11 Cozy Winter Cabins near Boston for Your Next Getaway

a kitchen is filled with morning light in a cabin near boston you can rent

Plan a quick weekend getaway at one of these cabins near Boston that maximize winter fun

If winter break has you planning your next weekend getaway with the kids, we’re right there with you. That’s why we rounded up a bunch of our favorite family-friendly winter cabin rentals near Boston that are perfect for your next family vacation. From ski cabins in the mountains to remote cabins where families can get away from it all, these nearby cabins have everything you need to escape the hustle and bustle of Boston.


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a kitchen is filled with morning light in a cabin near boston you can rent
airbnb.com

1. Classic Mid-Coast Farmhouse—Friendship, ME

This family farm has been completely restored with high-end amenities but still retains its classic character. Only 3 hours from Boston, it's a short walk to the water in Friendship, Maine with large, bright, airy rooms, 5 bedrooms, 2 living areas, 2 fully stocked kitchens and a designated workspace (with high-speed internet) on 11 beautiful acres.

Sleeps: 9
Cost: $316/night
Online: airbnb.com

Related: The Best Airbnb Rentals for Families near Boston

A cabin with a red door and a snow shovel popped against it with snow on the ground
Airbnb

2. Peaceful Cottage on Acreage—Hinesburg, VT

Plan an unplugged winter getaway at this cozy cabin that's perfect for a family of three or four. Just minutes from Burlington's skiing and snowshoeing spots, this 700-square-foot abode has all you need to chill this winter (including a charger for your EV). Hot plates, a toaster, and microwave allow you to cook quick meals in between all your outdoor adventuring. And best of all, if your dog is well behaved, your furry friend is welcome to join you here. 

Insider Tip: Beds can be brought in if you need to sleep more than two; they even have a pack-n-play for babies and toddlers.

Sleeps: 2-4
Cost: $125/night
Online: airbnb.com

cabins near boston
airbnb.com

3. Cozy Catskills Cabin—Poenicia, NY

Rustic charm and modern amenities are what you'll find at this recently renovated 1920s fishing cabin in the Catskills. It's the just-right distance from Boston for families who want to really getaway from it all. The nearby ski mountains offer lots of afternoon activity, and the firepit outside beckons after a long day of schussing on the slopes.

Sleeps: 4
Cost: $185/night
Online: airbnb.com

winter ski cabin near boston
Airbnb

4. Berkshires Suite—Lanesborough, MA

Settle in to the very private, wooded six acres at this downstairs suite, affectionally called "Sheeps Heaven View." Explore the area and enjoy the winter activities you'll find all around. Then return to the suite to enjoy card games, board games or a family movie night. Please note, there isn't a full kitchen here (a great excuse to eat out!) and all your dishes will be washed (and returned) by the host. The perfect perk for parents.

Sleeps: 6
Cost: $150/night
Online: airbnb.com

cabins near boston
Airbnb

5. Lake Winnie A-Frame—Gilford, NH

This recently updated A-frame chalet is just minutes from Gunstock Mountain. And it's got winter (and summer) sports in mind. A place to store your skis is part of the A-frame design, as is a secret play nook, right off the living room that'll have your kids squealing with delight. The hot tub on the deck is for use year-round and a great spot to enjoy the cold night air once your kids are asleep.

Sleeps: 7
Cost: $225/night
Online: airbnb.com

winter cozy cabin rental near boston

6. Luxury Chalet—Bartlett, NH

This peaceful cabin combines a fantastic location with amenities that appeal to families, and it's all in the heart of New Hampshire ski country. Located just 15 minutes from Wildcat Mountain, it's a great spot for families looking for a ski vacation. Also nearby is Jackson Falls, a wonder any time of year. Plan to grill out, snuggle up to screen a few flicks or break out board games to play as a family during your stay.

Sleeps: 8
Cost: $242/night
Online: airbnb.com

Airbnb

7. The Dogtown Cabin at Applecart Farm—Rockport, MA

Applecart Farm is one of the most private residential properties in Rockport. The property is surrounded by close to 2,500 acres of protected woodlands and miles of trails, but is only a 5-minute walk to the train station and 10-minute walk to downtown Rockport. Kids will love visiting with the friendly miniature horses that live on the property and exploring the area around them. Bring your cross country skis or snowshoes to make the most of this wintry wonderland.

Sleeps: 5
Cost
: $194/night
Online: airbnb.com

Related: Welcome, Winter! 8 Outdoor Adventures to Take with Kids Now

Airbnb

8. The Little Lake Cabin—New Fairfield, CT

Settle in at this New Fairfield, Connecticut cabin across from Candlewood Lake and a two-minute drive from Squantz Pond State Park. This little house has stylish touches all around, as well as a fire pit and an inflatable hot tub to keep you warm when the snow flies.

Sleeps: 5
Rate:
$225/night
Online: airbnb.com

Airbnb

9. Plymouth Log House—Plymouth, MA

Only minutes from historic Plymouth and the Cape, this log cabin is on an acre of private, wooded property. Located across the street from cranberry bogs and walking trails, you'll have plenty to do with your family while you are there. A large, raised outdoor deck with gas BBQ overlooks the backyard, a great place to cook even when it's cold outside. Plus, we hear the hosts make a memorable cranberry bread. Please note, this listing is no longer pet-friendly.

Sleeps: 6
Cost: $200/night
Online: airbnb.com

Airbnb

10. Mountain Chic New Hampshire Family Getaway—Conway, NH

This perfectly-located North Conway cabin is both dog and family friendly. You'll never be bored being 5-10 minutes away from downtown North Conway and the abundance of winter activities at Cathedral Ledge. The cabin's floor to ceiling windows facing Cathedral Ledge are worth the trip alone, but we suggest bringing your skis (downhill or cross-country, take your pick) or your snowshoes to keep everyone active and outside on this vacation. For a change of pace, why not rent snowmobiles to enjoy in the park?  

Sleeps: 5
Cost: $228/night
Online: airbnb.com

Airbnb

11. White Mountain Getaway Cabin—Franconia, NH

Bring your family and friends for a weekend in the heart of the White Mountains, nestled in the woods off a winding road near the snowy riverbank. A great place to stay if winter sports are your family's jam, the cabin is across the street from Gale River and close to Franconia Notch State Park, Crawford Notch, Cannon Mountain and multiple other ski mountains. Local breweries abound for some apres that's pretty kid-friendly, and we suggest checking out local tubing hills and the Woodstock Ice Caves in the winter.

Sleeps: 8
Cost: $274/night
Online: airbnb.com

Please note, prices listed were valid at the time of publication but rates can fluctuate at different times of the year. If you buy something from the links in this article, we may earn affiliate commission or compensation.

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