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My Island Escape

3 Bedrooms
2 Baths
7 Guests
Chincoteague Island
Water Access
Boat Dock
Charcoal Grill
Internet
Outdoor Shower

Tucked away on a quiet lane off of North Main is where you will find My Island Escape. This brand-new home is absolutely immaculate! Luxury finishings, tastefully appointed furniture and decor make for a flawless backdrop to your next vacation. The living room at My Island Escape features ample comfortable seating and a flat screen television, and flows into the fully equipped, gourmet, eat-in kitchen that features a large island and plenty of space for cooking, dining, and enjoying meals with the family. The master bedroom features a Queen size bed with an en suite highlighted by a large soaking tub, double vanity, and separate glass stand up shower. The two other bedrooms in the home are close by a full bathroom located off the hallway. Another bonus in this home is the spacious laundry room complete with a full-size washer and dryer, iron and an ironing board, and connects to a convenient half bath. Outside, you will find deck space with outdoor furniture, and a picnic table with umbrella for outdoor dining. If you are looking for a clean, relaxing, upscale rental with great attention to detail ? look no further and escape to My Island Escape!

- 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.

Castlebar

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

Luxury waterfront home in Salt Marsh Landing - an upscale residential community on the northern tip of Chincoteague Island. Spectacular sunsets! A long, private pier over the salt marsh leads you to a bay front dock area with shade. It's perfect for crabbing, fishing or canoe and kayak launching. Tastefully appointed and architecturally pleasing, Castlebar features a main level great room flanked by wall of beautiful custom windows and high cathedral ceilings. The views of Chincoteague Bay are priceless. The open kitchen area features ample counter space for meal prep, and the large harvest dining table is perfect for gathering the whole group for a meal. There are hardwood floors, and a two-sided fireplace that is shared with the adjoining cozy den. The first floor also features a full bath and large bedroom that looks out on the bay. The second floor hosts the primary bedroom suite, containing a private bath with separate shower and whirlpool tub. A sliding French door leads out to a balcony providing more views of the bay to enjoy. Two additional bedrooms and full bath complete this floor. Amenities also include a private, full sized outdoor shower, wireless internet service, additional under-counter ice maker & more. Castlebar is available year round!

- 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.

Maison des Rêves

4 Bedrooms
2 Baths
8 Guests
Cape Charles
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

This Victorian home in historic downtown Cape Charles offers a perfect blend of charming antiquity and modern amenities. With 4 bedrooms and 2 bathrooms, this house is not just spacious, but also crafted to meet all your needs with a touch of elegance.

Imagine stepping out each morning and being just a stone's throw away from the serene Cape Charles Beachfront, where the sound of waves sets a peaceful soundtrack to your day. Entertaining is a breeze with the screened front porch, and a large backyard with a deck that's perfect for hosting summer barbecues or cozy winter gatherings.

Each room is designed with comfort in mind, ensuring that every member of the family feels right at home. The primary bedroom, along with three additional bedrooms, provides ample space for relaxation and privacy. Meanwhile, the modernized kitchen is ready for your culinary exploits, whether you're whipping up a quick breakfast or a gourmet dinner.

Nearby, you have easy access to top-notch attractions like the impressive Chesapeake Bay Bridge-Tunnel and the luxurious Bay Creek Resort and Club, adding even more excitement to your neighborhood.

If you're looking for a place where historic charm meets modern living, this is it. Get ready to make delightful memories in a home that's just as unique as you are!

- 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.

