Poughkeepsie Holiday Rentals

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Holiday Rentals in Poughkeepsie

Lake Rental in dead-end street. Summer offer! SAFE-ROOM for spring weather
9.6 out of 10, Exceptional, 193 reviews
"Very nice, peaceful place."
Lake Rental in dead-end street. Summer offer! SAFE-ROOM for spring weather
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway
9.6 out of 10, Exceptional, 30 reviews
"Great place to stay."
The price is NZ$363
per night
9 Jun - 10 Jun
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway
Paradise on Rio Vista Falls!
10.0 out of 10, Exceptional, 10 reviews
"It is our favorite stay at the lakehouse it was perfect!"
Paradise on Rio Vista Falls!
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Spring River Waterfront Cabin - Walking Distance to Downtown Hardy & Loberg Park
9.8 out of 10, Exceptional, 13 reviews
"Nicely decorated, comfortable beds, nice deck facing river. No issues. Highly recommend!"
Spring River Waterfront Cabin - Walking Distance to Downtown Hardy & Loberg Park
Rustic Log Cabin on private land, with ample gravel roads for horses and ATV’s.
10.0 out of 10, Exceptional, 65 reviews
"We had a wonderful weekend at the cabin. Everything was there that we needed. Clean and cozy! Will defiantly rerurn!!!"
Rustic Log Cabin on private land, with ample gravel roads for horses and ATV’s.
Historic 'Hardy House' on Main Street w/ Fire Pit!
10.0 out of 10, Exceptional, 64 reviews
"It was a nice house with plenty of room for everyone. We had everything we needed while we were there and it's within walking distance of all the shops on Main Street. Just be prepared to hear the trains go by at all hours of the day and night."
Historic 'Hardy House' on Main Street w/ Fire Pit!
The charming French Chateau overlooks the beautiful falls of the Spring River
9.6 out of 10, Exceptional, 29 reviews
"There is a lot of overgrown vegetation around the property line and driveway. But the apartment itself was very sweet, very nice. I’d like to stay here again sometime."
The price is NZ$332
per night
13 Jun - 14 Jun
The charming French Chateau overlooks the beautiful falls of the Spring River
Charming Vintage 2BR Full Vacation Home near Star Falls Cherokee Village/Hardy
9.0 out of 10, Wonderful, 2 reviews
"The house was clean enough. The dogs were welcome. The bed was okay. The front steps up to the house were difficult for us. Very long and steep. We made it though. One suggestion….better lighting out front is needed."
The price is NZ$196
per night
18 Jun - 19 Jun
Charming Vintage 2BR Full Vacation Home near Star Falls Cherokee Village/Hardy
A-frame Lakefront Cabin near Spring River
10.0 out of 10, Exceptional, 79 reviews
"Myself, my husband, and my father in law came out fir Easter weekend. The property is as described in the listing. We did not encounter any issues. Nice and quiet right on the water. We were able to do plenty of fishing off the dock and right off the deck. We really enjoyed our stay!!!"
A-frame Lakefront Cabin near Spring River
Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome
9.4 out of 10, Exceptional, 12 reviews
"Property owner was very nice and responded very quickly. The apt was very clean and I was more than pleased with my stay. Easy walk or drive to downtown Hardy. The neighbors were very nosy all night but that’s really the only complaint I had. Everything else was perfect. "
The price is NZ$214
per night
12 Jun - 13 Jun
Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome
Lake House in Horseshoe Bend Near Ozark Forest!
9.6 out of 10, Exceptional, 36 reviews
"We love this place and have stayed multiple times when visiting my wife’s family. It’s in a beautiful spot, the amenities are great, and well for sure stay again!"
Lake House in Horseshoe Bend Near Ozark Forest!
Lakefront Horseshoe Bend Home w/ Boat Dock!
10.0 out of 10, Exceptional, 3 reviews
"We were very pleased with location of the vrbo. We had no trouble finding it. My girls are 11 and 6 and had the best time!"
Lakefront Horseshoe Bend Home w/ Boat Dock!
Secluded Riverfront Cabin + Hot Tub & Wi-Fi : Outfitters Nearby
9.2 out of 10, Wonderful, 13 reviews
"Wife and I celebrated our 14th Wedding Anniversary. The cabin was perfect for us. Hot tub was lovely and we happened to enjoy the surprise arrival of the Northern Lights."
The price is NZ$473
per night
17 Jun - 18 Jun
Secluded Riverfront Cabin + Hot Tub & Wi-Fi : Outfitters Nearby
New Listing! Cozy Cabin Riverside Retreat in historic downtown Hardy, AR
New Listing! Cozy Cabin Riverside Retreat in historic downtown Hardy, AR
Serenity Cove Cottage on Lake Thunderbird
10.0 out of 10, Exceptional, 11 reviews
"Very clean and well-maintained house with an amazing deck that overlooked Thunderbird Lake. It also had a lower deck by the water, which was a cove, that was extremely nice. Will definitely be going back."
Serenity Cove Cottage on Lake Thunderbird
HONEYCOMB HIVE. Secluded cabin in the woods, 1.5 miles to river and downtown
10.0 out of 10, Exceptional, 34 reviews
"We really enjoyed our time here. So peaceful and comfortable. The view from the front porch is amazing. We even got to see and hear a thunderstorm! We will definitely come for another visit!"
HONEYCOMB HIVE. Secluded cabin in the woods, 1.5 miles to river and downtown
Rock Inn Retreat: E Faye Jones style. A Deck with a View!
10.0 out of 10, Exceptional, 13 reviews
"It is a fantastic house. The longer you stay, the more you appreciate it. Relaxing location, still getting better with the installation of the stairs going down to the river."
The price is NZ$763
per night
7 Jun - 8 Jun
Rock Inn Retreat: E Faye Jones style. A Deck with a View!
Large Lake Home w Dock - Pet Friendly - Wake Lake
9.2 out of 10, Wonderful, 12 reviews
"Property even nicer than described. One couple stayed downstairs in the lovely walkout suite with full bsthroom and King bed. We enjoyed the 2 bedrooms upstairs. Since the Spring river was not fishable this time, the guys enjoyed fishing from the dock. The gals loved shopping for treasures in downtown Hardy."
Large Lake Home w Dock - Pet Friendly - Wake Lake
Private French Manior overlooking the Spring River
8.8 out of 10, Excellent, 20 reviews
"We watched the eclipse from the pretty patio looking over the Spring River. All was relaxed and friendly. Some may dislike the steep driveway, but there was plenty of parking once you get up the driveway. We had everything we needed and enjoyed the Hardy area."
The price is NZ$336
per night
10 Jun - 11 Jun
Private French Manior overlooking the Spring River
Ridge Run- Cherokee Village
10.0 out of 10, Exceptional, 7 reviews
"near lake - quiet neighborhood- enjoyed the stay"
The price is NZ$364
per night
11 Jun - 12 Jun
Ridge Run- Cherokee Village
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See all available properties in Poughkeepsie
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.

