
Places to stay in Canaan
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Top-rated places to stay in Canaan
Guests agree: these places to stay are highly rated for location, cleanliness, and more.
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Popular amenities for Canaan places to stay
Other great vacation rentals in Canaan
Guest favorite

Home in Litchfield County
5 out of 5 average rating, 18 reviewsBlackberry River Retreat
DanielRating, 5 stars7 months ago
Meredith’s house is absolutely great. Spotlessly clean, comfy beds and living room, very spacious. It is adjacent to a very tranquil river and has a big back yard. Getting into the area was a bit difficult due to some serious roadwork, but once we were there, it was splendid. Meredith is super responsive and a great host. Would come back!
Guest favorite

Apartment in Goshen
5 out of 5 average rating, 35 reviewsApartment in Norfolk, CT
JoleneRating, 5 stars6 days ago
Birol's place exceeded expectations. The pictures posted in the listing do not do it justice. Its beautiful! Super clean, cute decor and many amenities. Recommend 10/10!!!!
Guest favorite

Home in Norfolk
5 out of 5 average rating, 6 reviewsentire farm style house
HarloweRating, 5 stars3 weeks ago
This lace is charming. and so quiet... The detail she put into it to make it feel comfortable and fun She was great as her mom was too lots of help - there to answer any questions. - I would stay there again in a heartbeat.
Top guest favorite

Cottage in Sheffield
5 out of 5 average rating, 67 reviewsThe Blue Elm - A Historic Country Cottage
StevenRating, 5 stars2 weeks ago
I can’t say enough about this very special cottage! Beautifully designed and many wonderful features; I especially enjoyed hanging out on the screened porch. Would most highly recommend it for anyone looking to stay in the area!
Top guest favorite

Guesthouse in Cornwall
5 out of 5 average rating, 41 reviewsCharming Guest Cottage with Private Pool & Hot Tub
TaylorRating, 5 stars2 days ago
Brooke has curated an incredible space. From the amazing stone work surrounding the pool and hot tub to the carefully selected pottery and art dotted around the pool house - everything felt intentional. Brooke and her husband were so accommodating, responsive, and friendly. Her guidebook is excellent, as well. Overall, an amazing stay that is perfect for a couple or pair looking to get away. We definitely hope to return again next summer.
Top guest favorite

Home in Sharon
5 out of 5 average rating, 28 reviewsNature lover’s retreat in NWCT, breathtaking views
ScottRating, 5 stars5 months ago
Kellen and Samantha's home and property are very special--a wonderful location for a restful retreat in nature that is also a short drive to several charming towns in northwest Connecticut. The hilltop site offers breathtaking views of surrounding mountains, valleys, and forest. The residence sits atop a long driveway off a gravel road so is serenely quiet and private. Inside, the space was immaculate, thoughtfully designed, and very comfortably furnished. The shower, bed, towels, and linens were all particularly fantastic, as was the full kitchen which allowed us to cook nightly. The area is exceptional for hiking, culinary delights, and all sorts of shops. And our hosts were proactive, helpful, and clear in all of their communications. We really loved staying here, as did our dog, and we hope to return. Highly recommended!
Guest favorite

Home in Canaan
5 out of 5 average rating, 17 reviewsLuxury/pool/private Villa Mariana Blackberry River
CarolRating, 5 stars6 days ago
We had a wonderful weekend at Villa Mariana. This was the perfect house for our family gathering in Canaan. The master bedroom and bath is quite luxurious! The kitchen is well stocked and the open kitchen/dining/living area was ideal for us to have a family brunch and all gather in the same room. We found a fabulous place, Freund’s Farm Market, only a few miles away to get homemade quiche, delicious pastries, fruit, and veg that made it delicious and easy! The foosball table was a real hit as well. I hadn’t played that in years and it was such fun! Thanks Andrea for everything,
Guest favorite

Cabin in Colebrook
4.94 out of 5 average rating, 95 reviewsRustic Cabin+ Private Beach Pond, Stars & Wildlife
EdwardRating, 5 stars2 weeks ago
Amazing cabin!! My third visit. Was there with friends for fishing and I love the cabin so much that I booked my anniversary weekend and my wife is also in love with the property. Relaxing Birding Fishing Kayaking Fire pit Romantic This place has it all! Book it now! You won’t regret it!
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