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Results: 328 Rentals

  • YOUR RELAXING ISLAND VACATION AWAITS!
    From $235 per night (USD)

    VRBO

    YOUR RELAXING ISLAND VACATION AWAITS!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Bayberry is an inviting, 2 bedroom, 2 1/2 bath, centrally air conditioned, canal front townhome that sleeps up to 6 peop ...

    From $235 per night (USD)

    VRBO

    Details
  • SET YOUR CLOCK TO ISLAND TIME!
    From $247 per night (USD)

    VRBO

    SET YOUR CLOCK TO ISLAND TIME!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Clock into the perfect vacation rental "Island Time". This 3 bedroom, 2 full bath, central air conditioned home is the p ...

    From $247 per night (USD)

    VRBO

    Details
  • WATERFRONT RELAXATION AT IT FINEST!
    From $294 per night (USD)

    VRBO

    WATERFRONT RELAXATION AT IT FINEST!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Rachel's Retreat is Waterfront Relaxation at its finest, with gorgeous views of sunsets, balcony to enjoy the cool salt ...

    From $294 per night (USD)

    VRBO

    Details
  • Bradford House in the heart of Downtown Chincoteague
    From $213 per night (USD)

    VRBO

    Bradford House in the heart of Downtown Chincoteague

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Wonderful Memories to be made at the Bradford House! Located just a few steps away from Historic Downtown Chincoteague, ...

    From $213 per night (USD)

    VRBO

    Details
  • Beck's Corner is as cute as can be!
    From $168 per night (USD)

    VRBO

    Beck's Corner is as cute as can be!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Beck’s Corner is as cute as it can be! This charming home offers 1 bedroom, 1 full bath, large yard, central air conditi ...

    From $168 per night (USD)

    VRBO

    Details
  • STUNNING WATERFRONT VIEWS!
    From $304 per night (USD)

    VRBO

    STUNNING WATERFRONT VIEWS!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Relax and unwind at one of the most beautiful waterfront townhomes overlooking the Chincoteague Channel. With the living ...

    From $304 per night (USD)

    VRBO

    Details
  • Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
    From $197 per night (USD)

    VRBO

    Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Great Waterview location on Chincoteague Island overlooking the Assateague Channel, the lighthouse and the marsh where ...

    From $197 per night (USD)

    VRBO

    Details
  • Your Memorable Island Vacation Starts Where the Sidewalk Ends!
    From $164 per night (USD)

    VRBO

    Your Memorable Island Vacation Starts Where the Sidewalk Ends!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Sidewalk's End is an adorable, 2 bedroom, 1 1/2 bath, central air conditioned cottage located in town for summer evening ...

    From $164 per night (USD)

    VRBO

    Details
  • NESTLED ALONG BANKS OF ASSATEAGUE BAY OVERLOOKING THE SALT MARSHES!
    From $616 per night (USD)

    VRBO

    NESTLED ALONG BANKS OF ASSATEAGUE BAY OVERLOOKING THE SALT MARSHES!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Nestled along the bank of the Assateague Bay and overlooking the wild salt marshes of Assateague and Morris Islands is w ...

    From $616 per night (USD)

    VRBO

    Details
  • Perfect Chincoteague Home for your small family getaway
    From $183 per night (USD)

    Expedia

    Perfect Chincoteague Home for your small family getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This traditional style Chincoteague home has an eat-in kitchen, living space, a single bedroom downstairs, and two full- ...

    From $183 per night (USD)

    Expedia

    Details
  • PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds
    From $216 per night (USD)

    VRBO

    PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Pet Friendly, Community Pool, Screened Porch/Patio, Grilling Deck & Fishing Dock: --Creek-side, comfortably-decorated du ...

    From $216 per night (USD)

    VRBO

    Details
  •  Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH\n3 decks.
    From $194 per night (USD)

    Expedia

    Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH\n3 decks.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This Property is located in a very private location, nestled between Assateague Chanel and Oyster Bay. In the private co ...

    From $194 per night (USD)

    Expedia

    Details
  • Enjoy sandpiperHouse on Chincoteague's Peaceful Piney Island! A virtual office
    From $281 per night (USD)

    VRBO

    Enjoy sandpiperHouse on Chincoteague's Peaceful Piney Island! A virtual office

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Fall pony roundup October 2024 FULL WEEKS ONLY DURING JUNE, JULY and AUGUST Great fall weekends ! Stay in Chincoteague ...

