Book Holiday Homes in Ashfield

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Ashfield

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough
The price is AU$381 per night from 7 Apr to 8 Apr
AU$381
includes taxes & fees
7 Apr - 8 Apr
Located in Lanesborough, this vacation home is in the mountains, within a 15-minute drive of Crane Museum of Papermaking and Berkshire Athenaeum.
Berkshire Village Carriage House - Super Private!!
The Jelly Mill-A River Retreat

The Jelly Mill-A River Retreat

Guilford
When you stay at this vacation home in Brattleboro, you'll be on the waterfront and 7 minutes by car from Green River Wildlife Management Area.
The Jelly Mill-A River Retreat
Author Stephen Oates Once Owned

Author Stephen Oates Once Owned

Amherst
With a stay at this vacation home in Amherst, you'll be a 3-minute drive from University of Massachusetts Amherst and 5 minutes from Amherst College.
Author Stephen Oates Once Owned
Save an average of 15% on thousands of hotels when you're signed in
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
With a stay at this vacation home, you'll be centrally located in Amherst, a 4-minute drive from University of Massachusetts Amherst and 6 minutes from Amherst ...
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
1810 Brook Side Mill/House / EV Level 2 Charging on Site

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

Shelburne Falls
Located in Shelburne Falls, this vacation home is in a rural location, within a 5-minute drive of Deerfield River and Bald Mountain Pottery.
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
Located in Jacksonville, this vacation home is a 1-minute drive from Jacksonville Pond and 6 minutes from Harriman Reservoir.
GAMERS HAVEN, River Wine Inn!
Hilltown Nest is a wonderful place for family and friends to gather.

Hilltown Nest is a wonderful place for family and friends to gather.

Huntington
With a stay at this vacation home in Huntington, you'll be in the mountains, just steps from Westfield River and a 2-minute drive from Huntington Public ...
Hilltown Nest is a wonderful place for family and friends to gather.
Mountain Blossom Retreat by Evergreen Home

Mountain Blossom Retreat by Evergreen Home

Lanesborough
With a stay at this vacation home in Lanesborough, you'll be in the mountains, within a 15-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State ...
Mountain Blossom Retreat by Evergreen Home
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
Located in Jacksonville, this vacation home is on a lake, a 1-minute drive from Jacksonville Pond and 7 minutes from Honora Winery.
Bright three-level home with water views, jetted tub, firepit, and pool table
Don't see what you're looking for?
See all available properties in Ashfield
View all properties
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.

Ashfield 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 Ashfield vacation homes are the perfect way for you to wing it.

Holiday houses in Ashfield 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 Ashfield 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 Ashfield adventures, obvs.

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

Ashfield Holiday Homes essential information

Accommodation
135 Holiday Homes
Lowest Price
AU$184
Highest Price
AU$381
Popular accommodation
Berkshire Village Carriage House - Super Private!!, 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!, Hilltown Nest is a wonderful place for family and friends to gather., Mountain Blossom Retreat by Evergreen Home, Bright three-level home with water views, jetted tub, firepit, and pool table

Top trending hotels in Ashfield

Sunny Chalet Nestled in the Woods of Ashfield

Sunny Chalet Nestled in the Woods of Ashfield

Ashfield
Located in Ashfield, this chalet is on the waterfront, within a 5-minute drive of Steady Lane/Hill Cemetery and Land of Providence.
Sunny Chalet Nestled in the Woods of Ashfield
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundable
The price is AU$234 per night from 7 Apr to 8 Apr
AU$234
includes taxes & fees
7 Apr - 8 Apr
With a stay at D. Hotel Suites & Spa in Holyoke, you'll be 4.6 mi (7.4 km) from Smith College and 10.4 mi (16.7 km) from University of Massachusetts ...
D. Hotel Suites & Spa
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 AU$184 per night from 8 Apr to 9 Apr
AU$184
includes taxes & fees
8 Apr - 9 Apr
With a stay at Howard Johnson by Wyndham Amherst Hadley in Hadley, you'll be within a 5-minute drive of University of Massachusetts Amherst and Amherst ...
Howard Johnson by Wyndham Amherst Hadley
Save an average of 15% on thousands of hotels when you're signed in
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 AU$232 per night from 8 Apr to 9 Apr
AU$232
includes taxes & fees
8 Apr - 9 Apr
With a stay at Comfort Inn & Suites in Hadley, you'll be within a 5-minute drive of University of Massachusetts Amherst and Amherst College.
Comfort Inn & Suites
Don't see what you're looking for?
See all available properties in Ashfield
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.