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Family-friendly holiday rentals in New Marlborough

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in New Marlborough

  • Total holiday rentals

    Explore 60 holiday rentals in New Marlborough

  • Nightly prices starting at

    New Marlborough holiday rentals start at $196 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,260 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of New Marlborough holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across New Marlborough rentals

  • 4.9 Average rating

    New Marlborough stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in New Marlborough

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of a colonial house is framed by lush greenery and towering trees. The white siding is complemented by black shutters, and a welcoming entryway is visible. Sunlight filters through the branches, casting gentle shadows on the well-manicured lawn.
Home in Great Barrington

Stylish colonial, 4 acres, 9 min Gt Barrington

Enjoy a beautiful, modern-furnished colonial house situated on 4 private acres, built in 1800 & updated for maximum comfort. Easy driving to Tanglewood, Jacob's Pillow, Ski Butternut, Kripalu and many fantastic dining options. Open kitchen/living room with cathedral ceilings, 4 bedrooms with views of spacious property and surrounding farmland. Full kitchen, dishwasher, woodburning stove, 2 bathrooms, laundry, wifi. Minimally and stylishly furnished, with space for couples, families & friends.

FamilyIndoor spacesHospitality

4.91 out of 5 average rating, 101 reviews
Guest favourite
A spacious kitchen is equipped with white cabinetry and a large wooden island, featuring bar seating. Natural light floods the room through multiple windows. A dining table for six complements the space, with a fruit bowl as a centerpiece.
Cottage in Sheffield

Cheerful 3-bedroom cottage with woodstove.

Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.

FamilyIndoor spacesHiking

4.92 out of 5 average rating, 192 reviews
Top Guest favourite
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.

KitchenIndoor spacesCondition

4.99 out of 5 average rating, 318 reviews
Guest favourite
Guesthouse in New Marlborough

COZY GUESTHOUSE MINUTES AWAY FROM HIKING!

Step into a beautifully preserved piece of Berkshire history. Originally built in the 1880s, this renovated one-bedroom guesthouse perfectly blends historic charm with modern luxury. Whether you are hitting the slopes, leaf-peeping, or looking for a quiet romantic escape, this stylish retreat serves as your perfect base camp. Nestled in the beautiful, tranquil village of Southfield, MA, you are surrounded by the best of the Berkshires while staying steps away from local favorites.

FamilyKitchenCheck-in

4.91 out of 5 average rating, 219 reviews
Guest favourite
The exterior of a renovated schoolhouse is highlighted by vibrant orange doors. Lush greenery surrounds the home, including a flowering garden that adds color. A peaceful stone walkway leads to the entrance, bordered by carefully arranged natural elements.
Cottage in New Marlborough

Converted Berkshire schoolhouse on a quiet river

Renovated schoolhouse on a quiet river in the Berkshires. This is the perfect place to unwind. Great for families and friends to relax and reconnect. Take a walk to the waterfalls, play croquet on the lawn, gather dinner from our seasonal garden and enjoy 'smores around the fire pit. Very private and woodsy, but close to Butternut for skiing, Great Barrington for shopping and access to all the music and art the Berkshires has to offer. Home is stylish, comfortable and inviting.

FamilyKitchenBackyard

4.93 out of 5 average rating, 131 reviews
Top Guest favourite
A modern farmhouse bungalow is nestled among lush greenery along a brook. The red exterior is complemented by white trim and a front porch. A wooden bench sits by the water's edge, inviting relaxation amidst the tranquil natural surroundings.
Bungalow in Egremont

3-bedroom Berkshire bungalow on 2.5 peaceful acres

Modern farmhouse bungalow with private bridge and brook! Offering privacy as well as nearby nightlife, set upon 2.5 acres of beautiful Berkshire landscape but only 7 minutes to downtown Great Barrington and a short drive to Catamount and Butternut ski area. Mountains, waterfalls, countless hikes and bike routes, farmers' markets, coffee shops, breweries, Shakespeare and Co, Tanglewood, and world-class restaurants all come together in this quintessential New England community.