    From $281 per night (USD)

    VRBO

    Details
  • Elegant Waterfront Residence, Magnificant Sunsets, Close to Town Ctr, Elevator
    From $616 per night (USD)

    VRBO

    Elegant Waterfront Residence, Magnificant Sunsets, Close to Town Ctr, Elevator

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Moorings North is an unique architecturally designed five bedroom home in the heart of Chincoteague Island, VA. The hous ...

    From $616 per night (USD)

    VRBO

    Details
  • Stately Home on Chincoteague Island - Professionally Sanitized
    From $320 per night (USD)

    VRBO

    Stately Home on Chincoteague Island - Professionally Sanitized

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    5 BDRM, 3 FULL BATH, 2400SF, HOME ON 0.5 ACRE PRIVATE LOT WITH AWESOME WATERFRONT VIEWS FROM ANY FRONT HOUSE VIEW. NICE ...

    From $320 per night (USD)

    VRBO

    Details
  • Waterfront Unit on Assateague Channel View with Floating Dock
    From $162 per night (USD)

    Expedia

    Waterfront Unit on Assateague Channel View with Floating Dock

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Waterfront on the Assateague Channel! The Sea Tag Lodge is loved by all for the views, dock, and ideal location. Perfe ...

    From $162 per night (USD)

    Expedia

    Details
  • Sunset Views on the Chincoteague Bay
    From $448 per night (USD)

    VRBO

    Sunset Views on the Chincoteague Bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Our family has loved staying on Chincoteague Island for years, and we are excited to be able to share our favorite desti ...

    From $448 per night (USD)

    VRBO

    Details
  • Walking distance of town!
    From $255 per night (USD)

    VRBO

    Walking distance of town!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Homeport is a comfortable, inviting, 2 bedroom, 1 bathroom, centrally air conditioned home located on a quiet street wit ...

    From $255 per night (USD)

    VRBO

    Details
  • SUNSHINE & VITAMIN SEA IS CALLING!
    From $328 per night (USD)

    VRBO

    SUNSHINE & VITAMIN SEA IS CALLING!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Grab your copy of ‘Misty’ and head to Chincoteague Island as everyone loves a little Vitamin Sea! This veteran-owned cot ...

    From $328 per night (USD)

    VRBO

    Details
  • Historic Whealton House with full access to Waterside Inn facilites
    From $166 per night (USD)

    Expedia

    Historic Whealton House with full access to Waterside Inn facilites

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Charming condo with water view front deck and back deck with table and chairs. Fully equipped kitchen including microwav ...

    From $166 per night (USD)

    Expedia

    Details
  • Waterfront 5 star:  Ponies!  SAVE! Rates starting at 250.00 most nights in 2025
    From $359 per night (USD)

    VRBO

    Waterfront 5 star: Ponies! SAVE! Rates starting at 250.00 most nights in 2025

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Baywatch House is a super clean waterfront home ideally located in a quiet and isolated location, perfect for a Chincote ...

    From $359 per night (USD)

    VRBO

    Details
  • Sandy Gem- Waterfront Cottage w/ Sunset Views & Private Dock
    From $236 per night (USD)

    Expedia

    Sandy Gem- Waterfront Cottage w/ Sunset Views & Private Dock

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Sandy Gem is a Charming Waterman's Cottage on Chincoteague Bay. Lots of Charm with ALL the modern amenities for your com ...

    From $236 per night (USD)

    Expedia

    Details
  • Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
    From $125 per night (USD)

    VRBO

    Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    New Rental ! More Photos and information coming soon. Cozy pet friendly cottage, with 2 bedroom and 1 bath. Each bedroom ...

    From $125 per night (USD)

    VRBO

    Details
  • Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS
    From $215 per night (USD)

    Expedia

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Amenities: Central A/C, Microwave, W/D, Dishwasher, WiFi, Charcoal Grill, Deck Top of the line town home. Very comforta ...

