Compare Vacation Rentals & Airbnb in Greenfield, MA
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20 Rentals and Airbnb in Greenfield, MA
Greenfield, MA
15/07 – 20/07
$289/nighttotal: $1445 (5 )
Rose Room Victorian Home Queen Bed Private Bath
1 2
apartment , Shelburne
This one-bedroom flat in Shelburne Falls offers a prime location, situated just 300 metres from the main street and the Bridge of Flowers, with convenient access to the White Barn Studio and Charlemont Historical Society and Museum. This family-friendly apartment, accommodating up to two guests, features air conditioning, a private bathroom, a balcony, and is within easy reach of local entertainment options such as the Shelburne Falls Bowling Alley.
10 4 reviews
Greenfield, MA
15/07 – 20/07
$548/nighttotal: $2740 (5 )
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.
Greenfield, MA
25/07 – 27/07
$600/nighttotal: $1200 (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
$451/nighttotal: $902 (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.
9.0 2 reviews
Greenfield, MA
29/07 – 01/09
$299/nighttotal: $10166 (34 )
1850s Grist Mill
1 2
apartment , Leverett
This historic Leverett mill, situated beside the Sawmill River in Massachusetts, offers a unique riverside location with a private island accessible via a stone dam. The property, sleeping up to six guests in one bedroom and two bathrooms, boasts a fully equipped kitchen, outdoor fireplace, and grill, plus a private island picnic area; the 1850s building features 20+ inch floorboards and exposed beams.
10 5 reviews
Greenfield, MA
25/07 – 27/07
$682/nighttotal: $1364 (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 25 reviews
Greenfield, MA
25/07 – 27/07
$347/nighttotal: $694 (2 )
Waterfront Unit On The River
1 3
apartment , Montague
This peaceful apartment is located in a quiet neighbourhood in Montague, just a 1.5 kilometre walk from the town centre with its shops and restaurants. The apartment has excellent user, location and cleanliness ratings, making it a great choice for your stay. This comfortable flat can accommodate up to 5 guests and has a kitchen equipped with a fridge and microwave oven. You can enjoy the garden, parking, air conditioning and internet access during your stay.
Greenfield, MA
15/07 – 20/07
$640/nighttotal: $3200 (5 )
Rustic Beauty: 2-bedroom House In Serene Shelburne Falls
2 2
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
15/07 – 20/07
$396/nighttotal: $1980 (5 )
Vikings Villages Resort
1 2
resort , Guilford
The Vikings Villages Resort, offering the Vikings Villages Resort package, is situated in Jacksonville, 18 kilometres from Guilford city centre. This self-contained accommodation provides WiFi, air conditioning, a terrace, garden, parking, and an elevator, with a picnic area for guests' enjoyment.
Greenfield, MA
25/07 – 27/07
$755/nighttotal: $1510 (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.
10 34 reviews
Greenfield, MA
25/07 – 27/07
$414/nighttotal: $828 (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.
9.8 208 reviews
Greenfield, MA
15/07 – 20/07
$391/nighttotal: $1955 (5 )
Peaceful Blossoms Victorian Home
3 2
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.
Best family friendly Greenfield, MA vacation rentals
Among the 20 accommodations in Greenfield, MA, here are the 4 best family friendly rentals
9.7 22 reviews
Greenfield, MA
15/07 – 20/07
$653/nighttotal: $3265 (5 )
The Mountain House
4 2
apartment , Gill
This 4-bedroom family home sits atop Mount Pisgah, just 3.2 kilometres from the Mohawk Trail and 8 kilometres from Greenfield, offering stunning views and a tranquil setting in the heart of the Berkshire Hills. The property boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay. The house is spacious and comfortably accommodates up to 8 guests, with a full kitchen, dining room, family room, and a nursery with a twin bed. Guests can enjoy a private garden, parking, and access to the entire first and second floors, sunroom, breezeway, and attached garage, making it ideal for families and groups seeking a secluded escape in the beautiful surroundings.
Greenfield, MA
15/07 – 20/07
$411/nighttotal: $2055 (5 )
Rose Wisteria 4 Guests 2 Bedrooms-full+queen Beds
2 2
apartment , Shelburne
This two-bedroom flat in Shelburne Falls offers convenient access to local attractions, situated within walking distance of Glacial Potholes, Shelburne Falls, and the Bridge of Flowers, with free on-site parking. This pet-friendly accommodation provides air conditioning and a fully equipped kitchen for up to four guests, with on-site kayaking activities and proximity to cultural sites such as the White Barn Studio and Charlemont Historical Society and Museum.
