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Search Vacation Homes in Pleasant Valley

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Jan 2 - Jan 4
In two months
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In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Pleasant Valley vacation homes

3 bedrooms, iron/ironing board, travel crib, WiFi
"Country outside the city " 3 bedrooms 2 full bathrooms

"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)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
$479 nightly
The price is $541
Dec 22 - Dec 23
Total with taxes and fees
"Country outside the city " 3 bedrooms 2 full bathrooms
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (29)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
$229 nightly
The price is $256
Jan 5 - Jan 6, 2026
Total with taxes and fees
Campfire Cottage: Fireplace, fire pit & no chores!
Fridge, microwave, oven, stovetop
Retro Retreat: renovated 2BR, desk, no chore list!

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

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
$263 nightly
The price is $295
Jan 5 - Jan 6, 2026
Total with taxes and fees
Retro Retreat: renovated 2BR, desk, no chore list!
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!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
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!"
United States
Brendan B.
$211 nightly
The price is $236
Jan 5 - Jan 6, 2026
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Exterior
The Studio at the Inn at High Falls

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, (33)
"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "
United States
William K.
$240 nightly
The price is $268
Dec 21 - Dec 22
Total with taxes and fees
The Studio at the Inn at High Falls
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.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
$328 nightly
The price is $355
Dec 21 - Dec 22
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Fridge, microwave, oven, stovetop
The Meyer: spacious family home with hot tub minutes to downtown New Paltz

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

The Meyer: spacious family home with hot tub minutes to downtown New Paltz
New Paltz
10.0 out of 10, Exceptional, (12)
"Clean environment, quiet, family friendly and was well equipped. Our family enjoyed staying and the host was available for any questions. "
United States
Awa Malicka B.
$308 nightly
The price is $345
Jan 8 - Jan 9, 2026
Total with taxes and fees
The Meyer: spacious family home with hot tub minutes to downtown New Paltz
Fridge, microwave, oven, stovetop
Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit
Kingston
10.0 out of 10, Exceptional, (4)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
United States
Kelly B.
$474 nightly
The price is $531
Jan 5 - Jan 6, 2026
Total with taxes and fees
Double the Fun: Two Houses, Shared Yard & Fire Pit
Outdoor dining
Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (63)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
United States
Rebecca
$232 nightly
The price is $260
Dec 21 - Dec 22
Total with taxes and fees
Esopus Creek modern Tiny house Retreat!
Private kitchen
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

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

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
9.4 out of 10, Exceptional, (6)
"5 stars!!! 100% recommended and I will be coming back! Host is prompt, attentive, and is great with communication!! No complaints at all!!! "
United States
Fantasia
$634 nightly
The price is $710
Dec 21 - Dec 22
Total with taxes and fees
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Dining
Kin Cottage Accord

Kin Cottage Accord

Kin Cottage Accord
Accord
10.0 out of 10, Exceptional, (2)
"Needed a relaxing quick getaway weekend and Kin cottage is the way to go !!! The house had everything we needed ! Toys for the kids toys for the fur babies ,and books to read for the adults. We enjoyed our time in the hot tub and then made s’mores that the house provided. All the restaurants were close by and very good we did indoor roller skating and mini golf did some hiking at stony falls what a beautiful water fall there. Totally recommend kin cottage and can’t wait to go back !!!!!"
United States
Anonymous traveler
$391 nightly
The price is $402
Dec 21 - Dec 22
Total with taxes and fees
Kin Cottage Accord
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
$228 nightly
The price is $258
Dec 21 - Dec 22
Total with taxes and fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Dining
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

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

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Lake Katrine
10.0 out of 10, Exceptional, (16)
"Perfect getaway!"
United States
Lynn A.
$374 nightly
The price is $419
Dec 21 - Dec 22
Total with taxes and fees
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Exterior detail
Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.
New Paltz
10.0 out of 10, Exceptional, (7)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
$229 nightly
The price is $256
Dec 21 - Dec 22
Total with taxes and fees
Cozy private suite in the heart of beautiful Gardiner.
Fridge, microwave, oven, stovetop
Cozy Escape -Strong Wi-Fi -Prime Location

Cozy Escape -Strong Wi-Fi -Prime Location

Cozy Escape -Strong Wi-Fi -Prime Location
Poughkeepsie
6.8 out of 10, (5)
"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."
United States
Andrea C.
$255 nightly
The price is $299
Dec 21 - Dec 22
Total with taxes and fees
Cozy Escape -Strong Wi-Fi -Prime Location
Interior
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
10.0 out of 10, Exceptional, (2)
"Great host"
United States
Lindsey F.
$550 nightly
The price is $644
Jan 5 - Jan 6, 2026
Total with taxes and fees
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
4 bedrooms, desk, travel crib, WiFi
Stone Ridge Modern Mountain House

Stone Ridge Modern Mountain House

Stone Ridge Modern Mountain House
Stone Ridge
10.0 out of 10, Exceptional, (2)
"We enjoyed our one night stay. House was very clean and well appointed. Host was responsive. "
United States
Margaret and Greg S.
$528 nightly
The price is $552
Jan 12 - Jan 13, 2026
Total with taxes and fees
Stone Ridge Modern Mountain House
Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.6 out of 10, Exceptional, (50)
"Inside was very nice, outside could use some curb appeal. Enjoyed our stay "
United States
Karen K.
$280 nightly
The price is $316
Dec 21 - Dec 22
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Terrace/patio
Retreat with Sauna in Historic Stone Ridge

Retreat with Sauna in Historic Stone Ridge

Retreat with Sauna in Historic Stone Ridge
Stone Ridge
$242 nightly
The price is $245
Jan 4 - Jan 5, 2026
Total with taxes and fees
Retreat with Sauna in Historic Stone Ridge
Fridge, microwave, oven, stovetop
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

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

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
2.0 star property
New Paltz
9.4 out of 10, Exceptional, (24)
"Beautiful comfortable, clean "
United States
Michal G.
$319 nightly
The price is $323
Dec 22 - Dec 23
Total with taxes and fees
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
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

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Very clean. Friendly staff. Breakfast was excellent. Room was great. What a surprise that Santa was there for breakfast. Would definitely go back."
Christine 1-night trip
Posted 4 days ago
Hampton Inn & Suites Poughkeepsie

Find out more about Pleasant Valley

Pleasant Valley Vacation Homes information

Number of reviews
282
Accommodation
414 Vacation Homes
Lowest Price
$236
Highest Price
$710

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