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300+ stays

Stays in Highland

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SUPERHOST
Entire cottage in Highland
Little Yellow Cottage New Paltz - Kitchen wash/dry
3 guests1 bedroom2 beds1 bath
WifiKitchenHeating
$141 per night
SUPERHOST
Entire guest suite in Highland
Peaceful Home (full kitchen, washer/dryer)
4 guests1 bedroom2 beds1 bath
WifiKitchenHeating
$73 per night
SUPERHOST
Entire house in New Paltz
Victorian Haven
2 guests1 bedroom1 bed1 bath
WifiIndoor fireplaceKitchenHeating
$100 per night
SUPERHOST
Entire apartment in Poughkeepsie
Rustic Haven
2 guests1 bedroom2 beds1 bath
WifiKitchenHeating
$78 per night
SUPERHOST
Entire cottage in Clintondale
Old Mill Cottage - Upstate Mountain Views
4 guests1 bedroom2 beds1 bath
WifiKitchenHeating
$154 per night
Entire cottage in Highland
Cozy Hudson Valley 1880 Carriage House FIRE PLACE
6 guests1 bedroom4 beds1 bath
WifiIndoor fireplaceKitchenHeating
$150 per night
SUPERHOST
Tiny house in New Paltz
Hudson Valley Tiny House - Long Term Stay Options
3 guestsStudio1 bed1 bath
WifiKitchenHeating
$108 per night
SUPERHOST
Entire guest suite in Highland
Central Location-Enjoy Winter in the Hudson Valley
4 guests1 bedroom2 beds1 bath
WifiKitchenHeating
$86 per night
SUPERHOST
Entire guest suite in New Paltz
Cozy New Paltz apartment
4 guests1 bedroom1 bed1 bath
WifiHeating
$101 per night
Farm stay in High Falls
Dave's Milk Barn
3 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
$94 per night
SUPERHOST
Private room in Hyde Park
Tranquil room in the woods
2 guests1 bedroom2 beds1 private bath
WifiKitchenHeating
$77 per night
Entire apartment in Poughkeepsie
KR's - Win on Whinfield.
2 guests1 bedroom1 bed1 bath
WifiKitchenHeating
$75 per night
SUPERHOST
Private room in Highland
Casa del Arte welcomes you!
3 guests1 bedroom1 bed1 shared bath
WifiHeating
$74 per night
Private room in Poughkeepsie
Sunny Vibrant Room
2 guests1 bedroom1 bed1 shared bath
WifiKitchenHeating
$45 per night
SUPERHOST
Entire apartment in Highland
New Paltz 19th cent. Restored Barn - North Hayloft
5 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
$129 per night
Private room in Arlington
Cottage Near Main
3 guests1 bedroom2 beds1 shared bath
WifiKitchenHeating
$30 per night
SUPERHOST
Entire apartment in Poughkeepsie
Spacious Studio in Historic home, near Metro North
2 guestsStudio1 bed1 bath
WifiKitchenHeating
$86 per night
SUPERHOST
Entire apartment in Marlboro
Cliff Top at Turtle Rock
2 guests1 bedroom1 bed1 bath
WifiHeating
$105 per night
Entire house in Hyde Park
Tiny 1910 Piersaull House - Charming & Quirky!
4 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
$120 per night
SUPERHOST
Entire guesthouse in Clintondale
Modern Studio in Idyllic Hudson Valley Countryside
2 guestsStudio1 bed1 bath
WifiKitchenHeating
$120 per night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.