Holiday Rentals in Greenfield, MA

20 available vacation rental offers

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Greenfield, MA holiday rentals
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Best Holiday rentals and Airbnb offers in Greenfield, MA

Best family friendly Greenfield, MA holiday rentals

Among the 20 accommodations in Greenfield, MA, here are the 4 best family friendly rentals

Montague Meadows - Space For The Whole Family - Greenfield, MA
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).
Private Suite With A Sweet View. Spacious, Close To Town, Dog Friendly - Greenfield, MA
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.
Modern Farmhouse Close To Montague Retreat Center - Greenfield, MA
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:2br/2bath Rustic Beauty + Yoga Room - Greenfield, MA
10 7 reviews
Greenfield, MA
25/07 – 27/07
SG$675/nighttotal: SG$1350 (2 )

Summit Retreat:2br/2bath Rustic Beauty + Yoga Room

1 3
cabin , Shelburne
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

Shelburne Falls On Main - Greenfield, MA
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.
Deck, Mountain Views: Colorful Retreat In Vernon! - Greenfield, MA
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.
Revitalized Firehouse Retreat In Downtown Shelburne Falls. Walk To Everything! - Greenfield, MA
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.
Deck, Mountain Views: Colorful Retreat In Vernon! - Greenfield, MA
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?

    Mohawk Trail View/ Private Apt - No Cleaning Fee, Lovely 2nd Floor Apartment and The Cozy Treetop Apartment are the most popular Airbnb and vacation rentals in Greenfield, MA among travelers.

  • 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?

    Among the Airbnbs in Greenfield, MA, Mohawk Trail View/ Private Apt - No Cleaning Fee, The Cozy Treetop Apartment and Lovely 2nd Floor Apartment are the most popular ones.

  • 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?

    The best rentals for families and kids in Greenfield, MA are Lovely 2nd Floor Apartment, Cozy Farmhouse Apartment and Treehouse Retreat.

  • 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

Charming 1-br Apartment In Conway, Wifi/ac - Greenfield, MA
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

Shelburne Falls House In Village - Greenfield, MA
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.
Rustic Beauty: 2-bedroom House In Serene Shelburne Falls - Greenfield, MA
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.
Garden Falls - Greenfield, MA
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.
Cozy, Quiet Cottage On Country Rd 2 Mil From I-91 - Greenfield, MA
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.
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