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Chincoteague Island Vacation Rentals

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Bedrooms

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5 mi
599 rentals in Chincoteague Island.
Waterfront! Best views of lighthouse and horses. Fish and crab off the dock., vacation rental in Chincoteague Island
Waterfront! Best views of lighthouse and horses. Fish and crab off the dock., vacation rental in Chincoteague Island
Waterfront! Best views of lighthouse and horses. Fish and crab off the dock., vacation rental in Chincoteague Island

Waterfront! Best views of lighthouse and horses. Fish and crab off the dock.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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This delightful Vacation Home sleeps 7 and is in a fabulous downtown location on, vacation rental in Chincoteague Island
This delightful Vacation Home sleeps 7 and is in a fabulous downtown location on, vacation rental in Chincoteague Island
This delightful Vacation Home sleeps 7 and is in a fabulous downtown location on, vacation rental in Chincoteague Island

This delightful Vacation Home sleeps 7 and is in a fabulous downtown location on

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Captain Jay's Retreat-Pool, Close to Downtown, vacation rental in Chincoteague Island
Captain Jay's Retreat-Pool, Close to Downtown, vacation rental in Chincoteague Island
Captain Jay's Retreat-Pool, Close to Downtown, vacation rental in Chincoteague Island

Captain Jay's Retreat-Pool, Close to Downtown

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Everyday should be a Beach Day!, vacation rental in Chincoteague Island
Everyday should be a Beach Day!, vacation rental in Chincoteague Island
Everyday should be a Beach Day!, vacation rental in Chincoteague Island

Everyday should be a Beach Day!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The 3 Sisters - Willow's Bungalow, vacation rental in Chincoteague Island
The 3 Sisters - Willow's Bungalow, vacation rental in Chincoteague Island
The 3 Sisters - Willow's Bungalow, vacation rental in Chincoteague Island

The 3 Sisters - Willow's Bungalow

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Island Sunset on Chincoteague Island - Bayfront with Private Pier!, vacation rental in Chincoteague Island
Island Sunset on Chincoteague Island - Bayfront with Private Pier!, vacation rental in Chincoteague Island
Island Sunset on Chincoteague Island - Bayfront with Private Pier!, vacation rental in Chincoteague Island

Island Sunset on Chincoteague Island - Bayfront with Private Pier!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Shady Grove - Water views, Fireplace!, vacation rental in Chincoteague Island
Shady Grove - Water views, Fireplace!, vacation rental in Chincoteague Island
Shady Grove - Water views, Fireplace!, vacation rental in Chincoteague Island

Shady Grove - Water views, Fireplace!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Find your peace at One Peace Cottage, vacation rental in Chincoteague Island
Find your peace at One Peace Cottage, vacation rental in Chincoteague Island
Find your peace at One Peace Cottage, vacation rental in Chincoteague Island

Find your peace at One Peace Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Fishhook Hideaway - Adorable AND Affordable!, vacation rental in Chincoteague Island
Fishhook Hideaway - Adorable AND Affordable!, vacation rental in Chincoteague Island
Fishhook Hideaway - Adorable AND Affordable!, vacation rental in Chincoteague Island

Fishhook Hideaway - Adorable AND Affordable!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Seas The Day - 4BR Waterfront,pier, boat dock,decks, LINENS&TOWELS PROVIDED, vacation rental in Chincoteague Island
Seas The Day - 4BR Waterfront,pier, boat dock,decks, LINENS&TOWELS PROVIDED, vacation rental in Chincoteague Island
Seas The Day - 4BR Waterfront,pier, boat dock,decks, LINENS&TOWELS PROVIDED, vacation rental in Chincoteague Island

Seas The Day - 4BR Waterfront,pier, boat dock,decks, LINENS&TOWELS PROVIDED

Rental Home
4 bedrooms
4 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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Pine Island Retreat - 3BR's, 1st & 2nd level porches NO LINENS PROVIDED, vacation rental in Chincoteague Island
Pine Island Retreat - 3BR's, 1st & 2nd level porches NO LINENS PROVIDED, vacation rental in Chincoteague Island
Pine Island Retreat - 3BR's, 1st & 2nd level porches NO LINENS PROVIDED, vacation rental in Chincoteague Island

