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Results: 624 Rentals

  • Blarney Shores -Waterfront -Pet Friendly - Balconies - Gas Fireplace - Keurig
    From $338 per night (USD)

    VRBO

    Blarney Shores -Waterfront -Pet Friendly - Balconies - Gas Fireplace - Keurig

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Amenities: Central A/C, W/D, Microwave, 5 TVs, DVD, Dishwasher, WiFi, Deck/Patio, Balconies, Gas Grill, Gas Fireplace, K ...

    From $338 per night (USD)

    VRBO

    Details
  • Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
    From $279 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    New on the rental market, every room of this island cottage has been updated and furnished with fresh fixtures, furnitur ...

    From $279 per night (USD)

    Expedia

    Details
  • This breathtaking New Home is located close to everywhere you want to be.
    From $166 per night (USD)

    VRBO

    This breathtaking New Home is located close to everywhere you want to be.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beach Blessing - May your blessings be countless, like grains of sand..... Welcome to Beach Blessing - a Brand New Ch ...

    From $166 per night (USD)

    VRBO

    Details
  • Waterfront Living at its finest on Chincoteague Island!
    From $166 per night (USD)

    Expedia

    Waterfront Living at its finest on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    There's only one thing more precious than our time, and that is who we spend it on. Life is busy - just getting the whol ...

    From $166 per night (USD)

    Expedia

    Details
  • Lily Pad on Chincoteague Island - Lighthouse Views and Pet Friendly!
    From $112 per night (USD)

    VRBO

    Lily Pad on Chincoteague Island - Lighthouse Views and Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Lily Pad on beautiful Chincoteague Island is the perfect place to make your Vacation Dreams come true. This adorable and ...

    From $112 per night (USD)

    VRBO

    Details
  • ★Jay’s Waterfront Retreat:  Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★
    From $345 per night (USD)

    Expedia

    ★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    O’Connor Properties is pleased to offer Jay’s Waterside Retreat. We provide a vacation experience designed for your co ...

    From $345 per night (USD)

    Expedia

    Details
  • Blue Diamond - Water Access - Townhouse - Community Pool and Community Dock
    From $130 per night (USD)

    VRBO

    Blue Diamond - Water Access - Townhouse - Community Pool and Community Dock

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Amenities: Central AC, Microwave, W/D, Dishwasher, TV, DVD, WiFi, Charcoal Grill, Balcony, Community Dock, Community Poo ...

    From $130 per night (USD)

    VRBO

    Details
  • Blue Skies - SFH - Close to Town - Pet Friendly - Kayak and Crabbing Supplies
    From $139 per night (USD)

    Expedia

    Blue Skies - SFH - Close to Town - Pet Friendly - Kayak and Crabbing Supplies

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Amenities: Central A/C, Microwave, 2 TV's with Nextflix (no cable), DVD Player, W/D, Dishwasher, WiFi, Outside Shower, K ...

    From $139 per night (USD)

    Expedia

    Details
  • Shady Grove - Water views, Fireplace!
    From $315 per night (USD)

    VRBO

    Shady Grove - Water views, Fireplace!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Come and relax at this fabulous beach home that is tucked away on the quiet northern end of Chincoteague Island! Aptly n ...

    From $315 per night (USD)

    VRBO

    Details
  • 2 bedroom townhouse in central location on Chincoteague Island
    From $289 per night (USD)

    VRBO

    2 bedroom townhouse in central location on Chincoteague Island

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Your family will be close to everything when you stay at this centrally-located beach townhouse. Pet-friendly with a bi ...

    From $289 per night (USD)

    VRBO

    Details
  • Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
    From $196 per night (USD)

    VRBO

    Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Creekside Retreat is a delightful Chincoteague coastal cottage that’s perfect for couples, families, or small g ...

    From $196 per night (USD)

    VRBO

    Details
  • A lovely 4 Bedroom\/2 Bath Vacation Home in a quiet location on Chincoteague Isla
    From $189 per night (USD)

    Expedia

    A lovely 4 Bedroom\/2 Bath Vacation Home in a quiet location on Chincoteague Isla

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Albion - Set sail for the Chincoteague Vacation of your dreams! Welcome to Albion and the best Chincoteague Island Va ...

