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Canaan Vacation Rentals

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Canaan Vacation Homes

Cold Spring Plymouth Resort
Exterior

Cold Spring Plymouth Resort

3.5 star property
9.2 out of 10, Wonderful, (119)
"Hidden gem. Close to downtown Plymouth , Plymouth State and Holderness School. "
Cold Spring Plymouth Resort
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
Exterior

Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates

9.6 out of 10, Exceptional, (217)
"Beautiful and comfortable. The manager was gently and helpful. Incredible view."
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
Beautiful and wonderful location. Premier lVRBO host.
Property grounds

Beautiful and wonderful location. Premier lVRBO host.

10.0 out of 10, Exceptional, (248)
"Enjoyed the location and snow! Wonderful Christmas vacation for our family!"
Beautiful and wonderful location. Premier lVRBO host.
Beautifully renovated with fireplace and coffee bar
Smart TV, fireplace, books

Beautifully renovated with fireplace and coffee bar

10.0 out of 10, Exceptional, (103)
"We had a great winter weekend! The accommodations were just what we needed, perfect location and the coffee bar was amazing! We cant wait to come back again!"
Beautifully renovated with fireplace and coffee bar
Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee
TV, fireplace, books, music library

Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee

9.4 out of 10, Exceptional, (42)
"Lovely, clean property in beautiful setting. Cozy little escape! So close to amazing trails and hikes. Gorgeous setting. We have family in QueChee and it was perfectly located and so nice to have our own space! Would love to stay there again!"
Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
Miscellaneous

Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont

10.0 out of 10, Exceptional, (2)
"The property was perfect for a Vermont getaway that will allow you to enjoy the autumn views and still give you the opportunity to engage in plenty of activities if you desire. Highly recommend this home!!"
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
Charming Lakefront Cottage on Lake Mascoma
Smart TV, fireplace

Charming Lakefront Cottage on Lake Mascoma

10.0 out of 10, Exceptional, (5)
"We found this place to be absolutely beautiful with a great view of lake. The home was very clean and spacious. The host stocked the bathrooms and kitchen with everything you could possibly need. We found the beds to be very comfortable. The office/play room had plenty of toy’s for our grand son.The use of the pellet stove made very cozy. We look forward to another visit."
Charming Lakefront Cottage on Lake Mascoma
Lakefront home with gym, game room, home theatre, & private beach with boathouse
Game room

Lakefront home with gym, game room, home theatre, & private beach with boathouse

9.4 out of 10, Exceptional, (28)
"Great home to stay in and was super accommodating! Would recommended staying here again! "
Lakefront home with gym, game room, home theatre, & private beach with boathouse
Resort home with Private hot tub , fireplace, pools, pond, WIFI
Interior

Resort home with Private hot tub , fireplace, pools, pond, WIFI

9.4 out of 10, Exceptional, (139)
"Great stay!! Very clean and tons of room- thank you for hosting us! "
Resort home with Private hot tub , fireplace, pools, pond, WIFI
“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
TV, fireplace, DVD player, books

“Big Red” @ New London/Sunapee | Lake-Ski-Wellness

10.0 out of 10, Exceptional, (10)
"Loved every minute! And close to cross country ski course!"
The price is CA $433
CA $1,052 total
includes taxes & fees
May 5 - May 6
“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!
Exterior

Outdoor family fun on beautiful Messer Pond - 11 miles from Mt Sunapee!

