• As low as $862/Night
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
rental image 1

General Features

  • Books
  • Games
  • 3.5 bathrooms
  • 4 bedrooms
  • Air conditioning
  • Barbecue grill
  • Beach sun loungers
  • Bed sheets provided
  • Bicycle on site
  • Birdwatching nearby
  • Blender
  • Boat on site
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Cookware/dishes/utensils
  • Cycling nearby
  • Deadbolt lock
  • Dining table
  • Dishwasher
  • English
  • Fire extinguisher
  • First aid kit
  • Free WiFi
  • Garden
  • Golf nearby
  • Golfing on site
  • Hair dryer
  • Iron/ironing board
  • Jet skiing nearby
  • Kayak on site
  • Living room
  • Marina nearby
  • Microwave
  • Near a hospital
  • Near the bay
  • Near the beach
  • Near the ocean
  • Near the sea
  • No pets allowed
  • Note from host: Smoking is allowed outside.
  • Onsite parking
  • Outdoor furniture
  • Oven
  • Patio
  • Phone
  • Power boating nearby
  • Refrigerator
  • Sailing nearby
  • Shared/communal pool
  • Shower/tub combination
  • Smart TV
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Smoke-free property
  • Soap
  • Spices
  • Stair gate
  • Stovetop
  • Swimming nearby
  • Toaster
  • Toilet paper
  • Towels provided
  • Unit size: 2300 sq ft (214 sq m)
  • Washing machine and dryer
  • Water park
  • Windsurfing nearby

About this Property

  • Sleeps 10
  • 4 Bedrooms
  • 4 Bathrooms
  • Private vacation home
  • Approximately 2300 square feet

Up On The Roof, located at 161 Ocean Blvd East, is part of a beach community, Oceanside at Winding River. This provides private beach access, private pool and beach clubhouse, all immediately across the street from the home. Renters will be included with access passes for use of the pool and beach, and will have access to the marina on the Inter-coastal Waterway.

The home was constructed in 2003 with the beautiful inverted floor plan to maximize vistas of the ocean with a total living space of 2300 sq ft. Renovations finished 2021 supplied expansion of the upstairs bedroom and an additional bathroom to create a second master bedroom. Additional upgrades were done- all interior rooms were repainted and the exterior was repainted, new floors and carpeting were installed, new back staircase was added, and new windows and exterior doors installed.
First Floor: Master Bedroom- King Bed, TV, bathroom with shower. 2nd Bedroom: Queen Bed, TV, shared Bathroom. 3rd Bedroom 2 sets of Pyramid Bunk beds (Twin over Full), TV. Sitting area with TV, great for kids with game systems. Front and back porches, with porch swing and rocking chairs.
2nd Floor: Living Room with flat screen Intelligent TV, DVD player, and Stereo, sizable sectional couch, 2 chairs, table and 4 chairs in alcove which overlooks the ocean! Giant kitchen area with 4 bar stools. Dining table seats 10. Freshly refreshed Half Bath. 4th Bedroom with King size bed and new private full bathroom. Front and back porches provide great vistas of the beach and ocean - great place to hang out and savor a beverage in the late afternoon. Kitchen is completely supplied with all cooking necessities. Rooftop deck: Great for vistas of the sunrise and sunset, a great place to hangout after the beach, or appreciate the evening under the stars. 8 delightful composite Adirondack chairs and modest drink table.
Ground floor: Plenty of parking, private outdoor shower, and storage, Gas and Charcoal grilles, corn hole and ping pong, and 8 beach chairs and many sand toys for kids.Enormous yard is gorgeously landscaped.

This home is in an ideal location to walk just about everyplace on the island. Only a short walk to the eateries on the island, as well as the complimentary concerts, the Ice Cream shop, coffee shop, rental shop and Candy store.

Besides having the beach and ocean, golf is only mins. away to Lockwood Folly and Carolina National golf courses. Boat units and charters are available and some of the best fishing in the east coast.

About the Area

Located in Holden Beach, this vacation home is near the beach. The area's natural beauty can be seen at Holden Beach and Ocean Isle Beach. Planet Fun and Bald Head Island Information Center are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching.

Special Instructions

Extra-person charges may apply and vary depending on property policy

Pet Policy

Pets not allowed

Tips for getting the best Southport rental experience:

Get the best rental home value:

  • Reserving a rental home in the Fall or Spring is our favorite way to save money on your vacation home. Rates are lower, and you'll find a better selection of suitable properties. Many vacationers use this strategy to reserve larger homes, or to book a beach front rental that would otherwise be unavailable or unaffordable during the Summer. Speaking of the off-season, don't overlook the holidays for a Southport vacation! Who wouldn't love a holiday vacation on the coast? Christmas, Thanksgiving, and New Years Eve are great times to gather with loved ones at the beach.
  • The sooner your group can reserve a vacation home, the easier your search will be. The best properties are booked early. Reserving your rental property six to twelve months before your travel dates is recommended. Winter holidays are excellent times to plan and reserve your rental.
  • Veterans and Active Duty Military members may be qualified for special discounts. Be sure to ask your prospective property owner or host if your group qualifies for a price reduction or discount.
  • Property managers frequently offer their guests an option to add vacation insurance. Trip insurance, which costs 1% - 5% of the stay price, offers visitors reimbursement of their vacation costs for any missed time as a result of medical-related issues or weather disasters, as well as ensuing additional hurricane evacuation charges, such as an unanticipated hotel stay or additional fuel expenses. Trip insurance can be a a bank account-saver if the unforeseen occurs. Ask the property owner for more information.
  • Look for your local Southport visitors guide magazine upon arrival. If your rental doesn't have one, you can find them at local grocery stores and visitor centers. In addition to great local articles, travel guides have offers and deals for nearby tours, shops, and attractions.

