Oceanfront
24 bedrooms
23 K, 6 BS, 2 TSS
30 bathrooms
25 Full 5 Half

Amenities

Featured in this Home
Gas Fireplace Details:
Available: 1/1-4/20;10/6-12/31
Pet-Friendly Details:
No Fee: Pets Allowed: 1 max
All pets must be well-behaved and housebroken
Private Pool Details:
Open Dates: 4/28/2024-10/12/2024
Pool Heat Fee (Not Available July/August): $750 Plus Tax/Week
Pool Size: 30x30
Special Events Details:
Special Event Fee: No Additonal Fee
Advance Property Hold Fee Details:
Amount: 2500.00
Beach Chairs Details:
Chairs Provided: 5
Bed & Bath
  • Bath Towels
  • Bed Linens
  • Iron & Ironing Board
  • Pillows & Blankets
  • Washer & Dryer
Entertainment
  • Wifi
  • Foosball
  • Ping Pong
  • TV & DVD Player
  • Wet Bar
Kitchen
  • Blender
  • Dishes, Utensils, & Cookware
  • Dishwasher
  • Drip Coffee Maker
  • Microwave
  • Toaster
Outdoor
  • Gas Grill
  • Hot Tub
  • Poolside Cabana
  • Outdoor Furniture
Others
  • Advance Property Hold Fee
  • Beach Chairs
  • Central Heat & Air Conditioning
  • Private Well
  • Telephone
Show all amenities

Home details

Oceanfront
24 bedrooms

23 K, 6 BS, 2 TSS

30 bathrooms

25 Full 5 Half

Check-In
Sunday, 4:00pm
Office
Check-Out
Sunday, 10:00am
This home accepts future year reservations more than 51 weeks in advance. Current year guests are not offered first right of refusal. Please contact our office for details, (866) 457-1190.

Accessible by 4x4 only.

Extraordinary in every way, this seaside retreat is the perfect place for your next vacation, event, or reunion.

Guests will experience the unbridled beauty of Corolla’s unique 4x4 beaches, completely untouched by commerce, and arguably the most naturally breathtaking landscapes of the eastern seaboard. And while this home is secluded in the best way, it also offers a convenient location, less than 2 miles from the paved road, allowing for easy access to the quaint shops and restaurants of Corolla Village.

Interior features have meticulous detail, and serve as an incredible backdrop to any event. With elements such as an aquarium and a spectacular courtyard with a pool, guests will be awed.

In all, the estate offers a beautiful home with two guest wings, and boasts a large media room, bar, dressing room, east and west facing porches, dining area seating over fifty people, and a well-appointed kitchen facility. The third level of the home is private and solely dedicated as a grand suite. A balcony overlooks the courtyard and pool from this floor, and is a truly spectacular place to catch a renowned Outer Banks sunset. From the main house, two wings are connected by enclosed hallways. One wing has 12 master bedrooms, while the other has 11, each amply comfortable and appointed with distinctive accents.

The pool complex, which is the perfect place to sunbathe on a warm day or congregate in the evening, is flanked by the home, making it the epicenter of the estate, and a great place to gather during an event. Just beyond the pool, an expansive covered pavilion lies at the foot of the dunes. This large, open area provides a built-in weather backup plan, eliminating the need for an event tent rental and providing spectacular photo opportunities.

Ever more impressive, "The Chesapeake" features the latest in WiFi technology. With no faster internet on the Outer Banks, new fiber optic WiFi will operate at robust speeds up to 1-gigabit upload and download. Allowing for all of your devices and gaming needs to be met at lightning speeds, making this home the perfect choice for corporate retreats and large events.

Perfect for every occasion, have the stay of a lifetime at “The Chesapeake.”

Approximately 1.8 miles up the beach.

Special Events welcome for no additional fee in 2024. Please contact our office if you would like to make arrangements for a Special Event reservation.

Click here for satellite parking information.

Main House Floorplan layout

Bedroom Definitions

Level 1

Half Bath

Large open recreation room with bar seating approximately 22, shuffle board, additional seating; state of the art media room; dressing area; 3-stall bath; covered porch and deck leading to pool area, expansive covered pavilion.


Level 2

Half Bath

Living area with gas fireplace; large dining area with seating for approximately 50 and a wet bar, adjacent to a large oceanfront deck and covered porch; fully equipped kitchen with multiple appliances, prep space, and sinks.


Level 3

Master 1
King, Wet room with shower and soaking tub, Private balcony

Private honeymoon grand MBR suite, which is the only bedroom in the main house, and has a balcony overlooking the pool complex.


