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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.

- Community amenities require passes for an additional fee.

- Additional community requirements: Each occupant must disclose their name. Vehicles must be registered; make and model of each vehicle is required. Incomplete or incorrect information will result in revocation of the use of community amenities and facilities.

- 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.

Tall Pines

2 Bedrooms
1 Baths & 1 Half
6 Guests
Chincoteague Island
Water Access
Pet Friendly
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Located in lovely Piney Island within a short bike ride to the beach. This single story 2 bedroom, 1.5 bathroom house offers a large screened porch, fully equipped kitchen and spacious living room. Tall Pines has two bedrooms, one with a queen, and other featuring two twins. There is also an air mattress for guest use.  Piney Island offers community water access great for launching kayaks/canoes. To top it all off, Tall Pines is pet friendly with and outdoor dog run in the yard. You won't be disappointed! | | Note: Water access is a shared with the community just a short distance from the rental home.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly. An additional fee of $150 per pet will apply. Maximum pets allowed: 2. 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.

Cape Charles Cottage

4 Bedrooms
2 Baths & 1 Half
10 Guests
Cape Charles
Pet Friendly
Gas Grill
Internet
Outdoor Shower

Welcome to Cape Charles Cottage in the historic district! We are 6 blocks to the beach and 4 blocks to Mason Avenue (shops, restaurants).Whether on foot or by golf cart, getting around town is a breeze! We can host up to 10 guests with 4 bedrooms and a bonus room with a daybed/trundle that pulls to side by side twins. One bedroom has an ensuite bathroom and the others share a hall bath with a tub/shower. The kitchen is fully equipped!

Our home is designed as a family getaway so you can pack light! Parents will appreciate convenient amenities like a high chair, full sized crib, kids books, games and toys. But our house isn't just for kids. Adults can enjoy our 2 stand up paddle boards, beach chairs, plus a grill, fire pit, and Adirondack chairs in our big, shady backyard. Rinse off in the outdoor shower after a day at the beach! We also provide two beach cruisers for your use as well as a kid's bike.

Although our house has a cozy cottage feel, many people have commented on how spacious it feels, with plenty of room for everyone to spread out. In terms of the bedroom setup, there is a bedroom on the main floor with a queen bed (note you will need to go upstairs for the shower/bath). On the second floor, you'll find our "family suite" a bedroom with an ensuite bathroom and a connected bonus room with a daybed that can fold into 2 side by side twins (ideal for kids)! Also, on the second floor are two additional bedrooms, one with a queen bed and one with a king. There is another bathroom on the second floor with a tub/shower combo. There is a powder room on the main level by the kitchen.

With two smart TVs you can easily access all your favorite streaming apps — one in the living room and one in the kid's room upstairs. You'll find smart speakers throughout, allowing you to choose a soundtrack for your beach week. Easily check in with our smart lock accessed via passcode.

Walk, bike or golf cart around town to shops, bakeries, a park with a playground that hosts summer concerts, restaurants, a candy store, a distillery, a bookstore, a shaved ice shack, a cidery, and of course the beautiful beach! With its gentle waves and soft sand, this beach is ideal for relaxing. Make sure you don't miss the sunset, it's gorgeous here. Custom, 6-seater golf cart are available for convenient transportation throughout the community complete the ultimate experience (additional fee of $100 per day or $600 per week required).

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This property is pet friendly. An additional fee of $150 per pet will apply. Maximum pets allowed: 2.  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.

Seas the Day

3 Bedrooms
2 Baths & 1 Half
8 Guests
Chincoteague Island
Screened Porch
Pool
Internet

You will LOVE the quiet duplex community where this home is situated. Bright, open floor plan, with adjoining screened and open-air porches - perfect for sipping coffee in the morning or relaxing with a cool drink after a day at the beach. The first floor bedroom offers a private bathroom and the sweetest window nook - bring your book! Two additional bedrooms upstairs share a full bathroom and all bedrooms are tastefully decorated in their own fun personal themes! Hosting a group that requires more space? Rent Seas The Day's sister, 'Sea La Vie', just next door! **NEW FOR 2025: Kid's bunk room features a single Twin bunk bed + a Twin Trundle bed!**

- 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.

