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Chincoteague Holiday Rentals

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65 rentals in Chincoteague.
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PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds, holiday rental in Chincoteague

PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds

3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful Waterview , fireplace discounted rates for fall 5-STAR. Newer home!, holiday rental in Chincoteague

Beautiful Waterview , fireplace discounted rates for fall 5-STAR. Newer home!

3 bedrooms
3 bathrooms
Sleeps 6
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4 Bedrooms, flexible check in/out days, holiday rental in Chincoteague

4 Bedrooms, flexible check in/out days

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Breezy Pines- Relax on the Dock of the Bay!, holiday rental in Chincoteague

Breezy Pines- Relax on the Dock of the Bay!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A Boaters Dream Waterfront Condo, holiday rental in Chincoteague

A Boaters Dream Waterfront Condo

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Water Front Property With Boatslip!, holiday rental in Chincoteague

Water Front Property With Boatslip!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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WATERFRONT HOME with PRIVATE DOCK AND STUNNING VIEWS OF THE LIGHTHOUSE & REFUGE, holiday rental in Chincoteague

WATERFRONT HOME with PRIVATE DOCK AND STUNNING VIEWS OF THE LIGHTHOUSE & REFUGE

4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia, holiday rental in Chincoteague

Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia

5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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A stunning 3 Bedroom Waterfront Dream Condo that even allows your Family Dog!, holiday rental in Chincoteague

A stunning 3 Bedroom Waterfront Dream Condo that even allows your Family Dog!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Calling all Sailor's and Saltwater Lover's!, holiday rental in Chincoteague

Calling all Sailor's and Saltwater Lover's!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Eureka! on Deep Hole Creek - Waterfront!  Sleeps 12-16 book now for fall, winter, holiday rental in Chincoteague

Eureka! on Deep Hole Creek - Waterfront! Sleeps 12-16 book now for fall, winter

7 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Located in the Heart of Historic Downtown Chincoteague!, holiday rental in Chincoteague

Located in the Heart of Historic Downtown Chincoteague!

2 bedrooms
1 bathroom
Sleeps 6
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Contemporary Masterpiece With Private Deep Water Pier, Tandem Kayak included, holiday rental in Chincoteague

Contemporary Masterpiece With Private Deep Water Pier, Tandem Kayak included

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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This breathtaking New Home is located close to everywhere you want to be., holiday rental in Chincoteague

This breathtaking New Home is located close to everywhere you want to be.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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SET YOUR CLOCK TO ISLAND TIME!, holiday rental in Chincoteague

SET YOUR CLOCK TO ISLAND TIME!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Unplugged in Chincoteague, holiday rental in Chincoteague

Unplugged in Chincoteague

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic Home in town (Sleeps 7 - 10), holiday rental in Chincoteague

Historic Home in town (Sleeps 7 - 10)

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Captain's Rest - Lovely Waterfront on Marsh Island!, holiday rental in Chincoteague

Captain's Rest - Lovely Waterfront on Marsh Island!

3 bedrooms
3 bathrooms
Sleeps 8
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ENJOY THE 'BEAUTIFUL LAND ACROSS THE WATER' AT GINGOTEAGUE., holiday rental in Chincoteague

ENJOY THE 'BEAUTIFUL LAND ACROSS THE WATER' AT GINGOTEAGUE.

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beck's Corner is as cute as can be!, holiday rental in Chincoteague

Beck's Corner is as cute as can be!

1 bedroom
1 bathroom
Sleeps 6
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LOCATED IN THE CLOSEST NEIGHBORHOOD TO THE BEACH!, holiday rental in Chincoteague

LOCATED IN THE CLOSEST NEIGHBORHOOD TO THE BEACH!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sunset Bay Villa 111 - A Waterfront Wonderland!, holiday rental in Chincoteague

Sunset Bay Villa 111 - A Waterfront Wonderland!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A gorgeous 3 Bedroom/2 Bath Vacation Rental with stunning Views of the Chincotea, holiday rental in Chincoteague

A gorgeous 3 Bedroom/2 Bath Vacation Rental with stunning Views of the Chincotea

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Les Bon Temps is a beautiful 3 Bedroom/2 Bath home on Chincoteague Island., holiday rental in Chincoteague

