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The Haven

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

We're pleased to bring you "The Haven" located on the edge of the Assateague Channel! Enjoy spectacular views of the Channel and Lighthouse right from your own private living space! Downstairs features a kitchen, dining area, living room and half bathroom. The second level features 2 bedrooms - one is a master suite with King bed and private bathroom, and the other features a Queen bed. There is also a 2nd full bathroom on this level. The third level features a bedroom (Queen and 2 Twin beds) and a full bathroom. There are multiple decks and there's also 21' of dock space where you can fish, crab, kayak or tie up a small boat. Take a look and book today; this one won't last long!

Please note: Parking is limited to 2 spaces (this includes a boat/trailer if you are bringing one). Max. boat size for docking is 20'. If alternate parking accommodations are needed, please ask. 

- 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.

Heron Landing

2 Bedrooms
1 Baths & 1 Half
6 Guests
Chincoteague Island
Charcoal Grill
Internet

Three words : Charming. Coastal. Cottage. Located just off of Ridge Road, in the center of the island, you'll find this adorable abode. 'Heron Landing' is newly remodeled. Downstairs you'll find an open floor plan with a fully equipped kitchen - with range, refrigerator, and dishwasher. A breakfast bar to enjoy a quick bite before you head to the beach. A comfortable and cozy living area with television. A half bath and washer and dryer can also be found downstairs for your convenience as well. A small porch with sliding door is located off of the living room, allowing you to crack open to let in the island breezes flowing over Assateague Channel. Upstairs you'll find the two bedrooms, both with queen beds. Beautiful, rustic, nautical themed decor. A full bath with tub/shower is also located upstairs as well. Enjoy your cup of coffee or cocktail on the cute patio area outside, or just to get a little extra island sunshine. Memorial Park is an easy walk or bike ride down the street, with a great pier for fishing and crabbing, tennis courts, and walking paths.

- 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.

Beach Haven

3 Bedrooms
2 Baths & 1 Half
9 Guests
Chincoteague Island
Town & Country
Charcoal Grill
Internet

If you enjoy being close to town and activities, 'Beach Haven' is most likely your perfect spot! Located on just one block off of Main Street, this lovely home is conveniently located to downtown Chincoteague Island, the movie theater, restaurants, famous Island Creamery, adventure park and more! The wrap around second-level deck is nicely furnished and inviting - it's the ideal place to relax with a cup of coffee in the morning or a cool drink after a long day at the beach. 

As you enter this fantastic modern home, you're greeted by an open floor plan. The main level features the living room, kitchen with breakfast bar, dining room and half bath/powder room. The lower level is entirely a two-car garage that is accessible by guests; it's a wonderful place to store your bikes or beach gear! Upstairs you'll find 3 bedrooms and 2 full bathrooms, one of them being a master bedroom en-suite. Two bedrooms feature a queen bed each, and the third (kid's) bedroom features a bunk bed (2 Doubles) and a Twin bed. 

Lets talk electronics! This home has been carefully and tastefully furnished for the discerning traveler. The living room and all 3 bedrooms all have large Smart TVs, and the kid's bedroom includes an HDMI cable for easily connecting gaming consoles, etc. You'll also enjoy amenities such as keyless self check-in and check-out.

Come for a week in the summer, or come for a shorter stay in the spring or fall. 'Beach Haven' is available year-round and the island is gorgeous the whole year through!

- 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.

Channel Lookout

2 Bedrooms
2 Baths
6 Guests
Chincoteague Island
Water View
Charcoal Grill
Internet

This property has a location that is rich with amenities. Situated right next to Memorial Park, you can sit on the deck and enjoy the water views as the kids run and play, or fish and crab at the waterfront Memorial Park. The first floor is an open room consisting of the kitchen, dining area and living room (with queen sleeper sofa). You'll also find a full bath on this level. The second floor offers a queen bedroom with a private deck that has unlimited views of the Assateague Channel! The second bedroom has two twin beds and you'll find another full bathroom upstairs as well. Come and see for yourself! (Waterfront areas, dock, pier and playground area pictured are public property/Memorial Park.)

- 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.

Windsor House

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Gas Grill
Internet

Time to hit the road and get ready for a beachy retreat at "Windsor House"! The moment you step inside, you'll be dazzled by the vibrant colors that'll make you feel like you're in paradise! The spacious living room and kitchen are perfect for whipping up a delicious meal or hosting a fun-filled bash! The primary bedroom is fit for royalty with its king-sized bed, snuggly and inviting. And there's more! The two additional bedrooms have a queen and two double beds to cater to all your guests. And when you want to take things outside, you'll find a grill to cook up a storm and outdoor seating to enjoy the island breeze. Get ready to soak up the sun in style! Located off of Clark street, you are within close proximity of many restaurants, local shops, and a short drive to the beach!

