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

Explore Holiday Rentals for Families in Greenfield, MA

Choosing a holiday rental built for families in Greenfield, MA means city attractions are close by for a much smoother trip.

On-the-river Retreat - Greenfield, MA
9.7 6 reviews
Greenfield, MA
25/07 – 27/07
£194/nighttotal: £388 (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
£143/nighttotal: £286 (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.
Summit Retreat:2br/2bath Rustic Beauty + Yoga Room - Greenfield, MA
10 7 reviews
Greenfield, MA
25/07 – 27/07
£392/nighttotal: £784 (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.
Shelburne Guest House -The Ranch - Greenfield, MA
10 305 reviews
Greenfield, MA
25/07 – 27/07
£283/nighttotal: £566 (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.

Choose the Right Self-Catering Holiday Rentals with Free Parking in Greenfield, MA

A car park at your holiday rental in Greenfield, MA means exploring the city centre is easy every day with no extra faff. Find your perfect stay.

Revitalized Firehouse Retreat In Downtown Shelburne Falls. Walk To Everything! - Greenfield, MA
10 5 reviews
Greenfield, MA
25/07 – 27/07
£364/nighttotal: £728 (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.
Romantic 1-bedroom Retreat In Downtown Shelburne Fallswalk To Everything - Greenfield, MA
10 5 reviews
Greenfield, MA
04/07 – 10/07
£292/nighttotal: £1752 (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.
Deck, Mountain Views: Colorful Retreat In Vernon! - Greenfield, MA
9.8 7 reviews
Greenfield, MA
25/07 – 27/07
£187/nighttotal: £374 (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 mild, and there are fewer crowds. You can find great deals on rentals during these seasons.
  • What are the best Airbnb and holiday rentals in Greenfield, MA?

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

  • What are the best budget-friendly activities in Greenfield, MA?

    A stroll along the Greenfield Bikeway is a great way to enjoy the scenery and get some exercise. The Greenfield Public Library is a free resource with a great collection of books and movies. The Greenfield Community College campus also has a number of free events throughout the year.
  • 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.

  • Are there pet-friendly attractions in Greenfield, MA?

    The Greenfield Town Common is a great place to take your dog for a walk. The Greenfield Farmers' Market also allows dogs on leashes. The Greenfield Community College campus is also a great place for a walk with your dog, as it has a number of open spaces and trails.
  • 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 top sports attractions and facilities in Greenfield, MA?

    Greenfield is home to the Greenfield High School, which has a number of sports teams, including football, basketball, and soccer. The Greenfield Community College also has a number of sports teams, including baseball, softball, and volleyball. There are also a number of parks and recreation facilities in the area, including the Greenfield Town Common, which has a playground, a basketball court, and a tennis court.

Destinations nearby

Best Self-Catering Holiday Rentals with a Terrace in Greenfield, MA

Enjoying morning coffee with city skyline views is a simple pleasure when staying in these holiday rentals and Airbnbs in Greenfield, MA.

Charming 1-br Apartment In Conway, Wifi/ac - Greenfield, MA
10 4 reviews
Greenfield, MA
25/07 – 27/07
£143/nighttotal: £286 (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.

Popular Pet-Friendly Holiday Rentals in Greenfield, MA

Bringing your dog to Greenfield, MA? These holiday rentals are perfectly set up with dog parks nearby and city walks on the doorstep.

Rustic Beauty: 2-bedroom House In Serene Shelburne Falls - Greenfield, MA
Greenfield, MA
25/07 – 27/07
£405/nighttotal: £810 (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
£403/nighttotal: £806 (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
£143/nighttotal: £286 (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.
Cozy Country House In Conway - Greenfield, MA
10 1 review
Greenfield, MA
25/07 – 27/07
£320/nighttotal: £640 (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.
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