Beachfront holiday rentals in Accomack County

4.97 out of 5 average rating, 68 reviews

Pelican Sunset - Waterfront With Pier

Pelican Sunset is a waterfront cottage on the Chincoteague channel. Enjoy beautiful sunsets, kayaking, and fishing from the dock. The house is clean, comfortable, relaxing, updated & decorated with original art from Hawaii, the Caribbean, and the Eastern Shore. The property is 4 miles from Assateague National Seashore Park and ½ block from where the Annual Assateague Pony round-up parades horses to the carnival grounds. The dock is also located in view of the NASA Wallops Island launch site.

4.97 out of 5 average rating, 29 reviews

Pony's Hideaway / Waterfront with Private Dock

Wake up and enjoy your cup of coffee overlooking the sights of Assateague Island from your second story condo. This 2-bd, 1-ba condo has amazing views of the Lighthouse, waterfowl, and of course: ponies! This waterfront property boasts a floating dock that is great for crabbing, fishing, kayaking, and boating, complete with your own designated boat slip. This newly renovated condo features AC and heating, 2 flat screen TVs, DIRECTV, and high speed Wifi with a desk perfect for remote working.

5 out of 5 average rating, 8 reviews

Jay's Retreat

Welcome to Jay’s Retreat, a charming waterfront oasis nestled in scenic Oyster Bay. This beachy 3-bedroom, 2-bathroom home accommodates up to 6 guests and is pet-friendly, making it an ideal space to vacation with your entire family. The spacious screened porch offers the perfect perch to savor your morning coffee with the sunrise or relax with friends and family while enjoying fresh, locally sourced seafood. End your days by the fire pit, soaking in the peaceful bay views and coastal breeze.

4.96 out of 5 average rating, 85 reviews

Home in Onancock

Family Retreat Private Beach Eastern Shore w dock

Get away from it all and relax on the Eastern Shore . This large peaceful waterfront estate has over 50 acres of fields and nature preserve ; surrounded by water on two sides. The location is just over 5 minutes from shops and restaurants in Historic Onancock. Complete with dock & expansive views of Onancock Creek. Come step back in time and enjoy the slow pace on the ESVA. Crabbing, fishing off of the dock, s'mores at the fire pit! Bring your kayak and make lifelong memories at Eastview.

4.96 out of 5 average rating, 160 reviews

Cottage in Onancock

A "True" Chesapeake Bay Waterfront Experience!

Get away from it all... The Thicket Point Fish Camp is a true Chesapeake Bay waterfront property and the perfect place to escape for the best of the Eastern Shore. Located just 5 miles from downtown Onancock, VA, and everyday conveniences, this property is one of a kind! This is the "Sunset House" expanded and completely renovated in May 2018, It is complemented by our "Bayside House" - also available on Airbnb. Be ready for the smell of the salt air and to enjoy million-dollar sunsets!

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Home in Onancock

4.91 out of 5 average rating, 74 reviews

Historic Waterfront Farmhouse and Cottage

Take advantage of our Off Season reduced rates! - January thru April, 2025. Pets are always welcome with a reasonable fee. This secluded 27 acre Waterfront estate is a classic Eastern Shore Farm with an adjacent optional cottage. This estate features brilliant water views from every room, with kayaking, swimming, fishing, crabbing and oystering. This secluded Mattapany Farm offers a vacation that gives the best that the Eastern Shore of Virginia has to offer with a relaxing atmosphere.

4.88 out of 5 average rating, 67 reviews

Cottage in Northampton

Silver Beach: Sunset Bay Cottage on Private Beach

Cozy 2 bedroom, 1 bath cottage with a private beach on the Chesapeake Bay right out your back door. Enjoy family fun, solitude and sunsets over the Bay at this comfortable cottage with modern kitchen and bathroom, and outdoor shower. Air-conditioned interior with large porch and 3 separate dining areas so you can hear the birds, feel the breeze off the bay and smell the salt air. Bring food, drink and good books. Makes for a great private writer's retreat as well as summer vacation spot.

4.91 out of 5 average rating, 11 reviews

Home in Onancock

Whimsical Cottage w/ Water Views

Welcome to our beautifully restored historic farmhouse, nestled on the Eastern Shore just outside the city limits of Onancock, Virginia. This charming retreat offers breathtaking waterfront views across from a marina and a perfect blend of tranquility and adventure. Book your stay today and experience the charm and beauty of the Eastern Shore, and to discover more things to do on the Eastern Shore check out our IG page @DevineRetreats Walking distance to our community private beach.

Apartment in Chincoteague

4.95 out of 5 average rating, 57 reviews

Waterfront Chincoteague Island

Amazing views- Welcome Bird Watchers, Nature and Beach Lovers! Designer condo with direct views of the Intracoastal Waterway Chincoteague Channel and Wallops Long term rental from October-May with government per diem per person and special offers for long term occupancy. Max. occupancy per Chincoteague town fire code is 8. This includes adults, children (2 and older) and infants (children under two). Government ID issued required to be shown on or before check in date.

4.9 out of 5 average rating, 49 reviews

Cottage in Onancock

Peaceful 5 bedroom cottage on the Eastern Shore...

"Take your time, unwind your mind, we all need a little soul shine." Michael Franti Relax with your family or multiple families and friends at this peaceful getaway! There is a lot to do or nothing to do at all. Located on the Eastern Shore with 82 acres to explore with fishing, kayaking, paddle boards, a private beach, bird and wild life sightings, and is just 10 minutes from the little town of Onancock. The solitude is refreshing and the views are breath taking.

4.89 out of 5 average rating, 47 reviews

Oysterhaven Cottage

Forget your worries in this spacious and serene little waterman’s cottage facing the Chincoteague Bay. Our Balcony with water-views! Watch the sunset from the screened in porch or balcony! Perfect for watching the ponies walking by during Pony Penning! Peaceful and relaxing! Far enough away from the hustle and bustle but also a nice little walk down Main Street to restaurants and shopping. Very close to the Fireman’s Carnival!

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