Shenandoah Vacation Rentals from $86: Search Short-Term Rentals

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Our top choices for Shenandoah vacation rentals

A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

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

Hopewell Junction

Peter W.

$178 nightly

Aug 26 - Aug 27

Total with taxes and fees

A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

2. Chestnut on Willow Lake

Fishkill

Doria W.

$623 nightly

Aug 26 - Aug 27

Total with taxes and fees

An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

3. Rustic Cabin in Fishkill!

Fishkill

Nadja E.

$404 nightly

Aug 26 - Aug 27

Total with taxes and fees

4. 1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

Fishkill

Anonymous traveler

$82 nightly

Sep 13 - Sep 14

Total with taxes and fees

An outdoor patio area with a covered seating area, a pool, and potted plants.

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

Fishkill

Brian

$299 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

6. 2 Full Beds | Non-Smoking, Kitchen

Fishkill

Anonymous traveler

$82 nightly

Sep 8 - Sep 9

Total with taxes and fees

A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

7. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Carmel Hamlet

Robert T.

$415 nightly

Sep 8 - Sep 9

Total with taxes and fees

A lakeside seating area with Adirondack chairs arranged around a central fire pit.

8. Red Cottage - Lakeside Property!

Fishkill

9. Hickory on Willow Lake

Fishkill

Sheila B.

$680 nightly

Aug 26 - Aug 27

Total with taxes and fees

A modern kitchen with grey cabinets, stainless steel appliances, a granite countertop, and a wooden floor.

10. 2-bedroom apartment in excellent Newburgh with AC and charm

Newburgh

Nick L.

$216 nightly

Sep 1 - Sep 2

Total with taxes and fees

A small, two-story house with a red and gray exterior, a front porch with blue chairs, and a table.

11. Cabin in the heart of the Hudson Valley, Cabin 4

Newburgh

Brigitte

$193 nightly

Aug 26 - Aug 27

Total with taxes and fees

A living room with a fireplace, a painting, shelves with decorative items, and a television.

12. Grant - A Tranquil One Bedroom Steps from River

Newburgh

Abby W.

$257 nightly

Aug 31 - Sep 1

Total with taxes and fees

A room with a bed, a couch, a desk with a computer, and various wall decorations.

13. Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Carmel Hamlet

$179 nightly

Sep 14 - Sep 15

Total with taxes and fees

A compact living space with a kitchenette, a sofa, a bed, and a colorful rug.

14. Cabin in the Heart of the Hudson Valley, Cabin 1

Newburgh

Tim G.

$239 nightly

Aug 26 - Aug 27

Total with taxes and fees

15. Cozy 1-bedroom retreat minutes from West Point!

Highland Falls

Kevin

$165 nightly

Aug 26 - Aug 27

Total with taxes and fees

A kitchen with wooden cabinets, a black countertop, a sink, and a window with a view of trees.

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

Holmes

pamela w.

$520 nightly

Sep 8 - Sep 9

Total with taxes and fees

17. Charming Cabin in Fishkill!

Fishkill

Julia T.

$406 nightly

Sep 1 - Sep 2

Total with taxes and fees

A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

18. 1 King Bed | Non-Smoking, Kitchen, Shower

Fishkill

Anonymous traveler

$74 nightly

Sep 13 - Sep 14

Total with taxes and fees

A room with a large bay window, two green armchairs, a small round table, a white sofa, and a potted plant.

19. River Views & Hot Tub | Riverview on Washington

Newburgh

Rachel M.

20. 2 Queen Beds | Non-Smoking, Kitchen

Fishkill

Glenn

$82 nightly

Sep 13 - Sep 14

Total with taxes and fees

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Top Shenandoah Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Good breakfast. Good coffee. No carpet in rooms is a nice touch."

DoubleTree by Hilton Poughkeepsie Convention Center

8/10 Good

"First-class hotel, except for the breakfast. My spouse and child waited for 40 minutes to be fed until they gave up and left. They observed other patrons not getting any breakfast, either. Probably just as well, as the prices were outrageously high (even if the service had been even remotely competent). The drive-thru window at Dunkin' Donuts provided better service and at much more reasonable prices. I would stay at the Doubletree again, but I would plan to avoid their restaurant at all costs."

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent

"Everything was great...fun bar, very nice rooms with kitchen small living room area. But the reason we stayed was the Culinary Institute. The staff told us it was a 5 min walk, Please be advised it is not 5 min more like 10-15 min. The hill from the hotel is step and it's also steep to go up to the Culinary Institute. If your young its fine. But people who don't walk to well should expect to take and Uber maybe 7-10.00$ We took and Uber home because it was dark out after we had our dinner. You can pick up and Uber very easy by the students dorms."

Studio 6 Extended Stay Fishkill Route 9 NY

8/10 Good

"Not fancy, but very clean and it looks like it was updated recently. The location is good, as the many hotels in the area show. This is a budget friendly place, but nicer than most in that category. The staff was great, and Mike at the front desk was especially helpful. I wasn’t thrilled with the $10 fee for staying less than a week, and the $2 housekeeping fee is strange (especially since there wasn’t any during my four night stay… I didn’t need it or miss it but if you go out the way to charge for it… ). Anyway if you want a clean and safe budget stay, it’s a great option."

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 $86 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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: Visitors like this Shenandoah vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and an electric kettle, 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 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.

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Check prices for these dates

Our top choices for Shenandoah vacation rentals

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

2. Chestnut on Willow Lake

3. Rustic Cabin in Fishkill!

4. 1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

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

6. 2 Full Beds | Non-Smoking, Kitchen

7. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

8. Red Cottage - Lakeside Property!

9. Hickory on Willow Lake

10. 2-bedroom apartment in excellent Newburgh with AC and charm

11. Cabin in the heart of the Hudson Valley, Cabin 4

12. Grant - A Tranquil One Bedroom Steps from River

13. Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

14. Cabin in the Heart of the Hudson Valley, Cabin 1

15. Cozy 1-bedroom retreat minutes from West Point!

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

17. Charming Cabin in Fishkill!

18. 1 King Bed | Non-Smoking, Kitchen, Shower

19. River Views & Hot Tub | Riverview on Washington

20. 2 Queen Beds | Non-Smoking, Kitchen

Find vacation rentals that suit your style

Top Shenandoah Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

DoubleTree by Hilton Poughkeepsie Convention Center

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hampton Inn & Suites Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

Overlook Lodge at Bear Mountain

Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Westage Center NY

Find out more about Shenandoah

Frequently asked questions

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