Vacation rentals in Greenfield

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Popular amenities for Greenfield vacation rentals

Stay near Greenfield's top sights

Harlow's Pub & Restaurant55 locals recommend
Peterborough Players41 locals recommend
Waterhouse Restaurant34 locals recommend
Mariposa Museum & World Culture Center25 locals recommend
Toadstool Bookshops22 locals recommend
Peterborough Community Theatre20 locals recommend

Other great vacation rentals in Greenfield

Guest favorite
A rustic wooden structure is set against a vibrant blue sky, reflected in the calm waters below. The building features large windows, a clock façade, and a wraparound porch lined with potted plants, surrounded by trees showcasing autumn colors.
Home in Westminster
4.94 out of 5 average rating, 127 reviews

Wachusett Mountain Get-Away

DaeshaRating, 5 stars3 months ago
It was a pleasure staying here ! Everything is clean and the house is such a nice size !
Top guest favorite
A modern exterior of the main house is showcased, featuring a combination of white and dark siding. Large windows allow natural light to illuminate the space. A gravel driveway surrounds the property, while landscaped greenery adds a touch of nature to the entrance.
Home in Ludlow
5 out of 5 average rating, 42 reviews

New Home on 23 Acres-Views of Okemo w/ Hot Tub

JenniferRating, 5 stars1 month ago
This home is absolutely beautiful, with stunning views that make for a perfect Vermont getaway. The house is well-equipped with everything you need for a comfortable and relaxing stay. The location is fantastic—close to local attractions yet peaceful and private. Whether you’re looking for a cozy weekend retreat or an adventure in nature, this spot has it all. Highly recommend!
Top guest favorite
Chalet in Hillsboro
4.88 out of 5 average rating, 34 reviews

Summer time family fun at Emerald lake!

CraigRating, 5 stars2 months ago
Myself and 2 daughters loved staying at Rob's house. We went for skiing and it's very convenient to get to the local ski hills. There was plenty of space for the three of us; it was clean, cozy warm and very comfortable. Rob is very personable and responsive; loved chatting with him! We will be going back again this year if we get the chance at another ski weekend. His place is also in a prime spot for summer, something we'll consider if we decide not to do tent camping. Overall 5 stars for us.
Guest favorite
The interior of a Scandinavian outdoor barrel sauna is visible, featuring wooden benches positioned along the walls. A small stove is located at the center, with a wooden bucket and ladle placed nearby. A large round window offers views of a green landscape and distant mountains.
Home in Chester
4.96 out of 5 average rating, 53 reviews

Farmhouse w/ views close to skiing sauna EV CHRGR

NicaRating, 5 stars1 month ago
My friends and I had a great time at this airbnb. Miguel was very responsive and helpful when we needed help with the WiFi. The place was exactly like the picture and very peaceful! The kitchen was fully stocked. Highly recommend staying at this airbnb.
Guest favorite
A private deck is seen overlooking a calm body of water, featuring a hot tub surrounded by comfortable seating and an umbrella. Autumnal foliage adds color to the landscape, enhancing the tranquil setting by the water's edge.
Home in Sandown
4.94 out of 5 average rating, 16 reviews

Sunrise Beach Escape

DebraRating, 5 stars6 days ago
This was the perfect location for our family to spend spring break together! The teenagers loved the games and hot tub, and the adults loved sitting on the patio and chit chatting. The beds were all comfortable, and the window air-conditioning units let each room pick their comfortable temperature. There is plenty of space in the kitchen, and the house had a ton of items available! They provided sufficient paper towels, toilet paper, and dishwasher soap (which so many do not) We all enjoyed the pinball enough that we definitely had to get an extra few rolls of quarters for our 5 night trip. We also all don't do well with the Melaluca brand products that the house uses, so we got our own soaps. There are so many great spaces on the property, and we would have spent even more time outdoors if the weather was warmer, but there was SO much to do inside! We all kept commenting how perfect it was for our group of 6 adults, 2 teens, and 2 tweens.
Superhost
Three white Adirondack chairs are positioned on a grassy area facing a serene pond, with rolling hills visible in the background. The cloud-dotted sky contributes to a calm and inviting setting.
Apartment in Henniker
4.83 out of 5 average rating, 36 reviews

Paradise on the pond

GabrielleRating, 5 stars1 month ago
This is the second year we stayed at Paradise on the Pond, a great spot to access both Pat's Peak and Crotched Mountain Ski resorts. Cynthia was very accommodating of some changes in our schedule due to my upcoming surgery and she provided an extra very comfy blow up bed for a 3rd guest. Thank you Cynthia! Hope to see you again next year!
Superhost
Home in Chester
4.92 out of 5 average rating, 191 reviews

Charming New England Farmhouse

MercedesRating, 5 stars3 months ago
The place is perfect!
Guest favorite
Home in Newport
4.93 out of 5 average rating, 57 reviews

Crescent Lake home swim, golf and hike

SaraRating, 5 stars2 months ago
We loved the home. Perfect for our ski vacation to Sunapee and Okemo! It was one of our favorite Airbnb’s. So cozy, great location, great atmosphere, great decorating, etc. We just felt right at home from a minute. We walked in the door Beds comfortable. The upstairs is great if you have a few kids who just want to crash on a bunch of different beds. Laurie, who we mostly communicated with, was fantastic. So nice and so easy to get in touch with if we needed her for anything. Thanks for a great day! Hope to come back someday.

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