Vacation rentals in Rocky Point

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Top-rated vacation rentals in Rocky Point

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Superhost
Cabin in Rocky Point
4.88 out of 5 average rating, 559 reviews

Great little place just for a couple

It's quiet and cozy here. The yard is completely fenced with tall living shrubs, flowers, and trees. There's a gas grill, a fire pit, and a place to dine under an umbrella in the garden. I rent out a separate half of the house to guests: one bedroom, a small kitchen combined with a hallway. Peace and quiet reign here. You won't be disturbed. Sometimes I go into my half of the house, but very rarely. There are no other guests on the property, just you. I don't charge extra for pets. Parking free.

Guest favorite
Home in Hampton Bays
4.86 out of 5 average rating, 130 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Top guest favorite
The cabin's entrance is framed by lush greenery and flowering plants. A wooden walkway leads to the door, and a small set of steps offers access. The rustic exterior features dark wood siding and a window for natural light.
Guest suite in Fire Island Pines
4.96 out of 5 average rating, 103 reviews

Fire Island Pines: Studio Cabin

Studio cabin (approx. 13.5 x 15 ft.) Functional, basic, rustic, atmospheric—It's just a little cabin in the woods. The shack can accommodate only 2 people max. Queen bed (sheets, blankets) Bathroom (shower/towels) Kitchenette (fridge, microwave, sink, dishwasher, dishes, cutlery, glasses) A/C (window unit) Fan Basic tv Internet Beach chairs/umbrellas, Outside shower The Pines is primarily a gay community, but welcoming to all. We love our wild deer and squirrels but no pets in the cabin

Guest favorite
A serene sleeping area showcases a spacious white bed with blue accents and a cozy blanket. Soft lighting is provided by a bedside lamp, and natural light enter through two window treatments. A woven basket and a textured rug complement the hardwood floor.
Apartment in Rocky Point
4.89 out of 5 average rating, 111 reviews

Cozy, quiet studio by beaches/North Fork wineries

Making a winery trip to the North Fork & need a place to crash? A day trip to explore the trails, beaches & dining the North Fork has to offer? We are just a 20min direct drive to the start of the No/Fo where you can see this wonderful underrated area of LI. A 5min walk takes you to the shore & plenty of dine in/take out options are super close in case you come back hungry. Whether you make this a head start for the next day or come here after to crash, we're happy to help in your experience!

Top guest favorite
A bright yellow door with a window covered by blinds is framed by gray shingles. Two exterior lamps are mounted on either side, and a small porch area features a decorative mat in front of the door.
Guest suite in Wading River
4.91 out of 5 average rating, 291 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”.Walking/driving directions to local beaches,15minute walk to our community beach,Wildwood StPk(.6mi away).Niks deli nearby.Minutes by car to wineries,breweries,farm stands,EastWind,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house.NoTV but Wifi is good so bring your device for entertainment.

Top guest favorite
A cozy living area features a sectional sofa and two armchairs arranged around a glass-top coffee table. A rug provides a soft touch to the wood flooring. The kitchenette, equipped with modern appliances, is visible in the background, alongside large windows that invite natural light.
Guesthouse in Wading River
4.99 out of 5 average rating, 103 reviews

North Country Cottage

Located near Long Island's beautiful beaches, vineyards, and wedding venues, this cozy cottage in the woods provides a quiet and comfortable place to stay while visiting! A spacious patio extends the living area, adding space to enjoy the outdoors in front of the fire pit or outdoor dining table. This property is located behind the owners' home and uses a shared driveway. While the owner is close by to address any issues during your stay, your space allows for total privacy.

Guest favorite
A dining area is presented featuring a dark wooden table surrounded by four white chairs. A decorative potted plant is centered on the table, complementing the modern decor. A doorway leads to a softly lit bedroom in the background.
Home in Port Jefferson
4.93 out of 5 average rating, 142 reviews

Port Jefferson Convenient, Cozy and Chic!

Bright, modern, newly renovated and landscaped space can sleep up to 6! Countless amenities including a kitchen with dishwasher, full size refrigerator. 3 bedrooms, 2 full baths, and common living space. Great for boaters or attending events in Port Jefferson, Stony Brook or anywhere on Long Island. We are a 1 minute drive or 10 minute walk from Port Jefferson Harbor and Ferry Dock. Centrally located on LI for easy access to LI rail road and bus routes.