Bay Breeze Retreat

6 Bedrooms
5 Baths & 1 Half
14 Guests
Cape Charles
Town & Country
Gas Grill
Screened Porch
Pool
Hot Tub
Internet
Outdoor Shower

Discover this exceptional new construction home nestled within the prestigious Bay Creek community, where luxury living meets coastal charm. This stunning six-bedroom, five-bathroom residence showcases meticulous attention to detail and uncompromising quality throughout every square foot.

The welcoming front porch overlooks beautifully landscaped grounds, creating an inviting first impression that sets the tone for the extraordinary experience within. Step inside to find spacious rooms designed for both comfort and elegance, with an open great room featuring a cozy fireplace that seamlessly flows into the formal dining area and chef's dream kitchen. Custom large doors provide effortless access to the back porch, perfect for alfresco dining and entertaining under the coastal sky.

Every bathroom represents a spa-like retreat, featuring luxurious soaking tubs and sophisticated tile and glass showers that transform daily routines into rejuvenating experiences. The primary bedroom, and additional bedrooms alike, offer generous proportions and thoughtful design elements that ensure comfort for both family and guests.

The indoor and outdoor spaces transition seamlessly and continue the home's commitment to exceptional living, with a dedicated kids' play area, multiple sitting areas for quiet contemplation, and a relaxing hot tub for ultimate unwinding. As if that's not enough, the spacious garage hosts a fabulous entertainment room with leather reclining chairs, a large TV, pool table and shuffleboard. Above the garage has been designed as a private 'in-law' suite, featuring a kitchenette, bedroom, bathroom and sitting area. Two custom, 6-seater golf carts are available for convenient transportation throughout the community complete the ultimate experience (additional fee of $200 per day required).

Bay Creek community membership provides access to world-class amenities that rival the finest resorts. Residents enjoy the renowned golf course designed by championship standards, scenic nature trails winding through pristine landscapes, refreshing community pools, a comprehensive fitness and life center, and exclusive access to a private beach along the Chesapeake Bay.

The location offers the perfect balance of tranquil coastal living and convenient access to regional attractions, including proximity to the Cape Charles Beachfront and the engineering marvel of the Chesapeake Bay Bridge-Tunnel. 

From top to bottom, no detail has been overlooked in creating this masterpiece of modern coastal living. The combination of superior construction quality, premium amenities, and an enviable location within one of Coastal Virginia's most sought-after communities makes this rental opportunity truly extraordinary for discerning tenants who appreciate the finest things in life.

Please note:

- Two custom, 6-seater golf carts are available for convenient transportation throughout the community complete the ultimate experience (additional fee of $200 per day required).

- 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.

- 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.

Capeville Cottage

3 Bedrooms
2 Baths & 1 Half
8 Guests
Cape Charles
Town & Country
Pet Friendly
Gas Grill
Screened Porch
Internet
Outdoor Shower

Welcome to Capeville Cottage in the heart of Capeville, VA - just 5 miles North of the Chesapeake Bay Bridge Tunnel. The Capeville Cottage is a charming 1700 sq.ft., 2 story home featuring 3 bedrooms and 2.5 baths. Upon pulling into the private driveway, there is a west facing front porch, great for watching the gorgeous Eastern Shore sunsets and relaxing after an active day.  You are welcomed by a large living area, high ceilings, and spacious kitchen with plenty of seating, laundry and a half bath.  There is a screened porch off of the kitchen with a picnic table that seats eight. Downstairs is a large primary bedroom with a king sized bed, high ceilings, a tv, and full bath and separate stand in shower. Upstairs there are two bedrooms. One has a twin over full bunk with a separate full size bed. The 3rd bedroom has a queen bed, tv and a shared full bath. Outside in the garage, you will find a game room with a ping pong table, darts and a large refrigerator. Capeville Cottage offers a large yard with ample parking, and a boat washing station.  Come enjoy Capeville Cottage and let the tranquil lower Eastern Shore wash your worries away!

- Linens and towels are included with your reservation. 

