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2026-09-16
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Hotels in Chincoteague Island area of Virginia

Bayside Haven

6112 Hopkins Lane, Deep Hole, United States Show map

Providing guests with an indoor water park and a private garden to ensure a memorable stay, Bayside Haven Villa Deep Hole is just 9 minutes' walk from Little Oyster Bay. This Deep Hole villa features… More

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Sand Dollar

7142 Pine Dr, Chincoteague, United States Show map

Located merely a 6-minute walk from the Museum of Chincoteague, Sand Dollar Chincoteague villa offers cycling to diversify guests' leisure. Located 2.5 km from the historic red-&-white Assateague… More

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Kitty'S Bayside Bungalow

7316 Eastside Drive, Chincoteague, United States Show map

The 2-bedroom Kitty'S Bayside Bungalow Chincoteague is located nearly 25 minutes' walk from the Maui Jack's Waterpark, giving access to various tourist spots nearby. This Chincoteague villa is… More

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Slack Tide

5379 Cedar Drive, Deep Hole, United States Show map

Slack Tide Deep Hole villa is located about a 25-minute walk from Chincoteague Veteran's Memorial Park and invites guests to join cycling. More

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Seaside Serendipity

7460 Memorial Park Drive, Chincoteague, United States Show map

Situated about 5 minutes' walk from the Veteran's Memorial Park, Seaside Serendipity Chincoteague villa entices guests with cycling in the area. Providing guests with Wi-Fi and private car parking… More

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Blue Point - Pet Friendly With Outdoor Shower!

3262 Colona Street, Chincoteague, United States Show map

The 3-bedroom Blue Point - Pet Friendly With Outdoor Shower! Chincoteague villa is located about 25 minutes' walk from the Chincoteague Pony Centre and provides boating, hiking, and fishing for… More

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Channel Lookout - Water Views & Public Dock!

7454 Memorial Park Drive, Chincoteague, United States Show map

Offering a location around 25 minutes' walk from the Chincoteague Pony Centre, the 2-bedroom Channel Lookout - Water Views & Public Dock! Chincoteague villa gives access to various tourist spots in… More

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Assateague Overlook - Water Views W/ Public Dock!

7456 Memorial Park Drive, Chincoteague, United States Show map

Staying at the 2-bedroom Assateague Overlook - Water Views W/ Public Dock! Chincoteague villa, guests can visit the Chincoteague National Wildlife Refuge, which is nearly a 25-minute stroll away. More

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Shimmering Shores

3553 Main Street, Chincoteague, United States Show map

Shimmering Shores Chincoteague villa offers proximity to such city sites as the Tryfan Gallery, located about a 5-minute walk away. Featuring a Jacuzzi, the holiday home is a mere 1.2 km from the… More

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Fisherman'S Cottage - Charming Cottage Close To Town!

3548 Ridge Road, Chincoteague, United States Show map

The 1-bedroom Fisherman'S Cottage - Charming Cottage Close To Town! Chincoteague can host up to 4 guests, boasting a convenient location 2.4 km from iconic cultural attractions such as the… More

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Shady Side - Water Access, Screened Porch!

7090 Pine Drive, Deep Hole, United States Show map

Located within 25 minutes' walk of Chincoteague Veteran's Memorial Park, the 4-bedroom Shady Side - Water Access, Screened Porch! Deep Hole villa provides access to various tourist attractions in the… More

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Hailey'S Roundhouse - New & Unique Home W/ Water Access!

5411 Cedar Drive, Deep Hole, United States Show map

The 3-bedroom Hailey'S Roundhouse - New & Unique Home W/ Water Access! Deep Hole is nestled just a 9-minute walk from the Museum of Chincoteague and can accommodate up to 9 guests. More

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Lookout On Main

3535 Main St, Chincoteague, United States Show map

Lookout On Main Villa Chincoteague is located around 10 minutes' walk from Island Baptist Church and has an indoor water park and a private garden to ensure a memorable stay. Staying at the… More

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Serenity At Deep Hole Hideaway - Pet Friendly!

5421 Deep Hole Road B, Deep Hole, United States Show map

Situated only 0.7 km from Little Oyster Bay, the 2-bedroom Serenity At Deep Hole Hideaway - Pet Friendly! villa is ideal for up to 6 guests. More

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Tranquility - Brand New Home In Quiet Location!

5423 Deep Hole Road, Deep Hole, United States Show map

Located merely 1.8 km from the Chincoteague Pony Centre, the 4-bedroom Tranquility - Brand New Home In Quiet Location! Deep Hole provides access to various tourist attractions in the vicinity. This… More

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Escape At Deep Hole Hideaway - Pet Friendly Duplex!

5421 Deep Hole Road A, Deep Hole, United States Show map

Situated 9 minutes' walk from Little Oyster Bay, Escape At Deep Hole Hideaway - Pet Friendly Duplex! Villa is ideal for up to 6 guests. More

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Catch Of The Day

6005 Hill Lane, Deep Hole, United States Show map

Catch Of The Day Villa Deep Hole is located merely 1.9 km from the Chincoteague Pony Centre and allows guests to enjoy cycling. More

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Shell Shack

5091 Main Street, Chincoteague, United States Show map

Situated merely 5 minutes on foot from the Captain Timothy Hill House, Shell Shack Villa Chincoteague provides guests with a Jacuzzi for additional relaxation. Located 2.4 km from the Maui Jack's… More

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Poole'S Cove - Waterfront; Main Street!

