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An Unfettered View

2 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Waterfront
Boat Dock
Charcoal Grill
Internet
Outdoor Shower

This beautiful 2 bedroom ranch home has a quiet, out-of-the-way location situated on little Oyster Bay. The views of the bay are beautiful and expansive with a long pier straight from the back deck. It's perfect for crabbing, kayaking & canoeing! An Unfettered View features all amenities including a private master suite with full bath, central air, all appliances including dishwasher, washer/dryer, wireless internet service and a wonderful family room on the waterside of the home. Tastefully furnished and very accommodating, this is a great vacation spot! An Unfettered View is wheelchair accessible.

- 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.

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. 

- 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 number of pets allowed: 2. Pet Restriction: small dogs 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.

Sunrise/Sunset

2 Bedrooms
2 Baths & 1 Half
6 Guests
Chincoteague Island
Town & Country
Gas Grill
Internet

Looking for an island home that won't drain your savings? This two-bedroom, two-and-a-half-bathroom townhouse delivers comfortable Chincoteague Island vacationing with a price tag that actually leaves room for ice cream cones and beach days.

The heart of this home is its standout four-season room, a bright and breezy spot built for year-round enjoyment. Curl up with a book in the dead of winter or throw the windows open when the salt air calls — either way, you'll find yourself drawn back to this cozy corner again and again. An electric fireplace adds a flicker of warmth to chilly evenings, perfect for unwinding after a day of island wandering.

Both bedrooms sit upstairs, tucked away from the main living areas for a little extra peace and quiet when it's time to rest. Step outside and you'll discover a fenced yard, ideal for letting pets roam, hosting a casual cookout, or simply claiming your favorite lawn chair under the open sky.

Location? You've hit the jackpot. Veteran's Memorial Park is practically next door, complete with a playground, courts, and plenty of green space. The annual Carnival is just around the corner for summertime fun, while Island Foods handles grocery runs in a flash. When adventure calls, Maui Jack's Waterpark and the legendary Assateague Beach — wild ponies included — are a short hop away.

Affordable, comfortable, and perfectly positioned. What are you waiting for?

- 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: 3. 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.

Maryland

2 Bedrooms
1 Baths & 1 Half
4 Guests
Cape Charles
Internet
Outdoor Shower

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. A full kitchen comes with modern appliances, perfect for everything from brewing a quick morning coffee to preparing a full meal for a cozy family night at home. 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, local restaurants, and ice cream parlors within strolling distance, this bayside sanctuary keeps daily conveniences charmingly close. Just a few minutes' drive brings you to local grocers, convenience stores, and liquor shops for all your sundries and libations, perfect for grabbing that essential kitchen ingredient or beach must-have.

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.

- 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

Pony Dreams

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Town & Country
Gas Grill
Screened Porch
Internet

Welcome to your perfect Chincoteague Island retreat! This brand-new three bedroom, two bathroom house offers the ideal blend of comfort and coastal charm for your vacation getaway. The open floor plan creates a seamless flow between living spaces, making it perfect for gathering with family and friends after days spent exploring this beautiful, picturesque island.

The heart of this home is its fully stocked kitchen, equipped with everything you need to prepare memorable meals using fresh local seafood. Step outside to discover your own screened "crab shack" gazebo – a delightful covered space where you can enjoy meals while staying protected from the elements. Fire up the gas grill for outdoor cooking adventures, whether you're preparing the day's catch or hosting a casual barbecue. 

Location is everything, and this property delivers. Situated close to Maddox Boulevard, you'll have easy access to the island's main thoroughfare leading to pristine beaches. The nearby Bay to Beach Trail access point offers scenic walking and biking opportunities just minutes from your door. Families will appreciate the proximity to Maui Jack's Waterpark for splash-filled fun, while nature lovers can venture to the renowned Assateague Beach to spot wild ponies and enjoy miles of unspoiled coastline.

This thoughtfully designed home provides modern amenities in a relaxed vacation setting. There's plenty of parking, including a space for your boat/trailer (up to 21'). Whether you're planning beach picnics with provisions from your well-appointed kitchen, or simply unwinding after adventures in the comfortable living spaces, every detail has been considered for your enjoyment. Experience the magic of Chincoteague Island living in this exceptional rental home.

- No smoking is permitted on the premises. 

- No pets are permitted on the premises. 

- Linens and towels are included with your reservation.

- 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.

