A covered wooden structure with a sloped roof, surrounded by greenery and trees.

Search the Best Cabins in Sheffield

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29
No exact matches found, but these alternatives could be just right

Recommended hotels in Sheffield

Exterior

1. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (60 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
$209 nightly
The price is $233
Aug 16 - Aug 17
Total with taxes and fees
Wilder House Berkshires
Exterior detail

2. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (50 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
$188 nightly
The price is $213
Aug 10 - Aug 11
Total with taxes and fees
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Exterior

3. Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
$197 nightly
The price is $223
Aug 30 - Aug 31
Total with taxes and fees
Peaceful and cozy 1 bed 1 bath in quaint Winchester
Front of property

4. Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
$125 nightly
The price is $139
Aug 25 - Aug 26
Total with taxes and fees
Becket Motel
Exterior

5. Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
$321 nightly
The price is $359
Aug 26 - Aug 27
Total with taxes and fees
Real Estate: Therapy - Lake, Laundry, Love it
Exterior

6. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (16 reviews)
"Great place and welcoming stay!"
United States
Frank M.
$373 nightly
The price is $417
Sep 9 - Sep 10
Total with taxes and fees
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Exterior

7. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (6 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
$364 nightly
The price is $407
Sep 9 - Sep 10
Total with taxes and fees
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Front of property

8. Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (139 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
$282 nightly
The price is $313
Aug 31 - Sep 1
Total with taxes and fees
Manor House Inn
Front of property

9. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (11 reviews)
"The air conditioning was effective and the view of the lake was peaceful and beautiful."
United States
Rita
$147 nightly
The price is $164
Sep 9 - Sep 10
Total with taxes and fees
Berkshire Lake Lodge
Front of property

10. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (201 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
$175 nightly
The price is $201
Aug 11 - Aug 12
Total with taxes and fees
Blackberry River Inn
Front of property

11. Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (140 reviews)
"Beautiful property, relaxing landscape."
United States
Jane
$241 nightly
The price is $264
Aug 12 - Aug 13
Total with taxes and fees
Gedney Farm
Front of property

12. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
$363 nightly
The price is $398
Aug 10 - Aug 11
Total with taxes and fees
The Old Inn On The Green
Exterior

13. Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.2 out of 10, Wonderful, (11 reviews)
"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "
United States
Samantha G.
$606 nightly
The price is $641
Sep 2 - Sep 3
Total with taxes and fees
Treetop Hideaway in Tyringham
Aerial view

14. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (438 reviews)
"This is a quiet location and easy to find. It has a working-farm vibe rather than a luxury-vacation vibe. French toast was delicious. Guest meals are prepared in a home kitchen without a dishwasher or secondary sink."
United States
Kay
$105 nightly
The price is $121
Aug 10 - Aug 11
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Front of property

15. Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (106 reviews)
"Clean...cheap and comfortable bed"
United States
leo
$130 nightly
The price is $150
Aug 10 - Aug 11
Total with taxes and fees
Hitching Post Country Motel
Exterior

16. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,008 reviews)
"great location very clean friendly staff"
United States
Jeanne
$99 nightly
The price is $110
Sep 1 - Sep 2
Total with taxes and fees
Quality Inn Lee - Lenox South
Interior

17. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (431 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
$99 nightly
The price is $111
Sep 1 - Sep 2
Total with taxes and fees
Sunset Inn
Front of property

18. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (383 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
$300 nightly
The price is $335
Aug 10 - Aug 11
Total with taxes and fees
Chambery Inn
Property amenity

19. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (684 reviews)
"Good location to towns in area"
United States
William
$67 nightly
The price is $75
Sep 7 - Sep 8
Total with taxes and fees
Econo Lodge Lee - Great Barrington
Exterior

20. Spacious Central Berkshires Home for Groups

Spacious Central Berkshires Home for Groups
Lee
8.0 out of 10, Very Good, (1 review)
"This older home was beautifully renovated and was able to easily accommodate our large group."
United States
Beth S.
$545 nightly
The price is $609
Aug 19 - Aug 20
Total with taxes and fees
Spacious Central Berkshires Home for Groups
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 Sheffield Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"We have stayed here for a number of years now, and each time we become more-and-more impressed with this property. The staff are super friendly and helpful. The rooms are well-outfitted and maintained, and the building itself gets excellent care. This is the ideal spot for our annual Berkshire vacation. We're so happy to have discovered it."
JEFF 9-night trip
Posted less than an hour ago
Berkshire Mountain Lodge

Find out more about Sheffield

Sheffield Cabin Rentals information

Number of reviews
1,584
Accommodation
36 Cabin Rentals
Lowest Price
$75
Highest Price
$641

