Find Vacation Rentals in Sag Harbor

Highlights Sag Harbor

  • Family vacation
  • Beaches
  • Antique shopping
  • Boating

Best Vacation Rentals in Sag Harbor

Guests agree: these stays are highly rated for location, cleanliness, and more.
Sag Harbor, North Fork
Vacation Rental • 1593 ft² • 3 Bedrooms
(12 reviews)
Pristine village beach cottage with 3 bedrooms and 2 bathrooms, located just off Main Street on the historic western harbor side of Sag Harbor, walking distance to everything the Village has to offer. 10-15 minute drive to the famed Gibson Beach or Sagg Main Beach on the Atlantic Ocean. Stop to tour Wolffer Vineyards along the way.Sleek, well equipped & minimalist designed gourmet kitchen. A chef's delight with Sub Zero and Bosch appliances and a library of great cookbooks and stocked cooking needs.Painted white wood floors throughout creat a clean, beachy and modern feel. The rooms are...
from $1,684 / night
Sag Harbor, North Fork
Vacation Rental • 6 Guests • 3 Bedrooms
(20 reviews)
Discounted Rates!Beautiful Sag Harbour Village House with HEATED Pool & Central Air!Beautiful and charming, gut renovated Sag Harbor Village house with heated pool and central air for rent for July and August (weekly or monthly). Three bedrooms (sleeps 6), 2 full baths, new chefs kitchen with high-end appliances, front porch, back yard with heated pool, dining and grills. Decorated very beautifully and extremely clean. The house is in an amazing location in the historic village of Sag Harbor. Walking distance (4 minutes) to the bay beach (great for kids with swings and slide), walking d...
from $2,093 / night
Sag Harbor, North Fork
Vacation Rental • 1496 ft² • 2 Bedrooms
(20 reviews)
Beech Tree Cottage is a charming two-story cottage in the picturesque village of Sag Harbor, NY (the Hamptons). It's an easy 5-minute walk along the waterfront to Sag Harbor's Main Street, and a short drive to the beach. The owners are year-round residents who live next door. The cottage has its own private entrance and off-street parking. The back deck, with barbecue grill and bistro table and chairs for outdoor dining, is trellis-screened for privacy. The two bedrooms upstairs have a queen size bed and two twins, all with memory foam mattress toppers. Linens and towels are provided. The l...
from $622 / night

Prices and availability

Vacation rental prices Sag Harbor

$620for 3 Dec - 10 Dec
$667 annual average
Average price per week

Vacation rentals availability Sag Harbor

54%for 3 Dec - 10 Dec
44% annual average
Percentage of available rentals

Vacation rentals in Sag Harbor

A dreamy village in The Hamptons

Located partly in the towns of Southampton and East Hampton, Sag Harbor is a seaside village filled with art, history, and coastal offerings. The quaint village has everything you could ever need for an unforgettable vacation. Spend the day sailing on a boat under the sun, surrounded by coastal scenery. Enjoy delicious dinners by the water while watching the sunset. Explore museums and theaters to discover the rich history and artistic background of the village. Sag Harbor is the perfect getaway for couples or families seeking a dreamy coastal getaway in the Northeast.

An idyllic vacation rental in Sag Harbor

Sag Harbor vacation rentals carry the charming aesthetic of the Hamptons. The rentals boast cozy features that’ll make you feel at home as well as bright, spacious qualities that keep your space light and airy. Many rentals have luxurious features that’ll elevate your experience. Pick a rental with private beach access to enjoy the ultimate beach getaway. Opt for a vacation rental with a jacuzzi to unwind each evening. Choose a vacation rental with a saltwater pool to enjoy a dip whenever you feel like it. Rentals in Sag Harbor come in a wide range of sizes, styles, and designs, offering something for every type of traveler..

Vacations in Sag Harbor

The area and getting around

Arriving in Sag Harbor

The closest major international airport to Sag Harbor is John F. Kennedy International Airport. Sag Harbor is 91.5 miles, or a 1.5-hour drive away from the airport. Once you get to the airport, you can take a bus to Sag Harbor. The buses leave every four hours and it takes around two hours to reach Sag Harbor. You can also rent a car from the airport and get there in an hour and a half. You can also take a train to East Hampton from the airport and then take a short bus ride to Sag Harbor from there which takes 4-5 hours.

