Search Vacation Homes in Sheffield
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Vacation Homes in Sheffield
Compare Vacation Homes in Sheffield with updated reviews, rates, and availability.
Waterview Home in the Berkshires: Near Hiking
Waterview Home in the Berkshires: Near Hiking
9.2 out of 10, Wonderful, (14)
Cozy Retreat on Copake Lake in our Charming Home
Cozy Retreat on Copake Lake in our Charming Home
9.6 out of 10, Exceptional, (32)
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, (7)
The price is SAR 597
SAR 1,255 total
includes taxes & fees
1 Jul - 2 Jul
1 Raj. - 2 Raj.
Save an average of 15% on thousands of hotels when you're signed in
Peaceful Retreat Compound 10 Minutes to Great Barrington!
Peaceful Retreat Compound 10 Minutes to Great Barrington!
10.0 out of 10, Exceptional, (11)
Spectacular views and close to Great Barrington.
Spectacular views and close to Great Barrington.
Tranquil 3-BR Waterfront Retreat
Tranquil 3-BR Waterfront Retreat
10.0 out of 10, Exceptional, (7)
Le Soleil Suite -- Pool and views 10 min. from downtown Hudson
Le Soleil Suite -- Pool and views 10 min. from downtown Hudson
10.0 out of 10, Exceptional, (7)
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
10.0 out of 10, Exceptional, (25)
Charming Sharon Dwelling w/ Deck & Fire Pit!
Charming Sharon Dwelling w/ Deck & Fire Pit!
9.6 out of 10, Exceptional, (4)
Pristine Home In Becket Woods
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (8)
Peace and quiet on the lake
Peace and quiet on the lake
9.6 out of 10, Exceptional, (186)
Beautiful retreat to the woods to enjoy the winter season.
Beautiful retreat to the woods to enjoy the winter season.
10.0 out of 10, Exceptional, (31)
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
8.8 out of 10, Excellent, (3)
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
10.0 out of 10, Exceptional, (2)
Private Access To Laurel Lake, Enjoy Lake Life
Private Access To Laurel Lake, Enjoy Lake Life
10.0 out of 10, Exceptional, (6)
Private Cabin On Over 12 Acres Of Woods!
Private Cabin On Over 12 Acres Of Woods!
9.6 out of 10, Exceptional, (4)
The price is SAR 2,889
SAR 5,075 total
includes taxes & fees
6 Jul - 7 Jul
6 Raj. - 7 Raj.
Cottage at Copake Lake
Cottage at Copake Lake
9.8 out of 10, Exceptional, (57)
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
10.0 out of 10, Exceptional, (107)
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
10.0 out of 10, Exceptional, (85)
Ranch on 5+ acres & 0.7 mi to GB Main St. Sleeps 10 + Wi-Fi + HOT TUB
Ranch on 5+ acres & 0.7 mi to GB Main St. Sleeps 10 + Wi-Fi + HOT TUB
10.0 out of 10, Exceptional, (12)
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.
Other property types in Sheffield
Cheerful 3-bedroom cottage with woodstove
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (22)
The price is SAR 840
SAR 1,831 total
includes taxes & fees
27 Jun - 28 Jun
27 Jum. II - 28 Jum. II
Antique Farmhouse Totally Restored
Antique Farmhouse Totally Restored
10.0 out of 10, Exceptional, (80)
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
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.
Recent reviews of Sheffield hotelsExpedia verified reviews
![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel](http://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27_y.jpg)
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
5/5 Excellent
"We enjoyed our stay, played mini golf, swam and used the arcade. There were a lot of activities and amenities to choose from. Well kept property. "
A verified traveler stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Posted 1 day ago
Top Vacation Homes in Other Destinations
More Accommodation Types in Sheffield
- Cottages in Sheffield (88)
- Apartments in Sheffield (42)
- Cabin Rentals in Sheffield (37)
- B&B in Sheffield (33)
- Farmstay in Sheffield (15)
- Motels in Sheffield (15)
- Guest Houses in Sheffield (8)
- Villas in Sheffield (7)
- Condo Rentals in Sheffield (6)
- Inns in Sheffield (6)
- Chalets in Sheffield (4)
- Aparthotels in Sheffield (3)
- Lodges in Sheffield (3)
- Resorts in Sheffield (2)
- Condo Resorts in Sheffield (1)
- Hotels (1,137)