Frequently asked questions

What are the best cabins near Sheffield?
Get cozy at one of our 344 cabins in Sheffield and be rewarded with picturesque scenery, outdoor adventure and memories you'll never forget. Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc is the place to go for an unplugged getaway. Log Cabin Living On The Esopus Creek is another popular choice if you're eager to spend time in Mother Nature.
Are there cheap cabins in Sheffield?
Priced from $75 to $641 a night, escaping the ordinary has never been easier or cheaper. Choose one of our cheap cabins in Sheffield and enjoy an adventure-filled escape without putting a dent in your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Sheffield?
Lock in a mountain cabin near Sheffield and be rewarded with magnificent views, outdoor adventure and an experience that's hard to forget. 1890's Log Cabin ~ 230 Acre Private Reserve is hard to overlook. Located high in the hills, guests have use of winery tours and a microwave oven here. Cabin - Hunter Lakefront House: Ski, Swim is another sought-after retreat. It features a microwave oven, a dishwasher and inspiring surroundings.
What are the best river cabins near Sheffield?
When you think of the word peaceful, a river cabin near Sheffield should spring to mind. Cabin - Charming, Quiet, River Front is the perfect place to find your Zen. As well as its picturesque surroundings, it comes with amenities such as snowsport activities and skiing facilities. Cabin - Romantic Retreat is another attractive option. On-site watersports and snowsport activities are among the conveniences you'll have at your disposal here.
What are the best cabins with pools near Sheffield?
Staying in a cabin rental with a pool adds another level of excitement to your vacation. If you're looking for one near Sheffield, Cabin - Romantic Retreat has handy amenities like on-site watersports and a swimming pool to make your poolside getaway even more incredible. Country Cabin In Woodstock, Ny is another great pick and features a swimming pool and a fireplace.
Can I find beach cabins near Sheffield?
Pack a few Hawaiian shirts and get ready for a slower pace of life at Cabin - Relax, Reconnect And Enjoy. This Sheffield beach cabin has amenities including on-site watersports and children's activities. Lakefront - King - Petsok - W And D also delivers a sun-drenched getaway. Featuring on-site watersports and clothes washing facilities, it was made for carefree days by the shore.
What are the best weekend cabin rentals in Sheffield?
Nothing's more relaxing than a weekend cabin getaway after a long week at work. Swap your cramped office for two or three days in the outdoors at 1890's Log Cabin ~ 230 Acre Private Reserve. A tennis court and a patio are a few of the amenities it offers. Emails will also be the last thing on your mind at Cabin - Hunter Lakefront House: Ski, Swim. Kick back here and make the most of on-site watersports and a patio.
What are the best cabin prices in Sheffield?
Whether you're traveling on a shoestring or want to splash out on your next trip, you'll find what you're after with Expedia. At the moment, you can score a Sheffield cabin from just $75 per night.
Can I find log cabins in Sheffield?
If you're craving a less frenzied pace of life, you'll find it at one of our log cabins in Sheffield. For example, Elegant Log Cabin. Private, Great Wi. Spend your days here going shore fishing and hiking and then come home to enjoy its many comforts. Time also seems to pass slowly at 1890's Log Cabin ~ 230 Acre Private Reserve. When you're ready to venture beyond your cozy rental, skiing and hiking opportunities are close by.
What are the highest-rated cabins in Sheffield?
Expedia adventurers just keep returning to Cabin - Artist's Camp On Lake Mahkeenac. This excellent option features a host of amenities like a patio and a fireplace. It's not difficult to work out why Cabin With 3 Acres, Tennis Courts: By 4 Ski Mtns is also a hit with vacationers. Conveniences such as a porch and a tennis court will help make your stay even more enjoyable.
What are the top things to see and do in Sheffield?
After you've spent a couple of lazy days in your cabin, step out and explore some of Sheffield's best sights. Magnolia Bluffs Casino is on the to-do list of many travelers. Another worthwhile attraction is Ashley House. A little farther out, rent some wheels and check it out whenever you like.
Why should I book a cabin in Sheffield?
For a nature-filled getaway that won't cost the earth, a cabin is hard to beat. Visualize yourself waking up to the sound of songbirds and then stepping onto your deck to be surrounded by beautiful vistas. Book a cabin in Sheffield and wave goodbye to the fast pace of modern life. Whether they're beachside, lakeside or up a mountain, cabins offer a unique, rustic experience that you won't find anywhere else.
What are the top nature cabins in Sheffield?
Brimming with charm and creature comforts, Cabin - Charming, Quiet, River Front is one of our favorite nature cabins in Sheffield. But with loads of things to do and see close by, make sure you don't spend all your time kicking back indoors. Activities such as nearby fishing and ice skating nearby are waiting. Cabin - Romantic Retreat is another getaway where you can get back to nature. Nearby golfing and golf are a few fun ways to do it.
What are some of the best cabins near National Shrine of the Divine Mercy in Sheffield?
Leave the city behind and step out into nature from a National Shrine of the Divine Mercy cabin. Wander among wildlife, inhale the fresh air and then relax at Cozy Stockbridge Cabin - Walk To Beach And Lake. Activities such as hiking and nearby kayaking are just moments away here. Another place you'll love coming home to is Cabin - Artist's Camp On Lake Mahkeenac. Nearby kayaking and hiking are a couple of things to keep you occupied during your visit.

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