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Shady Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Shady vacation rentals

Property grounds

1. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (295 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveler
The price is AED 526
AED 1,132 total
includes taxes & fees
7 Sep - 8 Sep
Streamside Cottage Half Mile to Town of Woodstock
Terrace/patio

2. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
8.8 out of 10, Excellent, (48 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is AED 661
AED 1,152 total
includes taxes & fees
7 Sep - 8 Sep
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Coffee/tea maker, fridge, microwave, oven

3. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is AED 253
AED 913 total
includes taxes & fees
31 Aug - 1 Sep
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Interior

4. Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
10.0 out of 10, Exceptional, (12 reviews)
"We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!"
United States
Strati P.
The price is AED 2,237
AED 3,801 total
includes taxes & fees
8 Sep - 9 Sep
Woodstock Historic Artist Estate - The Museum House
Premium House, Kitchen, Mountain View | Private kitchen | Coffee/tea maker, full-size fridge, microwave

5. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (311 reviews)
"nice room, nice kitchen, nice renovated rest room, plus picnic tables and grounds"
United States
Sarah
The price is AED 459
AED 514 total
includes taxes & fees
31 Aug - 1 Sep
Starlite Motel
Outdoor dining

6. Cozy Mid-Century Retreat with Spa Hot Tub

Cozy Mid-Century Retreat with Spa Hot Tub
Woodstock
10.0 out of 10, Exceptional, (13 reviews)
"We loved the place - beautiful house and setting."
United States
Michele P.
The price is AED 1,616
AED 3,242 total
includes taxes & fees
3 Sep - 4 Sep
Cozy Mid-Century Retreat with Spa Hot Tub
Terrace/patio

7. Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!

Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!
Hurley
9.4 out of 10, Exceptional, (29 reviews)
"Very family friendly, lots of activities"
United States
Janice B.
Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!
Dining

8. Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (18 reviews)
"This was a beautiful little spot and had everything! We loved our 3 night stay."
United States
Holly
The price is AED 643
AED 1,781 total
includes taxes & fees
30 Aug - 31 Aug
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Interior

9. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (99 reviews)
"Convenient and comfortable stay"
United States
Cathy G.
The price is AED 628
AED 991 total
includes taxes & fees
31 Aug - 1 Sep
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Exterior

10. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (288 reviews)
"Loved my stay at the little cabin, will definitely be returning."
United States
Rosemary
The price is AED 621
AED 829 total
includes taxes & fees
7 Sep - 8 Sep
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

11. 'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.2 out of 10, Very Good, (49 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is AED 413
AED 545 total
includes taxes & fees
30 Aug - 31 Aug
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Private kitchen

12. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.4 out of 10, Exceptional, (9 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
The price is AED 419
AED 749 total
includes taxes & fees
30 Aug - 31 Aug
Woods Cabin-Kingston/Woodstock, NY.
Terrace/patio

13. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (29 reviews)
"I enjoyed my stay at this lovely, clean, cozy home."
United States
Taela
The price is AED 463
AED 736 total
includes taxes & fees
30 Aug - 31 Aug
West Wing - a unique private space w/patio
Terrace/patio

14. Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
8.6 out of 10, Excellent, (18 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is AED 298
AED 583 total
includes taxes & fees
31 Aug - 1 Sep
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Classic Tent, Garden View | Outdoor dining

15. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is AED 782
AED 958 total
includes taxes & fees
2 Sep - 3 Sep
Gatherwild Ranch
Smart TV, fireplace

16. Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Boiceville
9.8 out of 10, Exceptional, (11 reviews)
"Great place and very clean. Beds are very comfortable. Would definitely stay here again."
United States
Charles S.
The price is AED 1,028
AED 2,234 total
includes taxes & fees
22 Sep - 23 Sep
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Property grounds

17. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (33 reviews)
"Excellent stay"
United States
Laura S.
The price is AED 744
AED 1,371 total
includes taxes & fees
30 Aug - 31 Aug
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Smart TV, fireplace

18. LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED

LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED
Hunter Highlands
10.0 out of 10, Exceptional, (17 reviews)
"Really nice and spacious property in a great location."
United States
Rohan T.
The price is AED 2,567
AED 4,296 total
includes taxes & fees
31 Aug - 1 Sep
LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED
Exterior

19. Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is AED 312
AED 536 total
includes taxes & fees
8 Sep - 9 Sep
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Interior

20. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is AED 316
AED 991 total
includes taxes & fees
23 Sep - 24 Sep
Campfire Cottage: Fireplace, fire pit & no chores!
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 Shady Hotel Reviews

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"good facility"
Andrea 1-night trip
Posted 1 day ago
Howard Johnson by Wyndham Saugerties

Frequently asked questions

Can I find a vacation rental in Shady?

Yes, we give you a choice of vacation rentals near well known local attractions in Shady, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals that Shady has to offer?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: Visitors like this Shady vacation home rental. It is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Shady?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Shady stay.

What can I see and do in Shady?

Explore the area and family-friendly sights such as Hudson River Maritime Museum, or get out into nature at a spot like Overlook Mountain Trailhead. In the larger area, you’ll find Karma Triyana Dharmachakra Monastery and Bearsville Theater.

What are vacation rentals like in Shady?

A vacation rental is a private property you can book for a few weeks or just a few days in Shady. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip.