Single Family Home -
5
(3 Reviews)
WV63: Second Sail
6
bedrooms
4
full
16
guests
Pets Not Allowed
Saturday
- Address: 327 Middle Road
- Location: Wahab Village
- Type: Single Family Home
Description
Situated on Middle Road, Second Sail offers a spacious getaway. Newly renovated and intentionally designed for gathering, this expansive home features a spacious open living, dining, and kitchen. The home hosts multiple interior and exterior living spaces. The entryway includes a dining space for 10 and extends into the living room and den. The first floor living room is positioned adjacent to the dining area in the entryway, equipped with a 70' smart TV and ample seating. Directly off the living room is a wet bar with service counter and bar stools. The bar space includes a full-size refrigerator/freezer, dishwasher, sink, microwave, and coffee station with Keurig Duo. The open den and kitchen include a large island with bar stools, sectional sofa, and table with four chairs. The kitchen features an electric range, second microwave, second dishwasher, and second refrigerator/freezer. Amenities include two toasters, two crockpots, blender, hand mixer, food processor, electric skillet, electric griddle, and second Keurig Duo with standard coffee pot.
6 Bedrooms, 4 Baths: This home is designed with a West and East wing. The West wing first floor features two
bedrooms. Bedroom 1 is a queen bedroom with smart TV and private balcony with two rocking chairs. Bedroom 2 is a king bedroom with smart TV. The West wing first floor bedrooms share a hall bath and have access to the outdoor shower and laundry room. The West wing second story features two bedrooms. Bedroom 3 is a king room with smart TV, private balcony with two rocking chairs, and en-suite with tiled tub/shower. Bedroom 4 has two queen beds with smart TV. The West wing second story has a hall bath with tiled tub/shower and linen closet. The East wing second-floor includes an additional living area, 2 bedrooms, and full bath with tiled tub/shower. The living area includes two built-in
twin beds, a sitting area, card table, and smart TV. Bedrooms 5 and 6 are furnished with a king bed and smart TV. The exterior includes multiple gathering areas. The screened-in porch is directly off the main living room with furniture for lounging. The living room also provides access to the front and rear deck. The front deck includes four Adirondack chairs. The rear deck includes a large dining table for 12 and charcoal grill. You may also choose to get away on one of the two
private porches off bedrooms 1 and 3. Enjoy a five-minute walk to the new Ocracoke pickleball and tennis courts.
Amenities include central air conditioning/heat, Starlink high speed internet, 9 smart TVs, washer and dryer, iron, ironing board, shoe storage at entry, outdoor shower, outdoor foot rinse station, and golf cart charging station. This property has a circle drive with parking for up to 9 vehicles.
Check out our sister property Far Away Oaks, OC55.
Sheets and towels are provided. Beds are made for your arrival.
No Pets of any kind are permitted in this home. For information please visit our Guest Information “Vacationing with a Pet” on our website. No Smoking on premises.
Room Arrangements:
Bedroom 1 - Queen
Bedroom 2 - King
Bedroom 3 - King with en-suite
Bedroom 4 - 2 Queens
Bedroom 5 - King
Bedroom 6 - King
East Wing Upper Living Room - 2 Built In Twin Daybeds
6 Bedrooms, 4 Baths: This home is designed with a West and East wing. The West wing first floor features two
bedrooms. Bedroom 1 is a queen bedroom with smart TV and private balcony with two rocking chairs. Bedroom 2 is a king bedroom with smart TV. The West wing first floor bedrooms share a hall bath and have access to the outdoor shower and laundry room. The West wing second story features two bedrooms. Bedroom 3 is a king room with smart TV, private balcony with two rocking chairs, and en-suite with tiled tub/shower. Bedroom 4 has two queen beds with smart TV. The West wing second story has a hall bath with tiled tub/shower and linen closet. The East wing second-floor includes an additional living area, 2 bedrooms, and full bath with tiled tub/shower. The living area includes two built-in
twin beds, a sitting area, card table, and smart TV. Bedrooms 5 and 6 are furnished with a king bed and smart TV. The exterior includes multiple gathering areas. The screened-in porch is directly off the main living room with furniture for lounging. The living room also provides access to the front and rear deck. The front deck includes four Adirondack chairs. The rear deck includes a large dining table for 12 and charcoal grill. You may also choose to get away on one of the two
private porches off bedrooms 1 and 3. Enjoy a five-minute walk to the new Ocracoke pickleball and tennis courts.
