Book Holiday Homes in Poughkeepsie

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Featured Holiday Homes in Poughkeepsie

Charming Vintage 2BR Full Vacation Home near Star Falls Cherokee Village/Hardy

Charming Vintage 2BR Full Vacation Home near Star Falls Cherokee Village/Hardy

Cherokee Village
The price is AU$184 per night from 9 Jul to 10 Jul
AU$184
per night
9 Jul - 10 Jul
Located in Cherokee Village, this vacation home is on a river, within a 5-minute drive of Loberg Park and Main Street of Hardy.
Charming Vintage 2BR Full Vacation Home near Star Falls Cherokee Village/Hardy
Lake Rental in a dead-end street.  Great FALL offer!
SAFE-ROOM

Lake Rental in a dead-end street. Great FALL offer! SAFE-ROOM

Cherokee Village
Located in Cherokee Village, this vacation home is on a lake, within a 10-minute drive of Loberg Park and Main Street of Hardy.
Lake Rental in a dead-end street. Great FALL offer! SAFE-ROOM
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway

Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway

Cherokee Village
The price is AU$401 per night from 11 Jul to 12 Jul
AU$401
per night
11 Jul - 12 Jul
Located in Cherokee Village, this vacation home is a 5-minute drive from Loberg Park and 6 minutes from Main Street of Hardy.
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway
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Historic 'Hardy House' on Main Street w/ Fire Pit!

Historic 'Hardy House' on Main Street w/ Fire Pit!

Hardy
With a stay at this vacation home in Hardy, you'll be within a 5-minute walk of Main Street of Hardy and Dr. Thompson Park.
Historic 'Hardy House' on Main Street w/ Fire Pit!
Large remolded hunting lodge with beautiful views of the Spring River Falls

Large remolded hunting lodge with beautiful views of the Spring River Falls

Hardy
The price is AU$312 per night from 8 Jul to 9 Jul
AU$312
per night
8 Jul - 9 Jul
When you stay at this vacation home in Hardy, you'll be on the waterfront, within a 5-minute drive of Dr. Thompson Park and Vintage Motorcar Museum.
Large remolded hunting lodge with beautiful views of the Spring River Falls
Lake House in Horseshoe Bend Near Ozark Forest!

Lake House in Horseshoe Bend Near Ozark Forest!

Horseshoe Bend
When you stay at this vacation home in Horseshoe Bend, you'll be on the waterfront, within a 5-minute drive of Horseshoe Lanes and Horseshoe Bend City Hall.
Lake House in Horseshoe Bend Near Ozark Forest!
River Run- Spring River Getaway

River Run- Spring River Getaway

Hardy
The price is AU$466 per night from 15 Jul to 16 Jul
AU$466
per night
15 Jul - 16 Jul
With a stay at this vacation home in Hardy, you'll be within a 5-minute walk of Main Street of Hardy and Loberg Park.
River Run- Spring River Getaway
Rock Inn Retreat: E Faye Jones style.  A Deck with a View!

Rock Inn Retreat: E Faye Jones style. A Deck with a View!

Cherokee Village
The price is AU$718 per night from 7 Jul to 8 Jul
AU$718
per night
7 Jul - 8 Jul
Located in Cherokee Village, this vacation home is within a 10-minute drive of Loberg Park and Main Street of Hardy.
Rock Inn Retreat: E Faye Jones style. A Deck with a View!
Lakefront Horseshoe Bend Home w/ Boat Dock!

Lakefront Horseshoe Bend Home w/ Boat Dock!

Horseshoe Bend
Located in Horseshoe Bend, this vacation home is on the waterfront, within a 5-minute drive of Crown Lake and Horseshoe Lanes.
Lakefront Horseshoe Bend Home w/ Boat Dock!
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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
71 Holiday Homes
Lowest Price
AU$90
Highest Price
AU$718
Popular accommodation
Charming Vintage 2BR Full Vacation Home near Star Falls Cherokee Village/Hardy, Lake Rental in a dead-end street. Great FALL offer! SAFE-ROOM , Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway, Historic 'Hardy House' on Main Street w/ Fire Pit!, Large remolded hunting lodge with beautiful views of the Spring River Falls, Lake House in Horseshoe Bend Near Ozark Forest!, River Run- Spring River Getaway, Rock Inn Retreat: E Faye Jones style. A Deck with a View!, Lakefront Horseshoe Bend Home w/ Boat Dock!

Top trending hotels in Poughkeepsie

Days Inn by Wyndham Batesville AR

Days Inn by Wyndham Batesville AR

2 out of 5
773 Batesville Blvd, Batesville, AR
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 13 Jul to 14 Jul
AU$137
per night
13 Jul - 14 Jul
Located in Batesville, Days Inn by Wyndham Batesville AR is within a 5-minute drive of Kennedy Park and White River.
Days Inn by Wyndham Batesville AR
Ramada by Wyndham Batesville

Ramada by Wyndham Batesville

2 out of 5
1325 N Saint Louis, Batesville, AR
When you stay at Ramada by Wyndham Batesville in Batesville, you'll be in the historical district, you'll be a 3-minute drive from Lyon College.
Ramada by Wyndham Batesville
Super 8 by Wyndham Batesville

Super 8 by Wyndham Batesville

2 out of 5
1287 N Saint Louis St, Hwy 167 North, Batesville, AR
Fully refundableReserve now, pay when you stay
The price is AU$90 per night from 28 Jul to 29 Jul
AU$90
per night
28 Jul - 29 Jul
When you stay at Super 8 by Wyndham Batesville in Batesville, you'll be in the business district, within a 5-minute drive of Old Independence Regional Museum ...
Super 8 by Wyndham Batesville
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Holiday Inn Express & Suites Batesville, an IHG Hotel

Holiday Inn Express & Suites Batesville, an IHG Hotel

2.5 out of 5
1130 White Dr, Batesville, AR
Fully refundable
The price is AU$209 per night from 28 Jul to 29 Jul
AU$209
per night
28 Jul - 29 Jul
Located in Batesville, Holiday Inn Express & Suites Batesville, an IHG Hotel is in the suburbs, within a 5-minute drive of Old Independence Regional Museum and ...
Holiday Inn Express & Suites Batesville, an IHG Hotel
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.