Private Pool, Sleeps 14, Walk to Beach & Middleton Park

Welcome to your ideal Oak Island getaway—a spacious private house designed for large families, friend groups, and reunions. With a flexible layout that sleeps up to 14, a private pool, and multiple outdoor spaces, this property is perfect for relaxed group vacations. Enjoy walkable access to the beach, Middleton Park, and local attractions, along with thoughtful amenities and budget-friendly options like bring-your-own-linens or professional linen service. Please note: this home is for family getaways only—no weddings or events allowed.

13 13 guests
4 4 bedrooms
3 3 bathrooms
Oak Island Oak Island, North Carolina
The hero image showcases a sparkling private pool surrounded by comfortable lounge chairs, a shaded umbrella, and a large picnic table. The inviting outdoor space is set up for swimming, sunbathing, outdoor dining, and relaxing—perfect for gatherings and family fun.
Dive into unforgettable days by your private pool—sunbathe, dine al fresco, and make lasting memories just steps from Oak Island Beach at this welcoming family retreat.

Private pool and fenced backyard, sleeps up to 14 with flexible arrangements, walkable to beach and Middleton Park, spacious open-concept living and dining, ample parking for cars and boat trailers.

The Heart of Family Gatherings: Open Living, Dining & Kitchen

Features

  • • Open-concept layout
  • • Luxury kitchen
  • • Granite countertops
  • • Large island seating
  • • Spacious dining area
  • • Oversized sectional sofa
  • • Kitchen flows to dining area and living room
  • • Central gathering space

Step into a bright, welcoming open-concept space designed for togetherness. The luxury kitchen, with its gleaming granite countertops, stocked cabinets, and large island seating, invites everyone to pitch in—ideal for family feasts or group breakfasts before a day at the beach. Flow seamlessly to the spacious dining area, where a traditional table hosts laughter-filled meals and card games. Settle into the oversized sectional in the living room for movie nights or board games, with plenty of soft seating for everyone. This central hub is the heartbeat of shared memories, designed for comfort, conversation, and connection.

A luxury kitchen featuring stainless steel appliances, gleaming granite countertops, a spacious island with seating, and well-organized kitchen cabinets. The kitchen is perfectly illuminated, creating an inviting space for cooking and gathering.
The modern kitchen boasts granite countertops, ample island seating, and stainless steel appliances—perfect for family feasts.
A large wooden dining table sits beneath a stylish chandelier, with a colorful bowl as a centerpiece. Double doors open to the outside, flooding the dining area with natural light. The table is set for lively family meals or games.
Gather around the spacious dining table for laughter-filled meals, games, and memorable conversations.
A bright, open living room featuring an oversized sectional sofa, a colorful area rug, and a flat-screen TV. Comfortable lighting and plenty of seating invite everyone to settle in for movie nights or casual conversation.
Relax on the oversized sectional—ideal for movie nights or sharing stories after a day at the beach.

Suite Retreats & Flexible Family Nooks

Features

  • • Primary suite with king bed and ensuite bath
  • • Queen guest bedroom
  • • Bunk and trundle guest bedroom
  • • Loft-style dorm room (king, queen, futon)
  • • Three full bathrooms
  • • Main level bedrooms
  • • Upstairs loft dorm
  • • Bathrooms accessible to all sleeping areas

After a sun-soaked day, discover restful spaces tailored to every guest. The primary suite pampers with a king bed, vanity, and ensuite bath—an oasis for parents or grandparents. Two guest bedrooms on the main level offer privacy and flexibility, with a queen bed in one and playful bunks and trundles for kids or teens in another. Upstairs, the unique loft-style dorm room is a dream for cousins, siblings, or friend groups—spacious enough for sleepovers, with a king, queen, and futon. With three full bathrooms, there's rarely a wait, helping everyone get ready for more adventure.

This image features a bedroom with a colorful quilt on the bed, a large window letting in natural light, and an entrance leading directly to a bathroom. The décor is cozy and calm, with a focus on comfort and relaxation.
Primary suite with king bed and ensuite bath – a tranquil retreat for relaxation and privacy.
A cheerful guest bedroom with a bunk bed adorned in colorful bedding, a single bed with decorative pillows, a side lamp, and a wall mirror. The setting is lively and inviting, perfect for kids or teens.
Flexible guest room with playful bunk beds – ideal for sleepovers and family fun.
A spacious bedroom featuring two large beds with colorful quilts, a nightstand with a lamp, and a dresser. The atmosphere is cozy and sociable, suited for groups or families.
Loft-style dorm room – spacious enough for cousins, siblings, or friends to gather for sleepovers.
A bright bathroom with a vanity sink, colorful shower curtain, and playful wall décor. The space feels inviting and light, ideal for freshening up after a day outdoors.
Light-filled, beach-inspired bathroom – one of three, ensuring everyone has space to refresh.

