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Grandview

4 Bedrooms
4 Baths
10 Guests
Chincoteague Island
Waterfront
Pet Friendly
Boat Dock
Screened Porch
Internet
Outdoor Shower

Enjoy stunning sunsets from this 5 star home at water's edge. Relax with the amazing water view from the north side of the island. Every bedroom is a suite, to ensure all of the adults have the right amount of privacy and a quiet place to stow away with a book. The dining area is big enough to accommodate large family dinners and the kitchen has been newly remodeled and upgraded! With a breakfast bar and wide open living area, you can be sure to have lasting family moments together. Have your cameras ready to capture the changing tides, wildlife and those crazy family moments that are sure to happen in this lovely home. Grandview offers every amenity from a screened porch, an open deck, long pier with a dock, ceiling fans throughout, wireless internet and much much more! This home also includes the use of 2 kayaks.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. All pets must be disclosed prior to arrival. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Beach Bettie's

3 Bedrooms
1 Bath
6 Guests
Smith Beach
Waterfront
Internet
Outdoor Shower

Discover coastal living at its finest in this enchanting three-bedroom cottage nestled along the pristine shores of the Chesapeake Bay. This waterfront retreat offers an unparalleled opportunity to experience the serene beauty of Virginia's Eastern Shore while enjoying the perfect blend of comfort and bayside charm.

The thoughtfully designed interior features three inviting bedrooms and a full bathroom, creating an ideal space for multi-seasonal getaways. Water-facing windows throughout the home frame spectacular views of the bay while allowing natural light to cascade through the living spaces, creating an atmosphere of warmth and tranquility.

Step outside onto your private slice of paradise, where meticulously maintained landscaping creates a picturesque setting for outdoor entertainment and relaxation. Multiple seating areas have been strategically placed to maximize the breathtaking vistas, making it the perfect spot to unwind while watching the sun paint the sky in brilliant hues during the legendary Chesapeake Bay sunsets.

This exceptional property's location offers the best of both worlds – peaceful seclusion with convenient proximity to beloved local attractions. Just minutes away, you'll find the renowned Cape Charles Beach, where soft sands and gentle waves await. The historic downtown district, with its charming boutiques, restaurants, and galleries, is also within easy reach. Nature enthusiasts will appreciate being near the Savage Neck Dunes State Natural Area Preserve, offering pristine hiking trails and unspoiled coastal wilderness.

Whether you're seeking a peaceful year-round residence or a memorable vacation retreat, this bayside haven provides an extraordinary opportunity to embrace the coveted coastal lifestyle. The combination of waterfront splendor, thoughtful design, and prime location creates an unmatched living experience on Virginia's celebrated Eastern Shore.

Special Note: The loft room is accessible by a ladder and, because of such, is not an advertised sleeping area. There is a Full-size bed in the loft, however, no linens are provided for this bed. 

- No smoking is permitted on the premises.

- Linens and towels are included with your reservation.

- No pets are permitted on the premises. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

The Lighthouse

3 Bedrooms
2 Baths
6 Guests
Captain's Cove
Waterfront
Boat Dock
Gas Grill
Screened Porch
Pool
Internet
Outdoor Shower

Nestled in the picturesque Captain's Cove community, this exquisite three-bedroom, two-bathroom waterfront residence represents the pinnacle of sophisticated coastal living. The stunning new construction boasts an airy, well-conceived open floor plan that seamlessly blends indoor refinement with the serene beauty of unobstructed bay views.

The chef's kitchen stands as a culinary sanctuary, where premium finishes and state-of-the-art appliances await the discerning home cook. In the evening hours, the ambient glow of the fireplace creates an atmosphere of unparalleled comfort and tranquility. For entertainment aficionados, each bedroom features a Smart TV—including the primary bedroom suite.

Perhaps most alluring is the property's 4-season room and direct bulkhead access to the bay, with boat dockage available for nautical enthusiasts. One might say this home doesn't just offer a lifestyle—it launches one.

The distinguished community amenities elevate everyday living to resort-quality experiences, featuring both indoor and outdoor swimming pools, a fitness facility, and an on-site restaurant. The adjacent marina and golf course create a playground for those with a passion for waterfront and fairway pursuits.

This exceptional property affords the advantage of being merely 20 minutes from the wild horses and pristine shores of Chincoteague Island, with the Assateague Island National Seashore's and beach just beyond. For those seeking more vibrant diversions, Ocean City's renowned boardwalk and attractions await just 30 minutes away, while Maui Jack's Waterpark offers family entertainment nearby. As one of Coastal Shore's newest offerings, don't sleep on this one. It will book quickly!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises.

