Family-friendly vacation rentals in Cavendish

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Cavendish family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Plymouth
4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

MichaelRating, 5 stars1 month ago
Nice place thanks Mike
Guest favourite
Chalet in Killington
4.83 out of 5 average rating, 248 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

ConnorRating, 5 stars3 weeks ago
Second time staying and it was better than the first time. Totally recommend and will definitely be going back for our annual ski trip. If it’s available of course!
Guest favourite
Condo in Dover
4.87 out of 5 average rating, 237 reviews

Mt Snow Ski In/Out at Seasons

LindsayRating, 5 stars2 weeks ago
Andrew is a great host. We were able to enjoy activities at Mt.Snow early before check in which we appreciated. Condo was clean, and spacious for our family of 4. We enjoyed using the indoor pool facilities daily. The beds and couch were comfy. Washer/dryer a plus
Guest favourite
Chalet in Stockbridge
4.92 out of 5 average rating, 181 reviews

Killington ski house winter MTbike -new jacuzzi

ZachRating, 5 stars1 month ago
Great place to stay! The hot tub after a long day of snowboarding was amazing. Dean responds fast to any questions you have too. Definitely recommend
Guest favourite
Chalet in Killington
4.87 out of 5 average rating, 248 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

AudreyRating, 5 stars3 weeks ago
We could not have found a better home for our Killington ski week. The ski in ski out directions were perfect and so easy. The home comfortably accommodated 8 adults and provided privacy for each of us as well. Fabulous dining area for our family that provided many happy memories. We've never rented a home where every single bed was so luxurious either. Each night we slept so soundly. On days we did not ski there was plenty to do at the house, a beautiful neighborhood to walk in and such close proximity to Killington Rd with so many dining options.
Guest favourite
Condo in Killington
4.97 out of 5 average rating, 143 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

ErnestRating, 5 stars3 weeks ago
Responsive hosts. Directions spot on. Wonderful place. Made a trip to Killington all that much better.
Top guest favourite
Cabin in Ripton
5 out of 5 average rating, 106 reviews

#7 - Hemlock Hideaway Cabin

ChrisRating, 5 stars1 month ago
Home now after a couple days at the cabin. Feeling fully rested and can’t express enough how much we needed this getaway. Ago and Marty go above and beyond to make you feel comfortable and provide you with everything you could need to relax and have a great time. We will be coming back here. Hopefully soon.
Superhost
Home in Argyle
4.83 out of 5 average rating, 150 reviews

Expansive Lakehouse with Jacuzzi

MeghanRating, 5 stars7 months ago
My family and I had a wonderful time! Larry is very sweet, gave us a tour, offered to help with docking our boat and even offered my husband the tools to fix the bunk on our trailer. The house is big and beautiful!! Very clean, the beds are comfortable, the kitchen has everything you need!! The hot tub is definitely a bonus as we used it everyday!! The dock was perfect, we had room for our pontoon boat and jet skis. All around the perfect place for some R&R!!! My family and I love Cossayuna Lake as we are semi local and it was our first experience with an Airbnb. Thank you Larry for sharing your home!! Highly recommend this for your next vacation!!

Family- and pet-friendly home rentals

Guest favourite
Farm stay in West Brattleboro
4.94 out of 5 average rating, 132 reviews

Lilac Ridge Farm House

MatthewRating, 5 stars3 months ago
We had a great stay at Lilac Ridge! The house was near and spacious, plenty of room for our family. We stayed in quite a bit and enjoyed the farm (including a visit with the calves!) and the house. The little farm stand had some nice things, including fresh eggs, maple syrup, honey, and soap, all local. Ross and Amanda were super responsive and took care of all our needs. Thanks so much!
Guest favourite
Cabin in Danby
4.89 out of 5 average rating, 295 reviews

April/May special So Vt Cabin Mt Tabor Treasure

FavyanRating, 5 stars3 weeks ago
Second time staying here to hike the area trails. The place was immaculate as was my first visit. The hosts are wonderful and helpful. They gave me check in flexibility that added a lot of time to my plans for the day that ended up being a big value. Highly recommend.
Guest favourite
Tiny homes in Jamaica
4.94 out of 5 average rating, 1,251 reviews

Apple Blossom Cottage: A Tiny House

DanRating, 5 stars1 week ago
This was the perfect cozy getaway. We enjoyed a nice bonfire and love the aviary. Domenic was a great host host.
Guest favourite
Home in Rochester
4.95 out of 5 average rating, 196 reviews

The McKinley House

GarethRating, 5 stars1 month ago
We had a great stay, lovely welcoming home and great location - short walking distance to nice places in town and 30min drive to either Sugarbush or Killington/Pico. Thank you!
Superhost
Home in Cavendish
4.83 out of 5 average rating, 151 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

LilyRating, 5 stars1 month ago
My friends and I had a great time at this place! The home was beautiful and very spacious - we were able to all hang out in the hot tub, kitchen, living room, and no place felt cramped.
Top guest favourite
Chalet in Wells
4.9 out of 5 average rating, 143 reviews

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres

TomRating, 5 stars1 month ago
Rita’s chalet is really clean and the view around it is amazon. The place is well stocked with games for fun and firewoods for warmth. Upon request, Rita was able to accommodate our late checkout request with a reasonable surcharge. We have enjoyed our stay at Rita’s place and would definitely come back next time when we are around
Guest favourite
Chalet in Fairlee
4.91 out of 5 average rating, 530 reviews

The Green Mountain Chalet

EllieRating, 5 stars1 month ago
This was a great place for my group! Kitchen had everything we needed, nice TV and fun chatting and games in the beautiful living room. Such a nice little getaway retreat in the woods. Hopefully we’ll be able to come back soon!!
Guest favourite
Guest suite in Norwich
4.97 out of 5 average rating, 112 reviews

"Downtown" Norwich Apartment

LaurenRating, 5 stars5 months ago
We loved our stay in Norwich. The apartment was cozy and very clean. The views into the meadow were beautiful and the trails connecting in the back were a fun hike as well. We were close to many attractions. Lily was a great communicator and was very kind to allow me to call her directly to problem solve an issue during our stay, it was much appreciated!

Family-friendly home rentals with a pool

Guest favourite
Townhouse in Dover
4.96 out of 5 average rating, 148 reviews

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

NikkiRating, 5 stars1 month ago
Had a great time! Within 4 minutes of a stellar breakfast at Trail 87 and within 5 min of mount snow base.
Guest favourite
Guest suite in Killington
4.95 out of 5 average rating, 145 reviews

Cozy, spacious, 3 bedrooms, 4 beds, 5 mi to K Rd.

JoshRating, 5 stars2 weeks ago
Amazing stay. Loved how close it was to the mountain. The pool also looked amazing so sad it was winter. Definitely recommend staying there were 4 beds and can comfortably fit 5-6 people.
Guest favourite
Guesthouse in Granville
4.9 out of 5 average rating, 889 reviews

Moon Valley Country Retreat no clean fee pets yes

TravisRating, 5 stars2 weeks ago
What an amazing place, truly wonderful as somewhere to regain some peace. There are nice walking trails nearby, and the house itself is so welcoming and cozy: an excellent place to play games (there are some available!) or snuggle up with a book in front of the fire. There’s plenty of space, and the kitchen is well-equipped for cooking and baking. And Loraine is a wonderful host: communicative and generous (we made mac & cheese, and she provided us the little flour we needed so we didn’t have to buy a whole bag). The stair steps are narrow, so not a good choice if that is difficult for you, but that wasn’t a problem for us. I’d gladly have stayed much longer!
Superhost
Condo in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars1 month ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
Superhost
Condo in Killington
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars1 month ago
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.
Superhost
Condo in Killington
4.78 out of 5 average rating, 305 reviews

Serene Top Floor Condo (resort style amenities)

JonRating, 5 stars4 weeks ago
A wonderful place situated close to the mountain. The amenities were fantastic as well. The only issue was getting the right pin to access the apartment...however Scott responded within seconds so it was minimally disruptive.
Superhost
Condo in Killington
4.89 out of 5 average rating, 162 reviews

Modern Killington Farmhouse Condo: Close to Resort

RodneyRating, 5 stars1 month ago
Great home near the mountain, exactly how described and shown in pictures. We had a wonderful stay.
Guest favourite
Condo in Killington
4.93 out of 5 average rating, 448 reviews

Pico discounted 1 bedroom 1 nght Ok shuttle

ScottRating, 5 stars1 week ago
Great place on at the base of Pico Mtn i will return .

Quick stats about vacation rentals that are family-friendly in Cavendish

  • Total rentals

    90 properties

  • Nightly prices starting at

    $166 CAD before taxes and fees

  • Total number of reviews

    3.3K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore