Holiday Rentals in Ashfield

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Our top choices for Ashfield holiday rentals

9.0 out of 10, Wonderful, (4)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is €208
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
2.0 star property
10.0 out of 10, Exceptional, (1)
"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 €265
includes taxes & fees
29 Dec - 30 Dec
Lake Whitingham & Mount Snow Area Village Apartment

Holiday Home in Greenfield

Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (46)
"Close to downtown, clean & comfortable!"
United States
Robbi C.
The price is €175
includes taxes & fees
29 Dec - 30 Dec
Lovely 2nd Floor Apartment

Holiday Home in Florida

Florida Mountain Log Cabin
2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is €318
includes taxes & fees
4 Jan - 5 Jan 2026
Florida Mountain Log Cabin
9.0 out of 10, Wonderful, (22)
"I loved staying here the weekend with my friends, the owner Patrick was so accommodating and helpful!"
United States
Mckenna d.
The price is €191
includes taxes & fees
29 Dec - 30 Dec
Bright Boho Apt in 18th c Berkshire Farmhouse
2.0 star property
9.6 out of 10, Exceptional, (13)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
United States
judy r.
The price is €213
includes taxes & fees
2 Jan - 3 Jan 2026
Penthouse Apartment on Park Street
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 €241
includes taxes & fees
5 Jan - 6 Jan 2026
The Creation Station is a cozy place so make yourself at home.
9.2 out of 10, Wonderful, (19)
"Great property! Thank you for a wonderful stay."
United States
David
The price is €365
includes taxes & fees
30 Dec - 31 Dec
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
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 €325
includes taxes & fees
4 Jan - 5 Jan 2026
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
9.8 out of 10, Exceptional, (35)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
The price is €406
includes taxes & fees
7 Jan - 8 Jan 2026
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
10.0 out of 10, Exceptional, (1)
"The apartment is lovely, so comfortable and quiet!! Caitlin was a wonderful host, very responsive. Would absolutely stay again! "
United States
Anna B.
The price is €403
includes taxes & fees
29 Dec - 30 Dec
Terrific 3-bedroom unit in charming Leverett with AC
10.0 out of 10, Exceptional, (2)
"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 €524
includes taxes & fees
5 Jan - 6 Jan 2026
Button's Modern Luxury Walkup Downtown Northampton
The price is €142
includes taxes & fees
29 Dec - 30 Dec
2 Twin beds on 1st floor with En-suite bathroom.
9.8 out of 10, Exceptional, (38)
"Great house for family gatherings "
United Kingdom
John Paul B.
The price is €566
includes taxes & fees
11 Jan - 12 Jan 2026
FaLL Western Mass Getaway-Airhockey-Firepit

Cabin in Charlemont

Bear Creek Cabin
10.0 out of 10, Exceptional, (43)
"We enjoyed our stay!!"
United States
Hillary S.
The price is €510
includes taxes & fees
31 Dec - 1 Jan 2026
Bear Creek Cabin

Holiday Home in Florida

The Greylock Cabin
10.0 out of 10, Exceptional, (5)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveller
The price is €346
includes taxes & fees
19 Jan - 20 Jan 2026
The Greylock Cabin
10.0 out of 10, Exceptional, (1)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
The price is €367
includes taxes & fees
3 Jan - 4 Jan 2026
Riverbend Berkshire East Basecamp - 3 bedrooms available
2.0 star property
The price is €247
includes taxes & fees
29 Dec - 30 Dec
Beautiful 2-bedroom cottage on Robert Frost Trail
10.0 out of 10, Exceptional, (1)
"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 €385
includes taxes & fees
19 Jan - 20 Jan 2026
Stunning Glass House nestled in the Vermont wilderness!
9.4 out of 10, Exceptional, (40)
"It’s a nice comfortable apartment with a good kitchen. We were traveling to see a concert and some art at Mass MOCA. Patrick is a friendly and welcoming host."
United States
Roy
The price is €181
includes taxes & fees
2 Jan - 3 Jan 2026
Charming Apt in 18th c Berkshire Farmhouse
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, apart-hotels, 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 favorite 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 depends 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 €175 per night. Entering your travel dates in the search wizard you might find 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 Swift River are a couple of scenic spots to enjoy the outdoors, whereas Double Edge Theatre is one of the cultural attractions. While here, Land of Providence and Bullitt Reservation 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.