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Red Hook vacation rentals

We found 815 vacation rentals — enter your dates for availability

Discover a selection of 20 homes and other vacation rentals in Red Hook that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the amenities you need and want, which might include parking and a pool. Whatever you're looking for, you'll find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Red Hook

Showing deals for:Dec 12 - Dec 19

Image gallery for Woodland Whimsy a private escape w/ hot tub, pool, sunroom on 3 acres

Outdoor dining
10 out of 10 rating
Exceptional
(5 reviews)

Woodland Whimsy a private escape w/ hot tub, pool, sunroom on 3 acres

Saugerties, NY

13% off
Price is $426
$2,984 for 7 nights
All fees included
Woodland Whimsy a private escape w/ hot tub, pool, sunroom on 3 acres

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Find out more about Red Hook

Find out more about Red Hook

Why visit Red Hook

  • Outdoor Adventures: Red Hook is perfect for hiking, biking, and exploring beautiful parks and nature reserves.
  • Family-Friendly Activities: Enjoy a variety of attractions that cater to families, ensuring fun for all ages.
  • Charming Neighborhoods: Discover vibrant areas with luxurious homes, scenic views, and a welcoming atmosphere.
  • Rich History: Experience the local culture and historical significance that add to Red Hook's unique charm.
  • Diverse Accommodations: Choose from cozy cottages to spacious vacation rentals that fit your needs perfectly.

Popular types of accommodation in Red Hook

Red Hook offers a variety of vacation rentals to suit your needs, from houses and cozy cottages to charming cabins. Whether you're looking for house rentals, apartments for rent, or a spacious getaway, our selection has something for everyone. Explore the beauty of Red Hook, NY, while enjoying the comfort and convenience of your ideal accommodation.

  • Houses: The top choice for visitors in Red Hook, offering spacious and comfortable accommodations perfect for families or groups.
  • Cottages: Charming and cozy, these rentals provide a quaint retreat for those seeking a peaceful getaway.
  • Cabins: Ideal for nature lovers, these rustic lodgings offer a unique experience surrounded by the great outdoors.
  • Apartments: Convenient and modern, these rentals are perfect for solo travelers or couples looking for easy access to local attractions.
  • Chalets: These stylish mountain-style homes provide a perfect blend of comfort and scenic beauty.**

Top attractions near Red Hook

Red Hook, Dutchess County, is perfect for outdoor adventures and family vacations. Visitors can explore beautiful beaches, national and state parks, and nature reserves. With a variety of attractions, Red Hook offers cultural experiences and outdoor activities that cater to families and travelers looking to connect with nature. Whether you're seeking relaxation or adventure, there's something for everyone in this charming area.

  • Bard College: Nestled 2 miles from Red Hook, Bard College boasts stunning architecture and a vibrant cultural scene. Explore its beautiful campus, attend art exhibitions, or enjoy a performance at the Fisher Center for the Performing Arts.
  • Dutchess County Fairgrounds: Located 4 miles away, the Dutchess County Fairgrounds offers a lively atmosphere with outdoor events, family-friendly activities, and seasonal fairs, making it a perfect spot for fun and entertainment.
  • Omega Institute: Situated 8 miles from Red Hook, the Omega Institute is a serene retreat focusing on wellness and personal growth, featuring workshops, classes, and beautiful grounds ideal for relaxation and reflection.

Things to do recommended for couples

Looking for a romantic getaway in Red Hook? Visit Tousey Winery for a delightful wine tasting, unwind at Birch Body Care for a rejuvenating treatment, or enjoy the enchanting atmosphere at El Paso Winery. Each spot offers the perfect blend of romance and relaxation for couples.

Things to do recommended for families

Your family will love visiting Saugerties Village Beach for a relaxing day by the water, enjoying wellness vibes. For some action, head to Kiwanis Ice Arena for ice skating, or catch a game at Dietz Stadium to experience local sports excitement.

Things to do recommended for groups

Enjoy a round of golf at the Red Hook Golf Club for a sporty experience. Catch a show at the Center for Performing Arts at Rhinebeck to soak in some culture. Don't miss shopping and entertainment at the Hudson Valley Mall, perfect for group outings.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Red Hook

If you're traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to match your needs. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Red Hook with a group: Think about how many bedrooms you’ll require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Red Hook with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities for their age, like a private swimming pool. Additionally, you might want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Red Hook: For many families, a getaway wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Red Hook: If you’re searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a spacious kitchen, or a private pool in your search criteria as well.

