Search Holiday Homes in Greenfield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Greenfield holiday homes

A cozy living room with a large flat-screen TV, a wooden cabinet, a round coffee table, and a potted plant.

1. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (73 reviews)
"Easy parking. Works for a short trip. Convenient to get to."
United States
heather
The price is £180
includes taxes & fees
5 Nov - 6 Nov
Lovely 2nd Floor Apartment
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

2. Private room with En-suite bathroom Marigold Room

Private room with En-suite bathroom Marigold Room
Shelburne Falls
The price is £150
includes taxes & fees
8 Nov - 9 Nov
Private room with En-suite bathroom Marigold Room
A hallway with wooden flooring, white walls, and a bed in the background.

3. Shelburne Falls on Main

Shelburne Falls on Main
Shelburne Falls
10.0 out of 10, Exceptional, (1 review)
"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."
United States
maureen
The price is £296
includes taxes & fees
5 Nov - 6 Nov
Shelburne Falls on Main
A compact kitchen with wooden cabinets, a built-in microwave, and a refrigerator.

4. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"super cute tiny house! my partner and I had a wonderful time here. It's super close to downtown Brattleboro in a beautiful neighborhood"
United States
Anthony L.
The price is £74
includes taxes & fees
30 Nov - 1 Dec
Cozy Vermont Tiny Home Get Away
A spacious kitchen with wooden flooring, a central island with stools, a dining table, and pendant lighting.

5. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (56 reviews)
"This home was comfy, really clean and hosts were easy to reach and chat with during our stay. My extended family had a great time getting together this summer staying at hosts’ home!"
United States
Griffin S.
The price is £481
includes taxes & fees
5 Nov - 6 Nov
Spacious 5BR w/ Hot Tub & Games
A modern interior with large windows, a wooden ceiling, and a cozy seating area.

6. Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!
Guilford
9.4 out of 10, Exceptional, (3 reviews)
"The glass part of the house is stunning! We wanted to spend all of our time there, and wished that we could enjoy the view from the kitchen and bedroom too. We opted to sleep on the fold-out bed in the glass room instead of in the below-ground bedroom. It was a nice experience!"
United States
Chris O.
The price is £300
includes taxes & fees
18 Nov - 19 Nov
Stunning Glass House nestled in the Vermont wilderness!
A room with a large window overlooking a lake at sunset.

7. 3br Lakefront Oasis in Shutesbury with central air and 180-deg views!

3br Lakefront Oasis in Shutesbury with central air and 180-deg views!
Shutesbury
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time at the house. Perfect for family and young kids. Very clean. View of lake and bald eagles! were amazing. Host was very responsive and provided a lot of extra info on location places to eat, events, etc. Would definitely stay again."
United States
Tara I.
The price is £550
includes taxes & fees
8 Nov - 9 Nov
3br Lakefront Oasis in Shutesbury with central air and 180-deg views!
A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

8. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (44 reviews)
"Wonderful place to stay with our two teens. We visited family in Amherst, looked at colleges and had a great time touring historic sites. Definitely recommend!"
United States
Nancy M.
The price is £328
includes taxes & fees
5 Nov - 6 Nov
Charming, updated 3 bedroom farmhouse farm stay.
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

9. Amherst -NEW - Campus Convenience & Social Privacy

Amherst -NEW - Campus Convenience & Social Privacy
Amherst
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic property and host. Left a suit accidentally and they were extremely accommodating in helping us get it back."
United States
Kimberly D.
The price is £926
includes taxes & fees
18 Nov - 19 Nov
Amherst -NEW - Campus Convenience & Social Privacy
A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

10. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (8 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
5BR Berkshire Home Mins To The Mountain
A snow-covered landscape with a house surrounded by trees.

11. Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (16 reviews)
"Great 2 family group vacation spot. Very clean and right in between great ski mountains"
United States
Jonathan
The price is £350
includes taxes & fees
8 Nov - 9 Nov
Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11
A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

12. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.8 out of 10, Exceptional, (6 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is £96
includes taxes & fees
9 Nov - 10 Nov
The Eagles Wing at The CHM - Private Apartment
A spacious living area with a high ceiling, wooden beams, a dining table with chairs, a kitchen with modern appliances, and a cozy seating area with a sofa and armchairs.

13. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is £453
includes taxes & fees
8 Nov - 9 Nov
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
A cozy interior with a wooden ceiling, a large window, and a table with chairs.

14. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home and property with quick access to a clubhouse with a gym, indoor and outdoor pools, and hot tub. Great for our family trip (including two kids) and lots of games/entertainment for the kids. The house had everything we needed (including kitchenware needed for cooking and preparing food)."
United States
Natalie
The price is £404
includes taxes & fees
5 Nov - 6 Nov
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

15. Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (65 reviews)
"Beautiful house, amazing location, helpful and responsive hosts."
United States
Jeremy P.
The price is £546
includes taxes & fees
9 Nov - 10 Nov
Walk To Town, Hottub, Firepit, Games, Mt Snow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Learn more about Greenfield

Stroll down Main Street to discover charming local shops and the historic Garden Theatre, where live performances still enchant audiences. Nearby, outdoor enthusiasts can hike the Poet's Seat Tower trail for panoramic views or paddle along the serene Deerfield River in neighbouring Deerfield.

See all hotels in Greenfield
A snow-covered town with a prominent church steeple, red brick buildings, and a clear blue sky.

Top reviews in Greenfield

An indoor swimming pool with clear water, surrounded by windows with a view of trees.
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
Greenfield

10/10 Excellent

This hotel was very easy to find and very well situated. There were plenty of places to eat in the local vacinity - some right on the doorstep. It was also across the road from a convenience store and pharmacy - also a chinese reatuarant/take away. The room was very comfortable for 3 adults and was very clean. Parking was safe and large. We had a 3 night stay here and would definately return for another visit if in the area again.
United Kingdom
Louise P
Reviewed October 10, 2010
Hampton Inn & Suites Greenfield