    From $215 per night (USD)

    Expedia

    Details
  • Sea Glass - 3BR Water Front w/floating dock. LINENS AND TOWELS PROVIDED
    Click For Pricing

    VRBO

    Sea Glass - 3BR Water Front w/floating dock. LINENS AND TOWELS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Amenities: Central A/C, Smart TV with Netflix only, WiFi, Microwave, W/D, Dishwasher, Floating Dock, Outside Shower, Gas ...

    Click For Pricing

    VRBO

    Details
  • Chincoteague Island Creekside Cottage
    From $248 per night (USD)

    Expedia

    Chincoteague Island Creekside Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Creekside Cottage delivers all the feels... July 2020 USA Today "Best Coastal Small Town". Private dock off large back y ...

    From $248 per night (USD)

    Expedia

    Details
  • No Egrets!
    From $198 per night (USD)

    VRBO

    No Egrets!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy great views of Chincoteague Bay from this spacious three-story townhome. The first floor features living and dini ...

    From $198 per night (USD)

    VRBO

    Details
  • Tiki Time - Canal Front! Private Boat Dock
    From $267 per night (USD)

    Expedia

    Tiki Time - Canal Front! Private Boat Dock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Great Outdoor Living Space at Tiki Time: Private Boat Dock, A Tiki Bar and A Large Screened Porch. The interior of thi ...

    From $267 per night (USD)

    Expedia

    Details
  • Enjoy all that Chincoteague has to offer! Bbb bbb.
    From $236 per night (USD)

    VRBO

    Enjoy all that Chincoteague has to offer! Bbb bbb.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Close to everything! Xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx ...

    From $236 per night (USD)

    VRBO

    Details
  • Breezy Corner in the heart of Chincoeague!
    From $157 per night (USD)

    Expedia

    Breezy Corner in the heart of Chincoeague!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to Breezy Corner on our little slice of Heaven, Chincoteague Island. Located at the corner of Willow and Jester, ...

    From $157 per night (USD)

    Expedia

    Details
  • The Coastal Retreat you've been longing for!
    From $272 per night (USD)

    VRBO

    The Coastal Retreat you've been longing for!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Live for the moments you can’t put into words….. When was the last time you took a Vacation that truly took your breat ...

    From $272 per night (USD)

    VRBO

    Details
  • Find your peace at One Peace Cottage
    From $142 per night (USD)

    Expedia

    Find your peace at One Peace Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Peace. Love. Beach. Have you been yearning for a break from the hectic day to day? An affordable getaway that will brin ...

    From $142 per night (USD)

    Expedia

    Details
  • Oyster Bay Hideaway on Chincoteague Island!
    From $140 per night (USD)

    VRBO

    Oyster Bay Hideaway on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Oyster Bay Hideaway - Beach Days are the Best Days….. Just imagine relaxing on the Deck taking in that salty, sweet bay ...

    From $140 per night (USD)

    VRBO

    Details
  • The Mane Escape - Pet Friendly on Chincoteague!
    From $210 per night (USD)

    Expedia

    The Mane Escape - Pet Friendly on Chincoteague!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    We travel not to escape Life, but for Life not to escape us….. When was the last time you slowed down - took time to wa ...

    From $210 per night (USD)

    Expedia

    Details
  • PonyTime - 4BR WATERFRONT home in Oyster Bay. Dock,decks,Hot Tub,NO LINENS
    From $408 per night (USD)

    VRBO

    PonyTime - 4BR WATERFRONT home in Oyster Bay. Dock,decks,Hot Tub,NO LINENS

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    4BR/2.5B***(Single Level Home) {1K, 1Q,2T, Bunk Q/T} Amenities: Central A/C, WiFi, Microwave, W/D, Dishwasher, hot tub, ...

    From $408 per night (USD)

    VRBO

    Details
  • EVENTIDE on Chincoteague Island!
    From $221 per night (USD)

    Expedia

    EVENTIDE on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    “Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn Battuta Have you been l ...

    From $221 per night (USD)

    Expedia

    Details
  • Happy Ours- Firepit, Close to Beach!
    From $241 per night (USD)

    VRBO

    Happy Ours- Firepit, Close to Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Escape to the charming coastal town of Chincoteague and experience the perfect vacation at our 3-bedroom vacation home. ...