Stella del Mare

3 Bedrooms
2 Baths & 1 Half
10 Guests
Chincoteague Island
Water View
Charcoal Grill
Internet
Outdoor Shower

Stella del Mare - or "Star of the Sea" in Italian - is about as charming as it gets. Located on South Main Street, this beautiful newly-remodeled home has everything you could want in a coastal cottage. Enjoy coffee on the front porch while watching the island come to life in the morning, or sip on a cocktail while waiting for the sun to set. The ground floor features an open floor plan with fully equipped kitchen - gas range, refrigerator/freezer, dishwasher, coffee maker. A beautiful breakfast bar area, as well as dining area. And a beautifully decorated living area with tv. The master bedroom is located on the ground floor featuring a king bed and full bath attached. Another full bath is located on the ground floor as well. On the second floor you'll find two additional bedrooms - one with two full beds, and the other with twin bunks, as well as a comfortable futon. Perfect spot for the kiddos! A comfortable living area in the middle to put a movie on for the kids. There is also a full bath located upstairs as well. Walk downtown for some shopping, then come back to the house and order a cheesesteak from the best sub shop in town - located just across the street. Or, maybe you'll catch a whiff of the oyster fritters frying down at the carnival grounds and walk down to sample one. Go ahead, you're on island time! Newly added patio on the back with lovely seating area to enjoy your meals al fresco, or just to sit and chat and enjoy the sunshine. You're sure to find plenty to put a smile on your face at Stella del Mare - the star of the sea. Floor plan: Downstairs (main level) features an open living/dining room and kitchen with breakfast bar. The master bedroom with connected bathroom (tub and shower) is also downstairs. Upstairs there's an open living room/sitting area, a full bathroom (with separate shower and tub) and two more bedrooms. One bedroom features a Double and Queen bed, and the other bedroom features a bunk bed (2 Twins) with a pull-out Twin trundle, as well as a Queen size futon. There is a portable Pack-n-Play crib and high chair for guest use as well.

 If you're traveling with a larger group but like the separate of "your own place", check out 'Stella Della Baia' ! Book both homes and receive a 5% discount off of each!

- 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.

Herbie's Hideaway

3 Bedrooms
3 Baths
8 Guests
Chincoteague Island
Water Access
Gas Grill
Screened Porch
Internet

Luxury water view vacation rental home with dock access. This home boasts a full ensemble of amenities and the most beautiful views of Assateague Island. The oversized chef's kitchen offers ample room for family gatherings and preparing meals, and it compliments the spacious dining area that opens up to the large screened porch. Beautiful custom windows and large sliding doors complete the open and airy floor plan. The geothermal heating/ac system lends to your ultimate vacationing comfort! Close to Memorial Park (playground, basketball, tennis, trails, water access) and directly across the street from a family restaurant! For larger groups or family reunions, check out nearby Moon Rising or Wildflower!

- 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.

Ryokan

4 Bedrooms
2 Baths
12 Guests
Chincoteague Island
Waterfront
Gas Grill
Internet
Outdoor Shower

Welcome to The Ryokan- a quiet refuge that has everything you need for a relaxing vacation. Offering an unobstructed panoramic view of Oyster Bay, this waterfront home is ideal for daytime birdwatching and nighttime stargazing. Bring fishing poles, crab pots, kayaks or paddle boards to use along the bulkhead or put in your boat from the convenient community boat launch. You will only be a short drive or fun bicycle ride away from Assateague Wildlife Refuge, the beach and Main Street of Chincoteague.

There are many features of The Ryokan to ensure a pleasant stay. The split level design offers a full bath and 3 bedrooms upstairs, two of which are waterfront with balconies. Enjoy the beautiful water view from a spacious main floor kitchen and living room. Early birds will love having coffee watching the sunrise from the deck or screened in porch! Downstairs offers a waterside deck as well as a large family room, bedroom with bunk beds and a full bath. Go under the house for a shaded spot to hang your hammock and enjoy an outdoor shower after a day at the beach!

Located in the ever-popular Oyster Bay 1 community, this home is truly an experience for the nature and island lover. We hope you will find The Ryokan a place to return to year after year.

Please note:

- This home does NOT have a washer and dryer on the premises.

- 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.

La Vie

3 Bedrooms
2 Baths & 1 Half
6 Guests
Chincoteague Island
Waterfront
Boat Dock
Charcoal Grill
Pool
Internet

Views! Views! Views!  Enjoy the expansive panorama from all three levels of this prime waterfront location on Chincoteague Bay. With 180 degrees of natural beauty graced by blissful sunsets, “La Vie” invites you to live the life at its most relaxed.

As soon as you enter the home, its light and airy floor plan lifts your spirit, calms your mind, and promises to rejuvenate your body. Meticulously maintained, continuously updated, La Vie features a fully equipped granite counter gourmet kitchen with a new large six burner induction stovetop.  You’ll likely want to cook, or eat, or relax as it gives  you a chance to take in the breathtaking water views.  Watch the sun set from anywhere in this large open space second floor central living area.

The home’s entry level features a newly furnished queen bedroom with sliding glass doors opening to the incredible views on your waterfront deck. Plus another large bedroom has two twin beds!  If you need another bed yet, pull the curtain shut to a cozy alcove and sleep soundly on the full sized sofa bed. Extra privacy abounds in the 3rd floor suite!  Enjoy more of the spectacular water views from your king-size bed, private balcony, or wicker lounge chairs.  Immerse yourself in the large jacuzzi-style tub. La Vie offers plenty of space to share this retreat for friends and family!

Stream away on any one of the four new UHD 4k smart TVs with multiple HDMI ports.

The amenities aren’t confined to the house:

  La Vie also includes access to a 700-foot-long shared pier for fishing or launching kayaks.

