Coffee Maker

Discover the perfect blend of comfort, convenience, and coastal charm at 'Eastside Escape', a beautifully updated vacation home ideally located in the center of Chincoteague Island. Whether you’re here for wild pony sightings, beach days on Assateague, or simply to unwind in a peaceful seaside town, this home offers the ideal setting for your getaway!

Step inside and you’ll find a bright, welcoming interior designed for relaxation. The cozy living area invites you to kick back after a day of exploring, while the fully equipped kitchen makes it easy to prepare your favorite meals. Thoughtful touches throughout the home provide the comfort of modern amenities with the warmth of traditional island style.

Featuring four spacious bedrooms and two full bathrooms, this home provides plenty of room for families, couples, or small groups—offering privacy and comfort for everyone in your group. The outdoor space is just as inviting: enjoy morning coffee on the porch, gather for an evening barbecue, or unwind under the stars after a day at the beach.

Conveniently located on Church Street, you’re moments from everything that makes Chincoteague special: charming downtown shops, cafés, and restaurants; the waterfront and iconic sunsets; bike paths and nature trails; Assateague National Seashore with its beaches and wild ponies, and so much more!

Whether you’re seeking relaxation, adventure, or a little of both, 'Eastside Escape' offers the perfect home base for your island getaway. Book your stay today and experience the magic of Chincoteague—from a home that feels like your own.

- 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.

Experience island living at its finest in this beautifully restored Victorian home on North Main Street. This 3 bedroom, 2 bathroom rental offers the perfect blend of historic charm and modern comfort. The enchanting enclosed front porch provides the ideal setting for your morning coffee while watching the town come to life.

Step inside to discover a thoughtfully renovated interior that maintains the home's original character while incorporating contemporary amenities. The first floor features the living room with a sleep sofa and full bathroom, while the second floor hosts two bedrooms (each with a Queen bed) and another full bathroom. The entire third floor is a loft-style bedroom that houses a Double + 2 Twin beds. 

One of the property's most captivating features is its magnificent water views of Chincoteague Bay. Imagine ending each day with spectacular sunset vistas painting the sky in brilliant hues of orange and pink. The location couldn't be more perfect — situated across from a waterfront park, you'll have easy access to outdoor recreation.

The carefully landscaped backyard creates a private retreat with a dedicated sitting area perfect for afternoon reading or evening conversations. Enjoy s'mores in the evening over the fire pit. The spacious deck extends your living space outdoors, ideal for entertaining or simply soaking in the island atmosphere.

Located in the heart of Chincoteague, you'll be within walking distance to Island Nature Trail and a short drive to local attractions including Maui Jack's Waterpark and the renowned Chincoteague National Wildlife Refuge & Beach.

This isn't just a house—it's an invitation to embrace the relaxed coastal lifestyle that makes Chincoteague so special. Ready to write your own chapter in this charming island home? Come and see for yourself!

Special Note: The stairway to the third level is narrow and steep. There are adult bicycles and beach gear for guest use. 

- 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. Pet Restriction: Small dogs under 35 lbs only. 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.

Come and relax at this fabulous beach home that is tucked away on the quiet northern end of Chincoteague Island! Aptly named, "Shady Grove" is situated in a natural marshland grove in the Richardson's Landing community. Features include 4 bedrooms, 2 bathrooms, numerous updates and remodeling and a bright, open floor plan. Come and see for yourself - 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.

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.

Welcome to "Anchors Away," a captivating waterfront home now available for rent, offering an unparalleled living experience. This remarkable property boasts four generously sized bedrooms and three well-appointed bathrooms, providing ample space for comfort and privacy.

Nestled in a vibrant community known for its welcoming atmosphere and scenic beauty, this home is designed to impress with its stunning waterfront views that can be enjoyed from the spacious decks - perfect for entertaining or simply unwinding in nature's embrace.

The first-floor suite offers convenience and accessibility, ensuring that everyone can enjoy this home's charm without compromise. The interior is just as impressive, featuring granite countertops and stainless appliances that add a touch of elegance to the functional and stylish kitchen. 

With parking space for up to four vehicles, you'll find this property not only beautiful but also practical. The pet-friendly policy ensures that your beloved companions can join you in calling "Anchor's Away" home.

This house is more than just a place to vacation; it's an opportunity to make life-long memories for those who value beauty, community, and comfort. Whether you're gazing at the serene waters from your deck or enjoying the modern amenities inside, this home invites you to live your best life.

Don't miss the opportunity to make "Anchor's Away" your new haven. Contact us today to experience firsthand everything this exceptional rental property has to offer.

- 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: 2. 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.

- 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.