Vacation rentals in Chesley

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Popular amenities for Chesley vacation rentals

Other great vacation rentals in Chesley

Top guest favorite
A charming A-frame cabin is illuminated beneath a clear night sky filled with stars. Soft lighting highlights the architectural features while surrounding grass adds a sense of tranquility. The structure presents a welcoming ambiance amidst the natural landscape.
Guesthouse in Meaford
5 out of 5 average rating, 41 reviews

From A to Zen - a refined glamp

EmmaRating, 5 stars5 days ago
Drew’s place is an absolute oasis! Yes, the photos are amazing but it’s even MORE magical in real life. Very clean, comfortable, serene, and picturesque. The space is well equipped with everything you need to keep you comfortable. The outdoor kitchen and shower offer a wonderfully unique experience. Drew, the host, is so friendly and easy to get a hold of - and he made us feel right at home. We will definitely come back to enjoy this beautiful place again in the future!
Top guest favorite
Two lively donkeys are featured against a snowy backdrop. One donkey, wearing a halter, stands prominently, showcasing its expressive eyes, while the other donkey is positioned to the side, partially visible. The snow-covered ground suggests a crisp and serene outdoor setting.
Apartment in Owen Sound
5 out of 5 average rating, 24 reviews

The Roamin' Donkey

KateRating, 5 stars2 weeks ago
The place was just as described. It is a loft above their barn that was super cute and clean. The host was very reliable and responded within minutes every time I had an issue or question. She gave me amazing recommendations for some local places and even for my ride home. Her husband greeted me and was so friendly and enjoyable to speak to. Any question or issue I had was addressed immediately. The animals on the property were fun to see. A very nice and quaint little place to stay and very close to Owen Sound which is what I wanted to explore. Take time to find the waterfalls around town! Thank you for your incredible hospitality!! I truly enjoyed speaking to Don too!
Guest favorite
A close-up of a brown chicken is presented, showcasing its distinctive feather patterns and bright red comb. The chicken is contained within a wire-fenced area, with green foliage visible in the background, enhancing the natural setting of the property.
Shipping container in Berkeley
4.94 out of 5 average rating, 83 reviews

Shipping container getaway in small country town

NafisaRating, 5 stars3 weeks ago
Tristan was very responsive and kind. This place was perfect for a long weekend getaway!
Top guest favorite
A yellow brick farmhouse is situated on a hillside, featuring a sloped roof with a unique glass front. A porch with white chairs offers a welcoming entrance, while a garage is visible below. Lush greenery surrounds the property under a clear blue sky.
Loft in Ayton
5 out of 5 average rating, 35 reviews

Hilltop View Farm

DavidRating, 5 stars6 days ago
What a sweet and cozy place...very neat and clean! It was perfect for us! We enjoyed walking the property...a little paradise, so peaceful. Heidi, Rudy, and their friendly dog were gracious hosts. We hope to return soon.
Top guest favorite
Place to stay in Kenilworth
5 out of 5 average rating, 32 reviews

Smokey Creek Reminisce & Sauna

TatianaRating, 5 stars5 days ago
Smokey Creek is not just a place to stay, it’s a place to feel. From the moment we stepped into this century-old gem, we were transported. The home is rich with soul and story, thoughtfully restored, artistically styled and filled with charm that whispers from every corner. Each space invites you to slow down, reconnect and truly be. Enjoying the panoramic river views, sipping coffee on the back porch wrapped in cozy blankets and gathering as a family around the stunning farmhouse table were daily rituals that felt sacred. We cooked delicious meals, played classic vinyl (Led Zeppelin and The Beatles - thank you!). We spent hours outside in the barrel sauna overlooking the river and by the fire pit. This home reminded us to enjoy what matters, simple moments, shared laughter and the quiet luxury of nature. Our hearts are full, and we’ll carry this experience with us for a long time. Unforgettable. Soul-soothing. 100% recommend.
Guest favorite
A wood-burning sauna features natural wood paneling and stone accents. A black stove sits against a stone wall, with a stack of rocks placed on top and a door on the front for wood access. The floor, made of smooth wooden planks, extends around the stove.
Cottage in Elmwood
4.96 out of 5 average rating, 54 reviews

Lakefront Family Cottage on Quiet Private Lake

AdrienneRating, 5 stars5 months ago
We enjoyed a memorable winter getaway! Beds were comfy, gas fireplaces were cozy, and the sauna was amazing. We loved that the cottage was spacious; there were several different places for people to hang out. The view of the snow falling on the lake was breathtaking.
Top guest favorite
An open concept kitchen and dining area are captured, featuring a center island with bar stools, and a cozy dining table set nearby. Natural light fills the space, highlighting the stone wall and warm wooden cabinetry. The living area is visible, showcasing a comfortable sofa.
Home in Walkerton
4.95 out of 5 average rating, 21 reviews

Riverside Retreat with Hot Tub

MichelleRating, 5 stars2 weeks ago
We had a great stay! The house has everything you need to feel right at home, from coffee and cream to laundry and it’s walking distance to some great local restaurants. Would definitely stay again. Thanks Erin and Wayne!
Top guest favorite
A grassy outdoor area features several blue adirondack chairs arranged around a fire pit. Fallen leaves cover the ground, and trees in vibrant autumn colors create a scenic backdrop against the expansive field.
Home in Hanover
5 out of 5 average rating, 20 reviews

Country Bunkhouse

MikeRating, 5 stars3 weeks ago
At the last moment, we were able to stay at his airbnb quickly. His placeis great for a small family with a pet or, pets. When there was an issue, Paul and his wife came to the home to look at that issue. I hope my wife and I can go back to his airbnb in the future. Paul, you did a great job. Thank you, Mr Wolter.

Destinations to explore

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  4. Bruce County
  5. Chesley