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Avalon

4 Bedrooms
2 Baths & 1 Half
10 Guests
Oyster Bay
Waterfront
Screened Porch
Internet
Outdoor Shower

Avalon is a charming 4 bedroom, 2.5 bathroom home situated on a bulkheaded waterfront lot on Oyster Bay! There is a large great room that boasts two family rooms, a dining area and large kitchen. From the gas fireplace, to the 16' cathedral knotted pine ceilings, this home is bright, warm and inviting. Avalon offers two queen bedrooms with screened porch access (one private) and two twin bedrooms. Offering over 600 sq. ft. of screened porch - you could live outdoors! The first level also offers a full size futon and 1/2 bath. Avalon is one of our most popular offerings; it books quickly! 

- No smoking is permitted on the premises. 

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

Lavinder House

5 Bedrooms
3 Baths & 1 Half
10 Guests
North Main
Waterfront
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Tucked away off North Main on the waterfront, Lavinder House is a charming Victorian-style home steeped in tradition. From the original woodwork to the brick kitchen floor, you'll enjoy the original integrity this island home features. Once the home of actress Linda Lavin, 'Lavin'der House tells its own story. Some of the fine features include central air conditioning, water views and balconies from almost every room, eat-in kitchen w/ all appliances and great screened porch. Open front porch and, best of all, the unobstructed panoramic views of the sunset and Chincoteague Bay. Enjoy a once in a lifetime vacation in this fairy tale home! *Lavinder House also features 2 kayaks, paddles, and life-jackets available for guest use!*

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

Beach Breeze

3 Bedrooms
1 Bath
6 Guests
In Town
Pet Friendly
Gas Grill
Internet

Welcome to "Beach Breeze"! This tastefully adorned vacation rental is a single story rancher home that has undergone major renovations, with all new fixtures and furnishings throughout! Traveling with pets? The four-legged family members are welcome here! Conveniently located on a side-street just off of Bunting Road (and a very short distance to Main Street), you'll enjoy being close to the carnival, movie theater, downtown restaurants, shopping and more! Come and check out this simple, clean and affordable beach retreat. You won't be disappointed!

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

The Virginian

4 Bedrooms
2 Baths & 1 Half
13 Guests
North Main
Waterfront
Gas Grill
Internet
Outdoor Shower

Welcome to The Virginian, a stunning waterfront residence. This spacious property, boasting 2,296 square feet of living space, offers a serene and picturesque setting that's sure to captivate.

Step inside to discover four generously sized bedrooms, all  located on the second level, providing a private and tranquil retreat for relaxation. The home features 2.5 bathrooms, with a half bath located downstairs.

The heart of this home is its open and inviting living areas, where beautiful views of the waterfront can be enjoyed. These views set the perfect backdrop for both everyday living and entertaining.

Outside, the property continues to impress with its thoughtful amenities designed to enhance your living experience. An outdoor shower provides a refreshing option on warm days, while a propane grill awaits for those delightful gatherings with friends and family. The residence is also accompanied by four parking spaces, accommodating vehicles comfortably.

Recent improvements throughout the home ensure a contemporary and comfortable lifestyle, allowing you to move in and enjoy from day one.

Situated in a peaceful location, this house not only offers stunning views but also provides an ideal setting for those seeking a blend of tranquility and convenience. Whether it's waking up to the gentle sounds of water or hosting memorable get-togethers in a beautiful setting, The Virginian presents an exceptional renting opportunity..

This home features tons of new upgrades for the 2024 season! The Virginian features new paint, bedding, updated furnishings, artwork, new mattresses, curtains and 3 new smart tv's!  Downstairs you'll find a large living/dining room combo and a nice modern kitchen. Off the kitchen is a private den area with a new twin sleeper- a perfect spot to catch up on your reading! There's a half bath on the first floor. All bedrooms are on the second level. There's a owner suite, with a king bed as well as another full bath on the second level. You will also find another bedroom, featuring a new king bed, as well as the 3rd bedroom featuring a queen sized bed. The 4 bedroom is the bonus room- this room is complete with a new full bed and 4 twin beds. The Virginian features central heat and air, laundry facilities, garage, propane grill, outdoor shower, and more! Located on a bulkheaded lot on a canal that comes up from Oyster Bay, you can throw your crab pot in right outside the back door.

