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Shenandoah Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Shenandoah vacation rentals

A brick building with a sign reading 'Lobby' in front.

1. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.2 out of 10, Wonderful, (21 reviews)
"great place tostay"
United States
Anonymous traveler
$87 nightly
The price is $100
Nov 4 - Nov 5
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

2. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
$249 nightly
The price is $282
Oct 15 - Oct 16
Total with taxes and fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

3. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (19 reviews)
"Great rooms and service,"
United States
Anonymous traveler
$79 nightly
The price is $89
Oct 26 - Oct 27
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen, Shower
A brick building with a sign reading 'Lobby' in front.

4. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (20 reviews)
$79 nightly
The price is $91
Nov 4 - Nov 5
Total with taxes and fees
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

5. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean rooms, Diner down the block, family friendly, communication was prompt and clear"
United States
Joseph
$343 nightly
The price is $390
Nov 6 - Nov 7
Total with taxes and fees
Rustic Cabin in Fishkill!
Bedroom

6. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
8.4 out of 10, Very good, (25 reviews)
"Arrived with paid reservation -no rooms available......not a legit business. The sister hotel in the area had same issue earlier this year. I will not return."
United States
Cheryl
$87 nightly
The price is $98
Oct 26 - Oct 27
Total with taxes and fees
2 Queen Beds | Non-Smoking, Kitchen
A brick building with a sign reading 'Lobby' in front.

7. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
7.8 out of 10, Good, (26 reviews)
$79 nightly
The price is $91
Nov 4 - Nov 5
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
Floor plan

8. 1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Fishkill
9.0 out of 10, Wonderful, (18 reviews)
"Good so far"
United States
Anonymous traveler
$87 nightly
The price is $98
Oct 26 - Oct 27
Total with taxes and fees
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
A kitchen with wooden cabinets, a black countertop, a sink, and a window with a view of trees.

9. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
$508 nightly
The price is $574
Oct 21 - Oct 22
Total with taxes and fees
"Country outside the city " 3 bedrooms 2 full bathrooms
A living room with a fireplace, a painting, shelves with decorative items, and a television.

10. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
$262 nightly
The price is $296
Oct 19 - Oct 20
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
A lakeside seating area with Adirondack chairs arranged around a central fire pit.

11. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
$360 nightly
The price is $410
Nov 11 - Nov 12
Total with taxes and fees
Red Cottage - Lakeside Property!
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

12. 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
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
$344 nightly
The price is $373
Nov 3 - Nov 4
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

13. Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Our family enjoyed a relaxing weekend before R-day at West Point and it was perfect! A beautiful property and we hope to be back another time!"
United States
Quintina R.
$493 nightly
The price is $563
Nov 11 - Nov 12
Total with taxes and fees
Chestnut on Willow Lake
A small blue house with two blue Adirondack chairs, a small table, and a potted plant.

14. Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2
Newburgh
9.6 out of 10, Exceptional, (41 reviews)
"This was a great place to stay with our cats for a night on our way to Vermont."
United States
George J.
$198 nightly
The price is $234
Oct 18 - Oct 19
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
A compact living space with a kitchenette, a sofa, a bed, and a colorful rug.

15. 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, (36 reviews)
"Great place! Nicely decorated with attention to detail. My wife and I would stay again if we are back in the area."
United States
Tim G.
$243 nightly
The price is $287
Oct 18 - Oct 19
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
A compact kitchenette with a microwave, stove, sink, and a small dining area with a chair and a TV.

16. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Fishkill
10.0 out of 10, Exceptional, (2 reviews)
"Checked out local spots nearby, easy parking available."
United States
Anonymous traveler
$95 nightly
The price is $107
Nov 1 - Nov 2
Total with taxes and fees
2 Full Beds | Non-Smoking, Micfridge
Kitchen

17. 2 Queen Beds | Smoking, Micfridge

2 Queen Beds | Smoking, Micfridge
Fishkill
10.0 out of 10, Exceptional, (2 reviews)
"Kitchenette makes this motel stand out at this price range if you want simple self-catering options along with decent comfort."
United States
Anonymous traveler
$95 nightly
The price is $107
Nov 1 - Nov 2
Total with taxes and fees
2 Queen Beds | Smoking, Micfridge
An outdoor patio area with a covered seating area, a pool, and potted plants.

18. 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, (80 reviews)
"It’s was nice, clean and the outdoor out area was really nice."
United States
Roger S.
$313 nightly
The price is $362
Oct 28 - Oct 29
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

19. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
$302 nightly
The price is $311
Oct 18 - Oct 19
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A cozy living room with a sofa, a dining table, and a bed.

20. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (75 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
$299 nightly
The price is $353
Oct 18 - Oct 19
Total with taxes and fees
Cozy country efficiency in the Hudson Valley
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
"Quiet clean and nice. We enjoyed our 3 night stay"
Allan 1-night trip
Posted 4 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Shenandoah

Everything you need to know about Shenandoah vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shenandoah vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shenandoah vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shenandoah vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shenandoah. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shenandoah in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $89 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shenandoah rentals

At Expedia, we put the best Shenandoah vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shenandoah rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shenandoah vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shenandoah. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 Whaley Lake. Chuang Yen Monastery and Stormville Airport Antique Show & Flea Market 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.