Sag Harbor vacation rentals

We found 2,530 vacation rentals — enter your dates for availability

Discover a selection of 309 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:Apr 17 - Apr 24

Image gallery for PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

Pool
10 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
Price is $1,164
$8,150 for 7 nights
All fees included
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

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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)
  • Sunset Beach (6.5 mi / 10.5 km)
  • Indian Wells Beach (8.4 mi / 13.5 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 when booking a vacation rental?
When considering a vacation rental in Sag Harbor, New York, the best area to stay is the historic downtown district. This charming neighborhood offers a delightful blend of quaint shops, art galleries, and restaurants, making it a vibrant hub for visitors. You'll find an abundance of properties here, ranging from cozy cottages to upscale homes, ensuring plenty of options for your stay.

One of the top attractions in this area is the Sag Harbor Whaling and Historical Museum, where you can delve into the rich maritime history of the region. Additionally, the picturesque Sag Harbor Marina provides a lovely backdrop for leisurely strolls or enjoying water activities.

Another appealing neighborhood to consider is the Noyack area, which offers a more laid-back atmosphere while still being close to the heart of Sag Harbor. Here, you can enjoy the natural beauty of the nearby beaches and parks, like Long Beach, superb for sunbathing and swimming in the summer months.
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, New York, the area around Long Beach offers an inviting coastal experience with easy access to the sandy shores of Sag Harbor Bay. This neighborhood features a variety of vacation rentals, including charming cottages and modern beach homes, many of which come with amenities such as outdoor decks, private patios, and spacious backyards, ideal for enjoying warm summer evenings.

Travelers can also explore the waterfront properties located near the historic village center, where houses often feature stunning views of the bay and are within walking distance to local shops and restaurants. Many of these homes offer amenities like gourmet kitchens, fireplaces, and outdoor grills, superb for entertaining and relaxing after a day at the beach.

Additionally, the nearby Marine Park and Haven's Beach provide recreational opportunities, including swimming and kayaking, while rentals in these areas often include easy access to the beach and outdoor showers for rinsing off after a day in the sun. Find your rental near the beach in Sag Harbor.
Are there any houseboat rentals in Sag Harbor?
Yes, you can find houseboat rentals in Sag Harbor, where several options are available. These houseboats typically offer unique amenities that enhance the vacation experience, such as spacious decks for lounging, kitchen facilities for preparing meals, and comfortable living areas with scenic water views. The rentals are often moored in charming locations close to the historic district, allowing easy access to local shops, restaurants, and the picturesque waterfront. 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 about 229 available throughout the charming town. These properties often come with multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or larger groups. Many of these houses also feature outdoor spaces like patios or decks, superb for enjoying the beautiful coastal weather. Additionally, there are around 10 cottages, which provide a cozier and more intimate setting for travelers. A selection of apartments, houseboats, and condos can also be found, offering varied options for those looking to experience the unique waterfront lifestyle of Sag Harbor.
Are there any family house rentals in Sag Harbor?
In Sag Harbor, New York, there are numerous family-friendly house rentals available, offering around 160 options to choose from. The charming village features a blend of historic homes and modern properties, making it an excellent choice for families looking for a memorable getaway. Many of these residences are situated near the waterfront, providing easy access to activities like sailing, swimming, and beach outings.

Visitors can expect spacious living areas, fully equipped kitchens, and outdoor decks or patios great for family gatherings. Some homes may also include amenities such as private pools, game rooms for entertainment, and landscaped gardens where children can play.

Additionally, the proximity to local attractions, such as the Sag Harbor Whaling and Historical Museum and popular beaches like Havens Beach, enhances the appeal for families. See all family-friendly rentals in Sag Harbor.
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 for rent that feature pools and hot tubs, with around 154 options to choose from. This charming village offers a blend of historic charm and coastal beauty, providing various neighborhoods where these properties can be found, including the scenic waterfront areas and the more tranquil residential parts of town.

Travelers can expect a wide range of amenities in these rentals, such as private swimming pools, relaxing hot tubs, spacious outdoor decks, and fully equipped kitchens, making them great for both relaxation and entertaining. Find your rental in Sag Harbor with a pool or a hot tub.
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, there are numerous pet-friendly house rentals available, making it an excellent destination for travelers with furry companions. The area features a mix of charming cottages and spacious homes, often equipped with amenities such as fully equipped kitchens, outdoor decks, and private yards where pets can roam freely. Many properties also include features like hot tubs and fire pits, superb for relaxing evenings after a day of exploring.

The neighborhood boasts close proximity to several pet-friendly points of interest. The picturesque Sag Harbor Village offers a vibrant atmosphere with pet-friendly cafes and shops, where visitors can enjoy a leisurely stroll with their pets. See all pet-friendly rentals in Sag Harbor.
Are there any remote work vacation rentals in Sag Harbor?
In Sag Harbor, there is a wide selection of remote work vacation rentals available, with around 219 options to choose from. This charming village, known for its historic whaling community and beautiful waterfront, offers properties that cater specifically to remote workers. Many rentals come equipped with dedicated workspaces, including desks and ergonomic chairs, ensuring a comfortable environment for productivity. High-speed Wi-Fi is a standard feature, allowing for seamless connectivity during work hours.

Travelers can enjoy the serene surroundings of Sag Harbor, with nearby attractions such as the picturesque Main Street and the scenic beaches along the coast. Many properties also provide amenities like outdoor patios for relaxation after work, fully equipped kitchens for home-cooked meals, and cozy living areas to unwind in the evenings. 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 rental amenities include WiFi, kitchens, and private pools, with many properties featuring heated pools for year-round enjoyment. Travelers can expect well-equipped kitchens that allow for home-cooked meals, cozy living spaces for relaxation, and outdoor areas superb for entertaining or unwinding after a day at the beach.
When is the best time to visit Sag Harbor for a vacation rental?
The best time to book a vacation rental in Sag Harbor is during the vibrant summer months, particularly in July, when the charming coastal village comes alive with energy and activity. This peak season, running from June to August, attracts travelers seeking sun-soaked days and enjoyable outdoor experiences. Visitors can indulge in sailing, beach outings, and exploring the picturesque waterfront, all while soaking in the delightful summer climate, with temperatures typically ranging from the mid-60s to the low 80s Fahrenheit.

July offers an enticing mix of events and local attractions, including art galleries, boutique shops, and the famous Sag Harbor Whaling Museum. It's a great time for families and groups of friends looking to immerse themselves in the lively atmosphere of the Hamptons, where you can savor fresh seafood at local restaurants or unwind on the beach.

If you're considering a more budget-friendly option, November presents a wonderful opportunity to visit Sag Harbor while enjoying a quieter experience. During this month, the hustle and bustle of summer tourists has subsided, allowing you to appreciate the serene beauty of the area. The fall foliage adds a picturesque backdrop, great for peaceful walks along the harbor or exploring the region's rich history without the crowds.

Ultimately, the best time to visit Sag Harbor depends on your preferences for lively summer fun or tranquil off-season exploration.
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?
In Sag Harbor, visitors can immerse themselves in a charming coastal town rich in history and culture. The Sag Harbor Whaling and Historical Museum offers fascinating insights into the region's maritime heritage, and the nearby Sag Harbor Village features picturesque streets lined with boutiques, galleries, and restaurants. Vacation rentals in this area often provide easy access to the waterfront, where guests can enjoy scenic views and recreational activities such as sailing and fishing.

Additionally, the iconic Long Wharf is a key attraction, serving as a hub for boating and local events. For those interested in art, the area boasts several galleries showcasing work by local and contemporary artists.
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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