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Chincoteague Island Luxury Holiday Homes

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387 rentals in Chincoteague Island.
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Come to Snug Harbor to relax
Snug Harbor
SNUG HARBOR WATERFRONT COTTAGE with a stunning view of lighthouse and ponies!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Elegant Waterfront Residence, Magnificant Sunsets, Close to Town Ctr, Elevator
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Sunset Bay Villas on Chincoteague Island Waterfront Condo
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Sunset Bay Villas - 'Sunset in Paradise' * Amazing Water Views & Sunsets
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Epiphany On Deep Hole Creek, Front- from Deep Hole Road, Chincoteague
Epiphany on Deep Hole Creek:   Rear of House: Ground Level Deck, Observation Deck, BBQ
Pre-dawn Sunrise over Assateague and Deep Hole Creek.  Get up early to take these photos!
Epiphany on Deep Hole Creek - Waterfront & Dock - Book now for August & Fall
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Sunset Bay Villas 'Another Day in Paradise' Amazing Water Views & Sunsets
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Immaculate home, close to the bridge to Assateague, bike to the beach!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated Cottage On Main Street - Professionally Sanitized
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Perfect Chincoteague Home for your small family getaway
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Save time - get the best Chincoteague Island rentals sent straight to your email!
PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy Sandpiper House on Chincoteague's Peaceful Piney Island! A virtual office
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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5 star Waterview Assateague Channel closest community to beach. Fireplace .
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Brass Crab- 4 Bedrooms, 2 bathrooms - Flexible stays!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy island cottage with a Key West flair (w/ convenient EV Recharge Station)
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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3 Bedroom Home. Central Air. Pool. Firepit. Closest to the Beach.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Breezy Pines- Relax on the Dock of the Bay!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stately Home on Chincoteague Island - Professionally Sanitized
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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A Boaters Dream Waterfront Condo With boat slip
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Tranquil Shores - Relaxation With a Water View!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Water Front Property With Boatslip!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Whispering Pines - Your private getaway on Chincoteague Island
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Chincoteague getaway, short walk to the fair grounds and pony penning
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Creekside Cottage with Sunroom, Fire Pit, & WiFi!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly renovated water view cottage nestled in the pines.
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Premium 2nd floor waterfront unit with floating dock. Highly rated.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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STUNNING WATERFRONT VIEWS!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sunset Bay Villas - Another Day in Paradise
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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WATERFRONT HOME with PRIVATE DOCK AND STUNNING VIEWS OF THE LIGHTHOUSE & REFUGE
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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We’ve Thought of Everything So You Can Relax!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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This breathtaking New Home is located close to everywhere you want to be.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Home * Oyster Bay II * Pet Friendly
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Sunset Bay Villas Chincoteague Island - Sunset in Paradise
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A stunning 3 Bedroom Waterfront Dream Condo that even allows your Family Dog!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Popular Oyster Bay Community * Pet Friendly * Waterfront
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Classy Beach Digs * Great All-Season Porch
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Captain's Rest - Lovely Waterfront on Marsh Island!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Sunset Bay Villa 111 - A Waterfront Wonderland!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Custom Luxury Bayfront Home with Dock * Fireplace * Screened Porch
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful Park Setting & Water Views!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxury Bayfront Home with Dock! Pet Friendly!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Waterfront * Lighthouse View * Room for everyone!
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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LOCATED IN THE CLOSEST NEIGHBORHOOD TO THE BEACH!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront * Townhome * Dog-Friendly! * Pier
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Pet Friendly * Beautiful Garden * Pool
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Hancock House - Single Family Home - Close to Town
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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★ Pearl in the Pines: Kayaks-Fire pit-Bikes-Beach-Pets OK-Refurbished Bedrooms ★
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historic Home in town (Sleeps 7 - 9)
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Unit on Assateague Channel View with Floating Dock
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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