Outer Banks

No. 241

Spacious Oceanfront Escape with Hot Tub and Heated Pool - Stunning Retreat

House

5 bedroom sleeps 10 private pool about $863 a night

Always Included, complimentary linens and made beds! Absolutely fabulous ocean views! Watch the dolphins frolic in the ocean as you relax on the decks of this spacious Oceanfront home. Modern furnishings, lots of lovely décor and personal touches abound. The private hot tub will melt your cares away. Close to Jockey's Ridge, shopping and dining, yet feel as though you're in your own private Oceanfront estate! Pool available seasonally.

Check rates on Whimstay →

No. 242

Oceanfront Deck and Community Tennis - Captivating Coastal Retreat

Townhouse

5 bedroom sleeps 10 shared pool about $1082 a night

MP 14.5. Always Included, complimentary linens and made beds! Just off the Beach Road and tucked in the heart of Nags Head are the Sea Pointe townhomes. Step out onto the Oceanfront deck and take a deep breath of ocean air as you gaze out to the shores of the beautiful Atlantic Ocean! When you can watch the sunrise crest over the water, hear the gulls cry and the surf breaking on the shore, it's easy to ignore the fact that anything else exists. As a Sea Pointe member, you'll have access to the Sea Pointe community pool and tennis courts.

Check rates on Whimstay →

No. 243

Sunset Views and Private Pier - Stunning Soundfront Retreat

House

4 bedroom sleeps 10 shared pool about $479 a night

Always Included, complimentary linens and made beds! NEW FOR 2025: Kitchen quartz countertops, bathroom and bedroom flooring. Six Knots is located in Duck, NC and is a Soundfront property. This property has four bedrooms, has a private pier and dock on the sound, and a deck that allows for perfect sunset views. This lovely soundfront Outer Banks home is located just at the entrance to the Sanderling subdivision and comes complete with private pier and dock overlooking the sound and an outdoor shower. Community Pool available seasonally. Distance to Beach: Approximately 550 Yards BEDDING: 2 Queens, 2 Bunks, 2 Twins, Queen Sleeper Sofa LEVEL 1: Entry.

Check rates on Whimstay →

No. 244

Soundfront Retreat with Pool and Hot Tub - Serene Coastal Escape

House

4 bedroom sleeps 12 private pool about $714 a night

Always Included, complimentary linens and made beds! THIS IS A PET FREE HOME. Tranquil Sound has everything you need and more for the best Outer Banks vacation yet! Located on the soundfront in Duck, you'll get to enjoy stunning, unparalleled sound views. Enjoy your very own outdoor private pool where you can splash around with family and friends. You'll also have access to a private hot tub in the Florida room. At Tranquil Sound, you're also just a short drive or bike ride from all the town of Duck as to offer. Stroll along the Duck Town Park Boardwalk, grab a donut from the famous original Duck Donuts, or go shopping at The Waterfront Shops.

Check rates on Whimstay →

No. 245

Oceanfront Access and Community Pool - Spacious Coastal Retreat

Vacation Home

4 bedroom sleeps 8 shared pool about $483 a night

Always Included, complimentary linens and made beds! This oceanfront Diamond Shoals condo has everything you need to enjoy the beauty of Nags Head. Catching and Winging Our Dream is a spacious 4 bedroom, 2 bathroom condo that is just steps away from the beautiful beaches of Nags Head. As a guest at this Diamond Shoals condo, you'll be able to enjoy the community pool, picnic and grilling area, and the easiest beach access you'll find on the Outer Banks. Not only is Catching and Winging Our Dream conveniently located right on the beach, but it's also just a short drive away from local shopping, dining, and more.

Check rates on Whimstay →

No. 246

Private Pool and Scenic Views - Elegant Oceanfront Sanctuary

House

4 bedroom sleeps 10 private pool about $755 a night

Always Included, complimentary linens and made beds! Experience the serene charm of Lasea Days, a delightful semi-oceanfront escape located in the heart of Nags Head. This Outer Banks rental offers stunning ocean and sound views, perfect for guests seeking simplicity and relaxation during their beach getaway. With 4 spacious bedrooms and 3.5 bathrooms, this property comfortably accommodates up to 8 guests. Step outside to enjoy your own private oasis, complete with a refreshing private pool and hot tub, offering a perfect spot to unwind and soak up the sun. Lasea Days is also just steps away from the beach, allowing you endless, easy beach days with the whole family.