    From $241 per night (USD)

    VRBO

    Details
  • Driftwood-  Close to Beach!!
    From $269 per night (USD)

    Expedia

    Driftwood- Close to Beach!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Wonderful location - quiet street and close to the beach. Great one-level floor plan features: Updated fully equipped ki ...

    From $269 per night (USD)

    Expedia

    Details
  • Bay View-WATERFRONT, DOCK, SUNSETS!
    From $595 per night (USD)

    VRBO

    Bay View-WATERFRONT, DOCK, SUNSETS!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Brand New Luxury Vacation Rental Home. Located in the Prestigious Wildcat Community. Enjoy Unobstructed Views of Chinc ...

    From $595 per night (USD)

    VRBO

    Details
  • Ocean Pearl Cottage - New Listing and SO adorable!
    Click For Pricing

    Expedia

    Ocean Pearl Cottage - New Listing and SO adorable!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe ...

    Click For Pricing

    Expedia

    Details
  • Mermaid Manor-Water Lovers Paradise
    From $600 per night (USD)

    VRBO

    Mermaid Manor-Water Lovers Paradise

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Just Listed! More Photos Coming Soon! This gorgeous home is located directly on the Assateague Channel and affords brea ...

    From $600 per night (USD)

    VRBO

    Details
  • The Salty Pinecone-Waterfront-Peaceful
    From $321 per night (USD)

    Expedia

    The Salty Pinecone-Waterfront-Peaceful

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Fully Updated townhome with stunning views of Assateague Island & the Lighthouse. Located on deep water with Private B ...

    From $321 per night (USD)

    Expedia

    Details
  • Beechnut Villa-Waterfront-Cozy
    From $275 per night (USD)

    VRBO

    Beechnut Villa-Waterfront-Cozy

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Waterfront duplex offers some of the best views of Assateague Island and the Lighthouse. Enjoy amazing views from the s ...

    From $275 per night (USD)

    VRBO

    Details
  • Summer Creek - Waterview - Shared Dock, LINENS & TOWELS
    From $175 per night (USD)

    Expedia

    Summer Creek - Waterview - Shared Dock, LINENS & TOWELS

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Amenities: Central A/C, Dishwasher, WIFI, DVD, WiFi, Smart TV Streaming Only, W/D, Microwave, Deck, Shared Dock. The ...

    From $175 per night (USD)

    Expedia

    Details
  • Oyster Catcher - Pet friendly; Deep water access!
    Click For Pricing

    VRBO

    Oyster Catcher - Pet friendly; Deep water access!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Oyster Catcher! This home offers a prime location, beautiful views and a deep water dock (6 feet at low tide) ...

    Click For Pricing

    VRBO

    Details
  • House on the Dune - Pure Paradise!
    From $444 per night (USD)

    Expedia

    House on the Dune - Pure Paradise!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Travel - It leaves you speechless, then turns you into a Storyteller….. When was the last time you took a Vacation that ...

    From $444 per night (USD)

    Expedia

    Details
  • Historic Family Vacation Home with Golf Cart
    From $399 per night (USD)

    VRBO

    Historic Family Vacation Home with Golf Cart

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Built in 1905 as a grocery store, this historic home was a gathering place for islanders seeking refuge during the 1962 ...

    From $399 per night (USD)

    VRBO

    Details
  • Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.
    From $373 per night (USD)

    Expedia

    Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    If rest and relaxation is what you need then Sunnywood Retreat is the place for you! This is a beautiful impeccably mai ...

    From $373 per night (USD)

    Expedia

    Details
  • Island Time-Newly Renovated Waterman's Cottage w/ Water & Sunset Views
    From $285 per night (USD)

    VRBO

    Island Time-Newly Renovated Waterman's Cottage w/ Water & Sunset Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy stunning views from this Classic Waterman's Style Home. The entire home has been gutted and lovingly restored and ...

    From $285 per night (USD)

    VRBO

    Details
  • Salty Sunset Cottage - Single Family Home- Bikes and Beach Gear-Close to town
    From $166 per night (USD)

    Expedia

    Salty Sunset Cottage - Single Family Home- Bikes and Beach Gear-Close to town

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    3BR/2B***(Single Level Home) {3Q,DSS} Amenities: Central A/C, TV's, WiFi,/ Streaming , Microwave, Gas Grill, Bikes, Ka ...

