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.
Greenfield, MA
15/07 – 20/07
NZ$506/nighttotal: NZ$2530 (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.
9.9 98 reviews
Greenfield, MA
25/07 – 27/07
NZ$457/nighttotal: NZ$914 (2 )
Private Suite With A Sweet View. Spacious, Close To Town, Dog Friendly
1 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.
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.
9.8 208 reviews
Greenfield, MA
15/07 – 20/07
NZ$481/nighttotal: NZ$2405 (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.
9.7 6 reviews
Greenfield, MA
25/07 – 27/07
NZ$447/nighttotal: NZ$894 (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.
9.9 209 reviews
Greenfield, MA
27/06 – 30/06
NZ$487/nighttotal: NZ$1461 (3 )
The Jelly Mill-a Peaceful River Retreat
3 2
apartment , Guilford
This 3-bedroom cottage is situated on a quiet dirt road in Guilford, Vermont, just 20 kilometres from Brattleboro, where you'll find shops, restaurants and petrol stations. It has received excellent ratings for its location, cleanliness and overall experience. The 121-square-metre property can comfortably accommodate up to 6 guests. The cottage boasts a fully equipped kitchen, a private garden with a picnic table and barbecue, a converted garage with a patio, a Roku device for streaming, and a selection of books and games, ensuring plenty of entertainment options.
9.8 25 reviews
Greenfield, MA
25/07 – 27/07
NZ$761/nighttotal: NZ$1522 (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.
9.7 488 reviews
Greenfield, MA
25/07 – 27/07
NZ$576/nighttotal: NZ$1152 (2 )
Sunny Downtown 2br, Near Bridge Of Flowers
1 3
apartment , Shelburne
This two-bedroom flat is located on the main street of Shelburne Falls, just a short walk from the Glacial Potholes and the Bridge of Flowers, offering easy access to the village's shops, restaurants, and cafes. The property has received excellent ratings for its location, cleanliness, and overall experience. The flat is spacious and can accommodate up to six guests. It features a modern kitchen with a fridge and microwave, a newly-remodelled bathroom with a shower and washer-dryer, and a comfortable living area with a queen-sized sofa bed. Guests can enjoy the street views, explore the surrounding area, and relax in the artistic ambiance of the flat.
9.8 25 reviews
Greenfield, MA
25/07 – 27/07
NZ$427/nighttotal: NZ$854 (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
NZ$356/nighttotal: NZ$1780 (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.
9.7 35 reviews
Greenfield, MA
27/06 – 30/06
NZ$346/nighttotal: NZ$1038 (3 )
Rustic-chic Cottage With Yard And 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.
Best family friendly Greenfield, MA holiday rentals
Among the 20 accommodations in Greenfield, MA, here are the 4 best family friendly rentals
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.
9.7 98 reviews
Greenfield, MA
15/07 – 20/07
NZ$558/nighttotal: NZ$2790 (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).
9.7 22 reviews
Greenfield, MA
15/07 – 20/07
NZ$803/nighttotal: NZ$4015 (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.
Best Greenfield, MA holiday rentals with parking
9.8 7 reviews
Greenfield, MA
25/07 – 27/07
NZ$431/nighttotal: NZ$862 (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.
10 5 reviews
Greenfield, MA
25/07 – 27/07
NZ$418/nighttotal: NZ$836 (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.
Greenfield, MA
15/07 – 20/07
NZ$487/nighttotal: NZ$2435 (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.
10 5 reviews
Greenfield, MA
25/07 – 27/07
NZ$840/nighttotal: NZ$1680 (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.
Frequently asked questions about holiday rentals in Greenfield, MA
What are the benefits of choosing a vacation rental in Greenfield, MA?
Vacation rentals offer more space and privacy than a hotel room. They can also be a more affordable option, especially if you're travelling with a family or group of friends. You'll also have access to a kitchen, which can save you money on dining out.
What are the best Airbnb and holiday rentals in Greenfield, MA?
What are the top sports attractions and facilities in Greenfield, MA?
Greenfield has a variety of sports facilities, including the Greenfield Community College Athletic Complex, which features a baseball field, soccer field, and track. The Greenfield Town Common also has a playground and tennis courts. For a more leisurely activity, the Greenfield Greenway is perfect for walking, running, or cycling.
What are the most popular Airbnbs in Greenfield, MA?
Best Greenfield, MA holiday rentals with a balcony
10 3 reviews
Greenfield, MA
25/07 – 27/07
NZ$329/nighttotal: NZ$658 (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
NZ$487/nighttotal: NZ$2435 (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 holiday rentals
Among the 20 accommodations in Greenfield, MA, here are the 4 best pet friendly rentals
9.0 2 reviews
Greenfield, MA
29/07 – 01/09
NZ$368/nighttotal: NZ$12512 (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.
9.7 30 reviews
Greenfield, MA
29/07 – 01/09
NZ$382/nighttotal: NZ$12988 (34 )
Cozy Home With Relaxing Views
1 2
apartment , Northfield
This Northfield, Massachusetts house is minutes from I-91, 5 minutes from Mount Hermon School, and within a 20-40 minute drive (approximately 32-64 km) of Brattleboro, Greenfield, Amherst, and Northampton, offering easy access to local attractions and the Connecticut River. Sleeping six guests across three bedrooms and one bathroom, this self-catering property boasts a fully equipped kitchen, garden, parking, high-speed internet, central heating and fans, and enjoys mountain views of the Old Mount Hermon Campus.
Greenfield, MA
25/07 – 27/07
NZ$738/nighttotal: NZ$1476 (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 4 reviews
Greenfield, MA
25/07 – 27/07
NZ$1031/nighttotal: NZ$2062 (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.