Photo by George Sykes

Holiday Homes in Canaan

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Featured Holiday Homes in Canaan

Cold Spring Resort
3.5 star property
9.0 out of 10, Wonderful, (98)
"2 level condo is nice. A little tricky to find in the dark. Arrive in the daylight or get additional details than what’s on the “map” at check in."
Cold Spring Resort
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
10.0 out of 10, Exceptional, (4)
"The property was extra gorgeous during peak foliage. Everything was perfect ."
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!
2.0 star property
10.0 out of 10, Exceptional, (2)
"Had a nice stay with friends at this beautiful house. Very spacious with plenty of beds and bathrooms. Spacious and very clean in quiet, peaceful location. Hosts quickly responded to any questions."
Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!
Peaceful Relaxing Lodge in Waterville Valley
9.8 out of 10, Exceptional, (52)
"We had 7 adults stay 2 nights up at this mountain home and it was a great time. The location is nice and convenient to get around to Waterville Valley or Lincoln. The beds were comfortable, couches were great, and the kitchen had all you needed. Everything was labeled really well so it was easy to find anything you were looking for. The living room was comfortable and chill. The downstairs had some fun adult games to play. The only complaints were the grill had a broken piece which made it...
Peaceful Relaxing Lodge in Waterville Valley
The Baker River Chalet
9.8 out of 10, Exceptional, (19)
"We had a nice gal pal getaway at the chalet. It was quiet and comfortable. Brad was an accommodating host and the setting was perfect too."
The Baker River Chalet
Mountainside dog friendly home w/ spectacular views: rec center amenities & A/C
8.8 out of 10, Excellent, (3)
"The location was ideal for our summer family summer, we were looking primarily for something within driving distance to many attractions. Grocery store was a short trip out of town. The AC is not central air, there was one mini split in the living room and fans in the basement and top floor bedrooms. Luckily we stayed during a rainy week, so it was sufficient for our stay. The bedrooms were a little confusing in the listing, there are 2 bedrooms in the basement and open room with a trundle bed....
Mountainside dog friendly home w/ spectacular views: rec center amenities & A/C
Resort home with Private hot tub , fireplace, pools, pond, WIFI
9.4 out of 10, Exceptional, (131)
"My family, dogs, and I had a peaceful and comfortable stay at Deborah's property. The access to the porch and use of a private hot tub looking into the woods was particularly nice. The home was clean and had the essentials you would need (e.g., basic spices to cook, extra toilet paper, etc.). It is about a third mile from the community center and has six passes guests can use. Though we didn't make use of them on this particular occasion (just went once to see if they had any DVDs we could...
Resort home with Private hot tub , fireplace, pools, pond, WIFI
Beautifully renovated with fireplace and coffee bar
10.0 out of 10, Exceptional, (80)
"One of the best appointed VRBOs we've ever stayed in - every detail is so intentionally thought through. We loved how cozy the place was, the easy communication, and the convenient to lots of different attractions nearby. Would love to stay here again next time we're in VT!"
Beautifully renovated with fireplace and coffee bar
Custom-built Tiny House on forested lot near Quechee
10.0 out of 10, Exceptional, (47)
"Really enjoyed the escape to some peace and quiet with the family. This was a great spot to unwind, but still close to restaurants, brewery, shops, trails, and anything you need. I highly recommend this spot!"
Custom-built Tiny House on forested lot near Quechee
Book your spring getaway now. Private hot tub and a pellet grill/smoker.
9.8 out of 10, Exceptional, (31)
"Slow Start -In the end we enjoyed our trip "
Book your spring getaway now. Private hot tub and a pellet grill/smoker.
New! 4BR/3.5 BR luxurious escape to Quechee with large private yard
10.0 out of 10, Exceptional, (1)
"The house was perfect for our family of five and was everything that was advertised. We had clear instructions on how to work everything and the setting was perfect. Private yet close to everything that you needed to access in Quechee and Woodstock. 5 Star for sure!"
New! 4BR/3.5 BR luxurious escape to Quechee with large private yard
Bakerriver Tiny treehouse
9.0 out of 10, Wonderful, (13)
"The location is awesome, right on the river. Having the firepit was perfect. Although we brought our own wood, having the option to purchase wood right on site is a bonus. The Treehouse was cozy but very clean. We would stay here again in a minute and have already told many of our friends about this place. Thanks for a great stay! "
Bakerriver Tiny treehouse
Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!
10.0 out of 10, Exceptional, (25)
"Great location! Close to town but felt relaxed and peaceful. Would definitely look to rent this house again."
Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!
Rustic Big Red Cottage near Sunapee
10.0 out of 10, Exceptional, (16)
"Location to New London was perfect! Friendly property owner and was very accommodating "
Rustic Big Red Cottage near Sunapee
Webster Lake Retreat for Nature and Water Lovers
9.6 out of 10, Exceptional, (17)
"This house is perfect for a family trip. It is in a perfect location and has stunning views"
Webster Lake Retreat for Nature and Water Lovers
Chic Farmhouse Decor | Deck w/View
10.0 out of 10, Exceptional, (46)
"Interior, comfort, everything we needed - house had it. Location is super cool aswell. Welcome bottle of red wine was a nice surprise !:)"
The price is AU$619
includes taxes & fees
6 Nov - 7 Nov
Chic Farmhouse Decor | Deck w/View
White mountain retreat access to hiking, pool and new pickleball courts, tennis
8.6 out of 10, Excellent, (29)
"Great location!"
White mountain retreat access to hiking, pool and new pickleball courts, tennis
Boutique Cottage | Patio & Fire Pit | Deck w/ View
10.0 out of 10, Exceptional, (93)
"The King Hill Cottage was the perfect place for us to visit NH. It's convenient to Dartmouth, Quechee, and Manchester. The cottage was exceptionally clean and the beds were comfortable. It was well appointed with a great kitchen, close to nice restaurants, the lake and easy access to the highway. It is in a rural area and is very quiet. We couldn't have been happier. Highly recommend!"
The price is AU$854
includes taxes & fees
6 Nov - 7 Nov
Boutique Cottage | Patio & Fire Pit | Deck w/ View
Lakefront 5-BR Chalet 15-Min. to Mt. Sunapee
10.0 out of 10, Exceptional, (9)
"Wonderful stay on Chalk Pond! The location was beautiful. We brought our dogs which wasnt an issue at all and they got to swim and enjoy the pond. The house is close to Lake Sunapee and other attractions. The host was very responsive. We would love to stay here again. "
Lakefront 5-BR Chalet 15-Min. to Mt. Sunapee
Cottage steps away from Newfound Lake. Relax and enjoy the view.
9.8 out of 10, Exceptional, (55)
"This cottage was absolutely beautiful. Perfect location with the best views! "
Cottage steps away from Newfound Lake. Relax and enjoy the view.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Canaan

Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
9.6 out of 10, Exceptional, (204)
"Have a wonderful stay. It was great waking up every morning to mountain views. "
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
Beautiful Myrtle Beach Condo with Amenities Galore
8.8 out of 10, Excellent, (161)
"This was a really nice spacious property. It was very clean and in a nice location. "
Beautiful Myrtle Beach Condo with Amenities Galore
Cold Spring Resort
3.5 star property
9.0 out of 10, Wonderful, (98)
"2 level condo is nice. A little tricky to find in the dark. Arrive in the daylight or get additional details than what’s on the “map” at check in."
Cold Spring Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.