
Cottage vacation rentals in Chincoteague
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Top-rated cottage rentals in Chincoteague
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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!🐴🦪🌅

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.

Bell Farm Cottage Comfy, cozy, peaceful, quiet
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.

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!

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!

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!

Cottage by the bay (private peaceful surroundings)
Privacy, peace, relaxation, togetherness … this cottage is the perfect place for memory-making with your family and friends! The kitchen is stocked with every spice and tool you may require to create a delicious meal, which can be enjoyed at the breakfast bar, large dining table, or outside, surrounded by the tranquil Virginia ambience. The shed, equipped with kayaks, paddle board, crabbing gear, bicycles, beach stuff chairs, has all you may need for a day on the bay or at the ocean.

Summer's Seaside Cottage | Near Ponies & Beach
Summer's Sea Shanty is a delightful Chincoteague coastal cottage that’s perfect for couples, families, or small groups of friends. We've worked hard to make this the ideal modern day beach retreat. This home boasts screened in front and back porches, a fire pit, an open/functional floor plan. We're pet and kid friendly with luxury linens and rugs and dish ware... We're proud to be the best of the best on the island. We're centrally located and minutes from Assateague National Seashore.

"Dragonfly" Waterfront Cottage on Chesapeake Bay
Bayfront beach vacation? Kayak out to dolphins? Breathtaking sunrises & sunsets? Yes, please! Relaxation and fun await at 'Dragonfly', a gorgeous cottage right on the Chesapeake Bay with spectacular views from every room. Nestled on acres and acres of waterfront, this magical property has its own cove for all the swimming, kayaking, SUP boarding and fishing you can manage. If you love nature, bring your water shoes and sense of adventure and we will take care of the rest!

Hobbs & Rose | A Peaceful Cottage Escape
Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.

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.

ISLAND SUNSETS Near Chincoteague Island
1 - Story Near Chincoteague Island Virginia Assateague Beach NASA Wallops Island, Va. Onancock, Va Waterman’s Fishing Village Surrounded by Water on three sides & Virginia Wildlife Refuge on fourth side. 400 ft. Walking distance to Beach, Kayaking & Canoeing, Wildlife, Fishing Pier, Boat Ramp, Marina, Public Pavilion, Ice Cream Shop, 2 Restaurants, Museum, Multiple Seafood Shantys
Popular amenities for Chincoteague cottage rentals
Cottage rentals with a hot tub

Bethany Beach Sea Colony Canalside Sleeps 7

Outdoorsy Cottage, Pet Friendly, Hot Tub & FirePit

Amazing Bay Views Cottage W/Guesthouse & Hot Tub

Private point on the Bay🌤hammock, hot tub, kayaks❤️

Year Round Playground - Rare Rustic-Modern Getaway

Bay cottage 🏖on the beach. Stunning views🏝

Cropper Creek House

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV
Pet-friendly cottage rentals

Peaceful 5 bedroom cottage on the Eastern Shore...

SNUG HARBOR waterfront cottage with a grand view!

Blue Crab Cottage: Remote+Nature+Fishing+Views

Waterfront Cottage in Mt. Vernon

Chesapeake Bay Beach Front cabin

Waterfront Bay Cottage w/ Your Own Private Beach

Bungalow 611 | Quick to Assateague & OC

Waterfront Sunsets | Pet-Friendly Escape | No Fees
Private cottage rentals

Rhapsody in Blue Beach Cottage Ocean Pines, OC MD

Bethany Beach Cottage

ESVA Down by the Sea & Pet Friendly

3-bedroom cottage in Ocean Pines

Brand New Lakefront Cottage | Ask about monthly!

OV Central Beach Cottage

IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental

Newly Renovated with free parking on premises
When is the best time to visit Chincoteague?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,050 GYD | G$29,259 GYD | G$28,632 GYD | G$26,960 GYD | G$32,394 GYD | G$42,425 GYD | G$57,473 GYD | G$54,338 GYD | G$36,365 GYD | G$30,304 GYD | G$25,915 GYD | G$26,960 GYD |
| Avg. temp | 3°C | 4°C | 8°C | 13°C | 18°C | 23°C | 26°C | 25°C | 22°C | 16°C | 10°C | 6°C |
Quick stats about cottage rentals in Chincoteague

Total vacation rentals
Explore 30 vacation rentals in Chincoteague

Nightly prices starting at
Chincoteague vacation rentals start at G$14,629 GYD per night before taxes and fees

Verified guest reviews
Over 2,370 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Chincoteague vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chincoteague rentals

4.8 Average rating
Chincoteague stays are highly rated by guests—averaging 4.8 out of 5!
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- Cottage rentals Virginia
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- Chesapeake Bay
- Ocean City Beach
- Ocean City Boardwalk
- Chincoteague Island
- 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
- Trimper Rides of Ocean City
- Bethany Beach Boardwalk
- Old Pro Golf
- Salisbury Zoo
- Bear Trap Dunes




