Sag Harbor vacation rentals

We found 2,590 vacation rentals — enter your dates for availability

Discover a selection of 334 homes, 11 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:Sept 12 - Sept 19
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Find out more about Sag Harbor

Find out more about Sag Harbor

Why visit Sag Harbor

  1. Charming Beaches: Enjoy sun-soaked days at Haven's Beach, perfect for relaxation and fun.
  2. Rich History: Explore the historic buildings and cultural sites that reflect Sag Harbor's unique past.
  3. Outdoor Activities: Ideal for outdoor enthusiasts, offering various activities from hiking to water sports.
  4. Romantic Getaways: A picturesque setting for couples seeking a peaceful and intimate vacation.
  5. Diverse Accommodations: Choose from cozy cottages to stylish apartments for a perfect home base.

Popular types of accommodation in Sag Harbor

Discover the charm of Sag Harbor with our diverse selection of vacation rentals. Whether you're seeking a private vacation home, a cozy cottage, or a stylish apartment, we have the perfect accommodation to suit your needs. Our platform provides transparent information and great savings, ensuring you find the ideal vacation home for your stay in this picturesque destination. Experience the best of Sag Harbor with our trusted vacation rentals today!

  • Houses: The top choice for visitors in Sag Harbor, these spacious homes offer a perfect getaway for families and groups.
  • Cottages: Charming and often set in serene locations, cottages provide a cozy retreat for those seeking a peaceful escape.
  • Apartments: Ideal for solo travellers or couples, apartments in Sag Harbor combine convenience with comfort.
  • Condos: These modern accommodations offer amenities and are great for those wanting a home-like feel during their stay.
  • Villas: Luxurious and spacious, villas are perfect for an extravagant vacation experience in Sag Harbor.**

Top attractions in Sag Harbor

Sag Harbor is an ideal destination for outdoor enthusiasts, beach lovers, and couples seeking a romantic getaway. Explore its beautiful beaches, historic buildings, and charming harbor, which provide a rich cultural experience for families and travellers alike. Whether you're enjoying the sun or soaking in local history, Sag Harbor promises a delightful vacation filled with memorable moments.

  1. Sag Harbor Marine Park: Experience the vibrant atmosphere of Sag Harbor Marine Park, a picturesque marina offering beach access and outdoor adventures. Enjoy kayaking, picnicking, and stunning views of the waterfront.
  2. East Hampton Main Beach: Located 11.3km from Sag Harbor, this beautiful beach boasts soft sands and gentle waves, perfect for sunbathing, swimming, and beachcombing in a relaxed coastal setting.
  3. Sag Harbor Whaling and Historical Museum: Delve into the rich maritime history and culture of Sag Harbor at this engaging museum. Explore fascinating exhibits on whaling and local heritage, making it a must-visit for history enthusiasts.

Things to do recommended for couples

Discover romance in Sag Harbor! Visit Wolffer Estates Vineyard for a charming wine experience, enjoy a fun round at Shelter Island Whale's Tail mini-golf, or savour a meal at Indian Wells Beach, where city vibes blend with romance. Perfect for creating unforgettable couple memories!

Things to do recommended for families

Families visiting Sag Harbor can enjoy the outdoors at Cedar Point County Park and Kaplan Meadows Sanctuary, both offering relaxation vibes. The Greenport Carousel, a short drive away, provides delightful outdoor fun for all ages, making for a memorable family experience.

Things to do recommended for groups

Experience the vibrant arts scene at Bay Street Theatre, enjoy a round of golf at Noyac Golf Club, or browse for unique finds at BookHampton. Sag Harbor offers a perfect blend of culture, outdoor fun, and shopping for group travelers looking for memorable moments.

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

If you're planning a trip with a group, family, or pets, or if you're considering longer stays, be sure to refine your search based on your specific needs. 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, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Sag Harbor with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Sag Harbor: For many families, a trip isn’t truly fulfilling without their furry companions. If you can relate, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Sag Harbor: If you're in search of 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. Be sure to consider including features like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Sag Harbor

Discover the charm of Sag Harbor, New York, where outdoor adventures and romantic beach getaways await. Explore the picturesque Sag Harbor Village and bask in the sun at Haven's Beach. Immerse yourself in the family-friendly atmosphere, vibrant art scene, and stunning scenery. Nearby towns offer unique excursions, making this destination an ideal spot for relaxation and exploration on your vacation.

