
Holiday rentals in Dorchester
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Top-rated holiday rentals in Dorchester
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Trailside Stays - Tiny House in the Woods-Escape to Nature. Robin
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!
4.96 out of 5 average rating, 126 reviews
Riverfront Cabin Mountain View, Fireplace, Hot tub
Twinkle Pines Cabin @ Casa de Moraga, where laid back luxury meets the great outdoors. Decorated & designed for cozy hangouts, this true log home is perfect for a couple or up to 6 guests & 1 dog! Direct access to Baker River & mountain views. Fish, swim, tie up & float all from our backyard. Private hot tub, screened porch, wood burning stove & game room! Polar caves, Rumney Rocks, Mt Cube & Moosilauke in 10mins. 35 mins 2 Ice Castles, Loon, Waterville, 18 mins 2 Plymouth, 10 mins 2 Tenney MTN
4.97 out of 5 average rating, 217 reviews
Cozy A Frame Cabin
Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!
4.94 out of 5 average rating, 152 reviews
Tranquility at the Yellow Door.
Tranquil, sunny, cozy and quiet. A unique apartment in historic Rumney, NH. Your stay will be in a second story, renovated 1880 New England apartment, situated on a quiet dirt road across from the bubbling Stinson Brook. There is nearby hiking, rock climbing, biking and walking - winter skiing and snow mobile access nearby. The Village Country store is a short walk away where you can find great food and locally made crafts. The Quincy Bog is a wonderful local 1.2 mile hiking area that’s awesome!
5.0 out of 5 average rating, 100 reviews
Quiet lakeside retreat with private dock.
Welcome to our charming lakefront home nestled in the tranquil beauty of nature! Situated at the water's edge, our rental boasts a private dock, providing convenient access to the pristine lake for fishing, swimming, or simply enjoying the outdoors. Inside, you'll find two bedrooms comfortably furnished with a total of three beds, ensuring a restful night's sleep for up to six guests. With close proximity to Cardigan Mountain school Dartmouth & DHMC campuses, your home away from home awaits!
4.95 out of 5 average rating, 131 reviews
Cape Cod Home in Woodstock, Pet-Friendly & Wooded
Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to
4.99 out of 5 average rating, 170 reviews
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.
4.96 out of 5 average rating, 596 reviews
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.
4.87 out of 5 average rating, 189 reviews
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.
4.98 out of 5 average rating, 332 reviews
Cozy Luxury 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.
5.0 out of 5 average rating, 128 reviews
Newfound Lake Log Home | Hot Tub & Lake Views
Escape to Eagle Ridge, a Top 1% Airbnb log home overlooking beautiful Newfound Lake and featured in Log Home Living Magazine. Relax in the private hot tub, enjoy spectacular lake and mountain views, visit the Hebron town beach less than 1/4 mile away, or unwind by the fireplace. Set on 3.5 private acres, Eagle Ridge accommodates up to 6 guests with three bedrooms and two full baths. Enjoy central A/C, a screened porch, large patio, gas grill, high speed WiFi and whole house generator.
4.99 out of 5 average rating, 184 reviews
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.
4.94 out of 5 average rating, 270 reviewsPopular amenities for Dorchester holiday rentals
Other great holiday rentals in Dorchester

Black Bear Den
4.96 out of 5 average rating, 314 reviews
Fayrie Ridge Cottage
4.91 out of 5 average rating, 43 reviews
Immaculate Lake House Perfect for Entire Family
4.99 out of 5 average rating, 74 reviews
Meadowside Farm
5.0 out of 5 average rating, 41 reviews
Private Lakefront Family Getaway, Dogs OK
4.95 out of 5 average rating, 64 reviews
Mountain cabin charm with wood stove!
4.96 out of 5 average rating, 45 reviews
The SchoolHouse
5.0 out of 5 average rating, 42 reviews
Camp Kay - Brookside Glamping in the White Mnts
4.99 out of 5 average rating, 70 reviewsDestinations to explore
- White Mountain National Forest
- Okemo Mountain Resort
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Pico Mountain Ski Resort
- Dartmouth College
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Conway Scenic Railroad
- Ragged Mountain Resort
- Attitash Mountain Resort
- Diana's Baths
- Echo Lake State Park
- Crawford Notch State Park
- Waterville Valley Resort
- Flume Gorge
- Cannon Mountain Ski Resort





