House holiday rentals in North Adams

4.95 out of 5 average rating, 151 reviews

A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.

Home in Guilford

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

ValueFamilyHiking

4.98 out of 5 average rating, 169 reviews

A charming yellow house features a welcoming front porch, adorned with potted flowers and comfortable seating. Generous windows allow natural light to brighten the space. The well-maintained landscaping includes trimmed hedges and a stone pathway leading to the inviting entrance.

Home in Williamstown

Quality, Comfort, Charm in Williamstown Center

Stay at this completely renovated house in the center of Williamstown! Conveniently located in a quiet neighborhood within easy walking distance to the town center, Williams College and The Clark Art Institute. The house was fully renovated in 2021. All new everything including appliances, a luxurious tile shower, fresh sheets and towels and lovely furnishings, all to make your stay comfortable and cozy. The living room has a beautiful gas fireplace and smart tv and in the summer, central air.

FamilyValueHiking

A light-colored one-story house is set against a backdrop of trees. A wooden deck extends across the front, providing access to the entryway. The yard features well-maintained green grass and shrubs, contributing to a welcoming exterior.

4.97 out of 5 average rating, 191 reviews

Bernie's & Betty's

Comfortably sleeping 6 with a large yard and screened-in porch, this charming 3-bedroom house is perfect for families looking for fun and adventure in the beautiful Berkshires. Minutes from Mass MoCA, Williamstown, and the Appalachian Trail, it is also an easy trip to Lenox (including Tanglewood) and other South Berkshire attractions. If you like the outdoors, you will love the easy access to ski slopes, hiking and biking trails. There is aTesla universal level 2 charger on the premises.

ValueLocationAmenities

A bright dining area features a large table surrounded by four chairs. Natural light filters through multiple windows, highlighting the warm wood floor. Potted plants are positioned near the windows, and wall art adds a touch of color to the neutral space.

4.93 out of 5 average rating, 209 reviews

A paradise in the woods, minutes from MASS MoCA

Stay and wake up to the magic Berkshire sunlight ! Nestled on a quiet hill on the back of MassMoca, this house is only 3 minute drive from downtown. It was renovated in 2021 with brand new wood floors in the living room and master bedroom, and an updated bathroom with hot tub. This is a second home to the owners, who sometimes come to the area for work, the arts, and the outdoors. They treat every corner of the house with love and care, and want to share this serene experience with you.

ValueFamilyPets

4.99 out of 5 average rating, 312 reviews

Home in Lee

Berkshire Mountain retreat with Urban eco-luxuries

600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relaxing our wood-fired hot tub- we hope you enjoy your stay and will visit us again.

LocationFamilyBarbecue

4.86 out of 5 average rating, 118 reviews

A charming exterior view of the home shows a modest structure with a gray shingle facade and green windows. A wooden deck extends toward a seating area, while a pathway of stepping stones leads through the yard. Lush greenery is visible in the background.

Home in Clarksburg

New & Cozy~Near MoCa~Deck~River

Retreat to the lovely 2BR 1Bath oasis nestled in the charming city of North Adams, MA. Escape the big-city crowds by taking in the beautiful natural surroundings from the deck while being less than 5 mins from the famous MoCa museum, exciting attractions, and scenic landmarks. A haven of relaxation awaits you. ✔ 2 Comfortable Bedrooms (Sleeps 4) ✔ Cozy Living Area ✔ Fully Equipped Kitchen ✔ Private Deck with Seating ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

FamilyLocationCheck-in

The exterior of a restored Victorian home is showcased, featuring a vibrant color palette and decorative architectural details. Lush greenery surrounds the house, with ornamental plants framing the entrance and providing a welcoming atmosphere. A front porch is visible, inviting relaxation.

4.94 out of 5 average rating, 285 reviews

Mountain View Victorian Retreat by Evergreen Home

Evergreen Home Vacation Rentals invites you to this beautifully restored Victorian, just a 5-minute walk to downtown. Located near MCLA and Mass MoCA, and 10 minutes from Williamstown, this spacious home offers stunning mountain views from the deck. Perfect for every season: enjoy Jiminy Peak skiing (30 mins), Vermont trails, or summer kayaking and fall foliage. Whether you’re here for art, culture, or a quiet retreat, this lovely home is your ideal Berkshire base.

ValueFamilyCondition

A view of the urban cabin surrounded by greenery, showing the rolling hills of the Hoosac Range in the background. The cabin is complemented by lush foliage and trees, creating a serene atmosphere, while the townscape can be seen in the distance.

4.88 out of 5 average rating, 112 reviews

Colorful Urban Cabin Steps from Mass MoCA

Enjoy the best of the Berkshires from this charming urban cabin: easy access on foot to North Adams' restaurants, bars, and Mass MoCA, plus panoramic views of the Hoosac Range from the front porch and backyard. Easy drives to hiking, swimming, skiing and the rich cultural amenities of the region. Please note: the ceiling is a little low in a few places. Anyone 6'3 or taller will want to watch their head in a few places, including getting in and out of the shower.

