• As low as $793/Night
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
rental image 1

General Features

  • Books
  • Games
  • 3.5 bathrooms
  • 4 bedrooms
  • Air conditioning
  • Bathtub or shower
  • Beach sun loungers
  • Bed sheets provided
  • Bicycle on site
  • Blender
  • Boat on site
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Charcoal grill
  • Children's games
  • Coffee/tea maker
  • Deadbolt lock
  • Dining table
  • Dishwasher
  • English
  • Fire extinguisher
  • First aid kit
  • Free WiFi
  • Garden
  • Golf nearby
  • Golfing on site
  • Hair dryer
  • Heating
  • Iron/ironing board
  • Kayak on site
  • Kayaking nearby
  • Laundry facilities
  • 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
  • Private pool
  • Refrigerator
  • Sailing nearby
  • Scuba diving nearby
  • Shared/communal pool
  • Smart TV
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Smoke-free property
  • Snorkeling nearby
  • Soap
  • Spices
  • Stair gate
  • Stovetop
  • Surfing/body boarding nearby
  • Toaster
  • Toilet paper
  • Towels provided
  • Unit size: 2300 sq ft (214 sq m)
  • Washing machine and dryer
  • Water park
  • Winery tours 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 supplied 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 charming inverted floor plan to maximize vistas of the ocean with a total living space of 2300 sq ft. Renovations finished 2022 included 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, enormous sectional couch, 2 chairs, table and 4 chairs in alcove which overlooks the ocean! Enormous kitchen area with 4 bar stools. Dining table seats 10. Recently 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 appreciate a beverage in the late afternoon. Kitchen is completely outfitted with all cooking necessities. Rooftop deck: Great for vistas of the sunrise and sunset, a great place to hangout after the beach, or savor the evening under the stars. 8 pretty composite Adirondack chairs and modest beverage 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.Substantial 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. Magic Mountain Fun Park and Planet Fun 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

Tricks and tips for getting the best Southport vacation rental experience:

When to reserve a Southport rental & When to go:

  • Book your vacation home as early as possible. Rental schedules generally open 12 months in advance (or in September just after Summer ends). Many groups book their Summer rentals during Christmas and Thanksgiving get-togethers. Book before these holidays for best selection.
  • Summertime is high season in the Southport area. To book the most suitable vacation home within your budget, we recommend reserving in Fall or Spring months. You'll enjoy lower rental rates, better selection, warm weather and the absence of giant crowds at the beach and popular attractions. Many vacationers use this strategy to reserve larger homes, or to reserve a beach front vacation rental that would otherwise be unaffordable during the high season.
  • Active Duty and veterans of the US Armed forces may qualify for special discounts. Be sure to ask your prospective property manager if your vacationing group qualifies for a price reduction.
  • Management companies and individual rental owners typically offer customers an option to obtain vacation insurance. Trip insurance, which normally costs between 1% - 5% of the base reservation price, offers visitors reimbursement of costs for any missed vacation time as a result of personal medical-related catastrophes or weather disasters, as well as ensuing additional evacuation charges, such as an unexpected hotel overnight or extra gas expenses. Trip insurance might be a a life-saver if the unforeseen happens. Ask your property manager for program terms and fees.
  • Many rental management companies supply Southport area visitors guides which will include money-saving offers, either offered directly by local companies, or by way of a relationship with the property management company and the business itself. You can also find Southport area magazine and coupon books at local shops and grocery stores.

Finding the perfect rental:

  • Select a group lead, select your dates, and choose a maximum budget.
  • Note the number bedrooms and what type of bedroom configuration your family requires. Across The Street From The Beach, Private Beach & Pool Access, Fantastic Views has 4 bedrooms and 4 bathrooms.
  • Specific information regarding bedrooms and bed counts & types is almost always available online. If not, email the property management company before you book your home. Note that most property listings specify the maximum guest capacity, which frequently includes pull-out couches. You will need to establish what configuration is best for your trip.
  • Are you bringing the family pet? Many vacation homes allow animals, but guidelines and restrictions apply. Allowable pet type, breed, and size are often limited. Make sure to ask before booking, and study your rental agreement! Extra fees or charges could be applied to your invoice.
  • Are you looking for unique amenities? Most rental websites include search filters for amenities. Amenity filters help you quickly remove less-optimal properties.
  • Appropriate accessibility amenities can make or ruin a vacation for guests with disabilities. Confirm all required amenities are available and included before booking

Considerations for your stay:

  • Put the owner's information in your smartphone and wallet.
  • Ask questions. You may want instructions for a garage door opener, stereo or appliance. Contact your host. They are there to help! A brief phone call can prevent lots of problems.
  • Protect the property owner (and your stuff!) by keeping the rental locked up when you are gone, just like you would back home.
  • Record any issues with the property during check in, and immediately e-mail them to the owner. We specifically recommend texts and e-mails, as they usually contain time stamps that are valuable if a dispute is filed.
  • Be a good neighbor! You wouldn't like troublesome vacationers bothering your peaceful home. Apply the golden rule for best judgement. Happy residents may even recommend great local food and scenic spots you would have not otherwise known about!
  • Speaking of neighbors... Ask a local resident! Neighbors can often help. Who better to ask where to charter a fishing boat, have a great night on the town, or the best spots for bird watching?
  • When it's time to leave, take a final walk-through to confirm you have not forget anything. Check dressers, closets, and bathrooms for hidden belongings. Remove everything from the refrigerator and take any leftovers home.
  • Walk through the property one final time and scan for any damage. We advise walking through with the property manager whenever possible. If the manager isn't available, ensure that you take video of the rental to record its condition at check-out.
  • Did your group have a wonderful time? Most rental home management companies make it easy for travelers to provide feedback. If your rental property and/or property management company was fantastic, they always love to hear your praise. If anything was imperfect and they failed to address it in a reasonable manner, or if the vacation rental wasn't described correctly, you'll want to make a note as part of your comments.

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

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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