Family-friendly vacation 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.

4.94 out of 5 average rating, 277 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

KitchenIndoor spacesAccuracy

A spacious mountain lodge is depicted, featuring a striking stone chimney and expansive decks. Large windows frame the scenic landscape, while lush green grass surrounds the building. The warm tones of the log exterior harmonize with the natural setting, inviting outdoor relaxation.

4.94 out of 5 average rating, 192 reviews

Berkshire Mountain Top Chalet

Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

KitchenFamilyView

An outdoor dining set is arranged on a deck, surrounded by greenery and illuminated by decorative cafe lights. A rug adds a contrasting design beneath the table and chairs, while a stone wall provides texture to the space.

4.9 out of 5 average rating, 250 reviews

Historic House on the Hill by Evergreen Home

Evergreen Home Vacation Rentals invites you to this spacious, recently renovated late 19th-century Victorian. Located within walking distance of downtown North Adams and Mass MoCA, this home is the perfect base for visiting MCLA or Williams College. Relax on the second-floor balcony or enjoy dinner on the deck under stylish café lights. Featuring 3 bedrooms, a full kitchen, and smart amenities, you are just 30 minutes from Jiminy Peak. Experience historic charm and modern comfort.

Indoor spacesKitchenEV charging

4.87 out of 5 average rating, 121 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!

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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.

4.89 out of 5 average rating, 114 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.

Indoor spacesFamilyDecor

4.91 out of 5 average rating, 149 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.

KitchenIndoor spacesCondition

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, 222 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!

FamilyIndoor spacesLocation

4.98 out of 5 average rating, 559 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!

Indoor spacesKitchenParking

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.

FamilyKitchenComfort

The light-filled living room features a comfortable gray couch with decorative pillows, a vintage coffee table, and an eclectic mix of artwork on the walls. A television is positioned on a wooden stand, and diverse seating options are provided by antique chairs and a small dining table.

4.97 out of 5 average rating, 199 reviews

Charming Art Filled Apartment

Charming and quirky, this 2nd floor apartment in a 120 year old house is decorated with art and antiques, like the living museum of an eccentric friend. Or a mini theme park for the mind. We are just blocks from downtown North Adams, on the main road into town. It’s literally a 2 minute drive to MASS MOCA, or a ten minute walk. Dogs are always welcome!

KitchenIndoor spacesHospitality

A spacious green yard is surrounded by trees, featuring blooming vegetation. A gravel patio is visible to one side, equipped with outdoor seating and a grill. In the background, a distant view of mountains can be seen beyond the residential structures.

4.99 out of 5 average rating, 155 reviews

Whiteley Hideaway- walk to Mass MoCA and Downtown

You will love being tucked away in this bright spacious home! Nestled in quiet neighborhood with a gorgeous outdoor kitchen and a distant view of Mt Greylock, large yard, front and back porches for sitting, off street parking for 2 cars and....Only 4/10 mile to Mass MoCA! Come home after a fun filled day and enjoy a glass of wine by the fire!

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The exterior of a two-story purple house is featured, showcasing a wrap-around porch with white rocking chairs and a small table. Large windows allow ample natural light, while a green planter hangs near the entrance, surrounded by lush foliage.

4.96 out of 5 average rating, 105 reviews

"Nostalgia" a spacious2 bedroom first floor unit.

Make this your Berkshires get away spot. Great location for enjoying any of the area activities and amenities. Plenty of parking, a full kitchen, large wrap around porch and a spacious yard. This is a quiet first floor unit. 1 Queen bed, 2 Twin beds. Decorated and furnished to be a bit Nostalgic and furnished to be comfortable.

KitchenFamilyWalkability

Popular amenities for North Adams family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

A uniquely designed raised container home features multiple levels and large windows that offer expansive views of the surrounding landscape. The structure includes a covered outdoor area below, and the combination of dark wood and metal creates a striking exterior appearance.

Shipping container in Whitingham

4.88 out of 5 average rating, 122 reviews

The House of Pi

Indoor spacesKitchenWifi

4.97 out of 5 average rating, 108 reviews

Cabin in East Nassau

Fall Foliage Luxury Cabin & View Autumn Adventures

FamilyKitchenAccuracy

4.93 out of 5 average rating, 103 reviews

A snowy landscape is presented, showcasing ski slopes and a bustling scene below. A quaint building serves as a backdrop, surrounded by skiers and snowboarders. Tables and chairs are visible, along with ski equipment neatly arranged, highlighting the active atmosphere accessible from the condo.

