Hawley Holiday Rentals

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Holiday Rentals 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, (1794)
"The location to jimney peak was great."
The price is NZ$244
includes taxes & fees
13 Apr - 14 Apr
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 NZ$254
includes taxes & fees
5 Apr - 6 Apr
Jiminy Peak Mountain Resort

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (241)
"This beautiful carriage house is ingeniously designed with no wasted space. Surrounded by nature, it is totally private, yet it is two minutes from shops and restaurants. The window seats are sublime and the heated floors offered relief after afternoons spent hiking in the cold. "
The price is NZ$393
includes taxes & fees
7 Apr - 8 Apr
Berkshire Village Carriage House - Super Private!!

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (46)
"The cabin is cozy and sweet- we have a dog and small family and wanted to ski at Mt Snow. Cabin is short 20 minute drive to ski. Super cute town of Wilmington just a few minutes away. Go to Dots or Alpen Glow! Shaws grocery 2 minutes away. House has Pottery Barn vibes. Decent sized kitchen sitting and dining area. 2Bedroom 2 bath. This is not a house for a large crew but for a family getaway it was perfect. Street is quiet and residential. Neighbors seem really friendly. We would love to come...
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great place with an elite game room. "
GAMERS HAVEN, River Wine Inn!

The Clearing - Quiet - Close To Nature

10.0 out of 10, Exceptional, (187)
"Thank you for sharing your wonderful home! It had everything we needed including a quiet, peaceful, private, beautiful location, comfortable bed, great books!!, and a well equipped kitchen. We are very grateful you had availability for our Thanksgiving visit with family. Thank you!!"
The Clearing - Quiet - Close To Nature

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (139)
"We have stayed at this property twice before and have been very pleased with the amount of bedrooms and sleeping available. The property is always very clean and is equipped with everything you need for cooking and dining.the property is a half way point for family members in several directions. "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (46)
"Stayed for sugar season. Spring thaw makes river road a bit sketch but place and hosts were great! Will b back. "
The Jelly Mill-A River Retreat

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (19)
"We loved the feel of this rustic yet modern cabin. It had everything we needed and was the perfect getaway for us for a few nights of skiing at mount snow. The stairs and pathway to get down to the place are not ideal for older individuals with limited mobility as it can get slippery and we found the driveway very icy but that comes with the reality of living in New England. I just thought I would put this in here for those who are in their later years and have to consider their mobility. We are...
Wilmington Vacation Rental Near Hiking and Skiing!

Comfortable Berkshires retreat on mtn resort, SISO

10.0 out of 10, Exceptional, (2)
"Hosts were very responsiveHouse was clean and well maintainedExcellent locationOverall great stay"
The price is NZ$837
includes taxes & fees
6 Apr - 7 Apr
Comfortable Berkshires retreat on mtn resort, SISO

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.2 out of 10, Wonderful, (40)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (10)
"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...
The price is NZ$1,786
includes taxes & fees
5 Apr - 6 Apr
Hancock Village Inn at Jiminy Peak

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

10.0 out of 10, Exceptional, (35)
"We were more than impressed by this property, and surpised by the total freedom from other people on the lands. We loved staying at this charming property that is rustic and thoughtfully decorated. The views are amazing and the place is completely quiet. There is a long driveway up from the 'main road', which is really a very lightly traveled road anyway. We enjoyed the silence, and the bucolic views and lifestyle. It was late winter and there was snow on the ground when we arrived, but the...
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

9.8 out of 10, Exceptional, (43)
"Did a ski weekend with a bunch of friends, the house was perfect, the character of the place and unique styling of each room was super fun, the hot tub was actually HOT, which was impressive for how cold it was outside. The house used to be an old bed and breakfast and it lends itself beautifully to being a VRBO for a large group. We had a wonderful time and would definitely come back and rent again! "
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Bear Creek Cabin

9.8 out of 10, Exceptional, (29)
"This was a very cool newly built log cabin in the woods on a stream. The snow has been melting so the sounds of the stream were amazing - I can imagine it would be wonderful in the spring/summer with the windows open.We came to ski Berkshire East, and it was very convenient. Maybe 10 mins away.Great wood burning stove that warmed the cabin, plenty of wood (read the house manual before starting, nice directions). Brand new kitchen - nice big dining table looking out to the stream.Nice new...
The price is NZ$1,032
includes taxes & fees
5 Apr - 6 Apr
Bear Creek Cabin

Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!

9.6 out of 10, Exceptional, (31)
"The pictures were absolutely spot on! The space was incredibly quiet and cozy, with a warm and inviting atmosphere—even in zero-degree weather. The hot tub was fantastic, and the heated bathroom floors were a luxurious touch. The WiFi worked flawlessly throughout the property. The chef’s kitchen was spacious and well-equipped, making it perfect for cooking. Plus, the rental is conveniently close to town, and the breathtaking mountain views made the stay even more special. Highly recommend!"
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!

Riverfront 2 Bedroom Unit 2

9.6 out of 10, Exceptional, (17)
"Overall, not bad. The host seems thoughtful about what the leave for you to use, but the apartment and exterior could use some TLC"
Riverfront 2 Bedroom Unit 2

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (29)
"The cabin was great, beautiful surroundings. Very nice house."
Jacksonville Cabin w/ Wraparound Deck & Views

Lake Front Home in Heart of the Berkshires Near Jiminy Peak

10.0 out of 10, Exceptional, (56)
"Perfect location and accommodation for my family. The home was as described. I would recommend it. The property owner was easy to work with. "
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
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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Other types of properties in Hawley you may be interested in

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

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Comfortable beds "
The price is NZ$170
includes taxes & fees
15 Apr - 16 Apr
The Yankee, Trademark Collection by Wyndham

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (435)
"조용하고 깨끗한 룸이 마음에 들었지만 힛팅 소리가 크게들려 중간에 잠이 깼다 "
The price is NZ$409
includes taxes & fees
6 Apr - 7 Apr
The Williams Inn
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.

Frequently asked questions

Can I find holiday rentals in Hawley?

Yes, there are holiday rentals close to the most popular sights in Hawley, or you can select a more secluded option if you're looking for a relaxing stay. Hawley is known for its parks.

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

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort: This highly rated holiday home rental in Hawley is located in the mountains, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Hawley?

With 6 Expedia holiday rentals, you're guaranteed 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 wider area.

What’s a holiday rental in Hawley like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hawley. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a small group gathering.