Sundance

4 Bedrooms
3 Baths
9 Guests
Chincoteague Island
Gas Grill
Screened Porch
Internet
Outdoor Shower

Light, bright and airy - this beautiful home is very well maintained, tastefully furnished and boasts all amenities including screened porch, outside shower, all appliances including HE washer/dryer, tvs in every bedroom and more. Sundance features 4 bedrooms and 3 full bathrooms. The home is located just outside of town and offers a very quiet setting - perfect for relaxing and unwinding. There's a master bedroom suite (king) with private bath with soaking tub and separate shower. Blender; Toaster; Coffeemaker (Keurig); Stereo and DVD; Central Heat and Air; HE Washer & Dryer; Phone; Screened Porch; Outside Shower; Gas B- B-Q Grill; Beach umbrella and chairs (located in master closet in king bedroom). Gas Fireplace (only for late fall and winter guests - not available spring, summer and early fall). Parking for 2 cars only.

- 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.

Crabby Pines

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Town & Country
Pet Friendly
Gas Grill
Internet

Discover comfortable vacation living in this charming one-level ranch home. "Crabby Pines" offers a cozy retreat with three bedrooms and two bathrooms, providing ample room for relaxation and privacy. The house is ideally situated in a serene residential neighborhood and features modern amenities that ensure a seamless, convenient lifestyle.

Enjoy the convenience of being just minutes away from the public boat ramp at Fur Landing. Outdoor enthusiasts will appreciate the close proximity to nature trails and a dog park, perfect for morning jogs or leisurely evening walks with your furry friends. Oh, did we mention this home is pet friendly? Additionally, the property is located near the 'Beach Road,' a vibrant area bustling with mini-golf, dining options, ice cream shops, and boutiques - offering endless entertainment options.

This welcoming home is designed with practicality in mind, ensuring that each space is utilized efficiently while still exuding a sense of warmth and comfort. The property's easy access to local amenities, combined with its peaceful surroundings, makes it an ideal choice for anyone looking for a balance between nature and community activities.

Whether you're settling down with family or looking for a tranquil spot to return to after a day of adventures on the island, this home is sure to meet your needs. Embrace a laid-back lifestyle in Chincoteague with this delightful vacation home opportunity.

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This home is pet friendly with an additional fee. Maximum of two dogs under 25 lbs. each; 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.

Endless Summer

4 Bedrooms
2 Baths
9 Guests
Chincoteague Island
Water Access
Pet Friendly
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Come enjoy your stay at one of the most sought out locations on the Island. Easy, convenient access to the beach. With the large open floor plan, high ceilings, and easy one level living, you have everything you need at Endless Summer. Bring along your furry friends to make your vacation complete! This home has plenty of room for the whole family to gather. Enjoy the nice screened in porch or the large open front porch with your morning coffee and listen to the serene sounds of nature. The Piney Island Community offers convenient access to a kayak launch located on Pine Drive, just minutes from the home.

- 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. BREED RESTRICTIONS DO APPLY

- 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.

Casa Mar

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Pet Friendly
Gas Grill
Screened Porch
Internet

Welcome to your perfect getaway on Chincoteague Island! This newly listed 3-bedroom, 2-bathroom townhouse offers the ideal blend of comfort and convenience for your beach retreat.

Featuring a practical reverse floor plan, you'll find two bedrooms downstairs while the main living area spreads across the upper level, maximizing those refreshing island breezes. After a day at the beach, relax on your screened porch—perfect for enjoying morning coffee or evening conversations without those pesky mosquitoes inviting themselves to dinner!

Pet owners rejoice! Your furry friends are welcome to join in on the island adventures. And for the environmentally conscious, an EV charger is available, so your electric vehicle can recharge while you do the same.

Location is everything, and this townhouse delivers! Situated close to Chincoteague Bay with proximity to Downtown Chincoteague, you're perfectly positioned for island life. During summer, stroll over to the nearby Carnival Grounds for festive fun—it's practically in your backyard! Looking for more excitement? Maui Jack's Waterpark is a short drive away for splashing good times.

Whether you're watching the famous wild ponies, exploring nature at the National Wildlife Refuge, or sampling fresh seafood at local restaurants, this townhouse puts you at the heart of everything that makes Chincoteague special. Ready to make family vacation memories? Book today!

- 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.

