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Chincoteague Island Vacation Rentals

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247 rentals in Chincoteague Island.
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SNUG HARBOR WATERFRONT COTTAGE with a stunning view of lighthouse and ponies!, vacation rental in Chincoteague Island

SNUG HARBOR WATERFRONT COTTAGE with a stunning view of lighthouse and ponies!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sunset Bay Villas Chincoteague Island - Sunset in Paradise, vacation rental in Chincoteague Island

Sunset Bay Villas Chincoteague Island - Sunset in Paradise

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cedar Cove, vacation rental in Chincoteague Island

Cedar Cove

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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An Unfettered View, vacation rental in Chincoteague Island

An Unfettered View

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A 'Teague of Our Own, vacation rental in Chincoteague Island

A 'Teague of Our Own

3 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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Waters Edge, vacation rental in Chincoteague Island

Waters Edge

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront, 5 BR, 4 BA, Elevator, sleeps 10, vacation rental in Chincoteague Island

Waterfront, 5 BR, 4 BA, Elevator, sleeps 10

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Serenity at Oyster Bay, vacation rental in Chincoteague Island

Serenity at Oyster Bay

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Shell Cottage, vacation rental in Chincoteague Island

Shell Cottage

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sunrise Shore, vacation rental in Chincoteague Island

Sunrise Shore

3 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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My Island Escape, vacation rental in Chincoteague Island

My Island Escape

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Channel Lookout, vacation rental in Chincoteague Island

Channel Lookout

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sundew, vacation rental in Chincoteague Island

Sundew

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunset Bay Villa 312, vacation rental in Chincoteague Island

Sunset Bay Villa 312

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Heron's Cove On Salt Meadow, vacation rental in Chincoteague Island

Heron's Cove On Salt Meadow

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Blue Sea Star, vacation rental in Chincoteague Island

Blue Sea Star

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Pony View, vacation rental in Chincoteague Island

Pony View

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Sea Anchor - Pet Friendly - Single Family Home - In Town, vacation rental in Chincoteague Island

Sea Anchor - Pet Friendly - Single Family Home - In Town

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Utter East, vacation rental in Chincoteague Island

Utter East

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Kate's Cottage - Water Access - Pet Friendly, vacation rental in Chincoteague Island

Kate's Cottage - Water Access - Pet Friendly

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Always Sunny - Pet Friendly - Close to Town, vacation rental in Chincoteague Island

Always Sunny - Pet Friendly - Close to Town

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Island Sunrise, vacation rental in Chincoteague Island

Island Sunrise

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Castlebar, vacation rental in Chincoteague Island

Castlebar

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Sandy Moose - Waterfront - Single Family Home, vacation rental in Chincoteague Island

Sandy Moose - Waterfront - Single Family Home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Haven, vacation rental in Chincoteague Island

The Haven

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A Shore Joy, vacation rental in Chincoteague Island

A Shore Joy

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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AJ's Fishery, vacation rental in Chincoteague Island

AJ's Fishery

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Shreiner's Tradition, vacation rental in Chincoteague Island

Shreiner's Tradition

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vast Views, vacation rental in Chincoteague Island

Vast Views

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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La Vie, vacation rental in Chincoteague Island

La Vie

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Seagull's Perch - 3rd Floor Water Front Condo - In Town, vacation rental in Chincoteague Island

A Seagull's Perch - 3rd Floor Water Front Condo - In Town

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Assateague Breeze - Water View - Water Access, vacation rental in Chincoteague Island

Assateague Breeze - Water View - Water Access

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cockleshell Cottage, vacation rental in Chincoteague Island

Cockleshell Cottage

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Casa del Mar, vacation rental in Chincoteague Island

Casa del Mar

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Grandview, vacation rental in Chincoteague Island

Grandview

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Daisey Cottage, vacation rental in Chincoteague Island

Daisey Cottage

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Tall Pines, vacation rental in Chincoteague Island

Tall Pines

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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June's Retreat, vacation rental in Chincoteague Island

June's Retreat

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Mainstay, vacation rental in Chincoteague Island

Mainstay

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Sunset Bay Villa 208, vacation rental in Chincoteague Island

Sunset Bay Villa 208

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sunset Bay Villa 116, vacation rental in Chincoteague Island

Sunset Bay Villa 116

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Bay Dreamer, vacation rental in Chincoteague Island

Bay Dreamer

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charlie's Bayside Retreat, vacation rental in Chincoteague Island

Charlie's Bayside Retreat

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sea Oats, vacation rental in Chincoteague Island

Sea Oats

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Belle of the Bay, vacation rental in Chincoteague Island

Belle of the Bay

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Misty Sails - Water Front - Duplex, vacation rental in Chincoteague Island

Misty Sails - Water Front - Duplex

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Bonnie Blue - Pet Friendly - Single Family Home, vacation rental in Chincoteague Island

The Bonnie Blue - Pet Friendly - Single Family Home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bay Breeze - 3rd Floor Waterfront Condo - In Town, vacation rental in Chincoteague Island

Bay Breeze - 3rd Floor Waterfront Condo - In Town

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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West Haven - Water Front - Single Family Home, vacation rental in Chincoteague Island

West Haven - Water Front - Single Family Home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Grey Heron, vacation rental in Chincoteague Island

Grey Heron

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Frequently Asked Questions about Chincoteague Island

Island vacation rentals - seaside villas, waterfront homes and condos
Browse through our vacation home rentals, and you’ll discover some very tempting choices for your family vacation. An historic Main Street home is surrounded by a private landscape with a screened porch, bikes and beach toys. A luxurious custom home overlooks beautiful Oyster Bay, and family-friendly condos feature waterside decks, swimming pool and marina.
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Island vacation rentals - seaside villas, waterfront homes and condos
Browse through our vacation home rentals, and you’ll discover some very tempting choices for your family vacation. An historic Main Street home is surrounded by a private landscape with a screened porch, bikes and beach toys. A luxurious custom home overlooks beautiful Oyster Bay, and family-friendly condos feature waterside decks, swimming pool and marina.
Abundant outdoor recreation and attractions
Naturally, the seashore is the dominant focus for outdoor fun on Chincoteague Island. Fish from the dock or walk the beach. Take a bird-watching hike or bicycle ride through wildlife preserves and quaint island lanes. Enjoy dolphin watching, island tours and spectacular sunset views from your own guided cruise through remote bays and waterways. Either Assateague or Chincoteague beaches are ideal for family picnics and water sports.
Leisurely shopping and dining
As a contrast to all of that outdoor adventure, explore the village feel of the historic downtown and Maddox Boulevard areas. You’ll find exceptional hand-crafted duck decoys and original wildlife and landscape paintings and charming gift shops. To keep you entertained on a lazy sun-filled afternoon, stop in at Sundial Books to browse for book favorites and enjoy a cup of coffee or tea.
Villa and home rentals – the perfect seashore vacation choice
There is no better way to enjoy a lazy, leisurely island vacation than from your carefully-chosen home rental. You’ll have plenty of room to relax, waterside views to enjoy and some wonderful home-grilled meals or bountiful breakfasts that will long be memorable for your entire family.