- 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. 

 

Compass Rose Retreat

3 Bedrooms
2 Baths
6 Guests
Cape Charles
Town & Country
Pool
Internet

Welcome to your next happy place in the heart of the Bay Creek community — Compass Bay Retreat! This charming three-bedroom, two-bathroom condo that's ready and waiting for you to arrive and start enjoying your best coastal vacation.

This gem sits in one of Virginia's Eastern Shore's most sought-after communities within Cape Charles, and honestly, it's easy to see why. Bay Creek is home to world-famous golf courses, sparkling pools, a fitness and life center, scenic walking trails, and private beaches. Yeah, you read that right — private beaches. Whether you're teeing off at sunrise, taking a sunset stroll along the shore, or just lounging poolside with a good book, there's never a shortage of ways to unwind here.

Inside, you'll find a comfortable layout with three bedrooms that give everyone their own space to spread out and relax. The primary bedroom is a peaceful retreat after long days spent exploring the shore, and the two full bathrooms keep morning routines running smoothly — even when the whole crew is getting ready at once.

The location is tough to beat. You're just a short drive from the Cape Charles Natural Area Preserve, perfect for nature lovers who enjoy birdwatching and hiking. Grocery runs are a breeze with Food Lion nearby, and the iconic Chesapeake Bay Bridge-Tunnel is within easy reach for those days when you want to explore beyond the shore.

This is the kind of place where weekdays feel like weekends and every evening ends with a golden sky over the bay. Don't let this one slip by - book your stay today!

SPECIAL NOTES:

This rental home is NO SMOKING and NO PETS.

Linens and towels are included with your reservation.

Usage of the Bay Creek Resort amenities require an additional fee of $75 per day*.

BAY CREEK RESORT AMENITIES:

Waterfront area perfect for kayaks, canoe, fishing or crabbing.

27 hole World-class golf course (requires additional golf fee).

Golf lessons and clinics available for all skill levels.

Member lounge with billiards and entertainment.

Cardio and weight training studio.

Two outdoor pools w/ decks and furniture.

350 acre Nature Preserve w/ trails and wildlife viewing.

Clubhouse with private restaurant and dining experiences.

Structured activities and programs such as bird watching, paddleboarding, beach yoga, kid's camps & more. 

*Fee is subject to change without prior notice or authorization. Bay Creek Amenity offerings can be seasonal and may change without prior notice or authorization.

- 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.

Admiral Benbow

3 Bedrooms
2 Baths & 1 Half
8 Guests
Chincoteague Island
Water Access
Gas Grill
Screened Porch
Internet
Outdoor Shower

A very nice contemporary home located in Oyster Bay I community. Located next to the community boat ramp - you have access to the water and the kids can fish and crab from the dock areas. This house has an outdoor ramp to the ground level. Don't miss out on the great screened porch for a family dinner! The variety of bed sizes allow the perfect set up for families of all ages! Come and stay at this classic Chincoteague home but don't delay; it books quickly! This home is a Sunday to Sunday home.

- 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.

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.

Shore Thing On Oyster Bay

4 Bedrooms
3 Baths & 1 Half
8 Guests
Chincoteague Island
Waterfront
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Enjoy some of the island's best water views overlooking Oyster Bay from nearly every room of this custom beach home! Located on a bulk-headed waterfront lot in Richardson's Landing, you can fish and crab from the backyard! A wonderful feature of this spacious home is that you'll find your bedrooms on the first level and your main living area on the second level. The great room opens to the kitchen and features wood floors throughout. And the views are spectacular! Lots of windows!! Some of the bedrooms have waterside balconies. This home has four televisions- all with cable hooked up! You'll find all the bells and whistles here! So take a look at all the pictures and then give us a call or book online. Make memories to last a lifetime!

- 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.

Seas the Day at Bay Creek

2 Bedrooms
2 Baths
6 Guests
Cape Charles
Town & Country
Pet Friendly
Gas Grill
Pool
Internet

Welcome to 'Seas the Day at Bay Creek' - a beautiful townhome located at Churchill Downs in the coveted Bay Creek Resort in Cape Charles, VA. Offering a perfect blend of comfort and luxury, you'll be "wowed" from the moment you walk through the door of this discerningly and thoughtfully decorated home. With two designated  bedrooms and two full bathrooms, and a bonus private sleeping area, this spacious home provides an ideal living space for individuals and families alike.

