Book Holiday Homes in Poughkeepsie

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Featured Holiday Homes in Poughkeepsie

Lake Rental in a dead-end street.  Winter Rates 2025 starts now!
SAFE-ROOM

Lake Rental in a dead-end street. Winter Rates 2025 starts now! 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. Winter Rates 2025 starts now! SAFE-ROOM
Ridge Run- Cherokee Village

Ridge Run- Cherokee Village

Cherokee Village
The price is AU$342 per night from 6 Apr to 7 Apr
AU$342
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home in Cherokee Village, you'll be within a 10-minute drive of Highland City Park and Highland Square.
Ridge Run- Cherokee Village
Arkansas Lake House w/ Private Dock!

Arkansas Lake House w/ Private Dock!

Horseshoe Bend
Located in Horseshoe Bend, this vacation home is on the waterfront, a 4-minute drive from Crown Lake and 8 minutes from Lodge Lake.
Arkansas Lake House w/ Private Dock!
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Mid-Century Lakefront Home, Dog-Friendly with Hot Tub

Mid-Century Lakefront Home, Dog-Friendly with Hot Tub

Cherokee Village
Located in Cherokee Village, this vacation home is on the waterfront, within a 10-minute drive of Main Street of Hardy and Vintage Motorcar Museum.
Mid-Century Lakefront Home, Dog-Friendly with Hot Tub
Cute 2BR Full Vacation Home near Spring River and Waterfall

Cute 2BR Full Vacation Home near Spring River and Waterfall

Cherokee Village
The price is AU$195 per night from 8 Apr to 9 Apr
AU$195
includes taxes & fees
8 Apr - 9 Apr
Located in Cherokee Village, this vacation home is on a river, within a 5-minute drive of Loberg Park and Main Street of Hardy.
Cute 2BR Full Vacation Home near Spring River and Waterfall
River Run- Spring River Getaway

River Run- Spring River Getaway

Hardy
The price is AU$391 per night from 30 Apr to 1 May
AU$391
includes taxes & fees
30 Apr - 1 May
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
Rest and Relax on Thunderbird

Rest and Relax on Thunderbird

Cherokee Village
The price is AU$394 per night from 30 Apr to 1 May
AU$394
includes taxes & fees
30 Apr - 1 May
Located in Cherokee Village, this vacation home is on the waterfront, within a 10-minute drive of Loberg Park and Main Street of Hardy.
Rest and Relax on Thunderbird
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!
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$610 per night from 18 Apr to 19 Apr
AU$610
includes taxes & fees
18 Apr - 19 Apr
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!
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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
82 Holiday Homes
Lowest Price
AU$109
Highest Price
AU$610
Popular accommodation
Lake Rental in a dead-end street. Winter Rates 2025 starts now! SAFE-ROOM , Ridge Run- Cherokee Village, Arkansas Lake House w/ Private Dock!, Mid-Century Lakefront Home, Dog-Friendly with Hot Tub, Cute 2BR Full Vacation Home near Spring River and Waterfall, River Run- Spring River Getaway, Rest and Relax on Thunderbird, Historic 'Hardy House' on Main Street w/ Fire Pit!, Rock Inn Retreat: E Faye Jones style. A Deck with a View!

Top trending hotels in Poughkeepsie

Days Inn by Wyndham Hardy

Days Inn by Wyndham Hardy

2 out of 5
4213 Hwy 63 and 62-412, Hardy, AR
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 15 Apr to 16 Apr
AU$132
includes taxes & fees
15 Apr - 16 Apr
With a stay at Days Inn by Wyndham Hardy in Hardy, you'll be within a 5-minute walk of Main Street of Hardy and Vintage Motorcar Museum.
Days Inn by Wyndham Hardy
Holiday Inn Express & Suites Batesville by IHG

Holiday Inn Express & Suites Batesville by IHG

2.5 out of 5
1130 White Dr, Batesville, AR
Fully refundable
The price is AU$231 per night from 4 May to 5 May
AU$231
includes taxes & fees
4 May - 5 May
Located in Batesville, Holiday Inn Express & Suites Batesville by IHG is in the suburbs, within a 5-minute drive of Polk Bayou Park and Independence County ...
Holiday Inn Express & Suites Batesville by IHG
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$109 per night from 10 Apr to 11 Apr
AU$109
includes taxes & fees
10 Apr - 11 Apr
When you stay at Super 8 by Wyndham Batesville in Batesville, you'll be in the business district, within a 5-minute drive of Polk Bayou Park and Batesville East ...
Super 8 by Wyndham Batesville
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Hampton Inn Batesville

Hampton Inn Batesville

2.5 out of 5
2570 Harrison St, Batesville, AR
Fully refundableReserve now, pay when you stay
The price is AU$210 per night from 13 Apr to 14 Apr
AU$210
includes taxes & fees
13 Apr - 14 Apr
Located in Batesville, Hampton Inn Batesville is within a 15-minute walk of Fitzhugh Park and White River Medical Center.
Hampton Inn Batesville
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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.