Family-friendly holiday rentals in Pomfret

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Pomfret family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Plymouth
4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

MichaelRating, 5 stars1 month ago
Nice place thanks Mike
Guest favourite
Home in Ludlow
4.86 out of 5 average rating, 191 reviews

2 Doors Down - Modern Farmhouse in Downtown Ludlow

GlennRating, 5 stars2 weeks ago
Great place. Extremely well stocked. The working fireplace and pool table were big hits. The requirement to pay $95 extra for sheets and towels took us by surprise -- even though it is mentioned in the house rules we missed it. Bob did offer that we could bring our own and avoid that extra charge so that is what we did.
Top Guest favourite
Guesthouse in Randolph
4.96 out of 5 average rating, 259 reviews

Macintosh Hill Farm

MadelynRating, 5 stars1 month ago
A wonderful ski weekend! We spent two nights and spent the day (Saturday) skiing at Killington. Quiet drive there and back so it was a perfect location to come back to a peaceful evening. Hot tub was amazing after skiing and very clean! Laura and Aaron were very helpful and let us know the conditions of the roads prior to our arrival. Flexible, kind and friendly! Would stay again for sure.
Guest favourite
Home in Pittsfield
4.84 out of 5 average rating, 238 reviews

Killington area home - 4-seasons & hot tub

KenleyRating, 5 stars2 months ago
We had a great time at David's place. The kitchen was well stocked, plenty of firewood, and the hot tub was ready to go. The house was very clean. All the bedrooms had plenty of linens, and extra blankets. We would definitely stay at David's again!
Superhost
Cabin in Londonderry
4.82 out of 5 average rating, 469 reviews

Stunning Rustic Apple Barn - hot tub & sauna

MargoRating, 5 stars1 day ago
We stayed at Apple Benton Farm in the Barn and it was everything we hoped for and more. The barn was beautifully decorated with charming rustic touches that made the space feel cozy and inviting. It was the perfect place to relax and unwind. The hot tub was amazing—clean, private, and ideal for stargazing at night. The views and surrounding land were absolutely phenomenal—peaceful, scenic, and exactly the escape we needed. Our host, Ben, was fantastic—he responded quickly to our messages, gave clear and thoughtful instructions, and really made the stay feel like a personal, human experience. It’s clear he takes pride in creating a welcoming and clean environment. We drove three hours just to stay here for a couple of nights, and it was completely worth it. We would absolutely stay at one of Ben’s places again, and we’re already looking forward to coming back!
Superhost
Condo in Killington
4.78 out of 5 average rating, 307 reviews

Serene Top Floor Condo (resort style amenities)

JonRating, 5 stars1 month ago
A wonderful place situated close to the mountain. The amenities were fantastic as well. The only issue was getting the right pin to access the apartment...however Scott responded within seconds so it was minimally disruptive.
Top Guest favourite
Home in Ludlow
4.97 out of 5 average rating, 158 reviews

Ski Chalet with Hot Tub on Okemo Mountain

MichaelRating, 5 stars1 month ago
Great house, location, and host! Eric was very helpful, communited timely, and is super organized. The house is in a great private location right near Okemo, plenty of restaurants, and a grocery store. The house felt bigger than the square footage states and was perfect for our two families (4 adults and 4 kids aged 9-12). We are usually disappointed in how clean rentals are upon our arrival, but this house was basically impeccable which especially isn't easy in the mountains! The upstairs is perfect for a kids room and the living space was nice and cozy, but didn't feel small. Plenty of room for everyone. I highly recommend this house, the hosts, and Okemo. It was our first time on this mountain and really enjoyed the family friendly atmosphere and terrain while also having plenty of advanced trails as well. Overall we had an A+ weekend.
Guest favourite
Apartment in Londonderry
4.96 out of 5 average rating, 580 reviews

Vermont Getaway Apartment

JoshuaRating, 5 stars1 month ago
This is a lovely home in a beautiful setting. It is quite close to Stratton and the hosts were all great communicators with a quick response time. I hope to stay there again sometime!

Family- and pet-friendly home rentals

Superhost
Guest suite in Fairlee
4.88 out of 5 average rating, 184 reviews

Cloud 9 Private Suite Retreat

ElizabethRating, 5 stars3 months ago
GREAT FIND!! This is aptly called Cloud9! No detail left untouched. Everything is so beautifully done that it seems spacious as well as cozy. Spectacular views! Dogs loved it, and we found a wonderful trail (Bald Mountain) just a few miles away (left)! Perfect for a winter solitude, probably lively and wonderful in other seasons. Absolutely lovely.
Superhost
Cabin in Cavendish
4.95 out of 5 average rating, 159 reviews

The Cozy Little Red Cabin

LaurenRating, 5 stars1 month ago
Marinas little red cabin was perfect for our ski trip! The WiFi is a little rough but we didn’t spend much time on our phones Bring dvd’s (the collection is solid but more the better) Perfect distance to okemo, Stowe is less than two hours so it was great! The cabin felt so cozy and felt right at home! Would def book again!
Superhost
Apartment in Town of Rockingham
4.83 out of 5 average rating, 183 reviews