Amenities include central air conditioning/heat, Starlink high speed internet, 9 smart TVs, washer and dryer, iron, ironing board, shoe storage at entry, outdoor shower, outdoor foot rinse station, and golf cart charging station. This property has a circle drive with parking for up to 9 vehicles.
Check out our sister property Far Away Oaks, OC55.
Sheets and towels are provided. Beds are made for your arrival.
No Pets of any kind are permitted in this home. For information please visit our Guest Information “Vacationing with a Pet” on our website. No Smoking on premises.
Room Arrangements:
Bedroom 1 - Queen
Bedroom 2 - King
Bedroom 3 - King with en-suite
Bedroom 4 - 2 Queens
Bedroom 5 - King
Bedroom 6 - King
East Wing Upper Living Room - 2 Built In Twin Daybeds
Availability Calendar
Clear Dates
Bedding
Den
2 Daybed
Twins
Bedroom 6
1 King
Bedroom 5
1 King
Bedroom 4
2 Queen
Bedroom 3
1 King
Bedroom 2
1 King
Bedroom 1
1 Queen
Amenities 31
- Black Friday Blow Out
Additional Amenities
- LMD-20
Area
- Wahab Village
Bed & Bath
- Sheets & Towels Provided
Entertainment
- Recreation/Game Room
Featured Amenities
- King Bed
- Pet Free
- Primary Bedroom w/ Private bath
- Starlink Premium Internet
Indoor Amenities
- Additional Full Size Refrigerator
- Central Air
- Central Heat
- Smart TV - streaming only
- Washer/Dryer
Informational
- Featured Property
- Low to Ground
- Partial Stays
Internet
- Complimentary Internet Access
Kitchen & Dining
- Dining Table
- Dishwasher
- Kitchen
- Microwave
- Refrigerator
Outdoor Amenities
- Charcoal Grill
- Outdoor Shower
- Picnic Table
- Screened Porch
Pets
- Pets Not Allowed
Property Features
- Smoking and Vaping Not Allowed
Property Type
- House
Turn Day
- Saturday
Winter special: save up to 15% on 3+ nights!
Save up to 15%* when you book a stay of three nights or more with an arrival between now and March 13, 2026. Winter on the island is calm and comfortable, perfect for lingering mornings, peaceful beach time, and evenings well spent. This offer is available through Feb 28, 2026, and we are open and welcoming guests all winter.
Use promo code Take15 at check out.
*Offer is valid on new online bookings when you book by February 28, 2026, to receive up to 15% off for 3+ night stays from January 8, 2026 - March 13, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.
Location
Reviews
5
(3)
5
Staying at Second Sail was absolutely FANTASTIC! The spacious layout was perfect for our larger family and group, especially the separate wings. The higher-end finishes throughout the property are exceptional, and a rarity for a rental on the island. The location is great, lots of room for parking, and extremely comfortable. We can't wait to go back!- Reviewed On: 1/27/2026
- Check Out On: 10/4/2025
Thank you for your review. We’re glad Second Sail’s spacious layout, separate wings, and higher-end finishes worked so well for your group. We look forward to welcoming you back to Ocracoke.Ocracoke Island Realty staff
5
We had an absolutely wonderful stay at Second Sail!! The house was clean, comfortable, and well-equipped with everything we needed for a relaxing trip. The location was perfect—quiet and peaceful, yet close to the village and restaurants. We loved spending time on the porch and really soaking in the laid-back Ocracoke vibe. This home truly felt like a home away from home, and we would not hesitate to stay here again. Highly recommend! Great spaces for large families. Best stocked kitchen!!- Reviewed On: 1/20/2026
- Check Out On: 12/8/2025
Thank you for your review. We’re glad Second Sail was clean, comfortable, and so well equipped for your relaxing trip. It’s great the quiet location, porch, and well-stocked kitchen helped you feel at home, and that the space worked well for your large family. We look forward to welcoming you back to Ocracoke.Ocracoke Island Realty staff
5
Lovely home - perfect for a big group with adults and kids of all ages. Layout was very nice and allowed for privacy and group activities alike. Well-decorated and incredibly well-stocked kitchen. Note that kitchen trash can is contractor size, so pack trash bags accordingly! Overall, great rental home.- Reviewed On: 7/7/2025
- Check Out On: 7/5/2025
Thank you for your review. We're pleased the home suited your group's needs and that you appreciated the layout and well-stocked kitchen. We appreciate the helpful tip about the kitchen trash bags. We look forward to hosting you again!Ocracoke Island Realty staff
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