9.7 6 reviews
Greenfield, MA
25/07 – 27/07
$363/nighttotal: $726 (2 )
On-the-river Retreat
1 3
apartment , Buckland
This apartment in Shelburne Falls village offers direct riverside access, ideal for swimming, canoeing, and kayaking, and is a short walk to the Bridge of Flowers and local amenities including restaurants and shops. This family-friendly flat sleeps up to six guests and features air conditioning, a kitchenette with a fridge, freezer, and microwave, a garden, and an outdoor patio with a firepit, with Berkshire East ski resort just a short drive away.
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 vacation rentals with parking
9.7 35 reviews
Greenfield, MA
27/06 – 30/06
$281/nighttotal: $843 (3 )
Rustic-chic Cottage W/ Yard & Grill - Near Hiking!
2 2
house , Northfield
The Rustic-Chic Cottage is located in Northfield, just 39 kilometres from both Amherst College and the Beneski Museum of Natural History, making it a great base for exploring the area. The cottage has received excellent ratings for user experience, location, and cleanliness. This 2-bedroom cottage sleeps 2 guests and offers 125 square metres of living space. The cottage is fully equipped with a kitchen, air conditioning, free Wi-Fi, a garden, and free bikes, plus it has a patio with river views and is close to hiking trails.
10 5 reviews
Greenfield, MA
25/07 – 27/07
$340/nighttotal: $680 (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.
9.9 98 reviews
Greenfield, MA
25/07 – 27/07
$430/nighttotal: $860 (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.
10 3 reviews
Greenfield, MA
25/07 – 27/07
$267/nighttotal: $534 (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.
Frequently Asked Questions about vacation 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 during the shoulder seasons, from April to May and September to October. You'll avoid the crowds and get better deals on rentals.
What are the best Airbnb and vacation rentals in Greenfield, MA?
What are the best budget-friendly activities in Greenfield, MA?
A walk along the Greenfield Bikeway is a great way to get some exercise and enjoy the scenery. You can also visit the Greenfield Public Library, which offers free events and programs throughout the year.
What are the most popular Airbnbs in Greenfield, MA?
What are the best restaurants with local dishes in Greenfield, MA?
The Greenfield Diner is a classic spot for breakfast and lunch, and they have great American food. For a more upscale dining experience, try The Restaurant at the Hotel Northampton, which offers a seasonal menu with local ingredients.
What are the best rentals for families and kids in Greenfield, MA?
Are there pet-friendly attractions in Greenfield, MA?
The Greenfield Green is pet-friendly, and there are many dog-walking trails in the area. The Greenfield Farmers Market also welcomes dogs.
What are the top sports attractions and facilities in Greenfield, MA?
Greenfield is home to the Greenfield Community College, which has a variety of athletic facilities, including a gymnasium, swimming pool, and tennis courts. The Greenfield Recreation Department also offers a range of sports programs and activities for all ages.
Destinations nearby
Best Greenfield, MA vacation rentals with a balcony
10 3 reviews
Greenfield, MA
25/07 – 27/07
$267/nighttotal: $534 (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.
Greenfield, MA
15/07 – 20/07
$396/nighttotal: $1980 (5 )
Vikings Villages Resort
1 2
resort , Guilford
The Vikings Villages Resort, offering the Vikings Villages Resort package, is situated in Jacksonville, 18 kilometres from Guilford city centre. This self-contained accommodation provides WiFi, air conditioning, a terrace, garden, parking, and an elevator, with a picnic area for guests' enjoyment.
Best pet friendly Greenfield, MA vacation rentals
Among the 20 accommodations in Greenfield, MA, here are the 4 best pet friendly rentals
9.7 98 reviews
Greenfield, MA
15/07 – 20/07
$453/nighttotal: $2265 (5 )
Family Home | Flexible Layout | Walkable Town
1 2
apartment , Greenfield Town
This Greenfield family home, centrally located on a main street yet set back from the road, offers easy access to Deerfield Academy, Northfield Mount Hermon, and the Five Colleges. The four-bedroom, one-bathroom property sleeps five guests and boasts a private balcony with hammock, Goshen stone patio, and high-end amenities including a dishwasher, microwave, fridge and freezer, plus Wi-Fi and air conditioning; regular professional cleaning is available for longer stays (at extra cost).
9.6 8 reviews
Greenfield, MA
15/07 – 20/07
$863/nighttotal: $4315 (5 )
Gorgeous Timber Frame Home In Ashfield - 4 Bedrooms, 3 Bathrooms And Sauna
4 2
farm , Ashfield
This farmstead is situated in Shelburne Falls, western Massachusetts, approximately 32 kilometres from Berkshire East Ski Resort and near the Bridge of Flowers. This property accommodates up to nine guests across four bedrooms and three bathrooms, featuring a pool table, a wood-burning sauna with a cold plunge pond, and immediate access to hiking and biking trails.
9.7 352 reviews
Greenfield, MA
25/07 – 27/07
$268/nighttotal: $536 (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.
10 301 reviews
Greenfield, MA
25/07 – 27/07
$421/nighttotal: $842 (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.