Sag Harbor holiday rentals

We found 2,535 holiday rentals — enter your dates for availability

Discover a selection of 314 homes, 15 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.

Holiday rentals with weekly discounts – Sag Harbor

Showing deals for:25 Sept - 2 Oct

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Why visit Sag Harbor

  • Coastal Charm: Sag Harbor offers a peaceful seaside retreat with scenic waterfront views and pristine beaches ideal for romantic escapes or family outings.
  • Historic Ambience: Wander amongst well-preserved historic buildings and quaint seating areas that echo the rich past of this coastal village.
  • Artistic Flair: Immerse yourself in the local arts scene at the museum and nearby galleries, celebrating the creative spirit of the community.
  • Village Vibe: Enjoy the small-town feel with delightful local boutiques and cosy public spaces that enhance your visit.
  • Natural Beauty: Revel in leisurely strolls along the coast, absorbing the serene coastal environment and fresh sea air.

Popular types of accommodation in Sag Harbor

Discover the charm of Sag Harbor, New York, a delightful coastal village steeped in history and character. Enjoy an array of private holiday homes, cosy cottages, and stylish apartments, perfect for your getaway. Explore the scenic waterfront, vibrant arts scene, and local boutiques, all while relishing outdoor seating options that enhance your stay. Whether you seek relaxation or adventure, Sag Harbor's unique attractions promise a memorable holiday experience.

  • Private Holiday Homes: The top choice for visitors, offering spacious and comfortable living spaces ideal for families or groups.
  • Cottages: A charming option, these quaint dwellings provide a cosy atmosphere perfect for a romantic getaway or a peaceful retreat.
  • Apartments: A versatile and convenient choice, ideal for those seeking modern amenities and easy access to local attractions.
  • Condos: These offer a blend of comfort and community, often featuring shared facilities and a sociable environment.
  • Villas: For those desiring luxury, villas provide upscale accommodations with ample space and premium features.**

Top attractions near Sag Harbor

Sag Harbor offers a delightful blend of history and natural beauty, making it a superb destination for cultural and family outings. Enjoy leisurely strolls along the beach, immerse yourself in art at the local museum, and explore its charming historic buildings. Whether seeking a romantic retreat or a fun-filled family holiday, Sag Harbor provides a serene setting to relax and discover its unique coastal allure.

  • East Hampton Main Beach: Enjoy beach vibes on this sandy haven located 11km from Sag Harbor, where the sound of the waves and golden sunsets set a perfect scene for relaxation.
  • Home Sweet Home Museum: Immerse yourself in culture at this historic building 10km away, where the echoes of the past blend with local heritage and architectural charm.
  • Amagansett Square: Experience urban energy at this modern square 13km from Sag Harbor, offering a vibrant scene and contemporary city ambience.

Things to do recommended for couples

Explore Sag Harbor's seaside charm with leisurely walks along picturesque harbours, cosy beach picnics, and intimate dining experiences in quaint local eateries. Embrace the romantic ambience that sets a perfect backdrop for your couple's retreat.

Things to do recommended for families

Families visiting Sag Harbor can enjoy a day at the picturesque Sag Harbor Beach, perfect for sandcastle building and swimming. Additionally, the Children's Museum of the East End offers engaging exhibits and activities, ensuring a delightful experience for kids of all ages.

Things to do recommended for groups

Groups visiting Sag Harbor can indulge in wine tasting at local vineyards, explore the charming waterfront shops, and enjoy a scenic sailing tour around the picturesque bay. Don’t miss the chance to savour fresh seafood at renowned local restaurants for an authentic culinary experience.

*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 travelling with a group, family, or pets, or if you're seeking longer stays, be sure to apply the appropriate filters to suit your needs. Here are some helpful booking tips for Stayz.

  • Traveling to Sag Harbor with a group: Think about how many bedrooms you'll require, as well as amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options, and more, on Stayz.
  • Traveling to Sag Harbor with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Sag Harbor: For many, a family holiday isn't truly complete without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most of these pet-friendly accommodations 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 offering 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 include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Sag Harbor

Sag Harbor invites travellers to experience its charming village vibe with scenic outdoor attractions and beautiful beaches perfect for a romantic getaway or family holiday. Enjoy leisurely excursions around the historic seating areas and relax in areas that reflect the unique weather and coastal beauty of the Sag Harbor area. This destination offers a luxury and serene retreat in a picturesque setting.

  • Hamptons: Just 8km from Sag Harbor, the Hamptons invites travellers to indulge in a delightful blend of beachside charm and outdoor pursuits. The area is renowned for its romantic ambience, where visitors can enjoy the serenity of expansive beaches and lakes. The local attractions showcase a mix of family-friendly beaches and natural water bodies, while the nearby golf course and ski facilities offer options for both leisurely and adventurous outings. This destination is perfect for those seeking a balanced experience of relaxation and active exploration.
  • East Hampton: Located 10km from Sag Harbor, East Hampton is a vibrant city celebrated for its family-friendly and outdoorsy vibe. Visitors are drawn to its beautiful beaches and recreational areas, with a welcoming park setting that invites picnics and leisurely strolls. The nearby golf course and ski field provide engaging opportunities for sport and leisure, making East Hampton an excellent choice for a well-rounded holiday experience. Its scenic charm and accessible outdoor activities enhance its appeal for families and nature lovers alike.
  • Bridgehampton: Only 6km from Sag Harbor, Bridgehampton offers a delightful mix of outdoor and beachside attractions. Known for its romantic and relaxing setting, this city features a picturesque backdrop of family beaches and parks. The local golf courses and recreational areas add to the charm of the destination, providing ample opportunities for both active pursuits and quiet moments by the sea. Bridgehampton is an ideal stop for travellers seeking a blend of natural beauty and leisurely adventures.

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 Stayz is a breeze

Are you hoping to save on your next adventure? Being flexible with your travel dates can help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the ideal Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz's innovative Trip Board offers you a dedicated area to plan new journeys, pick up from where you last paused, or review and arrange your travel plans. Properties that you have previously saved or booked can now be located under Potential, Upcoming, or Current Trips. To access Trip Boards, please visit: https://www.stayz.com.au/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)
  • 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)
  • 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:

  • The Hamptons Beaches (5 mi / 8.1 km)
  • LongHouse Reserve (5 mi / 8 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)

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 home?
One of the more desired areas to get a Sag Harbour holiday home is North Haven. When you lock in your holiday property with Stayz, 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 home accommodation in Sag Harbour?
Houses are the most popular kind of holiday home in Sag Harbour, according to our data. Even if you've got something a little different in mind, Stayz 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 home 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 Stayz holiday homes 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 Stayz 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 home amenities in Sag Harbour?
A garden, a barbecue grill and a fireplace are the most popular home amenities in Sag Harbour. Whether you're taking to the road alone, with a partner or a group of family members, Stayz can help you find a holiday home 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 homes 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 Stayz.
Are there holiday homes with WiFi in Sag Harbour?
Sag Harbour has 108 holiday homes 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 Stayz homes make it a breeze to go online.
How old do you have to be to rent a holiday home in Sag Harbour?
You'll have to check with the Sag Harbour holiday home you'd like on Stayz as age restrictions differ. However, it's generally 16, 18 or 21.
How long can I rent a holiday home 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 homes may also offer weekly or monthly discounts, so you can stick around for longer for less.