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300+ stays

Stays in Hillsdale

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SUPERHOST
Entire cottage in Red Hook
bright serene + spacious barn
5 guests2 bedrooms4 beds1.5 baths
WifiAir conditioningKitchenFree parking
Rating 4.98 out of 5;330 reviews
Price:$333 / night
SUPERHOST
Private room in Hudson
Hudson, NY, 2br, historic mansion, WIFI - A/C
4 guests2 bedrooms3 beds1 shared bath
WifiAir conditioningFree parking
Rating 4.96 out of 5;468 reviews
Price:$121 / night
PLUS
Entire apartment in Hudson
Admire Abstract Artwork at a Contemporary Hudson Hideaway
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
Rating 4.93 out of 5;346 reviews
Price:$144 / night
SUPERHOST
Private room in Hudson
Hudson, NY, 1br, 2 queen, private porch door
4 guests1 bedroom2 beds1 private bath
WifiAir conditioningFree parking
Rating 4.91 out of 5;354 reviews
Price:$101 / night
SUPERHOST
Entire guesthouse in Hudson
The Carriage House, Hudson, NY
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 4.81 out of 5;227 reviews
Price:$180 / night
SUPERHOST
Private room in Hudson
Trixie's Bed, Bath & Biscotti
2 guests1 bedroom1 bed1 private bath
WifiKitchenFree parking
Rating 4.93 out of 5;352 reviews
Price:$85 / night
SUPERHOST
Private room in Hillsdale
Stylish Berkshires Getaway
2 guests1 bedroom1 bed1 private bath
WifiAir conditioningFree parking
Rating 4.96 out of 5;194 reviews
Price:$95 / night
SUPERHOST
Entire cottage in Copake Falls
Beautiful cottage in Copake Falls
4 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchenFree parking
Rating 4.90 out of 5;156 reviews
Price:$163 / night
SUPERHOST
Entire house in Ancram
Peaceful home near Lake Taghkanic
6 guests2 bedrooms5 beds1 bath
KitchenFree parking
Rating 4.77 out of 5;134 reviews
Price:$100 / night
SUPERHOST
Boat in Catskill
Private Yacht on Catskill Creek
4 guestsStudio2 beds1 bath
WifiAir conditioningKitchenFree parking
Rating 4.98 out of 5;58 reviews
Price:$129 / night
SUPERHOST
Entire cottage in Red Hook
Goose Landing Cottage by the lake with Hot Tub
2 guests1 bedroom5 beds1 bath
WifiAir conditioningKitchenFree parking
Rating 4.94 out of 5;115 reviews
Price:$225 / night
PLUS
Entire apartment in Hudson
Countryside Charm at a Farm Distillery Suite
6 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchenFree parking
Rating 4.95 out of 5;222 reviews
Price:$271 / night
PLUS
Entire house in Hudson
Maritime-Themed 1800s Home with Garden
4 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchen
Rating 4.77 out of 5;226 reviews
Price:$129 / night
SUPERHOST
Private room in Hillsdale
Berkshires/Hudson Valley Retreat
2 guests1 bedroom1 bed1.5 shared baths
WifiAir conditioningFree parking
Rating 4.90 out of 5;128 reviews
Price:$90 / night
SUPERHOST
Entire guest suite in Egremont
Berkshire Mountain Views
2 guests1 bedroom1 bed1 bath
WifiAir conditioningFree parking
Rating 5.0 out of 5;79 reviews
Price:$133 / night
SUPERHOST
Entire apartment in Great Barrington
In-Law apartment in a beautiful location
3 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchenFree parking
Rating 4.86 out of 5;76 reviews
Price:$93 / night
SUPERHOST
Entire house in Hillsdale
Historic Home in the Berkshire Foothills
7 guests3 bedrooms3 beds2 baths
WifiAir conditioningKitchenFree parking
Rating 4.91 out of 5;58 reviews
Price:$249 / night
Entire cabin in Hillsdale
Glass Cabin in the Woods
4 guests2 bedrooms2 beds2 baths
WifiKitchenFree parking
Rating 4.96 out of 5;203 reviews
Price:$350 / night
SUPERHOST
Private room in Hillsdale
Large, Sunny Room between Berkshires/Hudson Valley
2 guests1 bedroom1 bed1 private bath
WifiAir conditioningFree parking
Rating 4.84 out of 5;25 reviews
Price:$70 / night
SUPERHOST
Entire cabin in Red Hook
Modern Upstate cabin + hot pool near Rhinebeck NY.
6 guests2 bedrooms3 beds1.5 baths
WifiAir conditioningKitchenFree parking
Rating 4.95 out of 5;150 reviews
Price:$324 / night
1 20 of 300+ places to stay
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