Rocky Point Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 26 - Jul 27
Tomorrow
Jul 27 - Jul 28
Next weekend
Aug 1 - Aug 3
In two weeks
Aug 8 - Aug 10

Vacation Rentals in Rocky Point

Walk to Beach 2BR Near Dining & Shopping
Relax in this inviting outdoor seating area with a wicker sofa and matching ottoman, surrounded by lush greenery and a stylish glass table.

Walk to Beach 2BR Near Dining & Shopping

6.2 out of 10, (14)
"The home is cute and cozy--located close enough to attractions and restaurants but off the beaten path."
The price is ￥20,603
￥45,474 total
includes taxes & fees
Aug 6 - Aug 7
Walk to Beach 2BR Near Dining & Shopping
Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat
Relax in this stylish living room with a flat-screen TV, beige sofa, and a light-colored armchair.

Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat

8.8 out of 10, Excellent, (3)
"We spent two nights at Roman’s house and it was perfect for our needs. He was communicative and helpful when any questions arose and explained everything perfectly to help make our stay a pleasant one. I highly recommend staying here!"
Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat
DUNE Fairfield Beach
Enjoy a serene beach experience with a tranquil atmosphere, perfect for relaxation or contemplation.

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (61)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach
Business or Weekend escape
Enjoy a refreshing swim under the stars at our pool, surrounded by a spacious deck.

Business or Weekend escape

9.2 out of 10, Wonderful, (42)
"Very nice owner with great communication. "
The price is ￥12,554
￥21,637 total
includes taxes & fees
Jul 28 - Jul 29
Business or Weekend escape
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.
Enjoy cooking in this kitchen with a stainless steel range hood, oven, and refrigerator with water dispenser.

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (88)
"Great property, great views and the owner was terrific in his communication and hospitality.Thank you! "
The price is ￥46,522
￥94,492 total
includes taxes & fees
Jul 28 - Jul 29
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Private kitchen

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

2.0 out of 10, (1)
"We went to check in around 5pm since check in was at 4. Luckily we were able to leave our kids with family while we went to check out the place and unload our luggage. We arrived and parked in the street like we were told and walked to the back around the whole yard on an unfinished path. We had to step over a large roof drain pipe to get to the basement door which was not very safe. We went inside turned on the lights and proceeded to check the rooms to find the floors filthy, crumbs were all...
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Enjoy the ocean view from this room, featuring a sofa, chair, and small table.

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (5)
The price is ￥55,975
￥102,483 total
includes taxes & fees
Aug 11 - Aug 12
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Enjoy meals in the well-lit kitchen with a central island and stove, plus a dining area with outdoor views.

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Relax by the serene pool surrounded by lush greenery and shaded lounge chairs.

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (184)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Oven, stovetop, dishwasher

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.0 out of 10, Very Good, (2)
"A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. "
The price is ￥73,388
￥134,256 total
includes taxes & fees
Jul 28 - Jul 29
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Compact kitchen area with microwave, coffee maker, and kitchenware, featuring a herringbone-patterned backsplash.

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
The price is ￥19,672
￥34,290 total
includes taxes & fees
Aug 5 - Aug 6
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Enjoy a home away from home in this charming two-story house with a front yard and garden.

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (82)
"Great location. Very peaceful. Great house"
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Walk along the beachside boardwalk, flanked by wooden railings and posts, to the pristine beach.

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (62)
"Great location right on the beach!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
3 Story Beach Waterview, 3 KING bed, golf putting green!
Enjoy the tranquil atmosphere on this rooftop terrace, surrounded by lush greenery and a fire pit.

3 Story Beach Waterview, 3 KING bed, golf putting green!

9.8 out of 10, Exceptional, (19)
"This place was clean and comfortable, just what we needed."
The price is ￥41,501
￥111,874 total
includes taxes & fees
Aug 13 - Aug 14
3 Story Beach Waterview, 3 KING bed, golf putting green!
Waterfront & private beach Scandinavian style house near Bellport, NY
Enjoy a room with a sliding glass door leading to a scenic outdoor area overlooking a body of water.

Waterfront & private beach Scandinavian style house near Bellport, NY

9.6 out of 10, Exceptional, (54)
"Beautiful views and a comfortable stay."
Waterfront & private beach Scandinavian style house near Bellport, NY
A Quiet Place in the Hamptons
Relax by the serene pool surrounded by lush plants and a naturalistic waterfall.

A Quiet Place in the Hamptons

9.8 out of 10, Exceptional, (36)
"Our wine club had a great time staying here! The house had everything we needed and tons of space. Special thanks to Matteo for being super responsive and accommodating!"
A Quiet Place in the Hamptons
Summer getaway
Outdoor dining

Summer getaway

9.4 out of 10, Exceptional, (11)
"Beautiful home with a beautiful pool"
Summer getaway
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
Relax in this stylish living room with a high ceiling, leather sofa, and comfortable armchair.

42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!

8.6 out of 10, Excellent, (7)
"I rented this place because of the location and convenience to the many things we enjoy about Milford CT. The master bedroom is top-notch as well as the living space downstairs. We hoped to use the outdoor fire place make smores, but due to a medical emergency our trip was cut short. Regardless, we enjoyed our stay at 42 Wood Ave. Thank you, Tiffany, for supplying an awesome rental."
The price is ￥40,615
￥67,495 total
includes taxes & fees
Jul 31 - Aug 1
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
1856 Trading House close to water
Relax in this serene outdoor space with a dining table, wicker sofa, and lush greenery.

1856 Trading House close to water

9.4 out of 10, Exceptional, (17)
"Close to port Jefferson!"
1856 Trading House close to water
Stunning Bayfront Views
Enjoy a meal at the central table surrounded by comfortable seating and take in the breathtaking sea views through the large sliding glass door.

Stunning Bayfront Views

9.6 out of 10, Exceptional, (34)
"House was exactly as described, excellent host and definitely went the extra mile to ensure we had a great stay. Cannot beat this location!"
The price is ￥66,328
￥182,928 total
includes taxes & fees
Jul 27 - Jul 28
Stunning Bayfront Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rocky Point Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Newly renovated"
Anonymous traveler 3-night trip
Posted 1 day ago
Greenview Inn Riverhead

Frequently asked questions

Can I find vacation rentals in Rocky Point?

Yes, there are vacation rentals near top points of interest in Rocky Point, or you can select a more secluded option if you'd like a relaxing place to stay. Rocky Point is known for its shopping and sporting events. Make sure you have time to check out the restaurants and parks during your trip.

What are some of the best vacation home rentals that Rocky Point has to offer?

Business or Weekend escape: Visitors like this Rocky Point vacation home rental. It is equipped with a barbecue grill, air-conditioning, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Rocky Point?

Expedia has 9 vacation rentals for your stay in Rocky Point.

What can I see and do in Rocky Point?

Cedar Beach and North Shore Beach are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Clifton H. Lee Memorial Park and Calverton National Cemetery.

What are vacation rentals like in Rocky Point?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Rocky Point. Vacation rentals offer extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.