Best Holiday rentals and Airbnb offers in Greenfield, MA
10 1 review
Greenfield, MA
25/07 – 27/07
SG$551/nighttotal: SG$1102 (2 )
Cozy Country House In Conway
1 3
apartment , Conway
This two-bedroom flat in Conway is located 6.4 kilometres from Treehouse Brewing Company, 9.7 kilometres from Deerfield Academy, and 19.3 kilometres from UMass Amherst. This residence offers a full kitchen, three televisions, a king and queen bed, two showers, two bathtubs, and an in-unit washer and dryer, comfortably accommodating up to six guests.
10 76 reviews
Greenfield, MA
25/07 – 27/07
SG$415/nighttotal: SG$830 (2 )
Downtown Modern Apartment
1 3
apartment , Shelburne
This apartment is situated on Bridge Street in Shelburne Falls, a short walk from the iconic Shelburne Falls Bridge of Flowers and the town centre's shops and restaurants. The apartment, which occupies the entire second floor of a historic brick building, offers comfortable accommodation for up to six guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning and parking.
10 5 reviews
Greenfield, MA
04/07 – 10/07
SG$503/nighttotal: SG$3018 (6 )
Romantic 1-bedroom Retreat In Downtown Shelburne Fallswalk To Everything
1 2
apartment , Buckland
This one-bedroom flat is located in downtown Shelburne Falls, a short walk from the Bridge of Flowers and Glacial Potholes, within a renovated historic firehouse. This 51 square meter apartment accommodates two guests and features a fully equipped kitchen, a king-size bed, and an in-unit washer/dryer, with skiing and mountain biking available at Berkshire East Mountain Resort.
10 67 reviews
Greenfield, MA
25/07 – 27/07
SG$254/nighttotal: SG$508 (2 )
Spacious, Sunny* Woodland Retreat
1 3
apartment , Conway
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.
9.8 208 reviews
Greenfield, MA
25/07 – 27/07
SG$404/nighttotal: SG$808 (2 )
Peaceful Blossoms Victorian Home
3 3
apartment , Greenfield Town
This three-bedroom flat is situated in Greenfield, Massachusetts, just a short distance from popular attractions like Berkshire East, Yankee Candle, and Magic Wings. The surrounding area offers a charming New England setting, perfect for exploring the region's natural beauty and cultural landmarks. This property has consistently received excellent ratings for its cleanliness, location, and overall guest experience. The spacious apartment comfortably accommodates up to five guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy the convenience of a private garden, parking, and internet access, making it an ideal choice for families or groups of friends looking for a comfortable and well-equipped home away from home.
This apartment is located on the third floor of a historic building in downtown Shelburne Falls, just a short walk from the famous Bridge of Flowers and a range of shops, restaurants and bars. The apartment has excellent user, location and cleanliness ratings. The apartment features a spacious open-plan living area with a cathedral ceiling, suitable for up to four guests. It has a well-equipped kitchen with a dishwasher, a modern shower room, a washing machine and dryer, fast internet, two smart TVs, and air conditioning.
10 81 reviews
Greenfield, MA
25/07 – 27/07
SG$285/nighttotal: SG$570 (2 )
Lovely Greenfield Apartment
1 3
apartment , Greenfield Town
This two-bedroom flat is situated in a residential neighbourhood, just 1.6 kilometres from Greenfield town centre and 800 metres from Baystate Franklin Medical Center. The property has received excellent ratings for its cleanliness, location, and user experience. The flat is equipped with a kitchen, a bathroom, and a private balcony, comfortably accommodating up to three guests. The apartment offers modern amenities such as air conditioning, a dishwasher, a microwave, and a fridge, making it a great choice for families and travellers looking for a comfortable stay.
10 305 reviews
Greenfield, MA
25/07 – 27/07
SG$488/nighttotal: SG$976 (2 )
Shelburne Guest House -The Ranch
1 3
house , Shelburne
This three-bedroom apartment is situated in Shelburne, just 5km from Shelburne Falls Village and 10km from Greenfield Rotary on the I-91, offering a peaceful escape from the hustle and bustle. It has received excellent ratings for location, cleanliness, and overall user experience. The property features a spacious layout, accommodating up to 6 guests, and is perfect for families. Guests can enjoy a fully equipped kitchen, a large garden with a fire pit, and easy access to nearby attractions like Berkshire East Mountain Resort, hiking trails, and the Bridge of Flowers.
10 4 reviews
Greenfield, MA
25/07 – 27/07
SG$246/nighttotal: SG$492 (2 )
Charming 1-br Apartment In Conway, Wifi/ac
1 3
apartment , Conway
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.
9.8 25 reviews
Greenfield, MA
25/07 – 27/07
SG$569/nighttotal: SG$1138 (2 )
Revitalized Firehouse Retreat In Charming Downtown
1 3
apartment , Buckland
This Buckland apartment, situated in a renovated Shelburne Falls fire station a short walk from the town centre, offers a unique stay near the shops and restaurants of Shelburne Falls. The two-bedroom, one-bathroom flat sleeps four, includes a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, and two designated parking spaces, plus additional free overnight public parking nearby.
