Vacation rentals with a pool in Accomack County

Oyster Cottage

Escape to your own bayfront retreat in Chincoteague Island, Virginia. Our Oyster Cottage at Key West Cottages offers expansive panoramic views of the Chincoteague Bay, giving you a front-row seat to breathtaking Chincoteague sunsets. This two-bedroom private cottage includes a master bedroom with a king bed, second queen bedroom, fully equipped kitchen, living and dining space, tiled walk-in shower, wrap-around deck, and more. You can fish, crab, and even dolphin watch right from your balcony!

Nature's retreat @ the Bug-a-Boo. Beaches nearby

We're inside a lovely gated campground community with full amenities @ the Club House: Wi-Fi, pool, fishing n crabbing, boat ramp, laundry, and bath houses. The Bug-a-Boo is a lovely single dwelling home. It is ADA handicap accessible. There's an outdoor fire pit and space for camping. We are 20 miles from Chincoteague National Wildlife Refuge with miles of protected beaches. This is a peaceful place for soul searching & social distancing. We are also 42 mi from Assateague Is. Nat. Seashore.

Hidden Gem! Relax & Visit Chincoteague Island

Experience comfort in our cozy, newly built 2-story home with central air/heat. Nestled in a gated campground where best mode of transportation is golf cart! Home has 3 bedrooms, 2 bathrooms, jacuzzi jet tub, oversized sectional sofa, smart TVs W/ FUBO, MASN and movie channels, high-speed Wi-Fi, DVD/VHS movie collection, board games, fully equipped kitchen with basic pantry items, dining area, washer/dryer. Relax on the private back deck/yard featuring a Weber gas grill, fire pit, and hammock.

Belle Haven’s Bliss

Experience Belle Haven’s Bliss, stay in a 25 foot Airstream on private wooded property with access to a swimming pool in the backyard and tennis court in the front! Your very own retreat that’s only minutes from downtown Exmore. We are located in between both Cape Charles and Onancock, about 25 minutes from each. Chincoteague is 50 minutes to the North. We have many options for entertainment here on The Shore and property. The host family stays on the same property and is available as needed.

Assateague Inn 106 by Seaside Vacations & Sales

Assateague Inn 106 S - Come as Guests, Leave as Family....... Ahhhhh, Chincoteague Island - the smell of Salt Marsh in the air - the visions of our Wild Ponies wandering throught the Refuge. Once you visit our beautiful Island, it stays with you forever. But life is so busy - it's hard to get away for a whole week every year, isn't it? Or maybe you're one who prefers to take many shorter trips over the course of the year - a Weekend Warrior, if you will? If so, the Assateague Inn was made

Heartsong Farmhouse , a nature lover's retreat.

Heartsong Farmhouse was completely renovated in 2019. Beautiful hardwood floors, brand new furniture, in a modern farmhouse style with a Boho vibe. The entire home is filled with beautiful natural light and the brick walls ensure a peaceful nights sleep. The yard is completely surrounded by a 15ft hedgerow of holly, magnolia and camellias, like walking into a secret garden. You will feel welcome from the moment you drive up. The Farmhouse is also beautifully decorated for the holidays.

Leatherbury Point

Waterfront guest house on Onancock Creek, five minutes from the charming town of Onancock, Virginia. Designed by architect Lewis Rightmier, the home enjoys spectacular water views from every room, a swimming pool, a dock with two boat slips for kayaking, fishing, and crabbing. Perfect for the active outdoors person, or ideal for relaxing in the Adirondack chairs and watching the sailboats come in and out of the creek. For events and festivities, browse the ESVA Chamber website.

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.

Flamingo Villa

The Flamingo Villa @ The Reef Features two bedrooms upstairs and 1/2 bath. Each bedroom has a Queen Bed Downstairs has a fully equipped kitchen, bathroom with a shower and a sleeper sofa in the living room The Reef Vacation Villas has an indoor pool, bikes, stand up paddle boards, corn hole, and Two passes to MAUI JACKS WATERPARK just a short walk away Stay with us and beat the traffic to the beach since we are located just over a half mile from the beach

Sunset Bay Villa 202 - Pool, Waterfront, Sunsets!

Enjoy the best of Chincoteague from this bayfront condo in the heart of historic downtown. Relax on your private balcony with stunning sunsets over Chincoteague Bay, soak in the seasonal bayfront pool, or stay active in the newly renovated gym. Just a few miles from Assateague Beach and the Chincoteague National Wildlife Refuge, with restaurants, shopping, the town park, fishing pier, and a movie theater all within walking distance.

Harbor Master

Relax and enjoy the views at this unique waterfront getaway! This home at the mouth of Chesconessex Creek and Chesapeake Bay is an extremely private location with the convenience of being 8 minutes from the historic and fun town of Onancock, VA. Covered porches provide lots of outdoor spaces. Three level living allows for separate living spaces. Home has lots of stairs, so may not be appropriate for everyone.

Bayfront Modern Retreat • Dock, Kayaks, Views

Wake up to shimmering Chincoteague Bay views in this modern waterfront escape on Virginia’s Eastern Shore. Spend mornings on the water, afternoons by the fire pit, and evenings under glowing sunsets. Kayaks, bikes, pools, golf, pickleball, and trails are moments away, with beaches a short drive. Bring the dog, unplug, and settle in. Your coastal reset starts here.