Sag Harbor holiday homes

We found 2,437 holiday rentals — enter your dates for availability
Discover a selection of 306 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:12 Feb - 19 Feb

Find the best place to stay - Sag Harbor

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Sag Harbor

Why visit Sag Harbor

  • Seaside Serenity: Enjoy picturesque waterfront views and stroll along charming beaches.
  • Historic Exploration: Discover the village’s heritage with its well-preserved historic buildings and districts.
  • Art & Culture: Visit local art galleries and museums that capture Sag Harbor’s rich cultural tapestry.
  • Outdoor Leisure: Unwind in local parks and enjoy the vibrant, family-friendly outdoor scene.
  • Romantic Ambience: Experience captivating sunsets by the marina, perfect for a quiet retreat.

Top attractions in and around Sag Harbor

Sag Harbor, New York, is a charming seaside village perfect for outdoor and romantic getaways. Visitors can explore beautiful beaches, historic buildings, and art museums that reflect the area's rich culture. Whether you're seeking a family-friendly experience or a quiet retreat, Sag Harbor offers a delightful blend of activities and attractions that cater to all travellers. Don't miss the chance to soak in the picturesque surroundings and warm atmosphere that make this destination special.

  • Sag Harbor Marine Park: Located within Sag Harbor, this marina offers an adventurous and outdoor experience with beach vibes, perfect for exploring the local waters and enjoying the scenic coast.
  • East Hampton Main Beach: Approximately 11km from Sag Harbor, this beach provides a classic seaside experience with its inviting beach vibes and golden sands.
  • Foster Memorial Town Beach: Situated 3km from Sag Harbor, this urban park offers a blend of city and family-friendly outdoor vibes, ideal for a relaxed day out.

Things to do recommended for couples

For a romantic getaway in Sag Harbor, explore the charming streets hand-in-hand, enjoy a sunset sail on the bay, or savour a candlelit dinner at a local eatery. Don't miss the scenic views at Long Beach, perfect for a stroll together.

Things to do recommended for families

Families can explore the charming streets of Sag Harbor, visiting the Whaling Museum for a glimpse of maritime history, or enjoy a day at the lovely Havens Beach, perfect for swimming and picnicking. Don’t miss the local shops and eateries for a taste of community life.

Things to do recommended for groups

Groups visiting Sag Harbor can enjoy a scenic boat tour of the picturesque harbour, explore the local art galleries, and indulge in fresh seafood at waterfront eateries. Don't miss the chance to stroll through charming streets filled with historic homes and boutique shops.

*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

Whether you're journeying with a group, as a family, with your pets, or seeking extended stays, be sure to filter using the appropriate criteria. Here are some Vrbo booking pointers for you.

  • Traveling to Sag Harbor with a group: Consider how many bedrooms you'll require, along with features like a full kitchen or an outdoor area for group get-togethers. Luckily, you can search 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 prioritise their comfort and safety, along with suitable amenities 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 families, a trip wouldn't be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with 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'll be able to effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Sag Harbor

Discover the charm of Sag Harbor, New York, where picturesque streets meet stunning waterfront views. This quaint village offers a perfect blend of outdoor activities, from relaxing on beautiful beaches to exploring local parks. Stroll through historic districts filled with art galleries and boutique shops, or enjoy a romantic sunset by the marina. Summer in Sag Harbor is vibrant, with lively events and a welcoming atmosphere that makes it an ideal destination for families and luxury seekers alike.

  • Hamptons: Situated 8km from Sag Harbor, the Hamptons offer a charming blend of coastal allure and outdoor adventure. Visitors are drawn here for the pristine beaches and a romantic, outdoor retreat. Enjoy a round of golf at a local course or take in the brisk slopes at a nearby ski field. The area is dotted with scenic landmarks including expansive family beaches and a serene lake, making it a perfect destination for a leisurely day exploring natural beauty and recreational pursuits.
  • East Hampton: Located 10km from Sag Harbor, East Hampton provides a vibrant mix of family-friendly outdoor activities and beachside relaxation. The city is a go-to destination for those seeking a versatile holiday experience. Enjoy a day out at the golf course or relax in one of the recreational areas, with a ski field nearby for those inclined to winter sports. Notable attractions include a welcoming beach and park, ideal for picnics and leisurely strolls along the coast.
  • Bridgehampton: Just 6km from Sag Harbor, Bridgehampton is celebrated for its inviting outdoor ambience and picturesque beach scenes. This city is a haven for those seeking a romantic escape or a refreshing outdoor experience. Engage in a round of golf at one of the local courses or spend time at the recreational areas. The area boasts a lovely beach, complete with a family-friendly atmosphere and a charming park, providing a perfect backdrop for a relaxed and scenic holiday.