Condo in Hancock

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1

FamilyIndoor spacesNearby

5.0 out of 5 average rating, 136 reviews

Cabin in Wilmington

Mid-mod VT Dream Chalet near skiing, lake & forest

KitchenIndoor spacesSolo travel

5.0 out of 5 average rating, 404 reviews

Tiny home in Wilmington

Beautiful Timber Frame Retreat

FamilyKitchenValue

5.0 out of 5 average rating, 131 reviews

Chalet in Wilmington

Mt Snow Chalet: Peaceful Escape w/Hot Tub

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Barn in Town of Hillsdale

4.97 out of 5 average rating, 185 reviews

Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna

FamilyIndoor spacesHospitality

4.93 out of 5 average rating, 139 reviews

A cottage with a white exterior is set amidst trees with bare branches, indicating a winter landscape. A gravel path leads to the entrance, and a small porch is visible at the front. Snow lightly dusts the roof, enhancing the serene ambiance.

Cabin in Hinsdale

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

KitchenIndoor spacesAir conditioning

Family- and pet-friendly home rentals

The living area features warm wooden floors and a cozy seating arrangement, including a sofa and an armchair. Light pours through the window, illuminating a colorful area rug and a coffee table adorned with books. A pair of opened doors leads to the spacious bedroom, showcasing a bed with decorative bedding.

4.91 out of 5 average rating, 511 reviews

Private guest apartment. One block from downtown.

FamilyIndoor spacesAccess

Superhost

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

4.86 out of 5 average rating, 228 reviews

19th c. Barn in The Berkshires

KitchenFamilyParks

5.0 out of 5 average rating, 137 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

FamilyIndoor spacesSolo travel

4.9 out of 5 average rating, 239 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

FamilyIndoor spacesHospitality

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.

4.92 out of 5 average rating, 213 reviews

A paradise in the woods, minutes from MASS MoCA

KitchenIndoor spacesWifi

4.92 out of 5 average rating, 270 reviews

Home in Adams

1890 House

FamilyKitchenDecor

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

Indoor spacesFamilyGetting around

4.97 out of 5 average rating, 108 reviews

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.

Home in Adams

Family-friendly historic charm w/ modern amenities

Indoor spacesFamilyBiking

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 108 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

Indoor spacesKitchenAir conditioning

Guesthouse in Williamstown

A serene pool area features a large in-ground pool surrounded by lush greenery. Several lounge chairs, including two green loungers and a round table with chairs, are situated on the patio. A bright red umbrella provides shaded seating, adding to the inviting outdoor space.

4.93 out of 5 average rating, 259 reviews

Private Guesthouse in Williamstown

KitchenIndoor spacesSleep quality

4.95 out of 5 average rating, 170 reviews

A clear view of a fenced swimming pool is surrounded by lush greenery and trees. A stone pathway leads to the pool area, with well-maintained flower beds in the foreground. Seating options are available near the pool for relaxation.

Cottage in Averill Park

Cozy cottage with pool, walking distance to lake

FamilyKitchenNearby

4.83 out of 5 average rating, 109 reviews

A snow-covered entrance showcases a wooden sign featuring 'SMITH UNITS 1061 - 1064.' The residential building, adorned with white siding, includes a window unit air conditioner protruding from the wall. Surrounding shrubs are blanketed with fresh snow.

Townhouse in Hancock

Beautiful Jiminy Peak Townhome Family Friendly

FamilyIndoor spacesHeating

4.97 out of 5 average rating, 126 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

KitchenFamilyGrill

4.95 out of 5 average rating, 180 reviews

A charming red cabin is nestled among lush green trees, surrounded by moss-covered ground. The exterior features multiple windows, allowing natural light to fill the space. A small shed is visible to the left of the cabin, enhancing the serene woodland setting.

Cabin in Guilford

Silver Brook Cabin

Indoor spacesFamilyGrill

4.98 out of 5 average rating, 179 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.

Indoor spacesKitchenComfort