Apartment on Main Street

meganRating, 5 stars2 days ago
Perfect stay for our short trip! Whitney is wonderful and so responsive!
Guest favourite
Home in Goshen
4.84 out of 5 average rating, 285 reviews

Nature Lover's Paradise

RobertRating, 5 stars2 weeks ago
We always love staying here. It’s so peaceful and the sound of the brook is so relaxing! Philip responds quickly and is an excellent host!!
Guest favourite
Home in Rochester
4.91 out of 5 average rating, 295 reviews

Mountain Home ready for you!

ShannaRating, 5 stars2 months ago
My friends and I had a great stay at Jennifer’s home. We wanted a winter escape from the city and got exactly that! Jennifer was super friendly and communicative and left no questions unanswered. The home was so welcoming and cozy and had everything we needed for a fun weekend.
Guest favourite
Tiny home in Chelsea
4.89 out of 5 average rating, 132 reviews

Windswept Acres Sugarhouse

StephenRating, 5 stars6 months ago
We loved staying at this little red sugar shack. The area of Vermont is beautiful, the location of this farm is high in the hills and very peaceful. We highly recommend staying here, a wonderful experience! There are two ponds with crystal clear water suitable for swimming. We will certainly stay here again, thank you!
Top Guest favourite
Home in Corinth
4.99 out of 5 average rating, 312 reviews

Dawnside - Green Mtns Home with White Mtns View

PaigeRating, 5 stars2 weeks ago
We had a great stay at Dawnside! We stayed busy our entire stay even with rain. We spent a lot of time staying at the house in which we were easily entertained with plenty to do, there was a great kitchen and plenty of games to keep the kids busy! We found a scenic hike up a mountain a few minutes up the road with great views. Overall our stay at Dawnside was a great experience and I would recommend the stay to others!
Guest favourite
Guest suite in Norwich
4.97 out of 5 average rating, 113 reviews

"Downtown" Norwich Apartment

JenniferRating, 5 stars1 week ago
We had a lovely stay at Lily’s place! Well equipped and easy access to Dartmouth for a college visit. We would stay there again!

Family-friendly home rentals with a pool

Guest favourite
Condo in Warren
4.87 out of 5 average rating, 199 reviews

Ski In/Ski Out with upgrades!

KarenRating, 5 stars1 month ago
My husband and I stayed here to do a few days of spring skiing at Sugarbush. The location is perfect, a short walk to the slopes when there's snow. Two-minute drive to resort if snow is sparse. Sugarbush is a huge resort and has many options for all skills of skiing. The condo was spotless and had a full kitchen with plenty of pots and pans, etc. It was very comfortable and also had a selection of books and games to choose from. Host was very responsive and gave perfect instructions. Thank you!
Guest favourite
Guest suite in Killington
4.95 out of 5 average rating, 145 reviews

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

JoshRating, 5 stars1 month ago
Amazing stay. Loved how close it was to the mountain. The pool also looked amazing so sad it was winter. Definitely recommend staying there were 4 beds and can comfortably fit 5-6 people.
Guest favourite
Guest suite in Ryegate
4.92 out of 5 average rating, 228 reviews

Secluded Paradise on the Connecticut River, VT

BrianRating, 5 stars4 months ago
Keita's home was beautiful! right next to the river and very peaceful. The space was cozy and perfect for a getaway.
Guest favourite
Home in Granville
4.96 out of 5 average rating, 141 reviews

Epic Views of the Green Mountains

StephenRating, 5 stars1 month ago
Great place to take your family if you like to escape from humanity! Very remote setting and plenty of places to hike. The house is as described and the kitchen if fully stocked to make full dinners. My daughters, our German Shepard and I had a wonderful time. Suggestions - bring groceries as Granville is in the middle of nowhere. Closest store is in Rochester, 12 miles South. William was very commun icative and the value for the money was phenominal. Hope I can return next year!
Guest favourite
Condo in Killington
4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

PatriciaRating, 5 stars1 month ago
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!
Superhost
Cabin in N. Haverhill
4.92 out of 5 average rating, 164 reviews

Hilltop View Lodge - White Mountains, NH

AndrewRating, 5 stars2 months ago
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back again
Guest favourite
Condo in Ludlow
4.93 out of 5 average rating, 110 reviews

One Bedroom Suite Near Okemo

ChristopherRating, 5 stars3 weeks ago
Excellent apartment in a resort hotel. Well staffed and the property is kept in excellent condition. Highly recommend this host.
Superhost
Condo in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars2 months ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!

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

  • Total rentals

    150 properties

  • Nightly prices starting at

    $154 AUD before taxes and fees

  • Total number of reviews

    2K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

Destinations to explore