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Pleasant Valley Holiday Rentals

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Holiday Rentals in Pleasant Valley

The Farm at Hyde Park

9.8 out of 10, Exceptional, (73)
"We were visiting the Culinary Institute highly recommend it."
The Farm at Hyde Park

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (300)
"The lake views at this house are absolutely worth the trip and the money. It's a beautiful spot. And the host, Don, is super responsive, thoughtful and accommodating. Highly recommend!"
The price is HK$3,172
HK$4,257 total
includes taxes & fees
10 Aug - 11 Aug
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

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

9.8 out of 10, Exceptional, (26)
"Perfect for small family stay over for a wedding ! "
The price is HK$2,033
HK$2,611 total
includes taxes & fees
31 Aug - 1 Sept
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (85)
"We loved our stay. It was great for a family Thanksgiving"
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (44)
"We loved this charming tiny house. Beautiful, peaceful location in the woods. It had everything we needed and we were very comfortable."
The price is HK$1,166
HK$1,851 total
includes taxes & fees
17 Aug - 18 Aug
Esopus Creek modern Tiny house Retreat!

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

9.0 out of 10, Wonderful, (17)
"We really enjoyed our stay. The house is walking distance from the lake and a good break for anyone trying to escape the bustle of NYC. The house was very clean and we felt safe and comfortable here’s the outdoor fire pit was a very nice touch."
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

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

2.0 star property
9.8 out of 10, Exceptional, (11)
"My husband and I had an amazing time. Absolutely beautiful home, great location, and overall amazing experience. "
The price is HK$3,140
HK$4,645 total
includes taxes & fees
6 Aug - 7 Aug
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (26)
"I had a great stay here, it’s just as listed; simple but has everything that I needed, check in was easy, communication was good, and bed was comfortable!"
The price is HK$883
HK$2,114 total
includes taxes & fees
4 Aug - 5 Aug
The Studio at the Inn at High Falls

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

9.6 out of 10, Exceptional, (8)
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

The Chicken Coop

9.0 out of 10, Wonderful, (6)
"Smelled like furnace oil. So we had to find a new place to stay. Don’t reserve the chicken coop. Also, no wifi on the property. "
The Chicken Coop

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

9.2 out of 10, Wonderful, (35)
"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

Magnificent Lake View

2.0 star property
The price is HK$3,061
HK$4,955 total
includes taxes & fees
9 Aug - 10 Aug
Magnificent Lake View

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (24)
"Beautiful home and great location . "
Hamptons on the Hudson in South Saugerties

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

10.0 out of 10, Exceptional, (7)
"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! "
The price is HK$4,514
HK$8,290 total
includes taxes & fees
25 Aug - 26 Aug
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

‘A Quiet Place’ 3-bedrm house. Mid-Hudson Valley.

10.0 out of 10, Exceptional, (14)
"Our stay was great."
‘A Quiet Place’ 3-bedrm house. Mid-Hudson Valley.

Cabin in the heart of the Hudson Valley, Cabin 4

9.0 out of 10, Wonderful, (24)
"Julie was great. The “mini” house was clean and efficient. "
The price is HK$856
HK$1,382 total
includes taxes & fees
4 Aug - 5 Aug
Cabin in the heart of the Hudson Valley, Cabin 4

Charming cottage with lake access, wood burning fire place, and WiFi

2.0 star property
9.0 out of 10, Wonderful, (7)
"Oriana was awesome and I look forward to staying there again."
Charming cottage with lake access, wood burning fire place, and WiFi

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

The price is HK$1,766
HK$4,167 total
includes taxes & fees
17 Aug - 18 Aug
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Sexiest Lil Cabin in Saugerties, NY

8.4 out of 10, Very good, (8)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
Sexiest Lil Cabin in Saugerties, NY

Studio with private pool, firepit, cabana, grill, & washer/dryer-Dogs ok

10.0 out of 10, Exceptional, (5)
"Great place to stay and beautiful grounds. "
Studio with private pool, firepit, cabana, grill, & washer/dryer-Dogs ok
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

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?

The Farm at Hyde Park: This holiday home rental outside of Pleasant Valley is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 8 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.