    From $189 per night (USD)

    Expedia

    Details
  • Slack Tide is a wonderful 3 Bedroom\/2 Bath Pet-Friendly Vacation Home on Chincot
    From $139 per night (USD)

    VRBO

    Slack Tide is a wonderful 3 Bedroom\/2 Bath Pet-Friendly Vacation Home on Chincot

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Slack Tide - You're on Island Time now...... SUNDAY CHECK-IN DURING PEAK SEASON Pet Fee is $100 per Dog - anything mor ...

    From $139 per night (USD)

    VRBO

    Details
  • Victorian Cottage is an amazing Chincoteague Island Vacation Home that will take
    From $149 per night (USD)

    Expedia

    Victorian Cottage is an amazing Chincoteague Island Vacation Home that will take

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Victorian Cottage - An Elegant & Whimsical Vacation Destination! So, you'd like to be only minutes from the Beach, ...

    From $149 per night (USD)

    Expedia

    Details
  • The Inn at Poplar Corner is an incredible 5 Bedroom\/5 Bath Vacation Home on Chin
    From $185 per night (USD)

    VRBO

    The Inn at Poplar Corner is an incredible 5 Bedroom\/5 Bath Vacation Home on Chin

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    The Inn at Poplar Corner - Because Time wasted at the Beach is very well spent....... History. Charm. Allure. Just a ...

    From $185 per night (USD)

    VRBO

    Details
  • Turn of the Creek - 2BR home, W\/F, Water Access home with sun deck & dock.
    From $190 per night (USD)

    Expedia

    Turn of the Creek - 2BR home, W\/F, Water Access home with sun deck & dock.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Amenities: Central A/C, W/D, Microwave, Dishwasher, Cable, WiFi, Grill, Outside Shower, Sun Deck, Dock, Gas Fireplace. ...

    From $190 per night (USD)

    Expedia

    Details
  • Seaside Rendezvous is a fabulous & newly renovated End-Unit Waterfront Townhome
    From $119 per night (USD)

    VRBO

    Seaside Rendezvous is a fabulous & newly renovated End-Unit Waterfront Townhome

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Seaside Rendezvous - Travel is the only thing you can buy that makes your richer..... Isn't it time for a new roman ...

    From $119 per night (USD)

    VRBO

    Details
  • Wildcat Haven - Waterfront; Phenomenal views!
    From $412 per night (USD)

    Expedia

    Wildcat Haven - Waterfront; Phenomenal views!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Only for the discerning traveler, 'Wildcat Haven' is the newest in luxury vacation accommodations on Chincoteague Island ...

    From $412 per night (USD)

    Expedia

    Details
  • The Sea Horse - Pet friendly; Fenced yard!
    From $289 per night (USD)

    VRBO

    The Sea Horse - Pet friendly; Fenced yard!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    We are pleased to offer 'The Sea Horse'! This fabulous home features a spacious, open floor plan with room for the whole ...

    From $289 per night (USD)

    VRBO

    Details
  • At the Sea - Renovated home - In Town - Chef's Kitchen - H20 filtration.
    From $241 per night (USD)

    Expedia

    At the Sea - Renovated home - In Town - Chef's Kitchen - H20 filtration.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Amenities: Central A/C, Cable, 2 Smart TV's, WiFi, W/D, Microwave, Dishwasher, Outside Shower, Grill, Beach chairs, cool ...

    From $241 per night (USD)

    Expedia

    Details
  • Villa Annick - 3BR Waterfront home with dock. Nice location in Oyster Bay.
    From $249 per night (USD)

    VRBO

    Villa Annick - 3BR Waterfront home with dock. Nice location in Oyster Bay.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: Central AC, Microwave, W/D, Smart TV with Disney and Netflix, DVD, WiFi, Outside Shower, Deck, Dock, Charcoa ...

    From $249 per night (USD)

    VRBO

    Details
  • Utter East - great home with large screened porch and firepit next to the pond
    From $214 per night (USD)

    Expedia

    Utter East - great home with large screened porch and firepit next to the pond

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    We're pleased to offer you 'Utter East'! Tucked off of a quiet side street in the middle of the island, this home featur ...

