Vacation rentals with outdoor seating in Shelburne Falls

5 out of 5 average rating, 113 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

Relax, work & play in this peaceful country home built by a renowned furnituremaker and filled with handmade furniture and art. Explore the countryside, listen to the babbling brook & visit the many local family farms. There is a large firepit and plenty of outdoor activities at your doorstep, including biking, hiking, and x-country skiing. Come get away from it all while being only 10 minutes to Greenfield and the quaint village of Shelburne Falls. Easy 30 minute drive to the five college area.

4.98 out of 5 average rating, 111 reviews

A charming garden area is enclosed by a white picket fence, featuring an array of colorful flowers and tall sunflowers. The gray facade of the house provides a serene backdrop to the vibrant foliage, creating a welcoming atmosphere in the outdoor space.

Apartment in Conway

House Above the Hollow

A lovely peaceful spot set in the beautiful rolling hills of Conway Massachusetts, overlooking historic Pumpkin Hollow. In close proximity to Shelburne Falls, Deerfield, Greenfield, Amherst and Northampton along with the famed Tree House Brewery, just 10 min away. There are many sights, country roads, trails to explore, along with many varied restaurants to enjoy. "One of the most peaceful, scenic places I've ever stayed. You can really hear yourself think." Kathy Connolly Old Sabyrook CT.

Guesthouse in Shelburne Falls

5 out of 5 average rating, 293 reviews

Shelburne Guest House -The Ranch

The nice thing about my home in Shelburne is the location & the peace & quiet. 10 minute drive to Greenfield Rotary I-91, easy drive to Amherst, Smith, UMass, NMH, Deerfield Academy & Stoneleigh Burnham School. Berkshire East nearby for outdoor sports. 5 minute drive to the Village of Shelburne Falls, hiking trails, bike paths, High Ledges, & the Bridge of Flowers. Updated 1964 Sears Roebuck catalog home. Bright & sunny! Large farmhouse kitchen, 3 cozy bedrooms. Large yard! Your Vacation Home!

Guest suite in Greenfield

A cozy studio bedroom features a spacious bed draped with a striped quilt, complemented by a decorative rug. Natural light enters through a window adorned with soft curtains. An art piece hangs above the bed, with a small table and two chairs accommodated nearby.

4.95 out of 5 average rating, 221 reviews

Pristine Oasis with Private Bath

Our studio space (250 sq ft) is separate from the main house and located on the outskirts of Greenfield MA. The location provides easy access to downtown, restaurants, shopping areas and Interstate 91. Modern decor, tiled artsy bathroom, lots of garden art, and sweeping views of Berkshire foothills make this a great choice for foliage season, summer recreation and choice winter skiing. One Queen bed. Our house is 90 miles west of Boston, 60 miles north of Hartford and a 3-hour drive to Canada.

5 out of 5 average rating, 166 reviews

A cozy sleeping area is highlighted by a spacious bed dressed in neutral linens. An inviting cushion rests on the bed, while warm light emanates from two bedside lamps. A wooden bench sits at the foot of the bed, and decorative greenery adorns the walls.

Guesthouse in Cummington

Cozy Hilltown Cottage

Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

4.98 out of 5 average rating, 242 reviews

A serene sleeping area is present, featuring a spacious bed adorned with a patterned duvet. Large windows frame the view of the surrounding trees, inviting natural light into the space. A small bookshelf stands in the corner, complementing the wooden floors and walls.

Cabin in Cummington

Just Be Cabin

Small, rustic cabin in the woods behind our home. The cabin has electricity, but no running water. Drinking and cooking water are provided from a hand pumped container. The cabin is a beautiful place to slow down, connect to nature and one's self. If you love to camp, you will love the cabin. It is the perfect locale for a personal retreat. We are happy to arrange a yoga class at our home studio as well. It is like a tree house, where all are welcome to come, simplify life and just be.

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, 619 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!

