Pet-friendly holiday rentals in North Adams

Place to stay in North Adams

A cozy bedroom features a spacious bed draped in a soft, dark blanket. The walls are adorned with a captivating array of framed artwork, showcasing various styles. A bedside table holds a lamp, and a curtain partially covers a window, allowing natural light to filter in.

4.93 out of 5 average rating, 265 reviews

Freemans Grove Benevolent Society Walk to MoCA

Welcome to the Freeman's Grove Benevolent Society! Artist's apartment/gallery with kitchen, bath, one bedroom, and a sleeping nook. It is an open floor plan, for heating purposes there are curtains (no doors) on the bedroom and sleeping nook. Sleeps 4 people comfortably. The walk from MASS MoCA to the house is flat except the last block which is STEEP! The apartment is a flight and a half off the street, so be prepared for some stairs. A truly unique apartment and cabinet of curiosities. #fgbs

4.93 out of 5 average rating, 146 reviews

An open-concept living space is highlighted by high ceilings and exposed wooden beams. A spacious kitchen area with a breakfast bar is visible. Dining tables and seating arrangements are strategically placed, contributing to a functional and welcoming environment.

Loft in North Adams

Location, location, location!

This 1600 sqft loft apartment is located at the corner of the two most happening streets of Downtown North Adams - Main Street & Eagle Street. Quintessential stores and restaurants are at your footstep, while MASS MoCA is within walking distance. The apartment has high ceilings, exposed beams, and was furnished in 2021 with an energetic vibe. Whether you intend to work-from-home or just relax, the turn-key operation and well-stocked loft apartment are designed to enhance your experience in town.

Guesthouse in North Adams

A red carriage house is set against a backdrop of mountains and blue skies. White Adirondack chairs circle a stone fire pit, while a picnic table and umbrella provide additional outdoor seating. Lush greenery surrounds the area, creating a serene environment.

5 out of 5 average rating, 302 reviews

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.

5 out of 5 average rating, 152 reviews

A cozy sleeping area is highlighted by a spacious bed dressed in neutral linens. An inviting cushion rests on the bed, while warm light emanates from two bedside lamps. A wooden bench sits at the foot of the bed, and decorative greenery adorns the walls.

Guesthouse in Cummington

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!

The inviting living area features intricate wood detailing and an ornamental ceiling. Two comfortable armchairs flank a round marble coffee table, positioned over a traditional area rug. A decorative fireplace and a flat-screen TV offer cozy amenities, while natural light fills the space through nearby windows.

4.89 out of 5 average rating, 178 reviews

Art House! W Hot Tub By Mass Moca

This newly renovated Victorian curated by the local Grant Larkin Design Team is a great space for large groups, with easy access to Berkshire Art Museum & outdoor fun! Nearby: Mass Moca 2 min Big Y 2 min MCLA 5 min Clarksburg State Park 7 min Hairpin Turn 8 min Williams College 10 min Susan B Anthony Museum 12 min Ashuwillticook Rail Trail 13 min Clark Art Institute 14 min Mt. Greylock Gould Trailhead 14 min Mohawk State Forest 23 min Jiminy Peak Resort 29 min Bright Ideas Brewing 2 min

4.89 out of 5 average rating, 207 reviews

A wooden structure with a deck extends into the greenery, framed by tall hop poles. The building features a large front porch, inviting outdoor seating, and an entrance accentuated by surrounding trees and a grassy area leading up to it.

Apartment in Petersburgh

The Beer Diviner Brewery Apartment

The apartment is entire upstairs of back of our farm brewery & taproom. Open space includes living/dining/work space & bedroom; bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed (extra twin mattress beneath). HD TV, wifi, private deck, kitchenette with mini fridge, microwave, toaster oven, hot tea kettle and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

Guest suite in Charlemont

A spacious living area is characterized by a combination of blue and neutral tones. A comfortable bed is positioned against one wall, while a cozy seating area contains a sofa and armchair. Natural light enters through an open door that leads to a kitchen beyond.

4.91 out of 5 average rating, 221 reviews

Unique People & Pet-Welcoming Haven

Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662

4.92 out of 5 average rating, 257 reviews

Home in Adams

1890 House

Back online after renovations. This beautiful Victorian farmhouse is situated on a 1/2 acre with great views of Mount Greylock, surrounding mountains and quaint town of Adams. The wraparound porch is perfect for relaxing. It is fully furnished and has a fully equipped kitchen. There is a wood stove in living room. Walking distance to Adams/supermarket. Short drive North Adams (MASSMoCA), Williamstown (Clark Museum) and Jiminy Peak (ski resort) which is 30 minutes drive.

4.96 out of 5 average rating, 205 reviews

A spacious, two-story dark wooden building is nestled among trees, showcasing a welcoming entrance with a large front porch. Lush green grass surrounds the structure, enhancing its serene setting. Bright blue skies and scattered clouds further complement the inviting atmosphere.