Southern Breezes Nor' Wester

3 Bedrooms
1 Baths & 1 Half
7 Guests
Cape Charles
Pet Friendly
Internet
Outdoor Shower

Welcome to your new coastal retreat at Southern Breezes Nor' Wester, Unit 104A! This charming duplex is now available for rent and offers an inviting space for everyone! With 3 bedrooms and 1.5 bathrooms, this home comfortably accommodates up to 7 guests, making it perfect for families, friends, or anyone looking to enjoy the serene beach lifestyle.

As you step inside, you'll be greeted by a cozy living room that sets the stage for memorable gatherings. The living spaces are thoughtfully designed to create a welcoming atmosphere where everyone can relax and feel at home. The bedrooms, located upstairs, provide quiet and private retreats for rest and rejuvenation after a day of sun and fun. For those who love outdoor living, the front covered porch offers the perfect spot to sip your morning coffee or unwind in the evening with a refreshing breeze.

This pet-friendly townhouse understands that furry friends are part of the family too. And with laundry facilities in the basement, keeping beach towels and swimwear clean couldn't be easier!

Nestled in a great location one block from the beach, you'll have easy access to sandy shores and ocean waves, making every day feel like a vacation. Whether you're seeking adventure or relaxation, this property offers the best of both worlds.

Discover the joy of coastal living at Southern Breezes Nor' Wester. Contact us today and start making memories in this delightful beachside duplex!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation. 

- This property is pet friendly with a pet fee of $150 per pet (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.

 

Blue Crab Bungalow

1 Bedroom
1 Bath
5 Guests
Chincoteague Island
Pet Friendly
Internet
Outdoor Shower

Welcome to this charming bungalow located in the center of Chincoteague Island! This delightful house offers a cozy and comfortable living space, making it the perfect place to call home. With 1 bedroom and 1 bathroom, this property is ideal for individuals or a small family looking for a serene retreat. As you step inside, the throw-back retro kitchen adds character to the home and makes cooking an enjoyable experience. Whip up your favorite meals while reminiscing about the good old days. The kitchen is equipped with all the necessary appliances to satisfy your culinary desires. You'll be greeted by the warmth of the main bedroom featuring a comfortable queen bed. The second sleep area serves as both a sleeping and an office space, with a twin pull-out sofa providing versatile accommodation options. Whether you work remotely or simply need a quiet space to focus, this flexible layout has got you covered! The bungalow is close to town and 'Beach Road' - convenience is at your fingertips. Enjoy easy access to local amenities such as shops, restaurants, and entertainment options. Whether you're in the mood for a leisurely stroll or need to run some errands, everything is just a short distance away. After a long day, relax and unwind in the enclosed front porch. This inviting space is perfect for enjoying your morning coffee or savoring a glass of wine in the evening breeze. Additionally, there's an outside shower, allowing you to rinse off after spending time at the nearby beach. With parking spaces for 2 vehicles, parking won't be a hassle. Don't miss out on the opportunity to make this charming bungalow your next vacation spot! With its convenient location, versatile layout, and retro charm, it's sure to steal your heart. 

- *NEW FOR 2025: Level 2 EV charger!*

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This property is pet friendly with a pet fee per pet. Small dogs only, restricted to two (2) pets. 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.

Shore Reflections

4 Bedrooms
2 Baths & 1 Half
12 Guests
Cape Charles
Town & Country
Internet

Now available and awaiting your next vacation adventure, this lovingly restored 4-bedroom Victorian home blends traditional charm with modern convenience. Nestled in a picturesque setting with beautiful landscaping and mature trees, you're just a 10-minute drive from the vibrant Cape Charles community. Explore and enjoy downtown Cape Charles, which features a pristine beach, delicious food offerings, eclectic shopping, ice cream treats, coffee shops and so much more!

