Vacation rentals with outdoor seating in North Adams

4.97 out of 5 average rating, 239 reviews

A charming two-story cabin is set against a backdrop of lush forest. It features a spacious front porch with multiple windows, allowing for abundant natural light. A well-maintained lawn surrounds the cabin, with a gravel pathway leading to a parked vehicle nearby.

Cabin in Savoy

The Camp - hiking trails right outside your door

Enjoy the peaceful silence, private forested expanses, wildlife, and unforgettable starry night skies from this wonderful home. Only 8 minutes to the village of Charlemont and 5 to the Tannery Falls entrance of the Savoy State Forest. During your escape on the mountain rest assured that you’re only a 30 minute drive to Norths Adams, Greenfield. Highlight your visit with journeys to Berkshire East Ski Resort, Thunder Mountain Biking, Zoar Outdoor River Rafting, MASS MoCA, or the Clark Art Museum.

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, 306 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.

4.96 out of 5 average rating, 652 reviews

Apartment in North Adams

Steps to MoCA Near SKI: 2bd + SAUNA!

Near ⛷️ SKI resorts: Jiminy Peak, Berkshire East Mountain and others. A large, private 2-bedroom apt at the Small Mansion of Chase Hill Estate. Outdoor Sauna! Just a 5 minute-walk to MASS MoCA & downtown restaurants, 10 mins drive to Williams College & Clark. Whimsically restored (fast Wi-Fi & great water pressure!) and part of @chasehillartistretreat ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates available beyond what the calendar shows—contact us!

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, 183 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.

Apartment in Shelburne Falls

The bright studio features a cozy sleeping area with a spacious bed, a comfortable yellow armchair, and two plush couches. A coffee table sits in the center, with large windows allowing natural light and views of greenery. A television is mounted on the wall.

4.97 out of 5 average rating, 613 reviews

In town, newly renovated studio with private deck

Come explore our unique area and stay in a renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

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, 196 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.

4.89 out of 5 average rating, 208 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.

4.92 out of 5 average rating, 259 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.

4.97 out of 5 average rating, 258 reviews

A cozy bedroom features a brass bed adorned with a textured blanket and decorative pillows. The walls are finished in warm wood paneling, complemented by two bedside lamps. A kitchenette is visible in the background, enhancing the cabin's charm.

Cabin in Pownal

Historic Cozy Cabin Six

Soak up this fully renovated and modernized cabin from the 1920s. We kept and reused many vintage materials and fixtures while expanding its footprint with a new bathroom. This charming cabin has also been re-sited so that it is now in proximity to the former Inn at Oak Hill B&B which affords it shared use of amenities like parking, laundry, and privacy. Many antiques decorate the interior including a beautiful brass bed not to forget the coziest kitchenette in the world!

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.

4.91 out of 5 average rating, 235 reviews

Historic House on the Hill by Evergreen Home

30 MINUTES TO JIMINY PEAK Recently renovated, this spacious late 19th century Victorian home is perfect for your Berkshire getaway!! Located within walking distance to downtown North Adams & Mass MoCA. Close to MCLA & Williams College. Sit back & relax on the 2nd floor balcony or have dinner on the deck under the café lights. 3 bedrooms, a full kitchen, comfortable common spaces & a Smart TV. This locale is the perfect home base while you explore this beautiful area!

4.99 out of 5 average rating, 210 reviews

The exterior of the condominium building is highlighted, featuring a two-story design with a light blue facade. Lush greenery surrounds the property, enhancing the natural setting. A gravel pathway leads to the entrance, and outdoor seating areas are visible in the landscaped garden.

Apartment in North Adams

Overlooking the city in a quiet 7 unit building.

This is a quiet, 7 unit, newly renovated condominium building. We welcome quiet guests who will appreciate a relaxing stay and be conscious of others around them. We are within walking distance to the countries largest contemporary art museum. The 2nd floor is an open plan divided by the stair case. Each side has a queen bed, its own closet. The full bathroom is shared with the two beds. This is a loft, there are no full walls between the two sides of the loft.

4.86 out of 5 average rating, 117 reviews

A historic Victorian home is presented with multiple levels and large, decorative windows. The white exterior is complemented by a wraparound porch adorned with railings. Lush greenery surrounds the house, enhancing the inviting front entrance, while flowering shrubs add a touch of color to the landscape.

Guest suite in Adams

Quaint Suite in Center of Adams

Pet Friendly mother-in law suite within a beautiful Victorian home in the center of Adams. The quaint town sits at the base of Mount Greylock with hiking and bike trails within minutes of your accommodations. Restaurants, grocery store and a 9 hole golf course are in walking distance. MASS MOCA is just a short 6 mile drive. Tanglewood music center is a 35 minute drive. Beautiful deck with gas firepit and grill. We would love you to be our guest.

Popular amenities for North Adams outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.98 out of 5 average rating, 154 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

4.94 out of 5 average rating, 115 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

4.98 out of 5 average rating, 329 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.

4.91 out of 5 average rating, 116 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

Superhost

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

4.86 out of 5 average rating, 130 reviews

Snowy Vermont Winter Escape

4.95 out of 5 average rating, 203 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

A vibrant living room features a plush pink sofa, accented by colorful throw pillows. Two comfortable armchairs provide additional seating. A wooden coffee table is centered on a patterned area rug, surrounded by natural wood flooring. Wall-mounted lights enhance the bright and inviting atmosphere.

