Shorewood vacation rentals

We found 22 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Shorewood that are perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

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Find out more about Shorewood

Why visit Shorewood

  • Beautiful Beaches: Shorewood boasts stunning beaches perfect for relaxation and outdoor activities.
  • Rich Cultural Scene: Explore historic buildings and local art, showcasing the area's vibrant history.
  • Family-Friendly Atmosphere: The welcoming vibe makes it an ideal destination for families and travelers alike.
  • Scenic Excursions: Enjoy outdoor adventures that highlight the natural beauty of Shelter Island.
  • Diverse Accommodation Options: Choose from cozy vacation homes, charming cottages, or convenient apartments tailored to your needs.

Popular types of accommodation around Shorewood

Discover the perfect getaway with Shorewood vacation rentals. Whether you're seeking a cozy private vacation home, charming cottage, or convenient apartment, we have a variety of options to suit your needs. Explore rentals near Shorewood or find apartment rentals throughout the area, all designed to make your stay comfortable and enjoyable. Choose the ideal accommodation for your American adventure today.

  • Houses: The top choice for visitors, these homes offer plenty of space and comfort, ideal for families or groups seeking a home-away-from-home experience.
  • Cottages: Quaint and charming, cottages provide a cozy retreat, perfect for couples or small families wanting a relaxing getaway.
  • Apartments: A convenient option for solo travelers or couples, apartments offer the essentials for a comfortable stay in Shorewood.
  • Condos: These modern accommodations often come with amenities and are great for those looking for a bit more luxury during their vacation.
  • Villas: Spacious and upscale, villas are perfect for those looking to indulge in a lavish vacation experience.**

Top attractions near Shorewood

Shorewood offers a delightful vacation experience with its rich cultural scene and beautiful beaches. Visitors can explore various points of interest, including stunning beaches, historic buildings, and urban parks. Whether you're after a relaxing beach day or an outdoor adventure, Shorewood's attractions cater to all travelers looking to immerse themselves in its unique charm and vibrant history.

  • Sag Harbor Marine Park: Experience the charm of a vibrant marina just 4 miles from Shorewood. Enjoy outdoor adventures, relax by the water, and soak up the beach vibes while watching boats come and go.
  • 67 Steps Beach: A picturesque beach located 5 miles away, 67 Steps Beach offers a serene escape with its sandy shores and inviting ocean. Perfect for sunbathing, swimming, or leisurely walks along the coastline.
  • Orient Point County Park: This family-friendly urban park, 9 miles from Shorewood, features beautiful outdoor spaces, picnic areas, and scenic trails, making it an ideal spot for a day of relaxation and fun in nature.

Things to do recommended for couples

For a romantic getaway in Shorewood, visit Kontokosta Winery, just 5 miles away, for enchanting wine tastings. Alternatively, enjoy the adventurous vibes at Shelter Island Whale's Tail mini-golf, only 2 miles from your stay. Don't forget Raphael Winery, 7 miles away, perfect for a cozy evening.

Things to do recommended for families

Your family can enjoy delightful moments at the Greenport Carousel, just 4 miles from Shorewood, offering a charming outdoor experience. Additionally, Cedar Point County Park, located 5 miles away, is perfect for relaxation and wellness activities, making it ideal for family bonding time.

Things to do recommended for groups

Experience the vibrant culture at Bay Street Theatre, just 4 miles away, enjoy a round of golf at Noyac Golf Club, located 5 miles from Shorewood, or explore local goods at the Greenport Farmers' Market, also 4 miles away, perfect for group fun and bonding.

*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 around Shorewood

If you're traveling with a group, your family, or even with pets, or if you're seeking longer stays, it's important to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Shorewood with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Shorewood with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Shorewood: For many families, a trip isn’t truly a family affair without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Shorewood: If you're in search of vacation rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search for the perfect getaway.

Where to stay near Shorewood

Shorewood, a charming neighborhood on Shelter Island, offers a perfect blend of cultural experiences and beach relaxation. Families will appreciate the welcoming atmosphere, while scenic excursions highlight the area's natural beauty. Explore nearby attractions, enjoy the local school district vibe, and unwind in this urban retreat. With budget-friendly options and a laid-back ambiance, Shorewood is an ideal destination for a memorable vacation.

  • Hamptons: Located 7 miles from Shorewood, the Hamptons are renowned for their picturesque beaches and vibrant outdoor activities. This upscale destination is perfect for a romantic getaway or a fun-filled family vacation, offering a variety of resorts and golf courses. Visitors can enjoy music concerts and various events throughout the summer, while the local landmarks, including stunning beaches and serene lakes, provide an idyllic backdrop for relaxation and recreation.
  • Greenport: A charming city just 4 miles from Shorewood, Greenport is known for its outdoor wonders and romantic ambiance. The area features beautiful beaches, perfect for sunbathing or swimming, and is dotted with golf courses and resorts that cater to every taste. Visitors can enjoy music concerts and explore event conference venues, making it an excellent spot for both leisure and entertainment. Take a stroll along the waterfront to experience the picturesque views and vibrant local culture.
  • Sag Harbor: Also located 4 miles from Shorewood, Sag Harbor is a historic city that exudes a unique charm with its coastal setting. This destination is perfect for outdoor enthusiasts and romantics alike, offering beautiful beaches and parks for leisurely activities. Visitors can enjoy skiing and other winter sports at nearby ski fields, as well as a selection of golf courses. The family-friendly beaches are ideal for a day of sun and fun, making Sag Harbor a must-visit during your vacation.

