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Search for your perfect rental & book it on-line with your credit card. IT'S THAT EASY!!

IMPORTANT SEARCH GUIDELINES:
1. If searching by Arrival Date, you must enter a Friday, Saturday or Sunday date. Each day will show different results.

2. When selecting your Length of Stay, you must select in increments of 7 nights during the in season (Memorial Day - Labor Day). You may select any length of stay during the off season.

Availability is updated in real-time, so it is the most current information we have. Once you have completed your reservation, a Guest Rental Agreement (signature required) and Reservation Confirmation will be emailed to you. We look forward to hosting your Chincoteague Island vacation!

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  1. Sea Tag #23

    Boat Dock * Pet Friendly * East Side * 2nd Level Unit

    Do you need a vacation rental where you can park your boat and bring your pet? You've found it! Sea Tag #23 is a great two bedroom unit (upper level) that overlooks beautiful Assateague Island. Enjoy relaxing on the covered porch after a day of fishing. The views of Assateague are fantastic and you'll want to bring your binoculars so that you don't miss the abundant wildlife. NOTE: The washer/dryer is in a common area and offers coin-operated machines. Read more »
    • Chincoteague Island
    • Eastside
    • Condo
    • Sleeps 6
    • 2 beds, 1 bathrooms
    • View Details
    Sea Tag #23
    7482 East Side Road
    Chincoteague Island VA
    37.9172654, -75.375961
  2. June's Retreat

    One of Chincoteague's Finest Estate Homes

    June’s Retreat is Chincoteague Island’s premier luxury vacation rental home, nestled on serene waterfront marshlands just north of town off of Main Street. This custom designed and decorated home leaves no detail unnoticed. From the bright spacious rooms with floor-to-ceiling windows to the expansive wrap-around verandas, you’ll feel as though you’re one with nature and your surroundings. Downstairs features a chef’s quality kitchen, private billiards room, waterside glass atrium, living room, private den, formal dining room, sitting room and a bathroom. Upstairs you’ll find 4 bedrooms with bathrooms (en suite), a sitting area and balcony. The panoramic views of Chincoteague Bay are unobstructed and unsurpassed. Come and see for yourself; we promise you won’t be disappointed! Read more »
    • Chincoteague Island
    • North Main
    • Single Residence
    • Sleeps 12
    • 4 beds, 5 bathrooms
    • View Details
    June's Retreat
    5389 Main Street
    Chincoteague Island VA
    37.9522546, -75.3493612
  3. Cowboy Cottage

    Popular Rental * Pet Friendly

    Cowboy Cottage is a pet friendly home conveniently located a block from Maddox Blvd., and just a couple of blocks from downtown Main Street. This ranch-style home has an open floor plan and is handicap accessible with a ramp to enter the house and bedroom/bathroom accessibility. There is a large screened porch and a fenced in yard that is divided - one side is for your furry family members to run and in the second section there is a swing set and area for the kids. Book this one today! Read more »
    • Chincoteague Island
    • In Town
    • Single Residence
    • Sleeps 6
    • 3 beds, 2 bathrooms
    • View Details
    Cowboy Cottage
    6345 Clark Street
    Chincoteague Island VA
    37.9329181, -75.3680853
  4. Mallard's Walk

    Great Home Bring Your Kayak

    Enjoy the wonderful bay breezes from this charming waterfront home. Three bedrooms, great spacious kitchen, quiet porch to relax on and your own private pier/dock on Assateague Channel. Watch our world famous Chincoteague wild ponies grazing in the salt marshes of Assateague Island. No smoking and No pets. Wireless Internet and a fully enclosed outside shower with foot wash! NOTE: This rental features a large front yard, and the dock/waterfront access is across Eastside Road. Private pier. Read more »
    • Chincoteague Island
    • Eastside
    • Single Residence
    • Sleeps 6
    • 3 beds, 1 bathrooms
    • View Details
    Mallard's Walk
    7259 Mcgee Lane
    Chincoteague Island VA
    37.9194005, -75.3705005
  5. Vast Views (Lighthouse Est.)

    Community Pool & Waterfront Dock!

