
Holiday houses in Dorchester
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Top-rated holiday rentals in Dorchester
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Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub
Welcome to 'The Alexander' @ Casa de Moraga! This tiny A-frame is nestled on the bank of Baker River w/ breathtaking views of the river & White Mountains. Full kitchen, bathroom w/ shower & living/dining area. Wake up in the loft bedroom & see the mountains & river from bed. Read on the couch & enjoy the gel fuel fireplace, take a swim or fish in the river - relax in your private hot tub on the deck overlooking the river! 10 min to Tenney MTN. 35 min to Ice Castles, Franconia, Loon & Waterville!

Trailside Stays - Tiny House in the Woods-Escape to Nature. Snow Owl
This charming and elegant little cabin will transport you into nature. The feeling of camping outdoors with indoor amenities. Part of the brand-new campsite, Trailside Stays that is conveniently located alongside the ski and mountain bike trails at Green Woodlands. This tiny house features 1 high quality queen-size bed, linens, kitchenette, large picture windows, bathroom with shower, heating and A/C, outdoor seating and grill top fire pit. Don't see your dates available? Check the other cabins!

Private, 1 bedroom boutique tiny home
This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!

Cozy Bow House Perched in Trees w/ Hot Tub & View
The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way
Set in a lovely 3 acre garden setting, our Airbnb is 1/4 mile from the lake and 23 minutes from Dartmouth College or the Ski-way. This private, comfortable apartment is built onto our house with its own entrance, hardwood floors, radiant heat, large windows, full kitchen and bath, & gorgeous garden views. The wrap around loft has 3 generous semi-private sleeping areas with 2 queens + 1 twin. A queen futon is downstairs. Rental includes pass to Treasure Island Recreation area & beach: 1.5 mi..

The Willow House: a Modern Vermont Retreat
Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

Charming 2 bedroom cabin with amazing views!
Unwind and breathe the fresh mountain air. Sit at the kitchen table, sip your morning cup of coffee, and watch the fog clear to reveal breathtaking mountain views. During your stay, appreciate direct access to snowmobile and hiking trails as well as quiet country roads to bike ride. Nearby, enjoy the solitude of cross-country skiing on groomed trails. Challenge yourself rock climbing at Rumney Rocks or explore the Pemi River in kayaks and tubes. 20 mins. to specialty shops in Plymouth.

Mountain Lodge with Private Sauna
Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Stylish Cabin in Dorchester
Enjoy peace and quiet in the woods of Dorchester, at the foothills of the White Mountains! Elevated treehouse-style Cabin approximately 600 feet from the owner's main house. Tucked in the woods you will enjoy nature surrounded by moose, bear, deer, ermine, and more, while being only 15 minutes away from Plymouth. Close to Rumney Rocks climbing and countless hiking trails. Direct access to the amazing Green Woodlands for mountain biking in the summer and cross-country skiing in the winter.

Classic A-Frame with river, mountains, and hot tub
The “Baker Rocks” A-Frame is a new, well-appointed, and sits amidst a tranquil setting of river and mountain views. Nestled in New Hampshire’s Lakes and White Mountains Regions, the property is centrally located to dozens of attractions and activities. The house is fully equipped for a cozy weekend stay or a long retreat. The onsite amenities include direct river access, gym, small farm, playground, lounge area, and nearly 80 acres to explore. Firewood for sale on site for $5/bundle.

Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Fully Updated, Quiet & Cozy 1-Bedroom Cabin
Escape To Tuckaway Cottage - This perfect-for-two entire cottage is freshly remodeled, clean, comfortable and centrally located for your New Hampshire and Vermont adventures! All new furnishings and fixtures, a fabulous outdoor fire pit, and a wonderful enclosed porch with patio are just a few highlights. A short drive in any direction offers 4-season outdoor recreation with nearby mountains, lakes and rivers, plus dining, culture, and entertainment options abound.
Popular amenities for Dorchester holiday rentals
Other great holiday rentals in Dorchester

Site 2 - Meadow Camping @ Streeter Mountain Farm

"HillTop Hideaway"

Private cozy 2-bedroom, short drive to town

Peaceful Home with Gorgeous Views

The Looking Glass, a modernistic escape

Rusnak Cabin

White Mountain retreat | waterfront, amazing views

Historic 1840 Restored Cape Farmhouse
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- White Mountain National Forest
- Okemo Mountain Resort
- Squam Lake
- Story Land
- Killington Resort
- Weirs Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Mount Washington Cog Railway
- Pico Mountain Ski Resort
- Cranmore Mountain Resort
- Tenney Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Diana's Baths
- Waterville Valley Resort
- Fox Run Golf Club
- Conway Scenic Railroad
- Wildcat Mountain
- Ice Castles