- No smoking is permitted on the premises. 

- This property is pet friendly. An additional fee of $150 per pet will apply. Maximum pets allowed: 2. Pet Restriction: Small dogs only, under 25 lbs each. NO CATS. 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.

This rental home is conveniently located:

1 mile to Stingray's Restaurant

2.5 miles to Kiptopeke State Park and boat ramp

5 miles to downtown Cape Charles and public boat ramp

5 miles South of Wise Point boat ramp

3 blocks to the scenic bike path on Capeville Road

Bay Haven

3 Bedrooms
2 Baths & 1 Half
6 Guests
Captain's Cove
Waterfront
Boat Dock
Pool
Internet

Ever dreamed of a home where water views greet you from literally every room? This contemporary three-bedroom, two-and-a-half-bathroom house turns that daydream into your everyday reality, blending sleek modern design with the kind of relaxed waterfront rhythm that's tough to beat.

Walk through the door and the open floor plan immediately shows off, letting light and shimmering water views flow freely from one space to the next. Whether you're whipping up dinner, sprawling on the couch, or catching up with family, the sparkle of the water stays in view the entire time. It's the sort of layout that makes hosting feel effortless and lazy days feel downright luxurious.

Three comfortable bedrooms give everyone space to spread out, with the primary bedroom carving out a peaceful spot to recharge. The contemporary finishes lend a crisp, current feel throughout, so the whole place reads clean and bright.

Then there's the neighborhood, and Captain's Cove genuinely delivers. Think swimming pools, a fitness center, a playground for the little ones, golf for the swing enthusiasts, an on-site restaurant, and a marina for boat lovers. It's practically a vacation resort you get to call home away from home.

When wanderlust strikes, adventure sits close by. Maui Jack's Waterpark brings splashy thrills, the legendary Assateague Beach offers wild ponies and endless beach shoreline, and the boardwalk buzz of Ocean City is an easy day trip away.

Ready to live where the water never leaves your sight? Book your vacation today.

- 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.

- Community amenities require passes for an additional fee.

- Additional community requirements: Each occupant must disclose their name. Vehicles must be registered; make and model of each vehicle is required. Incomplete or incorrect information will result in revocation of the use of community amenities and facilities. 

Lighthouse Estates #8

2 Bedrooms
2 Baths & 1 Half
6 Guests
Chincoteague Island
Water View
Pet Friendly
Boat Dock
Charcoal Grill
Pool
Internet

Welcome to Lighthouse Estates #8, formerly known as 'Natalie's Nook'! This 2 bedroom beach retreat is located in the popular Lighthouse Estates community on the East Side of Chincoteague Island. Enjoy all the amenities and features one could desire during their vacation - a pool, water & lighthouse views, a pier perfect for fishing, crabbing or kayaking, not to mention a vacation rental filled with all the comforts of home! Downstairs you'll find an open floor plan with living room, kitchen, dining area and powder room. Upstairs features 2 bedrooms (one master ensuite with private bathroom and water view balcony) and a full bathroom off the hallway. Lighthouse Estates #8 is conveniently located to The Pearl Restaurant, the waterfront Memorial Park, boat rentals, the Town public boat ramp & more! Come for a fabulous, relaxing stay! . 

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly. An additional fee of $150 per pet will apply. Maximum number of pets allowed: 1. Pet Restriction: NO CATS. 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.

Cheriton Loft

1 Bedroom
1 Bath
3 Guests
Cape Charles
Internet

Coastal Living Made Simple in This Delightful Loft Retreat! Sometimes the best things in life come in perfectly sized packages, and this charming upper-level loft apartment is no exception. Nestled on the outskirts of the beloved town of Cape Charles, this open-concept, studio-style, one-bathroom rental offers an inviting blend of character, comfort, and convenience that is difficult to resist.

Step inside and immediately notice the bright, airy atmosphere that fills every corner of this thoughtfully designed space. The loft-style layout creates an open and welcoming environment, while the fun and tasteful decor adds a layer of personality that transforms this apartment from a simple rental into a genuine retreat. Natural light pours through the windows, enhancing the cheerful ambiance and making every day feel like a vacation.

