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Holiday rentals in Rocky Point

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Quick stats about holiday rentals in Rocky Point

  • Total holiday rentals

    Explore 30 holiday rentals in Rocky Point

  • Nightly prices starting at

    Rocky Point holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 2,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Rocky Point holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rocky Point rentals

  • 4.8 Average rating

    Rocky Point stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in Rocky Point

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A serene beach scene illustrates a vast stretch of shoreline, with gentle waves lapping at the sand. The water is a mix of blue and green hues under a clear sky, providing a calming seaside atmosphere.
Cabin in Rocky Point
4.88 out of 5 average rating, 584 reviews

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.

Top guest favourite
A panoramic view captures the lush greenery of a residential area, bordered by a vibrant blue body of water. The azure expanse of the sound contrasts against the treetops, while scattered homes can be seen nestled among the trees, creating a serene landscape.
Home in Rocky Point
4.94 out of 5 average rating, 54 reviews

RP modern cozy cabin

Have fun with the whole family at this NEW all electric smart home. It's just a few minutes to the Long Island Sound, 15 minutes to Baiting Hollow Farm Vineyard and a 5000+ acre preserve just to the south. In addition we have so many local amenities including the prestigious "Fish Church of Rocky Point", food spots, Starbucks & more. The sound is known for beautiful sunsets, sun tanning, paddle boarding, bike riding and fishing. The pebble beach is great to walk on with shoes or bare feet.

Guest favourite
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 North Fork
4.91 out of 5 average rating, 303 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.

Guest favourite
Flat in Ridge
4.88 out of 5 average rating, 110 reviews

Private Garden Studio near Northfork and beaches

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.

Top guest favourite
The exterior features a charming facade with wooden shingles and a welcoming front porch. Two vibrant blue doors highlight the entrance, surrounded by blooming flower pots and neatly arranged greenery. White columns support the porch roof, enhancing the spacious feel of the entryway.
Home in Port Jefferson
4.91 out of 5 average rating, 212 reviews

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.

Top guest favourite
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.
Guest house in Wading River
4.99 out of 5 average rating, 118 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 favourite
A modern farmhouse is set on a spacious lot. The architecture features a blend of dark and light siding with a white chimney. A well-maintained path leads to a front porch, surrounded by landscaped greenery, enhancing the inviting curb appeal.
Home in Sound Beach
4.93 out of 5 average rating, 139 reviews

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.

Guest favourite
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
4.88 out of 5 average rating, 286 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 favourite
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.
Flat in Rocky Point
4.94 out of 5 average rating, 181 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.

Guest favourite
Flat in Miller Place
4.94 out of 5 average rating, 36 reviews

Newly done studio apartment

A studio apartment located at our family home. Has a separate entrance and separate parking space for up to 2 cars. It consists of a queen bed, a kitchenette with sink, fridge, microwave, and coffee machine and a bathroom. The TV has Netflix access.

Top guest favourite
A modern kitchen is featured, showcasing gray cabinetry and stainless steel appliances. A dining table set for two includes black chairs and glassware, with a small vase of flowers at the center. A window allows natural light to brighten the space.
Flat in Middle Island
4.97 out of 5 average rating, 104 reviews

Modern Farmhouse Decor With Washer/Dryer

Your Long Island escape! Cozy, bright 1-Queen bed apt. Private entrance, parking. Modern farmhouse style. Two 55" smart TV, full kitchen, & washer/dryer. Mid-island, beaches minutes away. Explore wineries, outlets, & more!

Guest favourite
A charming blue cottage is set against a clear sky, featuring a welcoming red door and a covered front porch. Lush green grass surrounds the home, complemented by flowering plants. A vibrant red umbrella offers shade over the outdoor seating area, enhancing comfort.
Home in Rocky Point
4.86 out of 5 average rating, 70 reviews

Cheerful 3-bedroom home

Homelike, peaceful and centrally-located home located in the hamlet of Rocky Point. With 3 bedrooms 1 bath and cozy living room. Outside patio with grill, dining set and sitting area with fire pit.

