Pleasant Valley Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Pleasant Valley holiday rentals

Interior

Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (15 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is HK$1,176
HK$2,107 total
includes taxes & fees
3 Jun - 4 Jun
Stunning and Cozy loft apartment in kingston .
Interior

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (81 reviews)
"A quick stop over to explore Kingston and the surrounding area. We had a very nice time, thank you!"
United States
Lee M.
The price is HK$1,191
HK$1,922 total
includes taxes & fees
10 Jun - 11 Jun
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is HK$1,175
HK$2,305 total
includes taxes & fees
10 Jun - 11 Jun
Cozy country efficiency in the Hudson Valley
Outdoor dining

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)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
The price is HK$1,011
HK$1,565 total
includes taxes & fees
8 Jun - 9 Jun
Cabin in the heart of the Hudson Valley, Cabin 4
Private kitchen

2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (1 review)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
The price is HK$1,481
HK$1,897 total
includes taxes & fees
8 Jun - 9 Jun
2-bedroom apartment in excellent Newburgh with AC and charm
Lobby

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveller
The price is HK$705
HK$797 total
includes taxes & fees
30 Jun - 1 Jul
1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is HK$1,763
HK$3,330 total
includes taxes & fees
3 Jun - 4 Jun
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Exterior

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
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful time at this property. It was quaint and clean and right in the middle of town near everything. Thank you, Tanya."
United States
Laurie F.
The price is HK$2,508
HK$3,839 total
includes taxes & fees
3 Jun - 4 Jun
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Terrace/patio

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.2 out of 10, Wonderful, (29 reviews)
"The beds were especially comfortable! "
United States
josh p.
The price is HK$988
HK$2,256 total
includes taxes & fees
7 Jun - 8 Jun
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Outdoor spa tub

Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (11 reviews)
"We had a wonderful stay! The space was beautifully organized, with thoughtful touches and everything clearly labeled. It was spotless, the beds were incredibly comfortable, and the location was lovely. Every detail was considered, and we’re already planning our return!"
United States
Elaine V.
The price is HK$1,431
HK$2,937 total
includes taxes & fees
3 Jun - 4 Jun
Peaceful Riverfront Cottage with Private Hot tub
Fridge, oven, stovetop, coffee/tea maker

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.6 out of 10, Exceptional, (5 reviews)
The price is HK$797
HK$1,522 total
includes taxes & fees
4 Jun - 5 Jun
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Exterior

Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is HK$2,371
HK$3,569 total
includes taxes & fees
9 Jun - 10 Jun
Rustic Cabin in Fishkill!
1 bedroom, iron/ironing board, free WiFi, bed sheets

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, (32 reviews)
"Cute, clean and perfect for our needs"
United States
Richard H.
The price is HK$1,324
HK$2,194 total
includes taxes & fees
8 Jun - 9 Jun
Cabin in the Heart of the Hudson Valley, Cabin 1
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is HK$862
HK$1,605 total
includes taxes & fees
18 Jun - 19 Jun
Hoppy Hill Farm House
Exterior

Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (4 reviews)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is HK$3,879
HK$5,505 total
includes taxes & fees
3 Jun - 4 Jun
Chestnut on Willow Lake
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (52 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is HK$1,150
HK$1,886 total
includes taxes & fees
16 Jun - 17 Jun
Mid-Century DJ’s Dream
Interior

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
8.8 out of 10, Excellent, (8 reviews)
"Very clean Good communication with host Close to town & hiking Recommend! "
United States
Jennifer E.
The price is HK$1,763
HK$5,503 total
includes taxes & fees
8 Jun - 9 Jun
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Hair dryer, towels, soap, toilet paper

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is HK$1,411
HK$1,945 total
includes taxes & fees
3 Jun - 4 Jun
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (65 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is HK$1,940
HK$2,542 total
includes taxes & fees
10 Jun - 11 Jun
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Interior

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is HK$799
HK$2,230 total
includes taxes & fees
9 Jun - 10 Jun
Campfire Cottage: Fireplace, fire pit & no chores!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pleasant Valley Hotel Reviews

Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

2/10 Terrible
"they were totally booked and had no room for me when i got there at 7pm"
Peter 1-night trip
Posted 8 hours ago
Studio 6 Extended Stay Fishkill Westage Center NY

Find out more about Pleasant Valley

Search for holiday rentals in Pleasant Valley on Expedia! You can easily find your home rentals, villas, holiday apartments in Pleasant Valley using one of the methods below:

  • View our selection of featured holiday rentals in Pleasant Valley
  • Use the map to find apartments and other holiday homes in the Pleasant Valley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pleasant Valley while they last

Look no further and take a look at our great range of rental properties in Pleasant Valley!

Frequently asked questions

Are there holiday rentals in Pleasant Valley?

Yes, there are holiday rentals in Pleasant Valley close to Innisfree Garden, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Pleasant Valley has to offer?

The Farm at Hyde Park: This holiday home rental outside of Pleasant Valley is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Pleasant Valley?

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

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 wider area, you’ll find James Baird State Park and Overlook Drive-In Theater.

What are holiday rentals like in Pleasant Valley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pleasant Valley. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.