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Avalon

4 Bedrooms
2 Baths & 1 Half
10 Guests
Chincoteague Island
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 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.

Homestead

3 Bedrooms
2 Baths
5 Guests
Chincoteague Island
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Set back across the street from Chincoteague Bay, Homestead sits on 30 acres of basically pristine land. A cozy cottage, originally built in 1890, had been updated but the owners kept the original charm of yesterday but with the comfort of today. Now that charm and comfort has been expanded. A new addition offers a great room with a modern kitchen, dining area and room to stretch out and relax. The design includes oversized windows, sliding doors and a sky light. The house now has 2 screen porches and a balcony that lets you feel as though you are living in in a nature preserve! Homestead sleeps 5 but best suited for 4 adults. There are now 2 full sized bathrooms. Amenities include bikes, beach chairs and umbrellas: games, crayons and colored paper and good parking. And as part of the property, you'll vacation alongside the oldest home on the island, The Captain Timothy Hill House, listed on the National Register of Historic Places. With a tidal pond in front and unspoiled woods in back, Homestead is private, quiet and with lots of room outside. A perfect retreat! So relax on one of the porches, feel the breeze from the bay, watch the animals and birds that come by or take an outside shower under the stars. The Homestead that so many have come to love is still the same just more to love!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- No pets 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.

Osprey

3 Bedrooms
2 Baths
6 Guests
Chincoteague Island
Water Access
Pet Friendly
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

This great contemporary beach home is located at the edge of the community harbor area, a perfect location for you and your guests. As a pet friendly house, you'll enjoy the wide open spaces for your dogs. The home features an open floor plan with a lovely eat-in (and completely renovated!) kitchen and cook area that is flanked by a huge screened porch overlooking the community harbor. You can enjoy all your meals on the porch! In addition, you'll find bright, airy and spacious bedrooms with TVs including a master bedroom suite with King size bed and private bath. There's plenty of parking. You and your guests can crab and fish from the community dock, located just a few steps from your door. Enjoy a great vacation at Osprey!

- 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: 3. 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.

Shady Grove

4 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Water View
Screened Porch
Internet

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.

Lottie's Lookout

3 Bedrooms
3 Baths
8 Guests
Chincoteague Island
Pet Friendly
Internet

Come stay at this Chincoteague Island Charmer, better known as Lottie's Lookout! This large spacious home features 3 levels, with 3 large bedrooms, and 3 bathrooms. The first level features a front porch, pull out sofa, large dining table for family meals, and a full bathroom. Upstairs you will find 3 twins, (one bunk) and another bedroom down the hall with a queen sized bed. There is a full bathroom on this level as well. On the third floor, you have a full sized bed and bathroom with a tub (no shower). Enjoy the outdoors in the large yard, or grill up some good food from one of the many local markets. Lottie's Lookout is in a perfect location, close to the downtown area!

- 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.

Seas the Day

3 Bedrooms
2 Baths & 1 Half
8 Guests
Chincoteague Island
Screened Porch
Pool
Internet

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.

Island Thyme

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Gas Grill
Hot Tub
Internet
Outdoor Shower

There's plenty of room for everyone here at Island Thyme! This spacious home features a living room and den, large eat-in kitchen and dining area, and a huge wrap-around deck -- perfect for enjoying the quiet, peaceful setting. The many extras include a hot tub (on back deck), and Foosball table. And, it is conveniently located at the back of the Chincoteague Carnival grounds, so you can walk to the carnival (July only) on those warm summer nights! So come and stay a while; you're on Island Thyme now!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- Pets are not 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.

Egret's Cove

3 Bedrooms
3 Baths
11 Guests
Chincoteague Island
Waterfront
Pet Friendly
Gas Grill
Screened Porch
Hot Tub
Internet
Outdoor Shower

Breathtaking views call your attention at this gorgeous waterfront home! 'Egret's Cove' is located next door to our ever popular sister vacation home, 'Heron's Cove'. Egret's Cove is rich with amenities, leaving nothing to be desired for an enjoyable vacation stay. With the amazing views, blissful sunrises, bay breezes, pet-friendly, you'll be in awe that this bay front home has to offer! This home was built directly on Little Oyster Bay in 2004, and has a large screened porch with a hot tub. Boasting beautiful water views from almost every room, the interior features tasteful decor, lots of natural light and a vaulted ceiling in the living room that lends to the "openness." One bedroom with a king is located on the first floor (with a Jack and Jill bath). The kitchen also features everything you will need to cook for the family while vacationing, and there is a wet bar adjacent to the dining area. In the large open living room you will also find a full size sleeper sofa. Moving upstairs, you'll again be "wowed" by the views! In the loft, you will find a queen sleeper sofa as well as a game table, twin sleep sofa and plenty of room to relax. One bedroom features a king size bed, with a private balcony. Across the hall you will find another bedroom with a queen size bed, lots of natural light and a dedicated workspace. There is a large deck that has a spiral staircase to make your way down to the screened porch.. You will also find two full bathrooms in this space. Each bedroom also features a smart TV for your enjoyment! Outside, experience a private oasis and enjoy a relaxing soak in the hot tub overlooking the Bay while finding peace in the natural elements surrounding the space. Relax on the front deck or by the fire pit - all of which is enclosed by a fence so your furry friends can roam without worries. There is also a shared dock with the home next door, perfect for kayaking or crabbing.

- 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: 4. BREED RESTRICTIONS APPLY. 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.

Bay Daze

2 Bedrooms
2 Baths & 1 Half
6 Guests
Chincoteague Island
Waterfront
Boat Dock
Internet

Escape from the hustle and bustle of everyday life at this little slice of paradise nestled on the edge of the Chincoteague Bay! Bay Daze is a clean, comfortable and modern townhome (end unit) offering all the amenities you'll need for a perfect vacation! On the main level you'll find an open living space featuring a nice kitchen with breakfast bar, dining area, and living room with new furniture! There are water views from every room! Upstairs features 2 bedrooms (both suites with private bathrooms, balconies, and TVs) - one bedroom has a King bed and the other a King bed and trundle daybed. Drop your fishing line in the water right out your back door, or dock your boat for easy access. There is also a garage and on site boat trailer parking. The possibilities are endless at this waterfront property! Call today; this one books quickly. Note: This unit features a private boat dock (slip #5). 

- 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.

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

Lighthouse View

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Water Access
Pet Friendly
Pool
Internet

Lighthouse View is located on the east side of our island and includes a private community pool for your enjoyment. The 3 bedroom, 2 bath townhouse features two first floor bedrooms (one with Roku) with full bath in the hallway and a master bedroom suite upstairs. There's water access across the street with a beautiful waterfront lot and dock. Lighthouse View features wireless internet and cable tv (with a premium tier that includes sports, educational, food and other channels).

- 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.  Pet Restriction: One small dog 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.

Dockside

3 Bedrooms
3 Baths & 1 Half
8 Guests
Chincoteague Island
Waterfront
Boat Dock
Gas Grill
Internet

Located on the Assateague Channel, this is your chance to watch the ponies from your own deck. A wonderful panoramic view awaits you; to the left is the Assateague Bridge; to right of the bridge is the Assateague Lighthouse and ponies; and to the far right is Tom's Cove and the ocean inlet. Come and fish from your own dock and tie your boat along side! Inside you will find central heat/air, 3 decks, all appliances, gas grill, satellite TV & DVD player and internet access. Enjoy evenings resting beside the wood fireplace (off-season).

Please note: Parking is limited to 2 spaces (this includes a boat/trailer if you are bringing one). Max. boat size for docking is 20'. If alternate parking accommodations are needed, please ask. 

- 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.

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