Popular amenities for Rocky Point holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Rocky Point?

    Rocky Point has vacation rentals tucked in quiet residential areas and near local preserves. Stays in neighborhood homes or around the wooded edges offer peaceful surroundings and easy access to outdoor activities.

  • What are the best things to do in Rocky Point with kids?

    Kids can enjoy community playgrounds, participate in nature walks, or build sandcastles at nearby beaches. Educational farm visits and outdoor recreation programs are often suggested for families.

  • What are some of the best things to do in Rocky Point?

    Explore pine barrens trails, relax on nearby beaches, or visit local shops and cafes. During warmer seasons, enjoy outdoor concerts, farmers' markets, and family-friendly community gatherings.

  • How is the weather in Rocky Point?

    Rocky Point experiences cold winters around 25–39°F (-4–4°C), while summers are warmer near 67–83°F (20–28°C) with some humidity. Spring and fall bring mild temperatures and moderate rainfall, creating comfortable seasons for outdoor activities.

  • When is the best time to visit Rocky Point?

    Late spring through early fall is often recommended for comfortable temperatures and outdoor activities. Summer brings community events and access to the coast, while autumn has colorful foliage in the local preserves.

  • What are the best places to visit in Rocky Point?

    Explore the Rocky Point State Pine Barrens Preserve and nearby beaches for outdoor relaxation. The community often recommends local parks and nature areas for a slower-paced experience.

  • What are some hiking trails in Rocky Point?

    Rocky Point has woodland trails weaving through nature preserves and forested landscapes. Explore quiet paths where you can spot native plants and enjoy the area's local scenery.

  • What are some family activities we can do in Rocky Point?

    Families enjoy exploring community playgrounds, forest trails, and sandy beaches around Rocky Point. Local farms and nature programs are often suggested for engaging children in the area's natural environment.

  • What are some of the best day trip ideas from Rocky Point?

    Explore Long Island vineyards, nearby historic hamlets, or waterfront parks to experience the broader region’s charm. Many visitors also enjoy visiting art galleries and lighthouses around the coast.

  • Are there any pet friendly accommodations available in Rocky Point?

    Many vacation rentals in Rocky Point welcome pets, especially those near residential neighborhoods or local parks. Look for listings that provide outdoor space and proximity to walking trails.

  • What are some local tips for visiting Rocky Point?

    Bring layers for cool evenings, especially near the water or wooded trails. Locals often visit farmers' markets and small eateries to sample regional produce and homemade treats.

  • What is Rocky Point known for?

    Rocky Point is known for its pine barrens, small-town atmosphere, and local shoreline with sandy beaches. The area has a history linked to early radio communications, reflected in some community landmarks.

  • What are the best hidden gems to explore in Rocky Point?

    Rocky Point is known for its peaceful forested preserves, small community parks, and quiet shoreline spots. You might also discover locally owned shops or art spaces around the village center.

  • What are the best foods to try in Rocky Point?

    Rocky Point is known for fresh seafood dishes, classic New York-style pizza, and locally baked pastries. Regional farm stands often have sweet corn, berries, and homemade jams.

  • What should I bring for a trip to Rocky Point?

    Pack layers for changing weather, comfortable shoes for nature trails, and a swimsuit if you plan to visit the beach. A reusable water bottle and sun protection are handy for outdoor activities.

  • What is the nightlife in Rocky Point like?

    Nightlife in Rocky Point centers around neighborhood taverns, casual restaurants, and spots with live music on select nights. The atmosphere is relaxed, with an emphasis on friendly, local gatherings.

  • What are the most popular events or festivals in Rocky Point?

    Rocky Point has seasonal fairs, outdoor concerts, and community celebrations, especially in summer and early fall. Holiday parades and local markets are often highlights for both visitors and residents.

  • Are there family friendly vacation rentals in Rocky Point?

    Rocky Point has family-friendly vacation rentals in quiet neighborhoods or near parks and beaches. Many properties provide multiple bedrooms, outdoor space, and easy access to local activities.

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