Best price vacation rentals in Sheffield, MA, USA • 150 Listings
Sheffield, MA, USA Vacation Rentals |
Price Comparison ResultsClick Compare Total Prices to see True Nightly Rates & Total Pricing.
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Waterfront Lake Buel Cottage: 7 Mi to Monument Mtn
Waterfront Lake Buel Cottage: 7 Mi to Monument Mtn
Up to 2 Guests
$255
$339
Not listed
Waterfront Sheffield Escape w/ Spacious Yard!
Waterfront Sheffield Escape w/ Spacious Yard!
Up to 6 Guests
$228
$232
Not listed
Spacious & Modern Ashley Falls Home on 1 Acre
Spacious & Modern Ashley Falls Home on 1 Acre
Up to 8 Guests
$268
$269
$308
Not listed
Cozy Great Barrington Home ~ 1 Mi to Ski Resort!
Cozy Great Barrington Home ~ 1 Mi to Ski Resort!
Up to 9 Guests
$278
$292
$360
Not listed
"Too Good" AKA 2 Goodrich St.
"Too Good" AKA 2 Goodrich St.
Up to 6 Guests
$402
$506
$436
Not listed
'The Mill River Cabin’ w/ Fireplace & River View!
'The Mill River Cabin’ w/ Fireplace & River View!
Up to 5 Guests
$211
$218
$303
Not listed
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Up to 10 Guests
$265
$277
$376
Not listed
Spacious Villa with Access to Various Amenities!
Spacious Villa with Access to Various Amenities!
Up to 6 Guests
$253
$359
Not listed
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Up to 6 Guests
$243
$255
$284
Not listed
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Up to 10 Guests
$277
$280
$493
Not listed
Tentrr Signature Site - Great Barrington Glamping With Goats and Bunnies on Prop
Tentrr Signature Site - Great Barrington Glamping With Goats and Bunnies on Prop
Up to 4 Guests
$115
$117
$132
Not listed
NEW! Berkshire's lakefront home with deck, dock + boat
NEW! Berkshire's lakefront home with deck, dock + boat
Up to 10 Guests
$254
$302
$349
Not listed
Tentrr State Park Site - NY Taconic State Park: High Valley Rd Site E
Tentrr State Park Site - NY Taconic State Park: High Valley Rd Site E
Up to 6 Guests
$153
$156
$175
Not listed
Tentrr State Park Site - NY Taconic State Park: Orphan Rd Site A
Tentrr State Park Site - NY Taconic State Park: Orphan Rd Site A
Up to 6 Guests
$153
$156
$175
Not listed
Tentrr State Park Site - NY Taconic State Park: High Valley Rd Site C
Tentrr State Park Site - NY Taconic State Park: High Valley Rd Site C
Up to 4 Guests
$153
$156
$175
Not listed
Tentrr State Park Site - NY Taconic State Park: High Valley Rd Site A
Tentrr State Park Site - NY Taconic State Park: High Valley Rd Site A
Up to 6 Guests
$153
$156
$175
Not listed
Tentrr State Park Site - NY Taconic State Park: High Valley Rd Site B
Tentrr State Park Site - NY Taconic State Park: High Valley Rd Site B
Up to 4 Guests
$153
$156
$175
Not listed
Tentrr State Park Site - NY Taconic State Park: Orphan Rd Site C
Tentrr State Park Site - NY Taconic State Park: Orphan Rd Site C
Up to 6 Guests
$153
$156
$175
Not listed
Tentrr State Park Site - NY Taconic State Park: Rudd Pond A - Double Camp
Tentrr State Park Site - NY Taconic State Park: Rudd Pond A - Double Camp
Up to 12 Guests
$0
$289
$294
Not listed
The Blue House on the Bend
The Blue House on the Bend
Up to 6 Guests
$336
Not listed
Country Karma -Quiet Wooded Getaway
Country Karma -Quiet Wooded Getaway
Up to 10 Guests
$166
$166
Not listed
Walk To Town or Hang By The Pool
Walk To Town or Hang By The Pool
Up to 8 Guests
$1,000
$1,000
Not listed
Twin Maple Farm: Charming Modern Farmhouse
Twin Maple Farm: Charming Modern Farmhouse
Up to 8 Guests
$375
$375
Not listed
Superb Views -- Sunsets, Mountains, Valley
Superb Views -- Sunsets, Mountains, Valley
Up to 8 Guests
$285
$285
Not listed
Spacious secluded ranch yet close to Great Barrington, Lenox, & Hudson, NY.
Spacious secluded ranch yet close to Great Barrington, Lenox, & Hudson, NY.
Up to 6 Guests
$182
$211
Not listed