Family-friendly vacation rentals in Dorset

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Dorset family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite

Home in Plymouth

4.95 out of 5 average rating, 243 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

OliviaRating, 5 stars1 week ago
Really great stay! The house was clean and fit our group of 6 perfectly. Location was super close to Killington for skiing. Just an fyi if here in the winter - there’s a large hill to get to the house that is covered in snow/ice. Make sure you have a car with all wheel drive or a snow mode to get up as one of our cars wasn’t able to get up the hill!
Guest favorite

Farm stay in Valley Falls

4.89 out of 5 average rating, 223 reviews

Country Getaway Lodge / Ranch

TrevorRating, 5 stars4 weeks ago
Fantastic space for a large group. We had 10 people for a New Year’s Eve ski weekend, and this was the ideal spot for it. Hot tub was a great treat. Be warned - the floors are squeaky, so if you’re a light sleeper in a large group bring ear plugs.
Guest favorite

Chalet in Ludlow

4.95 out of 5 average rating, 120 reviews

Okemo Ski Chalet with Hot Tub

JosueRating, 5 stars2 months ago
Bob was an amazing host. The whole time he was very responsive and helpful with anything we needed! He made sure we felt comfortable and at home. The house was absolutely gorgeous!
Guest favorite

Home in Cavendish

4.84 out of 5 average rating, 144 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

AmandaRating, 5 stars1 month ago
The house was a good spot to celebrate the holidays with a large family. There were enough beds and bathrooms to accommodate everyone, as well as plenty of parking for multiple vehicles. I also appreciated the pet friendly nature of the home. The neighbors were friendly and even gave us directions to a sledding hill nearby. The house is older and as such is fairly compartmentalized, but the living room was big enough to hold everyone for movie nights and opening Christmas presents. The fireplace is a really nice touch. The heating was good as long as you know to increase the upstairs thermostat in order to raise the temperature downstairs. No problem with hot water as long as you don't run both showers at the same time. Hot tub was nice. Second kitchen was key for storing food for everyone. There is a grill outside as well as a fire pit and air hockey is available in the cellar. The garage parking space was nice too. Plenty of winter activities in the area as well. Thanks!
Superhost

Farm stay in Londonderry

4.82 out of 5 average rating, 136 reviews

Cozy Award Winning Farmhouse - hot tub and sauna!

JumanaRating, 5 stars9 months ago
Very beautiful home and lovely host! Would recommend!
Guest favorite

Home in Newfane

4.98 out of 5 average rating, 133 reviews

Peaceful cabin close to skiing & Brattleboro

AlexanderRating, 5 stars2 weeks ago
Our group had a fantastic time here! it was secluded and private. The wood stove was particularly nice given that it snowed a little bit while we were there. Given its location, we still never felt too far away from anything we wanted. Brin was always just a message away if we needed too, fantastic host and a beautiful home. We'll keep this place in mind for future gatherings!
Superhost

Home in Argyle

4.83 out of 5 average rating, 150 reviews

Expansive Lakehouse with Jacuzzi

MeghanRating, 5 stars5 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!!
Superhost

Apartment in West Townshend

4.9 out of 5 average rating, 335 reviews

Private Apt on Farm, Hot Tub with views!

Eva & PeterRating, 5 stars3 weeks ago
We had a beautiful time as Roberts home is so peaceful with the incredible winter views! It was a frigid weekend so unfortunately we couldn’t really enjoy the hot tub even though we did venture in it for a quick 15 minutes . Do not recommend doing this in negative wind chill! The apartment had everything we needed for a cozy stay. Robert met us at the parking area and gave us a great recommendation for dinner - the Grafton Inn Barn Pub restaurant was so quaint in a an old barn with a fire going in their two story fireplace. What a treat also to learn what an incredible glass blowing artist Robert is. We visited his gallery workshop and watched him and his assistants create glass bowls and purchased a colorful glass pumpkin and an ornament. We loo forward to our next visit when we can see the farm and animals in full bloom!

Family- and pet-friendly home rentals

Guest favorite

Cabin in Jamaica

4.88 out of 5 average rating, 108 reviews

Cozy Log Cabin near Stratton/Mt. Snow-pet friendly

HeleneRating, 5 stars4 weeks ago
Great host ! Great home . Close to the ski resorts . I would definitely give her place beyond five stars. So easy to communicate with Christina.. I would definitely stay at her home again. Thank you for a great experience ! Helene
Guest favorite

Loft in Wilmington

4.92 out of 5 average rating, 191 reviews

Walk to Village/Lake Whitingham

CynthiaRating, 5 stars4 days ago
Went to the area for a Ski weekend at Mount Snow. It was a 17 minute drive and only a few turns. We happened to see Emily as we were waking out and she was super friendly and helpful. We forgot some stuff at home and she immediately gave recommendations on where could pick up replacements. The house is close to several restaurants. The beds were really comfortable and we slept like babies and were ready to hit the slopes in the morning. Thanks so much Emily! Hope to see you next year.
Guest favorite

Cabin in Brattleboro

4.88 out of 5 average rating, 485 reviews

Cottage

JuanaRating, 5 stars4 days ago
Denis's cabin was perfect for our ski weekend at Mount Snow! The cottage was cozy, dog-friendly, and had everything we needed. Denis made sure the heaters were on before we arrived, so it was super warm and welcoming when we got there on a cold Friday night. He was very flexible and accommodating with our departure time, which made our trip even better. We’ll definitely be back—thank you, Denis!
Guest favorite

