
Vacation rentals in Rocky Point
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Top-rated vacation rentals in Rocky Point
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Little, cozy place near beach 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.

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!

The Historic 1813 House
Recently restored, this Port Jefferson Village historic house has all of the amenities of today. Boasting 3 bedrooms and 2 full bathrooms, a short walk to the busy day and night life of Main Street. Watch the sunrise from the top bedroom over the port and watch ferry boats as they arrive throughout the day. Read a book in the beautiful all wood sitting room or take a bath in the recently restored cast iron claw foot tub. This house offers quiet serenity with an option to explore the village.

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.

“Golden Acorn”Private Studio Apartment - Retreat
Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are adventuring out to the North Fork wineries or a scenic drive on the south shore on your way to the Hamptons. A peaceful cozy private (not shared space) full studio apartment on the main level portion of house. Full size bed, with additional small futon couch in sitting area, kitchenette with dining area, full bathroom and private yard with outdoor seating. Everything you need to enjoy your stay.

Harborfront Star Walk to Harbor & Village
Leave your car parked , hang your keys, and step into the charm of Port Jefferson Village from this beautifully styled coastal retreat. Perfectly located just steps from the waterfront, placing you within easy walking distance of the marina, Harborfront Park, boutique shops, cafés, restaurants, and the ferry. Whether you’re here for a relaxing getaway, visiting Stony Brook, or exploring Long Island’s North Shore, this home offers the perfect blend of comfort, style, and location.

The Oasis Tiny House
This Custom Built Modern Tiny House Is Private And Cozy. Our Location In Centereach Long Island, NY Is Just That...In The Center Of Long Island So Whether You Want to Visit The Local Beaches Or Treat Yourself To Some Well Deserved Shopping This Location Has It All, Museums, Shopping Malls, Tanger Outlets, Wine Country, The Hamptons, And New York City Are All Close By. It Is Also Conveniently Located Just A Few Miles From SUNY Stony Brook If You’re Planning To Visit The College

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.

Luxury modern farmhouse with heated pool & hot tub
*Pool is now open until late October This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

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.

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.

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!
Popular amenities for Rocky Point vacation rentals
Other great vacation rentals in Rocky Point

The Hide-A-Way

Modern Luxury Studio minutes from Port Jefferson!

Modern Farmhouse Decor With Washer/Dryer

Kellie's Kottage AKA tiny house

Hang by the (Chel)SEA

The Buccaneer Suite ~ Your Private Seaside Escape

Private apartment

Beach Hideaway- Kayaks and Boaters Delight
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.
Destinations to explore
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- Beach
- Yale University
- Jones Beach
- Citi Field
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Southampton Beach
- Robert Moses State Park Beach
- Sunken Meadow State Park
- Jones Beach State Park
- Hammonasset Beach State Park
- UBS Arena
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Long Island Aquarium
- Yale University Art Gallery
- Sherwood Island State Park
- Compo Beach
- Wölffer Estate Vineyard
- Mount Southington Ski Area
- Orient Beach State Park
- Meschutt Beach
- Ocean Beach





