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Pleasant Valley Vacation Rentals

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Vacation Rentals in Pleasant Valley

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
9.6 out of 10, Exceptional, (42)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
United States
Lisa B.
$292 nightly
The price is $330
Nov 3 - Nov 4
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
9.4 out of 10, Exceptional, (30)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
United States
Anonymous traveler
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Terrace/patio
Hamptons on the Hudson in South Saugerties
Hamptons on the Hudson in South Saugerties
10.0 out of 10, Exceptional, (33)
"Beautiful home and fantastic pool. Responsive and friendly host. Our whole family had a great time! "
United States
Courtney W.
Hamptons on the Hudson in South Saugerties
Property grounds
Cabin in the heart of the Hudson Valley, Cabin 2
Cabin in the heart of the Hudson Valley, Cabin 2
9.4 out of 10, Exceptional, (27)
"We stayed here a few years ago and loved the convenience of this property. When we returned to the area, we immediately started by looking for this property again. It’s clean, no fuss, easy check in, and precisely what we needed!"
United States
Erika S.
$149 nightly
The price is $176
Oct 29 - Oct 30
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
Interior
Large,Cozy,Bright Apartment, Business Themed.
Large,Cozy,Bright Apartment, Business Themed.
9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
$585 nightly
The price is $691
Oct 28 - Oct 29
Total with taxes and fees
Large,Cozy,Bright Apartment, Business Themed.
Outdoor dining
Esopus Creek modern Tiny house Retreat!
Esopus Creek modern Tiny house Retreat!
9.8 out of 10, Exceptional, (58)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
United States
Rebecca
$216 nightly
The price is $241
Oct 29 - Oct 30
Total with taxes and fees
Esopus Creek modern Tiny house Retreat!
Exterior
The Farm at Hyde Park
The Farm at Hyde Park
9.8 out of 10, Exceptional, (83)
"Great place to stay. Glen was a great host and give us different items from the area to try from local farms"
United States
Keith M.
The Farm at Hyde Park
Children's area
Hickory on Willow Lake
Hickory on Willow Lake
9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
$536 nightly
The price is $610
Oct 28 - Oct 29
Total with taxes and fees
Hickory on Willow Lake
Terrace/patio
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
9.8 out of 10, Exceptional, (19)
"Great host, amazing area, perfect get away!"
United States
Gianna W.
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Terrace/patio
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
9.6 out of 10, Exceptional, (21)
"It was great thanks! "
United States
Heather F.
$216 nightly
The price is $241
Nov 5 - Nov 6
Total with taxes and fees
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Smart TV
Grant - A Tranquil One Bedroom Steps from River
Grant - A Tranquil One Bedroom Steps from River
9.6 out of 10, Exceptional, (35)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
$229 nightly
The price is $259
Nov 2 - Nov 3
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
Outdoor pool
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
10.0 out of 10, Exceptional, (132)
"Great for a quiet weekend update. New Paltz and Stone Ridge are both close by and have great little main streets. House was very nice and accommodated our group well "
United States
Alex S.
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
Exterior
Rustic Cabin in Fishkill!
Rustic Cabin in Fishkill!
10.0 out of 10, Exceptional, (2)
"The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. "
United States
Arron T.
$367 nightly
The price is $417
Oct 28 - Oct 29
Total with taxes and fees
Rustic Cabin in Fishkill!
Terrace/patio
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.6 out of 10, Exceptional, (25)
"A lovely place and Seth is always so helpful."
United States
Lynn L.
$232 nightly
The price is $259
Oct 29 - Oct 30
Total with taxes and fees
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (92)
"My family and I loved this property! We enjoyed walking around the woods and exploring. The house was well equipped and was really charming. We also loved sightseeing around the near by towns. Definitely a place to come back to stay again. "
United States
Hector L.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Exterior
The Studio at the Inn at High Falls
The Studio at the Inn at High Falls
8.2 out of 10, Very Good, (31)
"Place is exactly how it looks! Great location between New Paltz, Kingston, Woodstock. We unfortunately had inconsiderate neighbors that forced us leave early, but Frank was incredibly gracious and made it up to us. Would stay again. "
United States
Harrison W.
$241 nightly
The price is $269
Oct 28 - Oct 29
Total with taxes and fees
The Studio at the Inn at High Falls
Smart TV, books
Be in Nature at this Gorgeous Riverfront Cabin
Be in Nature at this Gorgeous Riverfront Cabin
10.0 out of 10, Exceptional, (21)
"We had a wonderful stay. The Cabin is ideally situated in a very tranquil spot. Perfectly appointed, we couldn't have been happier with our stay."
United States
Phoebe J.
Be in Nature at this Gorgeous Riverfront Cabin
Exterior
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
10.0 out of 10, Exceptional, (8)
"Absolutely stunning A-frame! Super spacious, very clean/tidy, lots of room to hang inside, downstairs or have a fire outdoors. Beautiful area not far from New Paltz. We had such a fantastic time and would recommend this place to any group staying in the area! "
United States
Danielle O.
$877 nightly
The price is $982
Nov 10 - Nov 11
Total with taxes and fees
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
Outdoor dining
Cabin in the heart of the Hudson Valley, Cabin 4
Cabin in the heart of the Hudson Valley, Cabin 4
9.2 out of 10, Wonderful, (25)
"Enjoyable "
United States
Lisa M.
$149 nightly
The price is $176
Oct 28 - Oct 29
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4
Private kitchen
Charming 2-bedroom house in fabulous Kingston close to everything
Charming 2-bedroom house in fabulous Kingston close to everything
10.0 out of 10, Exceptional, (1)
"House was spotless. Hosts were very responsive and helpful. "
United States
Lawrence R.
Charming 2-bedroom house in fabulous Kingston close to everything
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

Minnewaska Lodge

Minnewaska Lodge

10/10 Excellent
"Nice time at the lodge. Will return soon"
Mary ellen 2-night trip
Posted 2 days ago
Minnewaska Lodge

Find out more about Pleasant Valley

Everything you need to know about Pleasant Valley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Valley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasant Valley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pleasant Valley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Valley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pleasant Valley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $176 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pleasant Valley rentals

At Expedia, we put the best Pleasant Valley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pleasant Valley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasant Valley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental near Pleasant Valley offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and kitchenware, 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 8 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.