Where to stay near Red Hook

Red Hook, nestled in Dutchess County, offers a perfect blend of outdoor adventures and family-friendly activities. Explore vibrant neighborhoods and indulge in luxurious homes while enjoying beautiful parks and scenic views. Whether you seek a relaxing getaway or a romantic escape, Red Hook provides a unique atmosphere that caters to all. Don't miss the chance to experience its rich history and charming urban vibe during your visit.

  • Kingston: Kingston is a charming city located 8 miles from Red Hook, offering a perfect blend of outdoor adventure and rich history. Known for its stunning natural surroundings, travelers flock to Kingston for skiing, hiking, and exploring the local mountain landscapes and beautiful lakes. The city is home to historical landmarks, including a historic college university, making it an ideal spot for both adventure seekers and those interested in culture. Don’t miss the chance to enjoy the vibrant waterfront and local eateries that highlight the region's culinary scene.
  • Rhinebeck: Just 5 miles from Red Hook, Rhinebeck is a picturesque city celebrated for its scenic beauty and outdoor activities. Visitors can explore various educational institutions and partake in skiing adventures at nearby ski fields. The stunning landscapes, including lakes and mountains, provide a perfect backdrop for relaxation and exploration. Rhinebeck is also known for its charming downtown area, filled with unique shops, art galleries, and delightful restaurants that reflect the area's rich heritage and artistic spirit.
  • Saugerties: Located 7 miles from Red Hook, Saugerties is an adventurous city that beckons outdoor enthusiasts with its breathtaking natural beauty. Known for its ski resorts and fields, Saugerties offers thrilling winter sports and year-round activities. The town features scenic mountains and lakes, making it a fantastic destination for hiking, fishing, and water sports. Don’t forget to check out the local stadium for events and entertainment, enhancing your visit to this vibrant and inviting community.

Best time to go to Red Hook

If you're planning a trip to Red Hook, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly SunnySlightly LowSlightly High
February27.7°F (-2.4°C)Light RainMostly CloudyAverageSlightly High
March35.6°F (2.0°C)Light RainMostly SunnySlightly HighSlightly Low
April47.3°F (8.5°C)Light RainMostly SunnySlightly HighSlightly Low
May58.8°F (14.9°C)Light RainMostly SunnyAverageSlightly Low
June66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
July72.9°F (22.7°C)Light RainMostly SunnySlightly HighAverage
August70.9°F (21.6°C)Light RainMostly SunnyAverageAverage
September63.7°F (17.6°C)Light RainMostly SunnyAverageAverage
October52.3°F (11.3°C)Light RainMostly SunnyAverageAverage
November40.1°F (4.5°C)Light RainMostly SunnySlightly LowAverage
December32.0°F (0.0°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Looking to save money on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, opting for a longer stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your getaway.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and enjoy the full benefits of OneKeyCash on your booking. Being the organizer definitely has its perks. By becoming a part of our travel rewards program, One Key, you'll gain immediate access to exclusive member savings and can earn and redeem OneKeyCash on eligible reservations. Sign up today and start enjoying the savings.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board is designed to help you plan your travels seamlessly. You can create new trips, manage your existing plans, or easily review and organize your bookings all in one place. Your saved and booked properties are conveniently categorized into Potential, Upcoming, or Current Trips for your convenience. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The tranquil city of Red Hook awaits you

The lake and surrounding scenery provide a peaceful ambiance to your vacation home in Red Hook. This city's kayaking, chocolate shops and coffeehouses attract many visitors, and its relaxing and romantic location add to the charm. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in and around Red Hook

Are you looking for attractions to see in the city? Venture out of your cozy vacation rental and experience everything that makes Red Hook a fun place to get away. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Lake Taghkanic State Park (11.1 mi / 17.9 km)
  • Millbrook Vineyards and Winery (14.4 mi / 23.2 km)
  • Indian Head Mountain (15.1 mi / 24.3 km)
  • Kaaterskill Falls (16.7 mi / 26.9 km)
  • Catamount Ski Area (23.5 mi / 37.9 km)
  • Red Hook Golf Club (2.6 mi / 4.3 km)

