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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 154 Vacation Homes in Greenfield with updated reviews, rates, and availability.

Author Stephen Oates Once Owned
Interior

Author Stephen Oates Once Owned

8.0 out of 10, Very Good, (1)
"The house is very close to Amherst on a quiet street. Plenty of room, comfortable beds, and well supplied. We’d stay again! "
The price is AED 804
AED 1,477 total
includes taxes & fees
17 Mar - 18 Mar
Author Stephen Oates Once Owned
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Terrace/patio

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

9.8 out of 10, Exceptional, (97)
"Great stay in Amherst again"
The price is AED 533
AED 759 total
includes taxes & fees
17 Mar - 18 Mar
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
Fridge, microwave, oven, stovetop

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

7.0 out of 10, Good, (15)
"Great place. Clean and comfortable. Nicely stocked kitchen with newer appliances. Sauna was amazing. Had 10 inches of snow one morning and it was fully plowed by 7am!"
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
Fireplace, books

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

9.6 out of 10, Exceptional, (32)
"The house was nicer than we expected we had a wonderful time and will recommend to friends."
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Property grounds

1810 Brook Side Mill/House / EV Level 2 Charging on Site

10.0 out of 10, Exceptional, (71)
"Highly recommend this charming, historic place.  Well appointed. Has everything you need for your stay.  Cozy…yet plenty of space for everyone.  Looks like it was just renovated.  Took my daughter and two granddaughters for a ski weekend.  Wouldn’t hesitate to come back here.  "
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Bright three-level home with water views, jetted tub, firepit, and pool table
Fridge, microwave, oven, stovetop

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very Good, (27)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table
Wilmington Vacation Rental Near Hiking and Skiing!
TV, fireplace, books

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (19)
"We loved the feel of this rustic yet modern cabin. It had everything we needed and was the perfect getaway for us for a few nights of skiing at mount snow. The stairs and pathway to get down to the place are not ideal for older individuals with limited mobility as it can get slippery and we found the driveway very icy but that comes with the reality of living in New England. I just thought I would put this in here for those who are in their later years and have to consider their mobility. We are...
Wilmington Vacation Rental Near Hiking and Skiing!
Dog-friendly cabin with pools, hot tub, tennis & pickleball - near Mt. Snow
Fridge, microwave, oven, stovetop

Dog-friendly cabin with pools, hot tub, tennis & pickleball - near Mt. Snow

8.8 out of 10, Excellent, (3)
"We had an awesome stay! Clean house"
Dog-friendly cabin with pools, hot tub, tennis & pickleball - near Mt. Snow
Amherst, Perfect Location, UMass, Smith, MHC!
Outdoor dining

Amherst, Perfect Location, UMass, Smith, MHC!

10.0 out of 10, Exceptional, (14)
"The house was perfect for us as we moved our daughter into UMASS. Close to the college, restaurants and shopping. Very clean house and had everything we needed. "
Amherst, Perfect Location, UMass, Smith, MHC!
Mount Snow Post and Beam House
Fridge, oven, stovetop, dishwasher

Mount Snow Post and Beam House

10.0 out of 10, Exceptional, (38)
"Doug’s house is gorgeous and he was very communicative and helpful the entirety of our stay! Special thanks to Ryan for making sure we got out following a massive snow storm"
Mount Snow Post and Beam House
Lovely 2nd Floor Apartment
Fridge, microwave, oven, stovetop

Lovely 2nd Floor Apartment

9.8 out of 10, Exceptional, (19)
"Clean, comfortable and quiet. All necessities for kitchen provided. "
The price is AED 474
AED 792 total
includes taxes & fees
19 Mar - 20 Mar
Lovely 2nd Floor Apartment
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Fridge, microwave, oven, stovetop

14mi to Mt. Snow! Arcade, Private Suite, King Bed!

