
Pet-friendly vacation rentals in Western Massachusetts
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Western Massachusetts
Guests agree: these pet-friendly homes 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!

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.

Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Mount Snow Yurt is a one-of-a-kind luxury getaway nestled in the tranquil serenity of Vermont’s mountains, just 7 minutes from the Mount Snow Ski Resort, an Epic Pass destination. This magnificent pet-friendly yurt is surrounded by the captivating scenery of Mount Snow and is located near a beautiful creek, providing an even more peaceful and serene atmosphere. Furnished with modern amenities, including a luxurious private sauna, this yurt offers everything you need for a relaxing stay in nature

Berkshires Cottage by Lake. Year Round Adventures.
THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX. (90 second walk through wooded path to lake) Pets Considered. $29. pet fee = approved Pet Agreement.

Netherwood - North Adams Guest House with Views
Stay at Netherwood in a classic New England carriage house converted into a guest house with modern amenities, including king beds and en suite bathrooms. Private with amazing views, yet readily accessible to local attractions. Price includes 1 king bedroom suite and exclusive use of the lounge and kitchenette. You can use 2 more suites for another $100 each per stay (for stays up to 2 weeks). Indicate the number of suites you will need (1, 2, or 3); you'll be charged for add'l suites later.

Luxury A-Frame Cabin in the Woods with Sauna
🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Tiny House Farm Retreat: Mountain Views, Fire pit
The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

Rustic Cabin in foothills of Green Mountains
Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. Kitchen is equipped with cooking essentials, water, coffee, tea, milk, fresh eggs + homemade soap. It has an indoor compost toilet, outhouse + outdoor shower (May-Oct) Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

The Writer's Retreat: A Sweetwater Stay
Located on the shore of Tully Pond, The Writers Retreat is a newly designed 325sqft lake side cottage with breathtaking views of Tully Mountain. This 4-season cottage is built with salvaged barn wood; up-cycled maple floors and custom built furniture and lighting. It's the little sister to The Fishing Cottage. You'll find this intimate home has everything you need to relax, write the next Great American Novel, connect with a lover, or just plain chill.
Popular amenities for Western Massachusetts pet-friendly home rentals
Pet-friendly house rentals

Slate Cabin - Stylish Country Escape x Rhinebeck

Secluded Farmhouse Retreat - stunning views

The Post Haus: one-of-a-kind modern VT experience

The Stone House

The Farmhouse - Hot tub eclectic farmhouse 3 br

Hot tub with stunning views, 5 min to Woodstock

19th c. Barn in The Berkshires

Brooksong, the perfect Berkshires getaway
Pet-friendly home rentals with a pool

The 1770 House

4Br Mountain Brook House on 130 acres w/ trails

The Copake Cabin - A rustic-modern retreat.

Modern Barn on 12 acres w Sauna, FirePit+swimming

BoHo Scandi Farm Retreat, Fireplace, Dogs Welcome

Cozy Cottage with pool and walk to lake

NE Historical Mansion-pets and pet lovers welcome

Cozy Vermont Antique Sugar House with Fireplace
Private, pet-friendly home rentals

The King's Cottage

Sugar Shack | Romantic Tiny Home + Hot Tub

Luxurious Chalet w/ Incredible Views on 20+ Acres

A Bedroom in the woods with lovely views!

Modern barn in the heart of the Berkshires

Design-Forward Riverfront Cabin on 120 Acres

Swiss Chalet Style Timberframe Home in Berkshires

Modern Riverfront, Swim & Fish, 20 min to Hudson
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Fitness-friendly rentals Western Massachusetts
- Cottage rentals Western Massachusetts
- Boutique hotels Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Apartment rentals Western Massachusetts
- Cabin rentals Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Tiny house rentals Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Townhouse rentals Western Massachusetts
- Chalet rentals Western Massachusetts
- Hotel rooms Western Massachusetts
- Luxury rentals Western Massachusetts
- Farmstay rentals Western Massachusetts
- Condo rentals Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Rentals with pools Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Rentals with beach access Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Waterfront rentals Western Massachusetts
- Rentals with a fire pit Western Massachusetts
- Loft rentals Western Massachusetts
- Guesthouse rentals Western Massachusetts
- Rentals with an accessible height toilet Western Massachusetts
- Rentals with a washer and dryer Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Rentals with a patio Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Private suite rentals Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a home theater Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- House rentals Western Massachusetts
- Vacation home rentals Western Massachusetts
- Pet-friendly rentals Massachusetts
- Pet-friendly rentals United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Taconic State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- June Farms
- Ski Sundown
- University of Connecticut
- Naumkeag
- Norman Rockwell Museum
- Hudson Chatham Winery
- Berkshire Botanical Garden
- New York State Museum
- Hancock Shaker Village
- Rensselaer Polytechnic Institute
- Smith College
- The Egg
- University of Massachusetts Amherst
- Things to do Western Massachusetts
- Things to do Massachusetts
- Art and culture Massachusetts
- Food and drink Massachusetts
- Tours Massachusetts
- Sports activities Massachusetts
- Sightseeing Massachusetts
- Nature and outdoors Massachusetts
- Things to do United States
- Sightseeing United States
- Nature and outdoors United States
- Food and drink United States
- Tours United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Entertainment United States





