Ashfield Holiday Rentals

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Our top choices for Ashfield holiday rentals

Sunny Chalet Nestled in the Woods of Ashfield

Sunny Chalet Nestled in the Woods of Ashfield
Ashfield
9.6 out of 10, Exceptional, (21)
"The perfect spot for a quiet weekend. Super comfy and beautiful place, highly recommended."
United States
Alexandra
Sunny Chalet Nestled in the Woods of Ashfield

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (46)
"Our stay was so amazing. The hosts were wonderul and really adapatable to our family needs."
United States
Wendy M.
The price is AU$305
includes taxes & fees
17 Dec - 18 Dec
Lovely 2nd Floor Apartment

The Jelly Mill-A Peaceful River Retreat

The Jelly Mill-A Peaceful River Retreat
Guilford
10.0 out of 10, Exceptional, (64)
"Beautiful rural location next to the Green River. A peaceful relaxing place to stay. We would love to stay here again "
United States
Georgene M.
The Jelly Mill-A Peaceful River Retreat

Hearts Desire is a furnished whole house in a small, colorful garden center.

Hearts Desire is a furnished whole house in a small, colorful garden center.
Lanesborough
10.0 out of 10, Exceptional, (97)
"This was our third time at this property. We still love it and look forward to returning again."
United States
Lisa P.
Hearts Desire is a furnished whole house in a small, colorful garden center.

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
9.8 out of 10, Exceptional, (111)
"Check in was easy breezy, communication with host was timely and helpful. It was perfect for our two day stay. Fresh eggs and homemade bread and Cushman's cafe close by wwre added treats!"
United States
Kelly S.
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Northampton
9.8 out of 10, Exceptional, (23)
"Gorgeous building, clean and cozy spot to stay. "
United States
Grace
Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Experience Three Sisters Sanctuary in Goshen, MA

Experience Three Sisters Sanctuary in Goshen, MA
2.0 star property
Goshen
10.0 out of 10, Exceptional, (2)
"We had such a great time staying here as always. "
United States
David F.
Experience Three Sisters Sanctuary in Goshen, MA

Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (43)
"We enjoyed our stay!!"
United States
Hillary S.
The price is AU$906
includes taxes & fees
17 Dec - 18 Dec
Bear Creek Cabin

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
9.4 out of 10, Exceptional, (18)
"Great property! Thank you for a wonderful stay."
United States
David
The price is AU$638
includes taxes & fees
17 Dec - 18 Dec
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

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

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham
10.0 out of 10, Exceptional, (2)
"as advertised."
United States
Joshua G.
The price is AU$1,216
includes taxes & fees
14 Jan - 15 Jan 2026
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

The Clearing - Quiet - Close To Nature

The Clearing - Quiet - Close To Nature
Cummington
10.0 out of 10, Exceptional, (211)
"This was the perfect little home for my husband and I to stay for a few days while we visited the area. Loved it."
Canada
Andrea F.
The Clearing - Quiet - Close To Nature

Hadley Amherst Location.Explore the Valley Colleges!

Hadley Amherst Location.Explore the Valley Colleges!
Hadley
10.0 out of 10, Exceptional, (132)
"Such a wonderful property and amazing host! A convenient location to the area as well as shopping and beautiful bike/walking trail!Thank you Colleen!"
United States
John M.
Hadley Amherst Location.Explore the Valley Colleges!

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
Sherwood Forest
10.0 out of 10, Exceptional, (5)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is AU$568
includes taxes & fees
17 Dec - 18 Dec
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (72)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
The price is AU$421
includes taxes & fees
22 Dec - 23 Dec
The Creation Station is a cozy place so make yourself at home.

comfort, luxury, privacy

comfort, luxury, privacy
Amherst
9.8 out of 10, Exceptional, (72)
"Great stay!"
United States
Shawn L.
comfort, luxury, privacy

Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq

Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq
Readsboro
10.0 out of 10, Exceptional, (7)
"We loved the tranquility and comfort of the house. The seclusion allowed for a quiet and peaceful getaway. The home had all the comforts needed for a relaxing stay. The view is spectacular and the surrounding landscape is beautiful. Great area for hiking, swimming, and sightseeing."
United States
judy G.
Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq

3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest

3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest
Cummington
9.6 out of 10, Exceptional, (40)
"My friends and I had the most beautiful rainy weekend here to celebrate my 40th birthday. The spot was perfect for the 5 of us and the river was such a wonderful bonus to our peaceful trip!"
United States
Sarah R.
3BR Riverfront Log Home with Steam Sauna, Soaring Glass Wall & Private Forest

The Vermont Vista Cabin • Private 10-Acre Escape

The Vermont Vista Cabin • Private 10-Acre Escape
2.0 star property
Whitingham
The Vermont Vista Cabin • Private 10-Acre Escape

Secluded Family Getaway w/ On-Site Creek in Hawley

Secluded Family Getaway w/ On-Site Creek in Hawley
2.0 star property
Hawley
10.0 out of 10, Exceptional, (1)
"Everything about this house is ideal! The rooms are meticulously crafted. Two wood stoves to keep it cozy and books everywhere! The common space is large enough for everyone to gather for food and drinks and spending time together, but there are also sitting nooks throughout that you could have some solo time as well. The property is magical with a big green space that goes right to the river's edge. We hope to be returning in the future!"
United States
Talia L.
Secluded Family Getaway w/ On-Site Creek in Hawley

The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (4)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveller
The price is AU$556
includes taxes & fees
17 Dec - 18 Dec
The Greylock Cabin
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 Ashfield Hotel Reviews

Find out more about Ashfield

Everything you need to know about Ashfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashfield holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Ashfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashfield holiday rentals we have selected for you start as low as AU$305 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ashfield rentals

At Expedia, we put the best Ashfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ashfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Ashfield?

Yes, there are holiday rentals in Ashfield close to Land of Providence, or you can select a more secluded option if you're looking for a relaxing stay. Ashfield is known for its theatres.

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

Experience Three Sisters Sanctuary in Goshen, MA: This holiday home rental outside of Ashfield comes with WiFi so that you can feel at home during your trip.

What can I see and do in Ashfield?

Ashfield Lake and Bullitt Reservation are a couple of scenic spots to enjoy the outdoors, whereas Double Edge Theatre is one of the cultural attractions. While here, Swift River and Land of Providence are other places worth a visit.

What are holiday rentals like in Ashfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashfield. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the experience of 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 option for family trips or small group gatherings.