Pleasant Valley Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Pleasant Valley vacation rentals

Interior

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (76 reviews)
"Wonderful tiny home. "
United States
Kyle E.
The price is ￥26,849
￥42,205 total
includes taxes & fees
May 6 - May 7
Esopus Creek modern Tiny house Retreat!
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, (13 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is ￥31,795
￥61,853 total
includes taxes & fees
May 11 - May 12
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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 ￥26,535
￥43,770 total
includes taxes & fees
May 5 - May 6
Cabin in the heart of the Hudson Valley, Cabin 3
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, (2 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is ￥50,243
￥76,731 total
includes taxes & fees
May 5 - May 6
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
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 ￥26,535
￥43,770 total
includes taxes & fees
May 5 - May 6
Cabin in the Heart of the Hudson Valley, Cabin 1
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, (64 reviews)
"For us it was in a great location, had a reasonable price and room for everyone."
United States
Gertrude (Gert) P.
The price is ￥38,860
￥50,743 total
includes taxes & fees
May 6 - May 7
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Property grounds

Many perfect sunsets at the magical house on the lake

Many perfect sunsets at the magical house on the lake
Ulster Park
9.8 out of 10, Exceptional, (146 reviews)
"We had a lovely weekend escape at the lake house. A serene environment promotes safe and relaxation. Host is very responsive. "
United States
Paul Christopher
The price is ￥33,208
￥72,715 total
includes taxes & fees
May 6 - May 7
Many perfect sunsets at the magical house on the lake
Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is ￥26,024
￥33,538 total
includes taxes & fees
May 5 - May 6
Mid Century Modern Studio w/ Full Kitchen - Newly Built
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 ￥17,271
￥32,327 total
includes taxes & fees
May 5 - May 6
Hoppy Hill Farm House
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 ￥47,496
￥70,787 total
includes taxes & fees
May 6 - May 7
Rustic Cabin in Fishkill!
Smart TV, fireplace

Inn at High Falls

Inn at High Falls
High Falls
8.8 out of 10, Excellent, (14 reviews)
"Cozy cottage on a busy road. Nice backyard for the dogs, and access to a beautiful property across the road with fields they could run in. Frank is a very responsive and thoughtful host. We were very comfortable in the main floor bedroom suite. "
United States
Clarissa d.
The price is ￥39,253
￥89,157 total
includes taxes & fees
May 5 - May 6
Inn at High Falls
Outdoor spa tub

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
New Paltz
9.6 out of 10, Exceptional, (29 reviews)
"Excellent licatio . House was wonderful. Loved the scenery and the hot tub."
United States
Jeffrey
The price is ￥32,854
￥60,745 total
includes taxes & fees
May 11 - May 12
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
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, (10 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 ￥37,518
￥69,278 total
includes taxes & fees
May 7 - May 8
Peaceful Riverfront Cottage with Private Hot tub
Smart TV, fireplace, video games, DVD player

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Carmel Hamlet
10.0 out of 10, Exceptional, (19 reviews)
"Place was beautifully done, it’s obvious they take care of their place. The hosts were thoughtful and attentive, will definitely visit again. "
United States
Jasmine G.
The price is ￥84,644
￥153,499 total
includes taxes & fees
May 5 - May 6
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
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 ￥77,720
￥110,295 total
includes taxes & fees
May 6 - May 7
Chestnut on Willow Lake
Interior

Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (14 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is ￥21,196
￥38,687 total
includes taxes & fees
May 5 - May 6
Stunning and Cozy loft apartment in kingston .
Fridge, microwave, oven, stovetop

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

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
9.4 out of 10, Exceptional, (6 reviews)
"Very clean Good communication with host Close to town & hiking Recommend! "
United States
Jennifer E.
The price is ￥35,327
￥120,634 total
includes taxes & fees
May 5 - May 6
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Fridge, microwave, oven, stovetop

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is ￥38,295
￥99,626 total
includes taxes & fees
May 11 - May 12
"Country outside the city " 3 bedrooms 2 full bathrooms
Private kitchen

2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
The price is ￥29,675
￥37,124 total
includes taxes & fees
May 10 - May 11
2-bedroom apartment in excellent Newburgh with AC and charm
Pool

complete privacy vacation home [private pool]

complete privacy vacation home [private pool]
Newburgh
9.4 out of 10, Exceptional, (13 reviews)
"oh my god the best place it feels like home"
United States
Phelicia G.
The price is ￥112,341
￥194,093 total
includes taxes & fees
May 5 - May 6
complete privacy vacation home [private pool]
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

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Clean rooms and friendly staff"
Michael 2-night trip
Posted 3 hours ago
Americas Best Value Inn New Paltz

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:

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

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?

Hamptons on the Hudson in South Saugerties: This vacation home rental near Pleasant Valley is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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.