
Cabin holiday rentals in Cheshire County
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Top-rated cabin rentals in Cheshire County
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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.

Cozy Cabin in the Woods, Family Friendly & Lake!
1300sf A-frame cabin on a wooded 1.5 acre private lot. Quick access to the 400 acre Lake Ashuelot! Sunapee and Crotched mountains nearby for skiing/snowboarding & racks. The cabin has 3 levels of living, 3 queen beds, 2 living room areas, 2 smart T.V’s, DVD player & over 100 dvd’s, adult and child board games & books. All the kitchen gadgets you’ll need for an eat in night. Coffee bar for your pleasure! BBQ & outside patio with plenty of seating! Enjoy the abundance of nature & peaceful setting!

Lakefront Ski Log Cabin on 2 acres
Discover the perfect getaway at our Highland Lake lakefront cabin, set on 2 picturesque acres in peaceful rural New Hampshire. Just under 2 hours from Boston, this retreat boasts beautiful wood accents throughout, offering a cozy and rustic feel. Enjoy endless summer activities like swimming, boating, dirt biking, and fishing. In winter, the lake transforms for snowmobiling and ice fishing. Ideal for nature lovers and adventure seekers, our cabin promises relaxation and unforgettable memories.

Charming Waterfront Log Cabin
Escape the daily grind at this unique & tranquil getaway. At the end of a quiet road, this vintage log cabin sits on a 150-acre pond with access to kayaks to explore at your pleasure. Inside, the space features 2 bedrooms & a spacious loft. Listen to the sounds of nature by the fire pit, watch the sunset from the porch, paddle on the pond, or watch Netflix on our fiberoptic Wi-Fi. However you slice it, you'll leave The Pond Camp relaxed, rejuvenated, & ready to tackle whatever comes your way.

Red Cabin & Sauna on Lake Monomonac
Authentic Finnish Cottage with Sauna on Lake Monomonac. Includes canoes, kayaks, bikes, private boat launch, and a private dock for your boat, jet ski, or sailboat. Also has tennis courts, basketball court, baseball and soccer field. Great area for hiking, biking, snow skiing and snowmobiling. Close to Mt Monadnock, Mt. Wachusett Pats Peak, Granite Gorge Mountain Peak, and Crotched Mountain. 1 hour and 45 minutes from Boston airport, 50 minutes from Manchester airport and 4 hours from NYC.

Farmhouse Cabin on Spofford Lake
Make some memories at this unique and family-friendly cottage at the lake. This quaint spot on Spofford Lake will have you coming back every year. Plenty of space for everyone inside and out. Comfortably sleeps 4. There's so much to enjoy: from a cup of coffee sitting on the beach, to swimming, kayaking, paddle-boating, enjoying sunsets while making s-mores for the kids at the campfire, grilling burgers with family and friends, or simply binge watching your favorite shows on a rainy day.

Rustic seasonal cottage
Enjoy the simple things in life! This rustic cottage is ideal for those who want to unplug, go back to basics and enjoy some peaceful camp time. This cottage has been my family’s retreat for generations. Cottage does not have air conditioning or heat and is meant for summer use. There are wall and ceiling fans throughout the cottage. Lake access is only separated by a dirt road. No cable TV or Internet; cell phone service is good. Feel free to make use of the board games and DVD library.

Rocky Ledge: Pet-Friendly 3BR Log Cabin
Nestled within the woods of Stoddard, NH, Rocky Ledge is a year-round family retreat. Our cozy log cabin has 3 bedrooms, 2 bathrooms, and a lower-level family room perfect for relaxing. Enjoy outdoor dining on the large 3-sided deck, and cap off your days with s'mores sessions at the fire pit! Boating, hiking, swimming, and skiing are minutes away. Or, get cozy indoors and enjoy movies, puzzles, and games. Rocky Ledge is pet-friendly! We welcome up to two dogs with a flat $50 pet fee.

Lakefront 3BR Log Cabin w/ Dock & Fire Pit
Escape to our true log cabin on Lake Contoocook. Wake up to sparkling water views, step onto the private dock, and spend the day swimming, kayaking or fishing. Inside you’ll find soaring timber ceilings, a fully equipped kitchen, fast Wi-Fi and three comfy bedrooms that sleep eight. Lakefront deck for sunset drinks, fire pit & BBQ grill Board games & books for rainy days. Only 90 minutes from Boston yet a world away in the pines—perfect for families and friend getaways year-round.

