VIP Island Rentals |Quick List of Pet Friendly Rental Properties

Pet Rates: A $75/pet/stay non-refundable pet fee (plus tax) will be added to the rental rates of Pet Friendly Properties. Maximum of 3 pets allowed in any Pet Friendly Properties.

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


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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 permitted for an additional fee.


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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: 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 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: 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



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).


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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: La Casita         Click here for More information

Close to Memorial Park and perfect for a family of 4 with small children. Charming and cozy describe '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. Pets permitted for an additonal fee. 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



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.



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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 Pets possible for an additonal fee. Small pets only, dogs under 40 pounds.


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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 additonal fee.



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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 6. Pets possible for an additonal fee. Small pets only, dogs under 40 pounds.



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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