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Greenfield Holiday Rentals

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Holiday Rentals in Greenfield

Fridge, microwave, oven, stovetop
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, (34)
"It’s such a cute apartment- I really enjoyed my time there. The property manager gave me all the information I needed, they were very clear and concise. I did not communicate much with the property manager because everything was perfectly fine."
The price is NZ$420
includes taxes & fees
28 May - 29 May
Cozy apartment located in quiet Williamsburg
Property grounds
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
9.0 out of 10, Wonderful, (24)
"Awesome cabin, fireplace was amazing. Spacious open and a great place to spend time and relax"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Exterior
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (116)
"Another great stay at Hawley. House never disappoints. Weather even cooperated. Thanks Again Lark! Lew"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Save an average of 15% on thousands of hotels when you're signed in
Exterior
Bear Creek Cabin
10.0 out of 10, Exceptional, (13)
"Had such a wonderful stay in the beautiful Berkshires at this unique cabin property! Everything was clean and well-maintained. Very rustic and charming. We had a lot of fun by the fire and walking down to the river in the backyard. So many things to do in this area! Hiking, rafting, and dining in the nearby towns! Would definitely return!"
The price is NZ$985
includes taxes & fees
28 May - 29 May
Bear Creek Cabin
Terrace/patio
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (81)
"Comfortable and convenient"
The price is NZ$339
includes taxes & fees
28 May - 29 May
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Exterior
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (33)
"Charming house with everything we needed!"
Cozy Cottage Along Idyllic Green River
Property grounds
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
9.8 out of 10, Exceptional, (8)
"Our stay at this property went very well. The house was clean, well equipped, and modern all of which made for a good stay."
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
Fridge, microwave, oven, stovetop
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, (28)
"This is a great spot for a getaway! The space was spotless. There was a lot of privacy. The location was close to everything we needed. The space is cozy and super fun with the hot tub and fore pit! We we are able to enjoy the included breakfast, which was great before skiing!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Fridge, microwave, oven, stovetop
comfort, luxury, privacy
9.8 out of 10, Exceptional, (49)
"The hosts of this property were very responsive even before my arrival, answering questions quickly. The property is easy to access and walking distance from a lovely breakfast spot/market. Their thoughtfulness in leaving snacks for travelers was a lovely touch. It felt like a home away from home -- clean, warm and comfortable!"
comfort, luxury, privacy
Fridge, microwave, stovetop, coffee/tea maker
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
10.0 out of 10, Exceptional, (22)
"This property is fairytale cute, so welcoming and relaxing. We had a beautiful stay in Vermont thanks to this location. And there were surprise puppies on site!!!!! Honestly this was the kind of trip that gives you confidence in vacation rentals. Clean, wonderfully decorated, off the beaten path a truly relaxing stay! Go outside at night!!!! We dont have stars like that in the city."
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Exterior
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
6.6 out of 10, (11)
"This house is one of the worst places I have ever stayed. I booked for 13 people and only 2 of the 3 showers worked which they never disclosed to us. The house was a total pigsty. Dirty dishes in the sink. Old food in the fridge. Frozen food in the freezer and the freezer was disgusting with frozen spills that looked like they were there for years. Holes in the walls & doors, burn marks on the counters, dirty table cloth. Bathrooms were filthy. No shades on 90 % of the windows & no curtains at...
The price is NZ$2,710
includes taxes & fees
28 May - 29 May
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
Exterior
Private Suite with a Sweet View. Spacious, close to town, dog friendly
10.0 out of 10, Exceptional, (24)
"A weekend getaway w a lifelong friend. We greatly enjoyed the beautiful view, sitting by the big windows in the morning, sipping coffee and catching up. It’s just what we needed. Shelburne Falls has a very nice Main Street (Bridge Street). The Blue Rock restaurant is a high recommend."
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Golf
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (123)
"Stayed a week for out-of-town work wonderful host great place would defiantly go back. Thank you for letting us use your home. Marc"
Hadley Amherst Location.Explore the Valley Colleges!
Property grounds
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
10.0 out of 10, Exceptional, (194)
"Great all around, would book again"
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Property grounds
1810 Brook Side Mill/House / EV Level 2 Charging on Site
10.0 out of 10, Exceptional, (58)
"We stayed as part of a business trip. Three floors each with a bathroom was the selling point for our team. Everything was clean and as described. We would stay again!"
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Property grounds
Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (11)
"We had the most perfect stay during our home renovation. We needed a place last minute, and we couldnt have found a more perfect house. The backyard was perfect for play and the house was super comfortable. We stayed for a week and we loved how easy it was to get to Whole Foods, Target, and Trader Joe’s. As a local, if we ever have friends in the area visiting, I would definitely recommend this VRBO."
Amherst, Perfect Location, UMass, Smith, MHC!
TV, fireplace, books
Wilmington Vacation Rental Near Hiking and Skiing!
10.0 out of 10, Exceptional, (9)
"Beatiful weekend get away."
Wilmington Vacation Rental Near Hiking and Skiing!
Property grounds
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
10.0 out of 10, Exceptional, (24)
"Stayed over a long weekend with two families with kids ranging from 11-14. The house was very clean and well stocked. Plenty of towels and sheets and blankets are clean and comfortable. Basement was a great place for the kids to hang out and they enjoyed darts, Pac-Man etc.. Yard and deck areas were great."
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
Fridge, microwave, stovetop, dishwasher
Jacksonville Cabin w/ Wraparound Deck & Views
9.6 out of 10, Exceptional, (23)
"Magical little place."
Jacksonville Cabin w/ Wraparound Deck & Views
Terrace/patio
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
9.6 out of 10, Exceptional, (35)
"Amazing House, so much character. More than enough room for large family meals and gatherings. My family really enjoyed it. Having no snow was a disappointment, but we will try again another year. Thank you"
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
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See all available properties in Greenfield
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.

Other types of properties in Greenfield you may be interested in

Room, 2 Queen Beds, Non Smoking
Hampton Inn & Suites Greenfield
2.5 star property
8.8 out of 10, Excellent, (698)
"Nice hotel with a very good Buffet breakfast. Had some difficulty finding the entrance to the hotel due to car Navigation."
The price is NZ$340
includes taxes & fees
16 Jun - 17 Jun
Hampton Inn & Suites Greenfield
Exterior
Colonial Motel And Spa
3.0 star property
7.0 out of 10, Good, (1002)
"Great pool and hot tub facilities with kickers"
The price is NZ$176
includes taxes & fees
28 May - 29 May
Colonial Motel And Spa
Exterior
Hotel UMass
2.5 star property
8.6 out of 10, Excellent, (758)
"All the abouve"
The price is NZ$328
includes taxes & fees
10 Jun - 11 Jun
Hotel UMass
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Greenfield holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Greenfield. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Greenfield. Seeing all the best attractions is bound to make you fall in love with Greenfield. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Greenfield short-term rentals, that won’t be hard to do.

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?

Cozy apartment located in quiet Williamsburg: This holiday home rental outside of Greenfield is in a rural location, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Greenfield?

Connecticut River and Greenfield Beach 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.

Recent reviews of Greenfield properties
Expedia verified reviews