    From $166 per night (USD)

    Expedia

    Details
  • Three Pines - Newly Renovated - Single Family Home
    From $278 per night (USD)

    VRBO

    Three Pines - Newly Renovated - Single Family Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Amenities: Central A/C, TV, W/D, Microwave, Dishwasher, Screened Porch Enjoy your stay in this newly renovated historic ...

    From $278 per night (USD)

    VRBO

    Details
  • Waterfront home in a peaceful location on Chincoteague Island
    From $216 per night (USD)

    Expedia

    Waterfront home in a peaceful location on Chincoteague Island

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Relax in this calm, stylish space. This home has been lovingly refreshed by its current owners. Every detail has been c ...

    From $216 per night (USD)

    Expedia

    Details
  • Misty Mare Townhouse - Gorgeous home on Chincoteague Island
    From $114 per night (USD)

    VRBO

    Misty Mare Townhouse - Gorgeous home on Chincoteague Island

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Your Chincoteague adventure begins at this 2-bedroom townhome. Step inside and be greeted by the gorgeous decor and soot ...

    From $114 per night (USD)

    VRBO

    Details
  • Island Creek Retreat Cozy Efficiency Suite w/ Shared Pool, Crabbing Pier & Wi-Fi
    From $162 per night (USD)

    Expedia

    Island Creek Retreat Cozy Efficiency Suite w/ Shared Pool, Crabbing Pier & Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    New Kitchen, Bathroom, and Flooring for 2025! Amazing marsh and wetland views. Shared private pier perfect for crabbing ...

    From $162 per night (USD)

    Expedia

    Details
  • Mermaid & Mare, Downtown Retreat. Hot Tub, Firepit, fenced yard & Pet Friendly!
    From $273 per night (USD)

    VRBO

    Mermaid & Mare, Downtown Retreat. Hot Tub, Firepit, fenced yard & Pet Friendly!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Escape to Mermaid & Mare, a deluxe downtown island retreat designed for relaxation and adventure. This charming getaway ...

    From $273 per night (USD)

    VRBO

    Details
  • Rising Tide-Beautiful House w/ Canal Views & Expansive Decks & Outdoor Space
    From $547 per night (USD)

    Expedia

    Rising Tide-Beautiful House w/ Canal Views & Expansive Decks & Outdoor Space

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Beautiful, newly built home located on a quiet lane in the Richard's Landing Community. Great views looking down the can ...

    From $547 per night (USD)

    Expedia

    Details
  • Casa Mar - Main Street w/ Screened Porch!
    From $243 per night (USD)

    VRBO

    Casa Mar - Main Street w/ Screened Porch!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to your perfect getaway on Chincoteague Island! This newly listed 3-bedroom, 2-bathroom townhouse offers the ide ...

    From $243 per night (USD)

    VRBO

    Details
  • Gray Pearl - Gorgeous Waterfront just a few minutes to the Beach!
    From $293 per night (USD)

    Expedia

    Gray Pearl - Gorgeous Waterfront just a few minutes to the Beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Freedom - it's a State of Mind. The sense of freedom that comes with being on Vacation is like none other. When was the ...

    From $293 per night (USD)

    Expedia

    Details
  • Epiphany-Deep Hole Creek-Chincoteague - Deep Water Dock! 2 King 4 Twin 5 Bath
    From $722 per night (USD)

    VRBO

    Epiphany-Deep Hole Creek-Chincoteague - Deep Water Dock! 2 King 4 Twin 5 Bath

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Tie up your boat at our Deep Water Dock. Swim from the Dock! Escape to this brilliant 4-bedroom Chincoteague retreat o ...

    From $722 per night (USD)

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  • 3 story 2-bedroom house, Large decks, waterview, near beach, Fitness, Game room
    From $223 per night (USD)

    VRBO

    3 story 2-bedroom house, Large decks, waterview, near beach, Fitness, Game room

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Close to the beach! Enjoy this unique and tranquil 2 bedroom home with occupancy for 6. Pack and play crib is also avail ...

    From $223 per night (USD)

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  • Riptide’s Crossing:  A waterfront getaway w/deep water dock and incredible views
    From $341 per night (USD)

    VRBO

    Riptide’s Crossing: A waterfront getaway w/deep water dock and incredible views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    When you need to check off ALL of the boxes, you'll find everything you’re looking for at "Riptide's Retreat". Named ...

