Kid-friendly vacation rentals in Weston

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Weston kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
Home in Weston
5 out of 5 average rating, 10 reviews

Modern cabin close to all mountains

DevonRating, 5 stars2 months ago
We had a wonderful, cozy stay here! This was a perfect place for our families and was a great space for our kids and dogs. Tom was highly responsive to our questions which is so appreciated! This home is about 25 mins from Okemo and even closer to Magic Mountain! There’s a great little grocery nearby too!
Top guest favorite
Home in Putney
4.94 out of 5 average rating, 394 reviews

Vermont Botanical Studio Apartment

MarjorieRating, 5 stars2 weeks ago
The place was quaint and peaceful. It was cleaned after we arrived which was not a problem. Oliver is very friendly. It could use new towels. Coffee and tea would be a nice touch.
Top guest favorite
Home in Ludlow
5 out of 5 average rating, 111 reviews

Stunning Views of Okemo - 3 Bedrooms, 3 Bath Home

AmyRating, 5 stars5 days ago
I can only say wonderful things about this property! Everything was beautiful both inside and out. The house was very clean and organized and was also extremely well stocked. Anything that we needed we found in this house. And everyone in our group said the beds were very comfortable… which is very important to me! Erik was great with communication and very proactive. He sent us a note about a week before we checked in that had everything we needed to know; it was quite helpful. I highly recommend this home….and as an added bonus, the view is spectacular! You will not be disappointed if you stay here!
Guest favorite
Home in Danby
4.96 out of 5 average rating, 227 reviews

Comfortable farmhouse with stunning views

CarterRating, 5 stars1 month ago
Such a cool house. We loved the charm of the older section of the house. So many private spaces to cozy up and read a book. Then there is the more modern portion of the house. It was perfect for the folks to watch tv and enjoy the VT scenery out of the large windows. The road is quiet and the area is lovely. We easily drove into Manchester for groceries and dinner. Really loved it!!
Top guest favorite
Home in West Windsor
4.98 out of 5 average rating, 124 reviews

Birdie's Nest Guesthouse

KyraRating, 5 stars3 weeks ago
Loved our stay! Everything was cozy and easy; no issues at all. The heated bathroom floor ended up being one of our favorite parts (so nice!), and the whole place just felt super relaxing. Didn’t need to contact the host because everything was smooth from start to finish. Would definitely come back!
Top guest favorite
Home in Poultney
4.92 out of 5 average rating, 123 reviews

Cozy Home in Poultney, Vermont.

DanielRating, 5 stars2 weeks ago
The space was fantastic for our two little families with easy access to the local Slate Valley Trails. Lots of wonderful and attentive touches to make our stay homey welcoming. Hope to return again soon!
Guest favorite
Home in Townshend
4.97 out of 5 average rating, 120 reviews

Lawrence Cottage

JohnRating, 5 stars4 months ago
We loved staying at this cozy home. It had beautiful grounds and we enjoyed sledding and walking around thoroughly and made a cozy fire to warm up after being outdoors. The hosts left fresh eggs, milk, coffee and other treats. Overall it was an excellent experience.
Top guest favorite
Home in Weston
5 out of 5 average rating, 28 reviews

Mountain View Retreat

LibbyRating, 5 stars2 weeks ago
We were looking to quickly book a place to get away after our painters' schedule changed and Andrew responded so quickly to help. We booked 10PM the night before and he was still able to get cleaners over next day so the place was ready for us. The property is really beautiful, you can see little pieces of the mountains between the trees and it's a really quiet and peaceful area. Our dogs loved the fenced in yard. Far enough away to feel remote but close enough where you can get to a nice dinner within 20 minutes. Would highly recommend.

Kid-friendly apartment rentals

Top guest favorite
Apartment in Chester
4.93 out of 5 average rating, 144 reviews

Lovely 2 Bedroom Apartment w/deck & pond view

AngelaRating, 5 stars3 months ago
This rental was perfect for our family’s overnight ski trip to Okemo. We have two teenaged sons who shared a bedroom. The kitchen had everything we needed to cook breakfast and (most importantly) to meet the AM caffeine needs. The rental was approximately 10 minutes away from Okemo, which was the best part for us. Already planning next February’s ski trip!
Guest favorite
Apartment in Townshend
4.94 out of 5 average rating, 239 reviews

Private Apt. on Farm, Hot Tub with views!

MathildeRating, 5 stars1 week ago
Amazing view, great and comfy Airbnb. The hot tub is such a nice plus with the incredible view over the mountains. It was so well equipped we had most of our meals in the Airbnb because the kitchen was so functional. I highly recommend this Airbnb!
Superhost
Apartment in Town of Rockingham
4.83 out of 5 average rating, 185 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 favorite
Apartment in Petersburgh
4.88 out of 5 average rating, 184 reviews

The Beer Diviner Brewery Apartment

HeidiRating, 5 stars1 week ago
Cindy was great with communications, and gave me all of the instructions I needed to make it a pleasant stay for me, my dog, and the hosts. I stayed Friday and Saturday nights, and enjoyed the craft beer and locally made sourdough pizza in the evenings with a talented musical duo playing on Saturday night. The taproom closes at 8pm, and after closing time the apartment is very quiet and peaceful. The apartment is cozy with attractive furnishings and a comfortable bed, but it is not a place for people with mobility challenges. There are 17 steps up to the apartment, and the shower in a free-standing claw-foot tub doesn't have handrails. I enjoyed my stay, and give it a 5-star review for physically fit singles or a couple!
Top guest favorite
Apartment in Poultney
4.95 out of 5 average rating, 349 reviews

Cozy Poultney Village Apartment

HollyRating, 5 stars2 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!!!
Guest favorite
Apartment in Middletown Springs
4.89 out of 5 average rating, 254 reviews

Apartment in Vermont Historic Home

PadraicRating, 5 stars2 weeks ago
We keep coming back to this beautiful apartment that is both spacious and elegant while feeling homey and cozy. It’s quiet, immaculately clean with a very comfy bed, nice hot shower, everything you need in the eat-in kitchen.
Superhost
Apartment in Gansevoort
4.8 out of 5 average rating, 127 reviews

Cozy, Pets, Coffee, B-Ball, Fire Pit, BBQ

MatthewRating, 5 stars2 weeks ago
Very nice stay. Very clean and welcoming quick responses and helpful. Instructions was very clear and overall a very nice time.
Guest favorite
Apartment in Londonderry
4.96 out of 5 average rating, 581 reviews

Vermont Getaway Apartment

NinaRating, 5 stars2 weeks ago
Communication with the hosts was very easy and kind! The place was as described and pictured, it was a lovely little getaway!!

Kid-friendly condo rentals

Top guest favorite
Condo 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.
Top guest favorite
Condo in Killington
4.94 out of 5 average rating, 173 reviews

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

JoeRating, 5 stars2 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.
Top guest favorite
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars2 months ago
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.
Superhost
Condo in Ludlow
4.84 out of 5 average rating, 130 reviews

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

StephenRating, 5 stars2 months ago
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.
Top guest favorite
Condo in Killington
4.99 out of 5 average rating, 112 reviews

Cozy Condo next to Resort * AC and Pool *

AlexandriaRating, 5 stars5 days 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 favorite
Condo 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.
Top guest favorite
Condo in Brattleboro
4.93 out of 5 average rating, 353 reviews

Private & Quiet Studio Apt. in Vermont

LynRating, 5 stars2 weeks ago
We are repeat visitors. Staying here is always a pleasure. The apartment is wonderful. Just as described and perfect for day trips or just staying in. Mary and Lance are friendly and courteous. Hope to be able to stay here again when in the area.
Guest favorite
Condo in Killington
4.93 out of 5 average rating, 455 reviews

Hike bike golf 1 bedroom 1 nght Ok shuttle

ScottRating, 5 stars4 weeks ago
Great place great stay as always !!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$31,372 GYD before taxes and fees

  • Total number of reviews

    1.6K 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

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Weston
  6. Kid-friendly rentals