Apartment in Wilmington

4.93 out of 5 average rating, 181 reviews

Quaint cozy vermont apartment

NateRating, 5 stars3 months ago
Mariann has a great space in a great location. Very accommodating and friendly, made you feel very welcome . Very responsive. Really nice area. Would highly recommend.
Superhost

Apartment in Town of Rockingham

4.82 out of 5 average rating, 174 reviews

Apartment on Main Street

AmberRating, 5 stars2 months ago
Absolutely lovely place to stay! I especially appreciated the list of nearest emergency rooms and numbers, and the list of nearby shopping and restaurants (which we totally went to! Great recommendations!) The apartment was very cute and spacious.
Guest favorite

Chalet in Dover

4.92 out of 5 average rating, 294 reviews

A charming VT chalet

JohnRating, 5 stars1 week ago
This place is a gem. We were here to ski in January, but I think the house and location are probably very pleasant in all seasons. Mary and Kurt have struck a good balance, as attention has clearly been paid everywhere to making the house cozy, comfortable, functional, and casual: there is a really good vibe here. We’ll definitely be back. It was especially nice to be able to have our retriever Jessie with us, and it says something that she also was very comfortable and relaxed in the house. We took some great long walks with her up the quiet road outside, and we all had fun exploring the frozen brook downhill from the home.
Guest favorite

Tiny home in Jamaica

4.94 out of 5 average rating, 1,233 reviews

Apple Blossom Cottage: A Tiny House

RebeccaRating, 5 stars1 week ago
So close to Stratton, the perfect spot for a quick ski trip. Helpful communication and instructions from the host made everything quick and easy. Would definitely stay again!
Guest favorite

Apartment in Newfane

4.97 out of 5 average rating, 442 reviews

Rock River Retreat: VT Oasis Pet Friendly

TimRating, 5 stars1 week ago
Loved the vintage charm of this place! They have done an incredible job preserving its character while offering modern conveniences. Being former Airbnb hosts we were really impressed by the attention to detail! While we had a short stay on this trip it would be a joy to come back. Thank you!

Family-friendly home rentals with a pool

Guest favorite

Townhouse in Dover

4.96 out of 5 average rating, 145 reviews

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

JulieRating, 5 stars1 week ago
Great place to stay for skiing. Very close to Mt. Snow. Matt was very quick to respond to any questions. The place was well equipped. The fireplace was great and added so much coziness.
Guest favorite

Chalet in Wilmington

4.95 out of 5 average rating, 93 reviews

Rustic Sunny Vermont Home near Mount Snow

AprilRating, 5 stars1 month ago
Wonderful home in the woods with beautiful views of the mountains. We especially loved using the skating rink. The clubhouse pool and hot tub were also very nice (pool was heated to 84 F, hot tub was 104 F). Would definitely stay here again!
Guest favorite

Condo in Dover

4.87 out of 5 average rating, 234 reviews

Mt Snow Ski In/Out at Seasons

TaraRating, 5 stars1 month ago
Great experience renting from Andrew. Very responsive, within minutes any time we reached out. Place was super convenient to get to the slopes. Locker outside the front door was convenient as well to keep our snowboards and skiis. Our family had a great time in Mt. Snow and hope to be back.
Guest favorite

Guesthouse in Granville

4.9 out of 5 average rating, 869 reviews

Moon Valley Country Retreat no clean fee pets yes

OliviaRating, 5 stars1 week ago
I’m proud to say this is my third consecutive year visiting Loraine’s Moon Valley BnB and it’s such a great experience each time. I visit in the winter and always walk in to a cozy fire in the wood stove, a welcoming note on the chalkboard, and the space being clean, inviting, and peaceful. Loraine is always responsive and helpful, and provides a wealth of resources and recommendations for your stay. The space is pet-friendly, and my dog and I especially enjoy walking the nearby snowmobile trails up the mountain. Considering Loraine doesn’t require a pet fee or cleaning fee, the space is kept in wonderful condition. You can tell she truly cares about your time there.
Guest favorite

Home in Dover

5 out of 5 average rating, 57 reviews

The Villa - Industrial Farmhouse with Hot Tub

StephanieRating, 5 stars2 weeks ago
We absolutely loved staying here- beautiful and laid out perfectly for 2 families, each with 2 little kids. Super convenient location to Mt. Snow. We look forward to staying here again!
Superhost

Home in Manchester

4.85 out of 5 average rating, 34 reviews

Your VT Ski House: Fireplace, Indoor Pool, Dogs

KaylaRating, 5 stars11 months ago
melissa was very responsive and even sent help when we needed heater :) nice house for a family gathering, our group had a great time!!
Superhost

Home in Killington

4.87 out of 5 average rating, 31 reviews

Scenic 5 Bedroom Killington Mountain Vacation Home

DanRating, 5 stars10 months ago
We had a great time. The townhouse was the perfect space for our groups ski vacation. We had easy access to the mountain with a short, easy 50 ft walk. Phil was very communicative and easy to work with.
Guest favorite

Home in Ludlow

4.78 out of 5 average rating, 46 reviews

Beautiful Okemo Farmhouse 0.7 mile from base lodge

SherylRating, 5 stars3 weeks ago
Lovely farmhouse close to okemo. Tons of space for two families with college age kids to spread out. The hot tub was fantastic after a day of skiing. Would stay again.

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

  • Total rentals

    70 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    2K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

Destinations to explore