5 out of 5 average rating, 139 reviews

The living room features a high, vaulted ceiling with large, triangular windows allowing ample natural light. A brick fireplace serves as a focal point, surrounded by a wooden mantel and decorative plants. A dining table sits nearby, and hardwood flooring is complemented by colorful area rugs.

Farm stay in Ashfield

Forest Chalet Near Herbal Gardens

Relax in a quiet forest chalet located on land with established herbal gardens, offering privacy, space, and a comfortable base for families and small groups visiting Ashfield and the surrounding hills. This pet-friendly three-bedroom home is designed for guests who want a peaceful, rural stay with the reassurance of an attentive host nearby. Whether you’re visiting family, exploring the area, or enjoying time away from the city, the chalet offers room to unwind in a calm setting.

Guest suite in Charlemont

A spacious living area is characterized by a combination of blue and neutral tones. A comfortable bed is positioned against one wall, while a cozy seating area contains a sofa and armchair. Natural light enters through an open door that leads to a kitchen beyond.

4.91 out of 5 average rating, 225 reviews

Unique People & Pet-Welcoming Haven

Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662

4.97 out of 5 average rating, 290 reviews

A bright living area is highlighted by a slanted ceiling and a pellet stove, offering warmth and comfort. Two black chairs are positioned on a patterned rug, while a sectional sofa provides spacious seating. Natural light filters through a skylight and window adorned with light curtains.

Apartment in Plainfield

Sunny, light filled loft in 1873 Colonial

Relax in our bright, very spacious, and quiet loft, on six open acres. Lounge on the stone terrace, under the stars, by a cozy fire, near the garden. 35 min to Northampton, 35 min to MassMoca, 10 min to Berk. East. Pellet stove, Fiber Optic Wi-Fi, streaming options, and cell coverage. Fully outfitted kitchen with home made granola, and assorted beverages. Two hybrid bikes available for use. There are 3, 5-ft long skylights, and a cathedral ceiling= much natural light!

4.95 out of 5 average rating, 106 reviews

A modern kitchen features white cabinetry and a spacious countertop. A white refrigerator and stove are positioned along one wall, while a round dining table set for two is placed in the foreground. Natural light brightens the room from an unseen window.

Apartment in Greenfield

Cozy one bedroom apartment

This is a beautiful one bedroom apartment located on the first floor that was recently remodeled. The stylish place is perfect for 2 people. It has a good size kitchen and a porch in the back. Located on a quiet and safe street yet close local restaurants and coffee shops. Easy hikes with great views like Poet Seat Tower and Highland Park. Also close to Deerfield Academy, Northfield Mount Hermon, The Bement School, Eaglebrook Schoool and Stonleigh-Burnham School.

4.96 out of 5 average rating, 209 reviews

A spacious, two-story dark wooden building is nestled among trees, showcasing a welcoming entrance with a large front porch. Lush green grass surrounds the structure, enhancing its serene setting. Bright blue skies and scattered clouds further complement the inviting atmosphere.

Apartment in Conway

A Country Retreat-Enhanced Studio Apartment

Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.

Popular amenities for Shelburne Falls outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.98 out of 5 average rating, 330 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.

4.94 out of 5 average rating, 187 reviews

A charming red farmhouse is set against a backdrop of rolling hills and blue skies. The property includes a separate red building nearby, surrounded by lush green grass and a landscaped stone garden featuring colorful flowers and greenery.

Home in Colrain

Secluded Farmhouse Retreat - stunning views

4.96 out of 5 average rating, 140 reviews

Home in Guilford

Green River Cottage-A Peaceful Country Retreat

4.93 out of 5 average rating, 270 reviews

A dining area is showcased with a round wooden table surrounded by four white chairs. Natural light illuminates the rich hardwood floors, while a wooden cabinet with glass doors adds storage. The kitchen is visible in the background, featuring modern appliances and a warm atmosphere.

Home in Brattleboro

Frosted Willows

4.94 out of 5 average rating, 135 reviews

A spacious living room features a vaulted ceiling and an arched window that allows natural light to flood the space. Comfortable seating arrangements include two red sofas and a patterned area rug. Shelving units display decorative items, while a media system is positioned above the fireplace.

