Greenfield Vacation Homes

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

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Our top choices for Greenfield holiday homes

Lovely 2nd Floor Apartment

Greenfield

Christa B.

HK$1,586 total

includes taxes & fees

27 Jul - 28 Jul

Private bed with En-suite bathroom Marigold Room

Shelburne Falls

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

Amherst

Bill K.

HK$1,484 total

includes taxes & fees

23 Jul - 24 Jul

Cozy private 2 bed apartment in Shelburne Falls

Shelburne Falls

HK$2,934 total

includes taxes & fees

26 Jul - 27 Jul

Stunning Glass House nestled in the Vermont wilderness!

Guilford

"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."

Grant D.

HK$4,123 total

includes taxes & fees

26 Jul - 27 Jul

Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts

Cummington

Connor

HK$1,069 total

includes taxes & fees

20 Jul - 21 Jul

Coffee/tea maker, fridge, microwave, oven

Spacious 5BR w/ Hot Tub & Games

Colrain

Maureen A.

HK$5,176 total

includes taxes & fees

9 Aug - 10 Aug

5BR Berkshire Home Mins To The Mountain

Charlemont

Jason F.

HK$4,843 total

includes taxes & fees

21 Jul - 22 Jul

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Top Greenfield Hotel Reviews

Vikings Villages Resort

10/10 Excellent

"Everything about Viking Villages Resort was wonderful! We loved the cozy place we stayed, with an eye for small details that made it a delight. The resort is secluded and very peaceful, even with the occasional "baaa" from the nearby sheep herd on the property. There was corn hole available to play and chairs to sit out on the deck at night to stargaze. If you want a real escape, this is the place to visit. It really has the feel of being in a viking village! We will most certainly be repeat customers!"

Latchis Hotel

8/10 Good

"This historic hotel is in a great location for exploring downtown Brattleboro. The staff are extrememly nice and very helpful. The room we stayed in Gotham Suite was spacious and clean, but the beds felt lumpy and saggy. There are broken and cracked window panes through out our suite even though there are interior windows that are in good shape. On the whole it is a great if quirky hotel that just needs some updating and repairs."

Fairfield Inn & Suites Springfield Northampton/Amherst

10/10 Excellent

"Our stay at the Fairfield Northampton was great. The room and all common areas were clean. Housekeeping came and made the beds, replenished towels and toiletries with care while we were out. Location was close the downtown with shops and eateries and a 20 minute drive from UMass. The complimentary breakfast and pool was a highlight of our stay. The staff was all super friendly. We look forward to staying again for any our future UMass visits."

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

10/10 Excellent

"We had a wonderful Memorial Day weekend here with our two young daughters. We enjoyed the gorgeous views, the hot tub, and the very comfortable beds. There was plenty of space for four people. Chris responded very quickly to any questions we had. A very unique home that we are happy to have made memories in."

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