Outdoor Oasis: Poolside Fun & Porch Relaxation

Features

  • • Private pool
  • • Fenced backyard
  • • Multiple porches
  • • Outdoor seating areas
  • • Two outdoor showers
  • • Ample parking (cars and boat trailers)
  • • Outdoor spaces connect to main house
  • • Accessible from living and kitchen areas

Embrace the coastal breeze across our inviting porches or splash the day away in your private pool, surrounded by lush landscaping and a secure, fenced backyard—ideal for kids to roam freely. Enjoy outdoor seating vignettes for quiet morning coffees or evening chats under the trees. Two outdoor showers promise easy clean-up after sandy beach outings. With ample parking—even for boat trailers—outdoor living here is as effortless as it is delightful, supporting both spirited and serene moments of your stay.

This exterior image features a sparkling swimming pool surrounded by a spacious deck area, with lounge chairs, a large umbrella for shade, and a view of the house exterior in the background. The setting is perfect for both sunbathing and social gatherings, offering a glimpse of the inviting pool and adjacent relaxation spaces.
Dive into fun and relaxation in your private pool, surrounded by comfortable loungers and cheerful outdoor amenities.
This image captures the inviting house structure with a prominent front porch, stairs leading up, and lush surrounding trees. The porch is furnished for relaxation and offers a sense of tranquility, perfect for enjoying the coastal breeze.
Relax on spacious porches surrounded by greenery—ideal for morning coffees or sunset chats.
Here, a tranquil pool is bordered by vibrant Adirondack chairs, an umbrella for shade, and lush landscaping. The fenced backyard setting offers both privacy and a secure play space for kids, echoing the section's family-friendly focus.
Unwind in a secure, fenced backyard—perfect for families, with plenty of poolside seating and lush surroundings.
An exterior view of the property showcases a well-landscaped front yard, a wide porch, a visible parking area with space for multiple vehicles, and mature trees providing shade. The scene suggests ample parking, outdoor gathering spots, and a welcoming arrival.
Enjoy effortless arrivals with ample parking—even room for your boat trailer—plus inviting spaces for outdoor gatherings.

Seamless Island Access & Smart Value Options

Features

  • • Proximity to attractions and park
  • • Bring-your-own-linens option
  • • Sanitized linen service
  • • Walkable location
  • • Quick access to outdoor and island activities

Step outside and find adventure just a stroll away—Middleton Park’s concerts, the nearby recreation center, and Oak Island’s golden beaches are all within an easy walk. The home’s location supports spontaneous outings to festivals, food trucks, and water activities, making every day an opportunity to explore. For value-conscious travelers, take advantage of our unique bring-your-own-linens option for extra savings, or enjoy the convenience of professionally sanitized linens, ready and waiting on arrival. Every detail is designed to make your vacation seamless, comfortable, and affordable—without sacrificing an ounce of fun.

The image captures a bright, open living area with a comfortable sectional sofa, a colorful area rug, decorative wall art, and a vividly painted entrance door. The space feels cheerful and immediately welcoming, ideal for gatherings or relaxing after exploring the area.
Welcome home to a cheerful gathering space with easy access to your next adventure.
This inviting scene features a pink door flanked by blue chairs and a fresh wreath, with decorative pillows adding comfort. The setup suggests a welcoming porch area where guests can relax, greet friends, or enjoy a morning coffee before heading out.
A welcoming porch perfect for morning coffee or evenings after a day at the beach.
A clean and organized laundry area with a washing machine, dryer, and laundry basket. The space is practical and signals convenience, supporting options for bringing your own linens or using the linen service.
Enjoy practical amenities like a full laundry area—perfect for fresh linens and effortless stays.

Explore the Area

This image captures a sandy beach with wooden posts and rope barriers in the foreground, leading out onto the expansive, calm Atlantic sea beneath a clear sky. The natural, open setting invites exploration and relaxation.
Start your day with a sunrise walk on Oak Island Beach, just steps away from your door.
A vibrant, family-friendly playground with green play structures and a sand area, where children are actively playing and families gather for picnics. The joyful atmosphere is apparent through the bright colors and sunlit space.
Fun for all ages at nearby Middleton Park’s playground and splash pad—ideal for family outings.
An inviting private swimming pool surrounded by colorful lounge chairs and a patio umbrella, set in a sun-soaked outdoor area perfect for relaxation and play after beach or park fun.
Take a refreshing dip in your private pool—perfect for quick breaks between adventures.

