
Waterfront holiday rentals near Chincoteague Island
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals near Chincoteague Island
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Gorgeous Beachfront! King Bed, Direct Ocean View!
Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

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. • Pets are welcome • Escape the noise, reset in nature •.Epic stargazing • Peaceful sleep • Thoughtful interior design • Large full bath • Comfy patio for coffee, wine, reading • Firepit with wood onsite • Large private outdoor shower in woods • Wide open spaces • Fast WIFI • Superhost 12+ years

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!

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!

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!

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!

"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 waterfront rentals near Chincoteague Island
Waterfront apartment rentals

Bayside Bungalow - Waterfront

Boardwalk Serenity: Oceanfront Penthouse Sleeps 12

⭐️Huge Boardwalk Direct Ocean Front Pool New Floor⭐️

Main Street Magic

Amazing oceanfront view 3 blocks from boardwalk

A Wave From It All

Beautiful Bayfront Condo!

SuperHost! Amazing OceanFront View with 2 Pools!
Waterfront house rentals

Dragonfli Bay House on Chincoteague Island

Waterfront Family Retreat• Private Dock • 5 BR

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

Island View House

3 bedroom/2.5 bath Smith Island bungalow with dock

Beautiful Bayfront with Sanctuary Private Beach

BarDown | Chincoteague Retreat near Ponies & Beach

Charming Waterfront Cottage on Cedar Creek
Waterfront apartment rentals

Cozy beach side condo

Oceanfront Family Oasis: Pool, Beach & Parking!

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

Oceanfront Bldg.| 2 pools | Tennis | Game Room

Love Above the Waves-OceanView/Rooftop Heated Pool

Ocean Pines Getaway with Marina View

Beachfront with a View and Amenities Galore

Luxury Oceanfront Escape!
Other waterfront holiday rentals

SNUG HARBOR waterfront cottage with a grand view!

Serene Waterfront Metompkin Retreat - Entire Home

Reel Relaxation-Waterfront

Beachfront Chesapeake Bay Retreat

Waterfront Victorian home in downtown Onancock

Waterfront Cottage in Mt. Vernon

Awesome private off grid Creek front Cabin.

Chesapeake Bay Retreat | Private Dock + Beach
Quick stats about waterfront rentals near Chincoteague Island

Total holiday rentals
Explore 30 holiday rentals in Chincoteague Island

Nightly prices starting at
Chincoteague Island holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Chincoteague Island holiday rentals include wifi access

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

4.6 Average rating
Chincoteague Island stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Rentals with beach access Chincoteague Island
- Rentals with a fireplace Chincoteague Island
- Rentals with a firepit Chincoteague Island
- Pet-friendly rentals Chincoteague Island
- Rentals with a patio Chincoteague Island
- Rentals with pools Chincoteague Island
- Rentals with a washing machine and dryer Chincoteague Island
- Family-friendly rentals Chincoteague Island
- House rentals Chincoteague Island
- Rentals with outdoor seating Chincoteague Island
- Waterfront rentals Chincoteague
- Waterfront rentals Accomack County
- Waterfront rentals Virginia
- Waterfront rentals United States
- Chesapeake Bay
- Ocean City Beach
- Ocean City Boardwalk
- Ocean City Boardwalk
- Assateague Island National Seashore
- Bayside Resort Golf Club
- Northside Park
- Assateague State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Bethany Beach Boardwalk
- Ocean Pines Golf Club
- Roland E Powell Convention Center
- Trimper Rides of Ocean City
- Old Pro Golf
- Salisbury Zoo





