
House vacation rentals in Chincoteague
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Top-rated house rentals in Chincoteague
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Dragonfli Bay House on Chincoteague Island
Relax in this calm, stylish space. This home has been lovingly refreshed by its current owners. Every detail has been considered. Inside you will find well appointed rooms designed for function and comfort. Outside, tranquility awaits you. Enjoy morning coffee overlooking the water, kayaking on the bay, end the day relaxing by the fire. Head to Assateague to swim, surf fish or hike to the famed lighthouse. Return with the day's catch to utilize the fish cleaning station and outdoor shower.

Adorable Beach Cottage Just Steps From Town & Bay
New to AirBNB! Welcome to Wiggle Bay, a darling 1955 2 BR 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! --Stroll to local bookshop, coffee house, theatre, or Chincoteague Waterfront Park to feed the ducks--all just steps from your front door! -Situated on a quiet residential street -Just 4 blocks to Maddox Blvd (where all the action is) -2.3 mi to Assateague Seashore/Chincoteague Refuge

Central Location-Walk 2 Dining-Recently Renovated!
Experience the ultimate in coastal living at this beautifully renovated home, a stone's throw from the Beach road. Seasonal discounts available, this is your perfect getaway destination. The interior features a bright chef's kitchen with granite countertops and a tiled backsplash, an open-concept first floor with a 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 and balcony for serene morning views 🌄

Hot Tub. Fire pit. Fenced Yard. Games. Downtown.
Mermaid & Mare – A Downtown Retreat with Hot Tub, Firepit & Pet-Friendly! Escape to an island retreat with two spacious bedrooms, each with an en-suite bath. First-floor bedroom – King bed, walk-in shower, deck access with hot tub. Upstairs bedroom – Jacuzzi tub, balcony with bay views. With 4 beds (1 King, 3 Queens), there’s room for family & friends. Amenities: Hot tub, firepit, cornhole & pet-friendly backyard, Smart TVs, screened porch, & bay-view decks. Walk to restaurants, bars & shops.

Pearl in the Pines
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.

Bay Breeze Home on private waterfront
On Virginia's beautiful Eastern Shore, the Bay Breeze Home on Occohannock Creek is the ultimate getaway for two or a large family desiring outside adventures. This 1970's spacious home has plenty of room. Experience the water with our three kayaks or family canoe and watch the abundant wildlife. Right outside your door, you may see Ospreys, Great Blue Herons, Eagles, wild ducks, porpoises, deer, geese, otters, & more. Be our guest and forget your worries in this spacious and serene spot.

On a Whim, a family retreat!
Relax with the family at our home, nestled on a quiet private street yet just a short walk from restaurants, beach access, and family-friendly activities. Enjoy access to all that Chincoteague has to offer while retreating to a cozy & comfortable Cape Cod-style duplex. We are a short drive away from exploring Chincoteague National Wildlife Refuge, famous for its wild ponies and hiking trails. Whether you’re here to relax or adventure, this local gem offers something for every nature lover.

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!

Sunny Claire-Beautiful Downtown Cottage w/Hot Tub
Location, Location, Location! Just a few miles from Assateague Beach & the Chincoteague National Wildlife Refuge, Sunny Claire is located in the heart of historic downtown Chincoteague Island! You are steps away from the best restaurants, shopping & other popular attractions. Relax in the 6 person hot tub & enjoy evening sunsets & partial water views from one of the cozy porches. Features: Linens for all beds & towels provided King Sleep Number Bed Outdoor Shower Water Filtration System

Charming Island Home "Sandy Pines"
Come and enjoy a nice, relaxing vacation at this charming island home. "Sandy Pines" lies just a half a block from the water and a block and a half from the bridge to Assateague (where the beach is). The downstairs features a living room and dining room, 2 bedrooms (equipped with two twin beds each), a lovely kitchen, full bathroom and screened porch. On the second level you'll find the master bedroom with a private full bathroom, movie/game/yoga room, and a 2nd fully screened porch.

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.

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!
Popular amenities for Chincoteague house rentals
House rentals with a pool

Sunrise Shore Waterfront; Private pool & hot tub!

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Bayside community, near OCMD, great rates

Little house in Berlin, Md.

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

Mosaic Life Escapes -Bayfront Million Dollar Views

Tortuga Cottage: Your All- Season Getaway

Stunning waterfront panoramic view getaway house
Weekly house rentals

Serene Waterfront Metompkin Retreat - Entire Home

Hidden Gem! Relax & Visit Chincoteague Island

Private Home in Quiet Beach Country setting

Island Serenity—dog friendly, EV charger

Camp Deep Creek Retreat - Captain's Cabin

Egret’s Point on the Creek

Island Jewell Near Chincoteague

Eagles Nest- (Water View)
Private house rentals

Mins to Golf & Beach! Private Pool & Luxe Firepit

Riverfront Retreat-Kayaking/Fishing/Nearby Beaches

Waterfront-Views from all rooms-CI bay sunset

Shell Shack

Heaven on the Bay - The Perfect Coastal Cottage

Hopkin's House, Chincoteague Beach Vacations

The Cottage @ Assateague Oasis.

Relax and Enjoy Island Life in Waterfront Home
Quick stats about house rentals in Chincoteague
Total rentals
400 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
8K reviews
Family-friendly rentals
380 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
40 properties have a pool
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- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Assateague Beach
- Jolly Roger Amusement Park
- Peninsula Golf & Country Club
- Assateague State Park
- Bear Trap Dunes
- Northside Park
- Bayside Resort Golf Club
- Jolly Roger at the Pier
- Delaware Seashore State Park
- Plantation Lakes Golf and Country Club
- Fenwick Island State Park Beach
- Coin Beach
- Splash Mountain Water Park
- Wallops Beach
- Ocean Pines Golf Club
- Cripple Creek Golf and Country Club
- Guard Shore
- Parramore Beach
- Trimper Rides of Ocean City
- Holts Landing State Park