    From $341 per night (USD)

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  • Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, fall rates
    From $139 per night (USD)

    Expedia

    Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, fall rates

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Small family-friendly two bedroom cottage on Chincoteague Island! In a quiet residential area with a slight view of Lit ...

    From $139 per night (USD)

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  • Sunset in Sunnywood:   A peaceful retreat with a PRIVATE POOL!
    From $514 per night (USD)

    VRBO

    Sunset in Sunnywood: A peaceful retreat with a PRIVATE POOL!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    18

    Nestled away on a serene and private lot in the sought-after Sunnywood neighborhood, this beloved vacation home will mak ...

    From $514 per night (USD)

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  • CoZyQ is a 2-bedroom, 2 full baths cottage in charming Chincoteague Island, VA
    From $294 per night (USD)

    VRBO

    CoZyQ is a 2-bedroom, 2 full baths cottage in charming Chincoteague Island, VA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located on the quaint Chincoteague Island, our charming 2 bedroom/2 full bath CoZyQ home is nestled on a quiet road with ...

    From $294 per night (USD)

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    Details
  • The Neigh-Neigh - Location! Location! Location!
    From $418 per night (USD)

    VRBO

    The Neigh-Neigh - Location! Location! Location!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    About this space Named in honor of the ponies that first put Chincoteague on the map, this charming newly renovated fami ...

    From $418 per night (USD)

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    Details
  • Escape to Chincoteague, just 7 mins from wildlife refuge
    From $180 per night (USD)

    VRBO

    Escape to Chincoteague, just 7 mins from wildlife refuge

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Charming towns like Chincoteage offer you the chance to enjoy the stunning views of this two-bedroom apartment. Located ...

    From $180 per night (USD)

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    Details
  • Lighthouse Estates 8 - Water views; Shared pool!
    From $210 per night (USD)

    VRBO

    Lighthouse Estates 8 - Water views; Shared pool!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Lighthouse Estates #8, Formerly known as 'Natalie's Nook'! This 2 bedroom beach retreat is located in the pop ...

    From $210 per night (USD)

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    Details
  • Ryokan - Water views, Shared Boat Launch!
    From $354 per night (USD)

    Expedia

    Ryokan - Water views, Shared Boat Launch!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    We are pleased to introduce 'Ryokan' as one of the newest additions to the Chincoteague Resort selection of vacation hom ...

    From $354 per night (USD)

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    Details
  • Sunset Bay Villa 119 - Waterfront; Shared pool!
    From $329 per night (USD)

    VRBO

    Sunset Bay Villa 119 - Waterfront; Shared pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Immerse yourself in luxury for days at this pristine waterfront villa! This condo unit provides the most spectacular vie ...

    From $329 per night (USD)

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    Details
  • Windshadow - Waterfront; Pet friendly!
    From $623 per night (USD)

    Expedia

    Windshadow - Waterfront; Pet friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    You will enjoy spectacular sunsets from this lovely waterfront home overlooking the Chincoteague Bay. There is a waterfr ...

    From $623 per night (USD)

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    Details
  • Almost Heaven - Pet friendly; Waterfront home!
    From $268 per night (USD)

    VRBO

    Almost Heaven - Pet friendly; Waterfront home!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Private pier with boat docking, Waterfront, Pet friendly, Internet, A/C, Fireplace, Charcoal grill. Vintage charm with a ...

    From $268 per night (USD)

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    Details
  • Admiral Benbow - contemporary home with shared boat ramp
    From $302 per night (USD)

    Expedia

    Admiral Benbow - contemporary home with shared boat ramp

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A very nice contemporary home located in Oyster Bay I community. Located next to the community boat ramp - you have acce ...

    From $302 per night (USD)

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    Details
  • Serendipity - Main Street; Screened porch!
    From $246 per night (USD)

    VRBO

    Serendipity - Main Street; Screened porch!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Come stay in this classic Eastern Shore Style home. Located just a few blocks from our famous downtown Main Street area, ...

