House holiday rentals in Canaan

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Canaan

House rentals with a pool

Guest favourite
Home in Waterville Valley
4.93 out of 5 average rating, 14 reviews

Cozy Mountainside Condo

BeckyRating, 5 stars1 month ago
Had a great stay for our Waterville ski weekend. Jacob was very welcoming and responsive. Location very convenient to the mountain. Comfy family room to relax in after a day on the slopes with the gas fireplace!
Top guest favourite
Home in Waitsfield
5 out of 5 average rating, 31 reviews

Winter Wonderful Waitsfield Spacious VT Home w/Spa

SeanRating, 5 stars6 months ago
Our stay in Sara and Mikes home in Waitsfield was incredible! Upon arrival into the mad river valley, the surrounding views were instantly beautiful and calming. The moment we stepped in the house we honestly felt right at home. The layout of the house is so calming and tasteful. Everything is perfectly organized, down to the labeling for all of the dishes and cookware so you’ll never have trouble finding what you need! Waking up and heading by downstairs for a workout in the home gym, followed by a dip in the hot tub on the secluded back deck was an insanely relaxing way to start the day. The custom built bed frames/furniture and the overall craftsmanship of the space added a comforting artistic value to the stay. Don’t get me started on the screen porch! This house is full of amenities and I’ve honestly never felt more at home at an air b&b stay. Nice quiet respectful neighborhood in an amazing community, would recommend this spot to anyone and we hope to return in the future!
Superhost
Home in Woodstock
4.83 out of 5 average rating, 375 reviews

White Mountains Ski and Golf Resort Home

KevinRating, 5 stars6 days ago
This is the third time I've rented this property which in itself says volumes. It's a beautiful loft condo in a beautiful setting that has three separate bedrooms /sleeping areas, each with its own full-service bathroom. Because the unit exists within a larger condo community, guests have access to a both an indoor and outdoor swimming pool, jacuzzi and common games and social area with billiards. Located just a few miles (two exits) south of the Kancamangus Highway (and Loon Mountain), Jason and Becca's place at the Jack 'O Lantern complex is a truly great find, whether you're a family, couple, or "couple of couples" :D
Superhost
Home in Campton
4.81 out of 5 average rating, 283 reviews

Addie Shack in the White Mountains

AlisaRating, 5 stars8 months ago
Michael was fantastic with responding quickly, this home was beautiful & is a great location if you're looking to visit the white mountains! my friends & I had a great stay, we would definitely book again!
Top guest favourite
Home in Killington
4.99 out of 5 average rating, 134 reviews

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace

JennRating, 5 stars1 week ago
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.
Top guest favourite
Home in Barre
4.94 out of 5 average rating, 67 reviews

Charming Barre Getaway

AaronRating, 5 stars1 month ago
The best stay around! Barre is a great little walkable town with shops and restaurants to explore. It’s only a short drive to local ski / snowboarding mountains as well as some hiking. The house was clean, spacious and very nicely decorated. The kitchen had everything we needed that made it feel like we were cooking right at home, which we loved. Karen and Courtney were responsive and very helpful!
Guest favourite
Home in Campton
4.93 out of 5 average rating, 325 reviews

Spectacular log home with private pool and hot tub

JoanRating, 5 stars1 month ago
This was the third time our family used Tim's house. I can't say enough about how absolutely wonderful it is to be there! It's a good sized house with plenty of room for everyone. The pool and (new) hot tub are SO relaxing! The beds are comfortable, and this year we took advantage of the fireplace, which added a new level of relaxation. Once we arrive, we stay put! If you are looking for a GREAT place to step out of the world for a bit, THIS is the place to be!
Guest favourite
Home in Hartland
5 out of 5 average rating, 10 reviews

Private Farmhouse with in ground pool!

ChrisRating, 5 stars8 months ago
My family and I truly enjoyed our time spent at the farmhouse. Everything was as expected from the listing. The pictures do not do justice for the property. It's beautiful and well maintained. The pool was nice, warm, and clean. There are yard games readily available and a nice fire pit area. Brin and Maria are super responsive and left very detailed instructions on the property for you. Everything you need is there minus food, which is a 12-minute drive towards a few different grocery stores. The hill is so fun to roll down, too! Thank you so much!

Weekly house rentals

Top guest favourite
Home in Sunapee
4.97 out of 5 average rating, 114 reviews

Sunapee Four Season Getaway with a Mountain View

SamanthaRating, 5 stars1 month ago
We had an amazing family ski weekend at this house! With four young children, finding a place that accommodates everyone can be challenging, but this house was perfect. It had two cribs, which was a huge bonus for us. The open floor plan made it easy to keep an eye on the kids while still enjoying time together as a family. The hot tub was a great way to relax after a day on the slopes, and there was plenty of space for our entire group to spread out and feel comfortable. The location was also fantastic—just a short drive to Mount Sunapee, making it so easy to hit the slopes. We couldn't have asked for a better place for our weekend getaway!
Superhost
Home in Waitsfield
5 out of 5 average rating, 3 reviews

FULL HOUSE w/HOT TUB - Waitsfield Common

LauraRating, 5 stars6 months ago
This home is beautiful, spacious and is surrounded by nature. The backyard had a huge deck with a tree lined backyard and you can hardly see the next neighbour. There are rolling hills and cows in the next pasture. So serene. The house has lots of room in the main area for our family, it never felt crowded. The kitchen looks better then the pictures, with a huge island and the entire house is fully stocked. You can tell this is not just a rental as it had more then we expected to live comfortably. She was also kind enough to bring us some baby items. The location is great as wherever you turn it's beautiful but also within driving distance to Stowe. The local towns are really cute too. Our family really enjoyed our time here.
Guest favourite
Home in Warren
4.92 out of 5 average rating, 206 reviews

