
Places to stay near Chincoteague Island
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Top-rated holiday rentals near Chincoteague Island
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Breeze on Inn
Come relax in our quiet piece of island life. 2 bedrooms (2 full beds) and a sunroom to spread out and relax (2 twin beds). Sleeps up to 6. Assateague beach, wildlife refuge is 5 miles from the house. Lots to do in season and a relaxing getaway off season. Kitchen is stocked with supplies to cook up a seafood dinner if you want a quiet night at home. Bright and cheery living area with cozy bedrooms. Spacious sunroom to relax or socialize. Deck to seat up to 5 adults, bring bug spray in season.

Central Location~Walk 2 Dining! Beach Pass & Gear!
You'll Experience the ultimate in coastal living at your beautifully renovated vacation home, a stone's throw from the Beach road. This is your perfect getaway destination. You'll enjoy a bright chef's kitchen with granite countertops and a tiled backsplash, open-concept first floor with cozy living room, and a convenient half bath. Retire to the second level where 2 bedrooms await, including a primary suite with a private bath & private balcony for sipping your coffee & serene morning views 🌄

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.

Pretty Byrd Cottage, a Victorian Bayfront Getaway!
Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Chincoteague Island Creekside Cottage
Creekside Cottage delivers all the feels... July 2020 USA Today "Best Coastal small town". Private dock off large back yard for crabbing or catching the sunset, minutes away from the Chesapeake Bay and Historic downtown, 10 minutes to Chincoteague National Wildlife Refuge (Ponys) and the Beach (golf cart friendly). Everyone can hang on the huge sectional in the eve and play board games or catch up. Smart TV, Wifi, Large cooks kitchen (dbl oven), Table extends to 124". Make Memories!

Adorable Beach Cottage Just Steps From Town & Bay
Escape to Wiggle Bay, a darling 1955 2 BR sunny 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! Perfectly located on a quiet street, just steps from local shops, a coffee house, and the waterfront park, where you can watch the boats, enjoy the sunset and feed the ducks. Just 2.3 mi to Assateague Seashore/Chincoteague Refuge. Ideal for a peaceful and convenient getaway!

Cozy Barn Loft: Country Views & Central to Beaches
Relax and recharge as you soak in the country views while enjoying this cozy space. A private entrance leads upstairs to the loft, located above our renovated barn. Enjoy your days at the beach, boating, fishing, birding, and more. Return home to be greeted by goats as you pull in the drive. Coffee, tea, and farm fresh eggs will be waiting for your arrival. Centrally located between the beaches of Chincoteague, Va and Ocean City, MD. Beach gear provided as well.

"Jolly"- Houseboat Getaway
#BoatLife! Jolly is a 42ft Holiday Mansion. Baywater Landing offers a laid back, coastal style. It buzzes with watermen & boaters by day & is a peaceful stargazing hotspot by night. She features a master suite & 3 outside deck areas to enjoy! Just 35 minutes from Ocean City, Assateague Island, and Chincoteague Island, this is the epicenter of everything coastal! A firepit in the sand just outside your door round out everything you'll need for a stress-free vacation.

Secluded Waterfront 15mi to Beach•Kayaks•Fast WiFi
Casa Blue Heron is a 2,254 ft² (209 m²) custom home offering stunning water views, a firepit, and serene seclusion at our 3-bedroom waterfront sanctuary by 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.

Rumbley Cottage on the Tangier Sound-Private Beach
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. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

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.
Popular amenities for holiday rentals near Chincoteague Island
Apartment rentals with wifi

Cozy beach side condo

OceanfrontStudio-Slps4-Pool-Pickleball-HBOMax-Dis+

Cozy oceanfront condo with stunning ocean views

Stylish Apartment Steps From the Beach

Beach Baby Ocean Block Studio-Mid Town-All U Need

Gorgeous New Beachfront! King Bed, Direct Sea View

Oceanside Charm, desirable midtown Ocean City, MD

Beautiful Renovated Ocean Front Condo 1b/1.5ba
Family-friendly house rentals

The Neigh-Neigh - Location, Location, Location!

Magnolia House ~Linens Included~

The Cottage Bluefish -newly remodeled for '26

Island View House

Pearl in the Pines: bikes, kayaks, EV charger

cozy sunset cottage

Eagles Nest- (Water View)

BarDown | Chincoteague Retreat near Ponies & Beach
Apartment rentals with air conditioning

“Little City by The Sea”

Private suite .5 mile from beach/no shared spaces

Newly Constructed 2nd-Story Studio Apartment

Dream On at Siesta Villas

Stunning 3 Beds/2BA, Ocean Beachfront Condo

Lovely 2 bedroom overlooking Main St.

Pansy’s Retreat

Relax at the Shorehouse
Other great holiday rentals near Chincoteague Island

Island Escape: Kayaks, Bikes, Beach Gear & Firepit

Baywatch Upper-Waterfront & Roaming Ponies!

Waterfowl Watch Chincoteague Island Includes Bikes

Waterfront Cottage in Mt. Vernon

Roys Place | Coastal Cabin | Water Views + Sunset

Pirate’s Hideaway

Island Blessing

Saltwater Sunrise - Views, Walk to Memorial Park
Destinations to explore
- Rentals with a patio Chincoteague Island
- Rentals with pools Chincoteague Island
- Rentals with beach access Chincoteague Island
- Rentals with a washing machine and dryer Chincoteague Island
- Rentals with a firepit Chincoteague Island
- Pet-friendly rentals Chincoteague Island
- Family-friendly rentals Chincoteague Island
- House rentals Chincoteague Island
- Rentals with outdoor seating Chincoteague Island
- Waterfront rentals Chincoteague Island
- Rentals with a fireplace Chincoteague Island
- Chesapeake Bay
- Ocean City Beach
- Ocean City Boardwalk
- Assateague Island National Seashore
- Bayside Resort Golf Club
- Jolly Roger Amusement Park
- Northside Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Roland E Powell Convention Center
- Ocean City Boardwalk
- Bethany Beach Boardwalk
- Trimper Rides of Ocean City
- Old Pro Golf
- Bear Trap Dunes
- Salisbury Zoo




