• As low as $700/Night
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
rental image 1

General Features

  • Books
  • Games
  • 3.5 bathrooms
  • 4 bedrooms
  • Air conditioning
  • Barbecue grill
  • Basketball nearby
  • Beach sun loungers
  • Bed sheets provided
  • Bicycle on site
  • Birdwatching nearby
  • Boat on site
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Coffee/tea maker
  • Cycling nearby
  • Deadbolt lock
  • Dining table
  • Dishwasher
  • English
  • Fire extinguisher
  • First aid kit
  • Free WiFi
  • Garden
  • Golfing on site
  • Hair dryer
  • Heating
  • Ice maker
  • Iron/ironing board
  • 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
  • Scuba diving 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
  • Snorkeling nearby
  • Soap
  • Spices
  • Stair gate
  • Stovetop
  • 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 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 beautiful inverted floor plan to maximize vistas of the ocean with a total living space of 2300 sq ft. Renovations finished 2021 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! Giant kitchen area with 4 bar stools. Dining table seats 10. Freshly modernized 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 drink 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 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.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 North Carolina Aquarium at Fort Fisher 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 to get the perfect rental home experience:

When to go & When to book:

  • The sooner you can book a vacation home, the better your selection will be. The best properties are booked very early. Reserving your rental home up to 12 months before your travel dates is recommended. Holiday gatherings are excellent times to plan and reserve your rental.
  • Summer months are high season in the Southport area. To get the largest rental within budget, we strongly suggest booking in the Fall or Spring. You'll enjoy lower rates, greater selection, warm weather and the absence of giant crowds at popular Southport attractions and restaurants. Many vacationers use this strategy to reserve larger homes, or to book an oceanfront rental that would otherwise be unavailable during the Summer.
  • Owners sometimes offer special rates for veterans. Remember to ask your property manager if discounts are available for your family before you book.
  • Management companies and individual rental owners usually offer renters an option to obtain trip insurance. Trip insurance, which usually will cost anywhere between 1% - 5% of the base reservation price, offers visitors reimbursement of costs for any missed trip time as a result of personal medical-related catastrophes or weather disasters, as well as hurricane evacuation costs or charges, such as an unanticipated hotel stay or additional gas expenses. Trip insurance is definitely a welcome relief if the unforeseen occurs. Ask your property manager for program terms and fees.
  • Often, management companies supply Southport area visitors guide magazines which will include money-saving deals, either offered directly by local businesses, or by way of a partnership between the management company and the business itself. You can also find Southport area magazine and coupon books at local grocery stores, shopping centers, and visitor centers.

How to select the best rental:

  • Select a group lead, select your dates, and choose a maximum budget.
  • Determine how many bedrooms and the bed configuration your group needs. 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 rentals search.
  • Specific details about bedrooms and bed counts & types is often available on booking websites. Otherwise, call the property management company before you reserve the vacation property. Remember that most properties list the max. guest capacity, which typically includes pull out couches in living rooms. You will need to establish what bed configuration is suitable for your group.
  • Do your family pets travel with you? Many vacation homes allow animals, but guidelines and restrictions apply. Allowable pet type, breed, and size are often limited. Ask your host before booking, and study your rental agreement! Pet fees or costs could be applied to your invoice.
  • If there's a particular Southport beach you are crazy about, look for rentals that are either near by, or those that cater to your desires.
  • Suitable accessibility can make or break a vacation for persons with disabilities. Remember to confirm all required amenities are available before reserving a rental

More considerations:

  • Review check in & check out procedures before traveling. Add a note with the instructions to your smartphone, and take a printed backup.
  • Ask questions. You may want instructions for a hot tub, elevator or appliance. Contact your host. They are there to help! A brief text message prevents many issues.
  • Protect the owner (and your stuff!) by locking the rental while you are away, just like you would back home.
  • To make certain that damages are not attributed to your stay, inspect the rental for any problem areas when you arrive. Call the host right away to report your findings. If there is a dispute, having the recorded concerns and contact attempts will be very helpful.
  • Respect the neighborhood. Often times, adjacent homes are filled by permanent residents. Respecting late-night quiet hours and parking regulations is the right thing to do.
  • Speaking of neighbors... Ask a local resident! Neighbors can often help you find exactly what you're looking for. Who better to ask where to find the best seashells, have a great night on the town, or the best spots for bird watching?
  • Just before checking out, take a final walk-through to confirm you haven't forget anything. Re-check closets, dressers, garages, and bathrooms for hidden treasure. Clean the refrigerator and take or dispose of leftovers.
  • Walk through the rental a final time and scan for any damage. We advise inspecting the property with the host whenever possible. If the property manager isn't available, ensure that you take photographs of the rental to record its condition.
  • Did your group have a great stay? Many vacation rental websites make it easy for travelers to provide comments. If your rental and/or property manager was fantastic, they would love to hear about it. If anything was inoperable and they failed to correct it within reason, or if the vacation rental wasn't as described, you'll want to make it a point as part of your review.

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