Steps from the Beach and Middleton Park—Ultimate Family Access

Make the most of your vacation with easy, walkable access to both Oak Island Beach and Middleton Park—just a short 5-block stroll away. Start your mornings with sunrise beach walks, sandcastle building, or splashing in the gentle Atlantic surf. Middleton Park next door offers a playground, splash pad (summer fun for little ones!), tennis courts, and weekly Friday night summer concerts with food trucks for a real community experience. Forget long car rides—many entertainment and relaxation options are just steps away, making it easy to come and go for naps, snack breaks, or a quick dip in your private pool!

This image highlights a sparkling swimming pool at the center of a beautifully landscaped backyard. Adirondack chairs and umbrellas offer shaded lounging spots, with a picnic table nearby for outdoor dining or games. The overall atmosphere is relaxed, inviting, and ideal for families or groups to gather and unwind.
Dive into fun—your private pool and inviting lounge areas are perfect for sunny afternoons and family gatherings.
A casual and inviting poolside scene with turquoise lounge chairs, a green bar, picnic table, and a large blue umbrella. The space is clearly set up for socializing, outdoor dining, sunbathing, and relaxation, with ample room for groups to spread out.
Soak up the sun or enjoy poolside snacks—ample seating and shady spots for everyone, day or night.
A tranquil porch scene with yellow Adirondack chairs, a small side table, and a wooden railing framed by leafy trees. The porch offers a cozy vignette perfect for morning coffee, reading, or board games in a shaded, peaceful setting.
Relax beneath the trees—cozy porch seating is ideal for board games, reading, or sipping your favorite drink outdoors.

Fun in the Sun—Private Pool & Outdoor Spaces

When you’re not at the beach, lounge by your private pool in a beautifully landscaped, fenced backyard. Kids and adults alike can enjoy the water, sunbathing, and outdoor games. Multiple porches and cozy seating vignettes beneath the trees offer great spots for family board games, sharing snacks, or curling up with a good book. With outdoor hot-water showers, sandy feet are never a problem! The spacious layout ensures everyone has room to spread out and relax—ideal for big families or friend groups.

This image features a wooden picnic table beside a dock that leads out over the water, surrounded by lush greenery. The tranquil setting suggests opportunities for picnicking, fishing, nature walks, and birdwatching, and evokes the relaxing atmosphere of island exploration and water-based fun.
Enjoy a peaceful picnic after a kayak adventure or cast a line from the dock surrounded by Oak Island's natural beauty.
An inviting exterior scene featuring a sparkling swimming pool surrounded by colorful chairs, umbrellas, and a picnic table. The space is vibrant, perfect for relaxing, sunbathing, or shared meals after a day of exploration.
Gather poolside with friends and family for sun-soaked afternoons or relaxing swims after an island adventure.
This image shows a shelter with a sign, picnic tables, and a beautiful waterfront view, surrounded by lush greenery. The setting is ideal for fishing, family gatherings, or enjoying a quiet moment by the water.
Savor sunset picnics and waterfront views at one of Oak Island's many scenic gathering spots.

Group Adventures—Boat, Kayak, and Explore the Island

Oak Island features over 100 public water access points! Launch your boat or kayak from nearby ramps (bring your trailer—on-site parking is available). Paddle through scenic marshes, fish, or set off on a family boating adventure. For land-based fun, check out Oak Island Golf Club (open to visitors), or rent bikes for a leisurely tour of island coffee shops, boutiques, and breweries. The Rec Center is close by for gym passes, kayak rentals, and more.

This image features the exterior structure of the Gypsy Rose Beach House, showcasing its welcoming façade, driveway, and surrounding trees. The inviting porch and tranquil outdoor setting highlight both the house's ample space and its suitability for group arrivals and outdoor gatherings.
The Gypsy Rose Beach House welcomes large groups with its spacious exterior and inviting porch—perfect for family arrivals and group get-togethers.
A close-up view of the front door and wooden support beams, adorned with a decorative wreath, evokes a sense of homecoming and group hospitality. The porch area suggests a space for gathering, enjoying meals, or reconnecting during vacations.
A warm welcome awaits—gather with friends and family on the spacious front porch, your home base for reunion moments and shared adventures.
An exterior shot showing yellow Adirondack chairs and a small table on a wooden deck, offering a calm spot for relaxation, conversation, or reading. The outdoor setting underlines the value of shared spaces for group enjoyment beyond the interior.
Unwind together on the sunny deck—ideal for morning coffee, group chats, or a quiet moment of relaxation after a day of fun.

