Holiday Homes in Dutchess County

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sep - 28 Sep

Featured Holiday Homes in Dutchess County

Historic Home in Rhinebeck
House | Private kitchen

Historic Home in Rhinebeck

2.0 star property
10.0 out of 10, Exceptional, (1)
Historic Home in Rhinebeck
HV Spacious Retreat w Pool No Cleaning Fee
House

HV Spacious Retreat w Pool No Cleaning Fee

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

Sun-filled Log Home on 20 Prvt Acres Nr Rhinebeck

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

Hudson Valley Retreat Pool spa Home Theater gym

2.0 star property
Hudson Valley Retreat Pool spa Home Theater gym
Salt Point Serenity
House, Multiple Beds (Salt Point Serenity) | Pool | Outdoor pool, a heated pool

Salt Point Serenity

3.5 star property
Salt Point Serenity
Red Hook Retreat
House, Multiple Beds (Red Hook Retreat) | Terrace/patio

Red Hook Retreat

3.5 star property
Red Hook Retreat
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 Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Everything was accessible!"
Michael 1-night trip
Posted 1 day ago
Holiday Inn Express Poughkeepsie by IHG