Photo by Eric Forbes

Vacation Rentals in Town of Shawangunk

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Top Vacation Rentals in Town of Shawangunk

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (122)
"It has an incredible mountain and water view. "
The price is ￥28,540
￥46,025 total
includes taxes & fees
Oct 22 - Oct 23
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

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

9.6 out of 10, Exceptional, (39)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
The price is ￥39,319
￥50,489 total
includes taxes & fees
Nov 2 - Nov 3
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Tiny Cat Tiny House
Property grounds

Tiny Cat Tiny House

10.0 out of 10, Exceptional, (4)
"An ideal place to forget about the city, perfect for a long weekend"
The price is ￥19,735
￥39,063 total
includes taxes & fees
Oct 13 - Oct 14
Tiny Cat Tiny House
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Fridge, microwave, oven, stovetop

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

2.0 star property
9.4 out of 10, Exceptional, (19)
"The property was perfectly secluded while being close to town. We observed lots of wildlife including deer, a woodchuck family, and a turtle laying eggs! The house was roomy and comfortable with just enough upscale elegance that made us feel pampered."
The price is ￥69,681
￥102,770 total
includes taxes & fees
Oct 14 - Oct 15
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Chestnut on Willow Lake
Exterior

Chestnut on Willow Lake

9.4 out of 10, Exceptional, (3)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
The price is ￥60,724
￥88,317 total
includes taxes & fees
Oct 13 - Oct 14
Chestnut on Willow Lake
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Interior

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

9.6 out of 10, Exceptional, (47)
"House had everything you could ever need. Such a great location "
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (80)
"This was the perfect option for us for a nearby wedding. We ate twice at the River & Post (excellent) and went into Rhinebeck for the Sunday market. The property itself was very accommodating and had everything we needed. The kitchen was well equipped, beds comfortable, and plenty of seating options in the main room. The outside area was also a perfect place for coffee in the morning and we loved the chickens running around. Glenn could not have been nicer. Highly recommend!"
The Farm at Hyde Park
Rustic Cabin in Fishkill!
Exterior

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 ￥34,613
￥54,298 total
includes taxes & fees
Nov 1 - Nov 2
Rustic Cabin in Fishkill!
Trails Head Cabin
Exterior

Trails Head Cabin

9.8 out of 10, Exceptional, (91)
"Great location that's super close to the trailhead, very convenient for those that want to hike in the area! Very easy check-in and reasonably priced. My partner and I had a wonderful time staying here."
The price is ￥17,762
￥31,927 total
includes taxes & fees
Oct 13 - Oct 14
Trails Head Cabin
Trails Head Tiny House
Exterior

Trails Head Tiny House

9.0 out of 10, Wonderful, (19)
"Host was very friendly and helpful. "
The price is ￥11,993
￥20,262 total
includes taxes & fees
Nov 2 - Nov 3
Trails Head Tiny House
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Outdoor dining

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

10.0 out of 10, Exceptional, (308)
"We had the most relaxing 3 night stay at Don's vacation home. It is spacious and comfortable. Orange Lake right out the back door was a beautiful backdrop all throughout the day. Don gave us great recommendations for local restaurants too.It was the perfect weekend."
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Interior

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

The price is ￥47,972
￥118,243 total
includes taxes & fees
Oct 13 - Oct 14
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
1 bedroom, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (94)
"We loved this stay! The yurt was absolutely charming! Such an amazing location within easy distance of hiking and the Empire State Trail bicycle path, plus great dining in New Paltz and Kingston."
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland
Fridge, microwave, oven, stovetop

Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland

2.0 star property
8.0 out of 10, Very Good, (4)
"We had the BEST time staying here with our sorority sisters! The property is absolutely perfect for groups — so many private bedrooms that gave everyone their own space, plus the cutest houses and cabins that made it feel like a little village just for us. The dining hall was super chill and such a great hangout spot for meals and late-night laughs.We loved how close it was to everything — food, fun activities, and plenty of outdoor space to enjoy the yard. It made planning so easy since...
Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland
Large,Cozy,Bright Apartment, Business Themed.
Interior

Large,Cozy,Bright Apartment, Business Themed.

9.0 out of 10, Wonderful, (14)
"Very cozy stay with responsive host"
The price is ￥61,483
￥103,471 total
includes taxes & fees
Oct 13 - Oct 14
Large,Cozy,Bright Apartment, Business Themed.
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Terrace/patio

Our home is perfect for relaxing and having lots of fun, with near by activity’s

9.8 out of 10, Exceptional, (6)
"My family and I had a great time at this property. Located on a beautiful property. Very relaxing and coordinating with the property owner was very easy. "
Our home is perfect for relaxing and having lots of fun, with near by activity’s
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
Apartment, 1 Bedroom, Balcony, Garden View | Living area

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

2.0 star property
9.0 out of 10, Wonderful, (8)
"Gary is a great host and provides a wonderful experience. He is the best and it was a very nice stay. Best host I have had before."
The price is ￥26,445
￥30,973 total
includes taxes & fees
Oct 13 - Oct 14
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
Outdoor pool

NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

10.0 out of 10, Exceptional, (131)
"Stunning views, lovely house and pool, large kitchen, well equipped. Very responsive owner. Strongly recommend for family. "
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
The Perfect Essential Getaway!
Interior

The Perfect Essential Getaway!

9.6 out of 10, Exceptional, (5)
"Owner was very responsive and accommodating on the app when I had questions. Place was great."
The price is ￥140,424
￥196,122 total
includes taxes & fees
Oct 12 - Oct 13
The Perfect Essential Getaway!
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Terrace/patio

Cozy Loft Cabin high above Bashakill Wildlife Refuge

9.4 out of 10, Exceptional, (25)
"A fantastic little getaway after a wonderful day of hiking the Catskills! Vinny & Josh were perfect hosts and the property is fantastic! Will definitely be back! "
The price is ￥16,395
￥26,952 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Loft Cabin high above Bashakill Wildlife Refuge
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Town of Shawangunk Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Everything was great"
Joshua 1-night trip
Posted 1 day ago
Holiday Inn Express Poughkeepsie by IHG

Find out more about Town of Shawangunk

Find out more about Town of Shawangunk

Vacation Apartments in Town of Shawangunk

Search for Vacation rentals in Town of Shawangunk on Expedia! You can easily find your home rentals, villas, Vacation apartments in Town of Shawangunk using one of the methods below:

  • View our selection of featured Vacation rentals in Town of Shawangunk
  • Use the map to find apartments and other Vacation homes in the Town of Shawangunk neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Town of Shawangunk while they last

Look no further and take a look at our great range of rental properties in Town of Shawangunk!