Preston Hollow Vacation Rentals from $186: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Preston Hollow has to offer?

Modern Luxurious Cabin, Catskills - The Tiny Nook : This vacation home rental near Preston Hollow is located in a rural location and offers a patio, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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Our top choices for Preston Hollow vacation rentals

A wooden picnic table with benches, a hammock, and a potted plant in a room with large windows and wooden floors.

1. Cozy Cabin-Catskills secluded Mountain retreat

Gilboa

Amber C.

$236 nightly

Nov 9 - Nov 10

Total with taxes and fees

A two-story building with large windows and a storefront.

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

Windham

Rebecca

$108 nightly

Nov 8 - Nov 9

Total with taxes and fees

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

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

Catskill

Darryl

$192 nightly

Dec 7 - Dec 8

Total with taxes and fees

A wooden cabin with a deck, a small porch, and a dining area with outdoor furniture.

4. Cozy Cabin in Catskills

Greenville

Anna W.

$181 nightly

Nov 30 - Dec 1

Total with taxes and fees

5. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Windham

"The pictures are not accurate. The two full and one twin bed are in one room upstairs, they are not separated as pictures would lead you to believe. Then three twins are in the living room with the couch, next to the dining room table and kitchen. The unit was dusty and not swept clean. There were dead bugs on the floor and party poppers from previous guest. I have never experienced something like this with Expedia, this was a zero star experience honestly."

April

$169 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with a stainless steel refrigerator, a dining area with a table and chairs, and a living room with a sofa and a lamp.

6. Cozy Waterfall Oasis + Firepit

East Durham

Holly C.

$289 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spacious kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

7. The Homestead at Carter Bridge Estate

Freehold

ELIZABETH

$962 nightly

Nov 12 - Nov 13

Total with taxes and fees

A dark wooden cabin with a gabled roof, multiple windows, and a front porch with steps.

8. Creekside Catskills Cabin

Middleburgh

$560 nightly

Nov 15 - Nov 16

Total with taxes and fees

A rustic cabin interior with a stone wall, wooden furniture, and a cozy seating area.

9. Magic Forest Farm's Enchanted Cabin

Coeymans Hollow

Andrew S.

$87 nightly

Nov 9 - Nov 10

Total with taxes and fees

A living room with a brick fireplace, leather sofa, and a flat-screen TV.

10. 1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mountain

Windham

Anthony M.

$157 nightly

Nov 9 - Nov 10

Total with taxes and fees

A field of daisies with a house in the background.

11. Secluded Catskills cabin on a private road.

Greenville

Philip S.

$309 nightly

Nov 9 - Nov 10

Total with taxes and fees

A forested area with a fire pit and Adirondack chairs arranged around it.

12. The Mountain Pond View Retreat in the Catskills

Gilboa

$343 nightly

Nov 30 - Dec 1

Total with taxes and fees

A wooden cabin interior with a kitchen area, wooden cabinets, a black stove, and a black refrigerator.

13. Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Roxbury

Andrea S.

$157 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with a central island, bar stools, and a dining area.

14. 2-bedroom in Peaceful Middleburgh Vroman’s Nose View

Middleburgh

Mychal D.

$260 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern living room with a green sofa, a fireplace, a mounted TV, and a large window.

15. Relaxing Mountain Hideaway - Hot Tub & Outdoors

Hensonville

Kyrill A.

$535 nightly

Nov 9 - Nov 10

Total with taxes and fees

A room with a large window, two white chairs, a small round table with a bottle and glasses, and a floor lamp.

16. Jessie's Harvest House

Tannersville

David R.

$176 nightly

Nov 8 - Nov 9

Total with taxes and fees

A cozy cabin interior with a wooden interior, a spiral staircase, a kitchen area, and a seating area with a view.

17. Spacious Catskill Mountains ski cabin with fire pit

Maplecrest

Alison D.

$346 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with wooden cabinets, a central island, and a stainless steel refrigerator.

18. Field House at Carter Bridge Estate

East Durham

$1,693 nightly

Nov 16 - Nov 17

Total with taxes and fees

A two-story cabin with a balcony and a chimney, surrounded by a snowy forest.

19. Pines Vignette • Modern 3BR Home in Windham

Windham

William H.