    From $214 per night (USD)

    Expedia

    Details
  • Heron's Cove on Salt Meadow - Pet friendly, waterfront home!
    From $340 per night (USD)

    VRBO

    Heron's Cove on Salt Meadow - Pet friendly, waterfront home!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    12

    Peaceful and stunning waterfront home! Located on a quiet side-street, Heron's Cove features a reverse floor plan with a ...

    From $340 per night (USD)

    VRBO

    Details
  • Osprey - Pet friendly, Fireplace!
    From $187 per night (USD)

    Expedia

    Osprey - Pet friendly, Fireplace!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This great contemporary beach home is located at the edge of the community harbor area, a perfect location for you and y ...

    From $187 per night (USD)

    Expedia

    Details
  • Pony View - Pet friendly; Waterfront w\/ boat slip!
    From $180 per night (USD)

    VRBO

    Pony View - Pet friendly; Waterfront w\/ boat slip!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy your cup of coffee as the sun peeks over the salt marshes of Assateague Island. You can often see a herd of our fa ...

    From $180 per night (USD)

    VRBO

    Details
  • Sunset Bay Villa 109 - Waterfront; Shared pool!
    From $208 per night (USD)

    Expedia

    Sunset Bay Villa 109 - Waterfront; Shared pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    You can't beat the sunset views at Sunset Bay Villa #109. Located on the ground floor, this home boasts a private waterf ...

    From $208 per night (USD)

    Expedia

    Details
  • Seas the Day - Water views, Shared pool!
    From $150 per night (USD)

    VRBO

    Seas the Day - Water views, Shared pool!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    You will LOVE the quiet duplex community where this home is situated. Bright, open floor plan, with adjoining screened a ...

    From $150 per night (USD)

    VRBO

    Details
  • An Unfettered View - Beautiful ranch w\/ boat dock!
    From $192 per night (USD)

    Expedia

    An Unfettered View - Beautiful ranch w\/ boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    This beautiful 2 bedroom ranch home has a quiet, out-of-the-way location situated on little Oyster Bay. The views of the ...

    From $192 per night (USD)

    Expedia

    Details
  • High Tide - Shared water access; Screened porches!
    From $190 per night (USD)

    VRBO

    High Tide - Shared water access; Screened porches!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    We're pleased to be able to offer 'High Tide' as one of our most popular vacation rental selections! The true epitome of ...

    From $190 per night (USD)

    VRBO

    Details
  • Cedar Cove - Waterfront home w\/ Fire pit!
    From $168 per night (USD)

    Expedia

    Cedar Cove - Waterfront home w\/ Fire pit!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Tranquility meets you at every turn at Cedar Cove, a custom-built waterfront home nestled amongst the pines in the Oyste ...

    From $168 per night (USD)

    Expedia

    Details
  • The Virginian - Waterfront; Outdoor shower!
    From $204 per night (USD)

    VRBO

    The Virginian - Waterfront; Outdoor shower!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    13

    Welcome to The Virginian, a stunning waterfront residence. This spacious property, boasting 2,296 square feet of living ...

    From $204 per night (USD)

    VRBO

    Details
  • Shell Cottage - Pet friendly, Hot tub, Fenced yard!
    From $80 per night (USD)

    Expedia

    Shell Cottage - Pet friendly, Hot tub, Fenced yard!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Come and enjoy a delightful vacation at "Shell Cottage"! Located on the popular East Side of Chincoteague Island, you'll ...

    From $80 per night (USD)

    Expedia

    Details
  • Serenity at Oyster Bay, Water access; Firepit!
    From $204 per night (USD)

    VRBO

    Serenity at Oyster Bay, Water access; Firepit!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Aptly named, "Serenity at Oyster Bay" is just what you'll find at this delightful vacation home. Located in the highly-d ...