Pine Island Retreat - 3BR's, 1st & 2nd level porches NO LINENS PROVIDED

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!, vacation rental in Chincoteague Island
Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!, vacation rental in Chincoteague Island
Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!, vacation rental in Chincoteague Island

Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Touch of Grey- Waterfront, Pet Friendly, vacation rental in Chincoteague Island
Touch of Grey- Waterfront, Pet Friendly, vacation rental in Chincoteague Island
Touch of Grey- Waterfront, Pet Friendly, vacation rental in Chincoteague Island

Touch of Grey- Waterfront, Pet Friendly

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil, vacation rental in Chincoteague Island
Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil, vacation rental in Chincoteague Island
Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil, vacation rental in Chincoteague Island

Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Blue Moon at Chincoteague, vacation rental in Chincoteague Island
Blue Moon at Chincoteague, vacation rental in Chincoteague Island
Blue Moon at Chincoteague, vacation rental in Chincoteague Island

Blue Moon at Chincoteague

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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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Sunset Bay 306 - Spectacular Bay Views and a Bayfront Pool!, vacation rental in Chincoteague Island
Sunset Bay 306 - Spectacular Bay Views and a Bayfront Pool!, vacation rental in Chincoteague Island
Sunset Bay 306 - Spectacular Bay Views and a Bayfront Pool!, vacation rental in Chincoteague Island

Sunset Bay 306 - Spectacular Bay Views and a Bayfront Pool!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Nature's Retreat - Marsh & Wetland Views, vacation rental in Chincoteague Island
Nature's Retreat - Marsh & Wetland Views, vacation rental in Chincoteague Island
Nature's Retreat - Marsh & Wetland Views, vacation rental in Chincoteague Island

Nature's Retreat - Marsh & Wetland Views

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sun n' Fun - Shared POOL & BOAT DOCK!, vacation rental in Chincoteague Island
Sun n' Fun - Shared POOL & BOAT DOCK!, vacation rental in Chincoteague Island
Sun n' Fun - Shared POOL & BOAT DOCK!, vacation rental in Chincoteague Island

Sun n' Fun - Shared POOL & BOAT DOCK!

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

Lost Pearl

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great Blue, vacation rental in Chincoteague Island
Great Blue, vacation rental in Chincoteague Island
Great Blue, vacation rental in Chincoteague Island

Great Blue

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lazy Days - Pet friendly; Screened gazebo!, vacation rental in Chincoteague Island
Lazy Days - Pet friendly; Screened gazebo!, vacation rental in Chincoteague Island
Lazy Days - Pet friendly; Screened gazebo!, vacation rental in Chincoteague Island

Lazy Days - Pet friendly; Screened gazebo!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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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Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT, vacation rental in Chincoteague Island
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT, vacation rental in Chincoteague Island
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT, vacation rental in Chincoteague Island

Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main, vacation rental in Chincoteague Island
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main, vacation rental in Chincoteague Island
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main, vacation rental in Chincoteague Island

"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cottage on Cleveland- In Town, Close to Everything, vacation rental in Chincoteague Island
Cottage on Cleveland- In Town, Close to Everything, vacation rental in Chincoteague Island
Cottage on Cleveland- In Town, Close to Everything, vacation rental in Chincoteague Island

Cottage on Cleveland- In Town, Close to Everything

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Happy Crab - Waterfront on Chincoteague Island!, vacation rental in Chincoteague Island
The Happy Crab - Waterfront on Chincoteague Island!, vacation rental in Chincoteague Island
The Happy Crab - Waterfront on Chincoteague Island!, vacation rental in Chincoteague Island

The Happy Crab - Waterfront on Chincoteague Island!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Mermaid Manor-Water Lovers Paradise, vacation rental in Chincoteague Island
Mermaid Manor-Water Lovers Paradise, vacation rental in Chincoteague Island
Mermaid Manor-Water Lovers Paradise, vacation rental in Chincoteague Island