KitchenIndoor spacesAmenities

4.99 out of 5 average rating, 139 reviews
Guest favourite
The treehouse is nestled among tall trees, surrounded by a gravel area. A cozy seating arrangement with several chairs is positioned near a fire pit, offering an inviting outdoor space. A shaded canopy provides shelter, enhancing the serene forest setting.
Treehouse in New Marlborough

Berkshire Treehouse Retreat

Escape, unwind and recharge in this double treehouse. A live tree runs through the interior connecting you directly with nature while in the comfort of home. Built with refurbished, materials and hand curated with care and love. Feel like you’re in the middle of nowhere, yet it’s only minutes to the town of Great Barrington for shopping dining or just a walk around town. Use these dreamy separate spaces for sleeping, writing or drawing in peace. LGBTQ+ owned and operated.

FamilyKitchenValue

4.9 out of 5 average rating, 176 reviews
Top Guest favourite
A serene bedroom is presented with a spacious bed adorned with soft linens and a cozy throw. Two bedside tables hold elegant lamps, and natural light floods the room through large windows. A decorative wreath hangs above the headboard, enhancing the tranquil ambiance.
Home in Sheffield

Belle Meade

Open concept home with a Zen feel and made for relaxation. Nestle into the covered porch and spend hours of peaceful contemplation with nature all around! When you’ve had enough recharging, plan a backroad trip to endless possibilities. Tanglewood and Jacob’s Pillow are nearby via beautiful country roads. There are hikes for any level. Great restaurants, farmer’s markets and Guidos gourmet market just minutes away. Eat out or stay in with a cook’s kitchen and grill deck.

FamilyKitchenCheck-in

4.99 out of 5 average rating, 133 reviews
Guest favourite
Tiny home in New Marlborough

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.

KitchenFamilyHospitality

4.94 out of 5 average rating, 194 reviews
Top Guest favourite
The spacious living room features large windows that provide scenic views of the mountains and lake. A comfortable sectional sofa is complemented by a decorative throw and cushions. The ceiling is elevated with wooden beams, and stylish decor enhances the inviting atmosphere.
Home in Monterey

Jaw dropping mountain & lake views

Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.

Indoor spacesKitchenHospitality

4.96 out of 5 average rating, 309 reviews
Guest favourite
A newly built house is surrounded by lush greenery, featuring a spacious deck with comfortable seating. The exterior showcases a combination of blue siding and large windows, allowing natural light to flow indoors. A stone patio with seating is visible, enhancing the outdoor living experience.
Home in New Marlborough

Lake House in the Berkshire (Access Dock & Canoe

Unwind and reset at a newly built house on Lake Buel. With access to a private community dock and provided canoe, you can take advantage of life on the water. Inside this newly built house, you will find brand new furnishings and newly updated features to make your stay comfortable. Just a quick five minute drive to Great Barrington, home to some of the best restaurants that the Berkshires have to offer.

FamilyIndoor spacesLong stay

4.89 out of 5 average rating, 152 reviews
Top Guest favourite
The kitchen features light-colored cabinetry with black hardware, complemented by a wood countertop. A refrigerator and an oven with a stovetop are included. A dining table with light wooden chairs is positioned nearby, and a rug adds texture to the hardwood flooring.
Home in Great Barrington

Prime location for the best of the Berkshires

Our warm and welcoming little house has been designed and outfitted to be highly accommodating and comfortable. Our country living location is private but also super convenient: just a mile from Butternut Basin Ski Resort; walking distance to the Appalachian Trail; an easy 5 minute drive to Main Street Great Barrington; and shopping for staples is likewise close by.