9.8 out of 10, Exceptional, (10)
"This place is immaculate and the host is responsive. We stayed here to ski in Mount snow which is about 25 minutes drive. We arrived later in the evening and the place was warm and cozy. "
The price is AED 657
AED 1,748 total
includes taxes & fees
18 Mar - 19 Mar
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
The Jelly Mill-A River Retreat
Exterior

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (44)
"Great location, communicative and welcoming hosts, and great amenities. We loved grilling and using the firepit. The surrounding area is great to walk around in. Easy drive from here to Mt Snow."
The Jelly Mill-A River Retreat
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Interior

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

10.0 out of 10, Exceptional, (215)
"We had a great long weekend with the family in this warm and comfortable house overlooking a beautiful lake. The place was spotless and well-appointed. The best mark of a good host is someone who goes above and beyond to make your visit"
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Ideal for skiing, 6 Bedrooms, Internet, New England village charm
Fridge, microwave, oven, stovetop

Ideal for skiing, 6 Bedrooms, Internet, New England village charm

9.6 out of 10, Exceptional, (60)
"Seven of us stayed at this property for a long weekend. There was plenty of space and everything was very comfortable. It is a very charming house!"
Ideal for skiing, 6 Bedrooms, Internet, New England village charm
GAMERS HAVEN, River Wine Inn!
Game room

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (7)
"We really enjoyed ourselves in Marcella's home, to the point where we did not want to leave the house to go skiing/snowboarding. Upon arrival you are greeted with a cute little bridge to cross over and you see a beautiful red house and barn. The home was very comfortable, with enough bedrooms and space for us our group to be in the kitchen or playing in the pool area, basketball court, ping pong table or 3 different sitting areas and hot tub. The kitchen has everything that you need from...
GAMERS HAVEN, River Wine Inn!
Newly updated VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
Terrace/patio

Newly updated VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!

10.0 out of 10, Exceptional, (8)
"This is a really great house in a great location. The listing is exactly as described. Communication from the manager was clear and timely. We loved all the spaces in the house, from the movie room to the twin chairs with a view out of the wall of windows on the second floor that we used as a reading nook. Also a great place to enjoy coffee and watch the sun rise! We had a great couple of days at Mount Snow, really close and convenient drive! Would definitely recommend!"
The price is AED 720
AED 1,964 total
includes taxes & fees
31 Mar - 1 Apr
Newly updated VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
Outdoor Enthusiasts Paradise in Beautiful Vermont!
Terrace/patio

Outdoor Enthusiasts Paradise in Beautiful Vermont!

10.0 out of 10, Exceptional, (12)
"Beautiful cozy cabin-like home with a handful of modern chic finishes. Great location close to Wilmington and Dover. The unit had everything we needed. "
Outdoor Enthusiasts Paradise in Beautiful Vermont!
Beautiful Custom Built Timber Frame Home, Sleeps 11
Smart TV, fireplace, DVD player, table tennis

Beautiful Custom Built Timber Frame Home, Sleeps 11

10.0 out of 10, Exceptional, (103)
"Home was big, clean, and close to mt snow. We had a great stay. Thanks!"
Beautiful Custom Built Timber Frame Home, Sleeps 11
LAKEFRONT OASIS w/ sauna + gym
Interior

LAKEFRONT OASIS w/ sauna + gym

LAKEFRONT OASIS w/ sauna + gym
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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Other property types in Greenfield

Author Stephen Oates Once Owned
Interior

Author Stephen Oates Once Owned

8.0 out of 10, Very Good, (1)
"The house is very close to Amherst on a quiet street. Plenty of room, comfortable beds, and well supplied. We’d stay again! "
The price is AED 804
AED 1,477 total
includes taxes & fees
17 Mar - 18 Mar
Author Stephen Oates Once Owned
comfort, luxury, privacy
Fridge, microwave, oven, stovetop

comfort, luxury, privacy

9.8 out of 10, Exceptional, (57)
"My wife and I were only there for one night but will definitely stay at this property again in the future, communication was quick and friendly and the apartment was clean and cozy!!!"
The price is AED 496
AED 718 total
includes taxes & fees
17 Mar - 18 Mar
comfort, luxury, privacy
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Outdoor dining

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (46)
"The cabin is cozy and sweet- we have a dog and small family and wanted to ski at Mt Snow. Cabin is short 20 minute drive to ski. Super cute town of Wilmington just a few minutes away. Go to Dots or Alpen Glow! Shaws grocery 2 minutes away. House has Pottery Barn vibes. Decent sized kitchen sitting and dining area. 2Bedroom 2 bath. This is not a house for a large crew but for a family getaway it was perfect. Street is quiet and residential. Neighbors seem really friendly. We would love to come...
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
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.