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Chincoteague Island Vacation Rentals

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5 mi
587 rentals in Chincoteague Island.
Miss Ida- Adorable Downtown Historic Cottage w/ Screened Porch, vacation rental in Chincoteague Island
Miss Ida- Adorable Downtown Historic Cottage w/ Screened Porch, vacation rental in Chincoteague Island
Miss Ida- Adorable Downtown Historic Cottage w/ Screened Porch, vacation rental in Chincoteague Island

Miss Ida- Adorable Downtown Historic Cottage w/ Screened Porch

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Bradford House in the heart of Downtown Chincoteague, vacation rental in Chincoteague Island
Bradford House in the heart of Downtown Chincoteague, vacation rental in Chincoteague Island
Bradford House in the heart of Downtown Chincoteague, vacation rental in Chincoteague Island

Bradford House in the heart of Downtown Chincoteague

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Moon Rising, waterfront home with large deck, screened porch, and shared dock, vacation rental in Chincoteague Island
Moon Rising, waterfront home with large deck, screened porch, and shared dock, vacation rental in Chincoteague Island
Moon Rising, waterfront home with large deck, screened porch, and shared dock, vacation rental in Chincoteague Island

Moon Rising, waterfront home with large deck, screened porch, and shared dock

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Piney Island Paradise, waterfront townhome with pier and private patio, vacation rental in Chincoteague Island
Piney Island Paradise, waterfront townhome with pier and private patio, vacation rental in Chincoteague Island
Piney Island Paradise, waterfront townhome with pier and private patio, vacation rental in Chincoteague Island

Piney Island Paradise, waterfront townhome with pier and private patio

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Aramabad-Closest Neighborhood to Beach!, vacation rental in Chincoteague Island
Aramabad-Closest Neighborhood to Beach!, vacation rental in Chincoteague Island
Aramabad-Closest Neighborhood to Beach!, vacation rental in Chincoteague Island

Aramabad-Closest Neighborhood to Beach!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Saltwater Sunrise-Pond Front Cottage Memorial Park, vacation rental in Chincoteague Island
Saltwater Sunrise-Pond Front Cottage Memorial Park, vacation rental in Chincoteague Island
Saltwater Sunrise-Pond Front Cottage Memorial Park, vacation rental in Chincoteague Island

Saltwater Sunrise-Pond Front Cottage Memorial Park

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Mermaid Lounge on Chincoteague island!, vacation rental in Chincoteague Island
The Mermaid Lounge on Chincoteague island!, vacation rental in Chincoteague Island
The Mermaid Lounge on Chincoteague island!, vacation rental in Chincoteague Island

The Mermaid Lounge on Chincoteague island!

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Shipwreck Villa, vacation rental in Chincoteague Island
Shipwreck Villa, vacation rental in Chincoteague Island
Shipwreck Villa, vacation rental in Chincoteague Island

Shipwreck Villa

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Only 5 min. from the Beach!, vacation rental in Chincoteague Island
Only 5 min. from the Beach!, vacation rental in Chincoteague Island
Only 5 min. from the Beach!, vacation rental in Chincoteague Island

Only 5 min. from the Beach!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Wildflower - Waterfront; Deep water dock!, vacation rental in Chincoteague Island
Wildflower - Waterfront; Deep water dock!, vacation rental in Chincoteague Island
Wildflower - Waterfront; Deep water dock!, vacation rental in Chincoteague Island

Wildflower - Waterfront; Deep water dock!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Misty's Thicket - Water access; Screened porches!, vacation rental in Chincoteague Island
Misty's Thicket - Water access; Screened porches!, vacation rental in Chincoteague Island
Misty's Thicket - Water access; Screened porches!, vacation rental in Chincoteague Island

Misty's Thicket - Water access; Screened porches!

Rental Home
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bayfront Chincoteague Getaway w/ Fire Pit!, vacation rental in Chincoteague Island
Bayfront Chincoteague Getaway w/ Fire Pit!, vacation rental in Chincoteague Island
Bayfront Chincoteague Getaway w/ Fire Pit!, vacation rental in Chincoteague Island

Bayfront Chincoteague Getaway w/ Fire Pit!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A BEAUTIFUL RETREAT OVERLOOKING ASSATEAGUE ISLAND, vacation rental in Chincoteague Island
A BEAUTIFUL RETREAT OVERLOOKING ASSATEAGUE ISLAND, vacation rental in Chincoteague Island
A BEAUTIFUL RETREAT OVERLOOKING ASSATEAGUE ISLAND, vacation rental in Chincoteague Island