LocationFamilyCheck-in

4.91 out of 5 average rating, 148 reviews

A charming Victorian home is showcased at dusk, with bright windows illuminating the exterior. The wraparound porch features decorative railings and flower planters, complementing the elegant architectural details. The two-story structure is framed by a darkening sky, enhancing its inviting presence in the neighborhood.

Home in Adams

Beautiful Victorian. The heart of the Berkshires.

The whole group will enjoy easy access to everything from this centrally located place. The house has been completely renovated. The side patio has plenty of room for a large group with a brand new Weber grill and propane fire pit. Enjoy morning coffee on the front porch. Just steps from the Ashuwillicook Rail Trail. Greylock Glen is less than a half mile away with hiking trails. Mass MoCA is 5 miles away. This Victorian beauty is cozy, warm, and inviting.

LocationFamilyHospitality

The kitchen features modern appliances, including a stainless steel refrigerator and a sleek oven range. An orange barn-style door adds a pop of color, contrasting with the navy cabinetry. Cooking utensils are organized in a vibrant holder, and a soft area rug is placed on the floor.

4.99 out of 5 average rating, 213 reviews

North Adams Getaway-walk to MASS MoCA

BRAND NEW! Ready for guests to enjoy all the Berkshires has to offer! Whether you are visiting for work or pleasure, with family or friends this is a perfect place for you. Located in downtown North Adams you are surrounded by breath taking mountains and foliage, nestled between award winning museums, access to great food, and a short drive to ski resorts, breweries, Tanglewood, the highest peak in MA, and more. A true outdoorsman paradise. BOOK NOW!

LocationValueSkiing

4.98 out of 5 average rating, 550 reviews

Steps to MoCA private house + SAUNA!

Welcome to the Gardener’s Cottage at Chase Hill—the historic estate of the owners of the factory that became MASS MoCA. More than just houses, Chase Hill is an experience: gardens, fire pits, sauna, massages, occasional music rehearsals. Just a 5-minute walk to MASS MoCA, 10 mins by car to Williams & Clark. ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates available beyond what the calendar shows—contact us!

ValueFamilySkiing

A white farmhouse-style structure is set on a lush green hill, surrounded by a clear blue sky. The building features a gabled roof, multiple windows, and a small cupola. A neat lawn frames the house, emphasizing its inviting exterior.

4.99 out of 5 average rating, 352 reviews

Cozy Modern Sugar House with spectacular views.

This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

LocationFamilyView

Popular amenities for North Adams house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

Home in Colrain

4.89 out of 5 average rating, 142 reviews

The 1770 House

LocationFamilyQuiet

4.89 out of 5 average rating, 375 reviews

A tranquil swimming pond is framed by lush greenery and surrounded by wooden decking. Two lounge chairs are positioned on the deck, providing a relaxing spot to enjoy the natural scenery. A shaded area with wooden slats offers a cool retreat beside the water.

Home in Ghent

Modern Barn on 12 acres w Sauna, FirePit+swimming

ValueFamilyLong stay

4.92 out of 5 average rating, 111 reviews

Home in Hudson

Hudson River Sunset Getaway

FamilyLocationQuiet

4.98 out of 5 average rating, 103 reviews

A spacious hot tub is positioned under a wooden pavilion, surrounded by string lights. Water cascades gently inside, with soft lighting reflecting on the surface. In the background, a tranquil view of the lake and nearby seating areas can be seen, inviting relaxation.

Home in Athens

Hudson Valley Lake · Hot Tub · Dock · Games · View

FamilyLocationGetting around

4.97 out of 5 average rating, 290 reviews

The backyard features a large heated pool with clear blue water surrounded by a concrete patio. Colorful lounge chairs are positioned around the pool, with a shaded area provided by umbrellas. Lush greenery and potted flowers add color to the tranquil setting.

Home in Corinth

Pool/Hot tub, king bed, between Lk George/Saratoga

ValueLocationLaundry

4.98 out of 5 average rating, 105 reviews

A spacious white cottage is set against a vibrant green lawn, framed by blooming white flowers. Expansive trees surround the property, overlooking rolling hills that stretch towards a tranquil river in the distance under a clear blue sky.

Home in Coxsackie

Hudson River estate guest cottage

LocationFamilyComfort

Superhost

A classic farmhouse is set against a backdrop of lush greenery, featuring a well-maintained exterior and welcoming front porch. Surrounding the home is an expansive lawn, with trees providing natural shade and enhancing the serene outdoor environment.

Home in Saratoga Springs

4.84 out of 5 average rating, 202 reviews

Town & Country Getaway: Pool Gardens Views 6 Acres

ValueFamilyTV

4.9 out of 5 average rating, 236 reviews

A pathway lined with lush greenery leads to a bungalow with a screened-in porch, featuring outdoor seating. The soft sunlight filters through the foliage, creating a serene entrance to the welcoming space.

