Places to stay in Canaan

Book unique places to stay, houses, and more on Airbnb

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Popular amenities for Canaan places to stay

Stay near Canaan's top sights

Falls Village Inn5 locals recommend
Mountainside Cafe16 locals recommend
Music Mountain3 locals recommend
Beckley Iron Furnace State Park3 locals recommend
Land of Nod Vineyard and Winery5 locals recommend
Toymakers Cafe4 locals recommend

Other great vacation rentals in Canaan

Top guest favorite
Home in Athens
5 out of 5 average rating, 38 reviews

Perfect home for a getaway from NYC

ScottRating, 5 stars1 month ago
Antonio and Yoon's place was perfect for our large group and dog. It's a very spacious home that is thoughtfully designed and in a lovely residential community. The beds and furniture were extremely comfortable, the backyard huge with a large patio and a fire pit. The six bedrooms, three full bathrooms, two living rooms, dining room, fully stocked kitchen, and finished basement gave our group of ten adults more than enough room to both gather together and enjoy time on our own. The location is near wonderful hikes and great restaurants and shops in Athens, Catskill, Hudson, and more. Antonio and Yoon were proactive, friendly, and clear in all communications. Highly recommended!
Top guest favorite
Home in Millerton
4.97 out of 5 average rating, 184 reviews

Vacation Home In Millerton

BettyRating, 5 stars2 weeks ago
We wanted to get away from the city for some peace and quiet and Corina’s place was exactly what we were looking for. It felt very tucked away. The home was stocked with pretty much anything I think one would need. The outdoor space is huge, nice and safe for our dog to frolic. Loved the large firepit - wish we had more time to sit outside. Corina was super friendly, accommodating, and extremely quick to respond to any inquiries, so you should be in good hands if you need any help. I like to try a new airbnb whenever I can, but when we return to Millerton, we’ll be going back to Corina’s!
Superhost
Home in Litchfield County
4.8 out of 5 average rating, 10 reviews

Charming home ready for fun and/or relaxation!

JadeRating, 5 stars2 months ago
We came to Norfolk for a show at the Infinity Music Hall. This house was a perfect landing spot to cook dinner before and relax after the show. It was so peaceful watching the snow fall from inside and the kitchen was perfectly stocked with everything we needed to cook. The appliances were top notch, the house was well decorated and we will definitely rent here again!
Top guest favorite
Home in Great Barrington
5 out of 5 average rating, 13 reviews

Great Barrington Ranch. Sleeps 10,Hot Tub, 5 acres

JuanRating, 5 stars1 month ago
We loved this airbnb! The location was perfect very close to Catamount where we went skiing. The house had plenty of space for 9 people. The best part was the host though. Alyssa’s communication is great and she was very flexible and helpful. Would definitely stay again!
Top guest favorite
Home in Great Barrington
5 out of 5 average rating, 6 reviews

Summer & Leaf Season Rental!

AnnieRating, 5 stars4 months ago
What a lovely home! It’s in the residential neighborhood above Great Barrington, which means it’s walkable to Lake Mansfield and the trails there and also either a short drive or a nice walk to everything downtown GB has to offer. The house is squeaky clean with nice kitchen amenities, a yard, and a beautiful detached screen porch for warmer months. Perfect size for a small family and very cozy. We will be back!
Superhost
Home in Cornwall
4.82 out of 5 average rating, 96 reviews

State Forest Getaway

GideonRating, 5 stars2 weeks ago
Elena's house turned out to be a great vacation spot for us. It was conveniently located, very well maintained and guest friendly. Though rustic on the outside, the interior was completely redone, offering all modern amenities you might want. Kitchen was better equipped than most Airbnb's we've stayed at and was fun for us to cook in Without getting into much detail I'll just say that should we be in the area again we'll definitely return to this Airbnb and always recommend it to others
Guest favorite
Cottage in Great Barrington
4.95 out of 5 average rating, 22 reviews

Lovely in-town home with screen porch & sun deck

SarahRating, 5 stars4 months ago
We loved loved loved the cottage! It’s the best decorated air Bnb we have ever stayed in. Like being at a wonderful cousin’s home with books and gorgeous dishes and bikes and quilts and good books and window seats everywhere you look. And great art, painted (I think) by the owner? The neighbors are so friendly and the town is fantastic. Cozy, warm, delightful.
Guest favorite
Home in Woodstock
4.92 out of 5 average rating, 470 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

NiharRating, 5 stars2 weeks ago
fantastic host and super helpful whenever we had questions. my wife left her iPad there and they mailed it back. verry appreciative of that. first time using a wood fired sauna- I was skittish at first, but it was a great amenity. hot tub was clean and worked well as well. would definitely recommend if you're eyeing a rustic retreat.

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Litchfield County
  5. Canaan