10 23 reviews
Greenfield, MA
25/07 – 27/07
SG$507/nighttotal: SG$1014 (2 )
Peaceful Forest Retreat
1 3
apartment , Northfield
This three-bedroom Vermont lodge, situated near Northfield, is 10km from Northfield Mount Hermon School and 13km from Interstate 91, offering seclusion amidst 8 hectares of private woodland. The self-catering property sleeps five, boasting a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, parking, and a spacious deck; Brattleboro, with its shops and restaurants, is a 29km drive away.
10 34 reviews
Greenfield, MA
25/07 – 27/07
SG$381/nighttotal: SG$762 (2 )
Wood Turtle Woods
1 3
farm , Conway
Wood Turtle Woods, a converted barn in Western Massachusetts, offers a tranquil escape 40km from Northampton, Greenfield, and Berkshire East Mountain Resort. This one-bedroom property sleeps four, boasting two bathrooms, a fully equipped kitchen including a freezer, microwave, and dishwasher, plus Wi-Fi, air conditioning, parking, and a garden; nearby activities include hiking, cross-country skiing, and exploring local breweries.
Best family friendly Greenfield, MA holiday rentals
Among the 20 accommodations in Greenfield, MA, here are the 4 best family friendly rentals
10 23 reviews
Greenfield, MA
25/07 – 27/07
SG$1044/nighttotal: SG$2088 (2 )
Montague Meadows - Space For The Whole Family
1 3
apartment , Montague
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).
9.9 98 reviews
Greenfield, MA
25/07 – 27/07
SG$396/nighttotal: SG$792 (2 )
Private Suite With A Sweet View. Spacious, Close To Town, Dog Friendly
2 3
apartment , Shelburne
The Kiva Suite is a spacious studio apartment located just two miles from the charming village of Shelburne Falls, nestled in the picturesque Berkshires. This property has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a peaceful and comfortable stay. The suite spans 279 square metres and offers a private entrance, a large open plan layout, and a private garden. Guests can enjoy a range of amenities including a fully equipped kitchen, a private bathroom, air conditioning, and a comfortable sleeping area. The studio is also dog-friendly, perfect for those travelling with their furry companions.
9.9 194 reviews
Greenfield, MA
25/07 – 27/07
SG$697/nighttotal: SG$1394 (2 )
Modern Farmhouse Close To Montague Retreat Center
1 3
apartment , Montague
This restored farmhouse, situated in the picturesque Montague, Massachusetts, is just 8 kilometres from the Montague Retreat Centre and a 32-kilometre drive from Northampton. This spacious property, perfect for families, boasts three bedrooms, two bathrooms, and can comfortably accommodate up to eight guests, featuring modern amenities such as a dishwasher, air conditioning, and a dedicated play area for children.
Summit Retreat, a self-catering lodge above the Deerfield and Connecticut River valleys in western Massachusetts, boasts expansive valley views and proximity to the Seven Sisters mountain range and Mount Holyoke's Skinner House. This two-bedroom, two-bathroom property sleeps four, offering a fully equipped kitchen (fridge, freezer, microwave, dishwasher), a dedicated children's area, a yoga room, and outdoor space ideal for picnics and cross-country skiing, with abundant wildlife viewing opportunities.
Best Greenfield, MA holiday rentals with parking
Greenfield, MA
25/07 – 27/07
SG$272/nighttotal: SG$544 (2 )
Shelburne Falls On Main
1 3
apartment , Shelburne
This Shelburne Falls on Main flat is located in Shelburne, approximately 40-46 kilometres from Amherst College, Hampshire College, Beneski Museum of Natural History, East Village Historic District, and Molly Stark State Park. This one-bedroom apartment accommodates up to seven guests and includes complimentary WiFi, air conditioning, a fully equipped kitchen, and on-site private parking.
10 5 reviews
Greenfield, MA
25/07 – 27/07
SG$312/nighttotal: SG$624 (2 )
Deck, Mountain Views: Colorful Retreat In Vernon!
2 3
apartment , Vernon
This Vernon apartment, situated 16 kilometres from Fort Dummer State Park, offers easy access to Santa's Land USA (40 kilometres) and Molly Stark State Park (42 kilometres). The 156-square-metre property boasts a spacious two-bedroom layout, sleeping up to 11 guests, and includes a fully equipped kitchen, free Wi-Fi, parking, and air conditioning.
10 5 reviews
Greenfield, MA
25/07 – 27/07
SG$628/nighttotal: SG$1256 (2 )
Revitalized Firehouse Retreat In Downtown Shelburne Falls. Walk To Everything!
2 3
apartment , Buckland
This flat in Shelburne Falls offers industrial-chic accommodation, a short walk from downtown and close to the Bridge of Flowers and G. William Pitt House. This 60-square-metre dwelling sleeps four guests across two bedrooms, featuring a king-size bed in one and a queen-size bed with 14-foot ceilings in the other, alongside a fully equipped kitchen with a microwave and dishwasher, air conditioning, keyless entry, and two dedicated parking spaces.