Home in Williamstown

Hollywood Bungalow in the Berkshires #C0191633410

LocationValueHiking

Weekly house rentals

5 out of 5 average rating, 121 reviews

The exterior of the country home is showcased, depicting a two-story structure with a welcoming porch. Lush green grass surrounds the house, and vibrant flowers bloom along a stone pathway, enhancing the natural beauty of the tranquil setting.

Home in Shelburne Falls

Charming Brookside Artisan Home

FamilyLocationAccess

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.

4.97 out of 5 average rating, 86 reviews

Cascades Cottage | Stylish Tudor on Gorgeous St.

FamilyLocationOutdoor spaces

A white farmhouse with a spacious front porch features rocking chairs and a welcoming front yard. A friendly dog is seen sitting on the green grass, surrounded by autumn foliage. The structure's windows and a gabled roof enhance its charming exterior.

5 out of 5 average rating, 134 reviews

The Vermont Farmhouse|Hiking|Dog Trails|Village

FamilyValueTV

4.92 out of 5 average rating, 228 reviews

The exterior of the farmhouse is shown, highlighting its white siding and traditional architecture. Lush green lawns surround the structure, while flower beds with colorful blooms add vibrancy. Mature trees provide shade against the clear blue sky, enhancing the serene rural setting.

Home in New Ashford

Rosecroft, Historic Home, Greylock Valley Estate

LocationFamilyView

The historic Gate House is framed by lush greenery and a manicured lawn, set against a vibrant sunset sky. Its stone façade and charming architecture are accentuated by soft lighting that bathes the exterior in warmth, inviting guests to explore the expansive outdoor space.

4.98 out of 5 average rating, 164 reviews

The Gate House--Experience Vermont!

LocationValueBarbecue

4.97 out of 5 average rating, 103 reviews

A welcoming living area is seen through an arched doorway. Two patterned chairs sit beside a small table, illuminated by soft light. A bookshelf filled with books lines the wall, while a traditional rug adds color to the wooden floor. An antique clock stands nearby.

Home in Ashfield

An 18th century farmhouse

FamilyLocationHospitality

4.94 out of 5 average rating, 83 reviews

Home in Adams

Mount Greylock View Retreat,3 bedroom,2 1/2 bath.

LocationValueView

4.96 out of 5 average rating, 227 reviews

A bright living area features a yellow couch and two accent chairs, inviting relaxation. A patterned area rug centers the space, while natural light filters through large windows. A staircase is visible in the background, along with decorative plants and artwork adorning the walls.

Home in Pittsfield

Cantabile life in the Berkshires

LocationFamilyCheck-in

Private house rentals

4.96 out of 5 average rating, 27 reviews

1865 Farmhouse: mountain, monument & meadow views

FamilyLocationAmenities

4.96 out of 5 average rating, 78 reviews

A two-story wooden house features a rustic facade with cedar shingles and a green metal roof. Large windows allow natural light into the interior. A wooden deck is accessible from the ground level, with chairs positioned on the grass nearby and a basketball hoop attached to the exterior.

Home in Charlemont

Tall Pines Rental | Pet Friendly | Fire Pit | Yard

FamilyLocationSleep quality

Two striped armchairs with red cushions are positioned across from a cozy seating area. A colorful area rug covers the hardwood floor, while natural light enters from large windows. A ceiling fan adds to the comfort of this inviting living space.

4.93 out of 5 average rating, 75 reviews

Beauty in the Berkshires, 12 Min Walk To Mass MOCA

ValueFamilyWi-Fi

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, 39 reviews

3 Bed Mid-century Oasis next to State Park

FamilyLocationParks

The master bedroom features a spacious bed dressed in dark bedding, complemented by neatly arranged white towels. Natural light filters through two windows adorned with light curtains, illuminating the room’s wooden flooring and providing a cozy ambiance. A stylish black dresser and a folding chair are present.

4.96 out of 5 average rating, 23 reviews

Cozy home in North Adams

LocationFamilyLong stay

A cozy guest room features a spacious bed covered with white bedding. Two bedside lamps provide soft lighting, and colorful artwork adorns the orange walls. A window allows for natural light, highlighting the warm tones and inviting ambiance.

4.94 out of 5 average rating, 53 reviews

Barrett’s Summit

ValueLocationCleanliness

4.94 out of 5 average rating, 87 reviews

A covered porch features wooden rocking chairs and potted plants, creating a welcoming entry. The porch is framed by wooden beams and a curved roof. The path is partially made of gravel, leading to a grassy area beyond, with a glimpse of the surrounding forest.

Home in Savoy

Bear Minimum

FamilyLocationIndoor spaces

A single-story home with a spacious front yard is displayed, featuring a light yellow façade and a brown roof. A paved pathway leads to the entrance, bordered by neatly trimmed shrubs. A car is parked in the attached garage, and trees offer shade in the surroundings.