Vacation Rentals in Greenfield, MA

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Greenfield, MA holiday rentals
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39 Holiday rentals and Airbnb in Greenfield, MA

Top-Rated Family-Friendly Holiday Rentals in Greenfield, MA

Ensure a relaxed, stress-free stay with plenty of room to move at family holiday rentals in Greenfield, MA.

Charming 1-br Apartment In Conway, Wifi/ac - Greenfield, MA
10 4 reviews

Charming 1-br Apartment In Conway, Wifi/ac

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.
2 Twin Beds On 1st Floor With En-suite Bathroom. - Greenfield, MA
No reviews

2 Twin Beds On 1st Floor With En-suite Bathroom.

apartment, Shelburne
This pet-friendly flat in Shelburne Falls is a short walk from Glacial Potholes, Shelburne Falls, and the Bridge of Flowers, and is also near G. William Pitt House and Collection, Catamount State Forest, and Shelburne Falls Bowling Alley.
This one-bedroom flat accommodates two guests and features a full kitchen, air conditioning, on-site parking, and offers on-site kayaking.
Balcony Room In Victorian Home Private Bath - Greenfield, MA
No reviews

Balcony Room In Victorian Home Private Bath

apartment, Shelburne
This one-bedroom flat is located in the Mechanic Street district of Shelburne Falls, a 2-minute walk from the Bridge of Flowers and local amenities.
Guests can enjoy high-speed internet, air conditioning, a private balcony, and onsite parking, with Berkshire East Mountain Resort a 15-minute drive away.
Spacious 5br W/ Hot Tub & Games - Greenfield, MA
9.9 274 reviews

Spacious 5br W/ Hot Tub & Games

apartment, Colrain
This family-friendly property is located in Colrain, within a 5km radius of Arthur A. Smith Covered Bridge, G. William Pitt House and Collection, and White Barn Studio. It has received excellent ratings for its cleanliness, location, and overall user experience.
This 5-bedroom home spans 186 square metres and offers a range of amenities, including a fully equipped kitchen, a Jacuzzi, a terrace, and a garden. Guests can enjoy outdoor grilling, relax in the spa tub, and explore the nearby Deerfield River and High Ledges Wildlife Sanctuary.

Best Greenfield, MA holiday rentals with parking

Revitalized Firehouse Retreat In Downtown Shelburne Falls. Walk To Everything! - Greenfield, MA
10 8 reviews

Revitalized Firehouse Retreat In Downtown Shelburne Falls. Walk To Everything!

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.
Studio W/ Trail Access ~ 10 Mi To Brattleboro! - Greenfield, MA
9.0 1 review

Studio W/ Trail Access ~ 10 Mi To Brattleboro!

studio, Vernon
This Bernardston studio apartment is situated approximately 16 kilometres from Brattleboro, Vermont, offering easy access to various state parks including Fort Dummer State Park.
The 26-square-metre self-catering unit sleeps three, features a fully equipped kitchen with microwave and fridge, air conditioning, parking, and a private entrance with direct trail access.
Cozy Private 2 Bed Apartment In Shelburne Falls - Greenfield, MA
No reviews

Cozy Private 2 Bed Apartment In Shelburne Falls

apartment, Shelburne
This Shelburne Falls flat offers convenient access to natural beauty, located 100 metres from the Deerfield River and a 12-minute walk to High Ledges Wildlife Sanctuary, with proximity to Green Mountain National Forest and Catamount State Forest.
This 1200 square metre flat accommodates up to 4 guests and features a fully equipped kitchen, in-unit laundry, Wi-Fi, and on-site parking, ideal for exploring local attractions like Shelburne Falls Bowling Alley.
Deck, Mountain Views: Colorful Retreat In Vernon! - Greenfield, MA
9.6 8 reviews

Deck, Mountain Views: Colorful Retreat In Vernon!

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

  • 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.

Popular destinations

Popular Holiday Rentals with a Terrace in Greenfield, MA

Catch the morning breeze and watch the local world go by from holiday rentals featuring an outdoor balcony in Greenfield, MA.