Mermaid Manor-Water Lovers Paradise

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Adorable Dog-Friendly Cottage in the heart of Chincoteague!, vacation rental in Chincoteague Island
Adorable Dog-Friendly Cottage in the heart of Chincoteague!, vacation rental in Chincoteague Island
Adorable Dog-Friendly Cottage in the heart of Chincoteague!, vacation rental in Chincoteague Island

Adorable Dog-Friendly Cottage in the heart of Chincoteague!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Agape House-Adorable Cottage Close to Town, vacation rental in Chincoteague Island
Agape House-Adorable Cottage Close to Town, vacation rental in Chincoteague Island
Agape House-Adorable Cottage Close to Town, vacation rental in Chincoteague Island

Agape House-Adorable Cottage Close to Town

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Our Happy Place - Pet friendly; Waterfront!, vacation rental in Chincoteague Island
Our Happy Place - Pet friendly; Waterfront!, vacation rental in Chincoteague Island
Our Happy Place - Pet friendly; Waterfront!, vacation rental in Chincoteague Island

Our Happy Place - Pet friendly; Waterfront!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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My 3 Buoys - 3BR home, close to town . 2 first level BR's. NO LINENS PROVIDED, vacation rental in Chincoteague Island
My 3 Buoys - 3BR home, close to town . 2 first level BR's. NO LINENS PROVIDED, vacation rental in Chincoteague Island
My 3 Buoys - 3BR home, close to town . 2 first level BR's. NO LINENS PROVIDED, vacation rental in Chincoteague Island

My 3 Buoys - 3BR home, close to town . 2 first level BR's. NO LINENS PROVIDED

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chincoteague Island Cottage ~ 2 Mi to Beaches, vacation rental in Chincoteague Island
Chincoteague Island Cottage ~ 2 Mi to Beaches, vacation rental in Chincoteague Island
Chincoteague Island Cottage ~ 2 Mi to Beaches, vacation rental in Chincoteague Island

Chincoteague Island Cottage ~ 2 Mi to Beaches

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Stately Home on Chincoteague Island - Professionally Sanitized, vacation rental in Chincoteague Island
Stately Home on Chincoteague Island - Professionally Sanitized, vacation rental in Chincoteague Island
Stately Home on Chincoteague Island - Professionally Sanitized, vacation rental in Chincoteague Island

Stately Home on Chincoteague Island - Professionally Sanitized

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Enjoy all that Chincoteague has to offer! Bbb bbb., vacation rental in Chincoteague Island
Enjoy all that Chincoteague has to offer! Bbb bbb., vacation rental in Chincoteague Island
Enjoy all that Chincoteague has to offer! Bbb bbb., vacation rental in Chincoteague Island

Enjoy all that Chincoteague has to offer! Bbb bbb.

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS, vacation rental in Chincoteague Island
Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS, vacation rental in Chincoteague Island
Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS, vacation rental in Chincoteague Island

Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The 3 Sisters - Fern's Cottage, vacation rental in Chincoteague Island
The 3 Sisters - Fern's Cottage, vacation rental in Chincoteague Island
The 3 Sisters - Fern's Cottage, vacation rental in Chincoteague Island

The 3 Sisters - Fern's Cottage

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beach Bungalow - Pet friendly cottage w/ Amazing views!, vacation rental in Chincoteague Island
Beach Bungalow - Pet friendly cottage w/ Amazing views!, vacation rental in Chincoteague Island
Beach Bungalow - Pet friendly cottage w/ Amazing views!, vacation rental in Chincoteague Island

Beach Bungalow - Pet friendly cottage w/ Amazing views!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Shucker's Tump -  pet friendly, Lg screened porch. LINENS AND TOWELS PROVIDED, vacation rental in Chincoteague Island
Shucker's Tump -  pet friendly, Lg screened porch. LINENS AND TOWELS PROVIDED, vacation rental in Chincoteague Island
Shucker's Tump -  pet friendly, Lg screened porch. LINENS AND TOWELS PROVIDED, vacation rental in Chincoteague Island

Shucker's Tump - pet friendly, Lg screened porch. LINENS AND TOWELS PROVIDED

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sailor's Rest-Great In-Town Location!, vacation rental in Chincoteague Island
Sailor's Rest-Great In-Town Location!, vacation rental in Chincoteague Island
Sailor's Rest-Great In-Town Location!, vacation rental in Chincoteague Island