Filter your search:

  • Select a group lead, choose your dates, and choose a spending budget.
  • Determine how many beds and the configuration your group requires. Across The Street From The Beach, Private Beach & Pool Access, Fantastic Views has 4 bedrooms and 4 bathrooms. If you need a larger or smaller rental, use our Southport vacation rental search.
  • Precise information about bedrooms and bed sizes & counts is generally available online. If they are not listed, call the property management company before you reserve the vacation property. Remember that most listings specify the max. guest capacity, which usually includes sofa beds and bunks.
  • If there's a certain Southport attraction you simply love, keep an eye out for properties that are either near by, or those that cater especially to your requirements.
  • Suitable accessibility amenities can make or break a vacation for guests with disabilities. .
  • If your group is traveling with pets, you'll need to find a pet-friendly rental. Get information on breed, weight, and type restrictions. Note that some property managers require additional pet deposits and fees.

More tips for your stay:

  • Put the manager's information in your smartphone.
  • Upon check-in, record any damages to the rental property and immediately contact the owner. Keep records of all coorespondence.
  • Property managers are there to help! Don't be shy to ask questions during your stay.
  • Respect your neighbors. Often times, adjacent homes are filled by local residents. Respecting late-night quiet hours and parking regulations reduces conflict and allows everyone to enjoy their day.
  • Speaking of neighbors... Ask a local! Local residents can frequently help you find exactly what you're looking for. Who better to ask where to launch your kayaks, have a great night out, or the best spots for shopping?
  • Keep your rental home locked while you are away! Don't let thieves ruin your holiday.
  • Upon check-out, take a walk-through to make sure you did not forget any personal items. Re-check garages, decks, and cabinets for hidden treasure. Clean the refrigerator and take any leftovers home.
  • Document the condition of the property at check-out. We recommend taking a video during your final walk-through.
  • Did you have a fantastic time? Most rental home management companies make it easy for clients to provide feedback. If your property and/or property management company was terrific, they would love to hear about it. If anything was wrong and they failed to address it within reason, or if the vacation rental wasn't described correctly, you'll want to make a note as part of your feedback.

Ready to book Across The Street From The Beach, Private Beach & Pool Access, Fantastic Views ?

Book Online Get Information Call:

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Victory Beach Vacations

Visitors who are on the hunt for the postcard-perfect vacation rental in the heart of the Carolina Beach or Kure Beach area will find an enticing selection and plenty of friendly customer service when they rent through Victory Beach Vacations. Based in Carolina Beach in the coastal Cape Fear region, Victory Beach Vacations has more than 100 vacation rentals in all shapes and sizes to ensure that every vacationing family can find their dream home away from home on the beach.   When you book your Cape Fear getaway with Victory Beach Vacations, the fun doesn’t end when you leave the beach, it continues with an array of privately-owned properties outfitted with all of the amenities needed for a fabulous beach vacation.   Jenna Lanier, General Manager, explains that her family first opened the rental and property management business in 2002. At the forefront of Victory Beach operations is Lanier’s mother, Caroline Meeks. Meeks is both the Broker in Charge and co-owner with husband, Buck Meeks, who manages the Field Services team with Lanier’s husband, Scott.   For nearly 20 years, the Victory Beach team has worked tirelessly to establish a network of top-of-the-line rental properties for Cape Fear visitors to enjoy. “As far as our properties go,” explains Lanier, “they are all updated, well-furnished and appointed. “We have always performed post-cleaning inspections and since the pandemic, have put freshly laundered duvets over all of the comforters between rentals.”   Lanier emphasizes how important the guests experience is “we strive to give our guests a relaxing, stress free, memorable vacation.” This emphasis on customer service has led to Victory Beach Vacations having a 4.8 Google rating with over 300 reviews by happy owners and guests.In addition to Victory Beach’s superior sanitation practices, the company offers properties for every type of visitor. Choose from luxury oceanfront houses and condos to more reasonbly priced 2nd row properties with oceanviews. Many properties include pools and hot tubs as well, perfect for outdoor entertaining, and many are dog friendly.   Lanier also notes that all properties are within walking or driving distance to Pleasure Island’s main attractions – Carolina Beach and Kure Beach. The former, as described by Lanier, is the more commercialized of the two destinations and features a boardwalk, outdoor dining options and a plethora of weekly activities including fireworks, live music, amusement park pop-ups, and movies under the stars. Kure Beach offers a more residential feel with its fishing pier, intimate restaurants and family favorite, North Carolina Aquarium at Fort Fisher.More water fun awaits, too. “There is a harbor and a canal that feed into the intercoastal. We have several properties on the harbor so guests can bring their boat, kayak, [or jet ski] and travel between islands,” says Lanier.   A stay with Victory Beach Vacations is an annual pilgrimage for most. “A large percentage of guests are previous guests. Some even reserve the same property for the next year as they’re checking out,” Lanier says. “It’s almost like it’s their personal vacation home.”   Even before guests arrive at their vacation destination, the Victory Beach Vacations’ website greets them with a live beach cam and exquisite aerial footage of both Carolina and Kure Beaches. See for yourself by scanning the QR code and call Victory Beach Vacations at 910.458.0868 to book your Cape Fear getaway. Start making your memories today! —Grace Silipigni