Sag Harbor holiday lettings

We found 2,623 holiday rentals — enter your dates for availability

Discover a selection of 335 homes, 11 apartments and other holiday rentals in Sag Harbor that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you expect for your stay, which might include air conditioning and a pool. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Why visit Sag Harbor

  • Beautiful beaches: Spend leisurely days on the stunning beaches, perfect for sunbathing and family fun.
  • Charming marinas: Explore the picturesque marinas, ideal for boating and enjoying waterfront views.
  • Historic buildings: Discover the rich history of Sag Harbor through its well-preserved historic architecture.
  • Local culture: Immerse yourself in the vibrant local culture with unique shops and delightful eateries.
  • Accommodation variety: Choose from an array of charming cottages, private homes, and modern apartments for a perfect stay.

Popular types of accommodation in Sag Harbor

You've chosen Sag Harbor for your next getaway, and now it's time to select the perfect accommodation. Discover a range of delightful options, from private holiday homes and charming cottages to modern apartments. With various sag harbor rentals available, you're sure to find the ideal place to unwind and enjoy your holiday. Start exploring the best holiday rentals Sag Harbor has to offer for a truly memorable stay.

  • Houses: The most sought-after choice for holiday stays in Sag Harbor, offering spacious and comfortable accommodation for families or groups.
  • Cottages: A charming second option, these quaint retreats provide a homely atmosphere, perfect for a peaceful getaway.
  • Apartments: The third choice, ideal for couples or solo travellers, offering convenience in the heart of Sag Harbor.
  • Condos: A popular fourth option, combining modern amenities with lovely views for a delightful holiday experience.
  • Villas: The fifth choice, providing luxurious and spacious living for those seeking a more upscale stay.**

Top attractions in and around Sag Harbor

Sag Harbor is an idyllic destination for outdoor enthusiasts and romantic getaways, featuring a blend of beautiful beaches, historic buildings, and charming marinas. Visitors can immerse themselves in local culture while enjoying family-friendly activities. With various attractions to explore, Sag Harbor promises a delightful holiday experience for all types of travellers.

  • Sag Harbor Marine Park: A picturesque marina brimming with outdoor adventure opportunities. Enjoy kayaking, paddle boarding, or simply relax on the beach while soaking up the vibrant atmosphere of this charming coastal locale.
  • East Hampton Main Beach: Located 4.3km from Sag Harbor, this stunning beach offers golden sands and crystal-clear waters, perfect for sunbathing and swimming. The serene environment makes it a fantastic spot for a leisurely day by the sea.
  • Sag Harbor Whaling and Historical Museum: Delve into the rich maritime history of Sag Harbor at this local museum. Exhibits highlight the town's whaling past and cultural heritage, providing a captivating insight into the region's legacy.

Things to do recommended for couples

For a romantic getaway in Sag Harbor, indulge in a wine tasting at Wolffer Estates Vineyard, only 2.5km away. Enjoy a fun round of mini golf at Shelter Island Whale's Tail, 3.7km distant, and savour a lovely meal at Indian Wells Beach, 5.0km from the town.

Things to do recommended for families

Families will love exploring Cedar Point County Park, a serene recreational area just 2.5km from Sag Harbor, or enjoying the outdoor fun at the Greenport Carousel, located 5.0km away. Additionally, Kaplan Meadows Sanctuary offers another relaxing experience only 5.0km from Sag Harbor.

Things to do recommended for groups

Group travellers in Sag Harbor can enjoy a captivating performance at the Bay Street Theatre, indulge in a round of golf at Noyac Golf Club, and explore unique finds at The Style Bar, all while soaking up the charming atmosphere of this picturesque coastal town.

Booking with Vrbo is a breeze

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Where to stay near Sag Harbor

Sag Harbor offers a delightful blend of outdoor adventures and romantic getaways, perfect for families seeking a memorable holiday. Spend your summer days lounging on beautiful beaches or exploring charming local shops and eateries. Nearby regions boast stunning scenery and luxury accommodations, ensuring a relaxing experience for all. Whether you fancy a beach house retreat or exciting excursions, Sag Harbor is an ideal destination for your next vacation in the United States.

