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Shenandoah Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Shenandoah vacation rentals

Outdoor dining

Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
The price is ￥20,864
￥32,289 total
includes taxes & fees
Jul 2 - Jul 3
Cabin in the heart of the Hudson Valley, Cabin 4
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (139 reviews)
"The space was comfortable and clean with a great view of the Hudson River valley. Perfect for 2 people on a weekend getaway. "
United States
Meredith C.
The price is ￥32,025
￥53,496 total
includes taxes & fees
Jul 7 - Jul 8
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior detail

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is ￥42,322
￥98,588 total
includes taxes & fees
Jul 5 - Jul 6
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (46 reviews)
"Great lil tranquil home. Had all the things you'd need with some bonus touches and Stan was very quick and easy to communicate with. "
United States
Jen G.
The price is ￥21,861
￥47,812 total
includes taxes & fees
Jul 13 - Jul 14
Grant - A Tranquil One Bedroom Steps from River
Property grounds

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is ￥12,955
￥21,610 total
includes taxes & fees
Jul 8 - Jul 9
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Terrace/patio

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (9 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ￥20,241
￥62,979 total
includes taxes & fees
Jul 1 - Jul 2
House on the Babbling Brook- Quiet 2BR + King Bed!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (35 reviews)
"Cute, clean and perfect for our needs"
United States
Richard H.
The price is ￥27,334
￥45,281 total
includes taxes & fees
Jul 1 - Jul 2
Cabin in the Heart of the Hudson Valley, Cabin 1
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.
Carmel Hamlet
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is ￥40,078
￥72,743 total
includes taxes & fees
Jul 5 - Jul 6
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is ￥16,983
￥32,020 total
includes taxes & fees
Jul 15 - Jul 16
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (69 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is ￥26,687
￥50,629 total
includes taxes & fees
Jul 20 - Jul 21
Cozy country efficiency in the Hudson Valley
Property grounds

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Carmel Hamlet
10.0 out of 10, Exceptional, (3 reviews)
"Great place, responsive host. Would return!"
United States
Brian S.
The price is ￥44,479
￥75,198 total
includes taxes & fees
Jul 5 - Jul 6
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is ￥17,812
￥33,156 total
includes taxes & fees
Jul 8 - Jul 9
Hoppy Hill Farm 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
Fishkill
9.2 out of 10, Wonderful, (68 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is ￥40,031
￥52,271 total
includes taxes & fees
Jul 7 - Jul 8
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Exterior

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay,"
United States
Anonymous traveler
The price is ￥14,596
￥16,875 total
includes taxes & fees
Jul 24 - Jul 25
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (34 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is ￥36,392
￥68,447 total
includes taxes & fees
Jul 5 - Jul 6
Contemporary Cozy Cottage
Interior

The Tipsy Gypsy - Studio Apartment

The Tipsy Gypsy - Studio Apartment
Brewster
The price is ￥24,261
￥44,522 total
includes taxes & fees
Jul 8 - Jul 9
The Tipsy Gypsy - Studio Apartment
TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ￥25,164
￥42,793 total
includes taxes & fees
Jul 28 - Jul 29
Cozy 1-bedroom retreat minutes from West Point!
Interior

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is ￥39,303
￥52,761 total
includes taxes & fees
Jul 2 - Jul 3
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is ￥15,301
￥56,757 total
includes taxes & fees
Jul 22 - Jul 23
King Bed | Private Parking | Strong WiFi
Private kitchen

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is ￥21,835
￥44,522 total
includes taxes & fees
Jul 13 - Jul 14
Charming 1-bedroom apartment in Carmel with WiFi, AC
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 Shenandoah Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"decent hotel and lots of great Thai and Chinese food nearby"
David 1-night trip
Posted 11 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Shenandoah

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Frequently asked questions

Can I find a vacation rental in Shenandoah?

Yes, there are vacation rentals near well known local attractions in Shenandoah, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Shenandoah?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Shenandoah vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Shenandoah?

Explore the area and family-friendly sights such as SplashDown Beach, or get out into nature at a spot like Canopus Beach. Chuang Yen Monastery and Beekman Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Shenandoah?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Shenandoah. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips or small group gatherings.