
Holiday rentals in Oak Hall
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Top-rated holiday rentals in Oak Hall
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Serene Waterfront Metompkin Retreat - Entire Home
Discover serenity at the ultimate retreat on Virginia's Eastern Shore at our waterfront oasis. Indulge in sweeping panoramic views of the tranquil waters that stretch as far as the eye can see. Nature enthusiasts will delight in the abundance of birdlife, making it a true birdwatcher's paradise. Whether sipping coffee on the private deck at sunrise or enjoying a glass of wine while watching the sunset paint the sky, every moment here is a picture-perfect postcard. A truly unforgettable getaway.
5.0 out of 5 average rating, 24 reviews
Private romantic pet friendly waterfront cottage
On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!
4.99 out of 5 average rating, 350 reviews
A Private Quiet Eastern Shore Estate
Relax with the whole family at this peaceful place to stay. The town of Atlantic is surrounded by must-sees. NASA, Chincoteague Island, Assateague Beach, NASA shuttle launches, the wild ponies, and Ocean City. All are within driving distance and are great attractions. Our home has 3 bedrooms, 2 baths, and lots of space in the house. Depending on the rainfall, there is a pond in the backyard. During the dry season (July - Sep) the pond could dry up. The pond is can be fished in when full.
5.0 out of 5 average rating, 24 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.
4.98 out of 5 average rating, 310 reviews
Messongo Creek Cabin
Enjoy the natural private wooded setting at this tranquil cozy tiny cabin getaway. Take a hike around the trail or just sit on the peaceful deck or by the fire pit. Conveniently located 16 mi to Chincoteague Va., 20 min to Chesapeake Bay waterfront town of Onancock, and 10 min to Saxis. Great for folks who love the outdoors, Boaters, Fishermen, and Beach goers alike. Go see the ponies in Chincoteague or Rocket launches at Wallops Island! ESVA offers much to explore!
4.79 out of 5 average rating, 47 reviews
The Serenity House
Regenerate at the Serenity House! Second floor apartment; three spacious queen bedrooms with SmartTV, equipped kitchenette, work space with WiFi, mudroom and laundry on the first floor. Large yard with big mature shade trees nestled in a quiet neighborhood. One corgi and two cats live on the property. The pets are not allowed into the guest rooms. Continental breakfast served in the shared space. Private entrance, off street parking available.
4.78 out of 5 average rating, 283 reviews
Secluded Waterfront - Beach 15mi, Kayaks, Firepit
Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature… Wish I had booked an extra day!" Add us to your wish list by clicking the ❤️ in the upper-right corner.
5.0 out of 5 average rating, 126 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!
4.94 out of 5 average rating, 130 reviews
Rumbley Cottage on the Tangier Sound-Private Beach
September 12-16 available. Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. Many amenities: WE PROVIDE THE FIREWOOD AND STARTERS, kayaks, paddle boards, MB toiletries.
4.99 out of 5 average rating, 266 reviews
Marsh View Saxis
With 3 bedrooms and 2 bathrooms, this home offers a perfect blend of comfort and style — and a view you won't get tired of. Watch graceful blue herons wade the wetlands right from your window. Inside, natural light floods the spacious, open living area and kitchen. Outside, the large yard is made for relaxing, with plenty of room to spread out and a fantastic firepit for evenings under the stars.
4.94 out of 5 average rating, 77 reviews
2 Bedroom Apartment
Centrally located between Chincoteague Island and Ocean City, MD. This pet friendly two bedroom apartment which offers laundry and a spacious kitchen is only steps away from Shad Landing state park and Public Landing. This ground level guesthouse apartment is located 200 feet from our main house is on an over 12 acre partially wooded parcel. Plenty of privacy and room for boat trailer parking.
4.94 out of 5 average rating, 193 reviews
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.
4.91 out of 5 average rating, 135 reviewsPopular amenities for Oak Hall holiday rentals
Other great holiday rentals in Oak Hall

The Magnolia House ~Linens Included~
5.0 out of 5 average rating, 57 reviews
Virginia Peninsula, Modest Town, Va 3 Br/2Ba House
4.88 out of 5 average rating, 32 reviews
Bay View - Waterfront, Dock, Stunning Sunsets
4.88 out of 5 average rating, 24 reviews
The Boathouse: Charming & Historic Waterfront Stay
4.92 out of 5 average rating, 87 reviews
Captain's Loft
5.0 out of 5 average rating, 17 reviews
Hot Tub. Fire pit. Fenced Yard. Games. Downtown.
4.98 out of 5 average rating, 57 reviews
BarDown | Chincoteague Retreat near Ponies & Beach
4.97 out of 5 average rating, 77 reviews
Par-Lon - Waterfront Home on the Pocomoke River
5.0 out of 5 average rating, 12 reviewsDestinations to explore
- New York Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Raleigh Holiday rentals
- Virginia Beach Holiday rentals
- Jersey City Holiday rentals
- Wilmington Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Chincoteague Island
- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Beach
- Bethany Beach Boardwalk
- Assateague State Park
- Northside Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Ocean City Boardwalk
- Bear Trap Dunes
- Salisbury Zoo
- Old Pro Golf
- Trimper Rides of Ocean City
- Ocean City Boardwalk
- NASA’s Wallops Flight Facility Visitor Center
- Layton's Chance Vineyard and Winery
- Splash Mountain Water Park
- Jolly Roger at the Pier