Check rates on Whimstay →

No. 247

Charming Oceanfront Hideaway with Private Pool - Delightful Coastal Retreat

House

4 bedroom sleeps 10 private pool about $1252 a night

Always Included, complimentary linens and made beds! This classic Outer Banks Oceanfront vacation home in Nags Head, with its wonderful combination of historic charm and modern conveniences, is a perfect spot for your next OBX getaway. This home is beautifully and comfortably furnished both inside and out. You'll love the quaint seaside cottage feeling Shell Cottage evokes with such charming features as wainscot walls and ceilings, rocking chair-lined covered decks, hardwood floors, and even a dunetop deck for peaceful retreats with a cup of tea and your favorite book.

Check rates on Whimstay →

No. 248

Private Heated Pool and Hot Tub - Stunning Island Retreat

House

4 bedroom sleeps 8 private pool about $809 a night

Always Included, complimentary linens and made beds! A semi-oceanfront Hatteras Island retreat is found right here; welcome to Point Break 919! Located in Salvo on Hatteras Island, this Outer Banks rental is perfect for those who want to experience the best of the Outer Banks sun, surf, and fun. With a private heated pool, hot tub, and an easy walk to the beautiful Cape Hatteras National Seashore, it's the ideal rental for the OBX beach lover. Point Break 919 is also a short drive away from local dining, grocery shopping, boutiques, and historic attractions! Inside, you'll be welcomed by an open living area.

Check rates on Whimstay →

No. 249

Community Pool and Tennis Courts - Delightful Oceanside Haven

Condo

3 bedroom sleeps 6 shared pool about $364 a night

Always Included, complimentary linens and made beds! Oceanside Outer Banks bliss is awaiting you at Sea Escape! This 3 bedroom, 2 bath condo is located in the heart of Corolla and is perfect for your next visit to the OBX. Enjoy easy access to the beach via the direct oceanfront walkway and soak up the sun! When it's time to cool off, make a splash in the community pool! As a guest in the Indian Summer community, you'll also have access to the community tennis courts. At Sea Escape, spend quality time with friends and family in the charming living room, complete with flat screen TV. The kitchen is fully equipped with everything you need to prepare a delicious meal.

Check rates on Whimstay →

No. 250

Oceanfront Oasis with Pool and Screened-In Porch - Serene Coastal Retreat

House

3 bedroom sleeps 6 private pool about $626 a night

Always Included, complimentary linens and made beds! New for 2023: remodeled main bathroom, painted 2 bedrooms. Ultimate relaxation will be yours at this Oceanfront condo located in The Golden Strand complex in Kill Devil Hills. This first floor condo is the perfect place for a relaxing Outer Banks vacation. Take in the unforgettable soothing sights and sounds of the beautiful Atlantic. Need a break from all the wonderful relaxation to check in with work? Dolphin Dreaming offers wireless internet access so checking email can be quick and easy.

Check rates on Whimstay →

No. 251

Community Pool and Jacuzzi Tub - Spectacular Oceanfront Escape

Condo

3 bedroom sleeps 6 shared pool about $228 a night

Community Pool is closed the rest of 2026 due to tear in the liner. Always Included, complimentary linens and made beds! King's Landing is here to offer you the most spectacular Outer Banks vacation yet! This Nags Head condo features 3 bedrooms, 2 bathrooms, and tons of fun for the whole family. Located in the Heron Cove condos, you'll have access to the community pool, community grills, and the easiest beach access at this oceanfront oasis. Plus, King's Landing is nearby local shopping, dining, and more for your convenience. Food Lion, Fresh Market, and a local favorite, Duck Donuts are all less than a mile away from this beautiful Nags Head condo rental.

Check rates on Whimstay →

No. 252

Soundfront Dock and Community Pool - Beautiful Coastal Sanctuary

House

3 bedroom sleeps 6 shared pool about $452 a night

Always Included, complimentary linens and made beds! If you were any closer to the sound in this 3-bedroom, 3-bathroom Nags Head vacation home, you'd be wet! Options is a beautiful soundfront home located in Old Nags Head Cove. Options is perfect for the visitor that wants to bring their boat along with them since it features its own private dock on the beautiful Roanoke Sound! Spend all day on the dock fishing, out in the boat, or on the beautiful Nags Head beaches that are only a short drive across the highway. Old Nags Head Cove also features a volleyball court where you can engage in some friendly competition and a community pool you can cool off in after a long day in the sun!