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

June's Retreat

4 Bedrooms
5 Baths
10 Guests
Chincoteague Island
Waterfront
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

June's Retreat is Chincoteague Island's premier luxury vacation rental home, nestled on serene waterfront marshlands just north of town off of Main Street. This custom designed and decorated home leaves no detail unnoticed. From the bright spacious rooms with floor-to-ceiling windows to the expansive wrap-around verandas, you'll feel as though you're one with nature and your surroundings. Downstairs features a chef's quality kitchen, private billiards room, waterside glass atrium, living room, private den, formal dining room, sitting room and a bathroom. Upstairs you'll find 4 bedrooms with bathrooms (en suite), a sitting area and balcony. The panoramic views of Chincoteague Bay are unobstructed and unsurpassed. Come and see for yourself; we promise you won't be disappointed!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

-No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Sunset Bay Villa 116

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Waterfront
Pool
Internet

A beautiful ground-floor villa with walk out to marina. Luxurious master bedroom with private bath includes both a roomy tiled shower and whirlpool bath. Villa 116 will sleep 8 (beds for 6 plus a queen size air mattress), and includes a full laundry, all appliances, a gourmet kitchen, and more. There's also a pool and fitness room for your enjoyment! Tastefully furnished, you can relax, enjoy and entertain your family and friends in style. | NOTE: This unit does not have a boat slip, however, use of the marina is included.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- No pets are permitted on the premises. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Sunrise Shore

3 Bedrooms
3 Baths & 1 Half
14 Guests
Chincoteague Island
Waterfront
Boat Dock
Gas Grill
Pool
Hot Tub
Internet

Spend your precious vacation time at this truly stunning, one-of-a-kind architectural masterpiece! From the moment you walk in the French entry doors, you'll be "wowed" by the floor to ceiling windows and 3-sided glass fireplace. The chef's quality kitchen is brand new with stainless steel appliances and granite counter tops. There are multiple decks for enjoying some relaxing downtime and taking in the unobstructed views of Oyster Bay. Professionally decorated with clean, modern Bohemian-chic decor and furnishings, you'll find yourself surrounded by simple, upscale comfort. There's a 70" TV in the living room, and all the bedrooms feature their own flat-screen TVs and Amazon Echo devices. Stream all of your favorite shows from Hulu, Netflix or Disney+! "Sunrise Shore" is located in one of Chincoteague Island's most popular waterfront residential communities - Oyster Bay I. Conveniently located to Maddox Blvd. (Beach Road) and downtown Chincoteague, yet far enough to escape the hustle & bustle. | | The main level of this home features the main living areas (kitchen, dining room, living room), a powder room, a pool shower bathroom ,and the master bathroom en suite. The upstairs features 2 more bedrooms, both with private balconies, and a full bathroom. There's also an additional loft sleeping area. | | The outdoor areas offer exceptional entertaining and relaxation space. Cool off in the 10' x 40' saltwater in-ground pool, or gaze at the stars as you spend the evening in the 6-person hot tub. Dine al fresco on one of the many decks, all while enjoying the water views. There's plenty of room in the yard for a game of corn hole or catch.

- Linens and towels are included with your reservation. 

- No smoking is permitted on the premises. 

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Huntington Farm

4 Bedrooms
3.5 Baths
10 Guests
Cape Charles
Waterfront
Gas Grill
Internet

Welcome to a remarkable piece of Virginia's coastal heritage - a magnificently restored 17th-century estate nestled along the serene Cherrystone Creek. This distinguished property, set on 14 pristine acres, offers an extraordinary blend of historical grandeur and modern comfort, perfectly positioned just moments from the charming town of Cape Charles.

The residence showcases impeccable architectural details throughout its thoughtfully designed layout. The ground floor presents a series of elegant entertaining spaces, including a stately formal living room and dining room, perfectly suited for sophisticated gatherings. The heart of the home features a thoroughly modernized kitchen that seamlessly bridges centuries of history with contemporary convenience. Perhaps the most captivating space is the family room, where expansive picture windows frame mesmerizing views of the marshlands and bay, creating an ever-changing natural canvas. As an added bonus, this room features a foosball table and card table - perfect for those family game nights. 

Ascend to the second floor to discover four meticulously appointed sleeping quarters. The primary bedroom suite presents a luxurious king-size arrangement, while a second bedroom offers a refined queen-size setting. The third bedroom features two sets of bunk beds, perfect for younger guests or the young at heart. A versatile sleeping/sitting room, complete with two twin-size day beds, rounds out the accommodation options, all serviced by three well-appointed bathrooms.

The estate's grounds are nothing short of magnificent, with sweeping water frontage and pristine marshlands creating a private sanctuary. A dedicated game room provides indoor entertainment, while the expansive outdoor spaces offer unlimited potential for grand celebrations or intimate gatherings.

This exceptional property sits within easy reach of local amenities, including the historic Cape Charles district, known for its boutique shopping and dining experiences, and the beloved Cape Charles Beachfront, offering endless opportunities for coastal recreation. Here lies an unparalleled opportunity to experience luxury living steeped in history, where every detail tells a story and every view inspires.

- No smoking is permitted on the premises.

- Linens and towels are included with your reservation.

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Piney Island Paradise

3 Bedrooms
2 Baths & 1 Half
8 Guests
Chincoteague Island
Waterfront
Boat Dock
Internet

Welcome to Piney Island Paradise! This well-furnished townhouse is nestled in a secluded cul-de-sac along East Side Drive and offers some of the best views of Assateague Island and the historic lighthouse located across the channel. The channel on Eastside offers some of the calmest water for kayaking, plentiful crabbing, and great fishing. Enjoy the most beautiful sunrise views from this vacation home along with quiet solitude! This home also offers 2 kayaks for your enjoyment! 

