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Results: 635 Rentals

  • All Done - Pet Friendly; New for 2024!
    From $338 per night (USD)

    VRBO

    All Done - Pet Friendly; New for 2024!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    All Done is located on the popular East Side Road, just minutes from downtown, Maddox Blvd (Beach Road), Memorial Park a ...

    From $338 per night (USD)

    VRBO

    Details
  • Bue Crab Bungalow - Charming in-town cottage!
    From $213 per night (USD)

    Expedia

    Bue Crab Bungalow - Charming in-town cottage!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to this charming bungalow located in the center of Chincoteague Island! This delightful house offers a cozy and ...

    From $213 per night (USD)

    Expedia

    Details
  • Oasis on Main - Charming Victorian on Main Street!
    From $370 per night (USD)

    VRBO

    Oasis on Main - Charming Victorian on Main Street!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    11

    Welcome to 'Oasis on Main"! This charming and lovingly restored traditional Chincoteague-style home is ready to welcome ...

    From $370 per night (USD)

    VRBO

    Details
  • Highlander - Quiet vacation comfort!
    From $406 per night (USD)

    Expedia

    Highlander - Quiet vacation comfort!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Welcome to 'Highlander', a charming ranch-style home nestled in a quiet residential neighborhood. This delightful 3-bedr ...

    From $406 per night (USD)

    Expedia

    Details
  • Sunset Bay 306 - Spectacular Bay Views and a Bayfront Pool!
    From $317 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Island Days and Sunny Rays….. Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gor ...

    From $317 per night (USD)

    VRBO

    Details
  • Off Belay - Creek View
    From $331 per night (USD)

    Expedia

    Off Belay - Creek View

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome! This spacious, luxurious home offers everything you need for a relaxing vacation. Located in the Smugglers Cove ...

    From $331 per night (USD)

    Expedia

    Details
  • Charlie's Cove - Pet friendly w/ Fenced yard!
    From $254 per night (USD)

    VRBO

    Charlie's Cove - Pet friendly w/ Fenced yard!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Charlie's Cove is waiting to accommodate you and your guests! Conveniently located on Ridge Road in the middle of Chinco ...

    From $254 per night (USD)

    VRBO

    Details
  • Teal Away-Perfect for Crabbing & Relaxing
    From $208 per night (USD)

    Expedia

    Teal Away-Perfect for Crabbing & Relaxing

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Teal Away is equipped and decorated for vacation comfort. Enjoy the views overlooking the marsh and creek while relaxin ...

    From $208 per night (USD)

    Expedia

    Details
  • Pine Island Retreat - 3BR's, 1st & 2nd level porches NO LINENS PROVIDED
    From $157 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Amenities: C/A, Microwave, W/D, 3 Screened Porches, Charcoal Grill, W/D, WiFi, Smart TV, Pet Friendly, Step back in ti ...

    From $157 per night (USD)

    VRBO

    Details
  • Blue Water - Single Family Home - In Town - LG. FENCEED IN YARD, NO LINENS
    From $185 per night (USD)

    Expedia

    Blue Water - Single Family Home - In Town - LG. FENCEED IN YARD, NO LINENS

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Amenities: Central A/C, Microwave, W/D, Dishwasher, Keurig, WiFi, Cable, TV, Deck, Gas Grill, Large Fenced in Back Yard ...

    From $185 per night (USD)

    Expedia

    Details
  • Lily Pad 2 - Brand New and Dog Friendly!
    From $239 per night (USD)

    VRBO

    Lily Pad 2 - Brand New and Dog Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    “Not all who wander are lost…..” Welcome to Lily Pad 2 in the very heart of Chincoteague Island! If you’ve been looking ...

    From $239 per night (USD)

    VRBO

    Details
  • The Suncatcher - Great Island Location!
    From $288 per night (USD)

    Expedia

    The Suncatcher - Great Island Location!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    “Live in the sunshine, swim in the sea, drink the wild air.” ~ Ralph Waldo Emerson There’s something about a day at the ...

