Search Vacation Homes in Hawley

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 184 Vacation Homes in Hawley with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is AED 551
AED 833 total
includes taxes & fees
22 Feb - 23 Feb
Berkshire Village Carriage House - Super Private!!

Charlemont Retreat on Chickley River w/ EV Charger

9.6 out of 10, Exceptional, (26)
"Very close to Berkshire East. Beautifully rustic house that was extremely well maintained."
Charlemont Retreat on Chickley River w/ EV Charger

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (17)
"Perfect weekend house close to mt snow"
Wilmington Vacation Rental Near Hiking and Skiing!

Lovely 2nd Floor Apartment

9.8 out of 10, Exceptional, (18)
"Easy stay, good location for us. Would stay again. "
The price is AED 474
AED 792 total
includes taxes & fees
23 Feb - 24 Feb
Lovely 2nd Floor Apartment

Comfortable Berkshires retreat on mtn resort, SISO

The price is AED 1,183
AED 2,472 total
includes taxes & fees
23 Feb - 24 Feb
Comfortable Berkshires retreat on mtn resort, SISO

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

10.0 out of 10, Exceptional, (129)
"Great property with solid amenities and stocked well for two families with 4 kids 1-6 years old. Clubhouse indoor heated pool was clutch. Weather was a bit nuts so be wary if you don’t have 4 wheel drive with snow tires, the house is up a steep mountain and driveway is sloped making it difficult to get out if you are not prepared. Host was super responsive and would come back again!"
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

10.0 out of 10, Exceptional, (66)
"Great stay! Kids and adults both loved it and very easy to access the slopes. "
The price is AED 1,153
AED 2,229 total
includes taxes & fees
24 Feb - 25 Feb
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Chalet in ChimneyHill Resort - Clubhousse: Heat Pool & Hot tub. low weekly rates

9.8 out of 10, Exceptional, (80)
"We had a great stay at the Chalet. Location to Mt. Snow and Wilmington was super convenient. The neighborhood is hilly but was easy to navigate (even in the snow). Living area was very comfortable and the wood stove made things very cozy throughout our stay. We cooked in and the kitchen had all the necessities. Overall a great stay - would recommend and book again."
Chalet in ChimneyHill Resort - Clubhousse: Heat Pool & Hot tub. low weekly rates

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

10.0 out of 10, Exceptional, (88)
"We thoroughly enjoyed our stay at “Hearts Desire”! Everything was set up for our relaxation and enjoyment! The weather outside was terrible but the atmosphere in the house was warms and so comfortable. We were able to enjoy watching the tv which sometimes doesn’t give many choices in some other stays. We are definitely getting the game “Fake News or Not”! Lots of fun. If we plan on visiting the area again, we will definitely return! Thank you!"
Hearts Desire is a furnished whole house in a small, colorful garden center.

14mi to Mt. Snow! Arcade, Private Suite, King Bed!

9.8 out of 10, Exceptional, (10)
"This place is immaculate and the host is responsive. We stayed here to ski in Mount snow which is about 25 minutes drive. We arrived later in the evening and the place was warm and cozy. "
The price is AED 657
AED 1,777 total
includes taxes & fees
4 Mar - 5 Mar
14mi to Mt. Snow! Arcade, Private Suite, King Bed!

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (10)
"As advertised "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.8 out of 10, Excellent, (28)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is AED 444
AED 1,089 total
includes taxes & fees
25 Feb - 26 Feb
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (9)
"Annual mother/son ski and food fest!Lots of fun with family and friends. Plenty of space for everyone.. Kitchen wascwell"
The price is AED 2,196
AED 3,898 total
includes taxes & fees
25 Feb - 26 Feb
Hancock Village Inn at Jiminy Peak

Chic Pittsfield Home With A View!

8.6 out of 10, Excellent, (10)
"This property was just as shown in the listing and met our needs very well. It was well appointed and had many inviting areas to gather and relax in. The kitchen was well equipped and easy to use. Some very nice touches with closets and bathroom storage areas that made staying there user friendly. "
Chic Pittsfield Home With A View!

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

10.0 out of 10, Exceptional, (43)
"Great ski house in a great location!"
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Dog-friendly cabin with pools, hot tub, tennis & pickleball - near Mt. Snow

8.8 out of 10, Excellent, (3)
"We had an awesome stay! Clean house"
Dog-friendly cabin with pools, hot tub, tennis & pickleball - near Mt. Snow

The dreamiest place in Southern Vermont!

10.0 out of 10, Exceptional, (5)
"We enjoyed the quiet and convenience of this location to Mt. Snow. It was clean and well stocked. Host was kind and responsive."
The price is AED 1,543
AED 3,325 total
includes taxes & fees
23 Feb - 24 Feb
The dreamiest place in Southern Vermont!

Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.

9.4 out of 10, Exceptional, (6)
"Location is minutes away from town. Location was easy to find. House was very clean and had all that we needed. Perfect size for our group of 5 adults, each having our own bedroom. We found plenty to do in the area. Jane was very helpful giving us information of things to do, especially being a girl's weekend, she informed us of spas, shopping and great spots to see foliage, and nice restaurant nearby that had music. Would definitely stay here again."
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.

Massachusetts Vacation Rental w/ Deck & Grill

9.2 out of 10, Wonderful, (12)
"This place was spectacular. Definitely suggest staying here if you're looking in the area. Everything was spotless. "
Massachusetts Vacation Rental w/ Deck & Grill

Newly updated VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!

10.0 out of 10, Exceptional, (7)
"The property was incredibly clean. The checking process very easy. You can tell the owners love dogs and house was dog friendly. Would highly recommend it."
The price is AED 775
AED 2,031 total
includes taxes & fees
11 Mar - 12 Mar
Newly updated VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
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.
Don't see what you're looking for?
See all available properties in Hawley
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Hawley

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

9.6 out of 10, Exceptional, (127)
"A cozy spot to watch the snow come down!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1765)
"Super clean and spacious. Rooms have everything you need for a long stay."
The price is AED 400
AED 476 total
includes taxes & fees
3 Mar - 4 Mar
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (925)
"Staff was exceptionally helpful and friendly."
The price is AED 694
AED 762 total
includes taxes & fees
23 Feb - 24 Feb
Jiminy Peak Mountain Resort
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.