Upon entering this home, you will find a half bath, first floor bedroom with a queen-sized bed, a well-stocked kitchen, living room, and large waterfront deck with plenty of seating to relax, enjoy the wildlife, and watch the ponies grazing on Assateague Island. On the 2nd floor you will find two more bedrooms as well as the laundry area. The main suite features a king-sized bed with a full bathroom and waterfront deck to enjoy the peaceful sounds of nature and beautiful sunrise views. You will also find a 3rd bedroom that easily accommodates 5 more guests. This room features a twin over twin bunk, a twin over full bunk, and a full bathroom with walk in shower. This home also includes a nice assortment of beach chairs and a small attached garage where you can store your bicycles and kayaks. If you are looking for a home with all the amenities and want to enjoy the beauty of Chincoteague & Assateague Island, this is it!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Sunshine Daydream

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Waterfront
Pet Friendly
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Beautiful 3 bedroom home located in one of Chincoteague Island's private WATERFRONT communities! Formerly known as "Snoozin' Goose", Sunshine Daydream offers multiple outdoor porches, an open floor plan with large, bright rooms and modern amenities -- all in a quiet, peaceful location. Enjoy wonderful water views while sitting directly on a canal leading out to Oyster Bay. Tastefully decorated, and you can bring your dog along also!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Moon Rising

3 Bedrooms
2 Baths & 1 Half
8 Guests
Chincoteague Island
Waterfront
Screened Porch
Internet
Outdoor Shower

Very nice waterfront home overlooking Assateague Island and lighthouse. Satellite TV, all amenities. Nice waterside deck areas. Long pier and dock (deep water) shared with house next door. New waterside screened porch and upper level balcony. Relax and chill out after a long day at the beach. Close to Memorial Park right across the street from a family restaurant! This is the perfect place for your island vacation -- and for larger groups or family reunions, check out nearby Herbie's Hideaway or Wildflower!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

La Vie

3 Bedrooms
2 Baths & 1 Half
6 Guests
Chincoteague Island
Waterfront
Boat Dock
Charcoal Grill
Pool
Internet

Views! Views! Views!  Enjoy the expansive panorama from all three levels of this prime waterfront location on Chincoteague Bay. With 180 degrees of natural beauty graced by blissful sunsets, “La Vie” invites you to live the life at its most relaxed.

As soon as you enter the home, its light and airy floor plan lifts your spirit, calms your mind, and promises to rejuvenate your body. Meticulously maintained, continuously updated, La Vie features a fully equipped granite counter gourmet kitchen with a new large six burner induction stovetop.  You’ll likely want to cook, or eat, or relax as it gives  you a chance to take in the breathtaking water views.  Watch the sun set from anywhere in this large open space second floor central living area.

The home’s entry level features a newly furnished queen bedroom with sliding glass doors opening to the incredible views on your waterfront deck. Plus another large bedroom has two twin beds!  If you need another bed yet, pull the curtain shut to a cozy alcove and sleep soundly on the full sized sofa bed. Extra privacy abounds in the 3rd floor suite!  Enjoy more of the spectacular water views from your king-size bed, private balcony, or wicker lounge chairs.  Immerse yourself in the large jacuzzi-style tub. La Vie offers plenty of space to share this retreat for friends and family!

Stream away on any one of the four new UHD 4k smart TVs with multiple HDMI ports.

The amenities aren’t confined to the house:

  La Vie also includes access to a 700-foot-long shared pier for fishing or launching kayaks.

  Don’t forget your boat! La Vie includes exclusive use of boat slip #1

  A summertime pool located right across the street.

  Shaded parking directly under the unit.

  The historic fireman’s carnival grounds across the street; open most July weekends.

  On Pony Swim week,  the world famous Chincoteague Ponies parade right in front of La Vie (July).

  The town July Fourth fireworks are launched about 100 yards away. 

However long your stay may be, you’ll make lasting memories and take the positive energy, beauty, and majesty of La Vie and its surroundings home with you. La Vie, “the life,” is short of La Vie en Rose, which can mean life is as beautiful as you wish to see it.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises.

- This property is pet friendly with a pet fee per pet. All pets must be disclosed prior to arrival. Pet restriction: No cats.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year

Wildflower

3 Bedrooms
3 Baths
6 Guests
Chincoteague Island
Waterfront
Boat Dock
Gas Grill
Screened Porch
Internet
Outdoor Shower

Beautiful waterfront home with shared pier plus floating dock on deep water!! Ground level is a large screened patio perfect for those summer time seafood feasts. The first level is great room boasting reclaimed barn board walls and wide plank pine floors with a separate den and full bath. There is a second screened porch overlooking that water from the great room. The second level has a large waterfront master suite with a private balcony, two more bedrooms and another full bath. Close to Memorial Park right across the street from a family restaurant! (Spiral staircase in home, may not be suitable for small children.) For larger groups for family reunions, check out nearby Moon Rising or Herbie's Hideaway!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

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