Apartment in Conway

A Country Retreat-Enhanced Studio Apartment

Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.

4.88 out of 5 average rating, 160 reviews

The exterior of a charming yellow cottage is visible, featuring dark green shutters and a welcoming porch with decorative elements. A well-kept garden with colorful flowers and greenery surrounds the cottage, while a gravel pathway leads to the entrance under a partly cloudy blue sky.

Cottage in Monroe

Pumpkin Pine Cottage: your next adventure awaits!

Explore the Deerfield River Valley and Hoosac Range from this tranquil base. Close to skiing, snow tubing, snowshoeing, hiking, birding, kayaking, white-water rafting, fly fishing, zip lines, and more. Like bikes? Amazing gravel, road, and MTB offerings await. Seek culture? Mass MOCA, Clark Art Institute, Northampton, Shelburne Falls, and the Berkshires are a short drive away. Covered bridges, farm stands, sugar shacks, and waterfalls are too plentiful to count!

4.86 out of 5 average rating, 129 reviews

A sprawling grassy yard is surrounded by trees, providing natural shade. A wooden deck and seating area are positioned in the background, inviting outdoor relaxation. The white house is visible beyond the tree line, contributing to the serene countryside setting.

Home in Readsboro

Vermont Winter Escape

Our home is nestled in the Green mtns, with quick access to the road. A babbling brook lulls you from the master bedroom, a clawfoot soaking tub, stocked home. Hiking, antiques, shops, lakes, ski, snowboard, covered bridges, local inns, mountain views! Scenic roads, ski nearby Mt. Snow, VAST snowmobile trails, Mt.Greylock, Mass MOCA museum, N.Adams, MA, Berkshires, Bennington, Wilmington. Great location! PEACEFUL PERFECT ROMANTIC Vermont getaway! ☺

4.92 out of 5 average rating, 219 reviews

A classic log cabin stands surrounded by greenery, featuring a spacious front porch with a wooden railing. Large windows dominate the front, allowing natural light to fill the interior. An American flag is displayed, adding to the rustic charm of the structure.

Cabin in Plainfield

Peaceful Cabin in the Woods

Escape the noise and come relax in the middle of the beautiful Berkshire Hills. This classic log cabin has been recently renovated so that you can unwind and connect to the picturesque landscape that envelopes this property. You can drive 30 minutes west to North Adams and visit Mass Moca or 30 minutes east to Northampton, Amherst & Hadley. (Please note, 1/2 of the bedrooms is an open loft).

Popular amenities for North Adams pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 114 reviews

An open kitchen and dining area feature a wooden dining table surrounded by black chairs. The space is illuminated by natural light from large windows, with a breakfast bar visible in the background. A neutral color palette adds warmth to the inviting layout.

Home in Pittsfield

Net Zero home with rustic Berkshire charm

4.93 out of 5 average rating, 117 reviews

Home in Jamaica

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

4.91 out of 5 average rating, 115 reviews

A charming house is set in a colorful landscape of autumn foliage. A large tree offers shade, while a pumpkin adds a seasonal touch in the foreground. The wrap-around porch is partially visible, blending seamlessly into the peaceful surroundings.

Home in Pownal

Quiet Vermont Home with Amazing View

4.96 out of 5 average rating, 119 reviews

A warm living space is highlighted by a stone fireplace, wooden walls, and large windows that frame the surrounding trees. The area features a cozy couch with a throw blanket, a rustic dining table, and multiple black dining chairs, creating an inviting atmosphere.

Home in Wardsboro

Hot Tub & Game Room - Ski Mt. Snow/Stratton

4.84 out of 5 average rating, 208 reviews

The exterior of the duplex features a newly designed front porch with a small seating area. Lush greenery and blooming hydrangeas surround the entrance, which is painted in soft tones. Bright natural light enhances the inviting atmosphere of the space.

Home in Williamstown

Walking distance to downtown

4.94 out of 5 average rating, 132 reviews

A spacious living room features a vaulted ceiling and an arched window that allows natural light to flood the space. Comfortable seating arrangements include two red sofas and a patterned area rug. Shelving units display decorative items, while a media system is positioned above the fireplace.

Home in Brattleboro

Modern Spacious Home with Mountain Views

4.86 out of 5 average rating, 222 reviews

A rustic red barn stands among lush greenery, featuring large glass doors inviting natural light inside. The path leading to the barn is lined with gravel, and a stack of wood is neatly arranged beside the structure.

Home in Cheshire

Ski at 19th c. Barn in The Berkshires

4.93 out of 5 average rating, 199 reviews

An open living space features high wooden ceilings with exposed beams and a stylish pool table positioned at the center. A cozy couch sits nearby, with a staircase leading to a loft area visible in the background. Natural light fills the room through large windows.

Home in Dalton

Brooksong, the perfect Berkshires getaway

Pet-friendly home rentals with a pool

4.95 out of 5 average rating, 100 reviews

A gravel driveway leads toward a charming wooden house surrounded by trees in autumn foliage. Greenery and colorful leaves create a welcoming entrance as the home is partially visible in the background.

Chalet in Wilmington

Rustic Sunny Vermont Home near Mount Snow

4.95 out of 5 average rating, 163 reviews

A modern tiny house is surrounded by the serene landscape of Columbia County. Bare trees and evergreen shrubs frame the structure, while the soft grass adds a natural touch. Large windows allow natural light to illuminate the interior, enhancing the connection to the outdoors.

Tiny home in Ghent

Country Getaway Tiny House in woods w/Pool/Sauna

4.93 out of 5 average rating, 544 reviews

A charming property is illuminated with colorful lights during the evening. The spacious deck is adorned with festive decorations, and a Christmas tree can be seen through large windows. The surrounding area is dark, emphasizing the warm glow of the lights.

Bungalow in Easthampton

The Creation Station

4.94 out of 5 average rating, 156 reviews

A charming dining area is highlighted by a rustic wooden table accompanied by black chairs. Natural light enters through multiple windows, illuminating the space. A brick fireplace serves as a focal point, decorated with potted plants and nautical-themed decor.

Cottage in Averill Park

Cozy cottage with pool, walking distance to lake

4.98 out of 5 average rating, 165 reviews

A red wooden cabin nestled among trees, showcasing a welcoming front porch. Air conditioning units are situated to the side. Natural light filters through the foliage, creating a serene and shaded outdoor atmosphere.

Barn in Newfane

Beautiful rustic woods and fields retreat.

Cottage in West Sand Lake

The living area features a green couch and a wooden coffee table, complemented by a comfortable rocking chair. A flat-screen TV is positioned on a media console. Natural light filters through large windows framed by sheer curtains, illuminating the vaulted knotty pine ceiling.

4.99 out of 5 average rating, 118 reviews

Cozy Cottage near lake

4.99 out of 5 average rating, 260 reviews

Exposed wooden beams frame the room, complemented by warm brick walls. A cozy fireplace sits centered against the wall, with decorative art above it. A comfortable chair and lamp are positioned nearby, while a television and small dresser provide functional elements in the living space.

Cottage in Newfane

Cozy Vermont Antique Sugar House with Fireplace

4.88 out of 5 average rating, 229 reviews

A cozy interior space features a sleeping area with a rust-colored bedspread and wooden walls. A plush chair and a futon occupy the room, complemented by a soft rug underfoot. Soft lighting hangs from the ceiling, creating a warm ambiance.

Tiny home in Brattleboro

“Sugar Maple” Rustic 4x4 Cabin Getaway, Fireplace

Private, pet-friendly home rentals

A charming Victorian home with a blue exterior is set against a clear sky. The porch, supported by decorative columns, is furnished with rocking chairs, while lush greenery surrounds the property, providing a welcoming atmosphere.

4.93 out of 5 average rating, 43 reviews

Charming Victorian walking distance to Mass MoCa

Apartment in Marlboro Township

A gently sloping lawn leads up to the light-colored building, framed by lush gardens and vibrant greenery. A pair of purple Adirondack chairs sits invitingly on the grass, offering a serene spot to enjoy the surrounding landscape.

4.93 out of 5 average rating, 286 reviews

Shakespeare’s Folly Side Farm and AirBnB.

A spacious living room features a large wooden coffee table at its center, surrounded by two comfortably upholstered chairs. A fireplace with an elegant mantel adds warmth, complemented by a decorative mirror above it. Natural light fills the room through a large window adorned with white trim.

4.96 out of 5 average rating, 71 reviews

Cascades Cottage | Stylish Tudor on Gorgeous St.

4.85 out of 5 average rating, 52 reviews

Apartment in North Adams

Berkshire Nook • Cozy Retreat

A sunroom features a vibrant patterned couch and a mid-century chair, surrounded by large windows that allow natural light to fill the space. A wooden coffee table is centered on a soft rug, inviting relaxation and enjoyment of the outdoor views.

5 out of 5 average rating, 30 reviews

3 Bed Mid-century Oasis next to State Park

4.98 out of 5 average rating, 56 reviews

A cozy cottage is positioned amidst a lush field of wildflowers, with vibrant greenery surrounding it. The blue exterior of the cottage complements the clear blue sky and mountains in the background, creating a serene and inviting environment.

Cottage in Pownal

Beautiful, 100 Acre Retreat, Williamstown 10 Mins

4.97 out of 5 average rating, 111 reviews

A charming exterior features two bright yellow doors framed by white pillars, set against a snow-covered landscape. A dog sits in the foreground, surrounded by freshly fallen snow, while gentle snowflakes descend from a cloudy sky.

Apartment in Salem

Yellow Door Inn

A bright bedroom features a spacious bed dressed with a red comforter and blue pillows. Two bedside lamps provide soft lighting. Natural light enters through two windows, illuminating the wooden floor and a decorative potted plant in the corner.