    From $246 per night (USD)

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    Details
  • Stingray - Waterfront; Waterside balcony!
    From $241 per night (USD)

    Expedia

    Stingray - Waterfront; Waterside balcony!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Luxurious 2nd-level waterfront condo with views you won't believe! Tastefully decorated with work of local artisans, fea ...

    From $241 per night (USD)

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    Details
  • My Island Escape - North Main; Private dock!
    From $290 per night (USD)

    VRBO

    My Island Escape - North Main; Private dock!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Tucked away on a quiet lane off of North Main is where you will find My Island Escape. This brand-new home is absolutely ...

    From $290 per night (USD)

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  • Moon Rising - Waterfront; Shared dock!
    From $317 per night (USD)

    Expedia

    Moon Rising - Waterfront; Shared dock!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Very nice waterfront home overlooking Assateague Island and lighthouse. Satellite TV, all amenities. Nice waterside deck ...

    From $317 per night (USD)

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    Details
  • Sunshine Daydream - Pet friendly; Waterfront!
    From $320 per night (USD)

    VRBO

    Sunshine Daydream - Pet friendly; Waterfront!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beautiful 3 bedroom home located in one of Chincoteague Island's private WATERFRONT communities! Formerly known as "Snoo ...

    From $320 per night (USD)

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    Details
  • Shreiner's Tradition - In Town, Pet friendly!
    From $211 per night (USD)

    Expedia

    Shreiner's Tradition - In Town, Pet friendly!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    As one of our newest vacation rental offerings, we're pleased to be have this downtown charmer! Shreiner's Tradition is ...

    From $211 per night (USD)

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    Details
  • Sea Charm - Downtown, Screened porch!
    From $303 per night (USD)

    VRBO

    Sea Charm - Downtown, Screened porch!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Charming in-town 3 bedroom home with a day-bed alcove, 2 baths, large fenced yard, carport and screened porch. Located o ...

    From $303 per night (USD)

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    Details
  • Poole's Cove - Waterfront; Main Street!
    From $615 per night (USD)

    Expedia

    Poole's Cove - Waterfront; Main Street!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Poole's Cove manages to be tucked away right on Main Street. This home has been decorated with an artists' eye and poet' ...

    From $615 per night (USD)

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    Details
  • Langtree - Pet friendly; Waterfront w/ boat dock!
    From $441 per night (USD)

    VRBO

    Langtree - Pet friendly; Waterfront w/ boat dock!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Your home away from home... enjoy the water views, bring your boat and use your own dock, or just relax and listen to th ...

    From $441 per night (USD)

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    Details
  • Island Estate - Pet friendly; Private pool & dock!
    From $502 per night (USD)

    Expedia

    Island Estate - Pet friendly; Private pool & dock!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Fabulous, fabulous, fabulous! If you're looking for a large space to have a family vacation or reunion, this is it. This ...

    From $502 per night (USD)

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    Details
  • Joint Venture - Pet friendly; Water views!
    From $207 per night (USD)

    VRBO

    Joint Venture - Pet friendly; Water views!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Joint Venture is the perfect townhouse for an affordable vacation! Take a short stroll to Maddox Blvd (Beach Road) and e ...

    From $207 per night (USD)

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    Details
  • Changing Tide - Downtown location w/ large deck!
    From $255 per night (USD)

    Expedia

    Changing Tide - Downtown location w/ large deck!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Book your stay at this quaint home, in a convenient downtown location. The updated coastal decor will bring on the beach ...

    From $255 per night (USD)

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    Details
  • Blue Point - Pet friendly w/ Outdoor shower!
    From $265 per night (USD)

    VRBO

    Blue Point - Pet friendly w/ Outdoor shower!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Come for an old fashioned family vacation. This wonderfully maintained classic Chincoteague-style home features a large ...

    From $265 per night (USD)

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    Details
  • Homestead - Located on Main St. w/ outdoor shower!
    From $267 per night (USD)

    Expedia

    Homestead - Located on Main St. w/ outdoor shower!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Set back across the street from Chincoteague Bay, Homestead sits on 30 acres of basically pristine land. A cozy cottage, ...

    From $267 per night (USD)

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    Details
  • June's Retreat - Waterfront; Boat dock!
    From $755 per night (USD)

    VRBO

    June's Retreat - Waterfront; Boat dock!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    June's Retreat is Chincoteague Island's premier luxury vacation rental home, nestled on serene waterfront marshlands jus ...