Les Bon Temps is a beautiful 3 Bedroom/2 Bath home on Chincoteague Island.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach Pines is a fabulous 3 Bedroom/2 Bath Vacation Home on Chincoteague Island., holiday rental in Chincoteague

Beach Pines is a fabulous 3 Bedroom/2 Bath Vacation Home on Chincoteague Island.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Your Memorable Island Vacation Starts Where the Sidewalk Ends!, holiday rental in Chincoteague

Your Memorable Island Vacation Starts Where the Sidewalk Ends!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Endless Summer is a stunning Newly Renovated Dream Home that will take your brea, holiday rental in Chincoteague

Endless Summer is a stunning Newly Renovated Dream Home that will take your brea

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Rhythm and Blues, a beautiful 3 Bedroom/2 Bath home located in the heart of our, holiday rental in Chincoteague

Rhythm and Blues, a beautiful 3 Bedroom/2 Bath home located in the heart of our

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst, holiday rental in Chincoteague

Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Bradford House in the heart of Downtown Chincoteague, holiday rental in Chincoteague

Bradford House in the heart of Downtown Chincoteague

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lily Pad on Chincoteague Island - Lighthouse Views and Pet Friendly!, holiday rental in Chincoteague

Lily Pad on Chincoteague Island - Lighthouse Views and Pet Friendly!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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A CHARMING ISLAND HOME IN THE HEART OF DOWNTOWN CHINCOTEAGUE, holiday rental in Chincoteague

A CHARMING ISLAND HOME IN THE HEART OF DOWNTOWN CHINCOTEAGUE

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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All Decked Out on Chincoteague Island!, holiday rental in Chincoteague

All Decked Out on Chincoteague Island!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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YOUR RELAXING ISLAND SANCTUARY AWAITS!, holiday rental in Chincoteague

YOUR RELAXING ISLAND SANCTUARY AWAITS!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Porthole is a stunning 3 Bedroom/2.5 Bath Waterfront Vacation Home on Chincoteag, holiday rental in Chincoteague

Porthole is a stunning 3 Bedroom/2.5 Bath Waterfront Vacation Home on Chincoteag

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Walking distance of town!, holiday rental in Chincoteague

Walking distance of town!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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We invite you to stay and leave feeling 'as fresh as a daisy', holiday rental in Chincoteague

We invite you to stay and leave feeling 'as fresh as a daisy'

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Newly renovated, pet friendly, fun and private home, holiday rental in Chincoteague

Newly renovated, pet friendly, fun and private home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spend time enjoying the land and Sea!, holiday rental in Chincoteague

Spend time enjoying the land and Sea!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A BEAUTIFUL RETREAT OVERLOOKING ASSATEAGUE ISLAND, holiday rental in Chincoteague

A BEAUTIFUL RETREAT OVERLOOKING ASSATEAGUE ISLAND

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Living at its finest on Chincoteague Island!, holiday rental in Chincoteague

Waterfront Living at its finest on Chincoteague Island!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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We invite you to let this be Your Soft Place to Land for your next vacation., holiday rental in Chincoteague

We invite you to let this be Your Soft Place to Land for your next vacation.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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RELAXING AND INVITING!, holiday rental in Chincoteague

RELAXING AND INVITING!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Quaint Chincoteague Island Hideaway w/ 2 Porches!, holiday rental in Chincoteague

Quaint Chincoteague Island Hideaway w/ 2 Porches!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The perfect Chincoteague Island Location and close to Pony Festivities!, holiday rental in Chincoteague

The perfect Chincoteague Island Location and close to Pony Festivities!

5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Breathtaking views of the Sunset!, holiday rental in Chincoteague

Breathtaking views of the Sunset!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Chincoteague Townhome w/ Pony Views from Deck!, holiday rental in Chincoteague

Chincoteague Townhome w/ Pony Views from Deck!

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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'Chincoteague Charm' Escape w/ Bikes & Yard Games!, holiday rental in Chincoteague

'Chincoteague Charm' Escape w/ Bikes & Yard Games!

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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STUNNING WATERFRONT VIEWS!, holiday rental in Chincoteague

STUNNING WATERFRONT VIEWS!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sunrise Over Little Oyster Bay - Waterfront - Water Access, holiday rental in Chincoteague

Sunrise Over Little Oyster Bay - Waterfront - Water Access

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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