Preston Hollow holiday lettings

We found 478 holiday rentals — enter your dates for availability

Discover a selection of 5 homes and other holiday rentals in Preston Hollow that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, including Wi-Fi and parking. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Preston Hollow

Showing deals for:6 Feb - 13 Feb

Image gallery for Beautiful Historic Farmhouse with Gorgeous Views

Aerial view
10 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)

Beautiful Historic Farmhouse with Gorgeous Views

Middleburgh, NY

8% off
Price is £1,679
for 7 nights, 1 room
£240 per night
includes taxes & fees
Beautiful Historic Farmhouse with Gorgeous Views

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Choose a holiday rental for your Preston Hollow getaway

Learn about the unique charm of Preston Hollow with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Preston Hollow

Do you want to find attractions to see during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Preston Hollow a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Hunter Mountain (16.2 mi / 26 km)
  • Zoom Flume (5.8 mi / 9.3 km)
  • Windham Vineyards and Winery (7.9 mi / 12.7 km)
  • Windham Country Club (9.1 mi / 14.7 km)
  • Windham Mountain Resort (10.1 mi / 16.2 km)
  • Mountain Trails Cross Country Ski and Snowshoe Center (17.2 mi / 27.6 km)

Exploring the natural features in Preston Hollow

Whether you're an active traveller or just want to spend some time taking in the scenery, Preston Hollow is a great place to get outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Irish Cultural Center (8.7 mi / 14.1 km)
  • Vroman's Nose Trailhead (12.8 mi / 20.6 km)
  • Mountain Top Arboretum (15.5 mi / 25 km)
  • Thompsons Lake State Park Beach (17.8 mi / 28.6 km)
  • Thacher State Park (18.7 mi / 30.2 km)
  • East Branch Delaware River (29.2 mi / 47 km)

Travelling to and around Preston Hollow

The nearest airport is in Hudson, NY (HCC-Columbia County), located 28.1 mi (45.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Albany, NY (ALB-Albany Intl.), which is 30.2 mi (48.7 km) away.

Frequently asked questions

What is the best area to stay in Preston Hollow when booking a holiday rental?
When considering a holiday rental in Preston Hollow, New York, a wonderful area to stay is the vicinity around the charming Preston Hollow Village. This neighbourhood boasts a quaint atmosphere and offers a selection of properties that cater to various preferences. With around 15 to 20 holiday rentals available, guests can find options that suit both families and couples seeking a peaceful retreat.

One of the top attractions nearby is the beautiful Ashokan Reservoir, which is superb for outdoor enthusiasts. Here, visitors can enjoy activities such as hiking, fishing, and simply soaking in the stunning views of the surrounding Catskill Mountains. Additionally, the historic Woodstock area is just a short drive away, where you can explore its vibrant arts scene, unique shops, and delightful eateries.
How much does it cost to rent a holiday home in Preston Hollow?
Prices for holiday rentals in Preston Hollow vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Preston Hollow to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Preston Hollow holiday house rentals?
You can find great discounts on house rentals in Preston Hollow on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Preston Hollow?
In Preston Hollow, holiday houses are the most common type of rental accommodation, with several options available throughout the area. These properties typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many of these houses also come with outdoor spaces, such as gardens or patios, where guests can relax and enjoy the serene surroundings. Additionally, cabins, mobile homes, and cottages are also available, providing a variety of choices for different preferences.
Are there any family house rentals in Preston Hollow?
In Preston Hollow, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This area features spacious homes that provide ample room for families to relax and enjoy their time together. Many properties come equipped with full kitchens, allowing for convenient meal preparation, and inviting living areas where everyone can gather comfortably.
Can I find long-stay holiday rentals in Preston Hollow?
A long-stay holiday rental in Preston Hollow is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Preston Hollow?
In Preston Hollow, there are several pet-friendly house rentals available, making it an ideal destination for travellers looking to bring their furry companions along. The area boasts a mix of spacious homes and cosy cottages, many of which feature amenities such as well-equipped kitchens, private gardens, and comfortable living spaces, superb for families or groups.
Are there any remote work holiday rentals in Preston Hollow?
In Preston Hollow, there are several remote work holiday rentals available for those looking to blend work and leisure. Many of these properties come equipped with essential amenities such as Wi-Fi, dedicated desk spaces, and comfortable chairs, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Preston Hollow holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Preston Hollow with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Preston Hollow?
In Preston Hollow, popular rental amenities include fully equipped kitchens, allowing guests to prepare meals with ease. Many properties also feature outdoor spaces such as patios or decks, which provide a lovely setting for dining al fresco or simply relaxing in the fresh air. Additionally, dining tables are commonly found in these rentals, making them ideal for families or groups to gather for meals together.
How early should I book a Preston Hollow holiday rental?
Book your Preston Hollow holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Preston Hollow home rental booking on Vrbo?
To find Preston Hollow holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Preston Hollow holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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