Book Holiday Homes in Greenfield

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Featured Holiday Homes in Greenfield

The Jelly Mill-A River Retreat

The Jelly Mill-A River Retreat

Guilford
Stay at this vacation home in Brattleboro. Enjoy free WiFi, a garden, and patios. Popular attractions Sweet Pond State Park and Leyden State Forest are located ...
The Jelly Mill-A River Retreat
Author Stephen Oates Once Owned

Author Stephen Oates Once Owned

Amherst
The price is NZ$698 per night from 7 Apr to 8 Apr
NZ$698
includes taxes & fees
7 Apr - 8 Apr
Stay at this vacation home in Amherst. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Puffers Pond South Beach and Athletic ...
Author Stephen Oates Once Owned
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

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

Amherst
The price is NZ$363 per night from 6 Apr to 7 Apr
NZ$363
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this family-friendly vacation home in Amherst. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Puffers Pond South ...
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
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1810 Brook Side Mill/House / EV Level 2 Charging on Site

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

Shelburne Falls
Stay at this vacation home in Shelburne Falls. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Bald Mountain Pottery and Salmon Falls ...
1810 Brook Side Mill/House / EV Level 2 Charging on Site
GAMERS HAVEN, River Wine Inn!

GAMERS HAVEN, River Wine Inn!

2 out of 5
Whitingham
Book a stay at this family-friendly vacation home in Jacksonville. Enjoy a fitness center, a pool table, and cable/satellite TV service. Popular attractions ...
GAMERS HAVEN, River Wine Inn!
Wilmington Vacation Rental Near Hiking and Skiing!

Wilmington Vacation Rental Near Hiking and Skiing!

Wilmington
Stay at this vacation home in Wilmington. Enjoy tennis courts, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Mount Snow and The ...
Wilmington Vacation Rental Near Hiking and Skiing!
Bright three-level home with water views, jetted tub, firepit, and pool table

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

Jacksonville
Stay at this vacation home in Jacksonville. Enjoy a garden, a pool table, and patios. Popular attractions Jacksonville Pond and Honora Winery are located ...
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

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

Newfane
Stay at this vacation home in Newfane. Enjoy a sauna, patios, and an in-room coffeemaker. Popular attractions Rock River Preserve and Moore Free Library are ...
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
Amherst, Perfect Location, UMass, Smith, MHC!

Amherst, Perfect Location, UMass, Smith, MHC!

Hadley
Book a stay at this family-friendly vacation home in Hadley. Enjoy free WiFi, a water park, and a garden. Popular attractions Warren McGuirk Alumni Stadium and ...
Amherst, Perfect Location, UMass, Smith, MHC!
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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.

Greenfield Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Greenfield vacation homes are the perfect way for you to wing it.

Holiday houses in Greenfield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Greenfield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Greenfield adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Greenfield with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Greenfield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Greenfield Holiday Homes essential information

Accommodation
178 Holiday Homes
Lowest Price
NZ$185
Highest Price
NZ$698
Popular accommodation
The Jelly Mill-A River Retreat, Author Stephen Oates Once Owned, kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley, 1810 Brook Side Mill/House / EV Level 2 Charging on Site, GAMERS HAVEN, River Wine Inn!, Wilmington Vacation Rental Near Hiking and Skiing!, 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, Amherst, Perfect Location, UMass, Smith, MHC!

Top trending hotels in Greenfield

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

2.5 out of 5
184 Shelburne Rd, Greenfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$263 per night from 20 Apr to 21 Apr
NZ$263
includes taxes & fees
20 Apr - 21 Apr
Book a stay at this business-friendly hotel in Greenfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn & Suites Greenfield
Howard Johnson by Wyndham Amherst Hadley

Howard Johnson by Wyndham Amherst Hadley

2 out of 5
401 Russell St, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is NZ$185 per night from 7 Apr to 8 Apr
NZ$185
includes taxes & fees
7 Apr - 8 Apr
Stay at this hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Howard Johnson by Wyndham Amherst Hadley
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is NZ$244 per night from 8 Apr to 9 Apr
NZ$244
includes taxes & fees
8 Apr - 9 Apr
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn & Suites
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The Ellery

The Ellery

3.5 out of 5
259 Elm Street, Northampton, MA
The price is NZ$251 per night from 6 Apr to 7 Apr
NZ$251
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3.5-star B&B in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Ellery
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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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^Subject to availability and chosen travel dates.