Family-friendly vacation rentals in Caswell Beach

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Top-rated family-friendly rentals in Caswell Beach

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Guest favorite

Vacation home in Oak Island

4.84 out of 5 average rating, 116 reviews

Oak Island 3 bedrooms, walk to beach, pool table

The Island House is located on beautiful Oak Island with the beach 2.5 blocks away. Restaurants & shopping are nearby. Sunsets & sunrises are amazing w/ beach chairs & beach towels available. Covered porches & a hot tub available w/ a pool table in the game room. Park your boat in the driveway. The ICW public boat launch ramp is only 6 blocks away. Restaurants, bars, and grocery store is one block away and within walking distance. Limit6 passenger golf cart is available for additional fee

Guest favorite

Cottage in Oak Island

4.85 out of 5 average rating, 191 reviews

Cozy Rustic OCEAN FRONT Cottage

Enjoy this old-school cottage with knotty pine walls. Pet friendly. Deck seating, gorgeous sunrise/sunset views. Walk directly to beach. Half mile walk to pier. Spacious open living area. Large dining table for games and puzzles. 3 BR (2 full, 4 twin). 1 Full bath, one half bath. During the season rents by the week with SUNDAY CHECK-IN only. -Check in ANY DAY during the off season and stay for as little as three days. Pets allowed with pet fee. Please provide your linens (sheets and towels)

Guest favorite

Home in Oak Island

4.88 out of 5 average rating, 141 reviews

The Beach Break at the West End of Oak Island

Enjoy a quiet Oak Island vacation at this mid-century modern beach house. 60's surf vibe with a perfect third row location for families with walkable, low traffic access to the beach and sound. The beach at the access by the house is typically not crowded even on holidays. The sound access nearby is frequented by kayakers/paddle-boarders. Historic Southport and Wilmington are nearby (25 and 40 min respectively) with just over an hour drive to Myrtle Beach. Mid-June-Aug Sat-Sat stays only.

Guest favorite

Home in Oak Island

4.99 out of 5 average rating, 149 reviews

FOX IN THE SAND - RENOVATIONS complete!

Fox In The Sand was renovated completely March 2022! Our home is located in the family friendly dog friendly coastal community of Oak Island, NC. LOCATED ON THE SOUTH SIDE OF OAK ISLAND Dr. NO MAJOR Road TO CROSS. Crossing the G.V. Barbee Sr Bridge is the closest to our home, a nostalgic feeling comes over you! This timeless town has attracted families year after year since the early 19th century. Our 10 miles of beach will always be our main attraction perfect for every outdoor activity

Guest favorite

Bungalow in Oak Island

4.99 out of 5 average rating, 252 reviews

Charming Oak Island Bungalow - Great Location!

Our 3BR cottage promises a fresh and clean experience that is ideal for your family beach week or weekend getaway. Close to everything Oak Island has to offer - sand, surf, fishing, boating and biking - whatever your heart desires. A well stocked kitchen to enjoy a dinner in or treat yourself to one of the many Oak Island and Southport restaurants. Guests rave about the screen porch with the "Where Have You Been All My Life" hanging bed and the new backyard firepit. Come, relax and enjoy!

Guest favorite

Townhouse in Bald Head Island

4.95 out of 5 average rating, 310 reviews

Cozy BHI Condo - Community Pool

Welcome to "Marooned Five". We enjoy sharing our home so others can experience the beauty and magic of Bald Head Island. Our home has 2 bedrooms, 2 full baths, fully stocked kitchen (renovated March 2024 and 2022!) & a spacious loft for the kids. Located in Royal James Landing, a private pool and picnic area are available for use just a few steps away. There are 6 bikes (4 adult/ 2 child) & 2 4-person golf carts. Guest memberships for the BHI Club are available for an additional fee.

Guest favorite

Cottage in Oak Island

4.88 out of 5 average rating, 147 reviews

Donkeys Inn

Come enjoy a peaceful place with a front porch swing, two chairs where you can hear the Ocean. Walk to the park, walk to kids splash pad, basketball courts, pickle courts, soccer field, and a short walk to the beach all within 3 blocks from the house. Washer/dryer, all appliances, WiFi, cable, three bedrooms have queen size beds. Lots of good eating places close by. A Publix, a Food Lion all with in a few block also. Fishing at piers and/or in the suef. Great year round!

Guest favorite

Cottage in Oak Island

4.93 out of 5 average rating, 324 reviews

Beachy Cottage w/ screened porch & outdoor shower

Located in a quiet neighborhood with a cute screened in porch, private outdoor shower, open rinse off shower side of house, deck with grill, and privacy fence. A short drive to the beach, a 5-10 minute bike ride over the canal at 20th St or walk over to enjoy the sunset. Bring bikes and ride all over the island. Kitchen is fully equipped. We even have cornhole and a couple of other outdoor games to play in the backyard. Our goal is to make our guest feel at home. Enjoy !

Guest favorite

Home in Southport

4.97 out of 5 average rating, 121 reviews

Downtown Southport Cottage

Adorable remodeled cottage in downtown Southport. Walking distance to waterfront, restaurants, bars, quaint shops and parks for the kids. Enjoy strolls through town or walks to the waterfront or minutes drive from oak island for a sandy beach afternoon. Also minutes away from Southport car ferry for a great day trip to Fort Fisher Aquirium and state park or catch the ferry to bald head and ride bikes or rent a golf cart for the day of discovery, golfing or beaches.

Guest favorite

Bungalow in Oak Island

4.95 out of 5 average rating, 220 reviews

Live Oaks Beach Bungalow

Are you looking for a simple remodeled bungalow on the best kept secret Island in North Carolina ? You also love the shade of coastal live oaks and palmettos, and you love to sip drinks on a large front porch with friends ? You enjoy the beach but also kayaking, surfing and biking ? You prefer a non-commercial and family friendly environment ? We have it all ! We are a real family, not a rental company and we take pride to at least meet our guests expectations.

Guest favorite

Guesthouse in Oak Island

4.94 out of 5 average rating, 256 reviews

Pelican's Perch, Oak Island, NC

Welcome to our Guesthouse...2-Minute Walk to Ocean / Direct Beach Access. Cozy house with charming furnishings. Full service kitchen with refrigerator, microwave, stove, K-Cup coffee maker and toaster, queen bed and comfy furniture in the living room. Bath w tub/shower. Flat screen TV - YouTube TV/WiFi included. Outside shower for your use while you are visiting with us. Private deck to grill your food. Close to shopping and restaurants. 2 person maximum!

Guest favorite

Guest suite in Oak Island

4.98 out of 5 average rating, 320 reviews

No Regrets Studio Getaway Short walk to the beach!

Cozy 480 sq feet studio getaway. Approximately 12 minutes walk and 4 blocks away from the beach Walking distance from ICW and Davis Canal. Close to local restaurants and grocery stores on the island. We provide beach chairs, umbrella & cooler. Guests will have shared access in our covered patio area. We have a Siberian husky blue eyes Kiara, she gets anxious and protective if she knows that there’s another dog or pets in our property.