Red Hook holiday lettings

We found 818 holiday rentals — enter your dates for availability

Discover a selection of 17 homes and other holiday rentals in Red Hook that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include a garden and pool. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Red Hook

Showing deals for:22 May - 29 May

Image gallery for Modern Farmhouse - West Saugerties / Woodstock

Welcome to the Gathering House!
10 out of 10, Exceptional, (62 reviews)
Exceptional
(62 reviews)

Modern Farmhouse - West Saugerties / Woodstock

Saugerties

7% off
Price is £3,399
for 7 nights, 1 room
£486 per night
includes taxes & fees
Modern Farmhouse - West Saugerties / Woodstock

Find spaces that suit your style

Why visit Red Hook

  • Beautiful Outdoor Activities: Red Hook is perfect for outdoor enthusiasts with its beaches, nature preserves, and state parks offering a plethora of activities.
  • Charming Neighbourhoods: Explore the historic and vibrant neighbourhoods that showcase local family homes and community spirit.
  • Family-Friendly Adventures: The area provides a variety of attractions suitable for families, making it an ideal destination for visitors of all ages.
  • Cozy Accommodations: Choose from delightful cottages, cabins, and private holiday homes for a comfortable stay.
  • Scenic Beauty: Enjoy the picturesque surroundings, perfect for relaxation and exploration.

Popular types of accommodation in Red Hook

If you're contemplating a getaway to Red Hook, you're in for a treat. Our most sought-after types of accommodation include charming Houses, delightful Cottages, and cosy Cabins. Whether you're searching for homes for rent or specific Red Hook homes, we provide all the information you need for a seamless booking experience. Enjoy transparency, savings, and reassurance as you discover the perfect holiday retreat in this picturesque location.

  • Houses: The top choice among visitors to Red Hook, offering spacious and comfortable living for families or groups.
  • Cottages: A delightful option for a quaint and charming stay, perfect for a romantic getaway or peaceful retreat.
  • Cabins: Ideal for those seeking a rustic experience, nestled in nature for a true escape.
  • Apartments: A convenient choice for solo travellers or couples, providing a home-like atmosphere in the heart of Red Hook.
  • Chalets: A unique option that offers a blend of comfort and stunning views, often found in picturesque settings.**

Top attractions in and around Red Hook

Red Hook, located in Dutchess County, New York, is perfect for outdoor and family adventures. Visitors can enjoy a variety of attractions, including beaches, nature preserves, and state parks. Whether you're seeking cultural experiences or simply wish to soak up the sun, Red Hook offers an array of activities suitable for all travellers, making it an ideal destination for a memorable holiday.

  • Bard College: Nestled 1.2km from Red Hook, Bard College is a historic institution boasting stunning architecture and vibrant cultural events. Visitors can enjoy art exhibitions, music performances, and picturesque campus grounds that exude an intellectual charm.
  • Dutchess County Fairgrounds: Located 2.5km away, this lively fairground offers a fantastic family atmosphere with various events throughout the year, from agricultural fairs to lively festivals, perfect for all ages to enjoy outdoor activities and local produce.
  • Old Rhinebeck Aerodrome: Situated within Red Hook, this aviation museum showcases vintage aircraft and hosts thrilling airshows. Visitors can immerse themselves in aviation history and experience the excitement of flight in a charming, cultural setting.

Things to do recommended for couples

For a romantic getaway in Red Hook, visit Millbrook Vineyards and Tousey Winery for enchanting wine tastings. Unwind with a couples treatment at Birch Body Care, indulging in wellness and relaxation vibes. Enjoy a delightful and intimate experience in this charming part of New York.

Things to do recommended for families

During your family holiday in Red Hook, explore the wellness vibes at Saugerties Village Beach, enjoy ice skating at Kiwanis Ice Arena, or catch a sports event at Dietz Stadium. Each attraction offers a unique experience for all ages, ensuring a memorable time together.

Things to do recommended for groups

Groups visiting Red Hook can enjoy a captivating performance at the Centre for Performing Arts in nearby Rhinebeck, indulge in a round of golf at the local golf club, or explore the Hudson Valley Mall for shopping and entertainment, all while soaking up the charming local atmosphere.

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

If you're travelling with a group, family, pets, or seeking extended stays, it's important to prioritise your filters accordingly. Here are some helpful booking tips for Vrbo.

