Lion Head Beach vacation rentals

We found 1,663 vacation rentals — enter your dates for availability

Discover a selection of 17 homes and other vacation rentals in Lion Head Beach that are perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll have the amenities you expect and more, which might include WiFi and a fireplace. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Lion Head Beach

Showing deals for:Oct 17 - Oct 24
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Find out more about Lion Head Beach

Why visit Lion Head Beach

  1. Beautiful sandy beaches: Enjoy relaxing days on the picturesque sandy shores of Lion Head Beach, perfect for sunbathing and swimming.
  2. Scenic parks: Explore urban parks like Head Beach Park, offering lush greenery and recreational activities.
  3. Charming village atmosphere: Experience the quaint charm of Lion Head Beach, ideal for romantic getaways.
  4. Outdoor adventures: Engage in various outdoor activities, including hiking and exploring nearby Mile Harbor.
  5. Cultural experiences: Immerse yourself in the local culture and history through historic buildings and community events.

Top attractions near Lion Head Beach

Lion Head Beach in New York is an ideal destination for outdoor enthusiasts and couples seeking scenic getaways. Visitors can enjoy a variety of attractions, including the beautiful beach, urban parks, and historic buildings. Whether you're interested in immersing yourself in local culture or simply relaxing by the water, Lion Head Beach offers a perfect blend of activities. Explore the area by visiting Lion Head Beach, Head Beach Park, and the nearby Head Beach Campground for an unforgettable experience.

  1. East Hampton Main Beach: A stunning beach known for its soft sands and vibrant atmosphere, just 7 miles from Lion Head Beach. Enjoy sunbathing, swimming, and beach activities while soaking in the coastal vibes.
  2. Pollock-Krasner House and Study Center: Located 2 miles away, this historic site offers a glimpse into the life and work of renowned artists Jackson Pollock and Lee Krasner, immersing you in rich culture and artistry.
  3. Sag Harbor Marine Park: Situated 7 miles from Lion Head Beach, this marina provides outdoor adventures, including boating and fishing, amidst beautiful scenery and a lively beach atmosphere.

Things to do recommended for couples

For a romantic getaway at Lion Head Beach, visit Wolffer Estates Vineyard for wine and entertainment, or enjoy a cozy dinner at Indian Wells Beach. For some fun, try mini-golf at Shelter Island Whale's Tail, making unforgettable memories together amidst beautiful surroundings!

Things to do recommended for families

Families visiting Lion Head Beach can enjoy relaxation at Cedar Point County Park, explore the whimsical Greenport Carousel, and unwind at Kaplan Meadows Sanctuary, all offering delightful experiences just a short drive away, perfect for creating unforgettable memories together.

What do I need to keep in mind when booking a vacation in Lion Head Beach

When traveling with a group, family, or pets, or if you're seeking extended stays, it's important to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Lion Head Beach with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for these options and more on Vrbo.
  • Traveling to Lion Head Beach with young kids: Traveling with young children can be tough. It's important to prioritize their comfort and safety, along with amenities that are suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are friendly for families.
  • Taking your pets with you to Lion Head Beach: For many families, a trip isn’t truly fulfilling without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like feeding bowls and pet beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting Lion Head Beach: If you're searching for vacation rentals that offer discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Lion Head Beach

Discover the charm of Lion Head Beach, a picturesque village perfect for outdoor and romantic getaways. With its sandy beaches and scenic views, you can enjoy relaxing days along the long beach or explore nearby Mile Harbor. Experience the trendy atmosphere and luxury excursions that enhance your vacation, making it an ideal destination for those seeking a blend of adventure and tranquility.

  • Sag Harbor: Sag Harbor is a charming city located 7 miles from Lion Head Beach, known for its rich maritime history and picturesque waterfront. Travelers flock to this area for outdoor activities, romantic getaways, and stunning beach experiences. You can enjoy a round of golf, hit the nearby ski fields during winter, or relax at the family beach and parks that dot the shoreline. The vibrant local scene includes art galleries, boutiques, and delightful dining options, making Sag Harbor a perfect blend of relaxation and adventure.
  • Amagansett: Situated just 5 miles away from Lion Head Beach, Amagansett is a delightful city that offers a family-friendly atmosphere and an abundance of outdoor activities. Known for its beautiful beaches and recreational areas, visitors can engage in skiing during the colder months or enjoy sun-soaked days at the beach. The local parks provide ideal spots for picnics and nature walks. With its close-knit community vibe, Amagansett is perfect for those looking to unwind, explore nature, and create lasting family memories.
  • Springs: Located a mere 2 miles from Lion Head Beach, Springs is a quaint village that offers a unique blend of outdoor beauty and scenic views. This area is ideal for nature lovers, featuring recreational areas and ski resorts for seasonal fun. The historic lighthouse adds a touch of charm, making it a popular spot for photography and sightseeing. Whether you're hiking along the coastline or enjoying a day at the beach, Springs promises a tranquil escape with stunning natural landscapes and a warm community atmosphere.

Best time to go to Lion Head Beach

If you're planning a trip to Lion Head Beach, it's a good idea to check both the weather and property rates. The warmest month is August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudiness
January35.8°F (2.1°C)Light RainMostly Sunny
February35.8°F (2.1°C)Light RainMostly Cloudy
March39.7°F (4.3°C)Light RainMostly Sunny
April47.3°F (8.5°C)Light RainMostly Sunny
May55.6°F (13.1°C)Light RainMostly Sunny
June64.8°F (18.2°C)Light RainMostly Sunny
July72.7°F (22.6°C)Light RainMostly Sunny
August73.2°F (22.9°C)Light RainMostly Sunny
September68.0°F (20.0°C)Light RainMostly Sunny
October59.7°F (15.4°C)Light RainMostly Sunny
November49.8°F (9.9°C)Light RainMostly Sunny
December42.3°F (5.7°C)Light RainMostly Cloudy

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can really help, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash™ on the full booking amount. Being the trip organizer has its perks! Sign up for our One Key rewards program to enjoy exclusive savings and earn OneKeyCash™ on eligible stays. Join us today and start reaping the benefits!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing travel plans, and keep your bookings organized. You can easily categorize your saved or booked properties into Potential, Upcoming, or Current Trips. To discover the features of Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

Find the perfect vacation rental for your Lion Head Beach getaway

Experience the unique character of Lion Head Beach with a stay in a vacation home rental. This city has something for everyone. 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 and around Lion Head Beach

Are you hoping to discover attractions to see while you're in the area? Venture out of your vacation home and experience everything that Lion Head Beach has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • LongHouse Reserve (4.6 mi / 7.3 km)
  • Wolffer Estates Vineyard (8.9 mi / 14.3 km)
  • Kontokosta Winery (11.2 mi / 18 km)
  • Montauk Downs State Park Golf Course (12.4 mi / 20 km)
  • Duck Walk Vineyards (14.2 mi / 22.8 km)
  • Raphael Winery (15.1 mi / 24.3 km)

Exploring the natural features in Lion Head Beach

Whether you're an active traveler or just want to take in the scenery, Lion Head Beach is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • LongHouse Reserve (4.6 mi / 7.3 km)
  • Atlantic Avenue Beach (5.8 mi / 9.4 km)
  • Amagansett Beach (5.8 mi / 9.4 km)
  • East Hampton Main Beach (7.2 mi / 11.6 km)
  • Georgica Beach (8 mi / 12.8 km)
  • Orient Point County Park (8.6 mi / 13.8 km)

Traveling to and around Lion Head Beach

Fly into East Hampton, NY (HTO), the closest airport, located 7 mi (11.3 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 13 mi (20.9 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Lion Head Beach?
The average price for a vacation home in Lion Head Beach can vary depending on factors including length of stay, property type and season. Whether you're thinking about a sprawling villa with room to move around or a comfy cabin perfect for just you and the kids, just add your dates of travel to view stays with unbeatable value.
How much does it cost to rent a beach house in Lion Head Beach?
Prices for beach houses in Lion Head Beach can vary depending on the size and style of the property and when you're traveling. Simply enter your travel dates into Vrbo and how many guests to view vacation rental options and prices. From there you can use our filters to tailor your search results by ratings, amenities and more.
Are there pet-friendly vacation rentals in Lion Head Beach?
With 18 vacation rentals that allow pets, your little buddy can join in on your Lion Head Beach break. Use the filter tool to search our pet-friendly vacation rentals and find a stay that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Lion Head Beach?
Pack your swimming gear and goggles, because there are 14 houses with a private pool in Lion Head Beach. Settle in at one of these superb vacation rentals and make every day a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in Lion Head Beach?
A nearby waterfront, a water view and a garden rank as the most popular rental amenities in Lion Head Beach. Whether you're planning to travel solo, with your significant other or a group of dear friends, Vrbo can help you find a vacation rental that matches your style with all the features you'll enjoy.
Are there large group vacation rentals in Lion Head Beach?
Lion Head Beach has two vacation properties that can cater to 10 or more people. These properties come with plenty of space to share good times with loved ones.
Are there vacation rentals in Lion Head Beach that welcome kids?
With 18 family-friendly vacation properties available in Lion Head Beach, now is an awesome time to introduce the kids to the thrills of travel. Just check our "Properties good for families" filter box to search for stays that feature conveniences ideal for families on the move, like living rooms, private pools, hot tubs and bunk beds.
Are there vacation rentals with WiFi in Lion Head Beach?
Lion Head Beach has seven vacation rentals with WiFi, so you can stay connected during your trip. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with your family to sending emails, these Vrbo homes make it a cinch to get online.
How can I find vacation rentals with air conditioning in Lion Head Beach?
You'll have your pick of 18 vacation rentals with air conditioning in Lion Head Beach providing that cooling breeze and extra comfort level. Enter your travel dates and then use our filters to help you book properties with air conditioning.
How old do you have to be to rent a vacation rental in Lion Head Beach?
It's a good idea to check with the Lion Head Beach vacation rental you're looking at on Vrbo as the age limit differs. However, it's generally 16, 18 or 21.
How long can I rent a vacation rental in Lion Head Beach for?
How long you can book a vacation rental in Lion Head Beach varies according to the property. Simply enter your chosen dates to view a list of options offering extended stays. With a range of creature comforts like kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get a terrific place to call your home away from home in Lion Head Beach.
Does Vrbo offer discounts for vacation homes in Lion Head Beach?
In Lion Head Beach, you'll find some incredible discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're after a mini vacay or a longer stay, we've got plenty of options that'll suit your style.

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