9.8 7 reviews
Greenfield, MA
25/07 – 27/07
SG$322/nighttotal: SG$644 (2 )
Deck, Mountain Views: Colorful Retreat In Vernon!
2 3
apartment , Vernon
This Vernon holiday home, near the Norcross Wildlife Sanctuary (walking distance) and Satan's Kingdom Wildlife Management Area (a 2km drive), offers convenient access to local attractions including the Latchis Theatre. The 156 square metre property features two bedrooms, two bathrooms, and sleeps six, boasting a private terrace with a fire pit and barbecue, plus a fully equipped kitchen and air conditioning.
Frequently asked questions about holiday rentals in Greenfield, MA
When is the best time to book a vacation rental in Greenfield, MA?
The best time to book a vacation rental in Greenfield is in the spring or autumn. The weather is pleasant during these seasons, and there are fewer crowds than during the summer. You might find better deals if you book outside of peak season.
What are the best Airbnb and vacation rentals in Greenfield, MA?
What are the best budget-friendly activities in Greenfield, MA?
There are plenty of budget-friendly activities in Greenfield. You can take a walk or cycle along the Greenfield Bike Path, visit the Greenfield Public Library, or explore the Greenfield Common. The Greenfield Farmers Market is another great option for a budget-friendly day out.
What are the most popular Airbnbs in Greenfield, MA?
What are the best restaurants with local dishes in Greenfield, MA?
Greenfield has some great restaurants serving local dishes. The Greenfield Diner is a classic spot for American diner fare, and The Greenfield Restaurant is a great option for a more formal meal. For a taste of local cuisine, try The Greenfield Tavern, which serves up New England classics.
What are the best rentals for families and kids in Greenfield, MA?
What are the best walking or cycling routes in Greenfield, MA?
The Greenfield Bike Path is a great option for both walking and cycling. It runs for several miles along the Connecticut River, offering beautiful views of the surrounding area. The Greenfield Common is also a popular spot for walking, and there are several hiking trails in the nearby Greenfield State Park.
Are there pet-friendly attractions in Greenfield, MA?
There are a few pet-friendly attractions in Greenfield. The Greenfield Common is a great place to take your dog for a walk, and the Greenfield Farmers Market is also pet-friendly. The Greenfield State Park has hiking trails that are suitable for dogs on a leash.
What are the top sports attractions and facilities in Greenfield, MA?
Greenfield does not have any major sports attractions or facilities. However, there are a few local sports teams, such as the Greenfield High School football team, and the Greenfield Recreation Department offers a variety of sports programs for people of all ages.
Destinations nearby
Best Greenfield, MA holiday rentals with a balcony
10 4 reviews
Greenfield, MA
25/07 – 27/07
SG$246/nighttotal: SG$492 (2 )
Charming 1-br Apartment In Conway, Wifi/ac
1 3
apartment , Conway
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.
Best pet friendly Greenfield, MA holiday rentals
Among the 20 accommodations in Greenfield, MA, here are the 4 best pet friendly rentals
10 4 reviews
Greenfield, MA
25/07 – 27/07
SG$771/nighttotal: SG$1542 (2 )
Shelburne Falls House In Village
1 3
apartment , Shelburne
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.
Greenfield, MA
25/07 – 27/07
SG$697/nighttotal: SG$1394 (2 )
Rustic Beauty: 2-bedroom House In Serene Shelburne Falls
2 3
apartment , Shelburne
This 2-bedroom, 2-bathroom apartment in Shelburne offers expansive valley views towards the Seven Sisters range, located just 5 minutes from the I-91 and close to local landmarks such as Old Greenfield Village and the Bridge of Flowers. This property accommodates up to 4 guests and features a well-equipped kitchen, a dedicated Family Office with a crib, a Yoga Room, and a main bathroom with a deep soaking tub, all set within spacious outdoor areas perfect for recreation.
Greenfield, MA
25/07 – 27/07
SG$694/nighttotal: SG$1388 (2 )
Garden Falls
1 3
apartment , Shelburne
This charming three-bedroom house is situated in the historic village of Shelburne Falls, just a short walk from the famous Bridge of Flowers and a range of shops, restaurants, and recreational areas. The village is known for its picturesque setting and lively atmosphere, with plenty to offer visitors of all ages. The house can comfortably accommodate up to six guests and features a fully equipped kitchen, a private patio, and free parking. Guests can enjoy a range of amenities including air conditioning, Wi-Fi, and a washing machine, as well as close proximity to outdoor activities like skiing, hiking, and swimming.
9.7 358 reviews
Greenfield, MA
25/07 – 27/07
SG$246/nighttotal: SG$492 (2 )
Cozy, Quiet Cottage On Country Rd 2 Mil From I-91
1 3
apartment , Bernardston
This charming cottage is located just off a quiet country road, less than 3 kilometres from the I-91 highway, offering a peaceful retreat while remaining close to major routes and attractions. The property has received excellent ratings for its cleanliness, location, and overall experience. The two-bedroom cottage comfortably accommodates up to four guests and has an open floor plan, creating a spacious and airy feel. Guests can enjoy amenities such as a fully equipped kitchen, Wi-Fi, a washer and dryer, and access to a large field and hiking trails.