Home in Brattleboro

Modern Spacious Home with Mountain Views

4.94 out of 5 average rating, 300 reviews

A charming shingled farmhouse is surrounded by lush greenery and colorful flowering plants. The stone walkway leads to the welcoming front porch. Tall trees provide shade, while a skylight enhances the natural lighting on the upper level.

Home in Egremont

Modern Farm House 5 minutes from Great Barrington

4.94 out of 5 average rating, 113 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

4.95 out of 5 average rating, 360 reviews

The exterior of the house is framed by lush greenery and trees. A gentle path leads to the front entrance, which is sheltered by a small porch. The metal roof and pastel siding complement the natural surroundings, creating a cozy and inviting facade.

Home in Putney

Cozy Train Depot in Putney Vermont

Apartment rentals with outdoor seating

4.91 out of 5 average rating, 394 reviews

An enclosed porch is furnished with a white rocking chair and various seating options adorned with colorful cushions. A woven storage box sits beside a patterned area rug that features large floral designs. Natural light filters through multiple windows, creating a bright atmosphere.

Apartment in Brattleboro

Quiet St in Town, gardens, terrace

Apartment in Village of Pelham

Lush greenery surrounds a hidden garden feature, partially obscured by foliage. Various shades of green are complemented by clusters of small pink flowers, creating a natural and serene environment. The combination of plants provides a tranquil setting in the outdoor space.

4.99 out of 5 average rating, 150 reviews

Pelham 2nd floor Apartment

4.88 out of 5 average rating, 431 reviews

A serene view from the deck showcases a green meadow leading to a small pond surrounded by grass. Rolling hills can be seen in the distance, framed by trees. A few outdoor chairs are placed near the pond, inviting relaxation in the natural setting.

Apartment in Guilford

Apartment with a view

4.96 out of 5 average rating, 200 reviews

A modern home is situated on a sloped driveway surrounded by trees, with a green lawn and landscaped stone features. Solar panels are visible on the roof. Two vehicles are parked under a covered deck, which extends from the main structure.

Apartment in Brattleboro

Contemporary forest eco-retreat, mountain views

4.93 out of 5 average rating, 670 reviews

An open living space is featured, with a cozy seating area and a dining table surrounded by wooden chairs. The kitchen area is visible in the background, showcasing a gas stove and light wood cabinetry. Natural light filters through sheer curtains, illuminating the wooden floor.

Apartment in Northampton

Sunny Peaceful Home

4.89 out of 5 average rating, 209 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

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

4.95 out of 5 average rating, 122 reviews

A spacious living area features a comfortable, light-colored sofa with multiple cushions. A low, dark wooden coffee table is centered on a textured rug. Green plants are positioned throughout, and ample natural light enters through large windows adorned with simple treatments.

Apartment in Putney

Minimal organic hideaway inspired by nature

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, 112 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, 130 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

5 out of 5 average rating, 11 reviews

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

4.9 out of 5 average rating, 51 reviews

A spacious light blue deck is shown, furnished with a small table and two white chairs. The surrounding area features greenery and a distant view of rolling hills, providing a serene outdoor space for relaxation.

Condo in Shelburne Falls

Flowers & Falls Spot House

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.

4.9 out of 5 average rating, 61 reviews

Ski Condo 5 Min from Mt Snow

A spacious living area features a large sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, with a lamp beside it. A dining area is visible, accompanied by a window allowing ample natural light and a view of the surrounding trees.

4.94 out of 5 average rating, 103 reviews

Cozy Mt Snow Ski In / Out

A living room features a wood-burning fireplace with an exposed brick surround, accompanied by neatly stacked firewood. A large flat-screen television is mounted above the mantle. Natural light enters through sliding glass doors, which lead to an outdoor seating area.

4.8 out of 5 average rating, 143 reviews

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck

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.