Step inside and be greeted by the elegant features of this home. The granite countertops in the professional chef's kitchen are not only visually stunning but also functional for all your culinary adventures. Enjoy your morning coffee in the cozy breakfast nook, or indulge in a meal. The modern and open concept of the kitchen is perfect for entertaining, and if you appreciate wine, you'll love the convenience of having a dedicated wine fridge to store your collection. The high ceilings, TV and fireplace add character and warmth to the living area. If you need more space or privacy, the sunroom offers windows with abundant natural light from every angle, and a large 65" TV awaits all of your entertainment needs. 

The primary bedroom is conveniently located on the first floor and offers its own private bathroom, ensuring relaxation and tranquility after a long day. The second bedroom (loft-style) encompasses the entire second level and features a Queen size bed. The 3rd sleeping space is completely private and leads to the outdoor patio space. This room offers a cozy sleeper sofa. 

Outside, you'll find a beautifully landscaped patio complete with comfortable furniture and a grill - perfect for hosting gatherings or simply enjoying some outdoor relaxation. This set up is sure to host one of your most memorable cook-outs! Your fur babies will also enjoy the large fenced in yard!

This rental home also includes access to community amenities such as a pool, gym, private restaurant, and even an optional golf course. Nature enthusiasts will appreciate the nearby nature preserve, offering opportunities for peaceful walks or jogs in nature's embrace. Don't miss out on the chance to make this gorgeous duplex home your new "home away from home"!

BED CONFIGURATION: Primary Bedroom 1 = King bed; Bedroom 2 (Loft) = Queen bed; Private Sunroom = Queen sleep sofa; Living Room = Queen sleep sofa

SPECIAL NOTES:

This rental home is NO SMOKING and PET FRIENDLY (with fee). Pet fee is $200 per pet. All pets must be disclosed prior to arrival. 

Linens and towels are included with your reservation.

Usage of the Bay Creek Resort amenities requires an additional fee of $75 per day*.

BAY CREEK RESORT AMENITIES:

Waterfront area perfect for kayaks, canoe, fishing or crabbing.

27 hole World-class golf course (requires additional golf fee).

Golf lessons and clinics available for all skill levels.

Member lounge with billiards and entertainment.

Cardio and weight training studio.

Two outdoor pools w/ decks and furniture.

350 acre Nature Preserve w/ trails and wildlife viewing.

Clubhouse with private restaurant and dining experiences.

Structured activities and programs such as bird watching, paddle-boarding, beach yoga, kid's camps & more. 

*Fee is subject to change without prior notice or authorization. Bay Creek Amenity offerings can be seasonal and may change without prior notice or authorization.

Vast Views

2 Bedrooms
3 Baths
8 Guests
Chincoteague Island
Water View
Pet Friendly
Boat Dock
Pool
Internet

Welcome to your perfect coastal getaway in charming Chincoteague Island! This newly remodeled townhouse offers the ideal blend of comfort and modern amenities, featuring two cozy bedrooms and three full bathrooms as well as an open floor plan perfect for entertaining! Step into a space where everything sparkles with newness, from the stylish fixtures to the thoughtfully placed flat-screen TVs in every room. The innovative touches, such as bathrooms equipped with cutting-edge built-in Bluetooth speakers, make this home perfect for both relaxation and entertainment.

The location couldn't be better for beach lovers and adventure seekers. Step outside to enjoy exclusive community amenities like a swimming pool and a pier with direct water access to Assateague Channel. Try your hand at fishing or crabbing, or tie up your boat - there’s no better way to end your day than with mesmerizing water and lighthouse views right from your vacation home! The community pool provides a refreshing escape on warm summer days, while the nearby Memorial Park offers tennis courts and a playground for your enjoyment.

The East Side location could not be more ideal - when you're not in the mood to cook, local restaurants are just a short stroll away, serving up fresh seafood and coastal favorites. The area's attractions are sure to keep you entertained, with Maui Jack's Waterpark and the pristine Assateague Beach both within easy reach. Nature lovers can explore the famous wild ponies and abundant wildlife that make this island so special.

This townhouse isn't just a rental – it's your piece of paradise that offers the laid-back coastal lifestyle that Chincoteague is famous for. Whether you're seeking a peaceful retreat or an adventurous beach vacation, this home delivers the best of both worlds.

This pet-friendly home also offers the option to rent neighboring units, making it ideal for larger groups or family gatherings! Make this brand new townhouse your sanctuary on Chincoteague Island, embracing a blend of comfort, convenience, and natural beauty all around. Your island lifestyle awaits!

- 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.

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.

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