WELCOME TO OUR ON-LINE AVAILABILITY & BOOKING SERVICE!

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. Grandview

    Luxury Bayfront Home with Dock!

    Enjoy stunning sunsets from this 5 star home at water's edge. Relax with the amazing water view from the north side of the island. Every bedroom is a suite, to ensure all of the adults have the right amount of privacy and a quiet place to stow away with a book. The dining area is big enough to accommodate large family dinners and the kitchen has been newly remodeled and upgraded! With a breakfast bar and wide open living area, you can be sure to have lasting family moments together. Have your cameras ready to capture the changing tides, wildlife and those crazy family moments that are sure to happen in this lovely home. Grandview offers every amenity from a screened porch, an open deck, long pier with a dock, ceiling fans throughout, wireless internet and much much more! Read more »
    • Chincoteague Island
    • North Main
    • Single Residence
    • Sleeps 10
    • 4 beds, 4 bathrooms
    • View Details
    Grandview
    5064 Wildcat Lane
    Chincoteague Island VA
    37.9618304, -75.3381306
  2. Bay Dreamer

    New Kitchen Renovation & Great Sunsets!

    Bay Dreamer is a spacious 3 bedroom duplex home with multiple porches and decks and spectacular sunset views, just minutes from downtown. When you enter the home you'll find a furnished rec room. The second floor features an open living room (queen sleeper sofa), dining area and kitchen. There is a large screened porch and open deck off of the dining area and another open porch with snipet water views on the front side. You'll also find a 1/2 bath and queen bedroom on the second floor. The third level boasts a master suite with a queen bed and a third bedroom with a bunk bed (Double/Twin). This home may just meet all your vacation needs with central heat and air, ceiling fans, laundry facilities, covered parking, outside shower, grill, DVD, cable TV and wireless internet! Read more »
    • Chincoteague Island
    • North Main
    • Duplex
    • Sleeps 8
    • 3 beds, 2.5 bathrooms
    • View Details
    Bay Dreamer
    5373 Britton Lane
    Chincoteague Island VA
    37.943546, -75.3630289
  3. Hidden Treasure

    Beautiful Waterside Decks and Long Pier

    Escape to the beach - come to this wonderful home nestled within one of Chincoteague Island's most prestigious communities. Hidden Treasure features a great open floor plan downstairs, as well as the privacy of a separate den (with sleep sofa), full bathroom and bedroom (2 twins). A full wall of sliding glass doors leads to the waterside balcony and screened porch, and offers unobstructed views of the natural marshlands and Chincoteague Bay from the kitchen, living room, dining room and den areas. This, coupled with the gas fireplace in the living room, promotes a peaceful & relaxing ambiance. Upstairs you'll find a spacious master bedroom suite (king) with multiple sliding doors that lead to the waterside balcony and a private bath (with jetted jacuzzi tub), another bedroom with a queen bed, the fourth bedroom with 2 twin beds and another full bathroom. Additional amenities include: DSL Wireless Internet; Private Dock (Beautiful Sunsets!); Enclosed Outside Shower. Read more »
    • Chincoteague Island
    • North Main
    • Single Residence
    • Sleeps 10
    • 4 beds, 3 bathrooms
    • View Details
    Hidden Treasure
    4381 Salt Marsh Lane
    Chincoteague Island VA
    37.9563365, -75.3438156
  4. Pine Cove Place

    Pristine Surroundings * Small Harbor Boat Launch

    Enjoy bay views and stunning sunsets from rocking chairs on the front porch and serene views over a tidal creek while dining on the back porch. This 3,000-square-foot, three-story home in the quiet, wooded neighborhood of Smuggler’s Cove is surrounded by loblolly pines and shares a boat launching area and small harbor with the other homes in the neighborhood. The owners allow you to use (at your own risk) their canoe and kayak, and sailing is also possible if your boat has a shallow draft. The home has three rooms with beds on the second floor (K, Q, and T) and three more on the third floor (F, T futon, T). There is a half bath on the first floor and 2 full baths on the second. 8-person maximum according to a neighborhood rule. Rental includes air conditioning, washer and dryer, dishwasher, wi-fi, grill, 2 tvs, games, books, and 4 bikes. The bike ride to the beach is approximately six miles. Read more »
    • Chincoteague Island
    • North Main
    • Single Residence
    • Sleeps 8
    • 6 beds, 2.5 bathrooms
    • View Details
    Pine Cove Place
    4556 Shelly Cove Lane
    Chincoteague Island VA
    37.9544107, -75.3483075
  5. Great White

    Traditional Island Home located Downtown!