    From $288 per night (USD)

    Expedia

    Details
  • Ohana Sunrise - Close to the beach - Linens and Towels are provided.
    From $211 per night (USD)

    VRBO

    Ohana Sunrise - Close to the beach - Linens and Towels are provided.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: 3BR / 2BA *** ( Single Level Home) ( 3D) Amenities: Central A/C, Microwave, W/D, DW. WIFI. Gas Grill, Screene ...

    From $211 per night (USD)

    VRBO

    Details
  • Seaside Rendezvous Chincoteague, Seaside Rendezvous Chincoteague
    From $228 per night (USD)

    VRBO

    Seaside Rendezvous Chincoteague, Seaside Rendezvous Chincoteague

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    7

    Seaside Rendezvous on Chincoteague Island Welcome to our 3 Bedroom 2.5 Bath townhome in beautiful, secluded, Silver Sai ...

    From $228 per night (USD)

    VRBO

    Details
  • Blufin Bungalows & Marina
    From $364 per night (USD)

    VRBO

    Blufin Bungalows & Marina

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    <p>While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and a full-size ...

    From $364 per night (USD)

    VRBO

    Details
  • Only 5 min. from the Beach!
    From $366 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 $366 per night (USD)

    Expedia

    Details
  • Kingslanding-Canal Front with Boat Dock!
    From $275 per night (USD)

    VRBO

    Kingslanding-Canal Front with Boat Dock!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Fresh Updates for 2024 - Photos coming soon! Great location in the quiet, private Oyster Bay Community. This Coastal-S ...

    From $275 per night (USD)

    VRBO

    Details
  • Teague Time - Only 5 min to the Beach!
    From $288 per night (USD)

    Expedia

    Teague Time - Only 5 min to the Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    **Teague Time has a Brand New Fenced Yard for your Furbaby!** The best things in Life are the people we love, the place ...

    From $288 per night (USD)

    Expedia

    Details
  • Chincoteague Island Home- \Blue Tide Townhome\ Kayaks Included!
    From $489 per night (USD)

    VRBO

    Chincoteague Island Home- \"Blue Tide Townhome\" Kayaks Included!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    We welcome you and your family to “seas the day” at our unique island vacation home. Our quiet yet central location is j ...

    From $489 per night (USD)

    VRBO

    Details
  • Sunset Bay 309 - Changes in Latitude
    From $287 per night (USD)

    Expedia

    Sunset Bay 309 - Changes in Latitude

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Changes in Latitude, Changes in Attitude…. Jimmy Buffet sure does know what he’s talking about, doesn’t he?! Welcome to ...

    From $287 per night (USD)

    Expedia

    Details
  • Sunset Bay 110 - Waterfront with a Pool!
    From $283 per night (USD)

    VRBO

    Sunset Bay 110 - Waterfront with a Pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    unset Bay 110 - Relax, Rejuvenate, Reconnect.... NOW DOG FRIENDLY! 2 DOG MAX AND MUST BE PRE-APPROVED. $100 PET FEE PER ...

    From $283 per night (USD)

    VRBO

    Details
  • Sunset Bay 313 - By the Bay!
    From $318 per night (USD)

    Expedia

    Sunset Bay 313 - By the Bay!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    ‘By the Bay’ - Is there anywhere you’d rather be?! Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pur ...

    From $318 per night (USD)

    Expedia

    Details
  • Spectacular Waterfront just across from Chincoteague Island!
    From $404 per night (USD)

    VRBO

    Spectacular Waterfront just across from Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sea Breeze - Life’s at ease with an Ocean Breeze….. Close your eyes and imagine breathing in that salty, sweet air - th ...

    From $404 per night (USD)

    VRBO

    Details
  • Barefoot Breeze - A breath of fresh air!
    From $265 per night (USD)

    Expedia

    Barefoot Breeze - A breath of fresh air!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Life’s at ease with an Ocean Breeze…… You know that feeling you get when you step onto the Beach for the first time eac ...