Balcony Room In Victorian Home Private Bath - Greenfield, MA
No reviews

Balcony Room In Victorian Home Private Bath

apartment, Shelburne
This one-bedroom flat is located in the Mechanic Street district of Shelburne Falls, a 2-minute walk from the Bridge of Flowers and local amenities.
Guests can enjoy high-speed internet, air conditioning, a private balcony, and onsite parking, with Berkshire East Mountain Resort a 15-minute drive away.
Spacious 5br W/ Hot Tub & Games - Greenfield, MA
9.9 274 reviews

Spacious 5br W/ Hot Tub & Games

apartment, Colrain
This family-friendly property is located in Colrain, within a 5km radius of Arthur A. Smith Covered Bridge, G. William Pitt House and Collection, and White Barn Studio. It has received excellent ratings for its cleanliness, location, and overall user experience.
This 5-bedroom home spans 186 square metres and offers a range of amenities, including a fully equipped kitchen, a Jacuzzi, a terrace, and a garden. Guests can enjoy outdoor grilling, relax in the spa tub, and explore the nearby Deerfield River and High Ledges Wildlife Sanctuary.
Quiet Neighborhood, For Bird Lovers - Greenfield, MA
10 49 reviews

Quiet Neighborhood, For Bird Lovers

apartment, Deerfield
This charming apartment is located in Deerfield, a short distance from the town centre and within walking distance of the historic Deerfield Academy. It has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The apartment offers a private and independent living space for up to four guests. It features a fully equipped kitchen, a comfortable living area, a private terrace, and a garden for relaxing.
Charming 1-br Apartment In Conway, Wifi/ac - Greenfield, MA
10 4 reviews

Charming 1-br Apartment In Conway, Wifi/ac

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 Dog-Friendly Holiday Rentals in Greenfield, MA

Let your dog stretch their legs and explore a new neighborhood alongside you at pet-friendly holiday rentals in Greenfield, MA.

Spacious & Cozy Ground Floor 2/3 Bed Private Suite - Greenfield, MA
9.6 5 reviews

Spacious & Cozy Ground Floor 2/3 Bed Private Suite

apartment, Shelburne
This four-bedroom apartment in Shelburne Falls, Buckland, offers convenient access to local attractions such as the Bridge of Flowers and G. William Pitt House, though precise distances aren't specified.
The self-catering property sleeps six guests across one twin bed, one queen bed, a sofa bed, and a futon, and includes two bathrooms, fast Wi-Fi, air conditioning, and a fully equipped kitchen.
2 Twin Beds On 1st Floor With En-suite Bathroom. - Greenfield, MA
No reviews

2 Twin Beds On 1st Floor With En-suite Bathroom.

apartment, Shelburne
This pet-friendly flat in Shelburne Falls is a short walk from Glacial Potholes, Shelburne Falls, and the Bridge of Flowers, and is also near G. William Pitt House and Collection, Catamount State Forest, and Shelburne Falls Bowling Alley.
This one-bedroom flat accommodates two guests and features a full kitchen, air conditioning, on-site parking, and offers on-site kayaking.
1770 House - An End Of A Dirt Road Hideaway Where You Can Relax And Unwind. - Greenfield, MA
10 7 reviews

1770 House - An End Of A Dirt Road Hideaway Where You Can Relax And Unwind.

apartment, Colrain
This spacious Colrain holiday home, boasting 418 square metres of floor area, is situated approximately 10 kilometres from the Green River Wildlife Management Area, Greenfield Beach, Eunice Williams Covered Bridge, and Griswold Memorial Library.
This six-bedroom, three-bathroom property sleeps twelve guests and offers a swimming pool, hot tub, terrace, garden, parking, and a fully equipped kitchen including a dishwasher, alongside charcoal grills and excellent user reviews.
Cozy Private 2 Bed Apartment In Shelburne Falls - Greenfield, MA
No reviews

Cozy Private 2 Bed Apartment In Shelburne Falls

apartment, Shelburne
This Shelburne Falls flat offers convenient access to natural beauty, located 100 metres from the Deerfield River and a 12-minute walk to High Ledges Wildlife Sanctuary, with proximity to Green Mountain National Forest and Catamount State Forest.
This 1200 square metre flat accommodates up to 4 guests and features a fully equipped kitchen, in-unit laundry, Wi-Fi, and on-site parking, ideal for exploring local attractions like Shelburne Falls Bowling Alley.
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