Vacation rentals with outdoor seating in Hadley

5 out of 5 average rating, 154 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, 241 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, 610 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 warm, orange wall frames the sleeping area, featuring a spacious bed with neutral linens and decorative pillows. Soft light is provided by two bedside lamps, and a large window offers a glimpse of the outside while inviting natural light into the room.

4.94 out of 5 average rating, 117 reviews

Warm & Stylish Apartment w/laundry - walk to DT

Warm and stylish 1 bedroom apartment with private garden entrance located steps from downtown Northampton. Newly refinished with a comfortable queen bed, sleeper sectional and luxury linens. It has a fully functional kitchen, bathroom, living room with a flatscreen, Roku and high-speed wifi as well as a washer/dryer in the unit-- perfect for a staycation or for a relaxed homestay for your remote work. Walk 15 mins to restaurants downtown, 20 mins to Smith College and 2 to the bike path.

4.98 out of 5 average rating, 257 reviews

A panoramic view of the expansive farmland stretches towards a distant mountain range under a colorful twilight sky. Two wooden chairs are positioned on the grassy area, providing a serene spot to enjoy the landscape.

Tiny home in Northampton

Tiny House Farm Retreat: Mountain Views, Fire pit

The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

4.97 out of 5 average rating, 263 reviews

The image features a scenic view of a sunset, casting vibrant hues across a cloudy sky. Lush green fields extend into the distance, bordered by farm buildings and trees. The tranquil atmosphere highlights the open farmland typical of the Hadley area.

Apartment in Hadley

Sweet Retreat minutes from Northampton & Amherst

Our home is in Hadley, MA which is less than 5 minutes from Amherst and 10 minutes from Northampton. Amherst is home to the flagship campus of University of Massachusetts, Amherst College and Hampshire College. Northampton is home to Smith College and in nearby South Hadley is the campus of Mount Holyoke College. Hadley is known for it's farmlands and open spaces. Northampton is a vibrant arts community that overflows with great restaurants, shops, cafes, music venues and galleries.

4.93 out of 5 average rating, 176 reviews

A living area features hardwood floors and a cozy ambiance. A vintage-style cabinet holds a television, while a lamp softly illuminates a decorative wall art piece. A comfortable chair is positioned nearby, with a large open shelving unit displaying books and decorative items.

Cottage in Amherst

Beautifully Restored Cottage Studio

Originally built as an artist's studio, our Private Cottage is a fully-restored, light-filled, wonderfully serene space - with plush and thoughtful designer-appointed furnishings, cathedral ceilings, hardwood floors, a renovated en-suite bath, and a complete kitchen. Freshly laundered 450+ thread count Egyptian cotton beddings, linens, and towels are provided on-site as are complimentary amenities. * Fully Private, Quiet & Serene, Family-Friendly * An easy 3-minute drive to town

5 out of 5 average rating, 143 reviews

A well-maintained home is situated on a gentle slope, featuring a neatly landscaped front yard with flowering plants and shrubs. An American flag is displayed by the entrance, and a gravel driveway leads to the garage below, surrounded by lush greenery.

Home in Amherst

The Suprenant House

Cozy home in the 5 college area, close to downtown Amherst minutes from UMASS and Amherst College in a rural part of Town with endless scenic views. Free fast Wifi and parking. During your stay you can enjoy a fully stocked kitchen, laundry essentials, books, board games and other activities. Your hosts live directly next door to the property and available to help at any time. You will be staying next to a working farm, where there are trucks and machines working daily.

Guesthouse in Northampton

A spacious studio is illuminated by natural light from large windows. The bright room features a mix of furnishings, including a white sofa, a dining table, and a variety of shelving units. Warm wood flooring complements the inviting layout.

4.93 out of 5 average rating, 288 reviews

Large Studio – Walk to Town

IMPORTANT: Please read the full description about the eco-friendly policy and click the "CONTACT HOST" button, rather than making a reservation. I will respond very quickly to your request. Thank you for your consideration! A unique studio, loft-like, surrounded by beautiful gardens, a short walk to downtown and Smith College; perfect for visiting the five colleges, attending weddings, graduations, workshops, writing and research; close to hiking and bicycle trails.

