Kid-friendly holiday rentals in Cavendish

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Cavendish family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Proctorsville
4.95 out of 5 average rating, 19 reviews

The Little Blue House

SebastianRating, 5 stars3 months ago
Stayed with a few friends for our ski trip to Okemo and it was perfect! Marti's place is a short drive from the resort and close to Singleton's for general store needs. The home was clean, beds were comfortable, kitchen was well stocked with pots & pans, mugs, cups, etc. Parking was easy in the driveway, check-in was easy with the keypad, temperature control was easy with the Nest thermostats, the TVs with chromecast were perfect for watching movies, everything was great. Sadly, we didn't get time to use the hot tub, but we'll have to come back! Marti was a great host, responding promptly to our questions and had a guest manual with all the info we needed.
Guest favourite
Home in Springfield
4.97 out of 5 average rating, 67 reviews

Charming New England Cape

SusanRating, 5 stars1 month ago
Really nice peaceful place to stay. Was super clean and a most interesting house with many antiques, brought back many memories from childhood. Host was very responsive and very friendly. Would definitely stay there again!
Top guest favourite
Home in Cavendish
4.98 out of 5 average rating, 48 reviews

Okemo <12 min Game room~Hot tub~Fire pit~Mtn Views

RickyRating, 5 stars2 months ago
Awesome place! All the games in the basement gave us something to do while hanging inside the house. It’s great being able to come back after a long day of snowboarding and relaxing in the hot tub. The kitchen had everything we needed to cook. Only thing “negative” I could say is we couldn’t find any trash bags for the trash cans but obviously not that big of a deal. Overall I would 100% recommend and would definitely stay here again, without a doubt
Guest favourite
Home in Ludlow
4.9 out of 5 average rating, 92 reviews

The Bluebird Day Chalet 2 bed dtwn Ludlow Village

BrianRating, 5 stars2 months ago
It is a great place. Convenient to downtown and a short ride to Okemo.
Top guest favourite
Home in Putney
4.94 out of 5 average rating, 396 reviews

Vermont Botanical Studio Apartment

ElizabethRating, 5 stars1 week ago
I’ve returned to the Vermont Botanical studio on an annual basis for several years, since I always find it peaceful and comfortable—off the beaten path, but not lonely. It has everything I need, including a dirt road through the fields for a daily walk, tall windows looking out on lovely trees, a very healthy songbird population, and a nearby farm store where I always go to buy cheese as soon as I arrive. I especially appreciate the comfortable bed, reading chair and couch, and the perfectly serviceable kitchen. The induction range makes for very quick cooking, and it’s nice to have the use of a full-sized fridge, too. For my writing retreats, the studio feels like a home away from home.
Guest favourite
Home in Londonderry
4.99 out of 5 average rating, 135 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

GeorgiaRating, 5 stars1 week ago
We loved our stay here!! It was the perfect getaway for a long weekend. The property is beautiful and private but close to anything that you might need. The kitchen was super well stocked, beds were comfy, and we really appreciated the firewood supply. Nikki & Topher were great hosts - extremely responsive to all questions we had and proactive about check in/check out instructions. Would definitely come back!
Guest favourite
Home in Proctorsville
4.98 out of 5 average rating, 97 reviews

Cottage on Main Okemo Mountain new decor AC, WIFI

SusanRating, 5 stars3 months ago
Jennifer’s place was perfect for a ski weekend for our family. We felt right at home and it had everything we needed. The place was very clean and had comfy beds. Easy drive to Okemo and surrounding restaurants. Jennifer was very helpful and responsive when needed. Would stay again for sure!
Guest favourite
Home in Grafton
4.94 out of 5 average rating, 120 reviews

The Grafton Chateau

EmmaRating, 5 stars3 months ago
The Grafton house was perfect for our multi-family with the big space, bedrooms, and bathrooms. We loved the living room area where we could all sit together for family games. The property and house are beautiful and the perfect Vermont vibes. As a skiing family, we liked the location between our favorite ski resorts. Raphael was a wonderful host in providing instructions before our arrival and helpful advice. We really enjoyed our stay at the Gafton house.

Family-friendly apartment rentals

Guest favourite
Flat in Bellows Falls
4.96 out of 5 average rating, 204 reviews

Gorgeous 1-Bedroom Space in Historic Bellows Falls

AllieRating, 5 stars3 weeks ago
Remy was a great host! Perfect place to stay in Bellows Falls! Easy parking and great restaurant right below! Highly recommend staying here!
Guest favourite
Flat in Chester
4.89 out of 5 average rating, 501 reviews

Beautiful 2 Bedrooms in Mountains w/ full kitchen

DebRating, 5 stars3 months ago
Nancy is a responsive host who provides clear instructions and offers local recommendations. The apartment we stayed in worked perfectly for our ski weekend at mount snow with 2 teens. Plenty of room and amenities within to foster a fun and relaxed family weekend. The maple syrup for purchase was a delicious touch. Would definitely stay again if we returned to the area.
Guest favourite
Flat in Hartland
4.88 out of 5 average rating, 470 reviews

Sunny Studio Apartment in Hartland

danaRating, 5 stars2 weeks ago
Nancy's place was a great place to stay, very private and quiet with beautiful surroundings. Easy access to Quechee and Woodstock (~20 min). Skunk Hallow Pub and Farmer's Market just down the street and Harpoon, Simon Pearce factory in Windsor easy to get to. Hope to visit again soon. Nancy's is a fantastic host!
Top guest favourite
Flat in Clarendon
4.95 out of 5 average rating, 309 reviews

Dog heavenly! Private, beautiful and relaxing.

