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(Photo Courtesy of Ellen McCaleb, featuring a view from the Oyster Beds at Sunset Point Farm)

Peninsula Properties of Virginia is a trusted resource for rentals whether they be annual rentals, short term rentals or even vacation rentals. Trust us that the perfect rental property is out there waiting for you. Contact us today, tell us your specifications and watch as we find your future!




Hover over each listing for more details.


Clifton house: 5-acre estate

Welcome to Clifton House where your stay should be a most comfortable, relaxing, and hopefully stress releasing experience. Located on over 5 acres of well kept grounds alive with wildlife and expansive water views of the creek and the Chesapeake Bay beyond, this elegant 4,000 sq. ft, 4 bedroom, 2.5 bath house sleeps 8 comfortably with large, high ceiling rooms, beautifully refinished wide-plank pine, wood parquet flooring, all tastefully decorated by the owners. 

This stately residence on Chesconessex Creek on Virginia's Eastern Shore dates to 1835. With over 1,000 ft of water frontage there is a dock with deep water than can accommodate a variety of boats. The house, pool, lawn and well kept grounds make this an ideal gathering place for a large group.

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3BR/1.5+Bath (sleeps 7), pet friendly, 1 block to the beach

     Located 1 block from the beach in the historic Town of Cape Charles on the Chesapeake Bay, the owners of this lovely brick triplex, built in 1923 (an example of American Foursquare or Prairie Box style architecture), offer Unit A, a 3 bedroom, 1.5+ bathroom getaway modestly furnished with formal dining room, large kitchen, open front porch, small backyard garden with hot water outdoor shower. Sleeps 5 comfortably with a bunkbed in the back bedroom for kids. This pet-friendly home is a short bike ride, golf cart jaunt, or walk, minutes to fabulous shops, galleries and restaurants the town has to offer.



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Welcome to Bungalow@60 Kerr 

3BR, 1.5 Bath (Sleeps 4)

Bungalow@60Kerr is within a short walk to the quaint and historic village of Onancock where you will find shops, galleries, excellent dining, a deep water marina, kayaking and biking. A fabulous bakery, Art Deco movie theater and a Saturday farmers market await you! Beautiful beaches and wildlife are within a short drive. A comfortable place to explore the quiet and pristine Eastern Shore of Virginia and Maryland!

We provide two bikes and helmets for guest use.

We also have a baby gate, pack 'n play, and high chair.

Cardinal cove on Deep creek

If you're looking for an oasis of calm, Cardinal Cove is the place for you! This 4BR, 2.5 bath waterfront home on Deep Creek's west bank is located on 16 lushly wooded acres. The house is a Nanticoke Cape Cod and easily accommodates 8. Walk out at sunrise onto your own private boat dock (water depth 3ft. + high tide) throw in a crab pot or a fishing line, power up your boat and within minutes you're cruising on the waters of the Chesapeake Bay!

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