
House vacation 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.

Sunset Breezes - quiet waterfront retreat
Enjoy our waterfront home styled after historic bay lighthouses. Relax by the water in a hammock under the tall pines. Gather with family and friends around the fire pit. Take in the beautiful water sights while paddling in a kayak, canoe, or paddleboard. Laugh with family and friends while playing corn hole, croquet, or bocce ball waterside. Photograph abundant wildlife - bald eagles, blue herons, osprey, deer, turkey and numerous waterfowl. Dine on the deck while enjoying beautiful sunsets.

Sunkissed Cottage-private, natural waterfront home
Want a cozy, private getaway surrounded by nature, lush trees, beautiful sunsets on the Little Wicomico? Sunkissed Cottage is cheerful home full of wonderful amenities! Enjoy drinking coffee on the porch watching the deer and birds. Take a 2 minute walk down our path through the woods to our waterfront where you can enjoy the water. Our home has high speed internet, smart tvs in every bedroom, corn hole boards, firepit and gas grill. The kitchen is well stocked for all your culinary needs.

Private Country Beach Retreat
Welcome to Mason Jar Retreats Beach Home. Our home is a private beachfront property with the best of both country and beach living. Located on 6 acres on a private road with only a few steps to take to your private oasis on the Chesapeake Bay. Enjoy sunsets from the beautiful porches while taking in the natural surroundings. Our home is only three miles from a vineyard and winery and 20 minutes to Cape Charles with lots of shopping and dining in a quaint beach town. *LGBTQ+Friendly Home

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.

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.

1891 Coastal Charmer: fully renovated farmhouse
Built in 1891, this farmhouse has been totally renovated by a professional designer. The Cottage is filled with coastal colors and accessories so it feels fun and updated but still retains the feeling of walking into a well loved family beach cottage. We are pet friendly as any beach cottage should be and love seeing our guests and their pets enjoying the cottage. Follow the cottage on social media @ BlueOysterCottage for more pictures, design ideas and local places to visit.

Peace Point - Waterfront, Secluded, Home w/hot tub
Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.

The Neigh-Neigh - Location, Location, Location!
Named in honor of the ponies that first put Chincoteague on the map, this charming newly renovated family getaway is walking/biking/and wheeling distance to shops, galleries, restaurants, waterfront park, library, beach, wild ponies, and movie theater. Come relax in a stunning, clean, 2 BR, 2 full BA plus oversized upstairs den with queen and twin beds and a futon bed that comfortably sleeps 8. The amenities and unique offers this place has, is not to be missed.

ISLAND RELAXATION Near Chincoteague Island
2 Story home build in early 1900's Near Chincoteague Island, Virginia Waterman's fishing village, surrounded by water on three sides & Virginia Wildlife Refuge on fourth side. 400ft. 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 house rentals
House rentals with a pool

Private pool, waterfront, kayaks, bikes, firepits!

Bayside community, near OCMD, great rates

Right behind Alley Oops & Crab Bag. Walk to beach

Ocean City Escape | Spacious Home | Pool & Golf

Epic Luxurious Mansion Bayside Pools Tennis

Pristine 4+ acre waterfront in Bethany Beach area

Mins to Golf & Ocean City! Sleeps 16 w. GameRoom!

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Weekly house rentals

Quiet country getaway

5 bedroom waterfront retreat with private dock

Reel Relaxation-Waterfront

Rusty Anchor

Escape To A “True” Chesapeake Waterfront Property!

Coastal-Chic w/Private Backyard and Great Location

Island View House

Island Blessing
Private house rentals

Ocean Dreamin'

Beachgrass Bungalow by Seaside Vacations & Sales

Riverfront Retreat-Kayaking/Fishing/Nearby Beaches

Serene Waterfront Metompkin Retreat - Entire Home

Bikes-Kayaks-Outdoor Shower Grill-Firepit-Beach Eq

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

Island Serenity—dog friendly, EV charger

Private Home in Quiet Beach Country setting
When is the best time to visit Chincoteague?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 CAD | $206 CAD | $218 CAD | $230 CAD | $278 CAD | $340 CAD | $405 CAD | $369 CAD | $282 CAD | $247 CAD | $220 CAD | $211 CAD |
| 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 vacation rentals
Explore 410 vacation rentals in Chincoteague

Nightly prices starting at
Chincoteague vacation rentals start at $56 CAD per night before taxes and fees

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

Family-friendly vacation rentals
390 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wifi availability
410 of Chincoteague vacation 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
- Ocean Pines Golf Club
- Cripple Creek Golf and Country Club
- Guard Shore
- Trimper Rides of Ocean City
- Parramore Beach
- Holts Landing State Park




