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Lazy Days

3 Bedrooms
2 Baths
7 Guests
North Main
Pet Friendly
Internet

Located on Main Street just north of town, "Lazy Days" may be just the perfect spot for your vacation! Cute and comfortable, this cottage is adorned with nothing but island charm. Downstairs features a cozy living room with flat screen TV, an eat-in kitchen with a back door that leads out to the yard, a full bathroom (tub & shower), a bedroom with a Double bed, and a second bedroom with a Twin bed and Bunk bed (2 Twins). Upstairs you'll find another bathroom (shower only) and bedroom with Queen size bed. (Please note: the stairs are steep and the upstairs has "knee walls".) The Chincoteague Bay is just a stone's throw - across the street - from the front steps... enjoy snippet water views! Nature trails, dog park, and downtown Chincoteague are just a minute or two by car. Enjoy a relaxing vacation at this affordable beach house!

- 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. 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.

La Dolce Vita

4 Bedrooms
4 Baths
10 Guests
North Main
Waterfront
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

La Dolce Vita = The Sweet Life! Enjoy breathtaking waterfront views and spectacular sunsets from every room in this comfortable luxury waterfront home on Chincoteague Bay! Each of the 4 bedrooms features a private full bath. There are bedrooms on both levels with the master bedroom on the first floor. The MBR suite has a private bath with jacuzzi tub and private waterside balcony. There's also a smaller bedroom with two twins on the first level. The two bedrooms upstairs are private wings off the game room. The game room has two separate gaming tables that young and old alike will enjoy. Checkers with the grandkids! There is bathroom access on this level for guests that use the sleeper sofa in the game room. The kitchen opens to the dining & living room areas which are flanked by floor to ceiling windows & cathedral ceiling. If you're visiting off season, there's a fireplace in the living room for your enjoyment. Off the living room you'll find a large all-weather waterside gazebo that opens out the the decks. It's a perfect spot for your gatherings. La Dolce Vita is a beautiful home with a well-thought-out floor plan that you'll truly enjoy. And the waterfront area has new bulkheading - you can easily crab, fish and launch kayaks from this area.

- 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.

Bay Dreamer

3 Bedrooms
2 Baths & 1 Half
8 Guests
North Main
Water View
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Bay Dreamer is a spacious 3 bedroom duplex home with multiple porches and decks and spectacular sunset views, just minutes from downtown. When you enter the home you'll find a furnished rec room. The second floor features an open living room, dining area and kitchen. There is a large screened porch and open deck off of the dining area, and another open porch with snipet water views on the front side. You'll also find a 1/2 bath and queen bedroom on the second floor. The third level boasts a master suite with a queen bed and a third bedroom with a bunk bed (Double/Twin). This home may just meet all your vacation needs with central heat and air, ceiling fans, laundry facilities, covered parking, outside shower, grill, DVD, cable TV and wireless internet!

- 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.

Grey Heron

3 Bedrooms
2 Baths
8 Guests
North Main
Waterfront
Pet Friendly
Boat Dock
Charcoal Grill
Gas Grill
Screened Porch
Internet
Outdoor Shower

Majestic views await you from every room at Grey Heron, a charming raised contemporary located on North Main Street. Enjoy the unparalleled island sunsets from the private dock, spacious screened in porch and dining area, or with it's floor to ceiling windows and numerous cozy seating areas - from anywhere else in the home! Vintage artwork from local artist Hall Lott, known for his cover artwork for the Chincoteague Island Easter & Decoy Festival and Pony Swim posters, adorn the walls at every turn. Plush, cozy furniture in the living area as well as a round-about room featuring stunning 180-degree views of Chincoteague Bay and salt marsh give you plenty of space to enjoy company comfortably. A fully equipped kitchen (range, dishwasher, refrigerator) to prepare meals for family and friends, which is connected to the great room featuring a beautiful working fireplace and natural wooden floors. Grey Heron features 3 bedrooms, each boasting their own private balcony. On the upper level (accessible by the spiral staircase in the great room) you'll find the master bedroom - with the largest balcony, overlooking the sweeping vista of the bay and marsh. A comfortable king sized bed and television, as well as a full bath. The floor to ceiling bay window delivers plenty of natural island sunshine into the bedroom. Downstairs you will find the other two bedrooms - both with queen sized beds, a small balcony, and a cozy sitting area with view of the bay and marsh. Bring your bushel basket and crab right off the dock, then enjoy the bounty of the Chincoteague Bay from the screened-in porch. Bring your kayaks as well and launch them right from the private launch found off the bulkhead on the property. An outdoor shower to hose off after a sandy day at the beach. Plenty of space outside to enjoy family activities, and pet-friendly so bring your furry friends - they love basking in the sun on the dock as much as people do!

