
Places to stay near Chincoteague Island
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Top-rated holiday rentals near Chincoteague Island
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Maggie’s Cottage on Poplar - Our Happy Place!
Step back in time and enjoy the simplicity of this 2 bedroom, 1 bath vintage Chincoteague cottage located in the heart of town. Quaint, quiet and cozy - Maggie’s Cottage is the perfect retreat to slow down, relax, and enjoy an island get away... anytime of the year! Maggie’s Cottage is just right for a couples get away, girls trip, a solo retreat, or a small family vacation. Well stocked and comfortable- you will feel right at home. Walking distance to local dining, shopping and waterfront!🐴🦪🌅

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.

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!

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!

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

Cozy beach side condo

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

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

Caramar Couples Retreat
Family-friendly house rentals

The Neigh-Neigh - Location, Location, Location!

Magnolia House ~Linens Included~

On a Whim, a family retreat!

Island Escape: Kayaks, Bikes, Beach Gear & Firepit

cozy sunset cottage

BarDown | Chincoteague Retreat near Ponies & Beach

Eagles Nest- (Water View)

The Starfish-Key West vibe & fresh updates for '26
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

Nature's Rest in Church Creek

Stunning 3 Beds/2BA, Ocean Beachfront Condo

North Ocean city,2BR 2BA

Lovely 2 bedroom overlooking Main St.

Pansy’s Retreat
Other great holiday rentals near Chincoteague Island

Baywatch Upper-Waterfront & Roaming Ponies!

Jay's Retreat: dock, kayaks, EV charger, bikes

Waterfowl Watch Chincoteague Island Includes Bikes

Main Street Magic

The Boathouse: Charming & Historic Waterfront Stay

Island View House

Waterfront Cottage in Mt. Vernon

Roys Place | Coastal Cabin | Water Views + Sunset
Frequently Asked Questions
Where is Chincoteague Island located?
Chincoteague Island is found along the eastern coast of Virginia, bordered by marshlands, waterways, and close to Assateague Island. It is known for its scenic landscapes, distinctive wildlife, and relaxed coastal setting.
When is the best time to visit Chincoteague Island?
Late spring and summer are frequently suggested for warmer temperatures and beach activities, while autumn brings quieter surroundings and mild weather. Wildlife viewing, especially for the famous ponies, often draws visitors during these months.
What are some things to do near Chincoteague Island?
Chincoteague Island has wildlife tours, nature trails, kayaking, and local dining along the waterfront. Around the area, visitors often explore Chincoteague National Wildlife Refuge, see wild ponies, or enjoy sandy beaches.
How is the weather near Chincoteague Island?
Chincoteague Island has cool winters around 29–46°F (-1–8°C) and warm summers reaching 70–86°F (21–30°C). Rainfall is steady year-round with the highest amounts in late summer and fall; a light jacket and umbrella are often suggested.
Destinations to explore
- Rentals with outdoor seating Chincoteague Island
- Rentals with beach access Chincoteague Island
- Waterfront rentals Chincoteague Island
- Rentals with a fireplace Chincoteague Island
- House rentals Chincoteague Island
- Family-friendly rentals Chincoteague Island
- Rentals with a washing machine and dryer Chincoteague Island
- Rentals with a firepit Chincoteague Island
- Pet-friendly rentals Chincoteague Island
- Rentals with a patio Chincoteague Island
- Rentals with pools 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