    From $204 per night (USD)

    VRBO

    Details
  • Coral Cove - fun waterfront home with floating dock and amazing patios
    From $233 per night (USD)

    Expedia

    Coral Cove - fun waterfront home with floating dock and amazing patios

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    We are beyond excited to be able to offer you "Coral Cove" for your next Chincoteague Island vacation - we just KNOW you ...

    From $233 per night (USD)

    Expedia

    Details
  • Sundance - In town; Screened porch!
    From $149 per night (USD)

    VRBO

    Sundance - In town; Screened porch!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Light, bright and airy - this beautiful home is very well maintained, tastefully furnished and boasts all amenities incl ...

    From $149 per night (USD)

    VRBO

    Details
  • Sunset Bay Villa 312 - Waterfront; Boat slip!
    From $213 per night (USD)

    Expedia

    Sunset Bay Villa 312 - Waterfront; Boat slip!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Villa 312 is a beautiful 3 bedroom villa featuring a master bedroom suite with luxury bath, gourmet kitchen with center ...

    From $213 per night (USD)

    Expedia

    Details
  • Newly renovated water view cottage nestled in the pines.
    From $180 per night (USD)

    VRBO

    Newly renovated water view cottage nestled in the pines.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Newly renovated charming two bedroom one bath cottage on Chincoteague Island, Virginia. This cottage features an open li ...

    From $180 per night (USD)

    VRBO

    Details
  • Sunset Bay Villa 118 - Waterfront, Deep-water boat slip!
    From $192 per night (USD)

    Expedia

    Sunset Bay Villa 118 - Waterfront, Deep-water boat slip!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Come and sit a spell. Grab a cocktail and watch your worries sail away as you enjoy the cozy private outdoor seating are ...

    From $192 per night (USD)

    Expedia

    Details
  • Chincoteague Townhome w\/ Pony Views from Deck!
    From $141 per night (USD)

    VRBO

    Chincoteague Townhome w\/ Pony Views from Deck!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Let your worries float away in the bay as you relax at this 2-bedroom, 1.5-bath vacation rental home! This space is an e ...

    From $141 per night (USD)

    VRBO

    Details
  • Wildcat Retreat - Waterfront; Phenomenal Views!
    From $384 per night (USD)

    Expedia

    Wildcat Retreat - Waterfront; Phenomenal Views!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Only for the discerning traveler, 'Wildcat Retreat' is the newest in luxury vacation accommodations on Chincoteague Isla ...

    From $384 per night (USD)

    Expedia

    Details
  • Sea La Vie - Duplex, Shared pool!
    From $166 per night (USD)

    VRBO

    Sea La Vie - Duplex, Shared pool!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Aptly named, "Sea la Vie" means "Sea Life" or Life at the Beach. This beautifully upgraded three bed, two and a half bat ...

    From $166 per night (USD)

    VRBO

    Details
  • Charlie's Bayside Retreat - Pet friendly, In town!
    From $297 per night (USD)

    Expedia

    Charlie's Bayside Retreat - Pet friendly, In town!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This is it! Are you looking for your perfect vacation getaway spot? Look no further. 'Charlie's Bayside Retreat' is ever ...

    From $297 per night (USD)

    Expedia

    Details
  • Belle of the Bay - Beautiful Custom Waterfront Home!
    From $256 per night (USD)

    VRBO

    Belle of the Bay - Beautiful Custom Waterfront Home!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Truly the "Belle of the Bay", this beautiful custom waterfront home is tucked away at the very tip of one of Chincoteagu ...

    From $256 per night (USD)

    VRBO

    Details
  • Stella del Mare - Charming home w\/ relaxing porch!
    From $329 per night (USD)

    Expedia

    Stella del Mare - Charming home w\/ relaxing porch!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Stella del Mare - or "Star of the Sea" in Italian - is about as charming as it gets. Located on South Main Street, this ...

    From $329 per night (USD)

    Expedia

    Details
  • Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!
    From $177 per night (USD)

    VRBO

    Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    “Live in the Sunshine, swim in the sea, drink the wild air.” ~ Ralph Waldo Emerson When was the last time you had a Vac ...

