Sag Harbor vacation rentals

We found 2,559 vacation rentals — enter your dates for availability

Discover a selection of 306 homes, 13 apartments, and other vacation rentals in Sag Harbor that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the best amenities for spending time at your vacation home, including air conditioning and cable TV. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Sag Harbor

Showing deals for:May 29 - Jun 5

Image gallery for AMAGANSETT 2 ACRE, 3000 Sq Ft 4 BDR MODERN W/ 20 x 40 POOL, NEAR BEACH & TOWN

Pool
9.8 out of 10, Exceptional, (73 reviews)
Exceptional
(73 reviews)

AMAGANSETT 2 ACRE, 3000 Sq Ft 4 BDR MODERN W/ 20 x 40 POOL, NEAR BEACH & TOWN

Amagansett

13% off
Price is $1,690
$11,829 for 7 nights
All fees included
AMAGANSETT 2 ACRE, 3000 Sq Ft 4 BDR MODERN W/ 20 x 40 POOL, NEAR BEACH & TOWN

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Find out more about Sag Harbor

Why visit Sag Harbor

  • Charming coastal scenery: Enjoy the picturesque views and beautiful beaches that Sag Harbor has to offer.
  • Rich history: Explore historic buildings and landmarks that reflect the town's maritime heritage.
  • Cultural experiences: Visit local art museums and galleries showcasing the vibrant artistic community.
  • Outdoor activities: Engage in a variety of outdoor adventures, from boating to hiking in scenic surroundings.
  • Cozy accommodations: Stay in charming cottages or private vacation homes for a relaxing getaway.

Popular types of accommodation in Sag Harbor

If you're looking for the perfect getaway in Sag Harbor, you're in the right place. Our popular accommodation options include houses, charming cottages, and cozy apartments. Whether you're seeking house rentals or vacation homes in Sag Harbor Village, we have a variety of choices to suit your needs. Enjoy the ultimate comfort and convenience while exploring this beautiful destination.

  • Houses: These spacious homes are the top choice for visitors seeking privacy and comfort, perfect for families or groups.
  • Cottages: Quaint and charming, cottages offer a cozy retreat, ideal for couples or small families looking for a peaceful getaway.
  • Apartments: Conveniently located, apartments provide a home-like atmosphere with easy access to local attractions.
  • Condos: Offering modern amenities, condos are a great option for those wanting a resort-like experience.
  • Villas: Luxurious and spacious, villas are perfect for travelers seeking an upscale and relaxing stay.**

Top attractions in and around Sag Harbor

Sag Harbor is perfect for outdoor adventures, romantic getaways, and beach vacations. Visitors can enjoy a mix of cultural and recreational experiences, with popular attractions including beautiful beaches, historic buildings, and art museums. Whether you're seeking family-friendly activities or a taste of local culture, Sag Harbor offers a delightful array of points of interest that cater to every traveler's interests.

  • East Hampton Main Beach: A beautiful stretch of sandy shoreline, perfect for sunbathing and swimming. Enjoy the vibrant beach atmosphere with plenty of amenities and stunning ocean views, just 7 miles from Sag Harbor.
  • Sag Harbor Marine Park: A lively marina offering outdoor adventures like kayaking and paddleboarding. Immerse yourself in the beach vibes and explore the scenic waterfront, right in the heart of Sag Harbor.
  • The Jewish Center of the Hamptons: A culturally rich synagogue featuring engaging programs and events. Experience the vibrant community and history just 6 miles away from Sag Harbor.

Things to do recommended for couples

For a romantic getaway in Sag Harbor, visit Wolffer Estates Vineyard for wine tasting, enjoy a fun round at Shelter Island Whale's Tail mini golf, and savor a lovely meal at Indian Wells Beach, where you can soak in the beautiful atmosphere together.

Things to do recommended for families

Families will love exploring Cedar Point County Park, just 4 miles from Sag Harbor, offering beautiful landscapes and relaxation. Additionally, Kaplan Meadows Sanctuary, located 8 miles away, provides a serene environment perfect for unwinding and enjoying nature together.

Things to do recommended for groups

Experience local culture at Bay Street Theatre with entertaining performances, enjoy a round of golf at Noyac Golf Club surrounded by nature, and shop for unique items at The Style Bar. Perfect for group fun and relaxation in Sag Harbor.

*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 Sag Harbor

If you're traveling with a group, your family, including pets, or planning an extended stay, be sure to refine your search based on your key priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Sag Harbor with a group: Think about how many bedrooms you'll require, as well as any additional features like a full kitchen or outdoor area for group gatherings. The good news is that you can easily narrow down your options on Vrbo to find exactly what you need and more.
  • Traveling to Sag Harbor with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Sag Harbor: For many families, a vacation wouldn’t feel complete without their furry companion by their side. If you relate to this, explore Vrbo listings that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds to ensure that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Sag Harbor: 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 filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in and around Sag Harbor

Explore the charming allure of Sag Harbor, New York, where outdoor adventures and romantic beach getaways await. This picturesque town offers a blend of family-friendly activities and luxury experiences, making it perfect for every traveler. Don't miss the scenic excursions and cozy vacation homes that highlight the unique charm of the area. Nearby attractions provide even more opportunities to soak in the stunning landscapes and vibrant atmosphere of this delightful destination.

  • Hamptons: Located 5 miles from Sag Harbor, the Hamptons is a quintessential summer getaway known for its beautiful beaches and upscale atmosphere. Travelers flock here for a romantic beach experience filled with outdoor activities. The area boasts several renowned golf courses, vibrant music concerts, and luxurious resorts. Visitors can unwind on pristine family beaches or explore picturesque lakes, making it an ideal destination for relaxation and leisure.
  • East Hampton: About 6 miles away from Sag Harbor, East Hampton is a charming city that attracts visitors with its stunning outdoor spaces and beautiful beaches. It offers a blend of recreational activities, including skiing in winter and ample park spaces for picnicking and outdoor sports. The local landmarks include family-friendly beaches and expansive parks, perfect for enjoying a day in the sun or a romantic evening stroll along the shore.
  • Noyack: Nestled within the Sag Harbor area, the village of Noyack is a hidden gem for those seeking a peaceful retreat. With its outdoor allure and proximity to beautiful beaches, it's a perfect spot for romantic getaways. Noyack features recreational areas and exceptional golf courses for enthusiasts. Locals and visitors alike enjoy the serene beaches and inviting lakes, making it a delightful destination for nature lovers and outdoor adventurers.

Best time to go to Sag Harbor

If you're planning a trip to Sag Harbor, 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 October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyAverageModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately 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 SunnyModerately HighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyModerately LowAverage
November49.6°F (9.8°C)Light RainMostly SunnyModerately LowAverage
December42.1°F (5.6°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay, as this can lead to considerable savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn valuable OneKeyCash on your booking. Being the planner definitely pays off. When you join our travel rewards program, One Key, you’ll gain immediate access to exclusive member savings and the ability to earn and redeem OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board is designed to help you plan your journeys with ease. It allows you to create new trips, manage your existing plans, and keep your reservations organized. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Explore the waterfront setting in Sag Harbor

Enjoy the churches and other features of Sag Harbor. This city's boating, island views and beaches draw many visitors. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Sag Harbor

Are you hoping to discover attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Sag Harbor a fun spot to vacation. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Wolffer Estates Vineyard (3.7 mi / 6 km)
  • LongHouse Reserve (5 mi / 8 km)
  • Duck Walk Vineyards (7.6 mi / 12.3 km)
  • Kontokosta Winery (8.9 mi / 14.4 km)
  • Raphael Winery (9.1 mi / 14.7 km)
  • Pindar Vineyards (9.3 mi / 14.9 km)

Exploring the natural features in Sag Harbor

Whether you're an adventurous traveler or just want to appreciate the scenery, Sag Harbor is a great place to get out in nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • LongHouse Reserve (5 mi / 8 km)
  • The Hamptons Beaches (5 mi / 8.1 km)
  • Georgica Beach (5.9 mi / 9.6 km)
  • East Hampton Main Beach (6.4 mi / 10.3 km)
  • East Hampton Village Nature Trail and Wildlife Sanctuary (6.4 mi / 10.3 km)
  • Sunset Beach (6.5 mi / 10.5 km)

Transportation to and around Sag Harbor

The nearest airport is in East Hampton, NY (HTO), located 3.5 mi (5.6 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Montauk, NY (MTP), which is 19.8 mi (31.9 km) away.

