VIP Island Rentals |Quick List of All Rental Properties

Your one-stop for all your vacation property rental needs and so much more!


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NAME: Absolutely Fabulous!         Click here for More information

Once you step inside this home on Chincoteague Island, you'll realize how it got its name.This 3 bedroom, 2 1/2 bath home that will sleep 8 persons has Absolutely Fabulous views of Assateague Channel and the lighthouse! Interior decorating and artwork are high quality and reflect the owners fabulous taste and decorating skill.



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NAME: All Aboard!    Click here for More information

All Aboard! is located in a shady enclave of duplexes on the north end of the island. You will enjoy the privacy and convenience of multifamily rental possibilities in this duplex situation. Sleeps 8 (Half Shell and Seas the Day are located in the duplex next door to All Aboard).


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NAME: ALOTTA FUN!         Click here for More information

You will find it difficult to find a home with more amenities than Alotta Fun! has to offer! This large home offers EVERYTHING to make your vacation one packed with fun, sun and memories that you will cherish! Two bedrooms plus two bonus rooms with sleeping capacity and 2 baths. Sleeps 12



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NAME: Ashworth Cottage         Click here for More information

This cozy two bedroom, one bath home will sleep 6. It is located on a quiet side street, yet is within walking distance of the downtown area and the Carnival Grounds.



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NAME: Bacon Point         Click here for More information

New to the vacation rental market, this lovely Marsh Island town home on Chincoteague Bay is ready for YOU. Enjoy crabbing/fishing from the shared dock, relax on the deck, and soak up the sun and amazing bay scenery! Sleeps 6



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NAME: Bay Breeze         Click here for More information

Conviently located, this 3 bedroom, 2 bath home will sleep 6. Large front porch allows you to sit back and watch the world go by.


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NAME: Bird House         Click here for More information

Nestled in pine trees, this 3 bedroom, 2 bath home will sleep 8. Large screened porch allows you to be a part of nature in absolute comfort. Pets allowed for an additional fee.


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NAME: Birds & Breezes         Click here for More information

This 3 bedroom, 1 1/2 bath home will sleep 9. Conveniently located within walking distance to the Carnival Grounds and the pony swim site.


NAME: Bois de la Mer         Click here for More information

This lovely duplex offers a wonderful screened porch that provides privacy in the shade of the pine trees. There is a large open deck off the master bedroom. 2 bedrooms, 2 1/2 baths, sleeps 6.



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NAME: Canvas Back         Click here for More information

This 2 bedroom, 2 bath Artists' home is gorgeously decorated with the artwork of the owners and will sleep 6. Cozy screened deck on the second floor from which you can watch the Assateague Lighthouse in the evening.



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NAME: De Colores!         Click here for More information

Enjoy "all the colores of Chincoteague" in this renovated, pet friendly vacation home near Oyster Bay. Limited water-view from the second floor screened porch, quiet location under the pines. Pets possible for an additional fee. Sleeps 8



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NAME: Deerfield        Click here for More information

This very affordable home is the perfect setting for two couples. Conveniently located right around the corner from the Carnival Grounds. Just a short walk to the downtown Main Street shops and restaurants. Sleeps 4



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NAME: Dolphin        Click here for More information

You will LOVE this vacation home with a roomy wraparound screened porch complete with an old-fashioned porch swing! Centrally located on a pretty residential street, Within walking distance to shops and restaurants along both Maddox Blvd and Main Street. Sleeps 6



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NAME: Dream Catcher         Click here for More information

This two bedroom 2.5 bath town home sleeps 6. It is located on Assateague Channel and offers gorgeous sun rise views of Assateague Lighthouse and the ponies. You can fish or crab right from the boardwalk around the home and dock your boat at the door.



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NAME: Ewald Place         Click here for More information

Middle unit of a triplex, boasts 2 bedrooms, 1 bath and sleeps up to 6 persons. Newly installed Pergo floors throughout the home. Within walking distance to Memorial Park. Pets permitted for an additional fee. Interior smoking permitted.



