Holiday rentals with a pool in Accomack County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Accomack County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Home in Exmore

4.76 out of 5 average rating, 34 reviews

Bayfront Retreat w/ Game Room + Outdoor Pool!

An excursion to the Eastern Shore of Virginia is your perfect chance to unwind and enjoy a waterside getaway! Settled on 3 acres in Exmore, this 4-bedroom, 3-bathroom house gives you the solitude you need to relax with loved ones. Spend time soaking in the pool, playing foosball in the game room, kayaking on the bay, or simply watching the sunset on the dock. Plus, this abode offers the chance to explore beaches, farmers’ markets, and local shops in the nearby towns of Cape Charles and Onancock.

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Guest favourite

The image captures the exterior of a charming blue house surrounded by vibrant flower beds, primarily featuring red blooms. A yellow sign displaying the house name and address stands prominently in the foreground. Soft evening light enhances the welcoming atmosphere.

Bungalow in Horntown

4.81 out of 5 average rating, 165 reviews

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.

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Guest favourite

Home in Crisfield

5 out of 5 average rating, 5 reviews

Condo-The Oasis on the Bay

Bayside Luxury Where Serenity Meets Style... Escape to this stunning upscale 2king &1queen, 2bath lakeside condo nestled on the water’s edge. This peaceful haven offers a rejuvenating getaway for adventure or relaxation. Cozy up by the fireplace in the stylish living room. Dine under sparkling chandeliers for glamour in the evenings. Enjoy breathtaking sunsets from the screened-in porch or patio lounge chairs. Take a dip in the pool, go fishing, or launch your boat from the private boat slip.

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Top guest favourite

A green pasture is featured, where a group of five horses graze peacefully. The background showcases a wooded area with tall trees, under a clear blue sky. A small shelter is visible in the distance, complementing the tranquil rural setting.

Home in Accomac

4.98 out of 5 average rating, 305 reviews

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.

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Tiny home in Chincoteague

5 out of 5 average rating, 4 reviews

Waterview Cottage on Chincoteague Bay

Make this two-bedroom water view cottage the base camp for your next Chincoteague Island adventure! Showcasing great spaces inside and out - including a roof-top sun deck and screened porch - these air-conditioned, pet-friendly glamping getaways feature a living room, full-size kitchen (with stovetop, refrigerator, microwave, sink, and coffee pot), bathroom with shower, set of twin bunk beds, and a separate queen-size bedroom. Also feature a patio, WiFi, a picnic table, and a fire pit.

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Superhost

A modern kitchen is featured, showcasing stainless steel appliances, including a refrigerator and stove. White cabinetry provides ample storage, complemented by a light green backsplash. An island countertop with a marble finish serves as a central workspace, with natural light entering through the window.

Home in Horntown

4.76 out of 5 average rating, 17 reviews

Campfire Bliss at the Beach

Relax and Enjoy the outdoors with the whole family at this peaceful place to stay. 2 Bedroom, 1.5 bath Cottage in Trails End Campground located in Horntown Virginia on Chincoteague Bay. Sleeps 6 , includes outdoor fire pit, boat launch and onsite restaurant and grocery store. Must bring own bath towels & beach towels and linens and blankets and life jackets. Must wash dishes prior to check out. NO SMOKING! NO VAPING Door code 1 day prior NO PETS! MAX 2 vehicles MAX Guest 6

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Guest favourite

A calm waterway is captured at dawn, with a small boat gliding across the mirror-like surface. Lush greenery lines the shoreline, reflecting the serene environment, while gentle ripples are created by the boat’s movement against the stillness of the creek.

Guest house in Onancock

4.94 out of 5 average rating, 35 reviews

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.

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Guest favourite

A multi-story waterfront condo complex is depicted, featuring a blend of light colors, including blue and yellow. Large windows reflect sunlight, showcasing a spacious design. The building is supported by stilts over the water, with a serene view of the surrounding landscape.

Apartment in Chincoteague

4.96 out of 5 average rating, 69 reviews

Sunset Bay Villas 219 waterfront condo

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.

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Superhost

Home in Chincoteague

4.75 out of 5 average rating, 16 reviews

Cedar Gables - Waterfront, Pool, Hot Tub, Dock

Just a few miles from Chincoteague National Wildlife Refuge & Assateague Island Beach, Cedar Gables has everything you are looking for in a Chincoteague Island home! Enjoy the ease and convenience of a central waterfront location. Each bedroom has a seasonal fireplace & private bath w/ deep tub. Lounge outside by the private pool (seasonal), hot tub (year-round) & tiki-bar in screened atrium. Private, deep water pier & boat dock is perfect for crabbing & fishing.

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Guest favourite

A living area features two armchairs in warm tones and a cozy sofa, accompanied by a wooden side table. A large television is centered on a console. A bar area with high stools overlooks a bright kitchen, adding to the open feel of the space.

Home in Greenbackville

4.86 out of 5 average rating, 28 reviews

Knot Stressed in Captain’s Cove

Kick back and relax at “Knot Stressed” conveniently located across from the golf course, playground, tennis and basketball courts and Pro Shop Snackbar. Only 2 blocks from the Marina Club boat ramp and restaurant. Pool passes avail upon request, cash only basis $15/day, $75/week Per Person plus a $50 Community fee, ages 4 and under FREE. Self check-in, Free wi-fi, Roku TV, 46” TV w/firestick, DVD player. Safe and Quiet community.

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Guest favourite

A modern kitchen is presented with white cabinetry and stainless-steel appliances, featuring a refrigerator, microwave, and coffee maker. A dining table is set for four, and a cozy seating area with a blue couch is visible. Natural light enters through a window, enhancing the space.

Cottage in Chincoteague

4.93 out of 5 average rating, 119 reviews

Key Lime Cottage

Escape to your own bayfront retreat in Chincoteague Island, Virginia. Our Key Lime Cottage at the Key West Cottages resort offers views of the Chincoteague Bay, giving you a front-row seat to the breathtaking sunsets that Chincoteague offers each night. This one-bedroom private cottage includes a master bedroom with two queen beds, a fully equipped kitchen, living and dining space, waterfront deck and access to many amenities!

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Guest favourite

A three-story waterfront home features multiple covered porches with white railings. A brick pathway leads through well-maintained lawns and landscaping with flowers and ornamental grasses, guiding to the main entrance. Soft gray skies and greenery provide a serene backdrop.

Home in Onancock

5 out of 5 average rating, 12 reviews

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.

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