House holiday rentals in Sheffield
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Top-rated house rentals in Sheffield
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Sheffield
House rentals with a pool
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Home in New Paltz
4.98 out of 5 average rating, 440 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
Home in Ghent
4.87 out of 5 average rating, 272 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in Saugerties
5.0 out of 5 average rating, 133 reviewsUpstate Modern Scandinavian Barn in the Catskills
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
Weekly house rentals
Home in Great Barrington
4.97 out of 5 average rating, 115 reviewsModern Victorian on the Hill
Home in Rhinebeck
4.91 out of 5 average rating, 259 reviewsArchitectural wonder in the woods
Home in Monterey
4.93 out of 5 average rating, 117 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
Home in Copake
4.96 out of 5 average rating, 174 reviewsLakefront +views +skiing +bbq +firepit +games
Home in Hudson
4.86 out of 5 average rating, 132 reviews19th Century Mill House with River View
Home in Great Barrington
4.9 out of 5 average rating, 111 reviewsYour own private Berkshires retreat
Home in Catskill
4.96 out of 5 average rating, 139 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Home in Rhinebeck
5.0 out of 5 average rating, 165 reviewsEagle Rock House
Private house rentals
Home in Copake
4.93 out of 5 average rating, 40 reviewsYellow Door House
Home in Sheffield
4.98 out of 5 average rating, 47 reviewsWalt's Place-Your Family Getaway
Home in Sheffield
4.91 out of 5 average rating, 76 reviewsHouse Among Trees - A Perfect Getaway
Home in Sheffield
4.82 out of 5 average rating, 65 reviewsCharming Berkshires Cottage by Evergreen Home
Home in Salisbury
5.0 out of 5 average rating, 23 reviewsGreystone at Twin Lakes
Home in Great Barrington
4.87 out of 5 average rating, 47 reviewsCountryside Calm. Proximity to Berkshires' Best!
Home in Sheffield
5.0 out of 5 average rating, 12 reviewsCharming Country House with a Hot Tub
Home in Sheffield
4.8 out of 5 average rating, 10 reviewsBright, Sunny 4 Bedroom with Sun deck, River Views
Quick stats about house rentals in Sheffield
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.9K reviews
Nightly prices starting at
€ 111 before taxes and fees
Destinations to explore
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