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

Daisey Cottage

2 Bedrooms
1 Bath
7 Guests
South Ridge
Pet Friendly
Charcoal Grill
Internet

Come visit Chincoteague Island and stay in this adorable coastal cottage with your family. Lovingly remodeled and updated, this charmer located on Ridge Road is sure to book up fast! Close enough to hustle and bustle of carnival and downtown, but far enough away to enjoy some peace and quiet - you'll find all the comforts of home at Daisey Cottage. Upon entering you'll be greeted by a comfortable living area with television. Skylights to let in a ton of natural light, letting you bask in island sunshine. A cute kitchen featuring everything (electric range, fridge, dishwasher, coffee maker) you'll need to make a family meal, if you're heart so desires. A bright and cheery open dining area is connected to the kitchen - allowing you to chat while preparing meals or snacks. A full bathroom. A utility closet with washer and dryer. Two bedrooms - the master with a queen and television. And the second bedroom boasts a bunk that has a full on the bottom and a twin on the top - how fun is that?! Bring your bikes and ride down to Memorial Park for a little fishing or crabbing, to Etta's Channelside for a nice dinner out, or Ridge Road Pit Stop for a quick bite to eat. Outside you'll find a cute patio area with sitting area, as well as a small fenced in area that is perfect for your four legged friends to enjoy while you're outside as well. Daisey Cottage is pet-friendly, all members of the family are welcome - book today!

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

Island View

4 Bedrooms
2 Baths & 1 Half
8 Guests
Captain's Cove
Waterfront
Boat Dock
Pool
Internet
Outdoor Shower

This gorgeous home sits directly on the waterfront and features a long private pier- perfect for boating, fishing and crabbing- and three levels of balconies- each boasting million dollar views! When you enter the home from the ground floor, you are greeted by a tastefully-appointed foyer, and beyond that, a dart board, with a Twin bunk bed tucked around the corner. The second and main story of the home features a large kitchen, living room with flat screen TV, and sun-room all facing the water, and a beautifully finished dining room. This home has recently been renovated and designed and features professionally curated paint, flooring, decor, and furniture. The third level of the home features three bedrooms, and two full baths. The master bedroom features a King bed, flat screen TV, en suite, and private balcony. The second full bath is located off the hallway, and the second bedroom features a Queen, and the third bedroom on this level features a double size bunk bed. The fourth story of the home features two Twin beds placed together, forming a long day bed, each with a pull-out Twin trundle underneath, making it four Twin beds total for this floor. This room features extra seating, a TV, and a balcony. The outside of the home features a large stone patio, outdoor shower, outdoor dining set and seating, waterfront deck, and an expansive wrap around porch. This home really has it all, and is sure to be a guest favorite. Reserve Island View today! In addition to all the fine features of this vacation home, you'll also enjoy all the community amenities that Captain's Cove has to offer! This includes 3 pools (2 outdoor & 1 indoor), tiki bar, fitness center, waterfront restaurant and marina club, boat launch, 9-hole golf course, kid's playground and so much more - all just minutes from the home!

- No smoking is permitted on the premises. 

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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. No Sunday check-ins or check-outs are permitted. 

Turtle Bay

4 Bedrooms
3 Baths
8 Guests
Captain's Cove
Waterfront
Screened Porch
Pool
Internet

Treat yourself to an unforgettable stay at Turtle Bay! This brand new construction will leave you in awe. The coastal décor is everything perfect for a beautiful vacation. Immerse yourself in the plentiful views, sit and sip your morning coffee or evening beverage from the screened porch or cozy up by the fire in the living room. Cooking will be a breeze in the tastefully laid out kitchen featuring stainless steele appliances and granite countertops. Enjoy the large open floor plan and the inviting owners suite with a queen sized bed and  a walk in shower. The other 3 bedrooms also feature queen sized beds, one with a smart tv as well as two full bathrooms. 

Turtle Bay is nestled in the beautiful community of Captains Cove Community features swimming pools (2 outdoor, 1 indoor), a fitness center, marina club restaurant and 9-hole golf course. (Fee applies for usage of community amenities.) This rental home is approximately 20 minutes to Chincoteague/Assateague Island (the beach) and 30 minutes to Ocean City, MD (beach & boardwalk attractions). 

- No smoking is permitted on the premises. 

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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. No Sunday check-ins or check-outs are permitted. 

