Private Holiday Homes in Dutchess County

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Featured Private Holiday Homes in Dutchess County

Historic Home in Rhinebeck
Private kitchen

Historic Home in Rhinebeck

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

Luxury Private Estate w Pool Near Rhinebeck

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

Huge HV Retreat Pool spa Home Theater gym

2.0 star property
Huge HV Retreat Pool spa Home Theater gym
HV Spacious Retreat w Pool No Cleaning Fee
4 bedrooms

HV Spacious Retreat w Pool No Cleaning Fee

2.0 star property
HV Spacious Retreat w Pool No Cleaning Fee
Perfect Upstate Home in Rhinebeck w low Fees
Internet

Perfect Upstate Home in Rhinebeck w low Fees

2.0 star property
Perfect Upstate Home in Rhinebeck w low Fees
HV Spacious Retreat Sleeps 13 w Hot Tub
Internet

HV Spacious Retreat Sleeps 13 w Hot Tub

2.0 star property
HV Spacious Retreat Sleeps 13 w Hot Tub
Hudson Valley Retreat Pool spa Home Theater gym
6 bedrooms

Hudson Valley Retreat Pool spa Home Theater gym

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

Sun-filled Log Home on 20 Prvt Acres Nr Rhinebeck

2.0 star property
Sun-filled Log Home on 20 Prvt Acres Nr Rhinebeck
Salt Point Serenity
Pool

Salt Point Serenity

3.5 star property
Salt Point Serenity
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dutchess County Hotel Reviews

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

10/10 Excellent
"I have stayed several times. Pleasant staff and clean. "
James 1-night trip
Posted 6 hours ago
Quality Inn & Suites Fishkill South near I-84

Find out more about Dutchess County

Find out more about Dutchess County

Dutchess County Private Holiday Homes information

Number of reviews
Accommodation
6 Private Holiday Homes
Lowest Price
Highest Price