    Huge 5 bedroom, 2.5 bath Victorian home right on Main Street - close to downtown. Great White is pet friendly & big enough to accomodate 12! Fantastic wrap-around screened porch out front! This home includes access to a swimming pool and fitness center at Sunset Bay Villas. Amenities include a first floor master bedroom, a large dining room, living room, parlour, family room upstairs & more. There's plenty of parking and the convenient in-town location means you can walk to everything including grocery store, movies, dinner, shopping, public library & more. Read more »
    • Chincoteague Island
    • In Town
    • Single Residence
    • Sleeps 12
    • 5 beds, 2.5 bathrooms
    • View Details
    Great White
    3867 Main Street
    Chincoteague Island VA
    37.9316306, -75.3803726
  6. 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
  7. A Second Wind

    Modern & Magnificent * Beautiful Sunsets

    A luxury waterfront vacation rental home with community pool privileges. Located on Chincoteague Bay, right at the water's edge. Enjoy breathtaking views and beautiful sunsets! On the first floor you'll find a sitting area, two bedrooms (D & 2T) with a common full bath. There is deck access from the 1st floor foyer and bedroom overlooking the Chincoteague Bay. The second level features a large and bright open floor plan with yet another waterfront deck. The kitchen is equipped with beautiful granite counters, stainless steel appliances, breakfast bar, and everything else you'll need for your family meals. There's also laundry and powder room on the second level. The third floor is entirely a large master suite featuring picture windows overlooking the bay, as well as a private balcony. Enter the master bath through french doors where you'll find a large Jacuzzi tub, double vanity and walk in shower. Enjoy a spectacular vacation at A Second Wind! Read more »
    • Chincoteague Island
    • South Main
    • Townhouse
    • Sleeps 6
    • 3 beds, 2.5 bathrooms
    • View Details
    A Second Wind
    3645 Main Street
    Chincoteague Island VA
    37.9273439, -75.3859178
  8. Tin Rabbit

    Downtown Victorian Charmer

    Tin Rabbit is a two-story home situated at a prime spot on South Main Street, conveniently located within walking distance of both Downtown Chincoteague and the Carnival Grounds; home of the island’s famed Annual Pony Auction and Volunteer Fireman’s Carnival. This rental features great outdoor spaces including a wraparound porch and newly-built back deck, perfect for making long lasting memories with the whole family! Read more »
    • Chincoteague Island
    • South Main
    • Single Residence
    • Sleeps 8
    • 4 beds, 2.5 bathrooms
    • View Details
    Tin Rabbit
    3828 Main Street
    Chincoteague Island VA
    37.9306329, -75.3812441
  9. Southern Exposure

    Most Beautiful Views Deep Water Pier

    Southern Exposure is nestled along the natural shoreline of the Assateague Channel, offering some of the most beautiful water views on Chincoteague Island. Conveniently located in one of Chincoteague's most popular residential communities, you're only minutes from the beach and attractions - shopping, mini golf, restaurants and more! This ranch-style home features 4 bedrooms, and all your main living areas, on one level. Enjoy relaxing moments on the waterside screened porch or private deck overlooking the marsh and Assateague Channel. And you can crab/fish, kayak or dock your boat from the deep-water pier (with ladder and floating dock). It doesn't get much better than this! Read more »
    • Chincoteague Island
    • Piney Island
    • Single Residence
    • Sleeps 8
    • 4 beds, 2 bathrooms
    • View Details
    Southern Exposure
    7005 Pine Drive
    Chincoteague Island VA
    37.9260535, -75.345926
  10. Stingray

    Very Nice Condo Overlooking Lighthouse

    Luxurious 2nd-level waterfront condo with views you won't believe! Tastefully decorated with work of local artisans, features all amenities, as well as master bedroom suite with king bed & waterside balcony. Many extras like a flat screen TV and a Lazy Boy leather recliner. The open floor plan is great and features a breakfast bar between the kitchen & dining area! NOTE: Parking and dock restrictions apply. No smoking/No pets. Read more »
    • Chincoteague Island
    • Eastside
    • Condo
    • Sleeps 6
    • 2 beds, 2 bathrooms
    • View Details
    Stingray
    7622 East Side Drive #205
    Chincoteague Island VA
    37.9182314, -75.3717214
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800-668-7836 | rentals@chincoteagueresort.com | http://www.chincoteagueresort.com | 6426 Maddox Blvd, Chincoteague Island, VA 23336