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.

The Mountain House - Greenfield, MA
9.6 27 reviews

The Mountain House

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.
The 1770 House - Greenfield, MA
9.8 143 reviews

The 1770 House

apartment, Colrain
This 1770 farmhouse is located in Colrain, Massachusetts, just a short drive from the Green River Valley and offering stunning views of Vermont. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
This spacious country home sleeps up to 14 guests and offers a chef's kitchen, a large dining room with a huge hearth, a living room with original charm, and a double-decker deck with stunning views. The amenities include a private swimming pool and spa, an indoor cedar hot tub, high-speed internet, and a selection of toys for all ages.
Spacious & Cozy Ground Floor 2/3 Bed Private Suite - Greenfield, MA
9.5 12 reviews

Spacious & Cozy Ground Floor 2/3 Bed Private Suite

apartment, Shelburne
This Shelburne Falls apartment, a five-minute walk (0.8 km) from the town centre, offers easy access to Shelburne Falls' shops and restaurants.
Sleeping six guests comfortably, this three-bedroom, one-bathroom flat boasts a spacious layout including a living room, dining room, sunroom, well-equipped kitchen, and private south-facing garden with off-street parking.

Best Greenfield, MA holiday rentals with parking

Shelburne Falls House In Village - Greenfield, MA
10 4 reviews

Shelburne Falls House In Village

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.
Apartment In Scenic Shelburne Falls - Greenfield, MA
10 25 reviews

Apartment In Scenic Shelburne Falls

apartment, Shelburne
This charming apartment is situated in a quiet historic neighbourhood in Shelburne Falls, just off Route 2 and within walking distance of the village's dining and shopping options. The apartment has received excellent ratings for its cleanliness, location, and overall user experience.
The apartment has a private entrance and features a spacious bedroom with a king-size bed and a full bathroom, accommodating up to two guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a garden, a fitness centre, and parking, as well as explore the surrounding area's outdoor activities like skiing, biking, rafting, and hiking.
The Nest
In Shelburne Falls - Greenfield, MA
No reviews

The Nest In Shelburne Falls

apartment, Shelburne
This two-bedroom flat offers a private, secluded retreat in the hills of Shelburne Falls, located within the scenic Berkshires, providing easy access to hiking, cycling, and kayaking opportunities, as well as local shops and restaurants.
This accommodation, suitable for up to three guests, features air conditioning, a kitchen with a fridge, internet, and parking, with the added benefit of a garden and the allowance of pets, making it an ideal base for exploring the area.
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.

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.

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.

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.

Sweet 3-bedroom House With Ac In Beautiful Wendell, Ma - Greenfield, MA
No reviews

Sweet 3-bedroom House With Ac In Beautiful Wendell, Ma

apartment, Wendell
This three-bedroom flat in Wendell, Massachusetts, is situated near the French King Bridge and the Great Falls Discovery Centre, with Lake Wyola State Park and Brush Valley Wildlife Sanctuary in close proximity.
This property accommodates up to eight guests and features three bedrooms, two bathrooms, and laundry facilities, with internet access provided.
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