- 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. 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.

Dragonfly Point

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

"DRAGONFLY POINT" is a magnificent waterfront property on Oyster Bay & canal. Surrounded by water on three sides of the home, you see the bay and canals from every window! The abundance of decking for entertaining will amaze you with easy access on both floors. Upper family room/loft with unobstructed views. The home has beachy-chic feel with built in bookcases, shiplap, custom fixtures and bathrooms, and more. Two master bedroom suites - upper and lower. Totally fenced in yard that has mature plantings, kayak launch with concrete pad, 120' pier that extends into the bay, comfortable screened porch and much more! Many updates recently including washer & dryer, brand new kitchen & appliances, new bathrooms, etc. SIMPLY BREATH TAKING VIEWS! Come for a stay at Dragonfly Point - it's one you surely will not forget!

- This property has a 7 night minimum stay year 'round. 

- 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.

Off Belay

4 Bedrooms
3 Baths
8 Guests
North Main
Water View
Gas Grill
Screened Porch
Internet

Welcome! This spacious, luxurious home offers everything you need for a relaxing vacation. Located in the Smugglers Cove community, Off Belay is situated on a small creek, perfect for any nature enthusiast. Upon entering this gorgeous vacation home, you will be enamored with the thoughtful décor and tasteful furnishings. Beautiful hardwood floors lead you to the gourmet kitchen with an expansive kitchen island, including a 5 burner gas range. The living room boasts high ceilings,  plenty of seating,  a wood burning fireplace, and tv as well as access to the large screened in porch and open deck. The first floor also offers a primary queen suite with an attached bath (shower only), and a private den with tv and a queen sleeper sofa. You will also find another full bathroom, washer/dryer and utility sink just down the hall. Upstairs, there are two more bedrooms: a king room with a jack and jill bath as well as a twin room. Walk out to the large deck from the second floor and take in all the views Off Belay has to offer! There is plenty of out door space for entertaining, sitting and relaxation. You also have use of kayaks and a canoe. (pictured) 

- SPECIAL NOTE: This rental home has a 7 night minimum year 'round. 

- 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.

Blue Marlin

3 Bedrooms
2 Baths & 1 Half
8 Guests
North Main
Waterfront
Pet Friendly
Boat Dock
Charcoal Grill
Internet

Blue Marlin is a brand new home that is now available exclusively - you will NOT want to miss your opportunity. Visitors from all around fall in love with the charm and beauty of our small town. Blue Marlin is nestled just a few short minutes from the heart of our downtown and offers everything you will need to enjoy a true Island vacation. Spectacular views are abound from just about every room of this gorgeous home. From the time you enter, become enamored with the fresh, beach-like feel of this well thought out Island Home. Blue Marlin offers first floor living, complete with a half bath off of the well-equipped kitchen, a king sized bedroom with beautiful bay views, TV, and en-suite bathroom. Upstairs you will find a spacious sitting entertainment area featuring a sleeper sofa and large TV, as well as two bedrooms. Each bedroom is tastefully decorated and comfortably furnished for a wonderful vacation stay. There are two twin beds, as well as a queen sized bed (with 40 in. TV) upstairs, along with a full bathroom. You may take notice to the many handcrafted furnishings in the home that the owners have taken great pride in creating. Blue Marlin offers front porch sitting, breathtaking sunset views, an outdoor grill, long dock with ladder, (yes, bring your boat!) - there's even extra parking for your boat trailer (behind the yellow house). Everything you need for a perfect vacation is here.. Oh, did we mention this home is pet friendly too?! 