Sailor's Rest-Great In-Town Location!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Misty Sunrise-Waterfront Views-Relax & Unwind-Modern Decor, vacation rental in Chincoteague Island
Misty Sunrise-Waterfront Views-Relax & Unwind-Modern Decor, vacation rental in Chincoteague Island
Misty Sunrise-Waterfront Views-Relax & Unwind-Modern Decor, vacation rental in Chincoteague Island

Misty Sunrise-Waterfront Views-Relax & Unwind-Modern Decor

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Blue Crab - Your Dream Vacation awaits you!, vacation rental in Chincoteague Island
The Blue Crab - Your Dream Vacation awaits you!, vacation rental in Chincoteague Island
The Blue Crab - Your Dream Vacation awaits you!, vacation rental in Chincoteague Island

The Blue Crab - Your Dream Vacation awaits you!

Rental Home
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Bays Landing -Dynamic Waterfront Views-Townhouse -LINENS ANDTOWELS PROVIDED, vacation rental in Chincoteague Island
Bays Landing -Dynamic Waterfront Views-Townhouse -LINENS ANDTOWELS PROVIDED, vacation rental in Chincoteague Island
Bays Landing -Dynamic Waterfront Views-Townhouse -LINENS ANDTOWELS PROVIDED, vacation rental in Chincoteague Island

Bays Landing -Dynamic Waterfront Views-Townhouse -LINENS ANDTOWELS PROVIDED

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sunset Dreams - Pet friendly, Waterfront; Shared dock!, vacation rental in Chincoteague Island
Sunset Dreams - Pet friendly, Waterfront; Shared dock!, vacation rental in Chincoteague Island
Sunset Dreams - Pet friendly, Waterfront; Shared dock!, vacation rental in Chincoteague Island

Sunset Dreams - Pet friendly, Waterfront; Shared dock!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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CHEERFUL, COMFORTING, & RELAXING!, vacation rental in Chincoteague Island
CHEERFUL, COMFORTING, & RELAXING!, vacation rental in Chincoteague Island
CHEERFUL, COMFORTING, & RELAXING!, vacation rental in Chincoteague Island

CHEERFUL, COMFORTING, & RELAXING!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Laughing Pony - Renovated, in town, patio! LINENS AND TOWELS PROVIDED, vacation rental in Chincoteague Island
Laughing Pony - Renovated, in town, patio! LINENS AND TOWELS PROVIDED, vacation rental in Chincoteague Island
Laughing Pony - Renovated, in town, patio! LINENS AND TOWELS PROVIDED, vacation rental in Chincoteague Island

Laughing Pony - Renovated, in town, patio! LINENS AND TOWELS PROVIDED

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Chincoteague Island Home- "Blue Tide Townhome" Bikes/Kayaks Included!, vacation rental in Chincoteague Island
Chincoteague Island Home- "Blue Tide Townhome" Bikes/Kayaks Included!, vacation rental in Chincoteague Island
Chincoteague Island Home- "Blue Tide Townhome" Bikes/Kayaks Included!, vacation rental in Chincoteague Island

Chincoteague Island Home- "Blue Tide Townhome" Bikes/Kayaks Included!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The Sea Horse - Pet friendly; Fenced yard!, vacation rental in Chincoteague Island
The Sea Horse - Pet friendly; Fenced yard!, vacation rental in Chincoteague Island
The Sea Horse - Pet friendly; Fenced yard!, vacation rental in Chincoteague Island

The Sea Horse - Pet friendly; Fenced yard!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Oysterhaven Cottage with partial Water views! New balcony! Close to Fairgrounds!, vacation rental in Chincoteague Island
Oysterhaven Cottage with partial Water views! New balcony! Close to Fairgrounds!, vacation rental in Chincoteague Island
Oysterhaven Cottage with partial Water views! New balcony! Close to Fairgrounds!, vacation rental in Chincoteague Island

Oysterhaven Cottage with partial Water views! New balcony! Close to Fairgrounds!

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Showing results 1-50 of 599
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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