Spanning 3,000 sq ft, this exquisite property features a layout with high ceilings and wood flooring throughout, enhancing the airy and expansive feel of each room. The main living spaces boast large windows that flood the home with natural light, creating a warm, welcoming atmosphere. Four generously sized bedrooms offer ample personal space for relaxation and rejuvenation. The home also includes 2.5 bathrooms, each maintaining the character of the house with tasteful touches.

Guests will enjoy a beautifully landscaped yard, ideal for leisurely days spent outdoors or entertaining guests in a serene environment. The kitchen, equipped with essential appliances, provides a comfortable space for culinary exploration and seamlessly caters to both casual dining and larger gatherings.

This property is perfect for those who appreciate the beauty of historic homes but expect the functionality needed for a contemporary lifestyle. Make your "home away from home" in a place where tradition meets comfort in the heart of Eastville, VA. Experience the unique charm of this Victorian beauty and the inviting community that surrounds it.

- No smoking is permitted on the premises. 

- Linens and towels are provided for your stay. 

- 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.

Hill House

4 Bedrooms
2 Baths & 1 Half
9 Guests
Chincoteague Island
Pet Friendly
Charcoal Grill
Gas Grill
Screened Porch
Internet
Outdoor Shower

Welcome to Hill House! Wonderful traditional island home with fantastic new upgrades! The kitchen has been renovated, along with the bathrooms. Excellent in town location - walk to dinner, movie, shopping & galleries. Enjoy the beautiful Chincoteague sunsets with a beautiful water view! Hill House features 4 bedrooms and 2.5 bathrooms, with a first floor bedroom (double/twin Bunk) & 1/2 bath. Three more bedrooms on the second floor with a master suite (king) that offers a private staircase to the dining room. The third bedroom (queen) and fourth (two twins) are also located on the second floor. Enjoy the modern amenities of this lovingly restored island home, all while being in the middle of downtown Chincoteague's happenings.

- 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.

Hosta Cottage

1 Bedroom
1 Bath
2 Guests
Mainland
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Pool
Internet
Outdoor Shower

There is a fanciful quality to this secluded property where nature’s beauty and luxurious accommodations coexist in quiet harmony.    Located on the banks of Holden’s Creek, a headwater of the Chesapeake Bay and a 20-minute drive to the pristine white sand Atlantic beach on Assateague Island, The Creek Guest Cottages are private, convenient, and offer bespoke modern amenities. Explore life off the beaten path and take a true vacation. Whether you are kayaking or paddle boarding on the creek, sitting by the fire pit, biking down country roads or going to the beach, you will find plenty to do or enjoy doing nothing at all.  The views of the creek are magical at any time of the day or night from inside your cottage or from any vantage point on the 3-acre property. The cottage has been designed and decorated by a professional interior designer.

'Hosta Cottage' has partnered with our friends at Sun Outdoors Resort (located less than 2 miles from the house) so that all guests may enjoy the fun resort amenities FREE OF CHARGE. This extra bonus includes a private beach w/ water rentals, pool, playground, "snak shak", comfort stations & more! 

On-site amenities include:  a gas grill, 20’ radius fire pit, 2 kayaks, a SUP, and 2 bicycles.  There is a boat launch on the property and two docks (one floating). Linens and towels are provided.

The Hosta Cottage: 850 square ft. Full Kitchen and Laundry. French Limestone Floors and tiled bathroom. Sleeps 2 (Queen Bed). Separate Private Outdoor Dining area (not included in square footage above). Outdoor Shower. Smart TV. WIFI.

In addition to Hosta Cottage, the compound is also home to two other luxurious dwellings: Porter’s Barn and Creek House. All combined, The Creek Compound will accommodate 18 with no parking problems. Please note that this listing is for Hosta Cottage only; the other two homes - Creek House and Porter's Barn - must be booked separately. A direct inquiry should be sent for special event pricing or if you wish to rent the entire compound.

- 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. Pet restriction: limited to one small dog only.

- 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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