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Compare 178 Vacation Homes in Greenfield with updated reviews, rates, and availability.

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (48)
"Was exactly as described. Had everything we needed and more. Only thing we had hoped for that wasn’t there was some olive oil, so bring your own if you want to cook. Not quite as remote as we were anticipating, but in a good way . Was still very rural, and we were grateful for the 4wheel drive vehicle we rented. Perfect, majestic, natural location for our family retreat."
The Jelly Mill-A River Retreat

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 SAR 859
SAR 1,555 total
includes taxes & fees
20 Apr - 21 Apr
Author Stephen Oates Once Owned

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

9.8 out of 10, Exceptional, (98)
"We were in Amherst to watch college baseball. The place was very close to the college, super comfortable and well stocked. Communication with the owner was great and we greatly appreciated the complimentary snacks, including eggs and oatmeal for breakfast. We hope to come back next year. Thank you! "
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

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

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great place with an elite game room. "
GAMERS HAVEN, River Wine Inn!

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!

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

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

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!

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

Lovely 2nd Floor Apartment

9.8 out of 10, Exceptional, (19)
"Clean, comfortable and quiet. All necessities for kitchen provided. "
The price is SAR 484
SAR 826 total
includes taxes & fees
18 May - 19 May
Lovely 2nd Floor Apartment

2.5mi from the lake! Fire pit, arcade, yard games!

10.0 out of 10, Exceptional, (11)
"Great property, plenty of space and room for all. Location is ideal"
The price is SAR 672
SAR 1,807 total
includes taxes & fees
20 Apr - 21 Apr
2.5mi from the lake! Fire pit, arcade, yard games!

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

9.8 out of 10, Exceptional, (43)
"Did a ski weekend with a bunch of friends, the house was perfect, the character of the place and unique styling of each room was super fun, the hot tub was actually HOT, which was impressive for how cold it was outside. The house used to be an old bed and breakfast and it lends itself beautifully to being a VRBO for a large group. We had a wonderful time and would definitely come back and rent again! "
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Charming 4Bds+1crib house with patio Amherst Center

2.0 star property
10.0 out of 10, Exceptional, (2)
"A great place for a family stay in downtown Amherst. "
The price is SAR 893
SAR 1,727 total
includes taxes & fees
28 Apr - 29 Apr
Charming 4Bds+1crib house with patio Amherst Center

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!

Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking

10.0 out of 10, Exceptional, (30)
"Everything about this house was wonderful. Clearly an old, well loved house with lots of thoughtful touches and something for everyone. Toys for the kids! Magazines for the adults! A working fireplace for achy grandpa bones! The kitchen is very complete and has everything you need to make a meal. The bedding is super comfortable and the quilts are soft and cloud like. Couldn’t recommend more highly!"
Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking

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

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

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!

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

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

9.2 out of 10, Wonderful, (11)
"It was a great choice for us. Only thing missing was a gas grill."
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
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

Lovely 2nd Floor Apartment

9.8 out of 10, Exceptional, (19)
"Clean, comfortable and quiet. All necessities for kitchen provided. "
The price is SAR 484
SAR 826 total
includes taxes & fees
18 May - 19 May
Lovely 2nd Floor Apartment

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great place with an elite game room. "
GAMERS HAVEN, River Wine Inn!

comfort, luxury, privacy

9.8 out of 10, Exceptional, (58)
"Our stay was great. The space was comfortable and cozy. Was nice to have a kitchen to cook a little and they included fresh eggs with other snacks to make it welcoming. "
comfort, luxury, privacy
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.