A BEAUTIFUL RETREAT OVERLOOKING ASSATEAGUE ISLAND

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Summer Sails -Waterfront, 3BR duplex LINENS AND TOWELS PROVIDED, vacation rental in Chincoteague Island
Summer Sails -Waterfront, 3BR duplex LINENS AND TOWELS PROVIDED, vacation rental in Chincoteague Island
Summer Sails -Waterfront, 3BR duplex LINENS AND TOWELS PROVIDED, vacation rental in Chincoteague Island

Summer Sails -Waterfront, 3BR duplex LINENS AND TOWELS PROVIDED

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Stoney Point on Chincoteague Island - Pure Luxury...., vacation rental in Chincoteague Island
Stoney Point on Chincoteague Island - Pure Luxury...., vacation rental in Chincoteague Island
Stoney Point on Chincoteague Island - Pure Luxury...., vacation rental in Chincoteague Island

Stoney Point on Chincoteague Island - Pure Luxury....

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Sunset Dock-Deep Water Pier & Boat Dock, vacation rental in Chincoteague Island
Sunset Dock-Deep Water Pier & Boat Dock, vacation rental in Chincoteague Island
Sunset Dock-Deep Water Pier & Boat Dock, vacation rental in Chincoteague Island

Sunset Dock-Deep Water Pier & Boat Dock

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sunset Bay Villa Unit #202 -Waterfront-POOL-Stunning Sunsets, vacation rental in Chincoteague Island
Sunset Bay Villa Unit #202 -Waterfront-POOL-Stunning Sunsets, vacation rental in Chincoteague Island
Sunset Bay Villa Unit #202 -Waterfront-POOL-Stunning Sunsets, vacation rental in Chincoteague Island

Sunset Bay Villa Unit #202 -Waterfront-POOL-Stunning Sunsets

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great Barrier House, vacation rental in Chincoteague Island
Great Barrier House, vacation rental in Chincoteague Island
Great Barrier House, vacation rental in Chincoteague Island

Great Barrier House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Moon Dreams Cottage-Restored Cottage Downtown Chincoteague, vacation rental in Chincoteague Island
Moon Dreams Cottage-Restored Cottage Downtown Chincoteague, vacation rental in Chincoteague Island
Moon Dreams Cottage-Restored Cottage Downtown Chincoteague, vacation rental in Chincoteague Island

Moon Dreams Cottage-Restored Cottage Downtown Chincoteague

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sunset Bay Villas - 'Sunset in Paradise' * Amazing Water Views & Sunsets, vacation rental in Chincoteague Island
Sunset Bay Villas - 'Sunset in Paradise' * Amazing Water Views & Sunsets, vacation rental in Chincoteague Island
Sunset Bay Villas - 'Sunset in Paradise' * Amazing Water Views & Sunsets, vacation rental in Chincoteague Island

Sunset Bay Villas - 'Sunset in Paradise' * Amazing Water Views & Sunsets

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sandy Moose - 3BRWaterfront home on  lake, screened porch, LINENS AND TOWELS, vacation rental in Chincoteague Island
Sandy Moose - 3BRWaterfront home on  lake, screened porch, LINENS AND TOWELS, vacation rental in Chincoteague Island
Sandy Moose - 3BRWaterfront home on  lake, screened porch, LINENS AND TOWELS, vacation rental in Chincoteague Island

Sandy Moose - 3BRWaterfront home on lake, screened porch, LINENS AND TOWELS

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Shear Water - 3BR home, fenced in yard and pet friendly, NO LINENS PROVIDED, vacation rental in Chincoteague Island
Shear Water - 3BR home, fenced in yard and pet friendly, NO LINENS PROVIDED, vacation rental in Chincoteague Island
Shear Water - 3BR home, fenced in yard and pet friendly, NO LINENS PROVIDED, vacation rental in Chincoteague Island

Shear Water - 3BR home, fenced in yard and pet friendly, NO LINENS PROVIDED

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Only 5 min to Assateague National Seashore!, vacation rental in Chincoteague Island
Only 5 min to Assateague National Seashore!, vacation rental in Chincoteague Island
Only 5 min to Assateague National Seashore!, vacation rental in Chincoteague Island

Only 5 min to Assateague National Seashore!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Mermaid Crossing, pet friendly waterfront home with dock and outdoor shower, vacation rental in Chincoteague Island
Mermaid Crossing, pet friendly waterfront home with dock and outdoor shower, vacation rental in Chincoteague Island
Mermaid Crossing, pet friendly waterfront home with dock and outdoor shower, vacation rental in Chincoteague Island

