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Welcome to this fabulous, cozy retreat on Chincoteague Island! The charming one-bedroom, one-bathroom cottage offers the perfect getaway for up to four guests, and you can bring Fido as well!

Nestled in a quiet location, this delightful home puts you within easy reach of the town's attractions, Beach Road (Maddox Blvd.) the Assateague Lighthouse, Memorial Park and even some wonderful eateries. After a day of exploration or relaxation at the beach, unwind on the screened porch, where you can sip your favorite beverage and listen to the soothing island sounds. Fancy a bit more outdoor living? Fire up the gas grill and enjoy a delicious meal on the patio. It's the perfect spot for swapping stories and making memories under the stars.

Inside, you'll find a tastefully remodeled space that's clean, cute, and comfortable. The house comes equipped with all the modern luxuries you need for a stress-free stay. Coffee lovers, rejoice! You have your choice of a drip pot or Keurig machine to kickstart your mornings. The primary bedroom offers a Queen bed and a peaceful sanctuary for rest, while additional sleeping arrangements (Double-size sleep sofa in the living room) ensure everyone has a comfy spot to drift off to dreamland.

Whether you're here to spot the famous Chincoteague ponies, visit the Assateague Island Lighthouse, or simply soak up the laid-back island vibes, this rental has you covered. It's just a hop, skip, and a jump from local hotspots like Memorial Park! So, pack your flip-flops and your sense of adventure – this little slice of island paradise is waiting for you. Just remember, what happens on Chincoteague stays on Chincoteague... unless, of course, you can't resist posting those amazing vacation pics!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This home is pet friendly - DOGS ONLY - with additional pet fee. 

- 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.

We're pleased to be able to offer 'High Tide' as one of our most popular vacation rental selections! The true epitome of a beach house, you'll enjoy the bright, cheery decor and spacious feel of this fabulous home. The downstairs features an open living room (with fireplace and flat-screen TV), dining area and kitchen, as well as over-sized windows and access to the two (yes, TWO!) screened porches. One porch features a wonderful dining set; perfect for dining al fresco. The second spacious porch features a large hammock and nice sectional lounging sofa. As if that's not enough outdoor space, there are also multi-level, open air decks on the front and back of the home! There's also a bedroom (king) and full bathroom downstairs. The upstairs features two additional bedrooms (one with a queen & two twin beds, and the other with a queen & one twin bed), and a full bathroom. Both upstairs bedrooms are enhanced by sliding doors and private balconies. You'll enjoy snippet water views of the Assateague Channel! Don't delay, 'High Tide' books quickly. Please note: As part of the Piney Island Community, this rental includes water access at a shared community location just a short distance from the home.

- 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.

Newly available on the vacation home market, this two-bedroom, one-and-a-half-bath condominium offers a refined living experience in the heart of downtown Cape Charles. Seamlessly blending quality craftsmanship with simplistic, yet thoughtful, design - this home delivers an ideal mix of comfort and coastal charm.

Step inside to find a sun-splashed living room enhanced by skylights, an ambient fireplace, and a wall-mounted TV—perfect for relaxed evenings or rainy-day movies. The open layout flows effortlessly into the primary suite with king bed and the custom-tiled primary bathroom, revealing attention to detail at every turn. Upstairs, a second bedroom includes an adjoining powder room, offering privacy and convenience for discerning guests.

Where this home truly shines is outdoors. Ascend to the rooftop terrace, where panoramic views of the marina and Chesapeake Bay stretch before you. Entertain under the pergola-covered wet bar—ideal for sunset toasts or brunches with a coastal breeze. The terrace transforms the condo into an entertainer’s dream or a quiet retreat to recharge under the sky.

Situated mere steps from Cape Charles beachfront, you’ll be soaking in the salt air faster than you can say “flip-flop.” With boutique shops, the Cape Charles Distillery, local restaurants, and ice cream parlors within strolling distance, this bayside sanctuary keeps daily conveniences charmingly close. Even grocery runs are a breeze, with a Food Lion just minutes away.

Whether you’re hosting friends for rooftop cocktails or simply kicking back by the fireplace with a book, this home invites you to relax, recharge, and delight in the Cape Charles lifestyle.

PLEASE NOTE: 'Maryland' is one of 5 luxury apartments offered within the 'Cape Dunes' complex. This being the case, some amenities and spaces are shared. This includes the washer & dryer, ice maker and roof top terrace. Parking is on-street and not reserved. 

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- No pets are permitted. 

- 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.

Charming 3 bedroom ranch home located in one of Chincoteague Island's residential communities. Nice, quiet location with a water view of Oyster Bay. You'll enjoy the easy, one-story floor plan with open living room/kitchen/dining areas. If you love the outdoors, spend your time outside on the spacious deck or screened porch - there's plenty of room for all! Many modern amenities such as central air, high speed internet, charcoal grill and an outside shower will ensure your comfort during your stay!

- 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.

Introducing the newest gem in Cape Charles! Perfect for those seeking a serene retreat, this charming vacation rental boasts three cozy bedrooms, including a spacious primary bedroom, complemented by two and a half well-appointed bathrooms. Nestled in the heart of town, this delightful home invites comfort and exudes modern elegance.

Step inside to discover a beautifully crafted layout where each square foot is maximized for enjoyment and ease. You'll love the convenience of your own peaceful backyard, ideal for morning coffees and evening relaxation. Plus, it’s a pet-friendly haven, so your furry friends can join in on the fun!

Staying here, you're seconds away from sinking your toes in the beautiful beach, ensuring endless days of sun-soaked adventures. Need a break from the sun? Dive into the refreshing experiences available at the nearby at Cape Charles Mini Golf!

For those who love cooking with fresh ingredients, the local Beach Market is just a short trek from your doorstep, making it nearly effortless to gather necessities for a spontaneous beach picnic or a cozy family dinner.

Whether you’re in for a weekend getaway or a longer relaxing stay, this house is more than just a place to stay—it’s the backdrop for your next chapter of cherished memories! Ready to kick off your sandals and stay a while? This Cape Charles beauty is waiting to welcome you! 

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

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