Holiday rentals in Wallops Island

4.93 out of 5 average rating, 107 reviews

Dragonfli Bay House - Newly Renovated Home

Relax in this calm, stylish space. This home has been lovingly refreshed by its current owners. Every detail has been considered. Inside you will find well appointed rooms designed for function and comfort. Outside, tranquility awaits you. Enjoy morning coffee overlooking the water, kayak on Oyster bay, end the day relaxing by the fire. Head to Assateague to swim, surf fish or hike to the famed lighthouse. Return with the day's catch to utilize the fish cleaning station and outdoor shower.

4.94 out of 5 average rating, 487 reviews

Tiny home in Accomac

Little Red House on a Farm - Quiet Rural Waterview

The Little Red House VA is a cozy tiny home on a 50-acre farm, surrounded by fields, woods, marsh, and a creek. Curated with hygge comfort and efficiency, you'll love the natural light and calm decor. • Escape the noise & reset in nature • Peaceful sleeping • Thoughtful interior design • Large full bath • Comfy patio for coffee, cocktails, and epic stargazing • Firepit with wood provided • Large private outdoor shower surrounded by woods • Wide open spaces • Fast WIFI • Superhost for 10+ years

4.92 out of 5 average rating, 146 reviews

Adorable Beach Cottage Just Steps From Town & Bay

New to AirBNB! Welcome to Wiggle Bay, a darling 1955 2 BR cottage nestled in the heart of "one of the most beautiful, charming small towns in Virginia." -Enjoy a bay breeze on the screened front porch--heaven! --Stroll to local bookshop, coffee house, theatre, or Chincoteague Waterfront Park to feed the ducks--all just steps from your front door! -Situated on a quiet residential street -Just 4 blocks to Maddox Blvd (where all the action is) -2.3 mi to Assateague Seashore/Chincoteague Refuge

4.98 out of 5 average rating, 129 reviews

Cottage in Greenbush

Bell Farm Cottage LLC - quiet and peaceful

Cozy cottage located on a quiet backroad overlooking a wide open field & back deck provides warm & sunny space for relaxing or reading a book. The kitchen is fully equipped. BFC has a warm farm house feel w/ a touch of the beach. The bathroom has been updated to a more modern feel. Located only a few miles from both seaside and bayside boat ramps. A 7 minute drive to Onancock, Walmart, YMCA, shopping & many local shops for just the right souvenir. Wallops & Chincoteague are just a short drive.

Superhost

Bungalow in Horntown

4.81 out of 5 average rating, 146 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.

Superhost

Cottage in Chincoteague

4.83 out of 5 average rating, 99 reviews

"3 Sisters" Ivy's Cottage-Lovely downtown cottage

Just a few miles from the Chincoteague National Wildlife Refuge & Assateague Beach. Ivy's Cottage offers a great in-town location that's close to shops, restaurants, waterfront park, & public fishing pier. This beautifully renovated, this Chincoteague Island Cottage Features: Lovely eat in kitchen, fully equipped w/ all amenities. Cozy living room w/ full sleeper sofa & recliner. Queen bedroom w/ adjacent full bathroom. Large front porch perfect for outdoor dining & park style charcoal grill!

4.99 out of 5 average rating, 261 reviews

Farm stay in Onancock

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!

4.98 out of 5 average rating, 266 reviews

Home in Accomac

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.

4.75 out of 5 average rating, 209 reviews

Guest suite in Crisfield

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.

4.87 out of 5 average rating, 187 reviews

Flat in Chincoteague

Sunset Haven Downtown

Broadband WIFI newly installed and dependable! This special place is located in the heart of historic downtown Chincoteague above a wine shop/jewelry boutique. Your backyard is a waterfront park with our famous Love Chairs! Watch the sunset from your waterfront window or deck. Walk to shopping, restaurants, and more! An apartment with old time charm and new polished adds to feel as modern as needed! Onsite Laundry- Linens provided

Guest suite in Chincoteague

4.98 out of 5 average rating, 287 reviews

Baywatch Upper-Waterfront & Roaming Ponies!

Discounted rates for weekly rentals Summer ‘25. Beautiful space in and out! Situated right on the bay with views of Assateague across the way, Chincoteague ponies are on premises. Coastal charm at its finest, there are 2 queen bedrooms and livingroom/breakfast room, all with a view. No full kitchen. Microwave, toaster, small fridge, stocked Keurig coffee and tea station and shared outdoor cooking area, sink and bbq grill.

