Pleasant Valley Vacation Rentals

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Pleasant Valley vacation rentals

Interior

Apartment in Stone Ridge

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
9.4 out of 10, Exceptional, (21 reviews)
"Great stay!"
United States
Olivia O.
$119 nightly
The price is $121
Mar 22 - Mar 23
Total with taxes and fees
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Fridge, microwave, oven, stovetop

Vacation Home in Kingston

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
$210 nightly
The price is $235
Mar 24 - Mar 25
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
1 bedroom, free WiFi, bed sheets

Vacation Home in High Falls

The Studio at the Inn at High Falls
8.0 out of 10, Very Good, (34 reviews)
"Instructions were clear. Accommodations were comfortable and clean. Lovely grounds. "
United States
Julia
$239 nightly
The price is $267
Mar 22 - Mar 23
Total with taxes and fees
The Studio at the Inn at High Falls
Property grounds

Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
9.8 out of 10, Exceptional, (28 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
$222 nightly
The price is $251
Mar 30 - Mar 31
Total with taxes and fees
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Smart TV

Apartment in Kingston

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
9.6 out of 10, Exceptional, (25 reviews)
"The rental was very clean & Beds were very comfortable. "
United States
R.A.G. Time A.
$210 nightly
The price is $235
Mar 22 - Mar 23
Total with taxes and fees
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Interior

Apartment in Stone Ridge

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
9.0 out of 10, Wonderful, (15 reviews)
"Cozy, clean, and extremely accommodating. Everything was planned out well and the sauna was lovely in such cold weather! Would highly recommend for anyone considering travel to this beautiful region of New York!"
United States
Avi
$139 nightly
The price is $142
Mar 30 - Mar 31
Total with taxes and fees
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Terrace/patio

Apartment in Kingston

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.4 out of 10, Exceptional, (28 reviews)
"Very clean very comfortable beds."
United States
Millgate F.
$209 nightly
The price is $234
Mar 22 - Mar 23
Total with taxes and fees
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Smart TV

Vacation Home in Poughkeepsie

King Bed | Private Parking | Strong WiFi
$267 nightly
The price is $313
Mar 25 - Mar 26
Total with taxes and fees
King Bed | Private Parking | Strong WiFi
2 bedrooms, desk, free WiFi, bed sheets

Vacation Home in Kingston

Retro Retreat: renovated 2BR, desk, no chore list!
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
$265 nightly
The price is $297
Mar 24 - Mar 25
Total with taxes and fees
Retro Retreat: renovated 2BR, desk, no chore list!
Interior

Apartment in Beacon

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
10.0 out of 10, Exceptional, (48 reviews)
"Great place!"
United States
Sara B.
$217 nightly
The price is $250
Mar 29 - Mar 30
Total with taxes and fees
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Sauna

Vacation Home in Stone Ridge

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
$186 nightly
The price is $189
Mar 31 - Apr 1
Total with taxes and fees
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
1 bedroom, WiFi

Apartment in Poughkeepsie

King Bed Private Parking Fast Internet
$234 nightly
The price is $274
Mar 25 - Mar 26
Total with taxes and fees
King Bed Private Parking Fast Internet
Property grounds

Chalet in Carmel Hamlet

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
10.0 out of 10, Exceptional, (2 reviews)
"Great place, responsive host. Would return!"
United States
Brian S.
$257 nightly
The price is $279
Mar 22 - Mar 23
Total with taxes and fees
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Property grounds

Apartment in Dover Plains

Hoppy Hill Farm House
9.6 out of 10, Exceptional, (5 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.
$171 nightly
The price is $193
Mar 22 - Mar 23
Total with taxes and fees
Hoppy Hill Farm House
Interior

Apartment in Kingston

Stunning and Cozy loft apartment in kingston .
9.4 out of 10, Exceptional, (14 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
$193 nightly
The price is $216
Mar 22 - Mar 23
Total with taxes and fees
Stunning and Cozy loft apartment in kingston .
Exterior detail

Apartment in Beacon

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (46 reviews)
"Great place to stay. Very convenient to everything Beacon has to offer. We were only there for one night, but if we were to go back we would definitely stay here again."
United States
Ben R.
$206 nightly
The price is $237
Mar 24 - Mar 25
Total with taxes and fees
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
2 bedrooms, desk, WiFi

Apartment in Poughkeepsie

King Bed / Private Parking / 300mbps+ WiFi
5.0 out of 10, (2 reviews)
"Christina was extremely quick with her responses. My wife and I stayed at this place for the weekend and enjoyed the neighborhood. There's plenty to do, and the apartment is quaint and cozy. The only thing I'd change is adding a curtain to the bathroom window so people can't see you from the outside in."
United States
Jacob E.
$244 nightly
The price is $285
Mar 23 - Mar 24
Total with taxes and fees
King Bed / Private Parking / 300mbps+ WiFi
Exterior detail

Vacation Home in New Paltz

Cozy private suite in the heart of beautiful Gardiner.
10.0 out of 10, Exceptional, (7 reviews)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
$218 nightly
The price is $244
Mar 22 - Mar 23
Total with taxes and fees
Cozy private suite in the heart of beautiful Gardiner.
Outdoor dining

Cabin in Newburgh

Cabin in the heart of the Hudson Valley, Cabin 4
9.0 out of 10, Wonderful, (26 reviews)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
$169 nightly
The price is $200
Mar 22 - Mar 23
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4
Private kitchen

Apartment in Staatsburg

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
$237 nightly
The price is $268
Mar 22 - Mar 23
Total with taxes and fees
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
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

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

8/10 Good
"Great stay, hotel was very well appointed and well priced. My only nitpick was the condition of the pull-out mattress which had several stains and food particles folded up in it. Not the end of the world, but a little more attention when preparing the room for the next guest couldn’t hurt."
David 2-night trip
Posted 13 hours ago
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

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 $224 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?

Esopus Creek modern Tiny house Retreat!: This vacation home rental near Pleasant Valley is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.