Frequently asked questions

What is the best area to stay in Sag Harbor, New York, United States of America when booking a vacation rental?
In Sag Harbor, one of the best areas to consider for a vacation rental is the historic district. This charming neighborhood is known for its rich maritime history and beautiful waterfront views. Staying here puts you within walking distance of the picturesque Sag Harbor Village, where you can explore a variety of boutique shops, art galleries, and delightful dining options. A highlight of the area is the Sag Harbor Whaling and Historical Museum, which offers fascinating insights into the local history and culture.

Another great option is the area near the beaches. This section boasts proximity to stunning sandy shores, superb for sunbathing and swimming, as well as opportunities for kayaking and paddleboarding. The nearby Long Wharf is a lovely spot for a leisurely stroll, with beautiful views of the harbor and the chance to catch local events throughout the summer.

Overall, Sag Harbor offers a range of vacation rentals, providing options for those looking to immerse themselves in the area's vibrant history and natural beauty.
How much does it cost to rent a vacation home in Sag Harbor?
Prices for vacation rentals in Sag Harbor 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 Sag Harbor 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 Sag Harbor vacation house rentals?
You can find great discounts on house rentals in Sag Harbor 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 Sag Harbor?
For renting a beach house in Sag Harbor, the area near Long Beach is particularly appealing, offering stunning views and direct access to sandy shores. Many vacation rentals in this vicinity come equipped with amenities such as outdoor decks, private pools, and spacious living areas, ideal for families or groups looking to enjoy a relaxed beach atmosphere.

The Sag Harbor Village area also provides charming options, with properties that reflect the local maritime culture. Here, you can find historic homes that feature modern conveniences like gourmet kitchens and landscaped gardens, great for entertaining after a day at the beach. The village itself boasts a vibrant dining scene and boutique shopping, adding to the overall experience.

Additionally, the nearby Mashashimuet Park offers recreational opportunities, with rentals in close proximity often providing amenities like outdoor grills and easy access to walking trails. Find your rental near the beach in Sag Harbor.
Are there any houseboat rentals in Sag Harbor?
In Sag Harbor, there are several houseboat rentals available, offering a unique waterfront experience. These houseboats typically feature amenities such as fully equipped kitchens, cozy living areas, and comfortable sleeping quarters, ideal for travelers looking to enjoy the serene bay views. Many rentals are conveniently located near local attractions, including the charming village center with its boutique shops, art galleries, and waterfront dining options. See all houseboats in Sag Harbor.
What is the most popular type of vacation rental accomodation in Sag Harbor?
In Sag Harbor, vacation houses are the most popular type of rental, with around 192 available in the area. These homes typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Many houses also offer outdoor spaces such as patios or gardens, great for enjoying the beautiful surroundings. Additionally, there are several apartments, cottages, houseboats, and condos available for travelers seeking different experiences.
Are there any family house rentals in Sag Harbor?
In Sag Harbor, New York, families will find a wealth of vacation rentals—approximately 131 options available to suit various needs. This charming village, known for its historic whaling heritage and picturesque waterfront, offers properties in neighborhoods close to the bay and nearby beaches. Many of these homes feature spacious living areas, full kitchens for family meals, and outdoor spaces where children can play freely.

Visitors can enjoy amenities such as private pools, game rooms, and easy access to local parks, making it an ideal spot for family gatherings. The proximity to attractions like the Sag Harbor Whaling and Historical Museum and various art galleries adds to the appeal, providing opportunities for both relaxation and exploration.
Can I rent a vacation home with a pool or hot tub in Sag Harbor?
In Sag Harbor, there are plenty of vacation homes available that feature pools and hot tubs, with around 126 options to choose from. This picturesque village in the Hamptons is known for its charming waterfront and rich history, making it a desirable destination for travelers. Many of the properties offer spacious outdoor areas where guests can relax by the pool or unwind in the hot tub, providing a ideal setting for family gatherings or romantic getaways.

Amenities in these rentals often include fully equipped kitchens, comfortable living spaces, and outdoor dining areas, making them ideal for entertaining. Some homes may also have additional perks like game rooms, fire pits, and proximity to local beaches and shops, enhancing the overall vacation experience.
Can I find long-stay vacation rentals in Sag Harbor?
A long-stay vacation rental in Sag Harbor 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 Sag Harbor?
In Sag Harbor, travelers will find a variety of pet-friendly house rentals, with around 95 options available. This charming village on the East End of Long Island is known for its picturesque waterfront and historic streets, providing a delightful setting for a vacation. Many of these rentals come equipped with amenities such as spacious backyards, outdoor decks, and modern kitchens, making them ideal for families or groups traveling with pets.

The area is also home to several parks and pet-friendly beaches, such as the nearby Long Beach, where pets can enjoy the sandy shores and open spaces. Additionally, the scenic Sag Harbor Village offers pet-friendly cafes and shops, allowing visitors to explore the local culture while enjoying time with their furry companions.
Are there any remote work vacation rentals in Sag Harbor?
In Sag Harbor, there are plenty of remote work vacation rentals available, with around 189 options to choose from. This charming village in New York's Hamptons is known for its rich maritime history and vibrant arts scene, making it an inviting spot for those looking to combine work and leisure. Many of the rental properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable desks, ensuring that remote work can be done effectively.

Travelers can expect a variety of accommodations, including cozy cottages and spacious homes that often feature outdoor spaces for relaxation after a day's work. The area is also close to local attractions like the picturesque Sag Harbor Marina and the historic Whaling Museum, providing an excellent balance of productivity and enjoyment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Sag Harbor vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Sag Harbor 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 Sag Harbor?
In Sag Harbor, popular vacation rental amenities include well-equipped kitchens, which allow travelers to prepare their own meals, and inviting decks or patios for enjoying the outdoors. Many rentals also feature cozy fireplaces, great for cooler evenings after a day of exploring the charming village or nearby beaches. Additionally, having onsite parking is a significant advantage for those visiting with cars. Many properties also come equipped with blenders, suiting guests' needs for smoothies or other blended drinks.
When is the best time to visit Sag Harbor for a vacation rental?
The peak season for vacation rentals in Sag Harbor is from June to August, with July being the most popular month for visitors. During this time, the charming seaside village comes alive, attracting those seeking a blend of relaxation and vibrant community activities. Warm temperatures, typically ranging from the mid-70s to low 80s Fahrenheit, create an inclusive setting for beach outings, boating, and exploring the local art scene.

If you're drawn to the summer buzz, July offers an array of events, including art festivals and outdoor concerts, making it an ideal time for travelers who enjoy socializing and immersing themselves in the local culture. The picturesque waterfront and quaint streets provide ample opportunities for leisurely strolls and delightful dining experiences.

For those looking for more budget-friendly options, November presents a wonderful opportunity to enjoy Sag Harbor in a quieter setting. The crisp autumn air, with temperatures in the low 50s Fahrenheit, invites visitors to explore the stunning coastal landscapes and partake in peaceful walks along the shore. The fall foliage adds a beautiful touch to the scenery, making it an excellent time for photography enthusiasts.
How early should I book a Sag Harbor vacation rental?
Book your Sag Harbor 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 Sag Harbor, New York, United States of America?
In Sag Harbor, visitors can explore the charming waterfront and historic sites that define this picturesque village. The Sag Harbor Whaling and Historical Museum offers insights into the area's rich maritime history, set in a lovely historic building. The nearby picturesque Main Street is lined with boutique shops, art galleries, and delightful restaurants, creating a vibrant setting superb for leisurely strolls.

For those interested in the arts, the Bay Street Theater provides a venue for live performances and cultural events, enhancing the local community experience. The scenic waterfront parks, such as Marine Park, offer stunning views of the harbor and are great for picnicking or enjoying a peaceful walk along the water.
Can I change or cancel my Sag Harbor home rental booking on Vrbo?
To find Sag Harbor 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 Sag Harbor 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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