Default HTG hotel image

Shady Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Shady vacation rentals

Property grounds

Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (290 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 ￥26,393
￥55,430 total
includes taxes & fees
Aug 11 - Aug 12
Streamside Cottage Half Mile to Town of Woodstock
Outdoor dining

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 ￥57,341
￥125,874 total
includes taxes & fees
Jul 28 - Jul 29
Cozy Mid-Century Retreat with Spa Hot Tub
Interior

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 ￥166,287
￥253,399 total
includes taxes & fees
Aug 14 - Aug 15
Woodstock Historic Artist Estate - The Museum House
Exterior

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, (261 reviews)
"It was great!"
United States
India
The price is ￥27,687
￥36,980 total
includes taxes & fees
Aug 26 - Aug 27
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Premium House, Kitchen, Mountain View | Private kitchen | Coffee/tea maker, full-size fridge, microwave

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (308 reviews)
"Very nice for the price. The full kitchen was great stocked with plates, glasses, pans etc. The beds seemed new and very comfortable and the bathroom was brand new and exceptionally nice. They have definitely been putting effort into updating the rooms and it shows. I would definitely stay there again."
United States
Sean
The price is ￥20,479
￥22,936 total
includes taxes & fees
Jul 30 - Jul 31
Starlite Motel
Interior

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, (94 reviews)
"Wonderful stay. "
United States
Chris L.
The price is ￥24,824
￥39,913 total
includes taxes & fees
Aug 10 - Aug 11
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Coffee/tea maker, fridge, microwave, oven

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 ￥13,926
￥43,854 total
includes taxes & fees
Jul 28 - Jul 29
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Smart TV, fireplace

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 ￥45,872
￥98,900 total
includes taxes & fees
Aug 4 - Aug 5
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Private kitchen

Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.0 out of 10, Wonderful, (6 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 ￥18,677
￥33,029 total
includes taxes & fees
Aug 10 - Aug 11
Woods Cabin-Kingston/Woodstock, NY.
Terrace/patio

West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (28 reviews)
"I enjoyed my stay at this lovely, clean, cozy home."
United States
Taela
The price is ￥20,643
￥32,478 total
includes taxes & fees
Jul 28 - Jul 29
West Wing - a unique private space w/patio
Property grounds

Charming 3-bedroom house in Tannersville with AC, Firepit, Hottub, Fireplace

Charming 3-bedroom house in Tannersville with AC, Firepit, Hottub, Fireplace
Tannersville
10.0 out of 10, Exceptional, (1 review)
"Beautiful home, nice stay for the weekend."
United States
Dewey
The price is ￥56,521
￥124,032 total
includes taxes & fees
Jul 28 - Jul 29
Charming 3-bedroom house in Tannersville with AC, Firepit, Hottub, Fireplace
Exterior

NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock

NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
Saugerties
The price is ￥55,145
￥137,892 total
includes taxes & fees
Jul 28 - Jul 29
NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
Terrace/patio

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, (17 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is ￥11,625
￥24,305 total
includes taxes & fees
Jul 30 - Jul 31
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Exterior

Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!

Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!
Hunter Highlands
10.0 out of 10, Exceptional, (16 reviews)
"Great instructions and great location. Perfect size and amenities for family of 5."
United States
Alisa O.
The price is ￥77,664
￥146,335 total
includes taxes & fees
Jul 28 - Jul 29
Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!
Exterior

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 ￥12,533
￥22,382 total
includes taxes & fees
Jul 28 - Jul 29
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior

'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
8.0 out of 10, Very Good, (47 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 ￥18,431
￥24,312 total
includes taxes & fees
Jul 29 - Jul 30
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Terrace/patio

Creekside Cabin with Hot Tub & Wood-Burning Stove

Creekside Cabin with Hot Tub & Wood-Burning Stove
Lanesville
9.8 out of 10, Exceptional, (13 reviews)
"The space is beautiful, well maintained and has everything you’d need to unwind and recharge. Highly recommend. "
United States
Gul R.
The price is ￥61,764
￥121,991 total
includes taxes & fees
Aug 13 - Aug 14
Creekside Cabin with Hot Tub & Wood-Burning Stove
Terrace/patio

Mountainside Catskills Cabin | Hike - Fish - Relax

Mountainside Catskills Cabin | Hike - Fish - Relax
Phoenicia
6.0 out of 10, (1 review)
The price is ￥52,262
￥88,665 total
includes taxes & fees
Jul 28 - Jul 29
Mountainside Catskills Cabin | Hike - Fish - Relax
Property grounds

Cozy Downtown Hunter Mountain Getaway

Cozy Downtown Hunter Mountain Getaway
Lanesville
The price is ￥14,597
￥30,095 total
includes taxes & fees
Jul 28 - Jul 29
Cozy Downtown Hunter Mountain Getaway
Outdoor dining

Umana's Cabin, cozy, comfy, 5+ acres of land

Umana's Cabin, cozy, comfy, 5+ acres of land
Saugerties
10.0 out of 10, Exceptional, (5 reviews)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
The price is ￥44,087
￥83,138 total
includes taxes & fees
Jul 28 - Jul 29
Umana's Cabin, cozy, comfy, 5+ acres of land
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shady Hotel Reviews

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent
"Great visit to the hotel, no complaints at all. All staff were fantastic"
Hilary 2-night trip
Posted 5 hours ago
Kaatskill Mountain Club & Condos by Vail Resorts

Find out more about Shady

Search for holiday rentals in Shady on Expedia! You can easily find your home rentals, villas, holiday apartments in Shady using one of the methods below:

  • View our selection of featured holiday rentals in Shady
  • Use the map to find apartments and other holiday homes in the Shady neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Shady while they last

Look no further and take a look at our great range of rental properties in Shady!

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?

The Studio at the Inn at High Falls: Visitors like this Shady vacation home rental. It is located in a rural location and offers a garden, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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 Colony and Bethel Woods Museum.

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.