House holiday rentals in North Adams

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, 196 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.

LocationFamilyHiking

4.92 out of 5 average rating, 271 reviews

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.

ValueFamilySleep quality

Superhost

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!

ValueFamilyRiver

4.86 out of 5 average rating, 122 reviews

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, 288 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.

ValueFamilyHiking

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, 116 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.

FamilyValueGetting around

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.

4.91 out of 5 average rating, 149 reviews

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.

FamilyValueView

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, 225 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!

ValueLocationCondition

4.98 out of 5 average rating, 561 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!

FamilyLocationAmenities

5.0 out of 5 average rating, 138 reviews

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.

Home in Bennington

The Vermont Farmhouse|Hiking|Dog Trails|Village

The Luxury of Slowing Down — Vermont Style. Leave the rush behind and feel rested, reconnected and renewed at our dog-friendly, beautifully restored 1860s farmhouse. Wide-plank floors, sun-filled rooms and modern comforts create a warm, impeccably clean retreat. Walk across the road into 280 acres of peaceful Mile Around Woods trails, or stroll into historic North Bennington for cafés and shops. It's all right at your doorstep.

LocationValueCheckout

A stylishly arranged bar cart features an assortment of glassware, including elegantly shaped tumblers and a decanter. A bottle of rosé is prominently displayed, with a mirror reflecting the setup, enhancing the visual appeal of the collection.

4.93 out of 5 average rating, 100 reviews

Houghton Hill: Style and History in the Berkshires

Enjoy fresh air and warm sun at the top of Houghton Street. And it's an 8-minute walk to MASS MoCA and the town center. Our charming 1850s built home features updated kitchen and bathrooms, fast Wi-Fi, modern amenities, washer/dryer, AC and heat, three large porches, backyard grill and fire pit, and plenty of room to relax indoors and outdoors. Three bedrooms and full bath upstairs, one bedroom and full bath downstairs.

ValueLocationBathroom

4.81 out of 5 average rating, 167 reviews

A spacious living area features a warm wood-paneled ceiling and modern furnishings. Two sleek sofas are arranged around a wooden coffee table, while armchairs provide additional seating. Natural light floods the space through large windows framed by light curtains, enhancing the welcoming atmosphere.

Home in Cheshire

Large Secluded Berkshire Home

Rustic Berkshire Retreat Relax in this cozy home on 3.5 private acres in Cheshire with scenic mountain views. Just 5 minutes to downtown Adams and the Susan B. Anthony Birthplace, and under 25 minutes to MASS MoCA, Williams College, Mt. Greylock, and Pittsfield. Tanglewood and Jiminy Peak are within 45 minutes. Note: Sand Mill Road bridge construction in August 2024 may add about 5 minutes to travel times.

LocationFamilyBarbecue

4.99 out of 5 average rating, 358 reviews

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.

Home in Bennington

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.

ValueFamilyAccess

Popular amenities for North Adams house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 242 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

FamilyValueBiking

4.93 out of 5 average rating, 109 reviews

The exterior shows a modern home embraced by lush greenery. A wooden deck with a railing wraps around the entrance, complemented by well-maintained landscaping featuring shrubs and plants. Trees provide a natural backdrop, enhancing the tranquil rural setting.

Home in Pittsfield

Berkshire Getaway Ranch 3 acres + saltwater pool

ValueFamilyBiking

4.89 out of 5 average rating, 183 reviews

A large outdoor pool is surrounded by a wooden deck with lounge chairs and umbrellas. The background features a multi-story building with expansive windows. Vibrant autumn trees with colorful foliage frame the scene, providing a serene and inviting atmosphere.

Home in Wilmington

Family-friendly 4BR | Pools Hot Tub | Near Mt Snow

ValueFamilyNearby

4.96 out of 5 average rating, 127 reviews

A wrought-iron archway frames the view of a tranquil lake, leading toward a wooden dock that extends into the water. Flower pots adorned with vibrant blooms sit atop a stone wall, enhancing the serene lakeside atmosphere.

Home in Saratoga Springs

Waterfront Saratoga Lake home!- Pool, dock, kayak

LocationValueBarbecue

4.98 out of 5 average rating, 136 reviews

The spacious kitchen features an island with a wood countertop and built-in storage. Mint green cabinetry offers a serene ambiance. Natural light flows through large windows, illuminating the dining area with a wooden table and cozy seating, creating an inviting space for gatherings.

Home in Ghent

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

FamilyLocationGetting around

5.0 out of 5 average rating, 104 reviews

An aerial view of the property showcases a spacious backyard featuring an in-ground pool, accompanied by a hot tub and lounge seating. The home, surrounded by lush greenery, displays a charming exterior with multiple windows and patio space, ideal for outdoor relaxation.

Home in Saratoga Springs

Saratoga Fall Escape | Hot Tub, Fire Pit & Game Rm

LocationFamilyComfort

4.9 out of 5 average rating, 144 reviews

Home in Colrain

The 1770 House

LocationFamilyComfort

4.92 out of 5 average rating, 112 reviews

Home in Hudson

Hudson River Sunset Getaway

LocationFamilyNearby

Weekly house rentals

4.92 out of 5 average rating, 233 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

ValueLocationWi-Fi

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, 214 reviews

A paradise in the woods, minutes from MASS MoCA

LocationFamilyAmenities

4.97 out of 5 average rating, 110 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

FamilyValueAccess

4.93 out of 5 average rating, 212 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

LocationFamilyBiking

4.98 out of 5 average rating, 167 reviews

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.

Home in Bennington

The Gate House--Experience Vermont!

ValueFamilyBackyard

The exterior of a two-story, white house is framed by lush greenery and flowering shrubs. A walkway leads to the front porch, where two potted plants are placed. The roof is dark and the house is adorned with prominent blue shutters, creating a welcoming facade.

4.97 out of 5 average rating, 109 reviews

Family-friendly historic charm w/ modern amenities

FamilyLocationLayout

4.87 out of 5 average rating, 117 reviews

A charming yellow bungalow is surrounded by tall trees, with a gravel driveway leading up to it. Large windows allow for natural light to flood the interior, while colorful planters are positioned near the entrance, welcoming guests to the home.

Home in Williamstown

Charming Williamstown Cape

LocationValuePets

4.95 out of 5 average rating, 161 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

FamilyLocationIndoor spaces

Private house rentals

5.0 out of 5 average rating, 44 reviews

The cottage features a light-colored exterior with a welcoming porch and an intricately designed front door. Large windows allow ample natural light, and the well-maintained lawn is surrounded by trees, creating a peaceful and inviting setting.

Home in Williamstown

Cozy Berkshire Cottage Retreat in Williamstown

LocationFamilyCleanliness

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, 25 reviews

Cozy home in North Adams

LocationFamilyParks

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, 89 reviews

Cascades Cottage | Stylish Tudor on Gorgeous St.

ValueLocationDecor

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.

5.0 out of 5 average rating, 66 reviews

Gregory Art House

LocationFamilyAccuracy

4.93 out of 5 average rating, 89 reviews

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

LocationValueIndoor spaces

Superhost

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.

4.85 out of 5 average rating, 208 reviews

Art House With Hot Tub Near MASS MoCA

FamilyLocationView

4.96 out of 5 average rating, 80 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

LocationValueIndoor spaces

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.