4.98 out of 5 average rating, 280 reviews

Tiny home in Selbyville

Destination Location! Farm Animals, Tours, Beaches

✨Scratch tiny house living off your bucket list!✨ Wake up to the cheerful sounds of barnyard animals that surround this unique tiny house escape! The "Garden Hideaway" is thoughtfully curated to inspire joy and help you reconnect with the simpler things in life. Just a few minutes from the beach, this tiny home comfortably sleeps two (2) guests, with an option to add a third (3) for a small fee.

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Popular amenities for Wallops Island holiday rentals

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Other great holiday rentals in Wallops Island

4.99 out of 5 average rating, 71 reviews

Bikes-Kayaks-Outdoor Shower Grill-Firepit-Beach Eq

LorraineRating, 5 stars1 day ago

This place had a great location; it was less than 10 minutes for the local restaurants and only a 15 drive to the beach. The kitchen had everything you needed, there was plenty of space for atleast 6 people (even though there was just the two of us). The airbnb itself was really charming. Host was amazing, really responsive and communicative. Their checkin and checkout procedures were really clear. My only “asterisk” is that since it is an older house and in the middle of a marshland basically, it was pretty humid inside. It seems normal for the area especially considering it was raining half of our stay. The AC boxes in every room definitely helped but just something to note about our stay. I’d recommend a dehumidifier to the hosts. Overall a great stay, would recommend this place to all when staying in Chincoteague!!

5 out of 5 average rating, 24 reviews

Cottage in Chincoteague

Waterfowl Watch Chincoteague Island, Bikes too

LauraRating, 5 stars2 weeks ago

Lovely and quaint home! Cozy and had everything needed for a relaxing getaway! Has everything needed to grill out and cook at home which was helpful for us accommodating a food allergy while traveling. It was very peaceful and quiet at night. The space outside the house is very cute with the Adirondack chairs. We sat outside with some canvases that we brought to paint and enjoyed the sunset! The clothesline in the backyard was also helpful! Having bikes and helmets was also a fun addition and allowed us to explore and get some exercise!

4.96 out of 5 average rating, 53 reviews

Guest house in Onancock

Holly Cove’s “Tiny” Guesthouse

HugoRating, 5 stars2 days ago

Just returned from an amazing two-day stay at Martha's guest home. While the house is small, it's thoughtfully designed and incredibly comfortable. The setting is absolutely beautiful and tranquil — just a short walk to the water, where we swam, paddled kayaks, and relaxed on the wooden pier. Evenings with bubbly and mornings with coffee by the water made for unforgettable moments. Although the guest house is next to the hosts’ property, it still felt wonderfully private. Martha and Buck were warm, welcoming, and always ready to help with anything we needed. This is a perfect spot to unwind and reconnect with nature. Highly recommended!

4.96 out of 5 average rating, 46 reviews

Home in Oak Hall

Railroad Bank - Country Charm Near Chincoteague

JosiahRating, 5 stars8 months ago

Another excellent stay. Location is convenient to Chincoteague and the beaches but not on the is l ad with the crowds. The space was very clean and comfortable, and also very unique. Kitchen is fully stocked and the on premises washer and dryer are a huge plus. Eve is one of the best and most responsive hosts I've ever had on Air BnB. Definitely will be back again!

5 out of 5 average rating, 37 reviews

Pearl in the Pines

WrenRating, 5 stars6 days ago

We had a wonderful time! Thank you for sharing your home, we would love to return sometime soon. You guys were a wonderful host!

5 out of 5 average rating, 5 reviews

Flat in Onancock

Retro Relaxo

ChristopherRating, 5 stars1 day ago

True to its name! Retro in the best ways and relaxing as promised. Great back deck area overlooking the water, clean and comfortable living. Would recommend

4.98 out of 5 average rating, 48 reviews

cozy sunset cottage

ElizabethRating, 5 stars3 weeks ago

Christy's Cottage was very comfortable and pet friendly. It was close to everything we wanted to do, and the kitchen was fully stocked. You can tell why she is considered a Superhost. We enjoyed our stay there, and would certainly consider returning. If you are going to see the ponies, we recommend Captain Mike with Up The Bay Pony Tours. Chincoteague and Assateague are lovely places to visit. Bring your camera if you are a nature lover. Pets aren't allowed on Assateague Island (not even in your car), but at Christy's we were able to leave our pups in their crates for a little while so that we go.