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Vacation Homes in Pleasant Valley

Campfire Cottage: Fireplace, fire pit & no chores!

10.0 out of 10, Exceptional, (28)
"Perfect cozy little spot for 2. Centrally located to explore surrounding areas"
The price is ¥10,470
¥35,676 total
includes taxes & fees
Oct 29 - Oct 30
Campfire Cottage: Fireplace, fire pit & no chores!

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

10.0 out of 10, Exceptional, (4)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
The price is ¥8,701
¥34,025 total
includes taxes & fees
Oct 21 - Oct 22
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

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

9.6 out of 10, Exceptional, (11)
"Very clean and nice inside. Host was very communicative. "
The price is ¥11,208
¥41,457 total
includes taxes & fees
Oct 21 - Oct 22
Retro Retreat: renovated 2BR, desk, no chore list!

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

9.6 out of 10, Exceptional, (8)
"It was a perfect quiet spot surrounded by trees in a beautiful, safe neighborhood. I loved how close it was to a bagel shop and some cool eateries just a few minutes downtown. The whole area is beautiful in general. "
The price is ¥21,383
¥35,868 total
includes taxes & fees
Oct 7 - Oct 8
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

The Studio at the Inn at High Falls

8.2 out of 10, Very Good, (30)
"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 ¥16,590
¥39,722 total
includes taxes & fees
Oct 7 - Oct 8
The Studio at the Inn at High Falls

Mid Century Modern Studio w/ Full Kitchen - Newly Built

9.6 out of 10, Exceptional, (5)
"Super cute, clean, and convenient for our quick trip to The Millbrook School."
The price is ¥33,181
¥42,435 total
includes taxes & fees
Oct 8 - Oct 9
Mid Century Modern Studio w/ Full Kitchen - Newly Built

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

The price is ¥29,995
¥95,038 total
includes taxes & fees
Oct 7 - Oct 8
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Cozy Escape -Strong Wi-Fi -Prime Location

7.4 out of 10, Good, (3)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
The price is ¥15,897
¥50,747 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Escape -Strong Wi-Fi -Prime Location

The Meyer: spacious family home with hot tub minutes to downtown New Paltz

10.0 out of 10, Exceptional, (9)
"Lovely, comfortable house. Everything on one level which was perfect for our group. Good location. Easy trip into town and to see the many historical sites in close proximity."
The price is ¥14,454
¥50,873 total
includes taxes & fees
Oct 7 - Oct 8
The Meyer: spacious family home with hot tub minutes to downtown New Paltz

Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat

10.0 out of 10, Exceptional, (4)
"Our stay was only a couple nights but it was what we expected. I would recommend this property. Had a great stay."
The price is ¥47,928
¥91,790 total
includes taxes & fees
Oct 12 - Oct 13
Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat

The Tavern

10.0 out of 10, Exceptional, (1)
"We had a great time staying here! The house is a gorgeous historic house with modern amenities. It was a short drive to Kingston which was super convenient. We loved that we could bring our dog with us as well. It is on a main road, but we didn't find that to be a disturbance at all. I would definitely come back here again!!"
The price is ¥23,772
¥71,341 total
includes taxes & fees
Oct 27 - Oct 28
The Tavern

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

9.0 out of 10, Wonderful, (10)
"We had a fantastic stay at The Chapel. It was just the fun, different kind of place we were looking for. Pat and Christine were great hosts. We really appreciated their suggestions of hikes and places to visit. We actually had our trip planned out before, but changed it due to their suggestions. We had NO regrets. The bed was super comfy and we loved the s'more makings. "
The price is ¥22,430
¥38,054 total
includes taxes & fees
Oct 7 - Oct 8
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Sunkissed Escape Bright Sunroom + Hammock Fun

2.0 star property
The price is ¥34,655
¥55,827 total
includes taxes & fees
Oct 7 - Oct 8
Sunkissed Escape Bright Sunroom + Hammock Fun

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

10.0 out of 10, Exceptional, (16)
"Immaculate house beautiful furnishings Very comfortable Everything you need for a relaxing stay Fully equipped"
The price is ¥26,412
¥61,787 total
includes taxes & fees
Oct 9 - Oct 10
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

Le Jardin

10.0 out of 10, Exceptional, (2)
"We had a terrific stay in the Kingston/Stone Ridge area over a long fall weekend. The house exceeded our expectations and we all appreciated the great house layout and outdoor spaces. The house had everything we needed for our family and dogs and was in a great location within quick drive to the many small towns, rail trails, dining and open space/hiking trails in the area. Already looking forward to our next stay."
The price is ¥33,434
¥97,816 total
includes taxes & fees
Oct 7 - Oct 8
Le Jardin

Modern Converted Barn with Hot Tub!

9.6 out of 10, Exceptional, (5)
"The house has a big open floor plan with extra large windows letting light and views in. The bedrooms are comfortable and the kitchen is well equipped. Big playroom was heaven for our toddler. Highly recommend.this property."
The price is ¥132,576
¥193,390 total
includes taxes & fees
Nov 2 - Nov 3
Modern Converted Barn with Hot Tub!

"Country outside the city " 3 bedrooms 2 full bathrooms

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
The price is ¥33,181
¥90,587 total
includes taxes & fees
Oct 30 - Oct 31
"Country outside the city " 3 bedrooms 2 full bathrooms

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. "
The price is ¥33,623
¥52,745 total
includes taxes & fees
Nov 1 - Nov 2
Rustic Cabin in Fishkill!

complete privacy vacation home [private pool]

9.8 out of 10, Exceptional, (8)
"Wonderful property! The pool was so fun!"
The price is ¥94,897
¥167,842 total
includes taxes & fees
Oct 7 - Oct 8
complete privacy vacation home [private pool]

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
The price is ¥33,181
¥62,968 total
includes taxes & fees
Oct 15 - Oct 16
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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

Find out more about Pleasant Valley

Find out more about Pleasant Valley

Pleasant Valley Vacation Homes information

Number of reviews
13,208
Accommodation
481 Vacation Homes
Lowest Price
¥12,638
Highest Price
¥31,030