Search Vacation Homes in Poughkeepsie

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
7 Mar - 9 Mar
In two weeks
14 Mar - 16 Mar
In one month
28 Mar - 30 Mar
In two months
25 Apr - 27 Apr

Compare 66 Vacation Homes in Poughkeepsie with updated reviews, rates, and availability.

Ridge Run- Cherokee Village

Ridge Run- Cherokee Village

10.0 out of 10, Exceptional, (13)
"This was a clean, comfortable house with a great location. It met all of my needs for being in the area."
The price is AED 294
AED 669 total
includes taxes & fees
25 Feb - 26 Feb
Ridge Run- Cherokee Village
Cute 2BR Full Vacation Home near Spring River and Waterfall
Room

Cute 2BR Full Vacation Home near Spring River and Waterfall

8.8 out of 10, Excellent, (12)
"Perfect spot for our group and even a bonus of a dusting of snow while we were there!"
The price is AED 290
AED 445 total
includes taxes & fees
25 Feb - 26 Feb
Cute 2BR Full Vacation Home near Spring River and Waterfall
Arkansas Lake House w/ Private Dock!
Horseshoe Bend Vacation Rental | 3BR | 2BA | 1,820 Sq Ft | Stairs Required

Arkansas Lake House w/ Private Dock!

9.6 out of 10, Exceptional, (5)
"I had a great stay here. The house is very nice and clean. Love the pool table. The customer service was outstanding. I'll definitely stay again."
Arkansas Lake House w/ Private Dock!
The Spring River Stonehouse Inn, Gigi's Room
Room

The Spring River Stonehouse Inn, Gigi's Room

9.8 out of 10, Exceptional, (10)
"The host and everything about this home is wonderful. There is history in and around this historic landmark and it exceeded our expectations."
The Spring River Stonehouse Inn, Gigi's Room
A-frame Lakefront Cabin near Spring River
What a view from our drone!

A-frame Lakefront Cabin near Spring River

10.0 out of 10, Exceptional, (86)
"Glad I had four wheel drive for the street it is on."
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

9.6 out of 10, Exceptional, (207)
"This property was perfect weekend getaway and would have been awesome summer vacation spot . Anything you needed with in 15 min drive but who would want to leave the deck view of the lake . "
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!
Our special place, hopefully U can say and see why.

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

10.0 out of 10, Exceptional, (17)
"We have booked this house several times and it does not disappoint. I grew up in Cherokee Village and staying in this house is like stepping back to my childhood. The owners have done a really great job of making necessary updates while also maintaining the amazing character in this home. My teenaged kids also love this house. They have a bumper pool table downstairs that never rests while we’re there. Also lots of puzzles and games. The kitchen is fully equipped. Location is quiet and safe (all...
The price is AED 657
AED 1,398 total
includes taxes & fees
25 Feb - 26 Feb
Rock Inn Retreat: E Faye Jones style. A Deck with a View!
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway
Property grounds

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

9.6 out of 10, Exceptional, (39)
"Just a short visit to reconnect with some old high school friends the place was very clean easy access great location and the host answered all questions. I would stay there again without a doubt."
The price is AED 327
AED 772 total
includes taxes & fees
25 Feb - 26 Feb
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway
Riverfront, golf course retreat with pool!

Riverfront, golf course retreat with pool!

10.0 out of 10, Exceptional, (80)
"This was our 2nd stay at this place and just like last time it was amazing. The property is well maintained and absolutely gorgeous. Highly recommend!!"
Riverfront, golf course retreat with pool!
Lakefront Vacation Rental w/ Deck & 2 Docks!
Williford Vacation Rental | 3BR | 2BA | 2 Steps Required | 1,650 Sq Ft

Lakefront Vacation Rental w/ Deck & 2 Docks!

9.4 out of 10, Exceptional, (13)
"We rented the unit over a holiday weekend. The kitchen was well stocked with all the cookware we need to cook a feast. The back yard was super dreamy and we had so much fun with the boats on the lake. If we are back in the area again, we will absolutely stay again. "
Lakefront Vacation Rental w/ Deck & 2 Docks!
The Bungalow on Lake Navajo
A view of the lake from the back deck

The Bungalow on Lake Navajo

10.0 out of 10, Exceptional, (3)
"OUR GOAL WAS TO REST AND RELAX. THE BACK DECK OVERLOOKING THE LAKE WAS PERFECT FOR THAT. THE HOUSE WAS CLEAN AND STOCKED VERY WELL. "
The Bungalow on Lake Navajo
The Backyard Bungalow
Dining

The Backyard Bungalow

9.4 out of 10, Exceptional, (3)
"Very good location to town"
The price is AED 360
AED 835 total
includes taxes & fees
25 Feb - 26 Feb
The Backyard Bungalow
River Run- Spring River Getaway
Enjoy the river view on this amazing deck with a hot cup of coffee!!!!

River Run- Spring River Getaway

8.0 out of 10, Very Good, (5)
"Very nice! "
The price is AED 331
AED 698 total
includes taxes & fees
25 Feb - 26 Feb
River Run- Spring River Getaway
Large remolded hunting lodge with beautiful views of the Spring River Falls
Living Room

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

9.4 out of 10, Exceptional, (17)
"My family enjoyed our weekend in Hardy. We loved the view from the porch overlooking the Spring River. It was a relaxing trip. The cabin was cozy and comfortable. "
The price is AED 422
AED 756 total
includes taxes & fees
25 Feb - 26 Feb
Large remolded hunting lodge with beautiful views of the Spring River Falls
Lake House in Horseshoe Bend Near Ozark Forest!
Horseshoe Bend Vacation Rental | 2BR | 2BA | 2,128 Sq Ft | 2 Steps Required

Lake House in Horseshoe Bend Near Ozark Forest!

9.6 out of 10, Exceptional, (42)
"We stayed there at night only because we were there to visit our family in the area. It was a quiet neighborhood and we didn't have any problems. It was all clean and great for our stay."
Lake House in Horseshoe Bend Near Ozark Forest!
Lake Thunderbird View - Signal Tree Cottage
Enter and be taken back to the 60's with original fixtures and midcentury design

Lake Thunderbird View - Signal Tree Cottage

9.0 out of 10, Wonderful, (19)
"I fell in love with this adorable place. The vintage decor is amazing. It has all the amenities you need as well as being immaculately clean. Beautiful lake super close - I saw six deer hanging out in the neighborhood! "
The price is AED 364
AED 879 total
includes taxes & fees
25 Feb - 26 Feb
Lake Thunderbird View - Signal Tree Cottage
11 Point River Front Cabin, 7 acres, hiking trails, with a private beach!
Property grounds

11 Point River Front Cabin, 7 acres, hiking trails, with a private beach!

10.0 out of 10, Exceptional, (4)
"This was wonderful. The hikes were beyond awesome. I learned to kayak and they were provided. What a magical experience. If you areare looking for a getaway this is for you! Thank you for such a magnificent experience!looking for a getaway this is for yo"
The price is AED 422
AED 879 total
includes taxes & fees
25 Feb - 26 Feb
11 Point River Front Cabin, 7 acres, hiking trails, with a private beach!
Lakefront Arkansas Abode - Deck, Grill & Fire Pit!
Cherokee Village Vacation Rental | 5BR | 3BA | 2 Exterior Steps Required

Lakefront Arkansas Abode - Deck, Grill & Fire Pit!

9.0 out of 10, Wonderful, (9)
"My sisters and I enjoyed our stayed. Would stay again ."
Lakefront Arkansas Abode - Deck, Grill & Fire Pit!
Fashionable Hardy A frame just minutes from Downtown
Exterior

Fashionable Hardy A frame just minutes from Downtown

10.0 out of 10, Exceptional, (3)
"Great place near Cherokee Village. Easy access to the darling, historic Main Street of Hardy. Go antiquing there at 3 Magi!"
The price is AED 331
AED 790 total
includes taxes & fees
25 Feb - 26 Feb
Fashionable Hardy A frame just minutes from Downtown
Historic Hardy Home w/ Game Room on Main Street
Hardy Vacation Rental | 3BR | 2BA | 1,500 Sq Ft | Steps Required

Historic Hardy Home w/ Game Room on Main Street

7.0 out of 10, Good, (2)
"Okay…."
Historic Hardy Home w/ Game Room on Main Street
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.
Don't see what you're looking for?
See all available properties in Poughkeepsie
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Poughkeepsie

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

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

9.6 out of 10, Exceptional, (39)
"Just a short visit to reconnect with some old high school friends the place was very clean easy access great location and the host answered all questions. I would stay there again without a doubt."
The price is AED 327
AED 772 total
includes taxes & fees
25 Feb - 26 Feb
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway
The charming French Chateau overlooks the beautiful falls of the Spring River
Private View from Balcony

The charming French Chateau overlooks the beautiful falls of the Spring River

9.8 out of 10, Exceptional, (38)
"Relaxing "
The price is AED 422
AED 756 total
includes taxes & fees
25 Feb - 26 Feb
The charming French Chateau overlooks the beautiful falls of the Spring River
Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome
Private kitchen

Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome

8.8 out of 10, Excellent, (25)
" My wife and I were wanting to sneak away for Valentine's Day and I was very pleasantly surprised to find this hidden gym. I was looking for a really nice room, but found a 2 bedroom apartment! The most amazing part was the very affordable price! The host was helpful, friendly and available. We were in walking distance of the grocery store, and a short drive to to every restaurant we went to. With a full kitchen, spacious living area, wifi, comfortable bed, and even an extra bed room...
The price is AED 327
AED 486 total
includes taxes & fees
26 Feb - 27 Feb
Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome
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.