10.0 out of 10, Exceptional, (27)
"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!
Peaceful Relaxing Lodge in Waterville Valley
Fridge, microwave, oven, stovetop

Peaceful Relaxing Lodge in Waterville Valley

9.8 out of 10, Exceptional, (59)
"The property was as described and a perfect fit for our needs that weekend. It was a 5 min ride to the venue so worth looking into if in that area and need space. "
Peaceful Relaxing Lodge in Waterville Valley
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Smart TV, fireplace, offices

4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

10.0 out of 10, Exceptional, (6)
"We had a fantastic stay at this property with our five adult children and their spouses. The private spaces for each of the kids were perfect, and everyone enjoyed the game room downstairs and the outdoor basketball court. It was a great home base for the wedding we attended nearby at Ohana Campground. Highly recommend this place for families or groups!."
4BR Retreat w/ Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake
Private Brookside Getaway
Interior

Private Brookside Getaway

10.0 out of 10, Exceptional, (13)
"The house was lovely and the perfect size for our family of 5 adults who were in the area for a wedding. Cute place, very clean and all the amenities you need! Would definitely recommend staying here. "
Private Brookside Getaway
Sunapee Barn Retreat
Interior

Sunapee Barn Retreat

10.0 out of 10, Exceptional, (11)
"I was here with my girls and their kids to visit my mom and my sister who live in NH and havent got to visit in 4 yrs. Was the perfect space for everyone to visit and spend time together. Everything was perfect as far as space and beauty and luxury."
Sunapee Barn Retreat
Webster Lake Retreat for Nature and Water Lovers
Dining

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
Historic Hanover Area Home, 16 Miles to Dartmouth!
Fridge, microwave, stovetop, dishwasher

Historic Hanover Area Home, 16 Miles to Dartmouth!

9.6 out of 10, Exceptional, (35)
"This was a fantastic place. The farmhouse was a beautiful place to stay with our family. I’d love to stay there again in the summer and explore some of the local trails and ponds. Overall we had a wonderful stay and would recommend. "
Historic Hanover Area Home, 16 Miles to Dartmouth!
Country Home next to Blow-Me-Down Covered Bridge in the Old Cornish Art Colony!
Fridge, microwave, oven, stovetop

Country Home next to Blow-Me-Down Covered Bridge in the Old Cornish Art Colony!

10.0 out of 10, Exceptional, (35)
"We've stay at this beautiful cottage in Cornish multiple times and it never fails to deliver on beautiful scenery, peaceful quiet and an incredible location."
Country Home next to Blow-Me-Down Covered Bridge in the Old Cornish Art Colony!
Spectacular mountain view home: dog friendly, large deck & game room
TV, fireplace, video games

Spectacular mountain view home: dog friendly, large deck & game room

10.0 out of 10, Exceptional, (2)
"We enjoyed the property and views from the house.Everything was handled great."
Spectacular mountain view home: dog friendly, large deck & game room
Log manor on 65 private acres of land with entertaining amenities & hot tub
4 bedrooms, iron/ironing board, internet, bed sheets

Log manor on 65 private acres of land with entertaining amenities & hot tub

9.6 out of 10, Exceptional, (8)
"Great property and beautiful views. Not too far from Killington. A wonderful trip to remember. Would definitely stay here again."
Log manor on 65 private acres of land with entertaining amenities & hot tub
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

Secluded, Serene Off-Grid Log Cabin with a View!
Dining

Secluded, Serene Off-Grid Log Cabin with a View!

9.0 out of 10, Wonderful, (9)
"Beautiful and cozy cabin, with plenty of space and games! We were a big group of 7 adults and we really enjoyed our stay. With a fire place inside and out, it's the perfect spot for milk and cookies...! Would recommend! :)"
The price is CA $241
CA $444 total
includes taxes & fees
May 5 - May 6
Secluded, Serene Off-Grid Log Cabin with a View!
Cold Spring Plymouth Resort
Exterior

Cold Spring Plymouth Resort

3.5 star property
9.2 out of 10, Wonderful, (119)
"Hidden gem. Close to downtown Plymouth , Plymouth State and Holderness School. "
Cold Spring Plymouth Resort
The Gnome Home Cottage located near white mountain NH
Miscellaneous

The Gnome Home Cottage located near white mountain NH

9.6 out of 10, Exceptional, (46)
"enjoyed my stay. Property was in a great location and everything was as advertised. "
The price is CA $220
CA $413 total
includes taxes & fees
May 1 - May 2
The Gnome Home Cottage located near white mountain NH
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.