Photo by Robin/Loving Life

Woodbury holiday homes

We found 265 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Woodbury that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, which might include air conditioning and a pool. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Woodbury

Showing deals for:1 Jan - 8 Jan

Room
Private kitchen
Exterior detail
Living area
Exceptional
(9 reviews)

West Point Family Retreat, 5 min walk to Thayer!

Highland Falls

7% off
NZ$8,497
for 7 nights, 1 home
NZ$1,214 per night
includes taxes & fees
West Point Family Retreat, 5 min walk to Thayer!
Interior
Private kitchen
Property grounds
Dining
Exceptional
(17 reviews)

Amazing Home Near West Point, Shopping, Skiing and Legoland

Monroe

7% off
NZ$5,571
for 7 nights, 1 home
NZ$796 per night
includes taxes & fees
Amazing Home Near West Point, Shopping, Skiing and Legoland
Property grounds
Dining
Room
Private kitchen
Exceptional
(14 reviews)

Cozy House 3 Blocks From West Pt

Highland Falls

7% off
NZ$6,308
for 7 nights, 1 home
NZ$901 per night
includes taxes & fees
Cozy House 3 Blocks From West Pt
Pool
Living area
Outdoor dining
Dining
Exceptional
(17 reviews)

The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC

Harriman

11% off
NZ$9,766
for 7 nights, 1 home
NZ$1,395 per night
includes taxes & fees
The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC
Dining
Outdoor spa tub
Exterior
Private kitchen
Exceptional
(15 reviews)

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

Cornwall

11% off
NZ$4,371
for 7 nights, 1 home
NZ$624 per night
includes taxes & fees
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Interior
Interior
Room
Dining
Exceptional
(23 reviews)

Peekskill Carriage House Downtown Studio

Peekskill

8% off
NZ$2,665
for 7 nights, 1 home
NZ$381 per night
includes taxes & fees
Peekskill Carriage House Downtown Studio
Interior
Living area
Room
Outdoor dining
Exceptional
(29 reviews)

Hudson River Retreat

Newburgh

8% off
NZ$2,795
for 7 nights, 1 apartment
NZ$399 per night
includes taxes & fees
Hudson River Retreat

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting friendly Woodbury

The lake, mountains and forests display a scene truly unique to Woodbury. This welcoming city is known for its shopping, hiking and coffee shops. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Woodbury

Are you looking for attractions to visit in the area? Venture out of your holiday home and experience everything that makes Woodbury a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Brotherhood Winery (5.5 mi / 8.9 km)
  • LEGOLAND® New York (10.7 mi / 17.3 km)
  • Ice Time Sports Complex (10.9 mi / 17.6 km)
  • Goshen Historic Track (11.5 mi / 18.4 km)
  • Mount Peter Ski Area (12.7 mi / 20.4 km)
  • SplashDown Beach (16.4 mi / 26.3 km)

Exploring the natural features in Woodbury

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Woodbury is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Arrow Park Lake and Lodge (6.6 mi / 10.6 km)
  • Storm King State Park (7.1 mi / 11.4 km)
  • Little Stony Point Park (8.4 mi / 13.6 km)
  • The Rock Sports Complex (9 mi / 14.4 km)
  • Lake Welch Beach (9.2 mi / 14.8 km)
  • Boscobel House and Gardens (9.3 mi / 15 km)

Travelling to and around Woodbury

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 9.4 mi (15.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into White Plains, NY (HPN-Westchester County), which is 29.2 mi (47 km) away.

If you're travelling by train, you can make your way to Harriman Station.

Frequently asked questions

When is the best time to visit Woodbury for a holiday rental?
The peak travel season in Woodbury occurs between July and September, making it an ideal time for holiday rentals. During these months, visitors flock to this charming area to enjoy the warm summer weather, which typically sees temperatures ranging from 20 to 30 degrees Celsius. This period is great for outdoor activities, whether it's exploring the scenic landscapes, hiking in nearby parks, or indulging in local festivals that bring the community to life.July stands out as the most popular month, attracting families and tourists eager to take advantage of the vibrant setting. You can enjoy a variety of events, from outdoor concerts to farmers' markets, all set against the backdrop of Woodbury's lush greenery.For those seeking a more budget-friendly option, consider visiting in January. While this month falls into the low season, it offers a unique charm with fewer crowds and a peaceful atmosphere great for a quiet retreat. You can enjoy the serene winter landscapes and perhaps partake in indoor activities or local dining experiences.Ultimately, your choice of when to visit Woodbury will depend on your preferences for lively summer experiences or tranquil winter escapes.
What are the top attractions in Woodbury?
In Woodbury, New York, visitors can explore a range of attractions that highlight the area's natural beauty and recreational opportunities. One of the main draws is Woodbury Common Premium Outlets, a popular shopping destination featuring a vast array of brand-name stores and dining options. This area is superb for those looking to enjoy a day of retail therapy.For outdoor enthusiasts, the nearby Harriman State Park offers extensive hiking trails and scenic views, ideal for picnicking and enjoying nature. The park is a fantastic spot for those who appreciate outdoor activities, including hiking, cycling, and fishing.Additionally, the historical Woodbury Park is a charming area that hosts various community events and provides facilities for sports and leisure activities, making it a great place for families to enjoy a day out.
Are all fees included in the Woodbury holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Woodbury holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Woodbury 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 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.
Are there any discounts for Woodbury holiday homes?
You can find great discounts on holiday homes in Woodbury on Bookabach, 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.
Can I change or cancel my Woodbury holiday home booking on Bookabach?
To find Woodbury holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Woodbury?
A long-stay holiday home in Woodbury 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Woodbury holiday home?
Book your Woodbury holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Woodbury?
Prices for holiday homes in Woodbury 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Woodbury to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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