4.9 out of 5 average rating, 138 reviews

Central Haus (Cozy Group Getaway)

4.87 out of 5 average rating, 194 reviews

A single-story house features a light grey exterior with white trim and a welcoming front door. Flanking the door is a stone walkway leading to a grassy yard, where two white adirondack chairs are positioned. A small flowerpot adds a touch of color near the entrance.

Home in Shaftsbury

Cheerful 1 bedroom cottage

Apartment rentals with outdoor seating

Apartment in Williamstown

A garden scene is presented with a wrought-iron chair nestled among frosted pink and green sedum flowers. A leafless tree stands in the background, framed by autumn foliage. Rolling hills are visible beyond the landscaped area, hinting at the surrounding natural beauty.

4.98 out of 5 average rating, 115 reviews

ALL welcome: Lovely 1 BR studio, Berkshires beauty

4.81 out of 5 average rating, 107 reviews

A spacious living area features a light gray couch with decorative pillows, accompanied by a woven chair. A coffee table sits in front, adorned with a small vase of flowers and a book. Built-in shelving displays books and plants, while dining chairs surround a wooden table.

Apartment in Troy

Chic Brownstone in Historic Troy w/Furnished Deck

4.95 out of 5 average rating, 253 reviews

A comfortable white sofa with decorative pillows is positioned against a light wall. A small, light-colored side table holds a potted plant. Natural light streams in through a nearby window, illuminating the wooden floor and a blue woven rug beneath.

Apartment in Dummerston

HeART Barn Retreat

4.99 out of 5 average rating, 177 reviews

A modern kitchen features a central island with bar stools, stainless steel appliances, and white cabinetry. Natural light floods the space through a skylight and large windows, highlighting the open layout. A dining area with dark chairs sits adjacent to the kitchen.

Apartment in Charlemont

Suite 23 - Spacious Sunny 2-BR with Mountain view

4.95 out of 5 average rating, 290 reviews

A wide expanse of green grass is framed by a line of trees under a blue sky dotted with fluffy white clouds. The landscape conveys a sense of open space and tranquility, characteristic of the surrounding rural setting.

Apartment in Plainfield

Sunny carriage house apartment

4.92 out of 5 average rating, 147 reviews

A comfortable living area features a dark leather sofa with two accent pillows and a coffee table atop a patterned rug. A dining table with four chairs is positioned nearby, and natural light enters through a window dressed with light curtains. Wall decor includes vintage skis and decorative deer antlers.

Apartment in Wilmington

Globetrotter Retreat too - Minutes to the Mountain

4.99 out of 5 average rating, 151 reviews

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.

Apartment in North Adams

Whiteley Hideaway- walk to Mass MoCA and Downtown

Superhost

Apartment in Gansevoort

4.78 out of 5 average rating, 144 reviews

Cozy Retreat • Pets • Fire Pit • BBQ• Great Value$

Condo rentals with outdoor seating

A snowy landscape showcases the mountain in the background with ski trails visible. The foreground features a winter scene with snow-covered ground and trees. A building is partially visible on the left, adding to the serene atmosphere.

4.84 out of 5 average rating, 110 reviews

Mount Snow Ski Chalet

A spacious living area features a large sectional sofa adorned with cozy throw pillows, complemented by a textured area rug. Natural light pours in through expansive windows, enhancing the inviting atmosphere. A side table and a plush armchair add to the comfortable seating options.

4.99 out of 5 average rating, 128 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

5 out of 5 average rating, 9 reviews

Walk to Dining, Arcade & Bar- 5 Min to Mt. Snow

Condo in Saratoga Springs

A welcoming living area features a comfortable seating arrangement with a gray armchair and decorative pillows. A modern electric fireplace is positioned beneath a wall-mounted television, adding a cozy touch. The open kitchen and dining area are visible in the background, creating a spacious atmosphere.

4.98 out of 5 average rating, 147 reviews

Ideal location for Belmont, Track & Broadway

A spacious living area is introduced, featuring a stone fireplace and a large sectional sofa arranged around a coffee table. A dining table and chairs are positioned nearby, with natural light filtering through large windows adorned with curtains.

4.94 out of 5 average rating, 81 reviews

Ski in-out Seasons Condo on mtn-sports center-pool

4.94 out of 5 average rating, 109 reviews

The exterior of the condominium building is showcased, featuring three levels with large windows that allow natural light in. A central staircase leads to the entrance, flanked by green grass and small shrubs, creating a welcoming appearance.

Condo in Stratton

Great 2 bedroom condo at Stratton Mountain

A cozy living room showcases two plush couches and a small wooden coffee table. A gas stove is nestled in a brick corner, while sliding doors offer views of the outdoors. Colorful lights frame the window, adding a touch of charm to the space.

4.92 out of 5 average rating, 59 reviews

Ski Condo 5 Min from Mt Snow

The condo building is surrounded by a thick blanket of snow, with multiple units visible. The exterior features a green color and large windows. Snow collects on rooftops and the ground, creating a serene winter scene with trees in the background.