Check rates on Whimstay →

No. 253

Oceanfront Access and Spacious Living - Charming Beach Haven

Condo

3 bedroom sleeps 6 private pool about $537 a night

Always Included, complimentary linens and made beds! Looking for an oceanfront Nags Head getaway? Look no further than Beach Music! This Nags Head condo features 3 bedrooms, 2 bathrooms, and is sure to give you and your family the relaxing vacation you deserve. At Beach Music, you're close to the best that Nags Head has to offer. Go shopping at the Nags Head Outlets, learn about the local sea life and fishing culture at Jennette's Pier, and even grab a bite to eat at Dune Burger or Owens'; two of the most historic restaurants on the OBX. Plus, Beach Music is an oceanfront condo, giving you direct access to the pristine shores of Nags Head and easy, no fuss beach days.

Check rates on Whimstay →

No. 254

Oceanfront Deck and Community Pool - Delightful Coastal Retreat

Townhouse

2 bedroom sleeps 4 shared pool about $303 a night

Always Included, complimentary linens and made beds! Georgetown Sands, Building 3, Unit 14. Conveniently located between the ocean and the community pool, this delightful townhome is ideal for small families or couples. You can relax on the beach or Oceanfront deck, play tennis, take a refreshing dip in the pool, cook out on the community grills and eat on the deck. A short walk along the jogging/bike trail will take you into the Village of Duck where you will experience quaint shops, great restaurants, parks with playgrounds, ice cream parlors, a donut shop and breathtaking sunsets.

Check rates on Whimstay →

No. 255

Oceanfront Deck and Community Pool Access - Cozy Coastal Haven

Condo

2 bedroom sleeps 4 shared pool about $137 a night

New to Seaside for 2025! Beautiful Oceanfront Condo in Kill Devil Hills Enjoy the ultimate beach retreat at this cozy Oceanside Bungalow, perfectly situated at MP 7.5 in the heart of the Outer Banks! With a beautiful oceanfront deck, an easy community beach access, and a community pool* just steps away, this charming condo is designed for relaxation and seaside fun. With everyone on one main level for easy access, getting situated into island time is seamless! The Living Area features a flat-screen TV and access to the deck, perfect for enjoying those cool breezes right off the ocean. The well-equipped Kitchen and Dining Area with seating for 6 makes meal prep and dinner time a breeze.

Check rates on Whimstay →

No. 256

Oceanfront Condo with Direct Beach Access - Stunning Coastal Haven

Townhouse

2 bedroom sleeps 4 shared pool about $422 a night

Always Included, complimentary linens and made beds! New Kitchen Appliances for 2026! Sol-T-Escape is an oceanfront OBX condo rental that provides you with ultimate oceanfront bliss. Located in the Breakers Condo complex, you'll have access to the oceanfront communal pool as well as easy, direct beach access to the sandy shores of Kill Devil Hills! Beach days are a breeze at Sol-T-Escape. This Kill Devil Hills condo rental is also located near some of the best there is in Kill Devil Hills. Grab a cold beer at Swells'a Brewing or a bite to eat at The Kill Devil Grill or Mama Kwan's; all locally loved and within walking distance of Sol-T-Escape.

Check rates on Whimstay →

No. 257

C202 - OBX Dream - Soundfront Nags Head Condo + Community Pool

Condo

2 bedroom sleeps 4 shared pool about $287 a night

Always included, complimentary linens and made beds! Discover your perfect getaway at OBX Dream. Located in Sugar Creek condos, this OBX rental provides a serene atmosphere, making it an ideal retreat for families or couples seeking a relaxing getaway. With 2 master bedrooms, each featuring a comfortable queen bed, television, and deck access, this property comfortably accommodates up to 4 guests. As a guest at Sugar Creek Condos, you'll have access to the community pool where you can soak up the sun or take a refreshing dip. Sugar Creek Condos also offers a community elevator for your convenience.

Check rates on Whimstay →

No. 258

Soundfront Deck and Modern Decor - Inviting Coastal Haven

Condo

2 bedroom sleeps 4 private pool about $296 a night

MP 16. Always Included, complimentary linens and made beds! Welcome to Sounds Good! The name says it all! This 2 bedroom, 2 bathroom Nags Head condo overlooks the Roanoke Sound; creating the perfect front row sunset show! Along with being walking distance from great local shopping at the outlet mall, you're also close to great dining at Sugar Creek restaurant and just a short drive to Jennette's Pier across the highway! Don't feel like you have to leave the family pet behind, Sounds Good is pet friendly so your furry friend is more than welcome here. Sounds Good features modern, beachy décor to give you the “home away from home” feeling while also being surrounded by luxe touches.

Check rates on Whimstay →