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2026-10-31
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Hotels in Chincoteague Island area of Virginia

Kitty'S Bayside Bungalow

7316 Eastside Drive, Chincoteague, United States Show map

Located nearly 25 minutes' walk from Maui Jack's Waterpark, the 2-bedroom Kitty'S Bayside Bungalow Chincoteague provides access to various tourist attractions in the vicinity. With a maximum capacity… More

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Slack Tide

5379 Cedar Drive, Deep Hole, United States Show map

Offering an aqua park and a golf course for guests' leisure, the 3-bedroom Slack Tide Deep Hole villa is situated about a 25-minute walk from Chincoteague Veteran's Memorial Park. Offering island… More

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Seaside Serendipity

7460 Memorial Park Drive, Chincoteague, United States Show map

Located around 5 minutes' walk from Veteran's Memorial Park, the 3-bedroom Seaside Serendipity Chincoteague villa offers cycling to diversify guests' leisure. The accommodation boasts an aqua park… 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 offers proximity to nearby tourist spots, such as Island Baptist Church, situated just a 13-minute walk away. The… More

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Channel Lookout - Water Views & Public Dock!

7454 Memorial Park Drive, Chincoteague, United States Show map

The 2-bedroom Channel Lookout - Water Views & Public Dock! Chincoteague villa accommodates up to 6 guests and offers proximity to Veteran's Memorial Park, located merely 5 minutes' walk away. More

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Assateague Overlook | Memorial Park Waterfront Views W/ Decks, Fishing & Unlimited Channel Scenery

7456 Memorial Park Drive, Chincoteague, United States Show map

Staying at the 2-bedroom Assateague Overlook | Memorial Park Waterfront Views W/ Decks, Fishing & Unlimited Channel Scenery Chincoteague villa, guests can visit Chincoteague National Wildlife Refuge,… More

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Shimmering Shores

3553 Main Street, Chincoteague, United States Show map

The 3-bedroom Shimmering Shores Chincoteague villa offers proximity to such city sites as Tryfan Gallery, located about a 5-minute walk away. Featuring a Jacuzzi, the holiday home is merely 1.2 km… More

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Fisherman'S Cottage | Cozy Island Retreat, Screened Porch, Walk To Town & Dog Friendly

3548 Ridge Road, Chincoteague, United States Show map

With the capacity to host 4 guests, the 1-bedroom Fisherman'S Cottage | Cozy Island Retreat, Screened Porch, Walk To Town & Dog Friendly Chincoteague is located about 10 minutes' drive from such… 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 Museum of Chincoteague and can accommodate up to 9 guests. Located about 3 km… More

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Lookout On Main

3535 Main St, Chincoteague, United States Show map

The 5-bedroom Lookout On Main Villa Chincoteague is situated only a few steps from Horse, featuring such comforts as Wi-Fi and private parking. This property boasts an aqua park and a golf course… More

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Serenity At Deep Hole Hideaway - Pet Friendly!

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

The 2-bedroom Serenity At Deep Hole Hideaway - Pet Friendly! villa is nestled only a 9-minute walk from Little Oyster Bay and can accommodate up to 6 guests. Located in the vicinity of Oyster Bay… More

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Tranquility - Brand New Home In Quiet Location!

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

The 4-bedroom Tranquility - Brand New Home In Quiet Location! Deep Hole hosts up to 11 guests and provides proximity to Little Oyster Bay, situated merely 0.7 km away. Providing guests with Wi-Fi and… More

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Escape At Deep Hole Hideaway - Pet Friendly Duplex!

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

Featuring island tours to make your visit more entertaining, Escape At Deep Hole Hideaway - Pet Friendly Duplex! Villa is a 9-minute walk from Deep Hole Creek. The 2-bedroom holiday home hosts up to… More

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Catch Of The Day

6005 Hill Lane, Deep Hole, United States Show map

The 3-bedroom Catch Of The Day Villa Deep Hole accommodates up to 6 guests and offers proximity to Little Oyster Bay, located just 0.7 km away. This Deep Hole holiday home boasts an aqua park and a… More

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Shell Shack

5091 Main Street, Chincoteague, United States Show map

Located only 5 minutes on foot from Captain Timothy Hill House, the 3-bedroom Shell Shack Villa Chincoteague can accommodate up to 8 guests, providing them with a hot tub for a relaxing stay. Located… More

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Poole'S Cove | Waterfront Main Street Retreat Fully Renovated W/ Rooftop Lounge & Artistic Charm

5019 Main Street, Deep Hole, United States Show map

Poole'S Cove | Waterfront Main Street Retreat Fully Renovated W/ Rooftop Lounge & Artistic Charm Deep Hole villa is located 5 minutes' walk from Captain Timothy Hill House and invites guests to enjoy… More

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Coastal Retreat

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

The 3-bedroom Coastal Retreat Villa Deep Hole is nestled merely 9 minutes' walk from Little Oyster Bay and can accommodate up to 8 guests. Located 3.8 km from Veteran's Memorial Park, the villa comes… More

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Stoney Point

7061 Pine Drive, Deep Hole, United States Show map

Providing guests with an aqua park and a golf course to ensure a memorable stay, the 4-bedroom Stoney Point Villa Deep Hole is around a 5-minute walk from Museum of Chincoteague. Located merely 1.8… More

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Lazy Days - Pet Friendly With Screened Gazebo!

