Vacation Rentals in Greenfield, MA

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Greenfield, MA holiday rentals
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20 Holiday rentals and Airbnb 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

Modern Farmhouse Close To Montague Retreat Center - Greenfield, MA
9.9 194 reviews
Greenfield, MA
25/07 – 27/07
A$772/nighttotal: A$1544 (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.
On-the-river Retreat - Greenfield, MA
9.7 6 reviews
Greenfield, MA
25/07 – 27/07
A$370/nighttotal: A$740 (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.
Charming 1-br Apartment In Conway, Wifi/ac - Greenfield, MA
10 4 reviews
Greenfield, MA
25/07 – 27/07
A$272/nighttotal: A$544 (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.
Shelburne Guest House -The Ranch - Greenfield, MA
10 305 reviews
Greenfield, MA
25/07 – 27/07
A$540/nighttotal: A$1080 (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.

Best Greenfield, MA holiday rentals with parking

Deck, Mountain Views Colorful Retreat In Vernon! - Greenfield, MA
10 5 reviews
Greenfield, MA
25/07 – 27/07
A$346/nighttotal: A$692 (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.

Frequently asked questions about holiday rentals in Greenfield, MA

  • Which neighborhood in Greenfield, MA should you consider for a vacation rental?

    The area around the Greenfield Green is a good choice for a vacation rental. It's close to the heart of town, with easy access to shops, restaurants, and the beautiful Greenfield Common.
  • What are the best Airbnb and holiday rentals in Greenfield, MA?

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

  • When is the best time to book a vacation rental in Greenfield, MA?

    Greenfield is a lovely place to visit year-round, but if you're looking for the best weather, aim for the summer months. You'll also find plenty of events and festivals happening during the summer.
  • 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 events or festivals should visitors check out in and around Greenfield, MA?

    The Greenfield Summer Concert Series is a great way to enjoy live music outdoors. The annual Greenfield Farmers Market is also a popular event, offering fresh produce and local crafts.
  • 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 budget-friendly activities in Greenfield, MA?

    A walk or bike ride along the Montague Greenway is a great way to enjoy the outdoors without spending any money. The Greenfield Public Library is also free to visit and has a variety of events and programs.
  • What are the best restaurants with local dishes in Greenfield, MA?

    The Restaurant at the Greenfield Hotel is a great place to try local cuisine. They have a seasonal menu that features fresh, local ingredients. The Greenfield Market is also a great place to find local food.
  • What are the best walking or cycling routes in Greenfield, MA?

    The Montague Greenway is a beautiful and easy bike path that runs along the Connecticut River. The Greenfield Common is also a great place to take a walk or run.
  • Are there pet-friendly attractions in Greenfield, MA?

    The Greenfield Common is a great place to take your dog for a walk. Many of the local shops and restaurants are also pet-friendly.
  • What are the benefits of choosing a vacation rental in Greenfield, MA?

    Vacation rentals offer more space and privacy than a hotel. They're also often located in more convenient locations, closer to the attractions that you want to see.
  • What are the top sports attractions and facilities in Greenfield, MA?

    Greenfield has a great sports scene. There's a Greenfield Recreation Department that offers a variety of programs and activities. The Greenfield High School has a great athletic program. And the Greenfield Community College is home to the Greenfield Community College Hawks athletic teams.

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
A$272/nighttotal: A$544 (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
A$853/nighttotal: A$1706 (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.
Cozy Country House In Conway - Greenfield, MA
10 1 review
Greenfield, MA
25/07 – 27/07
A$610/nighttotal: A$1220 (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.
Wood Turtle Woods - Greenfield, MA
10 34 reviews
Greenfield, MA
25/07 – 27/07
A$421/nighttotal: A$842 (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.
Montague Meadows - Space For The Whole Family - Greenfield, MA
10 23 reviews
Greenfield, MA
25/07 – 27/07
A$1155/nighttotal: A$2310 (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).
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