Preston Hollow Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Preston Hollow

Exterior
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

Cabin in Hunter

10.0 out of 10, Exceptional, (270)
"House was great. Plenty of beds, great kitchen and large table for all. Kitchen was well stocked. "
United States
Sarah A.
$864 nightly
The price is $933
Dec 1 - Dec 2
Total with taxes and fees
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
In-room dining
cozy retreat with modern amenties

Chalet in Delmar

2.0 star property
cozy retreat with modern amenties
Fridge, microwave, oven, stovetop
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

Vacation Home in Hunter

9.6 out of 10, Exceptional, (51)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
United States
Chris S.
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Property grounds
Mountain Top Retreat, 116 private acres

Cabin in Hobart

9.6 out of 10, Exceptional, (98)
"Adorable cabin in a beautiful area. Perfect for a weekend getaway !!"
United States
Teresa M.
Mountain Top Retreat, 116 private acres
Smart TV, fireplace, DVD player, foosball
Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing

Vacation Home in West Kill

9.8 out of 10, Exceptional, (151)
"This is a fantastic place- lots of space and beautiful. Really enjoyed the hot tub"
United States
Evan S.
Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing
Exterior
LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED

Condo in Hunter Highlands

10.0 out of 10, Exceptional, (10)
"We loved staying at this condo. The location was amazing for back and forth to the slopes it was so easy! The beds were so comfortable and the house was clean! Communication with the owner was excellent. We will definitely stay again! "
United States
Melissa B.
$1,421 nightly
The price is $1,535
Nov 25 - Nov 26
Total with taxes and fees
LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED
Exterior
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths Sauna great location

Vacation Home in Lanesville

10.0 out of 10, Exceptional, (56)
"We had a wonderful stay at this very clean and cozy cabin! It was just the perfect summer getaway we were looking for. Mario and Giovanna were very welcoming and helpful with sharing activities to do during our stay. We enjoyed nearby hikes, campfires, cooking and just relaxing with our kids."
United States
Katy A.
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths Sauna great location
Terrace/patio
Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay

Vacation Home in Hunter

9.6 out of 10, Exceptional, (77)
"House was very clean. Property managers were very responsive to check in and check out time and anything we needed during our stay. Very close to the mountain and beautiful location. Would highly recommend."
United States
Jamie M.
Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay
Outdoor dining
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts

Vacation Home in Windham

10.0 out of 10, Exceptional, (105)
"Rick has an incredible property to share and is a gracious host. A sure place to spend time with friends and family - cant wait to come back again."
United States
Chris R.
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
Exterior
Beautiful new house 3/4 mile from Hunter Mountain

Vacation Home in hunter

9.6 out of 10, Exceptional, (138)
"Really beautiful location with plenty of bedrooms. Very clean!"
United States
Ellen B.
Beautiful new house 3/4 mile from Hunter Mountain
Interior
6BR/7bath Luxury home Hot Tub in Hunter Catskills

Vacation Home in Hunter

9.6 out of 10, Exceptional, (4)
"The property wa everything we imaged. The host was great and very responsive. My family enjoyed the 2nd floor space just as much as the fire out in the back years. The scenery was awesome! "
United States
Sheena C.
6BR/7bath Luxury home Hot Tub in Hunter Catskills
Property grounds
Panoramic Catskills Farmhouse and Spa

Vacation Home in Harpersfield

9.8 out of 10, Exceptional, (6)
"Wonderful location with beautiful views. Loved the home, the pond, and the creek. Anthony was a great host. Would stay here again!"
United States
Stephen B.
$688 nightly
The price is $725
Nov 30 - Dec 1
Total with taxes and fees
Panoramic Catskills Farmhouse and Spa
Exterior
Modern Luxurious Cabin, Catskills - The Tiny Nook

Vacation Home in Catskill

10.0 out of 10, Exceptional, (7)
"Great place. Exactly like the pictures. "
United States
robert a.
$316 nightly
The price is $341
Dec 1 - Dec 2
Total with taxes and fees
Modern Luxurious Cabin, Catskills - The Tiny Nook
Fridge, microwave, oven, stovetop
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Chalet in Hunter

9.6 out of 10, Exceptional, (14)
"Beautiful location in a well kept property! Highly recommend it."
United States
Robert
$216 nightly
The price is $233
Nov 25 - Nov 26
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Fridge, microwave, oven, coffee/tea maker
Remodeled cozy country suite. Close to Cooperstown

Apartment in Richmondville

10.0 out of 10, Exceptional, (77)
"This location was perfect for my weekend business trip. It had everything we needed and was exceptionally clean and tidy. "
United States
Valerie
Remodeled cozy country suite. Close to Cooperstown
Terrace/patio
Tiny House on Walnut Grove

Cottage in Ashland

2.0 star property
4.0 out of 10, (2)
"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...
United States
Trevor C.
$236 nightly
The price is $255
Nov 25 - Nov 26
Total with taxes and fees
Tiny House on Walnut Grove
Exterior
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Apartment in Windham

9.2 out of 10, Wonderful, (40)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
$122 nightly
The price is $132
Nov 25 - Nov 26
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Smart TV, fireplace, computer monitors
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

Vacation Home in Hunter

9.6 out of 10, Exceptional, (31)
"Great stay in a great location. Mountain View with the fire pit was amazing! "
United States
Conor D.
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!
Interior
Catskill Mountain Retreat -- private, beautiful views, 4 ski resorts in the area

Vacation Home in Lexington

9.8 out of 10, Exceptional, (107)
"Had a great time with the family, definitely peaceful. Rick was very good at responding to us, even brought us baking pans that we asked about on Sunday when we arrived. Brought them on Monday! It was a great week!"
United States
Annette U.
Catskill Mountain Retreat -- private, beautiful views, 4 ski resorts in the area
Property grounds
Magical Home Located in Windham and Catskills

Vacation Home in Windham

2.0 star property
10.0 out of 10, Exceptional, (12)
"Nice cozy home"
United States
Romonia F.
Magical Home Located in Windham and Catskills
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 Preston Hollow Hotel Reviews

Wylder Hotel Windham

Wylder Hotel Windham

10/10 Excellent
"I had a wonderful winter escape at this Catskills hotel. The staff was truly stellar—kind, attentive, and incredibly helpful throughout my stay. The location was perfect for a peaceful reset, with quiet mountain views that felt worlds away from the city. The amenities were exactly what I needed to unwind and recharge. I left feeling refreshed and can’t wait to return."
Cerille 1-night trip
Posted 3 days ago
Wylder Hotel Windham

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 $132 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.

Explore a world of travel with Expedia

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?

Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths Sauna great location: This vacation home rental near Preston Hollow is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Preston Hollow?

Choose from 5 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. Hunter Mountain and Windham Vineyards and Winery 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.