5019 Main Street, Deep Hole, United States Show map

Poole'S Cove - Waterfront; Main Street! Villa Deep Hole is nestled a 5-minute stroll from the Captain Timothy Hill House and can accommodate up to 6 guests. Located 4 km from the historic red-&-white… More

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Coastal Retreat

6056 Tim Hill Lane, Deep Hole, United States Show map

Providing guests with an indoor water park and a private garden to ensure a memorable stay, Coastal Retreat Villa Deep Hole is 750 m from Little Oyster Bay. The property features opportunities for… More

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Stoney Point

7061 Pine Drive, Deep Hole, United States Show map

Situated about a 5-minute walk from the Museum of Chincoteague, Stoney Point Villa Deep Hole entices guests with cycling in the area. Located 1.8 km from the Chincoteague National Wildlife Refuge… More

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Lazy Days - Pet Friendly With Screened Gazebo!

5168 Main Street, Deep Hole, United States Show map

Situated just a few steps from the Captain Timothy Hill House, Lazy Days - Pet Friendly With Screened Gazebo! Deep Hole villa is ideal for up to 7 guests. More

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Shackeau East

7047 Pine Drive, Deep Hole, United States Show map

At the cosy Shackeau East Villa Deep Hole, guests can enjoy cycling as well as a location about 5 minutes' walk from the Museum of Chincoteague. Located a mere 1.8 km from the 142 - foot - tall… More

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Black Skimmer

3488 Ridge Road, Chincoteague, United States Show map

Black Skimmer Chincoteague villa is located 4.1 km from the Captain Timothy Hill House and welcomes its guests to enjoy cycling. More

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Chincoteague

6360 Pine Dr, Chincoteague, United States Show map

Located around a 20-minute walk from the Maui Jack's Waterpark, the 3-bedroom Chincoteague Villa gives access to various tourist sites in the vicinity. This property can host up to 8 guests, offering… More

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Island Sunrise - Pet Friendly, Waterfront Duplex!

6423 Pine Drive, Deep Hole, United States Show map

Located only a 14-minute walk from the Museum of Chincoteague, the 3-bedroom Island Sunrise - Pet Friendly, Waterfront Duplex! Villa Deep Hole gives access to various tourist sites in the vicinity. More

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Homestead - Located On Main Street With Outdoor Shower!

5122 Main Street, Deep Hole, United States Show map

Situated in close proximity to the Captain Timothy Hill House, the 3-bedroom Homestead - Located On Main Street With Outdoor Shower! Deep Hole villa is ideal for up to 5 guests. Located 4 km from… More

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Channel Watch - Waterfront Home With Private Pier!

6397 Pine Drive, Deep Hole, United States Show map

Accommodating up to 7 guests, the 3-bedroom Channel Watch - Waterfront Home With Private Pier! Deep Hole is situated approximately 5 minutes' drive from renowned cultural sites such as the Museum of… More

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Cedar Cove - Waterfront Home With Fire Pit!

5543 Hibiscus Drive, Deep Hole, United States Show map

During the stay at Cedar Cove - Waterfront Home With Fire Pit! Deep Hole, guests can indulge in boating, hiking, and fishing or visit the Museum of Chincoteague, located a 25-minute walk away. The 3… More

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Smooth Sailing

5441 Hibiscus Drive, Deep Hole, United States Show map

Along with proximity to Little Oyster Bay, merely 0.7 km away, Smooth Sailing Villa Deep Hole offers opportunities for cycling in the area. Providing guests with Wi-Fi and private parking, the Deep… More

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Our Happy Place - Pet Friendly & Waterfront!

5475 Hibiscus Drive, Deep Hole, United States Show map

With the capacity to host 7 guests, the 3-bedroom Our Happy Place - Pet Friendly & Waterfront! Deep Hole villa is located about 25 minutes on foot from such significant cultural landmarks as the… More

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Island Haven

6425 Pine Drive, Chincoteague, United States Show map

Island Haven Villa Chincoteague is located around 25 minutes' walk from the Chincoteague National Wildlife Refuge, giving access to various tourist spots nearby. Guests can enjoy cycling at this… More

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Serenity At Oyster Bay, Water Access & Firepit!

5277 Oyster Court, Deep Hole, United States Show map

Located 25 minutes' walk from the Museum of Chincoteague, Serenity At Oyster Bay, Water Access & Firepit! Deep Hole villa gives access to various tourist sites in the vicinity. The 3-bedroom holiday… More

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The Happy Crab

6407 Pine Dr, Deep Hole, United States Show map

The Happy Crab Villa Deep Hole is located around a 25-minute walk from the Captain Timothy Hill House and provides cycling for active guests. Located in proximity to the Museum of Chincoteague, the… More

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Grey Heron - Pet Friendly, Waterfront Home With Boat Dock!

