
Vacation rentals in Dorchester
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Top-rated vacation rentals in Dorchester
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Cloud 9 Private Suite Retreat
This space is perfect for a short weekend getaway or a traveling nurse/other traveling professional for a long term stay. Only 27 miles from DHMC! We are within walking distance of hiking, ATV and snowmobile trails! This cozy and charming in-law apt is located inside our large home with its own private entrance, parking, kitchen, living room, bathroom and electric fireplace! You will also fall in love with our beautiful mountainous views this place will leave you feeling like you’re on cloud 9!!

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-Blue Jay
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!

Sleepy Hollow Cabins
Comfortable 1 bedroom cabin located in the foothills of the White Mountains. This cabin makes for a great starting point for your days adventures or place to relax afterwards. It is well stocked with everything you could need to enjoy your getaway and all that the area has to offer. Many great restaurants within minutes of this location or you can cook your own meals in the full kitchen. We are close to hiking, biking, kayaking and much more. Wifi and smart tv provided in the cabin.

Handcrafted A-Frame near Newfound Lake & Hiking
Escape to Millmoon A-Frame Cabin <2 hours Boston. It's YOUR basecamp near: • Pristine Newfound Lake • Wellington State Park • AMC Cardigan Lodge • Ragged Mountain, Tenney Mountain, Loon ski resorts • Plymouth State University • Mountain biking, hiking, snowmobile, birding, swimming, beach nearby After your adventures relax with a fire pit, grill deck, and soothing forest views immersed in the serenity of our working homestead. Have 3+ guests? See our lodge + sauna airbnb.com/h/darkfrostlodge

Fun Get-away with Grand Views in White Mtns, NH
A perfect place for a mountain get-away where you can unplug, relax and enjoy the fabulous mountain view and wildlife. Cottage has all you need for a comfortable stay....grill, queen size bed, wifi, A/C, fully equipped kitchen, fluffy towels, fire ring and it is located in the heart of the White Mountains, close to all outdoor activities, just minutes away from Rumney Rock. Stay here for your entire stay or return after visiting this great area. Just 20 minutes from restaurants and interstate.

Off Grid Tiny House
WATER IS STILL ON!! This sweet little house is great for those who want to get away from it all. It's like camping but with many more creature comforts. Hot and cold running water and a fantastic hot outdoor shower! The house does not come with sheets and towels but if you need that, please let me know and I’ll make that happen for a small fee ($15)! Great for kids! Plenty of mountain biking and hiking from your front door. Lots to explore. Nature right outside your door! 10% veteran discount.

WildeWoods Cabin | gas fireplace, yard + gardens
The WildeWoods Cabin is a sunny open-concept cabin with cathedral knotty pine ceilings & exposed beams; renovated with comfortable furnishings, modern amenities, vintage décor & a gas fireplace (on/off switch!). Enjoy peace & privacy on 1+ acres; the cabin is set back from the road and surrounded by yard, gardens, & tall trees. Nestled in the foothills of Cardigan & Ragged Mountains; there are endless outdoor activities nearby. Up to 2 dogs are welcome with pet fee. IG: @thewildewoodscabin

White Mountain Log Home Retreat
Lovely, private apartment in log home on 42 acres. Open concept, queen bed, leather sectional couch, eat in kitchenette (micro, electric frypan, two burners, good size fridge),full bath. Close to White Mountain National Forest trails and 8 miles from AT (Appalachian Trail), minutes from Rumney Rocks (world class climbing), on snowmobiling trails,canoeing/kayaking, skiing, and swimming. 8 miles from Green Woodlands with outstanding groomed cross country skiing and mountain bike trails.

White Mountain is a Special Place
Renovated modern farmhouse studio in the White Mountains. We are the 4th generation in our family’s home. Posts and beams with new kitchen, shiplap, hardwood floors, and large bathroom, and great view overlooking the fields. 36 acres of field, woods, and cut your Christmas Tree here. If lucky you will catch a glimpse of the horses in the field. Close to hiking, skiing, and lakes. Waterville Valley 9 miles, Loon Mtn. 15 miles. Owls Nest Golf Couse. Private entry /private studio.

Charming & Peaceful Upper Valley 1BR Retreat
A beautiful one-bedroom apartment in the heart of the Upper Valley. Walkout basement apartment with private entrance and lots of natural light. Full kitchen stocked with all the equipment you need to cook your meals. Sleep comfortably on the queen-sized bed. High-speed internet (100Mbps), Smart TV. Patio with seating area overlooking our pond. Perfect for couples or solo adventurers. Easy driving distance to Hanover, Norwich, Lebanon, Lake Fairlee, Lyme. 1.5 miles to highway 91.

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 vacation rentals
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Destinations to explore
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- Squam Lake
- Story Land
- Okemo Mountain Resort
- Weirs Beach
- Attitash Mountain Resort
- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Pats Peak Ski Area
- Diana's Baths
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Tenney Mountain Resort
- White Lake State Park
- King Pine Ski Area
- Waterville Valley Resort
- Bald Peak Colony Club
- Ragged Mountain Resort
- Conway Scenic Railroad
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Cranmore Mountain Resort
- Lucky Bugger Vineyard & Winery
- Northeast Slopes Ski Tow