Flexible Spaces and Cost-Saving Options for Large Groups

The Gypsy Rose Beach House is designed for groups—offering four bedrooms and sleeping arrangements for up to 14, with a flexible mix of king, queen, bunks, trundles, and a futon (perfect for cousins or friends sharing!). Multiple bathrooms, a spacious kitchen, and a large sectional sofa mean everyone stays comfortable. Value-conscious travelers can save by bringing their own linens and towels for a discounted rate, or enjoy the convenience of sanitized linen service. Please note: pets are not allowed, and events such as weddings or parties are not permitted. Whether you’re cooking a family feast, gathering for a reunion dinner, or looking for ways to stretch your vacation budget, this home is designed for group comfort and togetherness.

This image captures a serene stretch of sandy beach bordered by dune grass with the calm ocean in the background. The natural landscape suggests a peaceful, inviting shoreline perfect for exploration and relaxation.
Stroll along sandy shores and enjoy the tranquil ocean views just minutes from historic Southport.
A lively playground scene with colorful play structures and a palm tree, surrounded by open space where children and families gather. The image radiates joy and a sense of community fun.
Families gather for outdoor fun and community events, making local festivals extra memorable.
This inviting exterior porch features bright yellow Adirondack chairs and a wooden table, hinting at relaxed moments spent outdoors. Light fills the space, suggesting a transition between indoor comfort and outdoor adventure.
Relax on the porch before heading to a day of historic exploration, live music, and fireworks in Southport.

Charming Excursions—Historic Southport and Local Festivals

Just five miles away, discover the riverfront charm of Southport—a historic town with vibrant restaurants, bars, live music, and shops. Stroll the picturesque streets, admire 1800s architecture, and sample local seafood. Don’t miss the annual State Fourth of July Festival for a classic parade, artist vendors, and a grand fireworks show over the harbor. Throughout summer, Oak Island’s weekly concerts and Beach Day festivities add even more family fun—all within a short drive from your beach retreat.

Property Amenities

Facilities & Security

Deadbolts

Fire Extinguisher

Outdoor Space: Balcony

Free Parking

Comfort & Lifestyle

Hair Dryer

Ice-maker

Library

Dishwasher

Toaster

Clothes Washing Machine

Clothes Dryer

BBQ Grill

Pool: Private

TV

Laundry Basics: Ironing Board & Iron, Clothes Washing Machine, Clothes Dryer

Oven

Stove

Standard Essentials

Climate Control

Cooking Basics

Smoke alarm

Carbon Monoxide Detector

Bed Linens

High-Speed Internet

Shower/Bathtub

Cooking Space: Full Kitchen

Kitchen Basics: Microwave/Convection Oven, Refrigerator, Basic Dishes & Silverware

Ready to Book Your Stay?

Gather your loved ones and experience the best of Oak Island—book your flexible, family-friendly getaway with private pool and walkable beach access today!

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Cancellation Policy: Strict

Cancelation Policy

You can cancel this Vacay and get a Full refund up to 60 days prior to arrival

Important Information

Rental Period and Booking

  • Rents Saturday to Saturday for weekly stays.
  • A valid government photo ID is required for every reservation.
  • A signed rental agreement is required: accepting House Rules on any online travel agency requires reading and acceptance of our rental agreement.

Check-in and Check-out Procedures

  • Summer Check-Ins (June-August) begin at 4pm and are guaranteed by 6pm.
  • Off Season Check-Ins begin at 3pm and are guaranteed by 5pm.
  • Check-out is by 10 am.
  • Please do not arrive early or plan to delay your departure.
  • Electronic entry; you will be provided a code before check-in.

Property Access

  • Electronic entry; you will be provided a code before check-in.
  • Exterior stairwells up to either front or back porch.

Parking Information

  • Parking for 4-6 cars, size dependent.
  • Boat trailers are allowed.

Linens and Fees

  • Ask about a $231.80 discount if you want to bring your own sheets and towels.
  • If linen service is selected, linens will be wrapped in sanitary packaging and laying on the bedspread.

Policies and Rules

  • No events such as weddings, bachelor/bachelorette parties, sororities/fraternities.
  • No smoking.
  • No pets allowed.
  • Minimum age: 25 years.
  • Children allowed.

Cancellation Policy

  • Free cancellation within 48 hours of booking.
  • After 48 hours of booking and more than 60 days before arrival, a full refund will be processed less a $300 cancellation fee.
  • After 48 hours of booking and within 60 days of arrival, there will be no refund processed unless the dates are re-rented. If premises are re-rented, a refund will be processed less a $300 cancellation fee.

Safety and Emergency Information

  • 2 outdoor hot water showers.
  • Fenced in back yard.
  • Smoke alarm, fire extinguisher, carbon monoxide detector, and deadbolts provided.

Other Critical Details

  • Maximum guests: 13.
  • 4 bedrooms / 3 bathrooms.
  • Bed configuration: 2 king beds, 2 queen beds, 3 single beds.
  • Minimum age: 25 years.
  • Children allowed.