Book Holiday Homes in Poughkeepsie

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Featured Holiday Homes in Poughkeepsie

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

Kingston
The price is AU$397 per night from 6 Apr to 7 Apr
AU$397
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home in Kingston, you'll be on a river, just steps from Catskill State Park and a 4-minute drive from Thorn Preserve - Catskill ...
Esopus Creek modern Tiny house Retreat!
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Fishkill
The price is AU$528 per night from 13 Apr to 14 Apr
AU$528
includes taxes & fees
13 Apr - 14 Apr
When you stay at this vacation home in Fishkill, you'll be within a 10-minute drive of Northeast Regional Epilepsy Group and SplashDown Beach.
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
HOT TUB w/ POOL,  STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

Woodstock
A stay at this vacation home places you in the heart of Woodstock, steps from Catskill State Park and a 4-minute drive from Woodstock Music Shop.
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
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Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

New Paltz
A stay at this vacation home places you in the heart of New Paltz, a 5-minute drive from Mohonk Preserve Visitor Center and 6 minutes from Testimonial ...
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska
Spacious New Luxurious holiday house in lovely Hudson Valley

Spacious New Luxurious holiday house in lovely Hudson Valley

Poughkeepsie
The price is AU$1,474 per night from 1 May to 2 May
AU$1,474
includes taxes & fees
1 May - 2 May
With a stay at this vacation home in Poughkeepsie, you'll be within a 15-minute drive of Vassar College and Marist College.
Spacious New Luxurious holiday house in lovely Hudson Valley
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

Stony Point
Located in Stony Point, this vacation home is within a 15-minute drive of Bear Mountain State Park and United States Military Academy.
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Hamptons on the Hudson in South Saugerties

Hamptons on the Hudson in South Saugerties

Glasco
With a stay at this vacation home, you'll be centrally located in Glasco, just a 3-minute walk from Hudson River and 11 minutes by foot from Falling Waters ...
Hamptons on the Hudson in South Saugerties
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Hopewell Junction
Located in Hopewell Junction, this vacation home is in the mountains, within a 10-minute drive of Clarence Fahnestock State Park and Hudson Valley Research ...
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Danbury
Located in Danbury, this vacation home is on the waterfront, a 1-minute drive from Candlewood Lake and 7 minutes from Candlewood Plaza Shopping Center.
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
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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.

Poughkeepsie Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Poughkeepsie vacation homes are the perfect way for you to wing it.

Holiday houses in Poughkeepsie let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Poughkeepsie in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Poughkeepsie adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Poughkeepsie with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Poughkeepsie vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Poughkeepsie Holiday Homes essential information

Accommodation
1061 Holiday Homes
Lowest Price
AU$188
Highest Price
AU$1,474
Popular accommodation
Esopus Creek modern Tiny house Retreat!, Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo, HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN, Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska, Spacious New Luxurious holiday house in lovely Hudson Valley, Updated Getaway w/ Pool & Hot Tub on < 3 Acres!, Hamptons on the Hudson in South Saugerties, 1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views, Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Top trending hotels in Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 13 Apr to 14 Apr
AU$193
includes taxes & fees
13 Apr - 14 Apr
A stay at Hyatt Place Poughkeepsie / Hudson Valley places you in the heart of Poughkeepsie, within a 10-minute drive of Marist College and Poughkeepsie ...
Hyatt Place Poughkeepsie / Hudson Valley
DoubleTree by Hilton Poughkeepsie

DoubleTree by Hilton Poughkeepsie

4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 20 Apr to 21 Apr
AU$202
includes taxes & fees
20 Apr - 21 Apr
With a stay at DoubleTree by Hilton Poughkeepsie, you'll be centrally located in Poughkeepsie, within a 5-minute drive of Marist College and Vassar College.
DoubleTree by Hilton Poughkeepsie
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 20 Apr to 21 Apr
AU$188
includes taxes & fees
20 Apr - 21 Apr
Located in Poughkeepsie, Courtyard by Marriott Poughkeepsie is in the suburbs, within a 5-minute drive of Vassar Hospital and Mid-Hudson Civic Center.
Courtyard by Marriott Poughkeepsie
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Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

3 out of 5
900 Thomas Watson Dr, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$264 per night from 20 Apr to 21 Apr
AU$264
includes taxes & fees
20 Apr - 21 Apr
When you stay at Homewood Suites by Hilton Poughkeepsie in Poughkeepsie, you'll be in the historical district, within a 10-minute drive of Marist College and ...
Homewood Suites by Hilton Poughkeepsie
Don't see what you're looking for?
See all available properties in Poughkeepsie
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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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^Subject to availability and chosen travel dates.