Family-friendly holiday rentals in Cavendish

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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, 248 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

ElizabethRating, 5 stars2 weeks ago
Fantastic place with amazing views for a family ski vacation to Killington. Easy drive to and from the slopes. The hot tub was amazing after a long day of skiing. The views were second to none from both the house and relaxing from the hot tub. Would definitely stay again!
Guest favourite
Chalet in Killington
4.83 out of 5 average rating, 245 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

ShoshannahRating, 5 stars1 week ago
My family and i had a great stay. Everything was as it said and looked like in pictures and for what we needed, which was a comfortable, clean, roomy, mountain location, access road next to EVERYTHING, and affordable spot, it was perfect. The private hot tub and sauna were the deciding factor and they did not disappoint. The hot tub was so clean and top notch. We will def be going back there next time if available.
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.
Guest favourite
Chalet in Stockbridge
4.92 out of 5 average rating, 180 reviews

Killington ski house winter MTbike -new jacuzzi

ZachRating, 5 stars5 days 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, 246 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

KeithRating, 5 stars2 days ago
We had a incredible time enjoying the house and all it has to offer, and the proximity to town for restaurants. It was an awesome guys ski weekend and we’ll do it again next year.
Guest favourite
Condo in Killington
4.96 out of 5 average rating, 140 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

TaniaRating, 5 stars1 week ago
Alexandro was very helpful and proactive. We contacted him with a washer issue and he had someone come to fix it right away. Amazing ski on ski off accommodation!
Top Guest favourite
Cabin in Ripton
5 out of 5 average rating, 105 reviews

#7 - Hemlock Hideaway Cabin

ChrisRating, 5 stars2 weeks 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
Apartment in West Townshend
4.9 out of 5 average rating, 340 reviews

Private Apt on Farm, Hot Tub with views!

JacquelineRating, 5 stars3 weeks ago
Such a great and unique stay! Beautiful area, great accommodations, and so cozy. We loved being on a large property with animals and the hot tub was wonderful. Robert is an excellent host with such a neat property! And the maple syrup fresh from their own trees was amazing!!! Highly recommend.

Family- and pet-friendly home rentals

Guest favourite
Cabin in Danby
4.89 out of 5 average rating, 293 reviews

So Vt Cabin Mt Tabor Treasure

FavyanRating, 5 stars2 days ago
What wonderful stay. It's got enough sleep space for a small family but his time it was just me by myself. All the comforts needed and extras including snacks and even a surprise delivery of homemade muffins! The area is wonderful. This was my first time in Vermont. The trails are gorgeous. Had dinner at the Rustic Chicken and i tell you what, it was like eating in the home of a very large family. Everyone knew each other and it was hard not to get roped into the discussions. Thank you, L+T, for the stay. I'll be back in the area soon!
Superhost
Home in Readsboro
4.86 out of 5 average rating, 125 reviews

December in Peaceful Vermont (Pet Friendly)

JudahRating, 5 stars3 months ago
This stay was an absolute gem! The host’s charming old house radiates character and warmth, with every detail carefully curated to make you feel at home. Her hospitality was unmatched—gracious, attentive, and genuine. Clear directions were thoughtfully placed everywhere, making the stay seamless and stress-free.
Guest favourite
Tiny home in Jamaica
4.94 out of 5 average rating, 1,245 reviews

Apple Blossom Cottage: A Tiny House

JessRating, 5 stars1 week ago
Had a great stay in Domenic’s tiny house. The place is well equipped with everything you would need and clear instructions throughout. My dog loved running around the snowy field outside. It was a great getaway and only a 20 min drive to the Stratton slopes.
Guest favourite
Home in Rochester
4.95 out of 5 average rating, 196 reviews

The McKinley House

GarethRating, 5 stars2 weeks 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, 150 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

AnnetteRating, 5 stars2 weeks ago
The house was great and comfortably accommodated our group of 12. The kitchen was well stocked with basics, bathrooms were clean. The hosts were very responsive to messages before and during our stay. Thank you Mark and Laura for a great weekend trip!
Top Guest favourite
Guest suite in Mt Holly
4.98 out of 5 average rating, 129 reviews

Exquisite Green Mountain Loft Haven

SaraRating, 5 stars4 months ago
Brigid’s beautiful loft apartment was the perfect place to stay during our recent family gathering in Belmont. It’s spotless, well equipped, and located not far from the center of town and Star Lake. We’d love to stay there again next time we’re in Belmont.
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 week 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, 529 reviews

The Green Mountain Chalet

EllieRating, 5 stars2 days 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!!

Family-friendly home rentals with a pool

Guest favourite
Townhouse in Dover
4.96 out of 5 average rating, 147 reviews

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

NikkiRating, 5 stars3 weeks 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, 142 reviews

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

VickiRating, 5 stars1 month ago
This place was great! Nothing fancy but a great price and plenty of room for me and my friends. Exactly as photographed and described. Foster is also a very nice man! Super friendly. Would definitely recommend and stay there again!
Guest favourite
Guesthouse in Granville
4.9 out of 5 average rating, 882 reviews

Moon Valley Country Retreat no clean fee pets yes

AdamRating, 5 stars2 days ago
This place is quite the find - both remote and charming. Friendly hosts who provided accurate instructions to the wood burning stove, etc.
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!
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 stars2 weeks 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, 302 reviews

Serene Top Floor Condo (resort style amenities)

NikosRating, 5 stars3 weeks ago
Scott is an outstanding host! His place is conveniently located next to the ski slopes, and he was incredibly responsive to any questions we had. Highly recommended!
Superhost
Condo in Killington
4.89 out of 5 average rating, 161 reviews

Modern Killington Farmhouse Condo: Close to Resort

RodneyRating, 5 stars2 weeks 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, 442 reviews

Pico April discounts 1 bedroom 1 nite Ok shuttle

KenRating, 5 stars2 days ago
Gabe’s condo was perfect for me and my kids on our ski trip. Very clean, quiet, and cozy. We loved the fireplace, plus the extra hand and toe warmers left out on the counter were a nice touch. We would definitely stay here again on future trips!

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

  • Total rentals

    90 properties

  • Nightly prices starting at

    $191 AUD 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