    From $755 per night (USD)

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    Details
  • Hill House - Pet friendly; In town w/ water views!
    From $341 per night (USD)

    Expedia

    Hill House - Pet friendly; In town w/ water views!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Welcome to Hill House! Wonderful traditional island home with fantastic new upgrades! The kitchen has been renovated, al ...

    From $341 per night (USD)

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    Details
  • Lazy Days - Pet friendly; Screened gazebo!
    From $222 per night (USD)

    VRBO

    Lazy Days - Pet friendly; Screened gazebo!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Located on Main Street just north of town, "Lazy Days" may be just the perfect spot for your vacation! Cute and comforta ...

    From $222 per night (USD)

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    Details
  • Newly Renovated Cottage On Main Street - Professionally Sanitized
    From $88 per night (USD)

    VRBO

    Newly Renovated Cottage On Main Street - Professionally Sanitized

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy this newly renovated cottage on main street in chincoteague va. In the center of downtown coffee shops, restaurant ...

    From $88 per night (USD)

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    Details
  • Lighthouse View - Waterfront, Boat Docking
    From $354 per night (USD)

    VRBO

    Lighthouse View - Waterfront, Boat Docking

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Fabulous townhome overlooking Assateague Channel and Lighthouse. Lighthouse View has exceptional decor and is superbly ...

    From $354 per night (USD)

    VRBO

    Details
  • Avocet-Close to Beach, Shared Community Water Access, Limited Water View
    From $181 per night (USD)

    Expedia

    Avocet-Close to Beach, Shared Community Water Access, Limited Water View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Spacious home on Piney Island Close to the entrance of Assateague. Private Master Suite features: Sitting room with TV ...

    From $181 per night (USD)

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    Details
  • Agape House-Adorable Cottage Close to Town
    From $249 per night (USD)

    VRBO

    Agape House-Adorable Cottage Close to Town

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Agape House is equipped and decorated for vacation comfort. Short walk to stores, restaurants, and historic downtown. ...

    From $249 per night (USD)

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    Details
  • Acorn - Nice home in great location. Big porch. -LINENS AND TOWELS PROVIDED
    From $199 per night (USD)

    Expedia

    Acorn - Nice home in great location. Big porch. -LINENS AND TOWELS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    2BR/2.5B*** (2 Q) Amenities: Central AC, Microwave, W/D, Dishwasher, WiFi,Fireplace Located within minutes of the ...

    From $199 per night (USD)

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  • Cedarfield
    From $213 per night (USD)

    VRBO

    Cedarfield

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Wonderful location for this cottage - in the woods and close to the beach Great Screened Porch This home is on peacefu ...

    From $213 per night (USD)

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    Details
  • Cedar Gables
    From $1825 per night (USD)

    Expedia

    Cedar Gables

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    Once a renown bed & breakfast seaside inn, Cedar Gables is now the ultimate vacation home! Stunning views and sunrises ...

    From $1825 per night (USD)

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    Details
  • Blue Moon at Chincoteague-affordable cottage
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    VRBO

    Blue Moon at Chincoteague-affordable cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy a quiet retreat at this quaint summer cottage. Private rear deck with an enclosed outdoor shower. Relax in the f ...

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    Details
  • Brittany at Chincoteague
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    Brittany at Chincoteague

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Delight the entire family with this superbly appointed and spacious home. Canoe, fish or crab from the dock; or simply ...

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    Details
  • Bridge Townhouse-Cute and cozy cottage
    From $145 per night (USD)

    VRBO

    Bridge Townhouse-Cute and cozy cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    You'll return again & again to this immaculate summer home Large rear deck and fenced-in private backyard The first fl ...

    From $145 per night (USD)

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    Details
  • Blue Bayou-Private Deep Water Dock, Waterfront w/Sunset Views
    From $328 per night (USD)

    Expedia

    Blue Bayou-Private Deep Water Dock, Waterfront w/Sunset Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Delightfully updated traditional Chincoteague home. Bright, cheerful, beachy decor. View of bay and sunsets. Private Pie ...

    From $328 per night (USD)

    Expedia

    Details