
House holiday rentals in Chincoteague
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Top-rated house rentals in Chincoteague
Guests agree: these houses are highly rated for location, cleanliness and more.

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

Renovated Kitchen-Central Location-Family Friendly
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 🌄

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!

Hopkin's House, Chincoteague Beach Vacations
As a classic Chincoteague-style home, Hopkin's House is situated on the East Side of Chincoteague Island (aka Dodge City) and overlooks the Assateague Channel and Assateague Lighthouse. You'll enjoy a wonderful, relaxing vacation at this three (3) bedroom home. Sitting in the front sunroom with your morning cocoa, coffee or tea, you'll watch gorgeous morning sunrises as it peaks above the Assateague National Seashore.

Island Oasis, Tangier Island, Virginia
Island Oasis is a one story, waterfront, newly renovated home situated in the heart of town. The tour boat docks are directly behind property with a gift shop on site. Restaurant, ice cream/sandwich deck, grocery store, church, museum , etc are all within walking distance. Guests will have full access to home and a nice deck overlooking harbor.
Popular amenities for house rentals in Chincoteague
House rentals with a pool

Private pool, waterfront, kayaks, bikes, firepits!

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

Hidden Gem! Relax & Visit Chincoteague Island

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

Mosaic Life Escapes -Bayfront Million Dollar Views

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Charming Getaway Golf Simulator

Camelot
Weekly house rentals

Reel Relaxation-Waterfront

5 bedroom waterfront retreat with private dock

Rusty Anchor

Coastal Charm Duplex with Views of Horse Farm

Island View House

Island Serenity—dog friendly, EV charger

Island Blessing

Island Jewell Near Chincoteague
Private house rentals

Serene Waterfront Metompkin Retreat - Entire Home

"Tweedy" Bird House

The Cottage Bluefish -new in '25

Shell Shack by Seaside Vacations & Sales

Sunrise Waterfront Cottage

The Porter's Barn - waterfront w/ dock & fire pit

Escape To A “True” Chesapeake Waterfront Property!

Willow Haven
When is the best time to visit Chincoteague?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 125 | € 125 | € 133 | € 140 | € 169 | € 207 | € 247 | € 225 | € 172 | € 150 | € 134 | € 129 |
| 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 house rentals in Chincoteague

Total holiday rentals
Explore 410 holiday rentals in Chincoteague

Nightly prices starting at
Chincoteague holiday rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 8,900 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wifi availability
410 of Chincoteague holiday rentals include wifi 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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- Chesapeake Bay
- Ocean City Beach
- Ocean City Boardwalk
- Assateague Island National Seashore
- Assateague Beach
- Peninsula Golf & Country Club
- Jolly Roger Amusement Park
- Northside Park
- Bear Trap Dunes
- Bayside Resort Golf Club
- Jolly Roger at the Pier
- Assateague State Park
- Plantation Lakes Golf and Country Club
- Delaware Seashore State Park
- Fenwick Island State Park Beach
- Coin Beach
- Splash Mountain Water Park
- Wallops Beach
- Cripple Creek Golf and Country Club
- Ocean Pines Golf Club
- Guard Shore
- Trimper Rides of Ocean City
- Parramore Beach
- Holts Landing State Park