Stingray

2 Bedrooms
2 Baths
6 Guests
East Side
Waterfront
Internet

Luxurious 2nd-level waterfront condo with views you won't believe! Tastefully decorated with work of local artisans, features all amenities, as well as master bedroom suite with king bed & waterside balcony. Many extras like a flat screen TV and a Lazy Boy leather recliner. The open floor plan is great and features a breakfast bar between the kitchen & dining area!

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

Shore Thing On Oyster Bay

4 Bedrooms
3 Baths & 1 Half
8 Guests
North Main
Waterfront
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Enjoy some of the island's best water views overlooking Oyster Bay from nearly every room of this custom beach home! Located on a bulk-headed waterfront lot in Richardson's Landing, you can fish and crab from the backyard! A wonderful feature of this spacious home is that you'll find your bedrooms on the first level and your main living area on the second level. The great room opens to the kitchen and features wood floors throughout. And the views are spectacular! Lots of windows!! Some of the bedrooms have waterside balconies. This home has four televisions- all with cable hooked up! You'll find all the bells and whistles here! So take a look at all the pictures and then give us a call or book online. Make memories to last a lifetime!

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

Anchor's Rest

4 Bedrooms
3 Baths
10 Guests
In Town
Pet Friendly
Gas Grill
Internet

"Anchor's Rest" - Centrally located, just a short distance to the carnival grounds, shopping, ice cream, dinner and the movies. This welcoming, spacious rental home features a fully equipped kitchen (don't forget to bring k-cups for the Keurig!) with abundant counter space opening into the separate dining room. Enjoy the 65" HD flat screen TV, blu-ray player, game system, and foosball table in the great room. Relax with a glass of wine and a good book or check your e-mail on high speed Wi-Fi in the cozy living room. Sip your morning coffee in the sunroom and breakfast nook overlooking Main Street. The laundry room with washer/dryer, set tub, cabinets, and second fridge is a great place to store all the "extras" you bring. Anchor's Rest has room for lots of family and friends (and a dog, too) in this 4 bedroom, 3 bathroom home. 1st floor bedroom (2 twin bunks) sleeps 4 with a full bathroom on main floor. 2nd floor master bedroom has a full bathroom, king bed and balcony with views of Chincoteague Channel. Down the hall you will find the third full bathroom and two more spacious bedrooms (two twin beds and moveable pack-n-play in one, queen bed in the other). 

- No smoking is permitted on the premises. 

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

The Sea Horse

4 Bedrooms
2 Baths
10 Guests
South Ridge
Pet Friendly
Gas Grill
Screened Porch
Internet
Outdoor Shower

We are pleased to offer 'The Sea Horse'! This fabulous home features a spacious, open floor plan with room for the whole family - and even the furry family members! The grand room downstairs features an open kitchen and dining space with center island, and the living room with large windows that allow natural lighting. There are French doors that open up to the wonderful screened porch - perfect for enjoying morning coffee or cool drinks after a day at the beach! To compliment the outdoor space, there's a fenced yard that's perfect for the pup! The master bedroom (King bed) with en suite bathroom, as well as a second bedroom (Twin bed) and full bathroom complete the downstairs space. Upstairs is where you'll 2 more sleeping areas/bedrooms - one with a Queen bed and the other with 2 sets of bunk beds (Twin over Full each). Clean, modern and comfortable, you're sure to love all that 'The Sea Horse' has to offer. From the beachy-chic decor and design, to the fully stocked kitchen and open spaces, there's nothing left undone. Come and see for yourself!

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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: two pet 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.

Sunset Bay Villa 208

3 Bedrooms
2 Baths
8 Guests
Sunset Bay
Waterfront
Pet Friendly
Boat Dock
Pool
Internet

A beautiful seaside villa, professionally decorated, features luxury amenities including a walk-out from the living room area to a private deck and then marina area. The master bedroom suite is a dream come true - beautiful tiled shower, jetted tub and more. The gourmet kitchen will please your senses. As one of the largest at over 1,800 sq ft, this 3 bedroom villa will sleep 8, features wireless internet, TV and iPod dock in every bedroom, and comes with a private boat slip for your use at no extra charge. Sunset Bay Villas also features a pool and fitness room for your enjoyment, as well as a large marina area. There's plenty of parking, and you can stroll to our historic downtown area for shopping, fine dining, movies and more. Come and enjoy! Pet friendly!

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

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