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Shenandoah Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Shenandoah vacation rentals

A two-story house with a balcony, surrounded by lush greenery.

1. Quiet Solitude with Firepit, Electric Stove & Private Deck

Quiet Solitude with Firepit, Electric Stove & Private Deck
Hopewell Junction
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at Sara's place. Unfortunately due to all the rain we couldn't enjoy the outside facilities. The bedroom loft is charming and everything you need is there. Thanks for a great stay!"
United States
stephanie a.
Quiet Solitude with Firepit, Electric Stove & Private Deck
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.
The price is CA $236
CA $376 total
includes taxes & fees
Nov 10 - Nov 11
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

3. 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
The price is CA $350
CA $520 total
includes taxes & fees
Nov 6 - Nov 7
Rustic Cabin in Fishkill!
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

4. Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is CA $538
CA $754 total
includes taxes & fees
Nov 10 - Nov 11
Hickory on Willow Lake
A brick building with a sign reading 'Lobby' in front.

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

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.0 out of 10, Wonderful, (21 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is CA $111
CA $128 total
includes taxes & fees
Nov 24 - Nov 25
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

6. 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 traveller
The price is CA $100
CA $113 total
includes taxes & fees
Dec 3 - Dec 4
1 King Bed | Non-Smoking, Kitchen, Shower
An outdoor patio area with a covered seating area, a pool, and potted plants.

7. 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, (81 reviews)
"The property was as advertised and met our needs for our trip."
United States
Sara
The price is CA $383
CA $482 total
includes taxes & fees
Nov 11 - Nov 12
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A lakeside seating area with Adirondack chairs arranged around a central fire pit.

8. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is CA $384
CA $536 total
includes taxes & fees
Nov 15 - Nov 16
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.

9. 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.
The price is CA $235
CA $474 total
includes taxes & fees
Nov 10 - Nov 11
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A kitchen with wooden cabinets, a black countertop, a sink, and a window with a view of trees.

10. "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.
The price is CA $277
CA $733 total
includes taxes & fees
Nov 12 - Nov 13
"Country outside the city " 3 bedrooms 2 full bathrooms
A living room with a fireplace, a painting, shelves with decorative items, and a television.

11. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (53 reviews)
"Beautiful little apartment, walking to shops and easy parking"
United States
Martha Z.
The price is CA $277
CA $503 total
includes taxes & fees
Nov 10 - Nov 11
Grant - A Tranquil One Bedroom Steps from River
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

12. 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.
The price is CA $538
CA $754 total
includes taxes & fees
Nov 13 - Nov 14
Chestnut on Willow Lake
A brick building with a sign reading 'Lobby' in front.

13. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.0 out of 10, Wonderful, (22 reviews)
"great place tostay"
United States
Anonymous traveller
The price is CA $122
CA $141 total
includes taxes & fees
Nov 28 - Nov 29
2 Full Beds | Non-Smoking, Kitchen
A small, two-story house with a red and gray exterior, a front porch with blue chairs, and a table.

14. 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, (31 reviews)
"Everything was just as it was in our past stays. The place was clean, neat and organized very well. Communication with the host was very easy and almost immediate reply."
United States
Albert
The price is CA $208
CA $310 total
includes taxes & fees
Nov 8 - Nov 9
Cabin in the heart of the Hudson Valley, Cabin 4
A cozy living room with a sofa, a dining table, and a bed.

15. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (75 reviews)
"Lovely cottage in a beautiful setting with everything you need to rest, relax, and enjoy this lovely part of New York state. Highly recommend!"
United States
Frances N.
The price is CA $259
CA $475 total
includes taxes & fees
Dec 3 - Dec 4
Cozy country efficiency in the Hudson Valley
Step up to a warm welcome - our charming entryway, complete with a hanging birdhouse, sets the tone for a peaceful stay.

16. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (25 reviews)
"Absolute comfortable stay. Everything you need and fantastic host!! Will be back."
United States
Lisa
The price is CA $400
CA $864 total
includes taxes & fees
Nov 21 - Nov 22
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A hotel room with a sofa, armchairs, a coffee table, a chandelier, framed pictures on the wall, and a large window with blinds.

17. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
7.8 out of 10, Good, (26 reviews)
"The property was clean and pet friendly. However, the small extended stay room with a kitchen had no glasses or bowls or flat ware. You can't expect any additional accomodations beyond the room."
United States
Ray
The price is CA $111
CA $128 total
includes taxes & fees
Nov 24 - Nov 25
1 Queen Bed | Non-Smoking, Kitchen
A compact living space with a kitchenette, a sofa, a bed, and a colorful rug.

18. 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.
The price is CA $236
CA $386 total
includes taxes & fees
Nov 11 - Nov 12
Cabin in the Heart of the Hudson Valley, Cabin 1
Bedroom

19. 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 traveller
The price is CA $111
CA $125 total
includes taxes & fees
Dec 3 - Dec 4
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
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
"My sister and I only stayed for one night, but we truly enjoyed it! The front staff made us feel welcome and safe. One of the front desk staff members, Mike, was super accommodating and made sure we got our dinner (and plenty of it), even though it was close to closing time. Breakfast was good and actually pretty filling. Absolutely loved the comfy beds, the shower/water pressure, and the heating/cooling system. The suite had just enough room for us. I'd say the only negative is that there are no microwaves in the room and we had to go to the common area in the lobby to use it. (What about food allergies?...but I digress.) The hotel in general was clean and very close to shopping centers and restaurants. Thanks for everything, and we will definitely visit again for a longer stay to explore more amenities!"
Denise 1-night trip
Posted 10 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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shenandoah vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shenandoah vacation rentals we have selected for you start as low as CA $113 per night. Entering your travel dates in the search wizard 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.