  Don’t forget your boat! La Vie includes exclusive use of boat slip #1

  A summertime pool located right across the street.

  Shaded parking directly under the unit.

  The historic fireman’s carnival grounds across the street; open most July weekends.

  On Pony Swim week,  the world famous Chincoteague Ponies parade right in front of La Vie (July).

  The town July Fourth fireworks are launched about 100 yards away. 

However long your stay may be, you’ll make lasting memories and take the positive energy, beauty, and majesty of La Vie and its surroundings home with you. La Vie, “the life,” is short of La Vie en Rose, which can mean life is as beautiful as you wish to see it.

- 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. 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

The Pines on Finney Creek

3 Bedrooms
3 Baths
12 Guests
Waterfront
Boat Dock
Gas Grill
Internet
Outdoor Shower

Wake up to birdsong, spend the afternoon paddling around, and wrap up the evening watching the sky light up over Finney Creek. Sounds pretty good, right? This freshly renovated three-bedroom, three-bathroom home makes that whole relaxing routine your new normal.

Sitting on private acreage in a quiet, tree-lined pocket of the Town of Onancock, this rental is made for folks who take their downtime seriously. You've got your own pier and boat dock reaching right into the creek, so kayaking, fishing, or just dipping your toes in the water is always an option. The sprawling decks and big outdoor area leave plenty of room to grill, hang out with friends, or plant yourself in a lounge chair and stay put for a while.

When the weather isn't cooperating, head into the roomy sunroom. There's a pool table and other activities ready for a little friendly competition. Inside, the upscale kitchen actually makes cooking fun, and the newly remodeled bathrooms have that clean, just-finished feel you'll notice the second you walk in.

Honestly though, the setting steals the show. Wildlife roams around like it owns the place, the pace stays nice and slow, and the quiet here is the kind you didn't realize you'd been missing. Even so, charming downtown Onancock is only a few minutes off. East Point Marina and the Onancock Wharf are close by for some easy waterfront wandering, Food Lion handles the grocery runs, and Chincoteague Island makes for a fun day trip whenever you feel like venturing out.

So if you're ready to swap the everyday noise for the gentle sound of the creek, this place is waiting. Give us a call and schedule your stay today. You'll be glad you did.

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This home is pet friendly with an additional 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.

Shell Cottage

4 Bedrooms
2 Baths & 1 Half
8 Guests
Chincoteague Island
Water View
Pet Friendly
Gas Grill
Hot Tub
Internet
Outdoor Shower

Come and enjoy a delightful vacation at "Shell Cottage"! Located on the popular East Side of Chincoteague Island, you'll enjoy water views of the Assateague Channel and lounging on the outside decks (one which includes an outside shower). This open floor plan home features two bedrooms downstairs (both with a queen bed and a TV each), a half bathroom, and spacious living room & kitchen. Upstairs you'll find 2 more bedrooms (one with twin trundle and the other with 2 twins) and a full bathroom. Just a short drive to the Memorial Waterfront Park, public boat launch, downtown area and restaurants! Shell Cottage also includes all the modern conveniences such as wireless internet, washer/dryer, dishwasher and more. And you'll have room to park your boat and trailer. This just may be your perfect vacation spot!

IMPORTANT NOTE: The hot tub is OPEN as of April 16, 2026.

- 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: 4.  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.

Salty Sea Lyons Landing

3 Bedrooms
2 Baths
6 Guests
Captain's Cove
Town & Country
Pet Friendly
Gas Grill
Screened Porch
Pool
Internet

Escape to the ocean and enjoy this contemporary golf course home! Sit and relax while enjoying the golf course views from the screened porch; boasting easy access to pools, golf course, restaurant, and much more. Come relax in the cozy living room with new furnishings, electric fireplace and smart tv. The well-equipped kitchen boasts stainless steel appliances and kitchen equipment that guests can use to cook tasty snacks.

The home includes four smart TVs, (one in each bedroom) central heat and a/c, and plenty of board games to keep you occupied during your stay.  Bedrooms are equipped with nice mattresses to ensure a good night's rest, along with cozy blankets and thoughtful décor.   The owner's suite features a king sized bed, electric fireplace, on suite bath with a double vanity, large soaking tub as well as a walk in shower. You will find two more bedrooms just down the hall, one with a queen sized bed and another with a double bed. There is also another full bathroom with a tub/shower combo.

The front porch is perfect for sipping your morning coffee, or enjoying an evening beverage of choice. The screened in porch has comfy seating for 6 and a firepit for your enjoyment just off of the steps. Come spend a weekend or an entire week at Salty Sea Lyons, you won't be disappointed!

This home is conveniently located to all the community amenities such as pools (2 outdoor & 1 indoor), fitness center, marina w/ fishing pier, restaurant, tiki bar, and more! (with a fee) If day-tripping is more your style, you'll love the fact that this home is located only 20 minutes from Chincoteague Island and the beach, or 30 minutes to Ocean City, MD and the boardwalk amusements.

- 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.

- 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. 

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