Book Holiday Homes in Poughkeepsie

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Featured Holiday Homes in Poughkeepsie

Ridge Run- Cherokee Village

Ridge Run- Cherokee Village

Cherokee Village
The price is AU$290 per night from 24 Feb to 25 Feb
AU$290
includes taxes & fees
24 Feb - 25 Feb
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
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$194 per night from 25 Feb to 26 Feb
AU$194
includes taxes & fees
25 Feb - 26 Feb
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
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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The Spring River Stonehouse Inn, Gigi's Room

The Spring River Stonehouse Inn, Gigi's Room

Hardy
A stay at this vacation home places you in the heart of Hardy, steps from Main Street of Hardy and Vintage Motorcar Museum.
The Spring River Stonehouse Inn, Gigi's Room
A-frame Lakefront Cabin near Spring River

A-frame Lakefront Cabin near Spring River

Hardy
When you stay at this vacation home in Hardy, you'll be on the waterfront, within a 5-minute drive of Loberg Park and Main Street of Hardy.
A-frame Lakefront Cabin near Spring River
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
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$612 per night from 24 Feb to 25 Feb
AU$612
includes taxes & fees
24 Feb - 25 Feb
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!
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$342 per night from 24 Feb to 25 Feb
AU$342
includes taxes & fees
24 Feb - 25 Feb
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
Riverfront, golf course retreat with pool!

Riverfront, golf course retreat with pool!

Cherokee Village
Located in Cherokee Village, this vacation home is on a river, within a 10-minute drive of Loberg Park and Main Street of Hardy.
Riverfront, golf course retreat with pool!
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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
66 Holiday Homes
Lowest Price
AU$92
Highest Price
AU$612
Popular accommodation
Ridge Run- Cherokee Village, Cute 2BR Full Vacation Home near Spring River and Waterfall, Arkansas Lake House w/ Private Dock!, The Spring River Stonehouse Inn, Gigi's Room, A-frame Lakefront Cabin near Spring River, Lake Rental in a dead-end street. Winter Rates 2025 starts now! SAFE-ROOM , Rock Inn Retreat: E Faye Jones style. A Deck with a View!, Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway, Riverfront, golf course retreat with pool!

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$115 per night from 28 Feb to 1 Mar
AU$115
includes taxes & fees
28 Feb - 1 Mar
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
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$212 per night from 16 Mar to 17 Mar
AU$212
includes taxes & fees
16 Mar - 17 Mar
Located in Batesville, Hampton Inn Batesville is within a 15-minute walk of Fitzhugh Park and White River Medical Center.
Hampton Inn Batesville
Comfort Suites

Comfort Suites

2.5 out of 5
1227 N Saint Louis, Batesville, AR
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 2 Mar to 3 Mar
AU$186
includes taxes & fees
2 Mar - 3 Mar
Located in Batesville, Comfort Suites is within a 5-minute drive of Polk Bayou Park and Batesville East Main Historic District.
Comfort Suites
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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$92 per night from 2 Mar to 3 Mar
AU$92
includes taxes & fees
2 Mar - 3 Mar
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
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.