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Pleasant Valley Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Pleasant Valley vacation rentals

Property grounds

1. Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (8 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
The price is SAR 647
SAR 825 total
includes taxes & fees
28 Sep - 29 Sep
Hudson Valley Farm Getaway- West/Llama Lover Lane
Smart TV, fireplace

2. Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
The price is SAR 473
SAR 726 total
includes taxes & fees
28 Sep - 29 Sep
Private, Cozy, Clean apartment in lovely Hyde Park
Coffee/tea maker, fridge, oven, stovetop

3. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.8 out of 10, Exceptional, (7 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is SAR 422
SAR 775 total
includes taxes & fees
28 Sep - 29 Sep
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Interior

4. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is SAR 603
SAR 1,529 total
includes taxes & fees
28 Sep - 29 Sep
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Property grounds

5. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (59 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is SAR 598
SAR 931 total
includes taxes & fees
4 Oct - 5 Oct
Mid-Century DJ’s Dream
Property grounds

6. Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
Hyde Park
8.6 out of 10, Excellent, (4 reviews)
"Great spot if you’re looking for a quiet rural area ! Seeing the llamas made the stay more fun. We weren’t there when the store was open so it was a bit disappointing we couldn’t see more of what the farm offers. We’d definitely go again."
United States
Meg H.
The price is SAR 647
SAR 825 total
includes taxes & fees
28 Sep - 29 Sep
Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
1 bedroom, desk, WiFi (free), bed sheets

7. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is SAR 412
SAR 976 total
includes taxes & fees
29 Sep - 30 Sep
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Paper towels

8. Amazing 3-bedroom house with AC in adorable Highland

Amazing 3-bedroom house with AC in adorable Highland
Highland
The price is SAR 1,010
SAR 1,952 total
includes taxes & fees
29 Sep - 30 Sep
Amazing 3-bedroom house with AC in adorable Highland
Exterior

9. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
9.8 out of 10, Exceptional, (7 reviews)
"Lovely home in the heart of Millbrook."
United States
Marianne A S.
The price is SAR 1,201
SAR 1,741 total
includes taxes & fees
28 Sep - 29 Sep
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Outdoor dining

10. Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
The price is SAR 559
SAR 838 total
includes taxes & fees
29 Sep - 30 Sep
Cabin in the heart of the Hudson Valley, Cabin 4
Interior

11. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is SAR 315
SAR 963 total
includes taxes & fees
28 Sep - 29 Sep
Campfire Cottage: Fireplace, fire pit & no chores!
Terrace/patio

12. Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley
Highland
9.6 out of 10, Exceptional, (11 reviews)
"Great apt for my mom who has limited mobility. Totally accessible and very comfortable. "
United States
Ellen E.
The price is SAR 638
SAR 1,371 total
includes taxes & fees
28 Sep - 29 Sep
Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley
Property grounds

13. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (15 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is SAR 216
SAR 473 total
includes taxes & fees
29 Sep - 30 Sep
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
1 bedroom, iron/ironing board, WiFi (free), bed sheets

14. Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (36 reviews)
"Great place! Nicely decorated with attention to detail. My wife and I would stay again if we are back in the area."
United States
Tim G.
The price is SAR 635
SAR 1,016 total
includes taxes & fees
28 Sep - 29 Sep
Cabin in the Heart of the Hudson Valley, Cabin 1
1 bedroom, WiFi (free), bed sheets

15. The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (46 reviews)
"The pictures are misleading"
United States
Jia
The price is SAR 422
SAR 978 total
includes taxes & fees
28 Sep - 29 Sep
The Studio at the Inn at High Falls
Interior

16. Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland
9.6 out of 10, Exceptional, (13 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating. Everything was perfect in the home. Thank you"
United States
Pinal
The price is SAR 879
SAR 2,540 total
includes taxes & fees
29 Sep - 30 Sep
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Terrace/patio

17. Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Highland
10.0 out of 10, Exceptional, (2 reviews)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
The price is SAR 638
SAR 1,367 total
includes taxes & fees
5 Oct - 6 Oct
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Interior

18. Charming & Quaint 1 bed in Historic Uptown!

Charming & Quaint 1 bed in Historic Uptown!
Kingston
The price is SAR 372
SAR 782 total
includes taxes & fees
29 Sep - 30 Sep
Charming & Quaint 1 bed in Historic Uptown!
Interior

19. Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz

Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
New Paltz
10.0 out of 10, Exceptional, (8 reviews)
"Superb property - comfortable, spotless, all the amenities you could need, and lots of space. "
United States
Thomas B.
The price is SAR 613
SAR 2,098 total
includes taxes & fees
29 Sep - 30 Sep
Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
Smart TV, fireplace

20. Mossy Moody Cabin in High Falls, NY

Mossy Moody Cabin in High Falls, NY
High Falls
9.8 out of 10, Exceptional, (24 reviews)
"My husband and I had a lovely stay at the Mossy Moody Cabin. Mackenzie was a great host, easy to communicate with, and the cabin had everything we needed. The hot tub was such a nice feature too. It was close to town but nice and private- we loved it!"
United States
Jennifer M.
Mossy Moody Cabin in High Falls, NY
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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Top Pleasant Valley Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good
"This is a cost-effective option for the region. The rooms are clean, but the motel has a run-down feel to it. When we arrived, the card-key generator wasn't working. Staff let us in to our room, and we got working keys the next morning, but I haven't run into that problem anywhere else. Likewise, the card-reader on a side entrance, which would have been very useful for accessing our room, was broken, necessitating a longer walk around to the front of the motel. In the shower, the plate behind the dial had come away from the wall. It didn't affect the quality of the shower (which was fine in terms of heat and pressure), but it's not a good look. Breakfast was good and plentiful (I had scrambled eggs and sausages, but there's also cereal, various breads, and a waffle-maker, with orange and apple juice). My wife and I would come back, and thus the "Good" overall rating."
Robert 2-night trip
Posted 1 hour ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Frequently asked questions

Are there vacation rentals in Pleasant Valley?

Yes, there are vacation rentals in Pleasant Valley close to Innisfree Garden, or you can go with a more secluded option if you'd like a relaxing place to stay. Pleasant Valley is known for its shopping and restaurants. Make sure you have time to check out the parks while you're in the area.

What's the top vacation rental that Pleasant Valley has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This vacation home near Pleasant Valley offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Pleasant Valley?

Choose from 7 Expedia vacation rentals in Pleasant Valley for a memorable vacation.

What’s there to see and do in Pleasant Valley?

While exploring the area, visit family-friendly sights like Mid-Hudson Civic Center, or get outside and enjoy nature at Innisfree Garden. In the larger area, you’ll find James Baird State Park and Eleanor Roosevelt National Historic Site.

What are vacation rentals like in Pleasant Valley?

Vacation rentals are private properties you can book for several days or more in Pleasant Valley. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips.