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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Greenfield vacation homes

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

1. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (70 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 ￥19,778
￥33,748 total
includes taxes & fees
Oct 18 - Oct 19
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 bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is ￥18,962
￥33,712 total
includes taxes & fees
Nov 16 - Nov 17
Private bed with En-suite bathroom Marigold Room
A hallway with wooden flooring, white walls, and a bed in the background.

3. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
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 ￥33,184
￥67,604 total
includes taxes & fees
Oct 20 - Oct 21
Cozy private 2 bed apartment in Shelburne Falls
A compact kitchen with a red bench, a microwave, a sink, and a window with a view of a snowy landscape.

4. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
The price is ￥12,948
￥18,205 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥32,784
￥80,454 total
includes taxes & fees
Nov 8 - Nov 9
Stunning Glass House nestled in the Vermont wilderness!
A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

6. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (43 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 ￥42,665
￥69,650 total
includes taxes & fees
Oct 18 - Oct 19
Charming, updated 3 bedroom farmhouse farm stay.
A bedroom with a four-poster bed, a dresser, a chair, and a large window.

7. Steps from Amherst town common, 3 BR charmer

Steps from Amherst town common, 3 BR charmer
East Village Historic District
The price is ￥39,051
￥49,977 total
includes taxes & fees
Nov 4 - Nov 5
Steps from Amherst town common, 3 BR charmer
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, (4 reviews)
"Enjoyed our stay!"
United States
Susan N.
The price is ￥94,654
￥119,319 total
includes taxes & fees
Nov 5 - Nov 6
Amherst -NEW - Campus Convenience & Social Privacy
A lakeside residential area with houses along the water's edge, a dock, and a boat.

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 ￥67,791
￥123,556 total
includes taxes & fees
Nov 1 - Nov 2
3br Lakefront Oasis in Shutesbury with central air and 180-deg views!
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.
The price is ￥51,325
￥114,696 total
includes taxes & fees
Oct 18 - Oct 19
5BR Berkshire Home Mins To The Mountain
An aerial view of a house surrounded by a forest with autumn foliage.

11. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (15 reviews)
"Great 2 family group vacation spot. Very clean and right in between great ski mountains"
United States
Jonathan
The price is ￥31,920
￥80,881 total
includes taxes & fees
Nov 2 - Nov 3
Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
A bedroom with a large bed, a window with blinds, a bookshelf, and a wall-mounted ship's wheel.

12. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.6 out of 10, Exceptional, (5 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is ￥23,399
￥30,014 total
includes taxes & fees
Oct 23 - Oct 24
The Eagles Wing at The CHM - Private Apartment
A bunk bed room with wooden paneling and a headboard. There are two beds, one with a patterned bedspread and pillows, and another with a plain bedspread.

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

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is ￥32,727
￥102,441 total
includes taxes & fees
Oct 20 - Oct 21
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 ￥30,972
￥90,418 total
includes taxes & fees
Oct 19 - Oct 20
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 ￥48,670
￥121,958 total
includes taxes & fees
Oct 19 - Oct 20
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

The Ellery

The Ellery

10/10 Excellent
"This was the perfect place to stay and visit Smith College and our daughter. It was well appointed, cozy, and comfortable. The breakfasts were delicious, the staff was hospitable and friendly and the common spaces were uplifted and quiet."
Janelle 3-night trip
Posted 3 hours ago
The Ellery

Find out more about Greenfield

Greenfield Vacation Homes information

Number of reviews
236
Accommodation
191 Vacation Homes
Lowest Price
￥18,205
Highest Price
￥123,556