300+ stays

Stays in Highland

Review COVID-19 travel restrictions before you book.
Learn more
SUPERHOST
Entire guesthouse in Hyde Park
Modern cottage with Hudson River view
2 guestsStudio0 beds1 bath
Air conditioningSelf check-inWifi
Price:$171 / night
SUPERHOST
Entire cottage in Highland
Little Yellow Cottage New Paltz - Kitchen wash/dry
3 guests1 bedroom2 beds1 bath
Air conditioningSelf check-inWifiFree parking
Price:$131 / night
SUPERHOST
Entire apartment in New Paltz
Sweet Suite on Beautiful Mountain Road *Pool*
4 guests2 bedrooms2 beds1 bath
Air conditioningSelf check-inPoolWifi
Price:$10 / night
SUPERHOST
Entire cabin in Rhinebeck
Ridgetop Cabin- Mt views on 130acre forest & falls
4 guestsStudio2 beds1 bath
Air conditioningWifiFree parkingKitchen
Price:$165 / night
SUPERHOST
Entire cottage in Highland
Historic Pancake Hollow Schoolhouse
6 guests3 bedrooms3 beds2 baths
Air conditioningSelf check-inWifiFree parking
Price:$185 / night
Tiny house in Kingston
Charming Getaway @ The Dollhouse!!
2 guests1 bedroom1 bed1 bath
Air conditioningWifiFree parking
Price:$159 / night
SUPERHOST
Entire apartment in Highland
New Paltz 19th cent. Restored Barn - North Hayloft
5 guests2 bedrooms3 beds1 bath
Air conditioningSelf check-inWifiFree parking
Price:$124 / night
SUPERHOST
Entire cottage in Clintondale
Old Mill Cottage - Upstate Mountain Views
4 guests1 bedroom2 beds1 bath
Air conditioningSelf check-inWifiFree parking
Price:$175 / night
SUPERHOST
Entire house in New Paltz
Victorian Haven
2 guests1 bedroom1 bed1 bath
Air conditioningWaterfrontWifiFree parking
Price:$104 / night
SUPERHOST
Entire guest suite in New Paltz
Cozy New Paltz apartment
4 guests1 bedroom1 bed1 bath
Air conditioningWifiFree parkingPets allowed
Price:$82 / night
SUPERHOST
Entire apartment in Poughkeepsie
Your Own Pied-a-Terre "WALKWAY OVER THE HUDSON" #3
2 guestsStudio1 bed1 bath
Air conditioningWifiFree parkingKitchen
Price:$90 / night
SUPERHOST
Entire guest suite in Highland
Central Location-Enjoy Winter in the Hudson Valley
4 guests1 bedroom2 beds1 bath
Air conditioningSelf check-inWifiFree parking
Price:$85 / night
SUPERHOST
Entire cottage in Bloomington
'The Blue Jay Cottage' - Privacy With A View!
2 guests1 bedroom1 bed1 bath
Air conditioningWifiFree parkingKitchen
Price:$129 / night
Entire house in Kingston
DeMew House in Historic Kingston
3 guests1 bedroom2 beds1 bath
Air conditioningSelf check-inWifiFree parking
Price:$101 / night
SUPERHOST
Entire guest suite in Highland
Peaceful Home (full kitchen, washer/dryer)
4 guests1 bedroom2 beds1 bath
Self check-inBreakfastWifiFree parking
Price:$73 / night
Farm stay in High Falls
Dave's Milk Barn
3 guests2 bedrooms2 beds1 bath
Air conditioningWifiFree parking
Price:$96 / night
SUPERHOST
Entire house in Highland
Country Log Home Retreat
4 guests2 bedrooms2 beds1 bath
Air conditioningWifiFree parkingKitchen
Price:$232 / night
PLUS
Entire cottage in New Paltz
Stone House 1807. Comfort, Peace and Nature.
4 guests2 bedrooms3 beds1 bath
Air conditioningSelf check-inWifiFree parking
Price:$267 / night
PLUS
Farm stay in New Paltz
The 1772 Lefevre House Suite
2 guests1 bedroom1 bed1 bath
Air conditioningSelf check-inWifiFree parking
Price:$116 / night
SUPERHOST
Tiny house in New Paltz
Hudson Valley Tiny House - Long Term Stay Options
3 guestsStudio1 bed1 bath
Air conditioningSelf check-inWifiFree parking
Price:$110 / night
2345…15
1 – 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.