  • East Hampton: Located approximately 9.7km from Sag Harbor, East Hampton is a charming city known for its stunning beaches and outdoor activities. This picturesque destination attracts visitors seeking romance and adventure alike. The area boasts beautiful local landmarks such as family-friendly beaches and serene parks, perfect for relaxing or enjoying a picnic. In addition to its scenic spots, East Hampton offers opportunities for skiing and recreation in nearby areas, ensuring a diverse travel experience for all types of explorers.
  • Bridgehampton: Situated about 6.4km from Sag Harbor, Bridgehampton is a delightful city that combines beachside relaxation with outdoor adventure. Known for its romantic atmosphere, this area is ideal for couples and families alike. Visitors can enjoy a range of activities, including skiing at local resorts and exploring the picturesque lakes and beaches that dot the landscape. With its inviting atmosphere and scenic beauty, Bridgehampton is a must-visit for those looking to soak up the sun and enjoy the great outdoors.
  • Amagansett: Located roughly 12.9km from Sag Harbor, Amagansett is a vibrant city featuring a perfect blend of family-friendly activities and outdoor experiences. The area is renowned for its beautiful beaches and parks, making it an ideal spot for families looking to spend quality time together. With access to recreational areas and skiing opportunities nearby, Amagansett offers a variety of attractions for every visitor. Whether you're enjoying a day at the beach or exploring the local parks, Amagansett is sure to provide lasting memories.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 on your upcoming journey? Being flexible with your travel dates can really pay off, as prices often vary. Additionally, opting for a longer stay can lead to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly area to plan new trips, resume your previous work, or manage your itinerary. You can easily find the properties you’ve saved or booked, organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/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)
  • Noyac Golf Club (4 mi / 6.4 km)
  • LongHouse Reserve (5 mi / 8 km)
  • Gardiner's Bay Country Club (6.8 mi / 11 km)
  • Duck Walk Vineyards (7.6 mi / 12.3 km)
  • Kontokosta Winery (8.9 mi / 14.4 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:

  • 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)

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?
One of the more desired areas to get a Sag Harbor vacation home is North Haven. When you lock in your vacation 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 vacation rental accommodation in Sag Harbor?
Houses are the most popular kind of vacation rental in Sag Harbor, according to our data. Even if you’ve got something a little different in mind, Vrbo has vacation homes in loads of shapes and sizes. Explore our options to find your perfect pad.
How much does it cost to rent a vacation rental in Sag Harbor?
Length of stay, season and property type are some things that can affect the price of a vacation home. Simply click on your dates of travel to find your dream escape. From comfy cabins to expansive luxury villas, all Vrbo vacation rentals offer incredible 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’re traveling 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 Harbor?
A garden, a barbecue grill and a fireplace are the most popular rental amenities in Sag Harbor. Whether you’re taking to the road alone, with a partner or a group of family members, Vrbo can help you find a vacation rental that matches your tastes with all the conveniences you’re looking for.
What are the top attractions for families in Sag Harbor?
There are tons of wonderful things to see and do with the family in Sag Harbor, such as:

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

Can I find two-bedroom vacation rentals in Sag Harbor?
Sag Harbor has 31 two-bedroom properties to select from. Book a vacation home with all the comfort and privacy you’re looking for at a price that won’t break the bank on Vrbo.
Are there vacation rentals with WiFi in Sag Harbor?
Sag Harbor has 108 vacation rentals with WiFi, so you can stay connected while traveling. 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 vacation rental in Sag Harbor?
You’ll have to check with the Sag Harbor vacation rental you’d like on Vrbo as age restrictions differ. However, it’s generally 16, 18 or 21.
How long can I rent a vacation rental in Sag Harbor for?
The amount of time you can book a Sag Harbor vacation 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 vacation rentals may also offer weekly or monthly discounts, so you can stick around for longer for less.

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