$464 nightly

Nov 8 - Nov 9

Total with taxes and fees

A wooden cabin with a stone chimney, surrounded by autumn foliage and a clear sky.

20. Catskills Windham Hunter Mountain Cabin Getaway

Maplecrest

Barbara G.

$654 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Top Preston Hollow Hotel Reviews

Quality Inn & Suites Schoharie near Howe Caverns

8/10 Good

"While an older property in need of a refresh, this is a very conveniently located property, well maintained, cleam, and well staffed by professional, welcoming employees."

Super 8 by Wyndham Cobleskill NY

8/10 Good

"The stay was fine, the price was perfect, the place just needs a renovation. It's the only hotel/motel in town and it's a college town, so I would think you want to be a nice place to stay. It worked for what we needed, the staff was great. The big complaint i have was the pull out couch/bed was broken."

Wylder Hotel Windham

10/10 Excellent

"This was the perfect end to my trip. I was traveling for work and mentioned to the staff that I really needed quiet to rest up to continue on my journey. They gave me the perfect room, quiet, and I slept like a baby! They went above and beyond to help me and I appreciate it so very much. Was bummed I didn’t have time to try out the sauna and heated pool but next time for sure! I did however try the Windham path which was lovely to start the morning. 10/10 will be back!"

The Colonial Motel

10/10 Excellent

"Everything was ready when I checked in and the room had all the amenities like fridge, microwave, Keurig coffee, enough coffee, tea, and sugar. While the motel doesn't have breakfast on premises, there are nearby restaurants, gas stations, and groceries. Room is carpeted and clean. Clean bathrooms with everything we need. Very helpful staff and highly recommended. Some fix that can help my stay - There's only shower and that's a bit awkward position to get in and start as we will be receiving cold water in one short directly from top and no way to adjust. A better option, a tap/shower or a hand shower that can be adjusted for height."

Find out more about Preston Hollow

Everything you need to know about Preston Hollow 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 Preston Hollow 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 Preston Hollow vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Preston Hollow vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Preston Hollow. 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 Preston Hollow 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 $186 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 Preston Hollow rentals

At Expedia, we put the best Preston Hollow 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 Preston Hollow 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 Preston Hollow 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 Preston Hollow. 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

Are there vacation rentals in Preston Hollow?

Yes, we give you a choice of vacation rentals close to well known local attractions in Preston Hollow, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Preston Hollow has to offer?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This vacation home rental near Preston Hollow is located in a rural location and offers a patio, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Preston Hollow?

Choose from 7 Expedia vacation rentals in Preston Hollow for a memorable vacation.

What can I see and do in Preston Hollow?

While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Vroman's Nose Trailhead. Windham Vineyards and Winery and Irish Cultural Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Preston Hollow?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Preston Hollow. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.

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Check prices for these dates

Our top choices for Preston Hollow vacation rentals

1. Cozy Cabin-Catskills secluded Mountain retreat

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

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

4. Cozy Cabin in Catskills

5. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

6. Cozy Waterfall Oasis + Firepit

7. The Homestead at Carter Bridge Estate

8. Creekside Catskills Cabin

9. Magic Forest Farm's Enchanted Cabin

10. 1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mountain

11. Secluded Catskills cabin on a private road.

12. The Mountain Pond View Retreat in the Catskills

13. Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

14. 2-bedroom in Peaceful Middleburgh Vroman’s Nose View

15. Relaxing Mountain Hideaway - Hot Tub & Outdoors

16. Jessie's Harvest House

17. Spacious Catskill Mountains ski cabin with fire pit

18. Field House at Carter Bridge Estate

19. Pines Vignette • Modern 3BR Home in Windham

20. Catskills Windham Hunter Mountain Cabin Getaway

Find vacation rentals that suit your style

Top Preston Hollow Hotel Reviews

Quality Inn & Suites Schoharie near Howe Caverns

Hunter Lodge, a Bluebird by Lark

Super 8 by Wyndham Cobleskill NY

Wylder Hotel Windham

Hotel Mountain Brook

Hotel Vienna

The Colonial Motel

Kaatskill Mountain Club & Condos by Vail Resorts

Red Ranch Motel

Find out more about Preston Hollow

Frequently asked questions

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