4.99 out of 5 average rating, 137 reviews

A comfortable studio space is highlighted by a plush queen bed adorned with white bedding, positioned beside a cozy fireplace. Soft light is provided by a bedside lamp, while a fan offers air circulation. Neutral tones and warm accents create a welcoming ambiance.

Apartment in Wilbraham

Western Mass Retreat!

Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

4.75 out of 5 average rating, 325 reviews

The charming yellow house is surrounded by lush greenery, with solar panels on the roof. Several trees and bushes create a serene atmosphere in the garden, and a glimpse of a nearby building can be seen to the right.

Apartment in Amherst

Color, Convenience, Class, Colleges

The reviews say it all! We'll make you comfortable in our classy, colorful and convenient basement garden apartment on the Hadley/Amherst line. Close proximity to all schools in the Five College Consortium, we are surrounded by the fertile farmlands, beautiful mountains and happy valley....with a view of the UMass campus a mile away as the crow flys. Culture abounds! Due to families traveling from afar during graduation weekends, we require a 3 night minimum.

4.96 out of 5 average rating, 103 reviews

The cottage's exterior is composed of light blue siding, framed by lush greenery and mature trees. A paved pathway leads to the entrance, which features a modern black door. Sunlight filters through the leaves, creating dappled shadows on the grass.

Cottage in Amherst

Serene Modern Country Cottage near Amherst Center

This newly renovated cottage has the best of both worlds--a peaceful setting walking distance to the restaurants, cafes, and shops of Amherst center, Amherst College, and 1.3 miles to UMass. Perfect for visiting academics, families, and anyone looking to experience the Happy Valley's unique charms. We are pleased that the Cottage is powered, heated, and cooled by 100% renewable energy. PLEASE SEE IMPORTANT PARKING INFORMATION BELOW.

Popular amenities for Hadley outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

The exterior of a Victorian duplex is visible, showcasing a pink facade with blue accents and large windows. Lush greenery surrounds the home, with blooming flowers and a neatly landscaped pathway leading to the entrance. A clear blue sky is seen overhead.

4.81 out of 5 average rating, 136 reviews

Victorian house near Smith college and downtown

4.89 out of 5 average rating, 1,015 reviews

A welcoming entrance features a maroon front door with glass panes, flanked by a wooden railing. A slight wooden ramp leads up to the door, surrounded by a manicured area of small plants and gravel, creating an inviting first impression.

Home in Feeding Hills

Farm Fresh Feeding Hills

4.96 out of 5 average rating, 138 reviews

Home in Guilford

Green River Cottage-A Peaceful Country Retreat

5 out of 5 average rating, 110 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

4.88 out of 5 average rating, 284 reviews

Home in Enfield

Scenic River View

A cozy living room contains a green sofa adorned with decorative cushions and a matching armchair. A round coffee table sits in front of the sofa, while a patterned rug covers the wooden floor. Natural light enters through the windows, illuminating the space.

4.97 out of 5 average rating, 137 reviews

Lovely 2BR Home Close to Downtown

A charming farmhouse is depicted, featuring a white exterior and a welcoming red front door. Windows provide natural light, and a wood pile is neatly stacked beside the entrance. Lush greenery and seasonal foliage surround the home, set against a clear blue sky.

4.87 out of 5 average rating, 665 reviews

The Farmhouse - Hot tub eclectic farmhouse 3 br

4.9 out of 5 average rating, 234 reviews

A view from above displays a cozy sitting area beneath exposed wooden beams. A rich, patterned rug covers the floor, while a plush armchair and a small table are positioned nearby. Natural light filters in through the adjacent windows, illuminating bookshelves filled with items.

