stay unforgettable.

Etherington Suites- Riverview Loft with Balcony

This beautiful Riverside loft is newly renovated with an outdoor balcony overlooking the Grand river. Located right downtown Elora, mins away from the Elora Mill and Spa. Our loft is perfect for a romantic, relaxing couples getaway or to get away from the hustle of city life. Mins away from delicious dining, shopping, the famous Elora Gorge, Elora Brewery and Distillery.