Beautiful guesthouse -perfect for long stays

BriannaRating, 5 stars6 months ago
Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)
Guest favourite
Home in Belmont
4.94 out of 5 average rating, 52 reviews

The Spot for All Seasons. HotTub, Zipline, & more

MadelineRating, 5 stars2 months ago
Loved staying here! Mason was a great host and responded very quickly if we needed anything. The place was homey and exactly what we wanted for a birthday weekend, and it was perfect for our four legged baby 🐶
Top guest favourite
Home in Meredith
4.92 out of 5 average rating, 83 reviews

Winter in the heart of the lakes region!

LauraRating, 5 stars5 months ago
Another great stay at Laura’s. This was our third one. Walking distance to the shops in Meredith. I always enjoy the sunrise over the lake and a brisk walk to George’s Diner for an early breakfast. A one-minute drive to Dunkin’s, Hannafords, and the largest thrift shop in NH, Etcetera - an annual tradition with my daughters! Laura’s home is always clean and inviting with plenty of beds and baths for our family. Looking forward to our next stay.
Superhost
Home in Cavendish
4.8 out of 5 average rating, 71 reviews

OKEMO MT HOUSE - OKEMO-LUDLOW-JACKSON GORE

RobertRating, 5 stars2 months ago
House fit our need was a good location for skiing at Okemo
Superhost
Home in Laconia
4.92 out of 5 average rating, 239 reviews

Waterfront with Game Room Pergola Firepit Downtown

AmberRating, 5 stars2 months ago
The bed was so comfy! We had so much fun with the game room. It was such a cool addition
Superhost
Home in Sunapee
5 out of 5 average rating, 23 reviews

Water`s Edge Lake Sunapee Family Retreat

AnneRating, 5 stars6 months ago
A peaceful, relaxed, beautiful stay on a beautiful lake! We loved the fire pit and having the lake steps away to jump in. We appreciated the kayaks and paddle boards. Had the best week.

Private house rentals

Guest favourite
Home in Thornton
4.95 out of 5 average rating, 65 reviews

Large cozy home on cul-de-sac

MikeRating, 5 stars4 months ago
A great stay for my family of six. 20 min access to ski at Waterville Valley and Loon Mountain. House was clean, warm, and easy to access. Quiet and remote, but a handful of restaurants are reachable within a 10-15 min drive.
Superhost
Home in Ludlow
5 out of 5 average rating, 18 reviews

2 Units, 1 Home | Perfect for Multiple Families

QiningRating, 5 stars1 month ago
The overall experience is good. Just a reminder: the 1st and 2nd floors use separate doors and are not internally connected. However, the location is very close to Okemo and Killington, and the interior decoration is quite good for the price.
Superhost
Home in Londonderry
4.94 out of 5 average rating, 174 reviews

Clean, Captivating VT Farmhouse near Stratton!

JamesRating, 5 stars2 months ago
Great house, amazing location near Stratton, and Matthew was just great. He was super communicative, and went above and beyond to make sure we were happy with our stay. We'd love to return again.
Guest favourite
Home in Warren
4.97 out of 5 average rating, 102 reviews

Bluebird Cottage - Three Min to Sugarbush Resort

WhitneyRating, 5 stars1 week ago
Colin's place was great for our Easter with our four children and two grandchildren. Location is convenient to Sugarbush and surrounding attractions.
Guest favourite
Home in Killington
4.94 out of 5 average rating, 117 reviews

Cozy Private House on Killington Mtn - Hottub

MeganRating, 5 stars1 month ago
This airbnb was even better than we expected! It is just minutes away from all the Killington lodges and the restaurants/bars in town. The house was extremely clean, easy to find, and perfect for a group of skiers. I highly recommend it for anyone looking for a beautiful, easy place to stay at Killington. Would love to stay here again next time we visit! Highly recommend.
Top guest favourite
Home in Ludlow
5 out of 5 average rating, 42 reviews

New Home on 23 Acres-Views of Okemo w/ Hot Tub

JenniferRating, 5 stars1 month ago
This home is absolutely beautiful, with stunning views that make for a perfect Vermont getaway. The house is well-equipped with everything you need for a comfortable and relaxing stay. The location is fantastic—close to local attractions yet peaceful and private. Whether you’re looking for a cozy weekend retreat or an adventure in nature, this spot has it all. Highly recommend!
Guest favourite
Home in Warren
4.83 out of 5 average rating, 52 reviews

4 story 3BR 2BA sunlit house w/ gorgeous mtn views

TaraRating, 5 stars3 months ago
Very unique house with incredible views. Great location for getting outside, and had everything we needed. Was perfect for skiing and we would love to see this place in the summer!
Top guest favourite
Home in Warren
5 out of 5 average rating, 14 reviews

LaFlame Chalet - 10 mins to Sugarbush

JohnRating, 5 stars1 month ago
We had a great stay at this cozy Airbnb. Looks exactly like the pictures and is a perfect size for group of friends or family. We brought a dog and had no issues at all. The hosts were very kind and even helped us with some car troubles after an unexpected snow storm. Would recommend and overall great stay!

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