Indoor spacesFamilyValue

4.97 out of 5 average rating, 140 reviews

Popular amenities for New Marlborough family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A cozy living room features a brown sofa positioned centrally, paired with an ottoman. Striped armchairs flank the space, with two lamps providing soft illumination. Warm wood paneling and large windows contribute to a welcoming ambiance, complemented by a decorative area rug underneath.
Home in Colebrook

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

Indoor spacesKitchenAccess

4.99 out of 5 average rating, 250 reviews
Guest favourite
A spacious log cabin with a metal roof is surrounded by trees. The front porch is lined with a railing, and large windows invite natural light. A gravel driveway leads up to the cabin, with a small shed visible to the side.
Cabin in Monterey

Amazing Berkshire Mountains Cabin

Indoor spacesFamilyAccess

4.95 out of 5 average rating, 311 reviews
Top Guest favourite
Cabin in East Nassau

Fall Foliage Luxury Cabin & View Autumn Adventures

KitchenIndoor spacesHot tub

4.97 out of 5 average rating, 107 reviews
Top Guest favourite
Home in Sheffield

Berkshire Getaway~ No Pet Fee! Walk to Distillery

Indoor spacesKitchenRiver

4.9 out of 5 average rating, 100 reviews
Guest favourite
Home in Becket

HOT TUB! Dog & Family Friendly in the Berkshires!

FamilyKitchenHeating

4.94 out of 5 average rating, 134 reviews
Top Guest favourite
A charming cottage is framed by vibrant flowering shrubs and greenery. The front porch is adorned with decorative elements, while large windows invite natural light into the space. A wooden fence encloses the front garden, enhancing the quaint and inviting atmosphere.
Cottage in Great Barrington

Artist Cottage

KitchenFamilyDecor

4.93 out of 5 average rating, 352 reviews
Top Guest favourite
Campervan/RV in Wassaic

Glamp in a 1970s Airstream | Hot Tub | NYC Train

KitchenFamilyCleanliness

4.99 out of 5 average rating, 100 reviews
Guest favourite
A spacious living area features a modern sectional sofa adorned with various cushions, positioned around a round coffee table. Exposed wooden beams and high ceilings create an open atmosphere. A staircase leads to an upper level, and natural light illuminates the well-equipped kitchen visible in the background.
Home in Lee

Stonebridge Cabin: Modern Amenities, Enjoy Nature!

FamilyKitchenQuiet

4.88 out of 5 average rating, 108 reviews

Family- and pet-friendly home rentals

Top Guest favourite
Home in Monterey

Beautiful family home, Hike, Fireplace, Sleeps 12

FamilyKitchenParking

4.96 out of 5 average rating, 233 reviews
Top Guest favourite
A cozy living area features a brown leather sofa with white throw pillows, positioned beside a window that allows natural light. A wooden coffee table sits atop a blue and white woven rug, complemented by a comfortable armchair. Shelves display decorative items and fresh flowers add a welcoming touch.
Cabin in Litchfield County

Blackberry Cottage

FamilyIndoor spacesSkiing

4.94 out of 5 average rating, 158 reviews
Top Guest favourite
A rustic farmhouse exterior showcases a wooden façade with red double doors and a welcoming balcony adorned with potted flowers. The balcony is accessed by wooden steps, leading to a charming outdoor seating area. Seasonal foliage decorates the surrounding landscape.
Farm stay in West Simsbury

Flamig Farm Staycation

FamilyKitchenCheckout

4.96 out of 5 average rating, 555 reviews
Guest favourite
A serene pond reflects the surrounding greenery, with kayaks resting on the shore. A cozy cabin is visible in the background, framed by trees. The tranquil setting invites outdoor activities such as swimming or fishing, creating a peaceful natural atmosphere.
Cabin in Colebrook

Rustic Pond Cabin: Nature, Stars & Serenity

KitchenFamilyCleanliness

4.95 out of 5 average rating, 129 reviews
Top Guest favourite
A rustic cottage is surrounded by snow-covered ground and tall trees. The structure features dark wood siding with green window frames and a welcoming front porch. A fenced area is visible in the foreground, enhancing the sense of privacy and tranquility.
Cottage in Great Barrington

Cottage on Scenic Road

FamilyKitchenSkiing

4.91 out of 5 average rating, 279 reviews
Guest favourite
A dining area features a wooden table surrounded by four black chairs. A vase with greenery is centered on the table. In the background, a cozy seating area with a sofa is visible, illuminated by natural light from a nearby window.
Guesthouse in Great Barrington