5168 Main Street, Deep Hole, United States Show map

Featuring island tours to make your visit more entertaining, Lazy Days - Pet Friendly With Screened Gazebo! Deep Hole villa is 25 minutes' walk from Maui Jack's Waterpark. The 3-bedroom holiday home… More

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Shackeau East

7047 Pine Drive, Deep Hole, United States Show map

Located around 5 minutes' walk from Museum of Chincoteague, Shackeau East Villa Deep Hole offers cycling to diversify guests' leisure. The 1-bedroom and 1-bathroom villa boasts an aqua park and a… More

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Black Skimmer

3488 Ridge Road, Chincoteague, United States Show map

Situated 2.6 km from Maui Jack's Waterpark, the 4-bedroom Black Skimmer Chincoteague villa offers guests to enjoy an aqua park and a golf course. This accommodation features opportunities for cycling… More

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Chincoteague

6360 Pine Dr, Chincoteague, United States Show map

Situated approximately a 20-minute walk from Maui Jack's Waterpark, the 3-bedroom Chincoteague Villa entices guests to explore various tourist attractions in the area. Offering island tours, this… More

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Island Sunrise - Pet Friendly, Waterfront Duplex!

6423 Pine Drive, Deep Hole, United States Show map

Nestled just a 14-minute walk from Museum of Chincoteague, the 3-bedroom Island Sunrise - Pet Friendly, Waterfront Duplex! Villa Deep Hole entices guests to explore various tourist destinations… More

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Homestead - Located On Main Street With Outdoor Shower!

5122 Main Street, Deep Hole, United States Show map

The 2-bedroom Homestead - Located On Main Street With Outdoor Shower! Deep Hole villa is nestled only a few steps from Captain Timothy Hill House and can accommodate up to 5 guests. Located about 4… More

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Channel Watch - Waterfront Home With Private Pier!

6397 Pine Drive, Deep Hole, United States Show map

Staying at the 3-bedroom Channel Watch - Waterfront Home With Private Pier! Deep Hole, guests can visit the historic red-&-white Assateague Lighthouse, which is nearly a 25-minute walk away. Offering… More

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Cedar Cove - Waterfront Home With Fire Pit!

5543 Hibiscus Drive, Deep Hole, United States Show map

Featuring island tours to make your visit more entertaining, Cedar Cove - Waterfront Home With Fire Pit! Deep Hole is a 10-minute drive from Chincoteague Veteran's Memorial Park. The 3-bedroom villa… 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, the 3-bedroom Smooth Sailing Villa Deep Hole offers opportunities for cycling in the area. Providing guests with Wi-Fi and a private… 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 around 25 minutes on foot from such significant cultural landmarks as Museum… More

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Island Haven

6425 Pine Drive, Chincoteague, United States Show map

The 3-bedroom Island Haven Villa Chincoteague is located around 25 minutes' walk from Chincoteague National Wildlife Refuge and welcomes its guests to enjoy cycling. Offering island tours, the… More

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Serenity At Oyster Bay, Water Access & Firepit!

5277 Oyster Court, Deep Hole, United States Show map

Nestled 25 minutes' walk from Museum of Chincoteague, Serenity At Oyster Bay, Water Access & Firepit! Deep Hole villa entices guests to explore various tourist destinations nearby. Offering island… More

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The Happy Crab

6407 Pine Dr, Deep Hole, United States Show map

Offering an aqua park and a golf course for guests' leisure, the 3-bedroom The Happy Crab Villa Deep Hole is situated around a 25-minute walk from Captain Timothy Hill House. This villa features… More

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

5123 Main Street, Deep Hole, United States Show map

Staying at Grey Heron - Pet Friendly, Waterfront Home With Boat Dock! Deep Hole, guests can easily reach Chincoteague Island Library, located nearly a 25-minute walk away. Offering island tours, this… 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 Deep Hole Creek, which is only 0.7 km away. Offering island tours, the Deep Hole holiday… More

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Herbie'S Hideaway | Luxury Water Views, Dock Access & Screened Porch Near Memorial Park

3464 Ridge Road, Chincoteague, United States Show map

The 3-bedroom Herbie'S Hideaway | Luxury Water Views, Dock Access & Screened Porch Near Memorial Park Chincoteague villa can host up to 8 guests, boasting a convenient location approximately 25… More

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Osprey - Pet Friendly, Fireplace!