5123 Main Street, Deep Hole, United States Show map

Situated within 25 minutes' walk of the Chincoteague Island Library, Grey Heron - Pet Friendly, Waterfront Home With Boat Dock! Deep Hole invites guests to relax at a sun deck. More

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Oyster Catcher - Pet Friendly & Deep Water Access!

5460 Deep Hole Road, Deep Hole, United States Show map

Staying at the 4-bedroom Oyster Catcher - Pet Friendly & Deep Water Access! Deep Hole villa, guests can visit the Deep Hole Creek, which is only 0.7 km away. The Deep Hole holiday home is suitable… More

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Herbie'S Hideaway - Water Views & Screened Porch!

3464 Ridge Road, Chincoteague, United States Show map

With the capacity to host 8 guests, the 3-bedroom Herbie'S Hideaway - Water Views & Screened Porch! Chincoteague villa is located approximately 25 minutes on foot from such significant cultural… More

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Osprey - Pet Friendly, Fireplace!

5497 Hibiscus Drive, Deep Hole, United States Show map

The 3-bedroom Osprey - Pet Friendly, Fireplace! Deep Hole villa can host up to 6 guests, boasting a convenient location approximately 10 minutes' drive from iconic cultural attractions such as the… More

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Trembling Bay - Waterfront & A Private Pier!

5181 Sturgis Lane, Deep Hole, United States Show map

Situated only 150 metres from the Captain Timothy Hill House, the 3-bedroom Trembling Bay - Waterfront & A Private Pier! Villa Deep Hole ensures a great leisure experience by offering fishing. More

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Eventide

3320 Fawn Lane, Chincoteague, United States Show map

Eventide Villa Chincoteague is located just 1.5 km from Chincoteague Veteran's Memorial Park and provides cycling for active guests. Providing guests with Wi-Fi and private car parking, the property… More

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Sugar Shores

3433 Ridge Road, Chincoteague, United States Show map

Staying at Sugar Shores Chincoteague villa, guests can easily reach Assateague Beach, located approximately 10 minutes' drive away. Guests can enjoy cycling at this Chincoteague holiday home, located… More

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Avalon - Waterfront Home With Fireplace And Screened Porch

5421 Hibiscus Court, Deep Hole, United States Show map

The 4-bedroom Avalon - Waterfront Home With Fireplace And Screened Porch Deep Hole offers proximity to nearby tourist spots, such as the Captain Timothy Hill House, situated 3.5 km away. More

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Gray Pearl

5337 Pearl Drive, Deep Hole, United States Show map

Gray Pearl Villa Deep Hole is located 9 minutes' walk from Little Oyster Bay and offers guests to enjoy cycling. Located 2.7 km from the Chincoteague Island Library, this holiday home provides Wi-Fi… More

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Sunshine Daydream - Pet Friendly & Waterfront View!

5412 Coral Court, Deep Hole, United States Show map

Situated 2.3 km from the Chincoteague Pony Centre, the 3-bedroom Sunshine Daydream - Pet Friendly & Waterfront View! Villa Deep Hole entices guests to explore various tourist attractions in the area.… More

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Wildflower - Waterfront & A Deep Water Dock!

7381 Hickman Lane, Chincoteague, United States Show map

Situated 4.3 km from the Captain Timothy Hill House, the 3-bedroom Wildflower - Waterfront & A Deep Water Dock! Chincoteague villa provides access to numerous tourist attractions in the area. More

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Moon Rising - Waterfront With Shared Dock!

7380 Hickman Lane, Chincoteague, United States Show map

Staying at the 3-bedroom Moon Rising - Waterfront With Shared Dock! Villa Chincoteague, guests can visit the Veteran's Memorial Park, which is only 1 km away. More

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Admiral Benbow - Contemporary Home With Shared Boat Ramp

5426 Pearl Drive, Deep Hole, United States Show map

The 3-bedroom Admiral Benbow - Contemporary Home With Shared Boat Ramp Deep Hole is located 2.8 km from the Chincoteague Island Library and invites guests to join boating and fishing. More

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Blue Sea Star - Beautiful Pet Friendly Home!

5199 Pine Tree Way, Deep Hole, United States Show map

Situated just 5 minutes' walk from the Captain Timothy Hill House, the 3-bedroom Blue Sea Star - Beautiful Pet Friendly Home! Deep Hole is ideal for up to 12 guests. More

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Charlotte'S Morning Sun - Unobstructed Water Views!

5321 Sunrise Shore Drive, Deep Hole, United States Show map

Staying at the 4-bedroom Charlotte'S Morning Sun - Unobstructed Water Views! Villa Deep Hole, guests can visit Little Oyster Bay, which is only 1.3 km away. The Deep Hole holiday home is suitable for… More

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Pony Swim Crossing

7452 Pony Swim Lane, Chincoteague, United States Show map

Pony Swim Crossing Villa Chincoteague is located around 15 minutes' walk from the Veteran's Memorial Park and provides cycling for active guests. Providing guests with Wi-Fi and private parking, the… More

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