NAME: Family Affair         Click here for More information

Lovely two bedroom, 2.5 bath town home sleeps 6. Deck in rear overlooks boardwalk to the water and shared pier.



NAME: Family Gathering         Click here for More information

Front row seats from the glass enclosed porch for the famous Pony Parade following the swim! Step inside and step back in time in this authentic Chincoteague home. 2 Bedrooms, 1 Baths, Sleeps 6



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NAME: Fowling View         Click here for More information

Enjoy the serenity of Marsh Point in this wonderful two bedroom, 2.5 bath town home that will sleep 6.



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NAME: Goose Bay         Click here for More information

This bright, airy and family friendly town home has two bedrooms, 2.5 baths and will sleep 8. Picturesque patio on large pond and terrific location near Memorial Park.



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NAME: Gull Cottage         Click here for More information

Large front and backyards with this 3 bedroom, 2 bath home that sleeps 8. Rear deck off of the kitchen. Close to Memorial Park.



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NAME: Half Shell         Click here for More information

Enjoy yourself and relax in the freshly remodeled beachy duplex close to Oyster Bay. It has 3 bedrooms, 1.5 baths and will sleep 8.



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NAME: Harbor House         Click here for More information

Lovely three bedroom, 2 bath home that sleeps up to 10. Located in Oyster Bay on a canal that leads out into the bay. Public boat launch, private dock. Pets possible for an additional fee.


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NAME: Hidden Treasure         Click here for More information

This magnificently landscaped home is located at the end of Mason Drive, assuring you privacy! The owners have gone out of their way to provide you with many extras such as beach chairs, beach umbrellas, horseshoe set, etc. Three Bedroom, 2 Baths, sleeps 6


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NAME: Home Port         Click here for More information

This Chincoteague "port-of'-call" is ALL class. Within walking distance of downtown, this large 3 bedroom, 2.5 bath new executive home is off Main Street just enough to give a quiet aura. Sleeps 8



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NAME: Honeysuckle Summer        Click here for More information

"The perfect little nest for vacationing lovebirds". Lovely renovated waterman's cottage! You will feel the nostalgia when you walk into the door at Honeysuckle summer. Newly renovated top to bottom and everywhere in between Sleeps 4



NAME: Horseshoe Haven        Click here for More information

The new owners of this wonderful home are completely "making over" the home for your pleasure. Centrally located on a quiet residential street. For larger family groups, Horseshoe Haven is located only one house from Horseshoe Hideaway (sleeps 8).


NAME: Horseshoe Hideaway        Click here for More information

Sit on our screened front porch and watch the Saltwater Cowboys saddle up for the world famous annual Pony Swim! DSL Internet connection available. Sleeps 8


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NAME: Island Escape        Click here for More information

This beautiful brand new home is top of the line. Great landscaping and roomy. The comfortable roomy sun porch is sure to enhance your evening relaxation pleasure! Sleeps 7 Island Escape is available for min-week rentals year round!


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NAME: Island Oasis        Click here for More information

MEMORIES ARE THE BEST SOUVENIRS ...make beautiful memories in this exquisite duplex unit ...furnished with tropical accents and all brand new for your pleasure and comfort. Sleeps 6



NAME: J.A.N.A.'S Dream         Click here for More information

Located in the private community of Oyster Bay II, J.A.N.A's Dream offers a unique mix of a modest exterior, modern updates and outstanding comfort which you'll find surprisingly satisfying. Be one of the first to enjoy the quiet serenity found while staying at this wonderful home! Sleeps 8


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NAME: La Casita        Click here for More information

Close to Memorial Park and perfect for a family of 4 with small children. Charming and cozy describes 'the little house' inside and out. Wood floors and a small upstairs loft give this home loads of vacation cottage charm. For a large group, consider also renting nearby Goose Bay and Tern Inn. Sleeps 6



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NAME: Magnolia Cottage         Click here for More information

This charming cottage sit on a large 3/4 acre lot a short walk to Memorial Park and the Carnival Grounds!. This two bedroom, 2 bath home sleeps 6. Pets allowed for an additional fee.


