Hawley Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Hawley

Lobby
Vacation Village in the Berkshires

Condo in Williamstown

3.0 star property
8.8 out of 10, Excellent, (2167)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is ￥13,827
￥17,148 total
includes taxes & fees
Dec 8 - Dec 9
Vacation Village in the Berkshires
Exterior
Jiminy Peak Mountain Resort

Condo resort in Hancock

3.0 star property
8.2 out of 10, Very Good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ￥28,477
￥31,808 total
includes taxes & fees
Dec 8 - Dec 9
Jiminy Peak Mountain Resort
Interior
Lovely 2nd Floor Apartment

Vacation Home in Greenfield

10.0 out of 10, Exceptional, (45)
"Our stay was so amazing. The hosts were wonderul and really adapatable to our family needs."
United States
Wendy M.
The price is ￥18,034
￥31,423 total
includes taxes & fees
Dec 12 - Dec 13
Lovely 2nd Floor Apartment
Fridge, microwave, oven, stovetop
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Apartment in Lanesborough

9.6 out of 10, Exceptional, (67)
"Great value, so much better than all the touristy motels in the area!"
United States
Chris G.
The price is ￥20,970
￥31,554 total
includes taxes & fees
Dec 8 - Dec 9
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Property grounds
Lake Whitingham & Mount Snow Area Village Apartment

Apartment in Whitingham

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 ￥21,746
￥47,494 total
includes taxes & fees
Dec 8 - Dec 9
Lake Whitingham & Mount Snow Area Village Apartment
Exterior detail
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Apartment in Greenfield

8.8 out of 10, Excellent, (3)
"We had an amazing stay! The property was spotless and comfortable. We felt right at home and can’t wait to stay here again! "
United States
Garth P.
The price is ￥10,065
￥32,237 total
includes taxes & fees
Dec 8 - Dec 9
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Fridge, microwave, oven, stovetop
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

Vacation Home in Whitingham

10.0 out of 10, Exceptional, (14)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
United States
Jacklyn D.
The price is ￥34,017
￥82,113 total
includes taxes & fees
Dec 9 - Dec 10
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
TV
Florida Mountain Log Cabin

Vacation Home in Florida

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 ￥28,542
￥52,655 total
includes taxes & fees
Dec 8 - Dec 9
Florida Mountain Log Cabin
Exterior
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Apartment in Hancock

10.0 out of 10, Exceptional, (5)
"We had a wonderful stay in our fun, pirate themed suite. Which is really what caught our attention in making our reservation. It was so thoughtfully decorated, and suited the theme, while still being a comfortable place to enjoy being in. Everything was in wonderful condition, and had all the amenities we needed. Our host, Howie, was incredibly attentive, personable, and made sure we were taken care of. I was very disorganized, and he went out of his way to get me all the information we needed...
United States
Karen
The price is ￥16,310
￥36,610 total
includes taxes & fees
Dec 8 - Dec 9
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Cabin in Hinsdale

9.8 out of 10, Exceptional, (34)
"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 ￥25,163
￥65,064 total
includes taxes & fees
Dec 8 - Dec 9
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Fridge, microwave, oven, stovetop
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Vacation Home in Bennington

8.6 out of 10, Excellent, (34)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
United States
Ransom W.
The price is ￥15,533
￥41,336 total
includes taxes & fees
Dec 9 - Dec 10
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Dining
Couples 2 Bedroom Retreat-Close to Shelburne Falls

Vacation Home in Colrain

10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
United States
KayKay S.
The price is ￥23,998
￥54,739 total
includes taxes & fees
Dec 8 - Dec 9
Couples 2 Bedroom Retreat-Close to Shelburne Falls
Exterior
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Apartment in Hancock

10.0 out of 10, Exceptional, (8)
"We had a wonderful 3 day weekend! Perfect location for families."
United States
Eric B.
The price is ￥16,310
￥36,610 total
includes taxes & fees
Dec 8 - Dec 9
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
1 bedroom, iron/ironing board, bed sheets
Penthouse Apartment on Park Street

Apartment in Adams

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 ￥18,018
￥37,998 total
includes taxes & fees
Dec 8 - Dec 9
Penthouse Apartment on Park Street
Exterior
Terrific 3-bedroom unit in charming Leverett with AC

Apartment in Leverett

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 ￥31,066
￥68,535 total
includes taxes & fees
Dec 16 - Dec 17
Terrific 3-bedroom unit in charming Leverett with AC
Exterior
Huttopia Berkshires

Camping in Williamstown

1.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is ￥26,421
￥29,512 total
includes taxes & fees
Dec 16 - Dec 17
Huttopia Berkshires
Interior
Stunning Glass House nestled in the Vermont wilderness!

Vacation Home in Guilford

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 ￥22,346
￥65,389 total
includes taxes & fees
Dec 16 - Dec 17
Stunning Glass House nestled in the Vermont wilderness!
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 Hawley Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"I enjoyed the holiday inn. I enjoyed the staff made me fell at home. I enjoyed the comfortable atmosphere and the room was nice and clean. I enjoyed the breakfast very much. The staff was very friendly. "
Brendan 1-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Find out more about Hawley

Search for holiday rentals in Hawley on Expedia! You can easily find your home rentals, villas, holiday apartments in Hawley using one of the methods below:

  • View our selection of featured holiday rentals in Hawley
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  • Enter your travel dates to view the best deals on holiday rentals in Hawley while they last

Look no further and take a look at our great range of rental properties in Hawley!

Frequently asked questions

Can I find vacation rentals in Hawley?

Yes, we have vacation rentals near popular attractions in Hawley, or you can choose a secluded option if you're looking for relaxation. Hawley is known for its parks.

What are some of the best vacation rentals in Hawley?

Outdoor Enthusiasts Paradise in Beautiful Vermont!: This vacation home rental outside of Hawley is located near skiing and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with an arcade game room and a hot tub.

How many vacation rentals are there in Hawley?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Hawley stay.

What’s there to see and do in Hawley?

Swift River and Hawley Bog Preserve are a couple of lovely local spots to get outside and enjoy nature. Zoar Outdoor/Deerfield Valley Canopy Tours and Berkshire East Ski Resort are a couple of places you'll find in the larger area.

What’s a vacation rental in Hawley like?

Vacation rentals are private properties where you can stay for short or long periods in Hawley. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips.