Shenandoah Vacation Rentals from SAR 349: Search Short-Term Rentals

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Our top choices for Shenandoah vacation rentals

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

Hopewell Junction

Peter W.

SAR 1,015 total

includes taxes & fees

29 Sep - 30 Sep

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

Carmel Hamlet

Brian S.

SAR 1,119 total

includes taxes & fees

30 Sep - 1 Oct

3. Rustic Cabin in Fishkill!

Fishkill

Nadja E.

SAR 1,606 total

includes taxes & fees

29 Sep - 30 Sep

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

Carmel Hamlet

SAR 1,025 total

includes taxes & fees

29 Sep - 30 Sep

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

Fishkill

Roger S.

SAR 1,221 total

includes taxes & fees

30 Sep - 1 Oct

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

Fishkill

Anonymous traveler

SAR 349 total

includes taxes & fees

22 Oct - 23 Oct

7. Chestnut on Willow Lake

Fishkill

Doria W.

SAR 2,477 total

includes taxes & fees

29 Sep - 30 Sep

8. 1 King Bed | Non-Smoking, Kitchen, Shower

Fishkill

Anonymous traveler

SAR 307 total

includes taxes & fees

19 Oct - 20 Oct

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Top Shenandoah Hotel Reviews

Ramada by Wyndham Newburgh/West Point

10/10 Excellent

"Was a pleasant overnight stay"

Quality Inn Hyde Park Poughkeepsie North

8/10 Good

"First the good....the hotel was very clean. That is paramount to me, so I gave a very good rating due to that. There is no elevator so if you cannot do the stairs, you need to ask for a first-floor room. Even though we can easily do the stairs, taking up suitcases can be a challenge. Our room was pretty small, but it had all the amenities (TV, microwave, fridge). Breakfast was better than expected being the area was pretty small. No wheat bread - only white and plain bagels. Eggs and sausage were really good as was the waffle maker. All in all, although the beds were comfortable, I'm glad we were only there one night. Best for a brief layover......"

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good

"This is a cost-effective option for the region. The rooms are clean, but the motel has a run-down feel to it. When we arrived, the card-key generator wasn't working. Staff let us in to our room, and we got working keys the next morning, but I haven't run into that problem anywhere else. Likewise, the card-reader on a side entrance, which would have been very useful for accessing our room, was broken, necessitating a longer walk around to the front of the motel. In the shower, the plate behind the dial had come away from the wall. It didn't affect the quality of the shower (which was fine in terms of heat and pressure), but it's not a good look. Breakfast was good and plentiful (I had scrambled eggs and sausages, but there's also cereal, various breads, and a waffle-maker, with orange and apple juice). My wife and I would come back, and thus the "Good" overall rating."

Overlook Lodge at Bear Mountain

8/10 Good

"Beautiful and relaxing. Something I’d do different next time, I’d definitely stay at the Inn. As a solo female traveler, the Overlook was too secluded - it broke some of the solo traveling rules I’ve set for myself. Also, was a little bummed the next morning. Upon check in I was told about their Fall Foliage Buffet. I opted to do this instead of brunch the next day. Turns out that morning was a Princess Brunch, which canceled out the buffet and I had shown up after brunch hours. But the cafe was open and I was able to get a little something there."

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.

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

3. Rustic Cabin in Fishkill!

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

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

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

7. Chestnut on Willow Lake

8. 1 King Bed | Non-Smoking, Kitchen, Shower

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

10. Cabin in the heart of the Hudson Valley, Cabin 3

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

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

13. Welcome to Sweet Abby Rose!

14. Grant - A Tranquil One Bedroom Steps from River

15. Cozy country efficiency in the Hudson Valley

16. 2-bedroom apartment in excellent Newburgh with AC and charm

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

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

19. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

20. 2 Full Beds | Non-Smoking, Kitchen

Find vacation rentals that suit your style

Top Shenandoah Hotel Reviews

Ramada by Wyndham Newburgh/West Point

Hyatt Place Poughkeepsie / Hudson Valley

Hotel Zero Degrees Danbury

Quality Inn Hyde Park Poughkeepsie North

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Overlook Lodge at Bear Mountain

Inn on the Hudson

Courtyard by Marriott Poughkeepsie

Frequently asked questions

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