Holiday Homes in Dutchess County

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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Dutchess County holiday homes

House | Internet
HV Spacious Retreat Sleeps 13 w Hot Tub

Holiday Home in Poughkeepsie

HV Spacious Retreat Sleeps 13 w Hot Tub
2.0 star property
HV Spacious Retreat Sleeps 13 w Hot Tub
House | Private kitchen
Historic Home in Rhinebeck

Holiday Home in Rhinebeck

Historic Home in Rhinebeck
2.0 star property
10.0 out of 10, Exceptional, (1)
Historic Home in Rhinebeck
House | Internet
Luxury Private Estate w Pool Near Rhinebeck

Holiday Home in Red Hook

Luxury Private Estate w Pool Near Rhinebeck
2.0 star property
Luxury Private Estate w Pool Near Rhinebeck
House | Internet
Huge HV Retreat Pool spa Home Theater gym

Holiday Home in Pleasant Valley

Huge HV Retreat Pool spa Home Theater gym
2.0 star property
Huge HV Retreat Pool spa Home Theater gym
House | Internet
Perfect Upstate Home in Rhinebeck w low Fees

Holiday Home in Rhinebeck

Perfect Upstate Home in Rhinebeck w low Fees
2.0 star property
Perfect Upstate Home in Rhinebeck w low Fees
House | 4 bedrooms
HV Spacious Retreat w Pool No Cleaning Fee

Holiday Home in Poughkeepsie

HV Spacious Retreat w Pool No Cleaning Fee
2.0 star property
HV Spacious Retreat w Pool No Cleaning Fee
House | 4 bedrooms
Sun-filled Log Home on 20 Prvt Acres Nr Rhinebeck

Holiday Home in Red Hook

Sun-filled Log Home on 20 Prvt Acres Nr Rhinebeck
2.0 star property
Sun-filled Log Home on 20 Prvt Acres Nr Rhinebeck
House | 6 bedrooms
Hudson Valley Retreat Pool spa Home Theater gym

Holiday Home in Pleasant Valley

Hudson Valley Retreat Pool spa Home Theater gym
2.0 star property
Hudson Valley Retreat Pool spa Home Theater gym
House, Multiple Beds (Red Hook Retreat) | Terrace/patio
Red Hook Retreat

Holiday Home in Red Hook

Red Hook Retreat
3.5 star property
Red Hook Retreat
House, Multiple Beds (Salt Point Serenity) | Pool | Outdoor pool, a heated pool
Salt Point Serenity

Holiday Home in Salt Point

Salt Point Serenity
3.5 star property
Salt Point Serenity
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dutchess County Hotel Reviews

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

10/10 Excellent
"Room was clean and staff was very courteous. Good buffet breakfast."
David 1-night trip
Posted 2 days ago
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Find out more about Dutchess County

Dutchess County Holiday Homes information

Number of reviews
Accommodation
10 Holiday Homes
Lowest Price
Highest Price