    Come enjoy this 2-bedroom, 2.5 bath townhouse in the Lighthouse Estates community off East Side Drive. There is a community pool as well as water access and a dock (shared) to fish and crab from. This unit features a washer/dryer, wireless internet, central air conditioning and all the other comforts of home! You'll enjoy all the "extras" like flat screen TVs (one in the living room and each bedroom) and a PlayStation 3 gaming system. Come and stay with us at Vast Views - you won't be disappointed! Read more »
    • Chincoteague Island
    • Eastside
    • Townhouse
    • Sleeps 8
    • 2 beds, 2.5 bathrooms
    • View Details
    Vast Views (Lighthouse Est.)
    7665 Eastside Road #9
    Chincoteague Island VA
    37.9194124, -75.3697645
  6. Agape House

    In-Town Location * Walk to Shopping

    A great three bedroom home with a convenient in town location - just a short distance to Maddox Blvd. and Main St. for dining, shopping, etc. The master suite has a queen bed and private bathroom with TV. The second bedroom offers two queen beds and lots of extra space. Through the open dining and living room you'll find a nicely renovated 2nd bathroom, laundry room and third bedroom with a double bed. Agape House also offers a fully enclosed outdoor shower. Read more »
    • Chincoteague Island
    • In Town
    • Single Residence
    • Sleeps 8
    • 3 beds, 2 bathrooms
    • View Details
    Agape House
    6313 Poplar Street
    Chincoteague Island VA
    37.9333486, -75.3676841
  7. Captain's Loft

    All Bedrooms Have Private Bath

    Captain's Loft has NEW OWNERS! This vacation home is located just a short walk to Maddox Blvd! Close to everything, but situated perfectly for a quiet and relaxing stay. This duplex home features three bedrooms downstairs, and two of those bedrooms have full baths. There's another full bath downstairs. Upstairs, on the main living area, there is a powder room. Enjoy entertainment on any one of four televisions with a full range of cable channels. There is internet access. The second level is an open great room with living room, dining area and kitchen. Off of the kitchen is a large screened gazebo with a nice dining table. Enjoy a wonderful vacation at Captain's Loft! The sleeper sofa living room has a memory foam mattress. Read more »
    • Chincoteague Island
    • In Town
    • Duplex
    • Sleeps 8
    • 3 beds, 3.5 bathrooms
    • View Details
    Captain's Loft
    4475 Deep Hole Road
    Chincoteague Island VA
    37.9346412, -75.3633468
  8. Saltings

    Wood Floors and Tower Room

    Saltings is a stunning custom-designed bayfront home with sweeping panoramic views over Chincoteague Bay. The home has an open floor plan designed to capture these breathtaking water views from every room. Saltings is nestled at the edge of a salt marsh where indigenous wildlife is abundant and sunsets are mesmerizing. Other amenities at the house include wood floors, large windows, a screened porch for dining al fresco, two bedrooms on the first level (Q/2T), one bedroom (Q) and full bath on the second level. Then, atop the 2nd level, is the Tower Room with a full size futon, TV, and of course, stunning views! Saltings is great for 6, and fine for 8 (if they don't mind the futon). Enjoy making memories at Saltings! Book today! Read more »
    • Chincoteague Island
    • North Main
    • Single Residence
    • Sleeps 8
    • 4 beds, 3 bathrooms
    • View Details
    Saltings
    5173 Winder Lane
    Chincoteague Island VA
    37.9492314, -75.3559799
  9. Sunset Dreams II

    Sleeps 8 * Waterfront * Pet Friendly

    This great waterfront townhouse on Chincoteague Bay features a waterside master bedroom suite with jetted tub, a waterside balcony for you to enjoy beautiful sunsets, a long pier for fishing & crabbing & much more. There's also a very nice screened porch! Other amenities include all appliances, outside shower, ample parking & more. WIRELESS INTERNET available at this unit. For larger groups, check out Sunset Dreams or Bayside located right next door! (Pet restrictions apply.) Note: The pier is shared with the other 2 adjoining townhomes. Read more »
    • Chincoteague Island
    • South Main
    • Townhouse
    • Sleeps 8
    • 3 beds, 2.5 bathrooms
    • View Details
    Sunset Dreams II
    3064 Main Street
    Chincoteague Island VA
    37.9131388, -75.3958647
  10. Gone Coastal

    Beachy Getaway with Master Suite

    Tastefully remodeled and decorated, 'Gone Coastal' is the perfect motto for this beach getaway! Located close to downtown - movies, shopping, restaurants and more. And you're only about 2 miles to the entrance to the beach! This rental features all modern amenities (central a/c & all appliances) and new, comfortable furnishings. There's an open balcony out front, and a screened in grilling deck out back. The master bedroom suite upstairs features it's own private screened porch. Loaded with extras; you won't be disappointed! NO BOATS OR TRAILERS ALLOWED AT COMPLEX. Read more »
    • Chincoteague Island
    • In Town
    • Townhouse
    • Sleeps 8
    • 2 beds, 2.5 bathrooms
    • View Details
    Gone Coastal
    4410 Eastwinds
    Chincoteague Island VA
    37.9264464, -75.3650442
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800-668-7836 | rentals@chincoteagueresort.com | http://www.chincoteagueresort.com | 6426 Maddox Blvd, Chincoteague Island, VA 23336