Greenfield Holiday Rentals

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Our top choices for Greenfield holiday rentals

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (49 reviews)
"This is a comfortable and spacious apartment in a great location central to everything in Greenfield. David is also an excellent host who communicated clearly throughout our visit. Would definitely stay here again. "
United States
Geoffrey B.
The price is HK$908
HK$1,573 total
includes taxes & fees
15 Mar - 16 Mar
Lovely 2nd Floor Apartment

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (10 reviews)
"Yert was perfect and stocked with everything we needed,property owner showed up to make sure we had everything we needed then left us in complete privacy,location was amazing with a great scenic view."
United States
Jerry S.
The price is HK$739
HK$1,269 total
includes taxes & fees
19 Mar - 20 Mar
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is HK$1,056
HK$1,953 total
includes taxes & fees
18 Mar - 19 Mar
Wellness Getaway with a Personal Sauna, and Private River Beach!

The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"
United States
James M.
The price is HK$977
HK$2,005 total
includes taxes & fees
20 Mar - 21 Mar
The Studio with a View. Bring your dog, too!

Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is HK$1,759
HK$2,180 total
includes taxes & fees
8 Mar - 9 Mar
Vikings Villages Resort - Double Bed Room

Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment
Whitingham
10.0 out of 10, Exceptional, (1 review)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is HK$1,095
HK$2,408 total
includes taxes & fees
9 Mar - 10 Mar
Lake Whitingham & Mount Snow Area Village Apartment

Beautiful 2-bedroom cottage on Robert Frost Trail

Beautiful 2-bedroom cottage on Robert Frost Trail
Amherst
The price is HK$1,251
HK$2,087 total
includes taxes & fees
8 Mar - 9 Mar
Beautiful 2-bedroom cottage on Robert Frost Trail

2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.
Shelburne Falls
The price is HK$719
HK$1,406 total
includes taxes & fees
9 Mar - 10 Mar
2 Twin beds on 1st floor with En-suite bathroom.

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

14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Whitingham
10.0 out of 10, Exceptional, (14 reviews)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
United States
Jacklyn D.
The price is HK$1,846
HK$4,328 total
includes taxes & fees
12 Mar - 13 Mar
14mi to Mt. Snow! Arcade, Private Suite, King Bed!

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Amherst
9.0 out of 10, Wonderful, (21 reviews)
"Great property! Thank you for a wonderful stay."
United States
David
The price is HK$1,752
HK$3,294 total
includes taxes & fees
10 Mar - 11 Mar
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Colrain Spring into Adventure HotTub AirHockey Firepit

Colrain Spring into Adventure HotTub AirHockey Firepit
Colrain
9.8 out of 10, Exceptional, (47 reviews)
"Great house for family gatherings "
United Kingdom
John Paul B.
The price is HK$2,215
HK$5,007 total
includes taxes & fees
8 Mar - 9 Mar
Colrain Spring into Adventure HotTub AirHockey Firepit

12-acre Vacation Rental in the Berkshires!

12-acre Vacation Rental in the Berkshires!
3.0 star property
Charlemont
The price is HK$1,900
HK$4,258 total
includes taxes & fees
13 Mar - 14 Mar
12-acre Vacation Rental in the Berkshires!

Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
The price is HK$1,368
HK$3,476 total
includes taxes & fees
8 Mar - 9 Mar
Riverbend Berkshire East Basecamp - 3 bedrooms available

Secluded Vermont Chalet w/ Sweeping Mountain Views

Secluded Vermont Chalet w/ Sweeping Mountain Views
Dover
The price is HK$1,110
HK$4,000 total
includes taxes & fees
31 Mar - 1 Apr
Secluded Vermont Chalet w/ Sweeping Mountain Views

Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!
Guilford
10.0 out of 10, Exceptional, (1 review)
"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."
United States
Grant D.
The price is HK$1,351
HK$3,519 total
includes taxes & fees
31 Mar - 1 Apr
Stunning Glass House nestled in the Vermont wilderness!

Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"
United States
AMY
The price is HK$2,573
HK$4,716 total
includes taxes & fees
10 Mar - 11 Mar
Button's Modern Luxury Walkup Downtown Northampton

Charlemont Chalet - A 15 Acre Private Retreat

Charlemont Chalet - A 15 Acre Private Retreat
Charlemont
The price is HK$2,668
HK$5,129 total
includes taxes & fees
8 Mar - 9 Mar
Charlemont Chalet - A 15 Acre Private Retreat

Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
9.8 out of 10, Exceptional, (10 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is HK$858
HK$3,256 total
includes taxes & fees
10 Mar - 11 Mar
Chalet Mount Snow/Stratton Skiing/hiking

Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (46 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
The price is HK$2,346
HK$3,695 total
includes taxes & fees
18 Mar - 19 Mar
Bear Creek Cabin

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, (18 reviews)
"Very pet friendly place! We enjoyed our stay"
United States
Kurt K.
The price is HK$1,658
HK$4,527 total
includes taxes & fees
1 Apr - 2 Apr
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
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

Find out more about Greenfield

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Frequently asked questions

Are there holiday rentals in Greenfield?

Yes, there are holiday rentals close to the most popular sights in Greenfield, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Greenfield is known for its shops. Make sure you have time to check out the breweries and live music during your trip.

What are some of the best holiday rentals that Greenfield has to offer?

Lovely 2nd Floor Apartment: This highly rated holiday home rental in Greenfield offers a garden, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Greenfield?

Energy Park and Connecticut River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Old Greenfield Village and Poet's Seat Tower.

What are holiday rentals like in Greenfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenfield. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.