A snow-covered town with a prominent church steeple, red brick buildings, and a clear blue sky.

Holiday Homes in Greenfield

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

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, (71 reviews)
"It was absolutely amazing Beautiful apartment Clean cozy Beautiful back yard I will definitely stay here again if I am back in this area It’s a 10 out of 10 Thank you David"
United States
Jane P.
The price is €225
includes taxes & fees
27 Oct - 28 Oct
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 €191
includes taxes & fees
27 Oct - 28 Oct
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
"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 €375
includes taxes & fees
27 Oct - 28 Oct
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
The price is €97
includes taxes & fees
4 Nov - 5 Nov
Cozy Vermont Tiny Home Get Away
A modern interior with large windows, a wooden ceiling, and a cozy seating area.

5. 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 €432
includes taxes & fees
8 Nov - 9 Nov
Stunning Glass House nestled in the Vermont wilderness!
A spacious kitchen with wooden flooring, a central island with stools, a dining table, and pendant lighting.

6. 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 €605
includes taxes & fees
27 Oct - 28 Oct
Spacious 5BR w/ Hot Tub & Games
A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

7. 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 €402
includes taxes & fees
27 Oct - 28 Oct
Charming, updated 3 bedroom farmhouse farm stay.
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

8. 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.
Amherst -NEW - Campus Convenience & Social Privacy
A room with a large window overlooking a lake at sunset.

9. 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 €721
includes taxes & fees
2 Nov - 3 Nov
3br Lakefront Oasis in Shutesbury with central air and 180-deg views!
A dining area with a long wooden table set for six, surrounded by chairs. There are hanging pendant lights above the table.

10. Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
Amherst
10.0 out of 10, Exceptional, (13 reviews)
"Perfect location, clean house, great for families with kids!"
United States
Emily Robustelli K.
The price is €1,461
includes taxes & fees
4 Nov - 5 Nov
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
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 €435
includes taxes & fees
27 Oct - 28 Oct
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 €182
includes taxes & fees
28 Oct - 29 Oct
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 €570
includes taxes & fees
9 Nov - 10 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 €523
includes taxes & fees
9 Nov - 10 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.
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.
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Top Greenfield Hotel Reviews

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

8/10 Good
"Room was good. Location was great ! Close to South Deerfield center, close to Rte 116 and I-91. About equidistant from Amherst, Northampton and Greenfield. Electric car charger next door - level 3 in town center. Level 2 in Park and ride. Room clean and upkeep was by request not daily. Free coffee in room."
Dennis 6-night trip
Posted 2 hours ago
Red Roof Inn PLUS+ South Deerfield – Amherst

Find out more about Greenfield

Greenfield Holiday Homes information

Number of reviews
302
Accommodation
190 Holiday Homes
Lowest Price
€97
Highest Price
€1,461