Vacation rentals in Bennington

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Experience a Romantic Yurt!-Relax by the Water!

Waterfront oasis. Relax in cozy yurt fully equipped with wifi, cable tv, private bath & outdoor shower tucked in wooded setting overlooking small waterfall in nature's paradise on Powder Mill Pond and Contoocook River. Hike, Swim, Fish, Kayak, Canoe, Paddle boat. Private fire pit. Hot tub. Eclectic dining, 4 golf courses, shops, breweries, skiing all nearby. Just outside of Peterborough in Southern New Hampshire, only 1.5 hrs from Boston or 2.25 hrs. from Hartford in legendary Monadnock Region.

Elegant Lodging in the Woods ~Privacy & Comfort!

Looking for a relaxing escape? As Superhosts with 6 years of 5-star reviews, we warmly welcome you to our smoke-free, private guest suite. Perfect for couples or solo travelers seeking comfort & tranquility. Tucked away in the peaceful countryside near Pat's Peak & Crotched Mountain, our location offers convenient access to skiing, hiking, golfing, scenic lakes, and the charm of rural New England. Enjoy the comfort of serene surroundings & experience genuine hospitality. 75 minutes from Boston.

"The Porch" Your cozy home away from home!

Welcome to The Porch! Ready for a mini vacation, or just a place to hang out, or work from? You are most welcome here! . This cozy cabin is very flexible and user friendly! It is private to only your group! The downstairs with all it offers, is for one or two person stays. The upstairs becomes available if you enter 3 or more people. This building is in the backyard of our home, as in photos on our Airbnb site, Other info is listed there also! Info book is in room! Welcome! (no pets)

Large with private entrance & a mile from downtown

This sunny, private suite with a separate entrance and driveway is convenient to everything. If you are going to a concert at the Arena, working downtown, visiting Elliot Hospital, or needing a place to stay while in the Manchester area, it is the place for you. A microwave, refrigerator, coffee pot, sitting area, and dining table make meals easy. Your full bathroom comes with soft towels and a hairdryer. The bedspread is washed between guests to ensure your stay is comfortable and clean.

Cozy in-law Suite tucked away in the woods

Kick back and relax in this calm, stylish space. A quiet getaway tucked away in the woods, sits next to a brook so there is always the sounds of water and peepers at night. Property sits on close to 4 acres of woodland, beautiful stone walls and is a short 20 minute drive to ski, hike, or a lake, making it perfect no matter the season! NOTE: there is ONE step from kitchen area up to living and ONE into the shower. Private entrance to a cozy in the woods hide away. Perfect for remote work!

New England Village Luxury Studio

Kick back and relax in this stylish studio! Our house is in a quiet neighborhood of older homes surrounded by woodlands yet conveniently located downtown, a half mile from our village green (Milford Oval). A short stroll over the river will take you to cafes, restaurants, pubs with live music, post office, library, shops & useful stores such as CVS. Whatever brings you…business, skiing, hiking, antiques, a family celebration or a romantic weekend away…we are looking forward to hosting you!

Peaceful Mill with Waterfall - Home Away From Home

Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated workspace.

Private Hot Tub Suite

The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Fire Pit, Grill, Hammock, Gym equipment Xbox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong tables, mini pool tables Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, backyard on 2 private acres

The Outback of New Hampshire

Enjoy the peaceful countryside of New Hampshire. Your hosts, Ed and Rachel, are a retired couple who would love to have you enjoy a peaceful stay in a private section of their new retirement home. Even though the main home is occupied, you may never see the occupants during your stay. You have a private drive, a private parking space, a private entrance. The home owners use the front doors and very seldom go into the back yard so it's almost like you're there alone.

1850 Waterfall Mill-Loft Style Chic

IMMACULATE COUNTRY HOME W/ FAST WiFi in fresh air New Hampshire. Snuggled in on a quiet street, yet steps away from DOWNTOWN, two "Mini Whole Food" markets! State-of-the-art gourmet kitchen fleshed out with organic spices, wares for entertaining, and other luxuries such as a rReverse Osmosis drinking faucet. Stunning sunlit water views and soothing water sounds! Beautiful antique furnishings and marble finishes add to the unique beauty of this New England home.

Charming House on 7 Acres in Rural New Hampshire

This magical place has been our home away from home for twenty years and we are excited to share it with you. We hope you'll experience the same time-out-of-time feeling we get when sitting out on the deck in the early morning or looking up on a moonless night as the Milky Way snakes its way across the dark sky. The house sits on seven mostly wooded acres that abut a scenic beaver pond. The property is located on a quiet unpaved road in rural New Hampshire.