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January35.6°F (2.0°C)Light RainMostly SunnyAverage
February35.8°F (2.1°C)Light RainMostly CloudyAverage
March39.7°F (4.3°C)Light RainMostly SunnyAverage
April47.5°F (8.6°C)Light RainMostly SunnyAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately High
July73.0°F (22.8°C)Light RainMostly SunnyModerately High
August73.4°F (23.0°C)Light RainMostly SunnyModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverage
October59.7°F (15.4°C)Light RainMostly SunnyModerately Low
November49.6°F (9.8°C)Light RainMostly SunnyModerately Low
December42.1°F (5.6°C)Light RainMostly CloudyModerately Low

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of holiday rental. We're here to help you find the perfect place for your getaway.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy area for you to plan new trips, continue from where you last stopped, or manage your travel arrangements. You can easily access the properties you've saved or booked, neatly organised under Potential, Upcoming, or Current Trips. To start making the most of Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently Asked Questions

What is the best area to stay in Sag Harbor when booking a holiday rental?

When considering a holiday rental in Sag Harbor, a charming village with a rich maritime history, the area around the waterfront is particularly appealing. This neighbourhood offers a delightful mix of quaint shops, art galleries, and excellent dining options, all within easy reach of the picturesque harbour. One of the top attractions nearby is the Sag Harbor Whaling Museum, where visitors can delve into the town's whaling past and maritime culture. Additionally, the beautiful beaches, such as Havens Beach, provide a great spot for relaxation and enjoying the stunning views of the bay.


For those looking to immerse themselves in the local scene, the area around Main Street is vibrant and lively, featuring a variety of properties that cater to different tastes and budgets. The charming architecture and historic buildings add to the area's allure, making it a picturesque place to stay.

Where are the best areas for renting a beach house in Sag Harbor?

For renting a beach house in Sag Harbor, consider the picturesque waterfront areas near the village centre, where charming properties often boast stunning views of the harbour and easy access to local beaches. The area around Havens Beach is particularly appealing, with several holiday rentals featuring amenities such as outdoor patios, swimming pools, and private docks, superb for families or groups wanting to enjoy a quintessential beachside experience.


Additionally, the North Haven section offers a more tranquil atmosphere, with upscale homes that typically come equipped with modern kitchens, spacious living areas, and easy access to secluded beaches. Many of these properties also include outdoor entertainment spaces, ideal for summer barbecues or relaxing evenings by the water.


For those interested in local culture, Sag Harbor's vibrant village offers a variety of shops, art galleries, and restaurants, making it an excellent base for exploring the area. Rentals close to the main street often provide convenient access to these amenities while still maintaining proximity to the beach, giving travellers the best of both worlds. Find your rental near the beach in Sag Harbor.

Are there any houseboat rentals in Sag Harbor?

In Sag Harbor, there are several houseboat rentals available, providing a unique way to experience this charming coastal village. These houseboats often feature modern amenities such as fully equipped kitchens, spacious decks for sunbathing or dining al fresco, and comfortable living areas superb for relaxing after a day of exploring. The rentals are typically moored in scenic locations, allowing guests to enjoy views of the harbour and easy access to local attractions like the historic Whaling Museum and the picturesque Sag Harbour Marina.

What is the most popular type of holiday rental accomodation in Sag Harbor?

In Sag Harbor, holiday houses are the most popular type of holiday rental, with around 768 available throughout the charming town. These properties offer a spacious environment, typically featuring multiple bedrooms, fully equipped kitchens, and outdoor areas like decks or gardens, great for enjoying the coastal atmosphere. The holiday houses are often situated close to local attractions such as the picturesque harbour, shops, and restaurants, enhancing the overall experience for travellers.


Additionally, there are about 36 apartments and 32 cottages available, which provide a more compact yet comfortable option for couples or smaller groups. These rentals generally include essential amenities such as kitchen facilities and cosy living spaces. Though fewer in number, houseboats and condos also contribute to the diverse rental offerings in Sag Harbor, suiting those seeking great experiences on the water or in more communal living settings.

Are there any family house rentals in Sag Harbor?

In Sag Harbor, there are plenty of family-friendly house rentals available, with around 131 properties to choose from. This charming village is situated near the beautiful beaches of the Hamptons, making it an ideal spot for a family getaway. Many of these homes boast spacious living areas, fully equipped kitchens, and outdoor spaces superb for barbecues or simply enjoying the fresh air.


Visitors can find properties with amenities such as private pools, game rooms to keep the children entertained, and comfortable bedrooms for restful nights. The neighbourhood is also close to local attractions like the picturesque Sag Harbor Village, where families can explore quaint shops and enjoy waterfront dining. Moreover, nearby beaches provide opportunities for swimming, sunbathing, and beach games, ensuring a delightful experience for guests of all ages.

Can I rent a holiday home with a pool or hot tub in Sag Harbor?

In Sag Harbor, there are plenty of holiday homes available for rent that feature pools or hot tubs, with approximately 126 options to choose from. This picturesque village, located on the eastern end of Long Island, is known for its charming waterfront and vibrant arts scene. Properties with these amenities can be found in various neighbourhoods, including the serene residential areas surrounding the bay and the more bustling parts near the village centre.