Beautiful Log Cabin on Highland Lake
Take it easy at this unique and tranquil getaway. A gorgeous log cabin nestled right on Highland Lake in Washington, NH. An outdoor lovers paradise that welcomes you any season. Nearby Mount Sunapee, Mount Manodnock, Crotched Mountain, Pillsbury State Park and Pats Peak. fall foliage, fire pit, grilling, ATV trails ice fishing, nearby skiing, snowmobile trails boating, kayaking, swimming, fishing Get the full New England experience at this incredible lakeside location!

Rustic Artsy Cabin in the Woods
This vacation home was built by our family in 1977. Located on a meandering dirt road, it's an ideal retreat from city life and a perfect spot to relax, unwind, and create memories with friends and family. Get in touch with nature, finish that novel, create some lovely watercolors, hike the local trails, and swim/boat in a nearby pond! The surrounding area has all the charm, beauty, and attractions that Southern New Hampshire has to offer.

Cabin getaway in Southern Vermont
Let us share our little piece of Vermont with you! Located off a dirt road, tucked into a corner of our working homestead, you'll find a space to relax, unwind, and reconnect. This cabin has everything you need for a private and comfortable escape. Downstairs you’ll find a comfortable leather couch, small kitchen, & bathroom with vanity & shower. The bedroom (located upstairs) has a queen sized bed. All linens provided.
Popular amenities for cabin rentals in Cheshire County
Cabin rentals with a hot tub

Vermont Retreat Cabin, Romantic Winter Wonderland

Boulder House - Extraordinary Luxury in the Woods!

*Amazing Mountain Views* log cabin w/ pool+firepit

Cabin getaway in Southern Vermont
Pet-friendly cabin rentals

Lakefront Cabin, Quiet Location

Grey Cabin & Sauna on Lake Monomonac

Picturesque Log Cabin near Mt Monadnock

Best Summer Lakeside Cabin in NH - The Jaffrey Gem

Near Trails, Lakes & Slopes: Cabin in Walpole!

Cabin King Bed with Bunks

The Cabin at Woodside Homestead

The Cottage at Some Such Farm
Private cabin rentals

Lakefront 3BR Log Cabin w/ Dock & Fire Pit

Vermont Retreat Cabin, Romantic Winter Wonderland

Cozy Log Cabin Mountain Views

Beautiful Log Cabin on Highland Lake

Boulder House - Extraordinary Luxury in the Woods!

Charming Waterfront Log Cabin

Trailside Cottage in charming Harrisville, NH

Cozy Winter Wonderland Cabin w/Modern Amenities
Destinations to explore
- Rentals with a hot tub Cheshire County
- Family-friendly rentals Cheshire County
- Rentals with a firepit Cheshire County
- House rentals Cheshire County
- Rentals with a washing machine and dryer Cheshire County
- Rentals with a patio Cheshire County
- Flat rentals Cheshire County
- Rentals with a fireplace Cheshire County
- Rentals with a kayak Cheshire County
- Rentals with outdoor seating Cheshire County
- Rentals with pools Cheshire County
- Beachfront rentals Cheshire County
- Private suite rentals Cheshire County
- Farm stay rentals Cheshire County
- Pet-friendly rentals Cheshire County
- Guest house rentals Cheshire County
- Rentals with lake access Cheshire County
- Tiny house rentals Cheshire County
- Waterfront rentals Cheshire County
- Cabin rentals New Hampshire
- Cabin rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Pats Peak Ski Area
- Monadnock State Park
- Berkshire East Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Bear Brook State Park
- Ragged Mountain Resort
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Crotched Mountain Ski and Ride
- Fox Run Golf Club
- Mount Sunapee Resort
- University of Massachusetts Amherst
- Palace Theatre
- Smith College
- Mount Monadnock
- Massachusetts Museum of Contemporary Art
- Southern Vermont Arts Center
- Quechee Gorge
- Snhu Arena
- Bridge of Flowers