5497 Hibiscus Drive, Deep Hole, United States Show map

Staying at the 3-bedroom Osprey - Pet Friendly, Fireplace! Deep Hole villa, guests can visit Chincoteague Pony Centre, which is nearly 10 minutes' drive away. Offering island tours, this Deep Hole… More

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Trembling Bay - Waterfront & A Private Pier!

5181 Sturgis Lane, Deep Hole, United States Show map

The 2-bedroom Trembling Bay - Waterfront & A Private Pier! Villa Deep Hole hosts up to 6 guests and provides proximity to Captain Timothy Hill House, situated merely 150 metres away. Providing guests… 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. This property boasts an aqua park, barbecue, and a golf course… More

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Sugar Shores

3433 Ridge Road, Chincoteague, United States Show map

Accommodating up to 6 guests, the 3-bedroom Sugar Shores Chincoteague villa is situated within 25 minutes' walk of renowned cultural sites such as Chincoteague Island Library. This Chincoteague… More

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Avalon | Oyster Bay Waterfront Home W/ Gas Fireplace, Cathedral Ceilings & Massive Screened Porch

5421 Hibiscus Court, Deep Hole, United States Show map

Situated 3.5 km from Captain Timothy Hill House, the 4-bedroom Avalon | Oyster Bay Waterfront Home W/ Gas Fireplace, Cathedral Ceilings & Massive Screened Porch Deep Hole provides access to numerous… 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 entices guests with an aqua park and a golf course. The 4-bedroom holiday home features opportunities for cycling in… More

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Sunshine Daydream - Pet Friendly & Waterfront View!

5412 Coral Court, Deep Hole, United States Show map

Nestled 2.3 km from Chincoteague Pony Centre, the 3-bedroom Sunshine Daydream - Pet Friendly & Waterfront View! Villa Deep Hole entices guests to explore various tourist destinations nearby. Offering… More

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Wildflower - Waterfront & A Deep Water Dock!

7381 Hickman Lane, Chincoteague, United States Show map

Featuring island tours to make your visit more entertaining, the 3-bedroom Wildflower - Waterfront & A Deep Water Dock! Chincoteague villa is 4.3 km from Captain Timothy Hill House. The holiday home… 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 Veteran's Memorial Park, which is only 1 km away. Offering island tours, the Chincoteague… More

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Admiral Benbow - Contemporary Home With Shared Boat Ramp

5426 Pearl Drive, Deep Hole, United States Show map

Offering a location 2.8 km from Chincoteague Island Library, the 3-bedroom Admiral Benbow - Contemporary Home With Shared Boat Ramp Deep Hole gives access to various tourist spots in the area. More

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Blue Sea Star - Beautiful Pet Friendly Home!

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

The 3-bedroom Blue Sea Star - Beautiful Pet Friendly Home! Deep Hole is nestled about a 5-minute walk from Captain Timothy Hill House and can accommodate up to 12 guests. Located 4.2 km from… More

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Charlotte'S Morning Sun | Luxury Oyster Bay Waterfront W/ Unobstructed Views, Screened Porch & Dock

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

Staying at the 4-bedroom Charlotte'S Morning Sun | Luxury Oyster Bay Waterfront W/ Unobstructed Views, Screened Porch & Dock Deep Hole villa, guests can visit Little Oyster Bay, which is only 1.3 km… More

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Pony Swim Crossing

7452 Pony Swim Lane, Chincoteague, United States Show map

Nestled around 15 minutes' walk from Veteran's Memorial Park, the 3-bedroom Pony Swim Crossing Villa Chincoteague is boasting an aqua park and a golf course for guests' enjoyment. Located 4.4 km from… More

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Return - Waterfront With Boat Dock!

3434 Ridge Road, Chincoteague, United States Show map

Situated 2.9 km from Maui Jack's Waterpark, the 4-bedroom Return - Waterfront With Boat Dock! Villa Chincoteague entices guests to explore various tourist attractions in the area. Offering island… More

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Cozy Nest - Waterview, Pet Friendly, Screened Porch

5052 N. Main Street, Deep Hole, United States Show map

Featuring island tours to make your visit more entertaining, Cozy Nest - Waterview, Pet Friendly, Screened Porch Deep Hole villa is 25 minutes' walk from Chincoteague Pony Centre. The 2-bedroom… More

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Langtree - Pet Friendly, Waterfront With Boat Dock!

5388 Sunrise Shore Drive, Deep Hole, United States Show map

The 3-bedroom Langtree - Pet Friendly, Waterfront With Boat Dock! Villa Deep Hole hosts up to 10 guests and is nestled within 25 minutes' walk of natural sites such as Maui Jack's Waterpark. Located… More

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