Travellers can expect a range of amenities in these rentals, such as private swimming pools, inviting hot tubs, spacious outdoor decks, and fully equipped kitchens ideal for family gatherings or entertaining guests.

Are there pet-friendly house rentals in Sag Harbor?

In Sag Harbor, there are numerous pet-friendly house rentals available, providing a variety of options for travellers with pets. Many of these homes are equipped with modern amenities such as well-appointed kitchens, spacious living areas, and outdoor spaces where pets can roam freely.


The charming village atmosphere of Sag Harbor is complemented by its proximity to beautiful parks and waterfront areas. Nearby, places like the Sag Harbor Village Marina offer scenic walks along the waterfront, making it a lovely spot for pet owners to enjoy time outdoors with their furry companions.


Additionally, the area features pet-friendly beaches, allowing for enjoyable days by the sea with pets. Rentals here can vary from quaint cottages to more luxurious homes, often featuring private gardens or patios, great for relaxing after a day of exploring.

Are there any remote work holiday rentals in Sag Harbor?

In Sag Harbor, New York, there are numerous holiday rentals suitable for remote work, with around 756 options available. This charming village, known for its maritime history and vibrant arts scene, offers a variety of properties that cater to the needs of remote workers. Many rentals come equipped with reliable Wi-Fi, ensuring seamless connectivity for video calls and online tasks.


Travellers can expect a range of amenities, including dedicated workspaces, comfortable furnishings, and spacious living areas that provide a conducive environment for productivity. Some properties also feature outdoor spaces, great for taking breaks and enjoying the scenic views of the surrounding area.


The village itself is home to lovely shops, restaurants, and galleries, creating an inspiring atmosphere for those working remotely. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.

What are popular rental amenities in Sag Harbor?

In Sag Harbor, popular rental amenities include fully equipped kitchens, allowing travellers to prepare meals at their convenience. Many properties also feature outdoor decks or patios, superb for enjoying the tranquil surroundings. A fireplace is a common addition, providing a cosy atmosphere during cooler evenings. Additionally, amenities such as blenders are available for those who enjoy smoothies or homemade drinks. Onsite parking is another practical feature that many rentals offer, ensuring easy access for guests arriving by car.

When is the best time to visit Sag Harbor for a holiday rental?

The best time to visit Sag Harbor for a holiday rental is during the summer months, particularly in July, when the town comes alive with vibrant energy and a variety of activities. This peak season, spanning from June to August, attracts many visitors eager to enjoy the scenic beauty of the Hamptons, with its picturesque beaches and charming village atmosphere.


In July, you can expect warm temperatures averaging around 25 to 30 degrees Celsius, superb for outdoor pursuits like swimming, sailing, or exploring the local boutiques and art galleries. The lively summer events, including farmers' markets and art fairs, add to the allure, making it an ideal time for those looking to immerse themselves in the local culture.


For those seeking a more tranquil experience, consider visiting in November. This month offers a serene atmosphere, allowing you to appreciate Sag Harbor's historic charm without the summer crowds. The fall foliage adds a beautiful backdrop for leisurely walks along the waterfront or cozy evenings in a holiday rental.


Ultimately, your choice of when to visit Sag Harbor will depend on whether you prefer the bustling vibe of the summer or the peaceful charm of the off-peak months.

What are the top attractions in Sag Harbor?

In Sag Harbor, visitors can engage in a charming coastal atmosphere with a rich maritime history. The Sag Harbor Whaling and Historical Museum offers insights into the town's whaling past and features intriguing exhibits in a beautifully preserved building. The picturesque waterfront area is superb for leisurely strolls, and you can find lovely views of the harbour from various spots along Main Street.


For those interested in art and culture, the Bay Street Theatre hosts a variety of performances and events throughout the year, making it a cultural hub in the area. Nearby, the scenic Long Beach provides a great spot for sunbathing and enjoying the summer breeze.

Are all fees included in the Sag Harbor holiday homes prices shown on Bookabach?

Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

Are there any Sag Harbor holiday homes with parking?

Bookabach offers a wide selection of holiday homes in Sag Harbor with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

Are there any discounts for Sag Harbor holiday homes?

You can find great discounts on holiday homes in Sag Harbor on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I change or cancel my Sag Harbor holiday home booking on Bookabach?

To find Sag Harbor holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.

Can I find long-stay holiday homes in Sag Harbor?

A long-stay holiday home in Sag Harbor is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Can I plan a group trip on Bookabach?

Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.

How early should I book a Sag Harbor holiday home?

Book your Sag Harbor holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.

How much does it cost to rent a holiday home in Sag Harbor?

Prices for holiday homes in Sag Harbor vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Sag Harbor to more spacious homes.

What can I expect from Bookabach customer service and Bookabach Care™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

What is Bookabach Care™ and how does it work?

Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

Why should I join Bookabach as a host?

Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More Holiday Ideas