
Holiday rentals in Brookline
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Top-rated holiday rentals in Brookline
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Glamping Cabin with Hot Tub on Flower Farm
<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, our handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.
4.98 out of 5 average rating, 282 reviews
Goldfinch Hollow: Tucked Within 5 Private Acres
Experience the magic of winter in the woods of southern Vermont! Breathe the crisp, snowy air, enjoy the hush of fresh snowfall, and the promise of cozy days. Relax at this modern timber frame cabin, nestled on 5 private acres. Surround yourself by the forest, awake to chirping birds, stargaze at night, and rejuvenate yourself in nature. The house, modeled after a traditional Vermont sugar house, has cathedral ceilings, hardwood floors and cabinets, granite countertops, and a tiled shower.
5.0 out of 5 average rating, 91 reviews
Clark Farm-2 Master-Suites, Great kitchen, views!
The historic Clark Farm boasts beautiful mountain views as well as of our apple orchard and early 19th Century barn. The farmhouse sleeps 8 comfortably with 2 king-size master suites that are tucked away each on their own floor. The queen room and the kids room (twins) share 1.5 baths in the "new" side of the house. The spacious light-filled farmhouse has an open floor plan with a gas fireplace in both the living room and tv/game room. Outdoors enjoy the 8 adirondack chairs and a fire pit .
4.95 out of 5 average rating, 116 reviews
Beautiful timber-frame treehouse
The timber frame treehouse is a perfect couples retreat. The home is custom built with hardwood maple trees cut down and milled right on the property. The deck has a barrel sauna, cold or hot cedar soaking tub, a propane fire pit, a wood burning chiminea fire pit, and a bar top for outdoor dinning. The inside has a stone fireplace, fully equipped kitchen, tile shower, projector with dvds, books, board games, chandelier, and dimmable lighting for any mood. This home is truly one of a kind.
5.0 out of 5 average rating, 124 reviews
Apple Blossom Cottage: A Tiny House
The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles
4.94 out of 5 average rating, 1384 reviews
Cozy Vermont Antique Sugar House with Fireplace
Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.
4.99 out of 5 average rating, 300 reviews
Cheerful cabin retreat in the woods and mountains
Relax and enjoy nature in an efficient cabin style tiny home on your own wooded lot, well behaved dogs welcome!This is a remote and relaxing cabin home in Townshend Acres. Stratton within 30 min. Mt. Snow 40 min away, Bromley and Magic within 45min-1hr. Also, pinnacle trailhead a short drive. 50 min drive to outlets in Manchester, VT. Townshend Lake recreation, Townshend State park all within 15 min drive. Winter enthusiasts snowmobile to the VAST trails from the house.
4.98 out of 5 average rating, 83 reviews
Log Cabin: Amazing Views, River Frontage, Hot Tub
A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.
4.99 out of 5 average rating, 320 reviews
Cozy Cabin in Southern VT
Take it easy at this tranquil getaway. Fall asleep to chirping bugs and wake up to birdcalls. This is a quiet, lovely cabin in Newfane VT. Read a book, walk the meditation circle, swing in the hammock, and explore all that Southern VT has to offer. Close to swimming holes, hikes, country stores, flea and farmers' markets, and ski mountains (Mt Snow and Stratton) Pets and children are welcome, but there is only one queen bed.
4.95 out of 5 average rating, 237 reviews
Modern Cabin with Outdoor Spa on Vermont Farm
Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.
4.96 out of 5 average rating, 208 reviews
Cozy Train Depot in Putney Vermont
Charming and cozy 1 bedroom house in Putney, Vermont. A former train depot, this home is just a few minutes walk to the Connecticut River with boat launch for enjoying fishing, swimming, canoeing and kayaking. Or curl up in the window seat and enjoy the fire!
4.95 out of 5 average rating, 378 reviews
Ridgeview: Cozy Cottage with a View
At "Ridgeview" you can go to sleep to the flicker of a wood stove, wake up to sunshine streaming through tall windows onto honey-colored pine flooring, and watch from your deck as sunlight fills the river valley and plays across the ridge opposite.
4.91 out of 5 average rating, 285 reviewsPopular amenities for Brookline holiday rentals
Other great holiday rentals in Brookline

Pondside Retreat in Southern Vermont
5.0 out of 5 average rating, 51 reviews
Riverside Farmhouse
4.99 out of 5 average rating, 86 reviews
Cozy Cottage Loft and Retreat
4.98 out of 5 average rating, 61 reviews
Barnside Cottage at Fruition Farm
4.95 out of 5 average rating, 44 reviews
The Treehouse at Frog Pond Farm
5.0 out of 5 average rating, 14 reviews
Charming 4-bedroom house
4.82 out of 5 average rating, 22 reviews
Vermont Cozy Cabin w/ fireplace near Stratton Ski
5.0 out of 5 average rating, 52 reviews
Year Round Mountain Retreat
4.77 out of 5 average rating, 60 reviewsDestinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Salem Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Okemo Mountain Resort
- Stratton Mountain
- Jiminy Peak Mountain Resort
- Pats Peak Ski Area
- Berkshire East Mountain Resort
- Monadnock State Park
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Dartmouth College
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Mount Monadnock
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Mount Greylock
- Montshire Museum of Science
- Camp Plymouth State Park
- Quechee Gorge
- The Montague Bookmill