Exploring the natural landscape of Red Hook

Whether you're looking for adventure or just want to take in the scenery, Red Hook is a great place to get out in nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Falling Waters Preserve (5.4 mi / 8.6 km)
  • Kingston Point Beach (6.4 mi / 10.3 km)
  • Saugerties Village Beach (6.5 mi / 10.5 km)
  • Esopus Creek (8.3 mi / 13.3 km)
  • Opus 40 (8.9 mi / 14.3 km)
  • Lake Taghkanic State Park (11.1 mi / 17.9 km)

Traveling to and around Red Hook

The nearest airport is in Hudson, NY (HCC-Columbia County), located 22.3 mi (35.9 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Albany Intl. Airport (ALB), which is 51.9 mi (83.6 km) away.

Frequently asked questions

What is the best area to stay in Red Hook when booking a vacation rental?
When planning a vacation rental in Red Hook, New York, one of the best areas to consider is the charming village center. This location offers a delightful blend of quaint shops, restaurants, and local art galleries, making it a superb base for exploring the area. You'll find a variety of vacation rentals here, ranging from cozy cottages to spacious homes, ensuring that there are numerous options to suit different preferences.

Staying in the village center also puts you within easy reach of great attractions like the Red Hook Golf Club, which provides a beautiful setting for both golf enthusiasts and those looking to enjoy the scenery. Additionally, the nearby Bard College is a cultural gem, frequently hosting performances and exhibitions that showcase a diverse array of artistic talents.

Another appealing option is the scenic areas surrounding the Hudson River, where you can experience breathtaking views and outdoor activities. This region offers a number of vacation rentals that allow easy access to the riverfront, superb for those who enjoy fishing, kayaking, or simply strolling along the water.
How much does it cost to rent a vacation home in Red Hook?
Prices for vacation rentals in Red Hook 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 Red Hook 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 Red Hook vacation house rentals?
You can find great discounts on house rentals in Red Hook 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.
Where are the best areas for renting a beach house in Red Hook?
For renting a beach house in Red Hook, New York, travelers should consider the scenic areas along the Hudson River and nearby waterfront locations. The area around the picturesque village of Red Hook offers charming properties that provide easy access to riverfront recreational activities. Many rentals in this region feature amenities such as outdoor decks with views of the water, spacious backyards, and modern kitchens, ideal for families or groups looking to enjoy a relaxing getaway.

Nearby, the towns of Tivoli and Germantown also present attractive options, with vacation homes that often include access to private docks, kayaks, and paddleboards, allowing for fun water activities right from your doorstep. Properties in these areas frequently showcase cozy interiors, fireplaces, and outdoor grilling areas, great for entertaining after a day spent exploring the river.

Furthermore, the proximity to local farms, wineries, and cultural attractions adds a unique touch to your stay. Travelers can easily venture to nearby parks and nature reserves for hiking and picnicking, enhancing the overall experience of a beach house rental in this scenic part of the Hudson Valley.
What is the most popular type of vacation rental accomodation in Red Hook?
In Red Hook, vacation houses are the most popular rental option, with about 12 available throughout the area. These houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups seeking a cozy feel. Many also come with outdoor spaces like gardens or patios where guests can relax and enjoy the scenic surroundings. Additionally, there are several apartments and cottages available, offering cozy alternatives for travelers looking for a more intimate stay.
Are there any family house rentals in Red Hook?
In Red Hook, New York, there are numerous family-friendly vacation rentals available, providing a variety of options for those seeking a relaxing getaway. This charming town is known for its beautiful landscapes and proximity to attractions such as the scenic Bard College and the lovely waterfront of the Hudson River.

Many of the homes available for rent feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play. Some properties even include amenities like private backyards, game rooms, or cozy fire pits for evening gatherings.