    From $265 per night (USD)

    Expedia

    Details
  • Only 5 min to Assateague National Seashore!
    From $110 per night (USD)

    VRBO

    Only 5 min to Assateague National Seashore!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

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

    From $110 per night (USD)

    VRBO

    Details
  • Nauti Girl - Sunset Bay Villa 310 - Waterfront, Pool, Boat Slip, Dog Friendly!
    From $255 per night (USD)

    Expedia

    Nauti Girl - Sunset Bay Villa 310 - Waterfront, Pool, Boat Slip, Dog Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - a Water Lover’s Paradise! These gorgeous condos sit dir ...

    From $255 per night (USD)

    Expedia

    Details
  • Assateague Point - Dynamic Waterfront ,Pier,Dock,  LINENS AND TOWELS PROVIDED
    From $722 per night (USD)

    VRBO

    Assateague Point - Dynamic Waterfront ,Pier,Dock, LINENS AND TOWELS PROVIDED

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Amenities: Central A/C, WiFi, Microwave, W/D, TV. NO PETS AND NO SMOKING. Dynamic Waterfront home with outstanding view ...

    From $722 per night (USD)

    VRBO

    Details
  • The Oyster Shack - 3BR home, Lg screened in porch. Bikes,chairs. NO LINENS
    From $168 per night (USD)

    Expedia

    The Oyster Shack - 3BR home, Lg screened in porch. Bikes,chairs. NO LINENS

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Amenities: 3BR/2B***(Single Level Home) {2Q, 1D, 1T, 1DS/S} WIFI and Apple TV, O/S Shower, Bikes, Beach Chairs, Umbrell ...

    From $168 per night (USD)

    Expedia

    Details
  • Pelican Sunset - Waterfront With Pier
    From $294 per night (USD)

    VRBO

    Pelican Sunset - Waterfront With Pier

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Pelican Sunset is a waterfront cottage on the Chincoteague channel. Enjoy beautiful sunsets, kayaking, and fishing from ...

    From $294 per night (USD)

    VRBO

    Details
  • The 3 Sisters - Fern's Cottage
    From $176 per night (USD)

    Expedia

    The 3 Sisters - Fern's Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    "The 3 Sisters" - Fern's Cottage is a beautifully renovated/restored Chincoteague Cottage No expense has been spared fo ...

    From $176 per night (USD)

    Expedia

    Details
  • \The 3 Sisters\ Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street
    From $181 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    "The 3 Sisters" - Ivy's Cottage is a beautifully renovated/restored Chincoteague Cottage No expense has been spared for ...

    From $181 per night (USD)

    VRBO

    Details
  • The 3 Sisters - Willow's Bungalow
    From $335 per night (USD)

    Expedia

    The 3 Sisters - Willow's Bungalow

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    "The 3 Sisters" - Willow's Bungalow is a lovingly renovated/restored Chincoteague Cottage No expense has been spared fo ...

    From $335 per night (USD)

    Expedia

    Details
  • 2BR Waterfront Cottage with the Most Spectacular View of  lighthouse!
    From $393 per night (USD)

    VRBO

    2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    It's a celebration of nature in its most magnificent form, as the wild Chincoteague ponies run up and down the marshland ...

    From $393 per night (USD)

    VRBO

    Details
  • Casa dell’Isola-Waterfront w/ Kayaks & Firepit
    From $854 per night (USD)

    Expedia

    Casa dell’Isola-Waterfront w/ Kayaks & Firepit

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Easy access to Oyster Bay from this cheerful home. Equipped for a fun vacation with Kayaks and Paddle Boards, Game Room ...

    From $854 per night (USD)

    Expedia

    Details
  • AlloWaves-Luxury Townhome w/ POOL & FISHING PIER
    From $283 per night (USD)

    VRBO

    AlloWaves-Luxury Townhome w/ POOL & FISHING PIER

    Bedrooms:
    3
    Bathrooms:
    1
    Sleeps:
    9

    Bright, open floor plan in this luxurious 3 Story townhome Beautiful furnishings and superbly appointed Plenty of room ...

    From $283 per night (USD)

    VRBO

    Details