
Cabin holiday rentals in Western Massachusetts
Find and book unique cabins on Airbnb
Top-rated cabin rentals in Western Massachusetts
Guests agree: These cabins are highly rated for location, cleanliness and more.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Rustic Pond Cabin: Nature, Stars & Serenity
Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules. Surrounded by nature! Private Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!

Mountain side acres
10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Timberwall Ranger Station | Your Upstate Base Camp
The Timberwall Ranger Station is the perfect home base for your peaceful upstate escape. Located minutes from Woodstock, Saugerties, and Kingston, this breathtaking hand-built cabin is close to all the Catskills and Hudson River Valley have to offer. The cabin is a restful place year-round: for enjoying spring birdsong at breakfast; swaying away an afternoon in a breezy summer hammock; starry skies and luscious wines around an autumn campfire; a cozy winter morning amidst freshly fallen snow.

Just Be Cabin
Small, rustic cabin in the woods behind our home. The cabin has electricity, but no running water. Drinking and cooking water are provided from a hand pumped container. The cabin is a beautiful place to slow down, connect to nature and one's self. If you love to camp, you will love the cabin. It is the perfect locale for a personal retreat. We are happy to arrange a yoga class at our home studio as well. It is like a tree house, where all are welcome to come, simplify life and just be.

New Cabin in Jamaica
Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

Mountain Retreat close to Northampton & Amherst!
Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

Rustically Romantic Cabin Near Sweet Pond
COUPLES RETREAT, SOLO ESCAPES & WRITER'S DREAM in Southern Vermont - No Cleaning Fee Perfect for ENGAGEMENTS, HONEYMOONS & ANNIVERSARIES Authentic log cabin tucked into a private wooded cove outside of Brattleboro. A short tranquil walk to Sweet Pond State Park. Biking galore and Kayaking nearby. A variety of hikes to choose from. ROMANCE SPECIAL Stay 4-nights or more & receive hard cider, cheese & chocolate. Ask Me About ELOPEMENT & VOW RENEWAL CEREMONIES

Log Cabin: Amazing Views, River Frontage, Hot Tub
A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.

The Upstate Cabin: A secluded getaway in the woods
Cozy cabin tucked away in the woods, 2.5 hours north of NYC and 2.5 hours west of Boston - where the Catskills meet the Berkshires. There's hiking in the summer, skiing in the winter, and total peace & quiet year-round. This entire cabin has been hand-lovingly restored and we can't wait to share the space with you. Follow us on Insta at @theupstatecabin to follow our upstate adventures and cabin transformation.

Design Lover’s Blue Cabin
Blue Cabin is a cozy, design-forward retreat between the Capital Region and the Berkshires. Enjoy vaulted wood ceilings, a forest-green kitchen, and a spa-style bath. Outside, unwind in the covered lounge with U-shaped sectional, charcoal grill, and TV—or explore the backyard, where a creek runs through and a seasonal flower garden blooms. Peaceful, private, and perfectly located for both rest and adventure.
Popular amenities for Western Massachusetts cabin rentals
Cabin rentals with a hot tub

40-Foot Container Cabin in the Catskills

Modern cabin retreat

The Owl’s Nest in Landgrove

Boulder House - Extraordinary Luxury in the Woods!

Charming Lakefront Cabin with Hot Tub

The Red Cabin-Secluded Getaway with backyard Brook

Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere

Modern Cabin with Outdoor Spa on Vermont Farm
Pet-friendly cabin rentals

Cozy Cabin w/ 10 Min Walk to Downtown Catskill

Cottage

400+ Airbnb Visits: Incredible Mountain Cabin

Cool Cozy Cabin by the Lake

Log Cabin, King Beds & AC Near Hike/Swim/Golf/Bike

Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!

Hidden Cozy Waterfront Eco Cabin Nature Sanctuary

Winter retreat with scenic views in the Berkshires
Private cabin rentals

Deer Valley Retreat, Lovely Log Cabin

La Cabañita - The Little Cabin

Romantic Wooded Vermont Cabin

Berkshires winter in an A-Frame! Dog-Friendly!

Peaceful Lakeside Cabin

Cozy Cabin, Fireplace, Ski Nearby

Stone Fence Cabin

Winter Cabin Hideaway - Views + Fire Pit + Hot Tub
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Loft rentals Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Farmstay rentals Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a home theatre Western Massachusetts
- Condo rentals Western Massachusetts
- Cottage rentals Western Massachusetts
- Rentals with beach access Western Massachusetts
- Luxury rentals Western Massachusetts
- Rentals with a washing machine and dryer Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Rentals with a fire pit Western Massachusetts
- Boutique hotels Western Massachusetts
- House rentals Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Apartment rentals Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Chalet rentals Western Massachusetts
- Tiny house rentals Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Guesthouse rentals Western Massachusetts
- Holiday home rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Waterfront rentals Western Massachusetts
- Rentals with an accessible height toilet Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Rentals with a patio Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Townhouse rentals Western Massachusetts
- Fitness-friendly rentals Western Massachusetts
- Hotel rooms Western Massachusetts
- Private suite rentals Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Rentals with pools Western Massachusetts
- Cabin rentals Massachusetts
- Cabin rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Berkshire Botanical Garden
- Ski Sundown
- Naumkeag
- Hancock Shaker Village
- University of Massachusetts Amherst
- Hudson Chatham Winery
- Smith College
- June Farms
- New York State Museum
- The Egg
- Connecticut Science Center
- Crooked Lake




