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Shenandoah Holiday Rentals

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Our top choices for Shenandoah holiday rentals

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 traveller
The price is NZ$179
includes taxes & fees
4 Nov - 5 Nov
2 Full Beds | Non-Smoking, Kitchen

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 NZ$494
includes taxes & fees
15 Oct - 16 Oct
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

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 traveller
The price is NZ$159
includes taxes & fees
26 Oct - 27 Oct
1 King Bed | Non-Smoking, Kitchen, Shower

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)
"Great place to stay,"
United States
Anonymous traveller
The price is NZ$163
includes taxes & fees
4 Nov - 5 Nov
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

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
The price is NZ$684
includes taxes & fees
6 Nov - 7 Nov
Rustic Cabin in Fishkill!

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
The price is NZ$175
includes taxes & fees
26 Oct - 27 Oct
2 Queen Beds | Non-Smoking, Kitchen

7. 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 NZ$163
includes taxes & fees
4 Nov - 5 Nov
1 Queen Bed | Non-Smoking, Kitchen

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 traveller
The price is NZ$175
includes taxes & fees
26 Oct - 27 Oct
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

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.
The price is NZ$1,028
includes taxes & fees
21 Oct - 22 Oct
"Country outside the city " 3 bedrooms 2 full bathrooms

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.
The price is NZ$524
includes taxes & fees
19 Oct - 20 Oct
Grant - A Tranquil One Bedroom Steps from River

11. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is NZ$754
includes taxes & fees
11 Nov - 12 Nov
Red Cottage - Lakeside Property!

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.
The price is NZ$666
includes taxes & fees
3 Nov - 4 Nov
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

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.
The price is NZ$974
includes taxes & fees
11 Nov - 12 Nov
Chestnut on Willow Lake

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.
The price is NZ$360
includes taxes & fees
21 Oct - 22 Oct
Cabin in the heart of the Hudson Valley, Cabin 2

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.
The price is NZ$425
includes taxes & fees
18 Oct - 19 Oct
Cabin in the Heart of the Hudson Valley, Cabin 1

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 traveller
The price is NZ$191
includes taxes & fees
1 Nov - 2 Nov
2 Full Beds | Non-Smoking, Micfridge

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 traveller
The price is NZ$191
includes taxes & fees
1 Nov - 2 Nov
2 Queen Beds | Smoking, Micfridge

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.
The price is NZ$626
includes taxes & fees
28 Oct - 29 Oct
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

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.
The price is NZ$542
includes taxes & fees
18 Oct - 19 Oct
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

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.
The price is NZ$632
includes taxes & fees
21 Oct - 22 Oct
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

Find out more about Shenandoah

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Shenandoah holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Shenandoah. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Shenandoah. Seeing all the best attractions is bound to make you fall in love with Shenandoah. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Shenandoah short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Shenandoah?

Yes, there are holiday rentals close to the most popular sights in Shenandoah, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Shenandoah has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Shenandoah offers a fireplace, a patio and a BBQ 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 that 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 wider area.

What are holiday rentals like in Shenandoah?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shenandoah. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for families.