  • Hamptons: The Hamptons, located a mere 3.1km from Sag Harbor, is a quintessential seaside destination renowned for its stunning beaches and vibrant outdoor experiences. Visitors are drawn to its charming coastal villages, world-class golf courses, and lively music concerts. The area boasts beautiful local landmarks, including pristine beaches and tranquil lakes, ideal for family outings and romantic strolls. The Hamptons offers a relaxed yet sophisticated atmosphere, making it a perfect spot for both adventure seekers and those looking to unwind.
  • East Hampton: Just 3.7km from Sag Harbor, East Hampton is a delightful city celebrated for its beautiful beaches and lush parks. A popular choice for outdoor enthusiasts, it offers a variety of recreational activities, including skiing and ample green spaces for leisurely picnics. The area’s charming family beaches provide a perfect setting for relaxation, while the local parks invite exploration and nature walks. East Hampton’s combination of natural beauty and community spirit makes it an inviting destination for couples and families alike.
  • Bridgehampton: Located only 2.5km from Sag Harbor, Bridgehampton is a charming city that captures the essence of beachside living. Known for its stunning shoreline and outdoor recreation, visitors can enjoy the thrill of skiing at nearby resorts or bask in the sun on family-friendly beaches. With picturesque lakes and a welcoming atmosphere, Bridgehampton is ideal for those seeking a romantic getaway or a fun-filled family holiday. The area's blend of scenic beauty and engaging activities makes it a must-visit during your stay in Sag Harbor.

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

What do I need to keep in mind when booking a vacation in 'Sag Harbor

When you're planning a trip, whether it’s with a group, family, pets, or for an extended stay, be sure to narrow down your options according to your most important preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Sag Harbor with a group: Think about how many bedrooms you will require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Sag Harbor with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities, 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 Sag Harbor: For many, a family holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly options offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Sag Harbor: If you're in search of holiday 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 criteria as well.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides you with a convenient platform to plan new holidays, refine your arrangements, or manage your bookings with ease. The properties you've saved or reserved are thoughtfully categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/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 holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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 searching for top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Sag Harbor has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Wolffer Estates Vineyard (3.7 mi / 6 km)
  • Noyac Golf Club (4 mi / 6.4 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)

Exploring the natural features in Sag Harbor

Whether you're an active traveller or just want to take in the scenery, Sag Harbor is a great place to get outside. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Havens Beach (0.5 mi / 0.8 km)
  • 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)

Transport to and around Sag Harbor

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

Frequently asked questions

What is the best area to stay in Sag Harbour when booking a holiday rental?
One of the more desired areas to get a Sag Harbour holiday home is North Haven. When you lock in your holiday property with Vrbo, you'll enjoy having the entire place to yourselves. That means you don't have to share it with anybody other than your group.
What is the most popular type of holiday rental accommodation in Sag Harbour?
Houses are the most popular kind of holiday rental in Sag Harbour, according to our data. Even if you've got something a little different in mind, Vrbo has holiday homes in loads of shapes and sizes. Explore our options to find your perfect pad.
How much does it cost to rent a holiday rental in Sag Harbour?
Length of stay, season and property type are some things that can affect the price of a holiday home. Simply click on your dates of travel to find your dream escape. From comfy cabins to expansive luxury villas, all Vrbo holiday rentals offer incredible value.
How much does it cost to rent a beach house in Sag Harbour?
The average price for a holiday home near the beach in Sag Harbour depends on when you're travelling and the type and size of property you're searching for. You can find prices quickly and easily on Vrbo by entering your travel dates. Then use the filter tool to choose the number of bedrooms and amenities that you prefer, such as air conditioning, WiFi and a hot tub.
What are popular rental amenities in Sag Harbour?
A garden, a barbecue grill and a fireplace are the most popular rental amenities in Sag Harbour. Whether you're taking to the road alone, with a partner or a group of family members, Vrbo can help you find a holiday rental that matches your tastes with all the conveniences you're looking for.
What are the top attractions for families in Sag Harbour?
There are tons of wonderful things to see and do with the family in Sag Harbour, such as:

  • East Hampton Main Beach
  • Georgica Beach
  • Atlantic Avenue Beach

Can I find two-bedroom holiday rentals in Sag Harbour?
Sag Harbour has 31 two-bedroom properties to select from. Book a holiday home with all the comfort and privacy you're looking for at a price that won't break the bank on Vrbo.
Are there holiday rentals with WiFi in Sag Harbour?
Sag Harbour has 108 holiday rentals with WiFi, so you can stay connected while travelling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming Hollywood blockbusters to sending emails, these Vrbo homes make it a breeze to go online.
How old do you have to be to rent a holiday rental in Sag Harbour?
You'll have to check with the Sag Harbour holiday rental you'd like on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental in Sag Harbour for?
The amount of time you can book a Sag Harbour holiday home for varies depending on the property. Simply put in your travel dates to find options that offer extended stays. They come with all you need to make your extended trip more enjoyable like laundries and air conditioning. Some holiday rentals may also offer weekly or monthly discounts, so you can stick around for longer for less.

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