Getting around Sag Harbor

Sag Harbor is very pedestrian-friendly and you can easily get around the village by walking or riding a bicycle. Many of the attractions around the village are within walking distance of each other. If you’d like to explore around and discover the rest of the Hamptons, you’ll need a vehicle. The Hamptons are quite spread out and having a car will make it much more convenient to explore the area. If you prefer not to drive, you can use a rideshare app such as Lyft or Uber. You can also take a bus to certain nearby destinations.

Travelers and activities

Sag Harbor for art lovers

Sag Harbor is a haven for art lovers with many different attractions on offer. Visit Bay Street Theatre and catch a live performance. The non-profit theater boasts an impressive cast that will make you forget you’re not watching a show on Broadway. Also, pay a visit Monika Olko Gallery to see a beautiful collection of art works. There are numerous works available for purchase if you’d like to bring some back home with you.

Sag Harbor for families

Enjoy a wide variety of activities with your family in Sag Harbor. Visit the Wharf Shop, a retro family-owned toy store, where your kids can discover and choose from a unique collection of toys. Also, visit North Haven Village Park where your children can let off their extra energy at the playground while you relax on the benches. There’s also a basketball court and a tennis court available for use.

Writer John Steinbeck lived in Sag Harbor from 1955 until his death in 1968.

Top 5 travel tips in Sag Harbor

1. Relax at Foster Memorial Beach

Foster Memorial Beach is the perfect place to enjoy a peaceful day at the beach. Stroll along the sands, take a dip in the tranquil waters, or sunbathe along the shore. The beach is perfect for families with nice facilities and a lifeguard on duty in the summer.

2. Visit Sag Harbor Whaling and Historical Museum

This museum showcases the whaling heritage of Sag Harbor. Browse the exhibits which display artifacts, a short film, and informational displays about the whaling history of the area. Enjoy a self-guided tour of the museum while you learn some interesting facts about the history of the town.

3. Have dinner at The Beacon

Enjoy a memorable fine-dining experience with a meal at The Beacon. While you eat, you can enjoy beautiful views of the sea. The restaurant is well-known for its great wine selection.

4. Go antique shopping

Sag Harbor is a paradise for anyone who enjoys digging for vintage treasures. Stop by Black Swan to find chic antiques from lamps, to chairs, to a variety of other nick nacks. Visit Sage Street Antiques to browse a wide collection of unique vintage finds.

5. Go on a boat tour

Many different tour companies around Sag Harbor offer magnificent boat tours in the waters off-shore. Join a boat tour to see Sag Harbor from the sea, catch the sunset, and swim in clear waters. Enjoy an excellent meal on the boat and pop some champagne during the tour. Many companies can do customized tours for private events as well.

FAQs: Vacation Rentals in Sag Harbor

How much do you pay, on average, for vacation rentals in Sag Harbor?

Sag Harbor is one of the most expensive cities in the USA. The price for a vacation rental is around $693 per night.

What time of year offers, on average, the best vacation rental prices in Sag Harbor?

According to last year, the months that are the cheapest in Sag Harbor are May, September and June, with average prices of $554, $558, and $612, respectively.

During which months are vacation rentals more expensive in Sag Harbor?

When it comes to looking for a vacation rental in Sag Harbor, the months when you will pay the most are, in order of highest to lowest, November, January and October, with average prices per night of $871, $819, and $799, respectively.

Are there usually many vacation rentals available in Sag Harbor?

If you decide to put Sag Harbor on your bucket list, we recommend organizing your visit ahead of time because it is usually very high in demand, with an annual average of 83% of rentals booked the previous year.

What are the best months for a spontaneous getaway?

The months when it's easiest to find available accommodation in Sag Harbor are February (the average amount of properties that are free reached 40% of the total last year), January (29%), and December (28%).

Are there many rentals in Sag Harbor?

In Sag Harbor we offer you a comprehensive catalog of around 150 properties, with options for all tastes, thanks to our 2 local and international providers.

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