Home in New Salem

Stone n' Sky Lodge

Apartment rentals with outdoor seating

4.84 out of 5 average rating, 435 reviews

A cozy sleeping area features a queen-sized bed with white bedding and two blue accent pillows. A nightstand with a lamp and a stack of books is positioned beside the bed, with a window providing natural light through partially opened blinds.

Apartment in Amherst

Charming & quiet, walk to colleges

4.97 out of 5 average rating, 288 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

A bright living area features wooden flooring and a blend of seating options, including a yellow sofa and patterned armchairs. A glass coffee table sits atop a decorative rug, complemented by artwork on the walls and natural light streaming through the window.

4.97 out of 5 average rating, 420 reviews

Light filled three bedroom apartment DT Florence!

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, 280 reviews

A living room area features two couches, a coffee table, and a flatscreen TV positioned near a decorative fireplace. A shelf above the kitchen area is stocked with dishes and cooking essentials. Warm lighting and soft colors create a cozy environment.

Apartment in Amherst

Woodsy hideaway apartment

A living room is displayed, featuring a comfortable blue couch adorned with patterned pillows. Three framed landscape images are mounted on the wall above a wooden coffee table. Natural light enters through a window with sheer curtains, illuminating a cozy reading nook in the background.

5 out of 5 average rating, 212 reviews

Cozy Haven: Convenience & Charm

An open living space features a comfortable grey couch, a wooden dining table with chairs, and large windows allowing natural light. A kitchen island with a butcher block surface sits prominently, promoting convenience and accessibility in the room's design.

4.97 out of 5 average rating, 387 reviews

1880s bright sun+design in best downtown location

A spacious bed is prominently featured, with a plush, textured blanket draped over it. Warm lighting from bedside lamps creates a cozy ambiance. Light filters through sheer curtains, illuminating the room's soft neutral tones and adding a touch of warmth.

4.98 out of 5 average rating, 125 reviews

Garden Apartment in Northampton

Other vacation rentals with outdoor seating

4.92 out of 5 average rating, 221 reviews

A classic log cabin stands surrounded by greenery, featuring a spacious front porch with a wooden railing. Large windows dominate the front, allowing natural light to fill the interior. An American flag is displayed, adding to the rustic charm of the structure.

Cabin in Plainfield

Peaceful Cabin in the Woods

4.84 out of 5 average rating, 45 reviews

Tranquil home on bike path near Smith College

4.98 out of 5 average rating, 52 reviews

A dining area is illuminated by natural light from large windows. A table with a floral tablecloth is surrounded by metal chairs. Two comfortable armchairs are positioned nearby, and a desk with a computer is situated against the wall, creating a welcoming space for relaxation.

Apartment in Conway

Spacious, Sunny* Woodland Retreat

A secluded apartment is surrounded by vibrant autumn foliage, with golden leaves adorning a tall tree in the foreground. The building features large windows that reflect the natural beauty of the landscape, enhancing its integration with the serene woods.

4.95 out of 5 average rating, 258 reviews

Cedar Wet Room w Soaking Tub

The exterior of the historic Richardson House features white siding with black shutters and a colorful pride flag hanging beside the entrance. The front steps lead to a door decorated with a welcoming wreath, while a well-maintained lawn and shrubs surround the foundation.

4.94 out of 5 average rating, 212 reviews

Historic Richardson House, 1873 farmhouse

4.91 out of 5 average rating, 151 reviews

The exterior of a two-story house is displayed, featuring a wide front porch with multiple windows. A well-maintained lawn is positioned in front, bordered by shrubs. The home includes a stone accent and a double garage, all set against a backdrop of trees.

Guest suite in Granby

Whole place,staycation,3 bedrooms, spacious area

4.91 out of 5 average rating, 411 reviews

The cozy cottage is nestled among trees, featuring a welcoming wooden deck. Reflections of the structure can be seen in the calm water of the pond, surrounded by lush greenery. A kayak is positioned in the foreground, pointing towards the entrance.

Tiny home in Orange

The Writer's Retreat: A Sweetwater Stay