    From $177 per night (USD)

    VRBO

    Details
  • Sand Penny - Take in lovely Bay Views from this Chincoteague Island Duplex!
    From $134 per night (USD)

    Expedia

    Sand Penny - Take in lovely Bay Views from this Chincoteague Island Duplex!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Time spent at the Beach is never wasted….. What is it they say about finding a penny? It brings you good luck - good mo ...

    From $134 per night (USD)

    Expedia

    Details
  • Ariel`s Grotto is a gorgeous 3 Bedroom\/2.5 Bath Vacation Rentals on incredible C
    From $172 per night (USD)

    VRBO

    Ariel`s Grotto is a gorgeous 3 Bedroom\/2.5 Bath Vacation Rentals on incredible C

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Ariel's Grotto - A True Beauty at the Beach The welcome mat is out at spectacular Ariel's Grotto - only minutes from ...

    From $172 per night (USD)

    VRBO

    Details
  • Les Bon Temps is a beautiful 3 Bedroom\/2 Bath home on Chincoteague Island.
    From $129 per night (USD)

    Expedia

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Les Bon Temps - Good Times & Beach Vibes.... "Les Bon Temps" loosely translates to "Let the good times roll" - can yo ...

    From $129 per night (USD)

    Expedia

    Details
  • Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst
    From $186 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Smooth Sailing - Work like a Captain, but Play like a Pirate.... "We cannot control the wind, but we can direct the s ...

    From $186 per night (USD)

    VRBO

    Details
  • Rhythm and Blues, a beautiful 3 Bedroom\/2 Bath home located in the heart of our
    From $164 per night (USD)

    Expedia

    Rhythm and Blues, a beautiful 3 Bedroom\/2 Bath home located in the heart of our

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Rhythm and Blues - The Ocean's Roar is Music to the Soul..... You know that favorite song that just stays with you ...

    From $164 per night (USD)

    Expedia

    Details
  • ★ Pearl in the Pines: Kayaks-Fire pit-Bikes-Pet Friendly-Towels & Linens Inc.  ★
    From $78 per night (USD)

    VRBO

    ★ Pearl in the Pines: Kayaks-Fire pit-Bikes-Pet Friendly-Towels & Linens Inc. ★

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    O'Connor Properties is pleased to offer our newest vacation property: Pearl in the Pines We provide a vacation exper ...

    From $78 per night (USD)

    VRBO

    Details
  • Saltwater - Pet friendly, Waterfront!
    From $198 per night (USD)

    Expedia

    Saltwater - Pet friendly, Waterfront!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to 'Saltwater', formerly known as 'Logan's Sunset.' A lovely 2 story waterfront townhouse on Chincoteague Bay wi ...

    From $198 per night (USD)

    Expedia

    Details
  • Sel de Mer - 4BR home close to town & carnival.  Front screened in porch.
    From $235 per night (USD)

    VRBO

    Sel de Mer - 4BR home close to town & carnival. Front screened in porch.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Amenities: Central A/C, Roku TV, Dishwasher, Microwave, W/D, WiFi, Front Screen Porch, Charcoal Grill Bed Sizes: 3 Quee ...

    From $235 per night (USD)

    VRBO

    Details
  • Grey Heron - Pet friendly; Waterfront home w\/ Boat dock!
    From $272 per night (USD)

    Expedia

    Grey Heron - Pet friendly; Waterfront home w\/ Boat dock!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Majestic views await you from every room at Grey Heron, a charming raised contemporary located on North Main Street. Enj ...

    From $272 per night (USD)

    Expedia

    Details
  • Southern Dream - Water views; Screened porch!
    From $123 per night (USD)

    VRBO

    Southern Dream - Water views; Screened porch!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Charming 3 bedroom ranch home located in one of Chincoteague Island's residential communities. Nice, quiet location with ...

    From $123 per night (USD)

    VRBO

    Details
  • Sea Oats - Water front w\/ Boat dock!
    From $321 per night (USD)

    Expedia

    Sea Oats - Water front w\/ Boat dock!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A destination unto itself, Sea Oats offers wide open spaces, beautiful waterfront and views of Oyster Bay and plenty of ...

