
Holiday rentals in Wallops Island
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Top-rated holiday rentals in Wallops Island
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Bell Farm Cottage Quiet, Tranquil and Peaceful
Cozy cottage located on a quiet backroad overlooking a wide open field with a deck that provides warm & sunny space for relaxing or reading a book. BFC has a warm farm house feel w/ a touch of the beach. Our kitchen is fully equipped w/ all you need to cook. BFC is located only a few miles from both seaside and bayside boat ramps. A 5 minute drive to Onancock, Walmart, YMCA, shopping & many local shops for just the right souvenir. Wachapreague, Wallops & Chincoteague are just a short drive away.
4.98 out of 5 average rating, 161 reviews
The Boathouse: Charming & Historic Waterfront Stay
Welcome to the Boathouse! You read that right: Boathouse (not House Boat!) This house, which has been part of our family for generations, is the perfect home-base while you visit the special island of Chincoteague! Watch the lighthouse from across the marsh, go for a canoe ride through the channel, catch some crabs off the private pier, or make your way to the famous Assateague Beach - this cozy, quirky house is perfect for those seeking a unique and memorable adventure on Chincoteague Island!
4.92 out of 5 average rating, 87 reviews
Waterfront-CI Bay sunsets-Amazing views
Wide expansive waterfront view of Chincoteague bay-awesome sunsets! 5 waterview rooms. The narrow bit of land across 3446 Main St. belongs to our property w/chairs + a firepit + water access to launch kayaks (2) provided! An open plan-coastal rustic design. Front sitting room w/sofa + high-top table. A large upscale kitchen, two sofas in living room, 2 bdrms, & sleeping loft + a tiny office with a twin murphy bed. Large deck-table, sofa + grill. Family home, not ideal for more than 3 adults.
4.96 out of 5 average rating, 170 reviews
Pearl in the Pines: bikes, kayaks, EV charger
Nestled in the shade of tall pine trees in the private community of Oyster Bay, "Pearl in the Pines" is a charming coastal retreat equipped to meet any need. This bright and beachy 3-bedroom, 2-bathroom home accommodates up to 6 guests and is pet-friendly, making it an ideal space to vacation with your entire family. The spacious screened porch offers the perfect perch to savor your morning coffee with the sunrise or relax with friends and family while enjoying fresh, locally sourced seafood.
4.98 out of 5 average rating, 123 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 "True" Chesapeake Bay Waterfront Experience!
Get away from it all... The Thicket Point Fish Camp is a true Chesapeake Bay waterfront property and the perfect place to escape for the best of the Eastern Shore. Located just 5 miles from downtown Onancock, VA, and everyday conveniences, this property is one of a kind! This is the "Sunset House" expanded and completely renovated in May 2018, It is complemented by our "Bayside House" - also available on Airbnb. Be ready for the smell of the salt air and to enjoy million-dollar sunsets!
4.94 out of 5 average rating, 191 reviews
Rest A'Shored charming Chincoteague getaway
Spacious open floor plan great for entertaining family and friends with all the modern amenities you need! Eat inside at the large dining room table or enjoy the cool evening breeze outside on the fully screened in porch. 3 bedrooms and 2 full baths can comfortably accommodate 2 families with children or 3 couples. Located on Willow street, you are just a short walk to the Chincoteague carnival grounds and Main Street. We are dog friendly as we know they are really part of the family!
4.92 out of 5 average rating, 221 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, 308 reviews
Baywatch North-Waterfront & Roaming Ponies
Lovely space! 2 bedroom/1 bath vacation efficiency, decorated with coastal charm, each with a door to the outside. Make-shift kitchen with microwave, small fridge, stoked Keuring coffee and tea bar, shared patio cooking area, bbq grill, fantastic view, beach items, plenty of parking, very quiet, out of the way of everything, super laid back host living in the other portion of the house. There is no living room. Labradors and cats on premises, ponies too!
4.94 out of 5 average rating, 361 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 reviewsPopular amenities for Wallops Island holiday rentals
Other great holiday rentals in Wallops Island

Serene Waterfront Metompkin Retreat - Entire Home
5.0 out of 5 average rating, 24 reviews
Waterfowl Watch Chincoteague & bikes Fall dates
4.96 out of 5 average rating, 68 reviews
Captain's Loft
5.0 out of 5 average rating, 16 reviews
A Private Quiet Eastern Shore Estate
5.0 out of 5 average rating, 24 reviews
The Magnolia House ~Linens Included~
5.0 out of 5 average rating, 57 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
Sialang - Waterfront, Pier, Hot Tub & Kayaks
5.0 out of 5 average rating, 13 reviewsDestinations to explore
- New York Holiday rentals
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- Ocean City Holiday rentals
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- Carolina Beach Holiday rentals
- Chincoteague Island
- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Beach
- Cape Charles Beachfront
- Assateague State Park
- Northside Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Ocean City Boardwalk
- Old Pro Golf
- Salisbury Zoo
- Trimper Rides of Ocean City
- Ocean City Boardwalk
- NASA’s Wallops Flight Facility Visitor Center
- Splash Mountain Water Park
- Jolly Roger at the Pier





