Vacation rentals in Whately

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Top-rated vacation rentals in Whately

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Top guest favorite

The spacious studio apartment features a well-equipped kitchen with a countertop and bar seating. Natural light filters through the windows, highlighting wooden cabinetry and modern appliances. The open layout includes a cozy seating area, creating a functional living space beneath sloped ceilings.

Apartment in Williamsburg

4.95 out of 5 average rating, 115 reviews

The cozy clubhouse

Take a break and unwind at this peaceful cozy studio apartment with a private deck looking out over the garden and classic New England stone wall. Located on a quiet dead end street in the village of Haydenville. Not far from the local rail trail, hiking trails, and only a 13 minute drive to downtown Northampton. Very close to Look Park and Valley View Farm common wedding venues. A gateway to the Berkshires, with easy drive access to the Tanglewood music venue, Mount Greylock, and Mass MOCA.

Top guest favorite

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

4.98 out of 5 average rating, 105 reviews

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 local ski resort Berkshire East. There are many sights, country roads, trails to explore, along with many varied excellent 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.

Guest favorite

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.

Apartment in Northampton

4.94 out of 5 average rating, 110 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.

Guest favorite

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

4.98 out of 5 average rating, 237 reviews

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.

Top guest favorite

The exterior of a light blue guesthouse is framed by lush greenery and trees. A distinctive tower is visible atop the building. The setting conveys a sense of seclusion in a natural environment, with a glimpse of the yard in the background.

Cottage in Deerfield

4.97 out of 5 average rating, 186 reviews

Dreamy Guesthouse: sauna and private deck

You will feel like you're deep in the country while being close to everything on this 11-acre homestead, surrounded by woods. Featuring an infrared sauna, breezy porch, and firepit, this private guesthouse (next to our residence) is a 15-min walk to Deerfield Academy, Bement, Eaglebrook, and Historic Deerfield; a short drive to all five colleges; and less than three miles from award-winning Treehouse Brewery. Halfway between Brattleboro and Northampton, this is the perfect valley spot.

Guest favorite

A private deck area features colorful flower beds and potted plants. A large hanging chair is visible alongside patio seating, with a wooden deck leading toward the entrance. Sunshine filters in, highlighting the inviting outdoor space.

Apartment in Whately

4.94 out of 5 average rating, 219 reviews

Cozy, Private, Central 1 Bdrm, Large Yard

Half of an adorable bungalow in beautiful, private, picturesque setting. Minutes to 91, Northampton, Amherst, 5 colleges, Treehouse Brewery, Butterfly Conservatory, Historic Deerfield, Mohawk Trail… Oversized sunny bedroom with queen bed, pull-out double sofa. Living room has large sectional sofa, t.v. Full kitchen, with common appliances and cookware. Bathroom with shower/tub. Vaulted ceilings throughout. Slider to private deck and large yard, all separated from owners side of house

Top guest favorite

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

4.96 out of 5 average rating, 189 reviews

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.

Top guest favorite

The living room features a spacious seating arrangement with a light-colored sectional couch and a dark futon. A coffee table is positioned between them, accompanied by a decorative area rug. A workspace with a chair is visible in the background, leading to the kitchen area.

Apartment in Northampton

4.96 out of 5 average rating, 277 reviews

Downtown updated 1 bedroom apartment w/fireplace

Feel at home in this newly updated one bedroom apartment right on the edge of the downtown district. This second floor apartment features a well-equipped kitchen, comfortable living room with working fireplace, full sized dining table, work space with wifi, large bedroom with king bed and reading chair and on-site laundry/parking. A .6 Mile walk/drive to Smith College and a five minute walk to Main St. in Northampton make this location ideal. Easy to I-91, too!

Top guest favorite

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.

Apartment in Northampton

4.99 out of 5 average rating, 193 reviews

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

Top guest favorite

A living area features warm wooden paneling, hardwood floors, and natural light illuminating the space. A comfortable gray sofa is positioned on a colorful area rug, with a brick fireplace as a focal point. A wooden table and chair are present for workspace or dining.

Guesthouse in Amherst

4.96 out of 5 average rating, 640 reviews

Cozy get-away!

This quiet option is less than two miles from the center of downtown Amherst, a thriving college town with museums, libraries, small stores, restaurants for every budget, hiking trails galore. We offer a relaxing, TV-free space in a friendly, safe, residential neighborhood. Five minute walk to 2 bus stops. If you are looking for some privacy with access to western Mass., you've found it!

Guest favorite

The vibrant exterior of an artist-designed home is surrounded by lush greenery, featuring an array of colorful architectural details. Outdoor seating is provided by several chairs, creating inviting spaces amidst the well-maintained gardens and stone pathways.

Apartment in Goshen

4.93 out of 5 average rating, 412 reviews

Experience Three Sisters Sanctuary

Prepare yourself for an incredible experience at Three Sisters Sanctuary! You are sure to cherish every moment. Guests experience such a feeling of peace here and ability to leave their troubles behind. Every corner has been filled with love and creative attention making for a truly magical place.

Guest favorite

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

4.83 out of 5 average rating, 427 reviews

Charming & Quiet, walk to colleges

Cozy one bedroom second floor apartment nestled in a quiet friendly neighborhood. Bathroom renovated Nov 2022. Original 1800s woodwork with modern touches perfectly balances old and new, a reflection of our historic town. A short walk to museums, cafes, farm to table bistros and local pubs.