For families looking to explore the area, nearby parks and nature trails offer opportunities for hiking and enjoying the outdoors. Red Hook's local farms and markets present a chance to experience fresh produce and artisanal foods, adding to the charm of your stay.
Can I rent a vacation home with a pool or hot tub in Red Hook?
In Red Hook, New York, there are several vacation homes available for rent that feature pools and hot tubs, making it an attractive option for travelers seeking relaxation and recreation. The area is known for its picturesque rural landscapes and charming small-town atmosphere. Many of the available rentals come equipped with private pools, hot tubs, and spacious outdoor areas superb for gatherings or family fun. Inside, travelers can expect amenities such as fully equipped kitchens, comfortable living spaces, and sometimes even game rooms or home theaters. Red Hook's proximity to local attractions, including wineries and the scenic Hudson River, adds to its appeal as a vacation destination. Find your rental in Red Hook with a pool or a hot tub.
Can I find long-stay vacation rentals in Red Hook?
A long-stay vacation rental in Red Hook is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Red Hook?
In Red Hook, there are several pet-friendly house rentals available, ideal for travelers looking to enjoy a peaceful getaway with their furry companions. Many of these vacation homes feature spacious layouts, fully equipped kitchens, and outdoor spaces such as patios or gardens, providing a comfortable setting for families or groups.

The area is known for its scenic beauty and proximity to various outdoor attractions. Nearby, you can explore the picturesque landscapes of the Hudson Valley, with opportunities for hiking, biking, and enjoying nature. Additionally, local wineries and farms in the region often welcome pets, making it easy to incorporate ypets into your adventures.
Are there any remote work vacation rentals in Red Hook?
In Red Hook, New York, there are several remote work vacation rentals available, with a total of around 14 options to choose from. This charming town, located in the scenic Hudson Valley, offers a peaceful environment great for those looking to blend work and leisure. Many of these properties come equipped with essential remote work amenities, including Wi-Fi, dedicated office spaces, desks, and comfortable desk chairs. Some rentals may even feature additional conveniences like computer monitors to enhance the work-from-home experience.

Travelers can enjoy the picturesque surroundings of Red Hook, with its quaint shops, local eateries, and access to outdoor activities such as hiking and biking. The nearby Bard College and the beautiful landscapes of the Hudson River provide both cultural and recreational opportunities, making it an ideal location for remote work combined with a relaxing getaway. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Red Hook vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Red Hook with parking available—perfect for families or travelers 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 Red Hook?
In Red Hook, popular vacation rental amenities include WiFi, kitchens, coffee and tea makers, blenders, and patios. These features cater to travelers looking for convenience and comfort during their stay. Many rentals provide fully equipped kitchens, allowing guests to prepare their own meals, while patios offer a pleasant outdoor space to relax and enjoy the serene surroundings.
When is the best time to visit Red Hook for a vacation rental?
April marks the most popular time to visit Red Hook, as it falls within the peak season from March to May. During this vibrant spring period, the charming town comes alive with blooming flowers and lush landscapes, making it an inviting destination for those seeking a blend of outdoor activities and cultural experiences. Visitors can enjoy pleasant temperatures, typically ranging from the high 40s to mid-60s Fahrenheit, great for exploring the picturesque countryside and vibrant local markets.

This season is ideal for outdoor enthusiasts who want to partake in activities such as hiking, biking, and leisurely strolls along the Hudson River. The area's scenic beauty is complemented by various local events, including art fairs and farmers' markets, which provide a wonderful glimpse into the community's culture and creativity.

For those looking for a more budget-friendly option, consider visiting in December. While this month is quieter, it offers a unique charm with holiday festivities and the opportunity to experience cozy winter activities, making it a delightful yet less crowded time to explore Red Hook.

Ultimately, the best time to book a vacation rental in Red Hook hinges on your preferences for vibrant spring activities and community events or a tranquil winter retreat.
How early should I book a Red Hook vacation rental?
Book your Red Hook vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Red Hook?
In Red Hook, visitors can enjoy a variety of attractions that showcase the area's unique charm and natural beauty. The scenic waterfront offers beautiful views of the Hudson River, making it a great spot for a leisurely stroll or picnic. The neighborhood is also home to the Red Hook Winery, where guests can sample local wines and learn about the winemaking process.

For those interested in arts and culture, the nearby Bard College features various performances and art exhibitions throughout the year. Additionally, the Red Hook Community Farm provides an opportunity to engage with local agriculture, offering seasonal produce and educational programs.
Can I change or cancel my Red Hook home rental booking on Vrbo?
To find Red Hook vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy 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 Red Hook vacation 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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