Mermaid Crossing, pet friendly waterfront home with dock and outdoor shower

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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WATERFRONT RELAXATION AT IT FINEST!, vacation rental in Chincoteague Island
WATERFRONT RELAXATION AT IT FINEST!, vacation rental in Chincoteague Island
WATERFRONT RELAXATION AT IT FINEST!, vacation rental in Chincoteague Island

WATERFRONT RELAXATION AT IT FINEST!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Saltwater Cottage - Pet Friendly!, vacation rental in Chincoteague Island
Saltwater Cottage - Pet Friendly!, vacation rental in Chincoteague Island
Saltwater Cottage - Pet Friendly!, vacation rental in Chincoteague Island

Saltwater Cottage - Pet Friendly!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hancock House -Single Family Home - Screened Porch, NO LINENS PROVIDED, vacation rental in Chincoteague Island
Hancock House -Single Family Home - Screened Porch, NO LINENS PROVIDED, vacation rental in Chincoteague Island
Hancock House -Single Family Home - Screened Porch, NO LINENS PROVIDED, vacation rental in Chincoteague Island

Hancock House -Single Family Home - Screened Porch, NO LINENS PROVIDED

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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We’ve Thought of Everything So You Can Relax!, vacation rental in Chincoteague Island
We’ve Thought of Everything So You Can Relax!, vacation rental in Chincoteague Island
We’ve Thought of Everything So You Can Relax!, vacation rental in Chincoteague Island

We’ve Thought of Everything So You Can Relax!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Eastwinds 18 - Dog AND Cat Friendly!, vacation rental in Chincoteague Island
Eastwinds 18 - Dog AND Cat Friendly!, vacation rental in Chincoteague Island
Eastwinds 18 - Dog AND Cat Friendly!, vacation rental in Chincoteague Island

Eastwinds 18 - Dog AND Cat Friendly!

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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West Haven - 3BR Waterfront home with dock , NO LINENS, vacation rental in Chincoteague Island
West Haven - 3BR Waterfront home with dock , NO LINENS, vacation rental in Chincoteague Island
West Haven - 3BR Waterfront home with dock , NO LINENS, vacation rental in Chincoteague Island

West Haven - 3BR Waterfront home with dock , NO LINENS

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lighthouse View - Waterfront, Boat Docking, vacation rental in Chincoteague Island
Lighthouse View - Waterfront, Boat Docking, vacation rental in Chincoteague Island
Lighthouse View - Waterfront, Boat Docking, vacation rental in Chincoteague Island

Lighthouse View - Waterfront, Boat Docking

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Rhinos Retreat - 2BR home close to town, Back screened in porch, NO LINENS, vacation rental in Chincoteague Island
Rhinos Retreat - 2BR home close to town, Back screened in porch, NO LINENS, vacation rental in Chincoteague Island
Rhinos Retreat - 2BR home close to town, Back screened in porch, NO LINENS, vacation rental in Chincoteague Island

Rhinos Retreat - 2BR home close to town, Back screened in porch, NO LINENS

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Turn of the Creek - 2BR home, W/F, Water Access home  deck & ******* LINENS, vacation rental in Chincoteague Island
Turn of the Creek - 2BR home, W/F, Water Access home  deck & ******* LINENS, vacation rental in Chincoteague Island
Turn of the Creek - 2BR home, W/F, Water Access home  deck & ******* LINENS, vacation rental in Chincoteague Island

Turn of the Creek - 2BR home, W/F, Water Access home deck & ******* LINENS

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sea Charm, charming downtown cottage with fenced in yard and nice screened porch, vacation rental in Chincoteague Island
Sea Charm, charming downtown cottage with fenced in yard and nice screened porch, vacation rental in Chincoteague Island
Sea Charm, charming downtown cottage with fenced in yard and nice screened porch, vacation rental in Chincoteague Island

Sea Charm, charming downtown cottage with fenced in yard and nice screened porch

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lewis House - Charming In-Town Location, vacation rental in Chincoteague Island
Lewis House - Charming In-Town Location, vacation rental in Chincoteague Island
Lewis House - Charming In-Town Location, vacation rental in Chincoteague Island

Lewis House - Charming In-Town Location

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Rising Tide - Brand New Contemporary Home w/ Water Views!, vacation rental in Chincoteague Island
Rising Tide - Brand New Contemporary Home w/ Water Views!, vacation rental in Chincoteague Island
Rising Tide - Brand New Contemporary Home w/ Water Views!, vacation rental in Chincoteague Island

Rising Tide - Brand New Contemporary Home w/ Water Views!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!, vacation rental in Chincoteague Island
Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!, vacation rental in Chincoteague Island
Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!, vacation rental in Chincoteague Island

Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Honeymooner-Waterfront w/ Private Pier, vacation rental in Chincoteague Island
The Honeymooner-Waterfront w/ Private Pier, vacation rental in Chincoteague Island
The Honeymooner-Waterfront w/ Private Pier, vacation rental in Chincoteague Island

The Honeymooner-Waterfront w/ Private Pier

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Dockside Dreams-Canal Front on Oyster Bay, Boat Dock, vacation rental in Chincoteague Island
Dockside Dreams-Canal Front on Oyster Bay, Boat Dock, vacation rental in Chincoteague Island
Dockside Dreams-Canal Front on Oyster Bay, Boat Dock, vacation rental in Chincoteague Island

Dockside Dreams-Canal Front on Oyster Bay, Boat Dock

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lavinder House - Waterfront; North Main!, vacation rental in Chincoteague Island
Lavinder House - Waterfront; North Main!, vacation rental in Chincoteague Island
Lavinder House - Waterfront; North Main!, vacation rental in Chincoteague Island

Lavinder House - Waterfront; North Main!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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YOUR RELAXING ISLAND SANCTUARY AWAITS!, vacation rental in Chincoteague Island
YOUR RELAXING ISLAND SANCTUARY AWAITS!, vacation rental in Chincoteague Island
YOUR RELAXING ISLAND SANCTUARY AWAITS!, vacation rental in Chincoteague Island

YOUR RELAXING ISLAND SANCTUARY AWAITS!

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sunset Bay 110 - Waterfront with a Pool!, vacation rental in Chincoteague Island
Sunset Bay 110 - Waterfront with a Pool!, vacation rental in Chincoteague Island
Sunset Bay 110 - Waterfront with a Pool!, vacation rental in Chincoteague Island

Sunset Bay 110 - Waterfront with a Pool!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst, vacation rental in Chincoteague Island
Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst, vacation rental in Chincoteague Island
Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst, vacation rental in Chincoteague Island

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Joint Venture - Pet friendly; Water views!, vacation rental in Chincoteague Island
Joint Venture - Pet friendly; Water views!, vacation rental in Chincoteague Island
Joint Venture - Pet friendly; Water views!, vacation rental in Chincoteague Island

Joint Venture - Pet friendly; Water views!

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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A Seagull's Perch- 3rd Floor Water Front Condo NO LINENS & TOWELS PROVIDED, vacation rental in Chincoteague Island
A Seagull's Perch- 3rd Floor Water Front Condo NO LINENS & TOWELS PROVIDED, vacation rental in Chincoteague Island
A Seagull's Perch- 3rd Floor Water Front Condo NO LINENS & TOWELS PROVIDED, vacation rental in Chincoteague Island

A Seagull's Perch- 3rd Floor Water Front Condo NO LINENS & TOWELS PROVIDED

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Island Estate, pet friendly home with private dock and swimming pool, vacation rental in Chincoteague Island
Island Estate, pet friendly home with private dock and swimming pool, vacation rental in Chincoteague Island
Island Estate, pet friendly home with private dock and swimming pool, vacation rental in Chincoteague Island

Island Estate, pet friendly home with private dock and swimming pool

Rental Home
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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East Side Breezes on Chincoteague Island - Stupendous Views!, vacation rental in Chincoteague Island
East Side Breezes on Chincoteague Island - Stupendous Views!, vacation rental in Chincoteague Island
East Side Breezes on Chincoteague Island - Stupendous Views!, vacation rental in Chincoteague Island

East Side Breezes on Chincoteague Island - Stupendous Views!

Rental Home
3 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., vacation rental in Chincoteague Island
Les Bon Temps is a beautiful 3 Bedroom/2 Bath home on Chincoteague Island., vacation rental in Chincoteague Island
Les Bon Temps is a beautiful 3 Bedroom/2 Bath home on Chincoteague Island., vacation rental in Chincoteague Island

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pearl in the Pines, vacation rental in Chincoteague Island
Pearl in the Pines, vacation rental in Chincoteague Island
Pearl in the Pines, vacation rental in Chincoteague Island

Pearl in the Pines

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tall Pines, pet friendly home with screened porch and outdoor shower, vacation rental in Chincoteague Island
Tall Pines, pet friendly home with screened porch and outdoor shower, vacation rental in Chincoteague Island
Tall Pines, pet friendly home with screened porch and outdoor shower, vacation rental in Chincoteague Island

Tall Pines, pet friendly home with screened porch and outdoor shower

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 587
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.
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.
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