- 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. 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.

June's Retreat

4 Bedrooms
5 Baths
10 Guests
North Main
Waterfront
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

June's Retreat is Chincoteague Island's premier luxury vacation rental home, nestled on serene waterfront marshlands just north of town off of Main Street. This custom designed and decorated home leaves no detail unnoticed. From the bright spacious rooms with floor-to-ceiling windows to the expansive wrap-around verandas, you'll feel as though you're one with nature and your surroundings. Downstairs features a chef's quality kitchen, private billiards room, waterside glass atrium, living room, private den, formal dining room, sitting room and a bathroom. Upstairs you'll find 4 bedrooms with bathrooms (en suite), a sitting area and balcony. The panoramic views of Chincoteague Bay are unobstructed and unsurpassed. Come and see for yourself; we promise 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. 

-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.

Chamallow

3 Bedrooms
2 Baths & 1 Half
12 Guests
North Main
Waterfront
Pet Friendly
Gas Grill
Internet

Look at this beautiful, newly renovated home in the sought-out community of Richardson's Landing. This home is conveniently located right on the water and offers a wonderous, relaxing view. You will not be disappointed with any aspect of this gorgeous home... upon entering you will be swept away with all of the beautiful upgrades this charming Cape Cod has to offer. Chamallow features 3 bedrooms, a bonus kids loft above the garage, sunroom, two dens (one of which features a kitchenette), a brand new deck, fire pit, new floating dock, brand new kitchen, upgraded bathrooms, and so much more. Enjoy the large yard that has plentiful room for the kids to run, and bring your fur babies too! 

- 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. 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.

Paradise View

4 Bedrooms
4 Baths
10 Guests
North Main
Waterfront
Boat Dock
Gas Grill
Internet
Outdoor Shower

Truly a masterpiece, this luxury vacation rental home offers only the finest amenities. Each bedroom is a separate suite with private bath. The master bedroom suite (K) features two a spa bath with jetted tub, a private waterside deck area and beautiful water views. To capture the best views, you'll find 3 bedrooms (K,Q,2T) and a private reading room with writing desk on the first floor. The second floor features a spacious and lovely great room with water views in all directions. To aptly describe it, there's room for everyone. There's a chef's kitchen with center island, a large dining area, a large living room area with multiple sofas, tv, fireplace and deck access. There's a game area with Foosball table and a small waterside sun room area off the dining room. There's a wonderful separate lounging room, complete with wet bar, that creates a luxurious space for private affairs. In addition, there is a master bedroom suite on the second level with tv and private bath (with shower). The home is situated on a waterfront lot overlooking Oyster Bay. You'll enjoy breathtaking sunrises/moonrises. You can dip your fishing pole in the water or throw the crab trap over and catch your dinner. Paradise View is a beautiful home and you'll enjoy making vacation memories here. It's a place you'll want to return to time and time again.

- 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.

Coastal Cottage

3 Bedrooms
2 Baths
8 Guests
North Main
Internet
Outdoor Shower

Nestled on a quiet cul-de-sac in the popular Oyster Bay II community is where you'll find our newest vacation home addition - ' Coastal Cottage'! Completely remodeled and adorned with simple, beachy-chic decor, you'll enjoy a most comfortable stay at this lovely home. The open floor plan features a main living room area, sitting area, dining room and large kitchen space with breakfast bar/center island. All of the bedrooms and both full bathrooms are on one level making it convenient for single-level living. The master bedroom with en suite bath has a queen bed, the second bedroom has a queen bed, and the third (large) bedroom has 2 queen beds side-by-side. Come for a stay at 'Coastal Cottage' - it may just become your next favorite beach 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.

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