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Pleasant Valley Holiday Rentals

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Holiday Rentals in Pleasant Valley

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is NZ$577
includes taxes & fees
9 Apr - 10 Apr
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (24)
"This was our first visit to this property, and we will definitely be back for future visits. The house was immaculate and perfect for our travel needs. The owners were very communicative and responsive, and that made the experience even better."
The price is NZ$434
includes taxes & fees
9 Apr - 10 Apr
Esopus Creek modern Tiny house Retreat!

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

9.8 out of 10, Exceptional, (57)
"Clean and welcoming. Deck is a great attraction. Price point is what attracted me as we were visiting Beacon & couldn’t find a place that didn’t break the bank. Was a little surprised to discover that this is an apartment addition to an existing house; we could hear the family members inside, and I hope we weren’t too noisy for them. Overall cozy and a nice respite. Thank you."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

Hillcrest Glasshouse - a minimalist modern retreat

10.0 out of 10, Exceptional, (10)
"I found this place after countless hours of research looking for the perfect getaway where I would eventually propose to my girlfriend. This place stunned us in every aspect. Their home was impeccably clean and intricately decorated, their amenities were awesome and easy to use thanks to their clear instructions (Highlights were: Sonos speakers, hot tub with bathrobes, Miele coffee machine, and the fire pit), and the view is unmatched. Seeing the reaction of my now fiancée as she walked around...
Hillcrest Glasshouse - a minimalist modern retreat

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (16)
"Host was eary to communicate with. My kids enjoyed the games. Great view looking over the Hudson River. Easily accessible to town, Kingston, or Ski areas. Definitely would return!"
Hamptons on the Hudson in South Saugerties

Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

9.8 out of 10, Exceptional, (93)
"We had a wonderful family long weekend at Michele’s beautiful home in the Hudson Valley. We were there to celebrate the birthdays of my husband, son, and grandson. The house was comfortable and well equipped to make meals. Michele the host couldn’t be more responsive. There are many great hikes and wineries close by. This was a 5 star expereince enjoyed by all."
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

Mountain View escape

10.0 out of 10, Exceptional, (49)
"We had a lovely weekend staying at MVE. The host was communicative and thoughtful and the home was beautiful and clean upon arrival. We look forward to coming back soon! "
Mountain View escape

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

10.0 out of 10, Exceptional, (284)
"I visited my college aged son over the weeend for a special event and wanted to stay somewhere with a little something special rather than a hotel. This property exceeded my expectations. Even with winter still lingering, the lake view was spectacular and was highlighted by the home's back wall of windows. Also, Don is a very responsive host and made sure the home had everything you could need - grill, grill tools, pots/pans, appliances, etc. I truly appreciated the hospitality. I hope to stay...
The price is NZ$629
includes taxes & fees
11 Apr - 12 Apr
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

High Falls Restorative Cabin in the Woods!

10.0 out of 10, Exceptional, (17)
"Exactly what my friend and I was look for. A place to get away from the city without the long drive. Very exclusive in a nice little town. Definitely will be back."
High Falls Restorative Cabin in the Woods!

Spacious New Luxurious holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (8)
"The house had room for all of us, spacious and comfortable with modern amenities. We enjoyed the large open kitchen, well equipped for making big meals, and especially loved the walk in pantry with sink, oven and coffee bar. The beds were comfy, the bathrooms deluxe. Large couch and huge TV in living room with cozy gas fireplace for us to gather and relax. Located on a quiet cul de sac, easy to get to local attractions. We enjoyed every minute of our stay."
The price is NZ$1,615
includes taxes & fees
1 May - 2 May
Spacious New Luxurious holiday house in lovely Hudson Valley

Cabin in the heart of the Hudson Valley, Cabin 4

8.8 out of 10, Excellent, (20)
"The cabin was great. We drove to Beacon (15min) and spent a day. We plan to return in the Spring/Summer. "
The price is NZ$308
includes taxes & fees
9 Apr - 10 Apr
Cabin in the heart of the Hudson Valley, Cabin 4

