Monthly Rental
Looking for a quiet seasonal escape?
Enjoy our fully furnished monthly rentals available from October to March—perfect for extended getaways, remote work, or a peaceful change of scenery. Experience comfort, flexibility, and great off-season pricing in our cozy homes.
Planning an extended stay?
For stays over 30 days, reach out to us at info@booksmartproperties.com to get the best custom rates.
Oak Island, United States
Beachside Charm! Heated Pool, Spa & 3-Min Walk to Shore
5 (1)
Mint 2 Be! Enjoy ocean breezes, a private heated pool, and a hot tub. The inviting front porch is ideal for watching sunrises and sunsets. Inside, find high ceilings, upscale lighting, and a chef’s kitchen with custom cabinetry and a gas range. The primary suite has a custom-tiled walk-in shower, plus two guest rooms, a stylish guest bath, and a walk-in laundry room. Close to Middleton Park’s attractions. Your perfect island getaway awaits!
3 Bedrooms
5 Beds
2 Bathrooms
Oak Island, United States
Modern Family Retreat: Hot Tub & Fire Pit
5 (16)
Cub's Cottage! This beautiful Oak Island home is only half a mile from the beach & is perfect for your family's vacation! The interior is fully updated, offering a shining & modern kitchen, a welcoming living room, & airy bedrooms tailored for coastal comfort. Don't miss out on a perfect evening in the newly renovated fenced backyard, which stars a fire pit, hot tub, corn hole boards, and palm trees. Plan your stay in Oak Island with your family at Cub's Cottage!
3 Bedrooms
5 Beds
2 Bathrooms
Oak Island, United States
Oak Island Oasis Steps to Beach, Local Cafes/Shops
5 (18)
Puffin Run! Located a short 2 min walk from the beach and featuring a gorgeous interior, your family of 11 will love the amenities this home has to offer. With a cozy firepit, enclosed sun room, bedrooms w/ lovely coastal decor, a sparkling modern kitchen/dining area, and an inviting living room, you don't want to miss out on this home. Perfect location near the beach, parks, local shops and restaurants, Puffin Run will book fast, so plan your vacation today!
4 Bedrooms
6 Beds
3 Bathrooms
Oak Island, United States
Ocean View! Pool, Waterslide, Elevator & Firepit
5 (25)
Sea La Vie! This stunning Oak Island home is perched perfectly to offer breathtaking ocean views as far as the eye can see. Fall asleep in one of the 4 cozy bedrooms, or enjoy the views from the decks & living room! The kitchen is beautifully updated and fully stocked for the chefs in your group. A gorgeous pool area awaits outside, with a water slide, lounge chairs, outdoor dining, and a fire pit. Book your stay today, and begin your life at the sea!
4 Bedrooms
6 Beds
3 Bathrooms
Oak Island, United States
NEW! Panoramic Ocean Views & Private Steps 2 Beach
5 (2)
New Listing with Renovated Interior! Step onto the beach (literally) at this gorgeous Oak Island home. Private beach access directly from the deck makes beach days a breeze, while the beautifully appointed interior provides every comfort. The kitchen is large and stocked for the chef of the family, and the living room sets the coastal vibe. 6 bedrooms provide plenty of sleeping options for everyone, and 3.5 baths offer convenience. Don't pass Bahama Tease up, come and stay in Oak Island!
6 Bedrooms
11 Beds
3.5 Bathrooms