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Pleasant Valley Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Pleasant Valley holiday rentals

Property grounds

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is HK$628
HK$1,048 total
includes taxes & fees
29 Jul - 30 Jul
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Terrace/patio

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
8.6 out of 10, Excellent, (17 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is HK$685
HK$1,292 total
includes taxes & fees
26 Jul - 27 Jul
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Interior

Architect-Designed Dome on Private 7-Acre Retreat

Architect-Designed Dome on Private 7-Acre Retreat
Dover Plains
The price is HK$1,940
HK$3,862 total
includes taxes & fees
19 Jul - 20 Jul
Architect-Designed Dome on Private 7-Acre Retreat
Terrace/patio

Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3
Newburgh
9.8 out of 10, Exceptional, (14 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is HK$1,325
HK$2,186 total
includes taxes & fees
19 Jul - 20 Jul
Cabin in the heart of the Hudson Valley, Cabin 3
Smart TV

The Loft At The Inn At High Falls

The Loft At The Inn At High Falls
High Falls
9.2 out of 10, Wonderful, (21 reviews)
"this was just a lovely stay all around!! Will absolutely stay there again!"
United States
Inez
The price is HK$1,411
HK$2,775 total
includes taxes & fees
19 Jul - 20 Jul
The Loft At The Inn At High Falls
Paper towels

Amazing 3-bedroom house with AC in adorable Highland

Amazing 3-bedroom house with AC in adorable Highland
Highland
The price is HK$2,138
HK$4,493 total
includes taxes & fees
29 Jul - 30 Jul
Amazing 3-bedroom house with AC in adorable Highland
Private kitchen

Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (5 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
The price is HK$894
HK$1,598 total
includes taxes & fees
21 Jul - 22 Jul
Woods Cabin-Kingston/Woodstock, NY.
Property grounds

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Carmel Hamlet
10.0 out of 10, Exceptional, (3 reviews)
"Great place, responsive host. Would return!"
United States
Brian S.
The price is HK$1,842
HK$3,254 total
includes taxes & fees
19 Jul - 20 Jul
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
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$1,614 total
includes taxes & fees
20 Jul - 21 Jul
Hoppy Hill Farm House
Property grounds

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 HK$1,351
HK$1,749 total
includes taxes & fees
19 Jul - 20 Jul
Hudson Valley Farm Getaway- West/Llama Lover Lane
Coffee/tea maker, fridge, oven, stovetop

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)
"This apartment was perfect! It was spotless and tastefully decorated. Fully supplied with everything you could possibly need. Very spacious and very cozy. The mattress was soooo comfortable and that’s real important to me. Coupons for the deli with the best sandwiches ever! The host was very nice and accommodated us for an earlier check in. I highly recommend this property!"
United States
Cathy T.
The price is HK$882
HK$1,654 total
includes taxes & fees
21 Jul - 22 Jul
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas

Jellystone Park Gardiner

Jellystone Park Gardiner
3.0 star property
Gardiner
Jellystone Park Gardiner
1 bedroom, free WiFi

2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
9.8 out of 10, Exceptional, (20 reviews)
"Schöne Zimmer, Internet war kostenpflichtig, funktionierte aber nicht. Das Personal war jedoch nett."
Germany
Anonymous traveller
The price is HK$782
HK$885 total
includes taxes & fees
17 Aug - 18 Aug
2 Queen Beds | Non-Smoking, Kitchen
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, (32 reviews)
"The beds were especially comfortable! "
United States
josh p.
The price is HK$1,176
HK$2,485 total
includes taxes & fees
3 Aug - 4 Aug
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Terrace/patio

SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district

SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district
New Paltz
9.4 out of 10, Exceptional, (3 reviews)
"The stay was great! Cozy, quirky and quaint. Gabriela was super nice and accommodating."
United States
Jehiah B.
The price is HK$1,235
HK$1,919 total
includes taxes & fees
20 Jul - 21 Jul
SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (54 reviews)
"Kevin's place is lovely. Would definitely stay again when visiting the area. Great location for our needs. "
United States
Sue T.
The price is HK$1,330
HK$2,125 total
includes taxes & fees
22 Jul - 23 Jul
Mid-Century DJ’s Dream
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (46 reviews)
"This apartment was perfect for what we needed! Beautifully renovated, comfortable bed, and very close to Beacon! "
United States
Abby W.
The price is HK$1,058
HK$2,306 total
includes taxes & fees
3 Aug - 4 Aug
Grant - A Tranquil One Bedroom Steps from River
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is HK$823
HK$1,552 total
includes taxes & fees
29 Jul - 30 Jul
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Smart TV

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (28 reviews)
"Wonderful apartment with everything our family of five needed. We enjoyed the hot tub on two snowy evenings. Thank you for a great stay!"
United States
Clara L.
The price is HK$1,176
HK$2,441 total
includes taxes & fees
3 Aug - 4 Aug
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Terrace/patio

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (2 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is HK$1,653
HK$2,732 total
includes taxes & fees
3 Aug - 4 Aug
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
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

Spark by Hilton Fishkill

Spark by Hilton Fishkill

8/10 Good
"Bed was very comfortable and room was well air conditioned. Room and bathroom were very small and “no frills”. Just the bare minimum. Continental breakfast was a small selection. Good for an inexpensive stay."
Lorraine 2-night trip
Posted 4 hours ago
Spark by Hilton Fishkill

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 Studio at the Inn at High Falls: This holiday home rental outside of Pleasant Valley is located in a rural location, and offers a garden, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Pleasant Valley?

Choose from 8 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 Eleanor Roosevelt National Historic Site.

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.