Guest favorite
A spacious lawn is surrounded by mature trees, providing shade and greenery. A vintage home is visible, with outdoor seating and a grill setup nearby. Gravel paths lead through the property, inviting exploration of the shared outdoor space.
Home in Rocky Point
4.87 out of 5 average rating, 271 reviews

The Katalpa House -by the beach

-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

Top guest favorite
A spacious living area displays rustic log walls and a mix of wooden and upholstered furniture. A comfortable leather sofa is positioned near a stone wood stove, while a colorful armchair adds charm. Natural light fills the room through windows adorned with patterned curtains.
Cottage in East Patchogue
4.95 out of 5 average rating, 263 reviews

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Superhost
The cabin's exterior is seen surrounded by lush trees, featuring a modern design with tall wooden paneling. A set of stairs leads to the entrance, framed by large windows that allow natural light to enhance the structure's inviting appearance.
Cabin in Wading River
4.87 out of 5 average rating, 107 reviews

Muwu in Wading River

A beautiful cabin in the woods with private beach access (a short walk to the beach from the house). The cabin comes with luxurious amenities such as sauna, spacious dual shower bathroom, 12 inch memory foam king bed, radiant floor heating, and gorgeous 25 ft tall ceilings. Create your best memories here!

Top guest favorite
A tranquil backyard setting features a well-maintained pool surrounded by greenery and decorative lighting. Flower pots and a trellis adorned with plants enhance the space, while a stone pathway leads to the area. Trees provide a natural backdrop, creating a serene atmosphere.
Apartment in Rocky Point
4.94 out of 5 average rating, 171 reviews

North shore Guest Room.

This apartment is our guest room with outside private entrance and off street parking. Apartment has a refrigerator, microwave, coffee maker, and toaster oven. Queen bed and a twin pullout couch bed is provided. The place is appropriate for a short stay as an affordable alternative to hotel stay.

Top guest favorite
An open concept living area features cathedral ceilings with wooden beams, providing a spacious ambiance. A comfortable seating arrangement is positioned towards a wall-mounted television, with natural light filtering through curtains. A dining table is visible alongside a well-furnished sideboard.
Guest suite in Centereach
4.99 out of 5 average rating, 298 reviews

Private New Apartment

Open concept living. Cathedral ceilings. 1 Bedroom, Full Bath. Private parking. Patio. 5 minutes from train, 15 minutes to MacArthur Airport. Close to Stony Brook, South shore ocean beaches, and the north shore of Long Island. Perfect if you are planning on heading out east to the wineries!

Popular amenities for Rocky Point vacation rentals

All about Rocky Point

Rocky Point is a small beachside hamlet on the northern shores of New York’s Long Island, with sandy beaches and nature parks making up most of the community's footprint. The coastal village is an excellent destination for exploring nature without getting too far from major metropolitan areas. The region's primary nature parks, the Rocky Point State Pine Barrens Preserve and State Forests, are located in what used to be the largest radio broadcasting site in the world. Situated just inland of the coastal township, this communications center turned ecological reserve has several hiking paths and a popular mountain bike trail available for use.

Part of the greater New York metro area, Rocky Point is a prime jumping-off point for exploring the surrounding cities and metropolitan communities. New York's Manhattan, Brooklyn, and Queens boroughs — and their countless museums, bookstores, restaurants, and performance venues — are just a short bus or train ride away.

What are the top things to do in Rocky Point?

Rocky Point Mountain Bike Trail

This popular mountain biking trail is located in the Rocky Point Pine Barrens State Forest area and includes more than 15 miles of maintained pathways. While mountain biking is the primary activity, you can find visitors regularly hiking, horseback riding, and snowshoeing in the winter.

Sagamore Hill National Historic Site

Also referred to as the Summer White House, this former home of President Theodore Roosevelt is now a museum curated by the National Parks Service and is a part of their National Historic Places Registry. The 23-room Victorian estate and surrounding 86-acres are available for exploration, as is the walking trail leading from the estate to the beautiful Cold Spring Harbor Beach.

Wildwood State Park

This state park consists of more than 600 acres of pristine hardwood forests and a two-mile stretch of white-sand beach on the north shore of Long Island. Swimming in the cool Long Island Sound waters and hiking through the lush valleys are two of the more popular activities in the park. Though mountain biking, fishing, and picnic areas are all available as well.

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