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.2 out of 10, Wonderful, (33)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

10.0 out of 10, Exceptional, (82)
"Visited here in March with our two kids and dog and it was absolutely perfect. The property is huge and no other house in sight. We hiked up the waterfall and splashed around, and our dog got to be a “wild dog” for a day :). The yurt itself was very warm even though it was chilly outside - very well stocked and clean. You’re 15-20 mins away from towns if you decide you want to eat out or shop, but still feel like you’re totally secluded. Would definitely love to return!!"
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

The House In Highland- Secluded Retreat

The House In Highland- Secluded Retreat

Hidden Charm in Hudson Valley In Dutchess County

2.0 star property
10.0 out of 10, Exceptional, (14)
"We visited here for my wife’s birthday with friends. Great location, while it’s just a 2 hour drive from the city the property is has a great location with its own privacy and wonderful light lit living room. The place is well stocked with utensils and linens. Host was very responsive and kind.Thank you for creating the wonderful time for us"
Hidden Charm in Hudson Valley In Dutchess County

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (88)
"This is a beautiful home even if you live in the area and just want to spend the weekend at the lake, it’s a perfect getaway. We love that it was dog friendly. The host was wonderful and very accommodating. The house came stocked with everything that you would need for a perfect stay. "
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (48)
"This is an adorable cottage. It is very clean and well appointed. The kids (and adults) really enjoyed the detached game room. The hot tub and fire pit made for very relaxing evenings. We really enjoyed our time here. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Bohemian style open LOFT

9.0 out of 10, Wonderful, (11)
"This was the perfect little spot for our weekend getaway! A little chilly with just the space heater in October, and the entrance was low light and we couldn’t get the keypad on the door to work (although that could have been user error). Overall it was an amazing stay :) "
Bohemian style open LOFT

The Farm at Hyde Park

9.8 out of 10, Exceptional, (65)
"The church was very cool and unique. Samples eggs, milk, honey and syrup were a plus. The host Glen was ver easy to communicate with. My daughters bedroom was closed off, but the bedroom in the loft was not. That was a little hard to sleep in the loft if someone wanted to watch t.v. You could always use earphones though if you did not want to disturb the loft sleeper. Place was very clean. There were signs in front of the yard for a calf pen and chicken coop but didnt see or hear any signs of a...
The Farm at Hyde Park

The Studio at the Inn at High Falls

7.8 out of 10, Good, (22)
"Great communication with host. Stayed one night for event at Arrowood Farms (only 10 minutes away). Clean , nicely decorated studio with plenty of light. Lovely yard. Close to all local attractions and dining. Large shower. Great towels and toiletries.TV and A/C worked well. Appreciated the drinking water.Really cozy studio. Has frig, microwave and coffee maker.(also iron and hair dryer). A fabulous stay, although water pressure was a little low, but certainly not a deal breaker. Had people...
The price is NZ$496
includes taxes & fees
7 Apr - 8 Apr
The Studio at the Inn at High Falls
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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Other types of properties in Pleasant Valley you may be interested in

HYATT house Fishkill/Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1002)
"We got the breakfast was very good and simple. The room was very spacious and it really felt like home for the two days we stayed. Having two separate areas was nice traveling with a child. And having two TVs."
The price is NZ$217
includes taxes & fees
8 Apr - 9 Apr
HYATT house Fishkill/Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
8.8 out of 10, Excellent, (1004)
"Great breakfast "
The price is NZ$224
includes taxes & fees
8 Apr - 9 Apr
Hyatt Place Poughkeepsie / Hudson Valley

DoubleTree by Hilton Poughkeepsie

4.0 star property
8.4 out of 10, Very good, (1001)
"Very clean and great customer service. "
The price is NZ$242
includes taxes & fees
20 Apr - 21 Apr
DoubleTree by Hilton Poughkeepsie
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.

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Pleasant Valley?

Choose from 6 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.