
Holiday rentals with a pool in Accomack County
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Top-rated rentals with a pool in Accomack County
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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.

Island Creek Retreat - Great Views, Pool, Pier
Just a few miles from Chincoteague National Wildlife Refuge & Assateague Beach. Beautiful marsh & wetland views. Shared private pier is perfect for crabbing & birdwatching. Great location - walk or bike to shops, restaurants, water park & much more! Spend the day at the shared private pool. This 2nd floor unit has a bedroom w/ king bed, kitchenette with 2 burner stove top, microwave, & full size fridge. Spacious living room w/ queen sleeper & desk. Access the full bathroom from the living area.

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.

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!

Floating Bungalow - Marina View
Escape to Chincoteague Island in one of our Floating Bungalows with Marina View! Take glamping to the next level with a luxurious Bungalow that is docked over water. Enjoy all the comforts of home with a full kitchen and bathroom, plus a screened porch and outdoor living spaces. Floating Bungalows sleep 6 so there is room for the whole family. These Floating Bungalows feature a queen bed in a private bedroom and bunk beds in their own room. Floating Bungalows will remain docked at all times.

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.

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.

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

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.

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.

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.
Popular amenities for Accomack County rentals with a pool
House rentals with a pool

Knot Stressed in Captain’s Cove

Condo-The Oasis on the Bay

Salty Paws - A Captain's Cove Vacation Home

Hidden Gem! Relax & Visit Chincoteague Island

Seaside Rendezvous Chincoteague

Beach House

Nassawadox Creek Waterfront Home with Private Pool

Coastal Retreat | EV Charger | Near Marina & Beach
Apartment rentals with a pool

An Assateague Adventure

Sunset Bay Villas # 213

Walk to Main St: Condo w/ Pool Access in Crisfield

Assateague Inn 100 by Seaside Vacations & Sales

Assateague Inn 102 by Seaside Vacations & Sales

Sunset Bay Villa 209 by Seaside Vacations & Sales

Sunset Bay Villa 306 by Seaside Vacations & Sales

Sunset Bay Villa 310 by Seaside Vacations & Sales
Other holiday rentals with a pool

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Pirates Cove

Bleufish Cottage

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The Cottage at Heartsong

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Holiday Cottages-"Nautical" ~Pool~ 3 mi. to Beach

Palm Cottage
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