    From $321 per night (USD)

    Expedia

    Details
  • Hidden Treasure - Waterfront home w\/ Boat dock!
    From $320 per night (USD)

    VRBO

    Hidden Treasure - Waterfront home w\/ Boat dock!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    "X" marks the spot here at Hidden Treasure. Nestled in a cove along the shoreline of the island's most exclusive neighbo ...

    From $320 per night (USD)

    VRBO

    Details
  • Sunset Bay Villa 212 - Pet friendly; Waterfront!
    From $236 per night (USD)

    Expedia

    Sunset Bay Villa 212 - Pet friendly; Waterfront!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Cozy and luxurious, three bed, two bath waterfront villa with private balcony. Beautiful kitchen space overlooks the bri ...

    From $236 per night (USD)

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  • Daisey Cottage - Pet friendly w\/ Fenced yard!
    From $96 per night (USD)

    VRBO

    Daisey Cottage - Pet friendly w\/ Fenced yard!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Come visit Chincoteague Island and stay in this adorable coastal cottage with your family. Lovingly remodeled and update ...

    From $96 per night (USD)

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    Details
  • Donovan's Reef - Pet friendly, In Town!
    From $332 per night (USD)

    Expedia

    Donovan's Reef - Pet friendly, In Town!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Charming Chincoteague coastal cottage doesn't even begin to describe this place, but it's a start. Cheery, bright, and c ...

    From $332 per night (USD)

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    Details
  • Sunset Bay Villa 116 - Waterfront; Shared pool!
    From $204 per night (USD)

    VRBO

    Sunset Bay Villa 116 - Waterfront; Shared pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A beautiful ground-floor villa with walk out to marina. Luxurious master bedroom with private bath includes both a roomy ...

    From $204 per night (USD)

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    Details
  • Channel Lookout - Water views & public dock!
    From $117 per night (USD)

    Expedia

    Channel Lookout - Water views & public dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This property has a location that is rich with amenities. Situated right next to Memorial Park, you can sit on the deck ...

    From $117 per night (USD)

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    Details
  • Blue Pointe Bayside - Cozy, Waterfront home!
    From $278 per night (USD)

    VRBO

    Blue Pointe Bayside - Cozy, Waterfront home!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Spectacular waterfront home on the end of a cul-de-sac! Bright, airy and immaculate! Four decks, including one off of th ...

    From $278 per night (USD)

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    Details
  • Trembling Bay - Waterfront; Private pier!
    From $249 per night (USD)

    Expedia

    Trembling Bay - Waterfront; Private pier!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This beautifully renovated 3 bedroom, 2 bath Chincoteague cottage is nestled along the salt marshes in a natural setting ...

    From $249 per night (USD)

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    Details
  • Waterman's Daughter - Pet friendly; Water access!
    From $145 per night (USD)

    VRBO

    Waterman's Daughter - Pet friendly; Water access!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    We are excited to introduce Waterman's Daughter! This stately townhome is located on a quiet lane off of East Side Drive ...

    From $145 per night (USD)

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    Details
  • Bay Mist - Townhome w\/ Shared pool & water views!
    From $102 per night (USD)

    Expedia

    Bay Mist - Townhome w\/ Shared pool & water views!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Bay Mist is a nice two bedroom town home that features water and lighthouse views. There have been major updates and ren ...

    From $102 per night (USD)

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    Details
  • A 'Teague of Our Own - Pet friendly & In town!
    From $149 per night (USD)

    VRBO

    A 'Teague of Our Own - Pet friendly & In town!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to A 'Teague of Our Own! This in-town home is an easy walk or bike to downtown or Maddox Blvd. Nicely decorated ...

    From $149 per night (USD)

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    Details
  • Lavinder House - Waterfront; North Main!
    From $396 per night (USD)

    Expedia

    Lavinder House - Waterfront; North Main!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Tucked away off North Main on the waterfront, Lavinder House is a charming Victorian-style home steeped in tradition. Fr ...

    From $396 per night (USD)

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    Details
  • Gone Coastal - Pet friendly w\/ Screened porch!
    From $96 per night (USD)

    VRBO

    Gone Coastal - Pet friendly w\/ Screened porch!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    Enjoy the cool breezes coming off the Chincoteague Channel while relaxing on the porch at Gone Coastal! Nestled in a gro ...

    From $96 per night (USD)

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    Details
  • The Hideaway Cottage
    From $105 per night (USD)

    Expedia

    The Hideaway Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    If your looking for a place to sleep, shower and relax after a long day of fishing, boating or hanging out at the beach ...

    From $105 per night (USD)

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    Details
  • Park Place-LOCATION! LOCATION! Waterview
    From $230 per night (USD)

    VRBO

    Park Place-LOCATION! LOCATION! Waterview

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Fantastic one-of-a-kind home overlooking Memorial Park and across to Assateague Channel. Close to all of the activities, ...

    From $230 per night (USD)

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    Details
  • A Sea Change
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    Expedia

    A Sea Change

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Great location, walking distance to town, restaurants, and stores. Lovely back yard with patio furniture and grill. Enjo ...

    Click For Pricing

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    Details
  • Safe Harbor on Chincoteague Island!
    From $104 per night (USD)

    VRBO

    Safe Harbor on Chincoteague Island!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Safe Harbor on magical Chincoteague Island - the perfect place to relax, rewind, and reconnect. This adorable ...

    From $104 per night (USD)

    VRBO

    Details
  • Cottage on Cleveland- In Town, Close to Everything
    From $186 per night (USD)

    Expedia

    Cottage on Cleveland- In Town, Close to Everything

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    NEW LISTING!!!! Cottage on Cleveland is a cute & cozy updated cottage located in the heart of Chincoteague Island. Close ...

    From $186 per night (USD)

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    Details
  • Sand Dollar - 5 min from the Beach!
    From $183 per night (USD)

    VRBO

    Sand Dollar - 5 min from the Beach!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Sand Dollars wash upon the shore like smiles from the Sea….. The things we treasure most in this life aren’t ‘things’ a ...

    From $183 per night (USD)

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    Details
  • Down the street from the Beach!
    From $101 per night (USD)

    Expedia

    Down the street from the Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    Expedia

    Details
  • Assateague Inn 107 on Chincoteague!
    From $101 per night (USD)

    VRBO

    Assateague Inn 107 on Chincoteague!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    VRBO

    Details
  • Beach Bargain near Assateague National Seashore!
    From $101 per night (USD)

    Expedia

    Beach Bargain near Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    Expedia

    Details
  • 5 minutes to Assateague National Seashore!
    From $101 per night (USD)

    VRBO

    5 minutes to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    VRBO

    Details
  • A Beach Bargain in Chincoteague!
    From $101 per night (USD)

    Expedia

    A Beach Bargain in Chincoteague!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    Expedia

    Details
  • Sunset Bay 307 - Gorgeous Bay Views and Pool!
    From $135 per night (USD)

    VRBO

    Sunset Bay 307 - Gorgeous Bay Views and Pool!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Sunset Bay 307 - Sometimes you just have to go with the Waves….. Welcome to Sunset Bay 307 - Picasso - at fabulous Suns ...

    From $135 per night (USD)

    VRBO

    Details
  • The Happy Crab - Waterfront on Chincoteague Island!
    From $223 per night (USD)

    Expedia

    The Happy Crab - Waterfront on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The Happy Crab - Where dreams are made of Sun and Sand….. There's only one thing more precious than our time, and that ...

    From $223 per night (USD)

    Expedia

    Details
  • Only 5 min from Assateague National Seashore!
    From $101 per night (USD)

    VRBO

    Only 5 min from Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    VRBO

    Details
  • Only 5 min. from the Beach!
    From $101 per night (USD)

    Expedia

    Only 5 min. from the Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    Expedia

    Details
  • Only 5 minutes to Assateague National Seashore!
    From $101 per night (USD)

    VRBO

    Only 5 minutes to Assateague National Seashore!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    VRBO

    Details
  • Waterfront on Marsh Island!
    From $127 per night (USD)

    Expedia

    Waterfront on Marsh Island!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Lover's Lane - Live by the Sea, Love by the Moon. This super charming 1 Bedroom/1 Bath Condo will make you fe ...