Sweet Victorian in Housatonic

Indoor spacesKitchenHiking

4.95 out of 5 average rating, 174 reviews
Top Guest favourite
A calm lake reflects vibrant autumn foliage, with trees displaying shades of red, orange, and yellow. A boat is anchored near a wooden dock, and the surface of the water mirrors the colorful landscape, creating a serene and picturesque scene.
Cottage in Becket

Berkshires Cottage by Lake. Year Round Adventures.

FamilyIndoor spacesCleanliness

4.95 out of 5 average rating, 320 reviews
Top Guest favourite
A serene bedroom features a spacious bed dressed in soft linens and a colorful quilt. A cozy couch is positioned against the wall, offering a relaxation spot. Natural light is let in through multiple windows, highlighting the light blue paneled walls and white furniture.
Home in Lee

Stylish Mid-century Modern Berkshires Cape

Indoor spacesFamilyComfort

4.97 out of 5 average rating, 141 reviews

Family-friendly home rentals with a pool

Top Guest favourite
The exterior view of the guest house is framed by a large tree, showcasing the red brick barn-style structure. Outdoor seating areas are visible, along with a shaded patio featuring a red umbrella. The surrounding lawn is well-kept, leading to fenced paddocks in the background.
Farm stay in Red Hook

Sackett & Van Dam Guest House @ Little 9 Farm 1706

FamilyIndoor spacesAir conditioning

4.98 out of 5 average rating, 176 reviews
Top Guest favourite
A lush, green lawn gently slopes toward a small pond, framed by trees on either side. The natural foliage provides shade and privacy, while a stone is visible among the undergrowth. The area is serene, inviting reflection and connection with nature.
Apartment in Otis

Enjoy every season the Berkshires have to offer.

FamilyKitchenAccuracy

4.96 out of 5 average rating, 132 reviews
Top Guest favourite
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

KitchenFamilyRiver

4.98 out of 5 average rating, 108 reviews
Top Guest favourite
A modern log cabin sits beneath a clear sky, featuring a spacious deck supported by sturdy beams. The exterior shows natural wood tones, surrounded by lush greenery and trees. A manicured lawn leads to a gravel driveway, providing access to the property.
Cabin in Craryville

The Copake Cabin - A rustic-modern retreat.

KitchenFamilySkiing

5.0 out of 5 average rating, 111 reviews
Top Guest favourite
A modern cabin features a peaked roof and large glass windows, set amidst lush greenery. A heated pool is visible in the yard, surrounded by comfortable lounge chairs, inviting relaxation in a tranquil outdoor setting.
Cabin in Red Hook

Modern Upstate Cabin, near Rhinebeck NY

FamilyIndoor spacesTV

4.96 out of 5 average rating, 395 reviews
Guest favourite
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 spacesFamilyNearby

4.93 out of 5 average rating, 108 reviews
Top Guest favourite
A serene view features a private in-ground pool surrounded by lounge chairs, each shaded by black umbrellas. Lush green trees border the backyard, and a red house is visible in the background, completing the outdoor vacation atmosphere.
Home in Canaan

Berkshire Lake House, gunite pool, Chef's Kitchen

Indoor spacesFamilyPets

4.99 out of 5 average rating, 101 reviews
Top Guest favourite
A serene pool area is surrounded by lounging chairs and umbrellas, offering picturesque views of the lush landscape. The pool is framed by stone paving and overlooks rolling hills under a clear blue sky. A detached structure is visible in the background.
Guest suite in Red Hook

Panoramic Mountain Views!

Indoor spacesKitchenAccuracy

4.99 out of 5 average rating, 114 reviews

When is the best time to visit New Marlborough?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$418 AUD$423 AUD$341 AUD$371 AUD$418 AUD$406 AUD$502 AUD$470 AUD$418 AUD$414 AUD$420 AUD$420 AUD
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