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Serendipity

3 Bedrooms

1.5 Baths

6 Guests

Chincoteague Island

South Main

BBQ Grill

Screened porch

Internet

Outdoor Shower

Come stay in this classic Eastern Shore Style home. Located just a few blocks from our famous downtown Main Street area, you are within walking distance to most of our shops and restaurants. Serendipity has a very nice screened porch for those memorable Ch

Bay Mist

2 Bedrooms

2.5 Baths

6 Guests

Chincoteague Island

East Side

Water View

Boat Dock

Pool

Internet

Bay Mist is a nice two bedroom town home that features water and lighthouse views. There have been major updates and renovations to enhance your vacation experience! The first floor has a large dining/kitchen area, living room with TV, and a half bath. Ups

Return

4 Bedrooms

3.5 Baths

11 Guests

Chincoteague Island

South Ridge

Waterfront

Boat Dock

Gas Grill

Screened porch

Internet

Outdoor Shower

Beautiful waterfront contemporary perched on the edge of Assateague Channel. Enjoy breathtaking vistas of Assateague Island, the lighthouse, the wild ponies and the abundant wildlife. This spacious home boasts a complete line of amenities including a 600'

Diving Duck

4 Bedrooms

2.5 Baths

15 Guests

Captain's Cove

Captain's Cove

Waterfront

Boat Dock

Pool

Internet

Fireplace

If you're looking for the complete vacation package, look no further! This 4 bedroom home features a spacious open floor plan with wall-to-wall sliding doors and windows, allowing natural light to permeate throughout the home. Downstairs you'll find the li

June's Retreat

4 Bedrooms

5 Baths

10 Guests

Chincoteague Island

North Main

Waterfront

Boat Dock

BBQ Grill

Screened porch

Internet

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 w

Cedar Cove

3 Bedrooms

2 Baths

10 Guests

Chincoteague Island

Oyster Bay

Waterfront

BBQ Grill

Gas Grill

Internet

Fireplace

Outdoor Shower

Beautiful custom waterfront home in the Oyster Bay I community. The open floor plan is bright and airy with plenty of room for everyone! The downstairs features an open living & dining room w/ gas fireplace, kitchen, and the master bedroom and bathroom

Mainstay

3 Bedrooms

2 Baths

10 Guests

Chincoteague Island

North Main

Water View

Gas Grill

Internet

Fireplace

Outdoor Shower

We are pleased to be able to offer this rental to you! Mainstay is a wonderful vacation rental home with so many luxuries you'll want to stay all summer long! The eco-friendly home has all the modern amenities and upgrades to make your vacation feel like t

Holly Haven

3 Bedrooms

2 Baths

10 Guests

Chincoteague Island

In Town

Internet

Looking for a vacation retreat without all the fancy and frills? Look no further than this charmingly simple home - Holly Haven! Modest and comfortable best describes this single-story, ranch style family home. Enjoy outdoor living on the back deck or back

Lavinder House

5 Bedrooms

3.5 Baths

10 Guests

Chincoteague Island

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 act

Coral Cove

3 Bedrooms

2 Baths

9 Guests

Chincoteague Island

Oyster Bay

Waterfront

Boat Dock

BBQ Grill

Gas Grill

Screened porch

Internet

Outdoor Shower

We are beyond excited to be able to offer you "Coral Cove" for your next Chincoteague Island vacation - we just KNOW you will love it! Formerly known as "The Fig Tree", Coral Cove has just undergone a complete renovation and has a true "WOW!" factor. On th

Avalon

4 Bedrooms

2.5 Baths

10 Guests

Chincoteague Island

Oyster Bay

Waterfront

Internet

Fireplace

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 ce

Sunset Bay Villa 109

3 Bedrooms

2 Baths

8 Guests

Chincoteague Island

South Main

Waterfront

Pool

Internet

This beautiful ground-level villa boasts five-star amenities including a private deck off the living room area with a walk-out to the marina. Enjoy this master bedroom suite, with private bath that features a jetted tub to relax in and a private exit to th

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