The 10 best holiday rentals in Sheffield, USA | Booking.com
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Holiday Rentals in Sheffield

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The best holiday rentals in Sheffield

Check out our pick of great holiday rentals in Sheffield

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Wainwright Inn

Great Barrington (Near Sheffield)

Boasting a garden and views of garden, Wainwright Inn is a bed and breakfast set in a historic building in Great Barrington, 15 km from Norman Rockwell Museum.

G
Galadriel
From
United States
I will definitely be back. The place is charming, quiet and full of history. The room was spacious and comfortable and well-appointed. The breakfast was incredible, always garnished with herbs fresh from the garden.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 43 reviews
Price from
US$171.35
1 night, 2 adults

Granville House

Great Barrington (Near Sheffield)

Situated within 10 km of Norman Rockwell Museum and 17 km of Tanglewood Musical Center, Granville House features rooms with air conditioning and a private bathroom in Great Barrington.

J
Jochen und Cosima
From
Switzerland
Perfect place to relax. We loved it.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 135 reviews
Price from
US$200
1 night, 2 adults

Stockbridge Country Inn

Stockbridge (Near Sheffield)

Featuring a garden and views of mountain, Stockbridge Country Inn is a bed and breakfast situated in a historic building in Stockbridge, 1.5 km from Norman Rockwell Museum.

L
Leslie
From
France
Very friendly owner and lovely country inn.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 12 reviews
Price from
US$309.47
1 night, 2 adults

Devonfield Inn

Lee (Near Sheffield)

Situated just 6.1 km from Cranwell Spa & Golf Club, Devonfield Inn features accommodation in Lee with access to a garden, a shared lounge, as well as a shared kitchen.

L
Lesley- Ann
From
South Africa
We had the most wonderful time at this beautiful inn set in stunning surroundings and gardens. On our holiday this was the only place where we actually met and interacted with the owners , Doug and Jim. Our room was comfortable, clean and had everything we needed. Lovely leather chairs and decor. The bed was comfortable with nice linens. We were invited to the cheese and wine evening and it was great. Lovely wines and cheeses and a great way to meet other guests. We so enjoyed the piano and a few songs from Doug. Breakfast was a feast .. fruit, yogurts , eggs . Delicious and a different menu each morning. Home baked cakes .. yummy. Saturday we sat in the gardens and enjoyed a lovely afternoon of music , it was so nice to see locals join the afternoon too. We wish we could have stayed longer.. Doug and Jim you run a beautiful Inn, your commitment and hard-work tells the story. Thank you!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 14 reviews
Price from
US$369
1 night, 2 adults

A Meadow House

Lakeville (Near Sheffield)

Featuring a spa and wellness centre and views of the garden, A Meadow House is a bed and breakfast situated in a historic building in Lakeville, 500 m from Lime Rock Park.

H
Hannah
From
United States
The space was very cozy and felt like home. Lots of interesting tchotchkes, and lots of open space in the backyard. Loved hanging out with the cats! And there were snacks and coffee, which was lovely. The host even offered to drive me to and from the mechanic, which was so nice! I cannot wait to come back!!
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 103 reviews
Price from
US$135
1 night, 2 adults

Chambery Inn

Lee (Near Sheffield)

This historic Massachusetts bed and breakfast boasts free Wi-Fi access. Cable TV and an en suite bathroom are featured in every uniquely styled room. Ski Butternut is 13 miles away.

L
Lori
From
United States
Beautiful, huge room; stunning 4 poster bed w/ canopy.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 36 reviews
Price from
US$249.99
1 night, 2 adults

The Cottage

Stockbridge (Near Sheffield)

Situated in Stockbridge, 3.3 km from Norman Rockwell Museum, The Cottage has a private beach area, parking on-site and rooms with free WiFi access.

J
Janis
From
United Kingdom
Carole was a fabulous, welcoming host - above and beyond. The property had everything we needed.
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 58 reviews
Price from
US$269
1 night, 2 adults

Downtown Great Barrington Enjoy Mountain Views

Great Barrington (Near Sheffield)

Boasting air-conditioned accommodation with a patio, Downtown Great Barrington Enjoy Mountain Views is situated in Great Barrington.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

The Mill River Cabin with Fireplace and River View!

Mill River (Near Sheffield)

The Mill River Cabin with Fireplace and River View! is situated in Mill River, 35 km from Cranwell Spa & Golf Club, 35 km from Tanglewood Musical Center, as well as 35 km from Tanglewood.

N
Nadav
From
Israel
This is a fantastic place. Not to be missed.
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 6 reviews

Manor House Inn

Norfolk (Near Sheffield)

Situated in Norfolk, in a historic building, 45 km from Norman Rockwell Museum, Manor House Inn is a recently renovated bed and breakfast with a garden and terrace.

K
Keith
From
United Kingdom
Beautiful place and Janine looked after us very well.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 15 reviews
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