Best time to go to Shorewood

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyLowModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyLowModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyHighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyAverageAverage
December42.1°F (5.6°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often 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.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your total booking amount. Being the planner truly has its rewards. When you join our travel rewards program, One Key, you'll gain access to exclusive discounts and accumulate OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use platform for planning your next adventure. You can start new trips, resume planning from where you left off, or manage your existing itineraries all in one place. Here, you’ll find your saved or booked properties neatly organized into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Shorewood?
In Shorewood, vacation houses are the most popular type of rental accommodation, with several available throughout the area. These properties typically offer spacious interiors, multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxing. Many are situated in serene neighborhoods, providing a tranquil environment for families or groups looking to enjoy the local scenery and activities.
Are there any beach house rentals in Shorewood?
In Shorewood, several beach house rentals are available, offering a variety of options for travelers. These properties are typically located near the waterfront, providing easy access to beautiful beaches and scenic views. Many beach houses come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor decks or patios great for relaxing after a day at the beach. Some rentals may also feature private access to the beach, BBQ facilities, and multiple bedrooms to accommodate families or larger groups.
How much does it cost to rent a vacation home in Shorewood?
Prices for vacation rentals in Shorewood 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 Shorewood 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 Shorewood vacation house rentals?
You can find great discounts on house rentals in Shorewood 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 are popular rental amenities in Shorewood?
In Shorewood, popular vacation rental amenities include features that enhance comfort and convenience for travelers. Many rentals come equipped with a kitchen, allowing guests to prepare their own meals, while air conditioning ensures a pleasant indoor climate during warmer months. Outdoor spaces are also a highlight, with decks or patios available for enjoying fresh air and gatherings. Additionally, some properties boast cozy fireplaces, creating a warm and inviting atmosphere, especially during cooler evenings. Porches or lanais provide further opportunities to relax outside.
Can I find family house rentals in Shorewood?
In Shorewood, New York, there are several family-friendly house rentals available, making it an excellent choice for groups traveling together. The area features spacious homes with amenities such as full kitchens for preparing meals, comfortable living areas for family gatherings, and outdoor spaces where children can play and explore.

Visitors can enjoy the beautiful surroundings and nearby attractions, including parks and recreational areas that are great for outdoor activities. The community vibe and access to local amenities further enhance the experience for families looking to create lasting memories.
Are there any Shorewood vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Shorewood 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.
Can I book pet-friendly vacation rentals in Shorewood?
Yes, you can book pet-friendly vacation rentals in Shorewood, New York. There are several options available that cater to travelers with pets. In this charming lakeside community, many vacation rentals are equipped with amenities such as spacious backyards, outdoor patios, and fully stocked kitchens, which make for a comfortable stay.

The area itself is known for its scenic beauty, with nearby parks and walking trails that are superb for enjoying the outdoors with your furry companions. Shorewood's proximity to the shores of Lake Ontario also offers opportunities for scenic walks and relaxation by the water, making it a great destination for both you and your pet.
Can I find long-stay vacation rentals in Shorewood?
A long-stay vacation rental in Shorewood 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.
When is the best time to visit Shorewood for a vacation rental?
The best time to book a vacation rental in Shorewood is during the peak summer months of June through August, with July being particularly popular. This vibrant season attracts travelers looking to enjoy outdoor activities amid warm temperatures, often reaching the mid-70s to low 80s Fahrenheit. Visitors can take advantage of the beautiful lakeside setting, great for swimming, boating, and picnicking, while also enjoying the lively community events that characterize the summer months.

For those who prefer a quieter experience, consider planning your visit in November. This shoulder season offers a peaceful atmosphere, where you can enjoy the serene beauty of the area as the leaves transition into their winter hues. While the weather can be cooler, typically in the 40s to low 50s Fahrenheit, this time of year allows for cozy indoor activities and scenic walks without the summer crowds.

Ultimately, your ideal vacation in Shorewood will depend on whether you seek the bustling energy of summer or the tranquil charm of late fall.
Are there any remote work vacation rentals in Shorewood?
In Shorewood, New York, there are several vacation rentals available that cater to remote work needs. Many of these properties are equipped with reliable Wi-Fi, providing a conducive environment for working from home. Travelers can expect amenities such as dedicated workspaces or desks, allowing for focused productivity during their stay. Additionally, the scenic surroundings of Shorewood offer a tranquil backdrop for work-life balance, making it an appealing destination for those looking to blend work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Shorewood vacation rental?
Book your Shorewood 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 Shorewood, New York, United States of America?
In Shorewood, New York, visitors can enjoy a variety of attractions that highlight the area's charm. The scenic Shorewood Park offers beautiful walking trails, picnic areas, and views of the waterfront, making it a great spot for outdoor activities. Nearby, the charming local shops and cafes provide a taste of the community's vibrant culture.

For those interested in art and history, the nearby town of Saugerties features the Saugerties Lighthouse, which is not only a historic landmark but also provides a picturesque setting for photography and exploration. The area is also close to the Hudson River, where visitors can partake in boating and fishing activities.

Additionally, the proximity to the Catskill Mountains allows for outdoor enthusiasts to enjoy hiking and nature exploration, with various trails available for all skill levels.
Can I change or cancel my Shorewood home rental booking on Vrbo?
To find Shorewood 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 cabin or a beach condo, 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 Shorewood 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.
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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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