    From $127 per night (USD)

    Expedia

    Details
  • Close to Assateague National Seashore!
    From $101 per night (USD)

    VRBO

    Close to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    VRBO

    Details
  • Only 5 min. from the Beach!
    From $101 per night (USD)

    Expedia

    Only 5 min. from the Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Stunning Updates for 2023! Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild P ...

    From $101 per night (USD)

    Expedia

    Details
  • Fabulous Bargain at the Beach!
    From $62 per night (USD)

    VRBO

    Fabulous Bargain at the Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $62 per night (USD)

    VRBO

    Details
  • Only 5 min. from the Beach!
    From $101 per night (USD)

    Expedia

    Only 5 min. from the Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Assateague Inn 106 is like New for 2022! New Flooring, Cabinets, Renovated Bathroom, and Fresh Paint - it's gorgeous! A ...

    From $101 per night (USD)

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    Details
  • Waterfront on Marsh Island!
    From $183 per night (USD)

    VRBO

    Waterfront on Marsh Island!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to The Pearl at Marsh Island - leave your troubles at the door, you won't be needing them here! This super charm ...

    From $183 per night (USD)

    VRBO

    Details
  • Only 5 min to Assateague National Seashore!
    From $101 per night (USD)

    Expedia

    Only 5 min to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering through the ...

    From $101 per night (USD)

    Expedia

    Details
  • Sunset Bay 216 - Luxurious Waterfront with a Pool!
    From $326 per night (USD)

    VRBO

    Sunset Bay 216 - Luxurious Waterfront with a Pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on th ...

    From $326 per night (USD)

    VRBO

    Details
  • Sunset Bay 319 - Bella Vista!
    From $259 per night (USD)

    Expedia

    Sunset Bay 319 - Bella Vista!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Bella Vista - Everything is better with a Water View….. Welcome to Sunset Bay 319 - Bella Vista - at fabulous Sunset Ba ...

    From $259 per night (USD)

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    Details
  • Bertie Street Cottage on Chincoteague Island!
    From $123 per night (USD)

    VRBO

    Bertie Street Cottage on Chincoteague Island!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Life takes us down many paths, but our favorite ones lead to the Beach. Looking for the perfect Island getaway for your ...

    From $123 per night (USD)

    VRBO

    Details
  • Welcome to Angel`s View, a waterfront vacation rental on Chincoteague Island
    From $115 per night (USD)

    Expedia

    Welcome to Angel`s View, a waterfront vacation rental on Chincoteague Island

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Angel's View - Prepare to be inspired..... Looking for the Modern Amenities you need, but still want the Character an ...

    From $115 per night (USD)

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    Details
  • Captain's Quarters -Water Front- Water Access-Close to the Beach- Shared Dock
    From $171 per night (USD)

    VRBO

    Captain's Quarters -Water Front- Water Access-Close to the Beach- Shared Dock

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Amenities: Central A/C, Dishwasher, TV w/Chromecast only (no cable), DVD, WiFi, W/D, Microwave, Deck, 2 open decks, Shar ...

    From $171 per night (USD)

    VRBO

    Details
  • Chincoteague Home w\/ Pool - Walkable Location!
    From $120 per night (USD)

    Expedia

    Chincoteague Home w\/ Pool - Walkable Location!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Escape to your dream getaway at this 4-bed, 1.5-bath vacation rental. This quintessential Chincoteague home has been pre ...

    From $120 per night (USD)

    Expedia

    Details
  • Spacious + Family-Friendly Home in Chincoteague!
    From $165 per night (USD)

    VRBO

    Spacious + Family-Friendly Home in Chincoteague!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    14

    Escape to Chincoteague and make unforgettable memories at ‘My Happy Place.’ This charming 4-bedroom, 2-bathroom vacation ...

    From $165 per night (USD)

    VRBO

    Details
  • Sunset Bay Villa Unit #202 -Waterfront-POOL-Stunning Sunsets
    From $222 per night (USD)

    Expedia

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Gorgeous, fully updated condo located directly on the bay. Enjoy watching wildlife, boats, and stunning sunsets from yo ...

    From $222 per night (USD)

    Expedia

    Details