Pleasant Valley Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Pleasant Valley vacation rentals

Fridge, microwave, oven, stovetop

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (4 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.
The price is ￥8,222
￥35,419 total
includes taxes & fees
Feb 4 - Feb 5
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Interior

Cozy Apartment with Sauna in Historic Stone Ridge

Cozy Apartment with Sauna in Historic Stone Ridge
Stone Ridge
9.0 out of 10, Wonderful, (15 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is ￥8,602
￥24,003 total
includes taxes & fees
Feb 2 - Feb 3
Cozy Apartment with Sauna in Historic Stone Ridge
2 bedrooms, desk, free WiFi, bed sheets

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
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
The price is ￥11,068
￥43,919 total
includes taxes & fees
Feb 4 - Feb 5
Retro Retreat: renovated 2BR, desk, no chore list!
Property grounds

Private Studio Close to Downtown Rhinebeck

Private Studio Close to Downtown Rhinebeck
Rhinebeck Village
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is ￥12,966
￥37,027 total
includes taxes & fees
Jan 21 - Jan 22
Private Studio Close to Downtown Rhinebeck
1 bedroom, WiFi

King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet
Poughkeepsie
The price is ￥10,963
￥43,781 total
includes taxes & fees
Jan 21 - Jan 22
King Bed Private Parking Fast Internet
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (44 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is ￥17,670
￥31,080 total
includes taxes & fees
Jan 25 - Jan 26
Mid-Century DJ’s Dream
Terrace/patio

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.6 out of 10, Exceptional, (27 reviews)
"Very clean very comfortable beds."
United States
Millgate F.
The price is ￥14,237
￥37,561 total
includes taxes & fees
Jan 21 - Jan 22
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Exterior detail

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (42 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is ￥17,393
￥36,954 total
includes taxes & fees
Feb 9 - Feb 10
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
1 bedroom, free WiFi, bed sheets

The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very Good, (34 reviews)
"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "
United States
William K.
The price is ￥17,789
￥42,415 total
includes taxes & fees
Jan 23 - Jan 24
The Studio at the Inn at High Falls
Smart TV

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.4 out of 10, Exceptional, (22 reviews)
"This was a great stay away, just for a couple of quiet days. Inside the house was excellent. "
United States
Dennis M.
The price is ￥14,237
￥36,852 total
includes taxes & fees
Jan 21 - Jan 22
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Dining

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Beacon
10.0 out of 10, Exceptional, (32 reviews)
"Great time and great place to stay "
United States
S S.
The price is ￥17,717
￥38,426 total
includes taxes & fees
Jan 21 - Jan 22
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Interior

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is ￥11,864
￥38,978 total
includes taxes & fees
Jan 21 - Jan 22
Campfire Cottage: Fireplace, fire pit & no chores!
Property grounds

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
2.0 star property
Hyde Park
9.8 out of 10, Exceptional, (6 reviews)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is ￥25,220
￥32,914 total
includes taxes & fees
Jan 25 - Jan 26
Hudson Valley Farm Getaway- West/Llama Lover Lane
Smart TV, fireplace

Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
2.0 star property
Hyde Park
The price is ￥19,923
￥30,588 total
includes taxes & fees
Jan 25 - Jan 26
Private, Cozy, Clean apartment in lovely Hyde Park
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, (12 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is ￥26,327
￥56,120 total
includes taxes & fees
Jan 21 - Jan 22
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Terrace/patio

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Highland
10.0 out of 10, Exceptional, (1 review)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
The price is ￥26,090
￥60,035 total
includes taxes & fees
Jan 23 - Jan 24
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
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 ￥17,796
￥34,460 total
includes taxes & fees
Jan 21 - Jan 22
Stunning and Cozy loft apartment in kingston .
Fridge, microwave, oven, stovetop

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
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 ￥31,877
￥91,155 total
includes taxes & fees
Jan 26 - Jan 27
"Country outside the city " 3 bedrooms 2 full bathrooms
1 bedroom, free WiFi, bed sheets

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
1.0 star property
New Milford
8.0 out of 10, Very Good, (1 review)
"We camped at Freedom Farm and enjoyed the secluded woods setting for our tent. Everything was clean and well prepared for our stay, and the hosts were friendly and helpful. It is beautifully situated and is a short drive from some excellent hiking and biking in nearby state parks. I think a couple of things, though, could be improved. The tent was set up on an incline, which made sleeping a bit less comfortable than it might have been. I would recommend that the hosts build a level platform...
United States
Eric
The price is ￥23,729
￥30,452 total
includes taxes & fees
Jan 24 - Jan 25
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (4 reviews)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
The price is ￥15,812
￥30,410 total
includes taxes & fees
Jan 21 - Jan 22
Hoppy Hill Farm House
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"The breakfast menu was great, the room service was above par, the food was delicious, the staff was great, friendly, efficient, reliable, and provided great professionalism and service day and night. The afternoon and overnight staff...they make the best hot chocolate...you must ask for it. "
Shantell 2-night trip
Posted 2 days ago
Hyatt Place Poughkeepsie / Hudson Valley

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
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  • 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 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 an electric kettle, 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.