  • Traveling to Red Hook with a group: Think about how many bedrooms you require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for these options and more on Vrbo.
  • Traveling to Red Hook with young kids: Travelling with young children can indeed be quite demanding. It’s important to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are friendly for families.
  • Taking your pets with you to Red Hook: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Red Hook: If you're in search of holiday rentals offering deals for stays of a month or more, you've come to the perfect spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped 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 delightful blend of outdoor adventures and family-friendly activities. Visitors can enjoy a relaxing atmosphere, exploring nearby neighbourhoods steeped in history and charm. Take in the scenic beauty while discovering local family homes and the vibrant community vibe. Whether you seek romance or seclusion, Red Hook serves as a perfect base for exploring the enchanting surroundings.

  • Kingston: Located a mere 5.0km from Red Hook, Kingston is a vibrant city that offers a fantastic outdoor and adventure experience. Visitors flock to Kingston for its thrilling ski opportunities and scenic ski fields. The city is beautifully positioned near stunning mountains and a picturesque lake, making it a perfect spot for nature enthusiasts. Additionally, history buffs can explore a historic college university that adds a cultural touch to the area. Whether you're hitting the slopes or enjoying a tranquil day by the water, Kingston is a must-visit destination.
  • Rhinebeck: Just 3.1km from Red Hook, Rhinebeck is a charming town renowned for its breathtaking scenery and outdoor adventures. This delightful locale offers a variety of experiences, including educational opportunities and access to ski fields. Nature lovers will appreciate the nearby mountain and serene lake, perfect for leisurely strolls or invigorating hikes. With its quaint shops and delightful eateries, Rhinebeck provides a picturesque setting to relax and immerse yourself in the local culture, making it an ideal stop on your journey.
  • Saugerties: Situated 4.3km from Red Hook, Saugerties is another appealing city that draws visitors for its outdoor adventures and skiing experiences. The area boasts excellent ski facilities, including ski resorts and fields, catering to all levels of enthusiasts. Surrounded by mountains and a lovely lake, Saugerties offers ample opportunities for exploration and relaxation. Whether you’re looking to hit the slopes or enjoy a leisurely day at the local stadium, Saugerties promises an exciting and diverse experience for all holidaymakers.

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 on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a handy platform to plan new journeys, continue from where you last stopped, or review and arrange your travel plans. You'll discover your saved or booked properties neatly organised into categories: Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The relaxing city of Red Hook awaits you

The lake and surrounding scenery provide a peaceful ambience to your holiday home in Red Hook. This city's kayaking, chocolate shops and coffee shops attract many visitors, as does its relaxing and romantic location. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Red Hook

Do you want to discover top things to see and do in the area? Venture out of your holiday home and experience everything that makes Red Hook a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Tousey Winery (6.8 mi / 11 km)

Exploring the natural landscape of Red Hook

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Red Hook is a great place to get outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Forsyth Park (9 mi / 14.5 km)

Travelling 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 centre. If you can't find a flight that's convenient for your trip, you could book a flight to Albany, NY (ALB-Albany Intl.), 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 holiday rental?
When considering a holiday rental in Red Hook, New York, the best area to stay is near the waterfront. This charming neighbourhood offers a unique blend of rustic charm and artistic flair, making it a delightful choice for visitors. The waterfront area features a selection of properties that provide stunning views of the Hudson River, with many charming homes and quaint cottages available for rent.

In this vibrant locale, guests will find a range of attractions that enhance their stay. One top highlight is the Red Hook Winery, where you can sample exquisite local wines and learn about the artisanal production process. Additionally, the nearby Fairgrounds park is superb for leisurely strolls or picnics while enjoying the scenic surroundings.

With a relatively small number of properties available, staying in this area allows for a more personalised experience, as you can often find unique accommodations that reflect the character of the neighbourhood.
How much does it cost to rent a holiday home in Red Hook?
Prices for holiday 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 holiday 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.
What is the most popular type of holiday rental accomodation in Red Hook?
In Red Hook, holiday houses are the most popular type of holiday rental, with around 36 available in the area. These houses typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or gardens, making them superb for families or groups looking to relax together. Additionally, there are several apartments, cottages, and cabins scattered throughout the charming town, offering varied options for those seeking a cozier or more rustic experience. Many of these rentals are conveniently located near local attractions and the beautiful scenery of the Hudson Valley, ensuring guests enjoy a pleasant stay.
Are there any family house rentals in Red Hook?
In Red Hook, New York, there are some family-friendly house rentals available, providing ample options for visitors seeking a comfortable stay. This charming town, known for its picturesque landscapes and close-knit community, offers accommodations that often feature spacious living areas and well-equipped kitchens, superb for preparing family meals together.

Many of these homes come with outdoor spaces, allowing children to play freely while adults relax on patios or decks. Amenities such as Wi-Fi and air conditioning are typically included to ensure a pleasant experience for all guests.