The living area features a comfortable sofa bed, allowing the space to accommodate up to three guests with ease. Whether you are settling in for a quiet evening or hosting a friend for the weekend, the layout adapts effortlessly to your needs. The bedroom and bathroom provide a private sanctuary for rest and relaxation after long days spent exploring the Eastern Shore.

Location is where this property truly shines. The Cape Charles Beachfront is just a short drive away, offering sandy shores and spectacular sunsets over the Chesapeake Bay. Daily conveniences are equally accessible, with grocery shopping and local dining options located nearby. For those with a sense of adventure, the iconic Chesapeake Bay Bridge-Tunnel provides a gateway to the greater Hampton Roads region.

This affordable coastal gem books quickly! For more space, check out the sister unit downstairs - "Mermaid Hideaway". Come and discover the laid-back lifestyle that awaits you at this charming vacation spot!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- Pets are permitted on the premises for an additional fee of $150 per pet, two pets max. 

- 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 Beach Peach

2 Bedrooms
2 Baths
5 Guests
Cape Charles
Pet Friendly
Internet

Welcome to your relaxed beach lifestyle in this delightful 2 bedroom, 2 bathroom home nestled in downtown Cape Charles. This thoughtfully renovated property offers the perfect blend of simplistic charm and modern conveniences.

Step inside and discover a space that feels like a vacation every day. The home features all the comforts you need, including a washer and dryer, dishwasher, and other contemporary amenities that make daily life a breeze. The primary bedroom provides a peaceful retreat after a day of coastal adventures.

Location is everything, and this home delivers! Just a short stroll from the beautiful Cape Charles Beachfront - you can start your mornings with barefoot walks along the shore, or end the evenings with sunset picnics on the sand.

Downtown living means everything is at your fingertips. Satisfy your cravings at nearby restaurants, indulge in a sweet treat at the local ice cream shop, catch a show at the theater, or browse unique finds in boutique stores—all within walking distance!

When you need supplies, Food Lion and the Beach Market are just a quick drive away. And for those weekend adventures across the bay, the Chesapeake Bay Bridge-Tunnel connects you to Norfolk and Virginia Beach.

This rental isn't just a place to stay—it's an invitation to embrace the laid-back coastal lifestyle that Cape Charles is famous for. Whether you're looking to make new vacation memories, or wanting to explore the charming Eastern Shore, this home offers the perfect balance of comfort and convenience!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This property is pet friendly. An additional fee of $150 will apply. Pet restriction: one small dog only, under 35 lbs. NO CATS.  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.

Lottie's Lookout

3 Bedrooms
3 Baths
8 Guests
Chincoteague Island
Pet Friendly
Internet

Come stay at this Chincoteague Island Charmer, better known as Lottie's Lookout! This large spacious home features 3 levels, with 3 large bedrooms, and 3 bathrooms. The first level features a front porch, pull out sofa, large dining table for family meals, and a full bathroom. Upstairs you will find 3 twins, (one bunk) and another bedroom down the hall with a queen sized bed. There is a full bathroom on this level as well. On the third floor, you have a full sized bed and bathroom with a tub (no shower). Enjoy the outdoors in the large yard, or grill up some good food from one of the many local markets. Lottie's Lookout is in a perfect location, close to the downtown area!

- 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.

Bay Daze

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

Escape from the hustle and bustle of everyday life at this little slice of paradise nestled on the edge of the Chincoteague Bay! Bay Daze is a clean, comfortable and modern townhome (end unit) offering all the amenities you'll need for a perfect vacation! On the main level you'll find an open living space featuring a nice kitchen with breakfast bar, dining area, and living room with new furniture! There are water views from every room! Upstairs features 2 bedrooms (both suites with private bathrooms, balconies, and TVs) - one bedroom has a King bed and the other a King bed and trundle daybed. Drop your fishing line in the water right out your back door, or dock your boat for easy access. There is also a garage and on site boat trailer parking. The possibilities are endless at this waterfront property! Call today; this one books quickly. Note: This unit features a private boat dock (slip #5). 

- 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.

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