
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.

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.

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.

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.

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.

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.

Beach House
The Beach House @ The Reef Features Three bedrooms 2 full bathrooms There are multiple sleeping options in the living room as well as the three bedrooms The house also has a fully equipped kitchen and washer/dryer 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

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.

Sunset Bay Villa #202-Pool, Waterfront, Sunsets!
Located in the heart of historic downtown Chincoteague, this well appointed bayfront unit is just a few miles from Assateague Beach & The Chincoteague National Wildlife Refuge. Enjoy stunning sunsets over Chincoteague Bay from your private waterfront balcony. Lounge by the Bayfront pool (seasonal & unheated) or work out in the newly renovated gym. Walk to popular restaurants, shopping, town park, fishing pier, movie theatre & more.

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.

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

Harbor House

Captain Morgan’s

Sunrise Shore Waterfront; Private pool & hot tub!

Campfire Bliss at the Beach

Salty Paws - A Captain's Cove Vacation Home

Octopus's Garden by Seaside Vacations & Sales

Seaside Rendezvous Chincoteague

Neversink Golf View-Pools, Golf Course, Amenities!
Apartment rentals with a pool

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

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 210-Downtown Waterfront Sunsets

Assateague Inn 109 - Tranquility on the Creek

Another Day in Paradise

Sunset Bay Villa 319 by Seaside Vacations & Sales
Other holiday rentals with a pool

Sol Villa

Oyster Cottage

Surfers Villa

Coves Point by Seaside Vacations & Sales

Off the Record by Seaside Vacations & Sales

Coral Villa

Your Song by Seaside Vacations & Sales

Coconut Waterfront Cottage
Destinations to explore
- Waterfront rentals Accomack County
- Family-friendly rentals Accomack County
- Rentals with a firepit Accomack County
- Flat rentals Accomack County
- Pet-friendly rentals Accomack County
- Beachfront rentals Accomack County
- Rentals with a kayak Accomack County
- Rentals with outdoor seating Accomack County
- House rentals Accomack County
- Townhouse rentals Accomack County
- Rentals with a fireplace Accomack County
- Apartment rentals Accomack County
- Rentals with lake access Accomack County
- Rentals with a patio Accomack County
- Rentals with a washing machine and dryer Accomack County
- Rentals with pools Virginia
- Rentals with pools United States
- Chesapeake Bay
- Assateague Island National Seashore
- Assateague Beach
- Haven Beach
- Grandview Beach
- Bethel Beach
- Kiptopeke Beach
- Piney Point Beach
- Cape Charles Beachfront
- Wilkins Beach
- Wallops Beach
- Snead Beach
- Guard Shore
- St George Island Beach
- Gloucester Point Beach Par
- Parramore Beach
- Gargathy Beach
- Bow Beach
- Little Egging Beach
- Great Egging Beach
- Tankards Beach
- Factory Point
- Smith Island Beach
- Myrtle Island Beach




