Vacation Rentals in Greenfield, MA

This spacious four-bedroom property is situated on a 200-acre site in Greenfield, Massachusetts, near Leyden, offering easy access to the Northfield Mountain Recreation Area.
The 325-square-metre house, sleeping up to 12 guests, boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a jacuzzi, a garden, parking, and Wi-Fi; nearby attractions include Honora Winery and the Brattleboro Farmers' Market.

This spacious one-bedroom apartment in Conway, Massachusetts, is situated in a historic Victorian mansion dating back to the 1880s, a 16-kilometre drive from I-91 and approximately 32-40 kilometres from Greenfield, Amherst, Northampton, and Berkshire East.
The self-catering flat, sleeping up to six guests, boasts vintage features including marble fireplaces, high ceilings, and a unique ‘wildscaped’ yard with a pond; laundry facilities are available by arrangement, and high-speed internet access is provided.

This charming Vermont cabin is located just 15 kilometres from Wilmington and 30 kilometres from Mount Snow or Berkshire East, offering a peaceful retreat in a picturesque rural setting. The cabin has received excellent user ratings, reflecting its comfortable amenities and convenient location.
The cabin provides spacious accommodation for up to six guests, spread across three bedrooms and two bathrooms, covering a total of 98 square metres. It features modern amenities, including a smart TV, laundry facilities, and air conditioning, alongside a relaxing atmosphere ideal for exploring the surrounding natural beauty.

This two-bedroom apartment in Buckland is situated just 15 kilometres from Berkshire East Mountain Resort, overlooking the Salmon Falls and Bridge of Flowers. The apartment has been given excellent ratings for location, cleanliness and user experience.
The apartment offers a comfortable stay for up to six guests, with one bathroom and a fully equipped kitchen. Guests can enjoy a private garden, parking, air conditioning and breathtaking views from the outdoor deck.

This family-friendly property is located in Colrain, within a 5km radius of Arthur A. Smith Covered Bridge, G. William Pitt House and Collection, and White Barn Studio. It has received excellent ratings for its cleanliness, location, and overall user experience.
This 5-bedroom home spans 186 square metres and offers a range of amenities, including a fully equipped kitchen, a Jacuzzi, a terrace, and a garden. Guests can enjoy outdoor grilling, relax in the spa tub, and explore the nearby Deerfield River and High Ledges Wildlife Sanctuary.

This immaculate Victorian house in Shelburne Falls offers a peaceful retreat, a short walk from the village centre with its shops, restaurants, and bowling alley.
The three-bedroom property, sleeping six, features an open-plan kitchen-family room, a dining room, and a private back deck with a barbecue, plus garage storage for sports equipment; nearby activities include skiing, cycling, and rafting.

This charming seven-bedroom house is located in the heart of Buckland, a picturesque New England village, just a two-minute walk from the village centre and a five-minute walk from the river and the Bridge of Flowers. The property has received excellent ratings for location, cleanliness, and overall user experience.
The spacious home comfortably accommodates up to 14 guests and features a well-equipped kitchen, dining/living area, two sitting rooms, a playroom, a wood stove, cable TV, and wireless internet. Guests can enjoy a private garden, parking, and a range of activities, including swimming, river rafting, hiking, skiing, and zip-lining.

This Greenfield Town apartment, a first-floor flat near the town centre, is conveniently located across the road from a skate park.
The two-bedroom dwelling, sleeping up to six guests, offers a fully equipped kitchen with dishwasher, in-unit laundry, and a living area with a flat-screen TV; note that noise from upstairs neighbours may be audible.

This charming apartment is located in a renovated Victorian mansion on a street named after the family who built it in the 1880s, just 16 kilometres from I-91 and 32 kilometres from Greenfield. The property is also within a 40 kilometre radius of Amherst, Northampton, and Berkshire East Resort.
The apartment has one bedroom with a queen bed, a queen futon couch, and a full sleeper sofa in the living room, making it suitable for up to six guests. Guests can enjoy a spacious and sunny apartment with a vintage Atari, a digital projector for playing Pong on the living room wall, a "wildscaped" yard with a small pond, and access to a local resident-only town pond/beach during the summer.

This secluded Leyden, Massachusetts chalet, situated 3.2km north of Greenfield and under 14.5km from Deerfield, its Academy, Eaglebrook School, and The Bement School, offers stunning mountaintop views and easy access to the Green River.
The 325m² newly renovated property boasts four bedrooms, three bathrooms, sleeping up to twelve guests, and features a large deck with a fire pit, a spacious kitchen, and an upcoming eight-person hot tub (completion end of November 2024); extensive trails are perfect for hiking and ATV riding.

This spacious four-bedroom house in Montague, Massachusetts is a short walk (under 1.6km) from a new playground, the historic Book Mill (with café, art gallery, and record shop), and a village store, and is within a 24km drive of UMass Amherst and Smith College.
The pet-friendly property, sleeping eight, boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden with patio and deck, high-speed Wi-Fi, smart TVs, ample parking including a two-car garage, and baby equipment (pack-n-play, high chair, booster seats).

This two-bedroom flat offers a tranquil country road setting in Deerfield, within walking distance of Historic Deerfield, Deerfield Academy, Eaglebrook School, Bement School, Richardson's Candy Kitchen, Bittersweet Bakery, and The Old Deerfield Country Store, and less than a 10-minute drive to Yankee Candle Flagship store, Tree House Brewery, Magic Wings Butterfly Conservatory, and Berkshire Brewing Co.
This accommodation for six guests boasts authentic colonial antiques, a fully stocked kitchen with modern amenities including a washer/dryer and purified water faucet, fast WIFI, smart TVs, and outdoor features such as a patio, fire pit, BBQ grill, and cottage gardens with resident chickens, with concierge services available.