North Wing layout

Bedroom Definitions

Level 1

Master 1
King, Standing shower, Private balcony

Master 2
King, Standing shower, Private balcony

Master 3
King, Standing shower, Private balcony

Master 4
King, Standing shower, Private balcony

Master 5
King, Standing shower, Handicap friendly features, Private balcony

Master 6
3 Bunk Sets, Shower/tub combo

Full Bath
Standing shower


Level 2

Master 1
King, Standing shower, Private balcony

Master 2
King, Standing shower, Private balcony

Master 3
King, Twin Sleep Sofa, Standing shower, Private balcony

Master 4
King, Standing shower, Private balcony

Master 5
King, Standing shower, Private balcony

Master 6
King, Standing shower, Private balcony


South Wing layout

Bedroom Definitions

Level 1

Master 1
King, Standing shower, Private balcony

Master 2
King, Standing shower, Private balcony

Master 3
King, Standing shower, Private balcony

Master 4
King, Standing shower, Private balcony

Master 5
King, Standing shower, Handicap-friendly features, Private balcony


Level 2

Master 1
King, Standing shower, Private balcony

Master 2
King, Standing shower, Private balcony

Master 3
King, Twin Sleep Sofa, Standing shower, Private balcony

Master 4
King, Standing shower, Private balcony

Master 5
King, Standing shower, Private balcony

Master 6
King, Standing shower, Private balcony


Extras

High-quality water filtration system, whole house air purifying system, elevator and dart board, Kegerator available (CO2 cartridges are provided).


Not Available

Please note, this home does not have an outdoor shower.


Map

Map images may be relied upon for directions and locations of homes only. These images may not contain accurate details of homes and beach accesses.

Guest recommendations

14 guests recommended this home
Madison   ·  Stayed April 2024

"The sound system and heated pool were great. We loved the kitchen and how we could have so many people gathered for dinner."

Andrew   ·  Stayed April 2024

"We stayed in The Chesapeake house which is one of Twiddy’s management properties on the 4x4 beach for our wedding and it was simply perfect. The house is obviously stunning, but Twiddy’s attentiveness and service made it so much better. On the day we checked in, they came back a few times when we couldn’t figure out the television and found some dead lightbulbs. Throughout the week, they also came back to fix broken barstools, clean the outdoor bars, and replace broken Keurig machines upon request. ON TOP OF ALL OF THAT, my mom lost her wedding band in the pavilion one night and Twiddy came to the house with a nail sweep and FOUND IT. We were so grateful Twiddy was willing to make the week as perfect as possible."

Rosemarie   ·  Stayed March 2024

"The home was spacious and provided us the ability to be together as a group, while still providing privacy within our own rooms. The bar was a central point for all of us in the evenings as we enjoyed having a couple of drinks and dancing the night away."

Jimmy   ·  Stayed November 2023

"Had plenty of room. Had everything we needed. Everyone had a great time"

Patty   ·  Stayed September 2023
John   ·  Stayed September 2023
Chris   ·  Stayed August 2023

"This home was very well laid out and provided a great entertainment space for a very large group of people. The pool was done just right with the amount of sun shelves that it had created a great environment."

Gary   ·  Stayed June 2023

"Kitchen"

Joshua   ·  Stayed September 2022

"The layout of the home is perfect for a special event such as a wedding, family reunion, or just a large group of friends. The pool is resort like, the bar was great to hangout, and the media room was perfect to watch the opening weekend of college football. The compound (because that’s what the Chesapeake is) is well stocked with numerous refrigerators, ice machines, coolers, and everything you need for a trip except maybe some beach chairs. Shuffleboard, cornhole, karaoke machine, dartboard, ping pong table, board games - it has them all. It’s a great option due to the amount of space if you can afford this price point."

Tim   ·  Stayed August 2022
Rodney   ·  Stayed July 2022

"Beautiful home. Bedrooms and bathrooms amazing."

Michelle   ·  Stayed July 2022

"This unique home was a perfect place for our annual family reunion of 54 people. We had plenty of space. We never felt like we were on top of one another. The bar area became our common space. We even had spaces available to house the massage therapy sessions we booked. Each day we watched the horses from the front porch while drinking our coffee. We spent the days at the beach which is a lot closer to the house then it would appear from the aerial photos, very convenient. We would return to the house for lunch and head to the pool for afternoon fun. We had catering and bbqs and never needed to leave the house unless you were itching to drive the beach for a fun ride. The kitchen was everything we needed including the right amount of fridge and freezer space. We used the dinning room for games at night and the theater room for movies. Don’t think twice, book this phenomenal property."

Penelope   ·  Stayed May 2022

"The home was absolutely gorgeous with plenty of space to have our wedding with around 60 guests. The house does need some minor maintenance such as light switches not working, the shade in the master is missing, and most of the bathroom showers tile is starting to fall apart. But again these were very minor issues that did not by any means take away from our experience. Also if you are planning to heat the pool do not expect it to get that warm depending on the weather. It was never very warm throughout the stay. Overall, we loved the house and everyone enjoyed their stay."

Ashley   ·  Stayed April 2022

"The home was absolutely gorgeous"

Frequently asked questions

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