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NAME: Marsh Pony                    Click here for More information

This cottage once was a hideaway vacation spot for Hollywood actress Kim Novak! Come and enjoy the same cozy comfort and privacy you also look for in a vacation home! Sleeps 9


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NAME: Misty Sails        Click here for More information

Enjoy the beach then come home and take a refreshing dip in the brand new shared pool at Silver Sails Landing! Your new luxury duplex has everything you expect in comfort. Sleeps 6


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NAME: Mulberry House        Click here for More information

This home has received an interior renovation and is fresh and neat as a pin! You are only a block from Chincoteague Channel. There is no thru traffic so it's quiet. Large yard for kids to play in! Sleeps 8



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NAME: My Island Home        Click here for More information

This home offers all the Chincoteague Cottage Charm! My Island Home is sure to become "your" island home for the duration of your stay. Located right beside La Casita. Rental of both homes would accomodate 12 persons! Consider nearby Tern Inn and Goose Bay for accomodations up to 26 persons! Sleeps 6




NAME: Ocean Cabanas              Click here for More information

Ocean Cabanas (formally known as Haven Cottages)... a unique grouping of five 2 Bedroom / 1 Bath Cottages conveniently located on Maddox Blvd. Within sight and walking distance to restaurants, shops, miniature golf courses, bike/scooter rentals and so much more!

All units of Ocean Cabanas have been remolded or updated this spring for your vacation comfort! Each Unit has 2 Bedrooms, 1 Bath and will Sleeps 6 - Pets permitted for an additional fee.



NAME: Paradise Found              Click here for More information

This two bedroom, 1 bath home will sleep 6. Great location with large, L-shaped deck, large backyard and a bright and spacious family/sun room. Pets permitted for an additional fee.



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NAME: Pony Feathers              Click here for More information

A really nice spacious townhouse with deck in the fenced back courtyard. Large community front yard. Great location within walking distance to the Carnival Grounds and Memorial Park. Sleeps 6


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NAME: Sandpiper         Click here for More information

Affordable, comfortable...AND pet friendly! Discover a gem of a vacation home in the freshly renovated little Sandpiper! Sleeps 6




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NAME: Sea Anchor             Click here for More information

Large screened porch included with this 2 bedroom, 1 bath home that sleeps 7. Pets permitted for an additional fee.



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NAME: Seas the Day        Click here for More information

SEAS THE DAY seize the moment! Relax and enjoy the coziness of this island duplex, situated near Little Oyster Bay, away from the traffic. The quiet solitude is yours! Two families? Also rent HALF SHELL next door! All Aboard!, also close by, may also be available.) Sleep 7



NAME: Tern Inn        Click here for More information

Watch the ponies, go crabbing, or just relax on your own private dock! Assateague Channel view of the Lighthouse and marsh too. This lovely town home has two decks, one SCREENED! Enjoy the sunrise and sunset across the water. Sleeps 6



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NAME: The Pool's the Thing        Click here for More information

This four bedroom, 2 bath home sleeps 10 plus baby (crib in one of the bedrooms). A wonderful family vacation home with fenced in back yard, above ground pool with wrap around deck.



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NAME: Tree House        Click here for More information

This unique home will amaze and thrill you and your family! It's the perfect vacation playground for "children" of all ages. Entering the front porch from the carport, you see the spacious and shaded enclosed porch area to your right and the stand of three trees to you left that "this maze of fun" has been built around. Spend hours exploring the labyrinth of nooks that include a large koi pond (yes, you can feed the fish), beautiful gardens, balconies and a large screened in porch/dining area. 2 Bedrooms plus sleeping loft, 1 Bath. Sleeps 5



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