Other types of properties in Poughkeepsie you may be interested in

Ramada by Wyndham Batesville
2.0 star property
6.4 out of 10, 578 reviews
"Hotel was not bad at all, it’s older and could use a remodel but over all okay. The free hot breakfast was fantastic and the staff was very friendly! Would stay again. "
Ramada by Wyndham Batesville
Super 8 by Wyndham Batesville
2.0 star property
6.4 out of 10, 455 reviews
"Good stay no issue "
The price is NZ$103
per night
17 Jun - 18 Jun
Super 8 by Wyndham Batesville
Hampton Inn Batesville
2.5 star property
9.4 out of 10, Exceptional, 259 reviews
"Clean room. Easy check in/out. Breakfast was good. "
The price is NZ$230
per night
4 Jul - 5 Jul
Hampton Inn Batesville
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Poughkeepsie holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Poughkeepsie. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Poughkeepsie. Seeing all the best attractions is bound to make you fall in love with Poughkeepsie. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Poughkeepsie short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Poughkeepsie?

Yes, there are holiday rentals close to the most popular sights in Poughkeepsie, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Poughkeepsie has to offer?

Lake Rental in dead-end street. Summer offer! SAFE-ROOM for spring weather: This holiday home rental outside of Poughkeepsie is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub.

What can I see and do in Poughkeepsie?

While you're exploring the area, Crown Lake and Lake Charles State Park are a couple of picturesque spots to get outside and enjoy nature. Loberg Park and Main Street of Hardy are a couple of places you'll find in the wider area.

What are holiday rentals like in Poughkeepsie?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Poughkeepsie. Holiday rentals offer extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.

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