Red Hook's location is also advantageous, with nearby attractions such as the beautiful Waterfront Park and the scenic Hudson River, which offer opportunities for outdoor activities like hiking, boating, and picnicking.
Can I rent a holiday home with a pool or hot tub in Red Hook?
In Red Hook, New York, there are several holiday homes available for rent that feature pools and hot tubs. This charming town, located in the scenic Hudson Valley, offers a tranquil atmosphere with easy access to outdoor activities, making it a great choice for a getaway. Many of the rental properties come with inviting amenities such as private pools, relaxing hot tubs, and spacious outdoor areas ideal for family gatherings or entertaining friends. Additionally, fully equipped kitchens and comfortable living spaces are common, ensuring a pleasant and convenient stay.
Can I find long-stay holiday rentals in Red Hook?
A long-stay holiday rental in Red Hook 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 Red Hook?
In Red Hook, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. These properties often feature spacious layouts, fully equipped kitchens, and outdoor spaces such as gardens or patios where pets can enjoy the fresh air. Many rentals also come with amenities like Wi-Fi and comfortable living areas, ensuring a convenient and enjoyable stay.

The charming town is surrounded by beautiful countryside, offering opportunities for outdoor activities with pets, including walking trails and parks nearby. Additionally, the local community is known for its pet-friendly atmosphere, with several cafés and shops that welcome dogs.
Are there any remote work holiday rentals in Red Hook?
In Red Hook, New York, there are plenty of remote work holiday rentals available, with around 52 options to choose from. This charming town offers a peaceful setting ideal for those looking to combine work and leisure. Many of the properties come equipped with essential amenities such as free Wi-Fi, designated workspaces, and comfortable living areas, allowing guests to work efficiently while enjoying the tranquil atmosphere.

The area is known for its scenic views and proximity to attractions, including local vineyards and the beautiful Hudson River, superb for outdoor breaks. Additionally, the town's quaint shops and restaurants provide opportunities for leisurely outings after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Red Hook holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Red Hook 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 Red Hook?
In Red Hook, popular rental amenities include fully equipped kitchens, great for those who prefer to prepare their own meals. Many properties feature inviting fireplaces, adding a warm and cosy atmosphere, especially during cooler months. Decks or patios are common, offering outdoor spaces to relax and enjoy the surrounding scenery. Additionally, rentals typically come with coffee and tea makers for morning brews, and onsite parking is often available, making it convenient for guests with vehicles.
When is the best time to visit Red Hook for a holiday rental?
April marks the height of the peak season in Red Hook, drawing visitors looking for a charming getaway amidst the beautiful landscapes of the Hudson Valley. From March to May, the area comes alive with vibrant blooms and outdoor activities, making it an ideal time for those seeking a mix of relaxation and adventure. This season is particularly popular for exploring local wineries, enjoying scenic hikes, and indulging in the area's culinary delights.

With temperatures typically ranging from 5 to 15 degrees Celsius in April, the climate is pleasantly mild, superb for leisurely strolls through the picturesque town or enjoying a picnic by the waterfront. The warmth invites outdoor enthusiasts to take advantage of the nearby trails or engage in water activities on the Hudson River, all while surrounded by the stunning backdrop of blossoming trees.

For those looking for a more budget-friendly option, consider planning your visit in December. While this month tends to be quieter, it offers a unique charm with festive decorations and a peaceful atmosphere superb for introspective winter walks or cosy evenings by the fire.

Ultimately, the best time to book a holiday rental in Red Hook will depend on whether you prefer the lively spring atmosphere filled with activities or a tranquil winter escape.
How early should I book a Red Hook holiday rental?
Book your Red Hook 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.
What are the top attractions in Red Hook?
In Red Hook, New York, visitors can enjoy a charming blend of rural and artistic attractions. The neighbourhood is known for its picturesque landscapes and proximity to the Hudson River, making it ideal for outdoor activities such as hiking and biking. One of the key attractions is the beautiful Red Hook Park, which features sports facilities, playgrounds, and green spaces for picnics.

Art enthusiasts will appreciate the numerous galleries and studios scattered throughout the area, showcasing local artists and craftspeople. Additionally, the nearby Hudson Valley is famous for its wineries and farm-to-table dining experiences, with many establishments offering tastings and tours that highlight the region's agricultural bounty.

For those interested in history, the local architecture reflects a rich heritage, with well-preserved buildings and historic sites that tell the story of the area.
Can I change or cancel my Red Hook home rental booking on Vrbo?
To find Red Hook 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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Red Hook 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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