Kid-friendly vacation rentals in Cavendish

Find and book unique kid-friendly rentals on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
0 of 0 items showing
1 of 3 pages

Popular amenities for Cavendish kid-friendly rentals

Kid-friendly house rentals

Superhost
Home in Manchester
4.87 out of 5 average rating, 23 reviews

Charming Vacation Home in Manchester Center

JakeRating, 5 stars12 months ago
Steal of a deal for this place. Perfect for any couple or family looking to do a vermont ski vacation. Has all the amenities you need, it’s super spacious, it’s right by town, and it’s a short drive to stratton or bromley. Easy 5 stars.
Guest favourite
Home in Salem
4.98 out of 5 average rating, 190 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars2 weeks ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Top guest favourite
Home in Brattleboro
4.94 out of 5 average rating, 121 reviews

Spacious Brattleboro home on river, walk to town

DeborahRating, 5 stars3 weeks ago
Absolutely incredible place! Tons of room, bathrooms for each bedroom was a big hit. Amazing location. Views were magnificent after 8 inches of snow and some freezing rain. Perfect excuse to not leave the house and enjoy the peaceful serenity over a nice margarita. Fall views must be totally awesome. Don’t need to bring anything except you, your friends and some food. The home has everything you need, all set and ready to go, and I mean everything you’ll need. The house manager Teri was an absolute peach. Her connection to the house and knowledge of the local history was amazing. 5 STARS doesn’t do this place justice. Already planning a return visit.
Guest favourite
Home in Bridgewater
4.85 out of 5 average rating, 123 reviews

Blueberry Hill Escape Pet Friendly HotTub Fire pit

NancyRating, 5 stars1 week ago
The house is very comfortable and the coffee bar was a very nice touch. We enjoyed the hot tub and walks down the street. There is little to no traffic on the connecting road and it was nice for winter walking. The area is charming with rolling hills and brightly colored barns and houses. It was great to be able to have our doggy with us too. It is close to Killington and Woodstock is a cute little town.
Guest favourite
Home in Townshend
4.95 out of 5 average rating, 84 reviews

Cozy, Comfy Country Home in Southern VT Village

JonathanRating, 5 stars2 weeks ago
Our family of four spent a week here as our base camp to skiing at Mount Snow. Becky was super proactive, preparing everything possible for our arrival. The home is about as stocked and friendly to visitors as any that we have ever stayed at. I highly recommend anyone who is interested in this place!!!
Guest favourite
Home in Peterborough
4.95 out of 5 average rating, 135 reviews

Cozy Cape - close to downtown Peterborough

FredRating, 5 stars2 weeks ago
Stayed at Lori's for a ski trip with my family of four. The house was great. Clean, stocked, and perfect size for my family. Close enough to Crotched mountain and really peaceful. Highly recommend.
Guest favourite
Home in Dover
5 out of 5 average rating, 12 reviews

Walking distance to Lifts. Avoid Parking Fees!

CaraRating, 5 stars2 weeks ago
We really enjoyed our stay at Emilio’s. It was perfect for our friend group of 14. The bunny hill is just across the street, so you can take the magic carpet up and then ski over to the Carinthia lift. It was very easy to get to the mountain. The house seemed newly renovated. There was plenty of parking. We had a wonderful time!
Guest favourite
Home in Enfield
4.95 out of 5 average rating, 101 reviews

Quiet lakeside retreat with private dock.

ElizabethRating, 5 stars3 weeks ago
This is a lovely place for a get-away time. It's very comfortably furnished, spotless, and in a beautiful area. The kitchen is one of the most adequately equipped of any Airbnb place we have stayed in. The hosts are super responsive and helpful!

Family-friendly apartment rentals

Top guest favourite
Apartment in North Adams
4.98 out of 5 average rating, 101 reviews

Charming Art Filled Apartment

JakeRating, 5 stars1 week ago
It was a very cozy spot. Lovely array of artwork in every room. Very close to Mass MoCA and downtown restaurants.
Guest favourite
Apartment in Ludlow
4.92 out of 5 average rating, 154 reviews

Great Downtown, walk to everything

MikeRating, 5 stars1 week ago
Great space, very conveniently located in town. The host was great, and would definitely stay here again
Superhost
Apartment in West Brattleboro
4.76 out of 5 average rating, 131 reviews

Cute, Convenient with Big Backyard

MichaelRating, 5 stars2 months ago
Our stay was in the cold of winter and there was ample heating in the form of radiators spread about, extra blankets, and a very powerful space heater in the living room. The artwork, furniture and layout gave a comfortable and cozy feeling. I stayed with two friends and we cooked all our meals easily with what was provided in the kitchen as far as pots, pans and utensils. During our stay John was extremely responsive and accommodating over the air bnb messages. The house is older so outlets were oddly placed with only two prongs, most of the lights were hand pull to turn on and off, and the bedroom doors locked with a hook and latch. It all felt very clean and comfortable and we were very happy with our stay.
Superhost
Apartment in Town of Rockingham
4.83 out of 5 average rating, 179 reviews

Apartment on Main Street

JackRating, 5 stars1 week ago
Great hosts and nice, cozy and spacious accommodation. 10/10 would recommend!
Top guest favourite
Apartment in Ludlow
4.92 out of 5 average rating, 277 reviews

