
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.

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.

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.

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.

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.

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.

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.

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.

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.

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!

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
Other great holiday rentals in Rocky Point

Lovely Loft Apartment with Private Beach Access!!

Style Studio Boutique

Waterfront Home w Private Beach & Firepit

White Cottage East Setauket

Modern Luxury Studio minutes from Port Jefferson!

Tranquil country garden retreat

Convenient Comfy 1Bedroom Studio

*Clean, Quiet, Spacious near SBU+Beach & Wineries°
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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