MarindaRating, 5 stars3 weeks ago
Our second stay here was great, river was a little higher but we wanted a peaceful weekend with friends and dogs. Apartment was warm given the unseasonable cold weather and we had all the amenities we needed even dog towels for wet pups. Did not see the host during our stay but she was in contact as needed.
Superhost
Flat in Saxtons River
4.83 out of 5 average rating, 186 reviews

Apartment on Main Street

CraigRating, 5 stars1 month ago
We have family in Springfield so staying at Whitney and Alex’s place is perfect for us. It’s spacious and comfortable. This was our second stay and we will definitely be returning.
Top guest favourite
Flat in Woodstock
4.95 out of 5 average rating, 197 reviews

LOG HOME APARTMENT IN WOODST. VILLAGE 3 night min.

AllieRating, 5 stars2 months ago
We absolutely loved our stay with Bob and Sherry. They were so kind and attentive on the app, providing recommendations and checking in frequently when the weather turned on us. Although we were technically in their home, it still felt very private. The apartment is beautifully done and I’m obsessed with the pine wood everywhere. We would absolutely return and cannot recommend this little place highly enough!
Top guest favourite
Flat in Hartland
4.97 out of 5 average rating, 128 reviews

Hearth House Farm

CharlieRating, 5 starstoday
Jean and Wade were wonderful hosts. We especially appreciated the farm fresh eggs and other supplies available upon our arrival. Beautiful rustic countryside location and farm steeped in history as old as the majestic oak trees surrounding it.
Top guest favourite
Flat in Poultney
4.94 out of 5 average rating, 350 reviews

Cozy Poultney Village Apartment

HollyRating, 5 stars3 weeks ago
We had an exceptional stay at this Airbnb! It was perfect for two people with plenty of room. It was so cozy. We loved the Vermont specific decor. The ingredients for pancakes and the basic ingredients in the fridge were a thoughtful touch. I could not recommend staying here more!!!

Family-friendly apartment rentals

Top guest favourite
Apartment in Ludlow
4.98 out of 5 average rating, 124 reviews

Main St Escape | Explore Downtown Ludlow

RobertoRating, 5 stars3 months ago
Clean, great location, easy check in/out, and friendly host - would definitely stay again.
Guest favourite
Apartment in Killington
4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

CarlaRating, 5 stars2 weeks ago
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.
Top guest favourite
Apartment in Killington
4.94 out of 5 average rating, 173 reviews

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

JoeRating, 5 stars3 weeks ago
Couldn’t have asked for more. Cozy, clean and such a comfortable place to stay and exactly what was described in the listing. I’ll certainly be booking again! Tricia’s communication was perfect, everything very clear and didn’t have to reach out with extra questions.
Guest favourite
Apartment in Proctorsville
4.93 out of 5 average rating, 110 reviews

One Bedroom Suite Near Okemo

ChristopherRating, 5 stars2 months ago
Excellent apartment in a resort hotel. Well staffed and the property is kept in excellent condition. Highly recommend this host.
Top guest favourite
Apartment in Killington
4.99 out of 5 average rating, 112 reviews

Cozy Condo next to Resort * AC and Pool *

AlexandriaRating, 5 stars1 week ago
Claudia was super responsive and the place was amazing!! Within 5 minutes of a lot of great restaurants and very close to great hiking trails. Would love to come back again!
Guest favourite
Apartment in Ludlow
4.94 out of 5 average rating, 148 reviews

Lovely 1-Bedroom condo with indoor fireplace!

BeverlyRating, 5 stars1 month ago
Such an amazing place. Great location for walking to restaurant. Breath taking views especially the river. Extremely homey feel. We will definitely be back. thank you for your hospitality.
Guest favourite
Apartment in Killington
4.93 out of 5 average rating, 455 reviews

Hike bike golf 1 bedroom 1 nght Ok shuttle

ScottRating, 5 stars1 month ago
Great place great stay as always !!
Guest favourite
Apartment in Killington
4.89 out of 5 average rating, 233 reviews

Killington-Pico ski in/out Studio at base of Pico

MarkRating, 5 stars3 weeks ago
Tom was great. Got back to me in a very timely manner. Very pleased with the whole experience. I don’t do this as often as I would like so having a host be very reachable and responsive is a great thing. And the location was to die for. Walking distance to all the festivities. Really can’t wait for next year. I would love to get this location again. Thank you to Tom for allowing us the chance to share his place. Would definitely recommend Tom to anyone 😎🏹

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $179 SGD before taxes and fees

  • Total number of reviews

    1.1K 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

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