Okemo Vermont Getaway

DanRating, 5 stars2 days ago
Wonderful trip to Vermont! The Airbnb was perfectly cozy and extremely convenient location to Okemo ski resort and downtown Ludlow. It was very well stocked and had everything we needed and more!
Guest favourite
Apartment in Keene
4.94 out of 5 average rating, 216 reviews

The Carriage House Loft: Seasonal Stays

Jackie LampartRating, 5 stars2 weeks ago
We really enjoy staying at this cozy apartment. Great restaurants and coffee shops close by. Town is a 5 minute walk. Can’t wait to go back next year!!!
Guest favourite
Apartment in Woodstock
4.87 out of 5 average rating, 126 reviews

New Modern Apartment - Woodstock Village on Mt Peg

KyoRating, 5 stars2 weeks ago
Sam is a friendly, generous, helpful host! He and his family live upstairs in this fun, modern building; the apartment is on the ground floor/daylight basement, but the house sits on a steep hill so the unit has plenty of natural light and does not feel like a basement. The separate entrance is located at the far end of the structure so it feels like a standalone unit with plenty of privacy. The neighborhood rises steeply from downtown Woodstock, up narrow, steep, windy roads. The streets were pretty consistently plowed, but drive slowly and cautiously, especially with snow. Also, like Sam says, don't just enter the address into Google Maps; it will try to take you elsewhere through someone's house and yard (haha!) Instead, follow Sam's directions. We loved the casual, yet carefully curated decor and found the bedroom super cozy with the most comfortable bed and linens. Our favorite was going on a cross-country ski adventure right out the back! Thank you, Sam, for a great stay!
Guest favourite
Apartment in Salisbury
4.9 out of 5 average rating, 179 reviews

Doc's Lake House 1st floor, 2 bdrm full apartment

HaoRating, 5 stars1 month ago
Amazing stay with our friends at Doc and Missy’s place. We all wowed at the inner furbishing style. Doc and Missy are extremely responsive and helpful. Amazing hosts and amazing inner and outer environment. Will choose to come back again if we are going to Vermont again.

Family-friendly condo rentals

Guest favourite
Condo in Grantham
4.96 out of 5 average rating, 113 reviews

Cozy Light-filled Condo in Charming Eastman

WilliamRating, 5 stars2 months ago
Perfect spot for our family holiday get together. Very quiet and relaxing visit. Lyn was a terrific host and went above and beyond to be sure we had no problems with our stay.
Top guest favourite
Condo in Dover
4.99 out of 5 average rating, 117 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

LisaRating, 5 stars3 weeks ago
Stayed over Presidents’ Day weekend with a total of 4 adult guests. Condo is perfect with everything you need. Extremely close to the Mount Snow ski resort and access to Moover Van. Rafael was available to us during our stay and was extremely helpful particularly when the weather got worse with a big storm. Would definitely recommend the condo but also to rent from Rafael and Janice. We ate at Snow Republic Brewery, Maple leaf Tavern, Saw Mill Bar and Table and Valley View Saloon. We highly recommend them all but note that Valley View Saloon has large portions.
Guest favourite
Condo in Dover
4.87 out of 5 average rating, 236 reviews

Mt Snow Ski In/Out at Seasons

AnthonyRating, 5 stars1 month ago
Andrew’s description and check in instructions were extremely detailed. Host was very easy to contact/communicate with and very accommodating. Clear instructions for check in/out, how to get to unit and how to ski in ski out. Unit description and photos are accurate. I would consider staying here in the future again.
Top guest favourite
Condo in Killington
5 out of 5 average rating, 36 reviews

Killington Condo-Indoor Pool/HotTub/FitnessCenter

JarredRating, 5 stars3 weeks ago
Angela's condo is fantastic! Its so close to Killington resort and all the shops, we will definitely stay again. Plenty of parking and the condo is located in a really beautiful location tucked away from the main road - so its quiet. The condo is really spacious with modern furniture, kitchen and decor it was such a pleasure returning here after a long day of skiing. Can't wait to come back! Thanks Angela!!
Top guest favourite
Condo in Stratton
4.97 out of 5 average rating, 36 reviews

Ski In/Out, Cozy 3BR Condo steps to Village

KevinRating, 5 stars2 weeks ago
We love this condo, clean, right on the mountain, and Brian is an incredible host - I’ve had at least one annoying request for each of our stays and he always replies quickly and tries to help.
Superhost
Condo in Ludlow
4.83 out of 5 average rating, 126 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

ChristineRating, 5 stars5 days ago
This was our second time staying here. Love the location and accommodations are clean and feel like home. Would definitely come again!
Guest favourite
Condo in Stratton
4.94 out of 5 average rating, 99 reviews

Great 2 bedroom condo at Stratton Mountain

ColleenRating, 5 stars4 weeks ago
This place was great - nice size, perfect location, clean. Had everything we need for an awesome ski weekend. We will definitely be coming back.
Superhost
Condo in Killington
4.8 out of 5 average rating, 106 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

DeniseRating, 5 stars1 month ago
Dray was great - immediate response to any questions. Finding the place and getting in was easy. Had everything you need - maybe could of used a couple extra towels. Beds were comfortable. Great stay!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $245 CAD before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore