Sag Harbor vacation rentals

We found 2,552 vacation rentals — enter your dates for availability

Discover a selection of 329 homes, 12 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:Jul 25 - Aug 1
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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)
  • Crescent Beach (6.6 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 when booking a vacation rental?
North Haven is one of the most desirable neighborhoods for a Vrbo vacation rental in Sag Harbor. Choose from our collection of comfortable properties and then get out and experience the best of this destination.
What is the most popular type of vacation rental accommodation in Sag Harbor?
Cottages are the most popular style of vacation rental in Sag Harbor, according to our data. Even if you’ve got something else in mind, Vrbo has properties in many sizes and shapes. Compare our options to find your perfect Sag Harbor pad.
How much does it cost to rent a vacation rental in Sag Harbor?
Season, length of stay and property type are some of the things that can influence the price of a vacation home. Simply click on your dates of travel to find your ideal escape. From cozy chalets to sprawling luxury villas, all Vrbo vacation rentals offer amazing value.
How much does it cost to rent a beach house in Sag Harbor?
The average price for a vacation home near the beach in Sag Harbor depends on when you’ll be there and the size and style of property you want. You can easily and quickly find prices on Vrbo by entering your preferred travel dates. Then use the filter tool to choose the number of bedrooms and amenities that you prefer, like air conditioning, a pool and WiFi.
What are popular rental amenities in Sag Harbor?
An electric car charging station, a water view and a nearby waterfront top the list of most popular rental amenities in Sag Harbor. Whether you’re taking to the road by yourself, with your spouse or a group of dear friends, Vrbo can help you find a vacation rental that suits your tastes with all the options you need.
What are the top attractions for families in Sag Harbor?
You’ll find loads of fun things to do and see with the family in Sag Harbor, including:

  • Havens Beach
  • Sag Harbor Marine Park
  • Old Whaler’s Church

Can I find two-bedroom vacation rentals in Sag Harbor?
Sag Harbor has 30 two-bedroom vacation properties to choose from. Go for a vacation home with all the space and privacy you want at a price you’ll love on Vrbo.
Are there vacation rentals with WiFi in Sag Harbor?
You’ll have a choice of 125 vacation rentals with WiFi in Sag Harbor. If you want to disconnect from the world on your vacation, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a vacation rental in Sag Harbor?
The minimum age is typically 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your preferred Sag Harbor stay before you book.
How long can I rent a vacation rental in Sag Harbor for?
The length of time you can rent a vacation rental in Sag Harbor is down to the property. Just enter your desired travel dates to look at a list of options offering extended stays. With many amenities like laundries and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to discover the perfect place to call your home away from home in Sag Harbor.
Does Vrbo offer discounts for vacation homes in Sag Harbor?
Whether you’re after one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some fantastic bargains and discounts on Vrbo. From weekend retreats to extended vacations, we’ve got the perfect place for your next Sag Harbor escape.

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