Airbnb your place

Holiday rentals in Chincoteague

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Chincoteague

  • Total holiday rentals

    Explore 670 holiday rentals in Chincoteague

  • Nightly prices starting at

    Chincoteague holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 16,760 verified reviews to help you choose

  • Family-friendly holiday rentals

    580 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    490 properties have a dedicated workspace

  • Wifi availability

    660 of Chincoteague holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Free parking on premises across Chincoteague rentals

  • 4.8 Average rating

    Chincoteague stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in Chincoteague

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
A cozy cottage exterior is presented with a light blue façade and a welcoming front porch. The entrance features a small overhang and steps leading to the front door, accompanied by neatly trimmed bushes and a well-maintained lawn under clear blue skies.
Cottage in Chincoteague
4.94 out of 5 average rating, 208 reviews

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!🐴🦪🌅

Top guest favourite
Home in Chincoteague
4.96 out of 5 average rating, 107 reviews

Island House: Kayaks, Bikes, Beach Gear & Firepit

Welcome to Happy Ours! Relax with the whole family at this peaceful Chincoteague home. Walk to the park (Pony Swim!). This beachy cottage offers all the charm with plenty of space, in a quiet area with a huge property. This is a family home that we enjoy with friends & family year-round. We would love to share that experience with you! If we can do anything to make your stay more enjoyable, don’t hesitate to reach out, and please kick back and relax and enjoy all that Chincoteague has to offer!

Top guest favourite
The exterior of a charming white cottage is showcased, featuring two sets of stairs leading to the front porch. The well-maintained lawn is punctuated by a small garden area, and a decorative figure can be seen near the entrance.
Cottage in Chincoteague
4.95 out of 5 average rating, 64 reviews

Waterfowl Watch Chincoteague & bikes Fall dates

Small family-friendly two bedroom cottage in a quiet area with a slight view of Little Oyster Bay. 1 mile to Maddox Blvd/ 3 miles to Assateague Is. A queen,bunk beds w/trundle & sleeper sofa. Private back yard, property is cute & clean, it is a beach cottage not a luxury resort. Get back to nature or explore many shops and activities. Fire pit,outdoor seating,charcoal grill, backyard games, Bikes(waiver required). Rental kayak service available year round. Jan-March monthly is avail inquire

Top guest favourite
A Victorian cottage sits on a private island, surrounded by a serene lake. The green roof contrasts with the pastel exterior, while a footbridge leads to the shore. Lush grass and scattered trees create a peaceful landscape, with distant water views enhancing the setting.
Cottage in Hacksneck
4.95 out of 5 average rating, 165 reviews

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!

Top guest favourite
The living area features a spacious seating arrangement, including a dark sofa and cozy blue chair. Natural light is welcomed through large windows, while a wooden coffee table adds an organic touch. A Smart TV and decorative artwork enhance the inviting ambiance, leading to the dining area.
Home in Chincoteague
4.86 out of 5 average rating, 73 reviews

Chincoteague Island House "Sir Whelk-A-Lot"

We WHELK-come you and your family to come stay at our unique island vacation home. The idyllic island of Chincoteague offers an array of vacation experiences and we are located in the heart of it all! Use our kayaks and boogie boards by day, and take advantage of our convenient proximity to downtown by night. Our family fell in love with this slice of paradise many years ago, and we want to give you and your family the opportunity to experience all its beauty with the best stay possible.

Top guest favourite
A cozy bedroom is presented with a spacious bed adorned in light blue bedding. Rattan side tables are positioned beside the bed, each topped with a lamp. Natural light filters through the window, partially covered by sheer curtains, creating a warm atmosphere.
Guest suite in Chincoteague
4.98 out of 5 average rating, 342 reviews

Baywatch Upper-Waterfront & Roaming Ponies!

Beautiful space in and out! Vacation efficiency, situated right on the bay with views of Assateague across the way, Chincoteague ponies are on premises. Coastal charm at its finest, there are 2 queen bedrooms and livingroom/breakfast room, all with a view. No full kitchen. Microwave, toaster, small fridge, stocked Keurig coffee and tea station and shared outdoor cooking area, sink and bbq grill. This is the entire upstairs of the house, full staircase to get up to the second floor.

Top guest favourite
A light-filled living room is presented with soft beige seating arranged around a round, patterned coffee table. A landscape artwork adorns the wall above the couch. Natural light streams through a nearby window, highlighting a plant tucked in the corner.
Home in Chincoteague
4.94 out of 5 average rating, 206 reviews

Adorable Beach Cottage Just Steps From Town & Bay

Escape to Wiggle Bay, a darling 1955 2 BR sunny 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! Perfectly located on a quiet street, just steps from local shops, a coffee house, and the waterfront park, where you can watch the boats, enjoy the sunset and feed the ducks. Just 2.3 mi to Assateague Seashore/Chincoteague Refuge. Ideal for a peaceful and convenient getaway!

Guest favourite
A spacious houseboat is docked securely along the water's edge, featuring large windows and a deck area. The surroundings include trees and a sandy space, creating a coastal atmosphere. The sky displays soft clouds illuminated by the setting sun.
Houseboat in Snow Hill
4.87 out of 5 average rating, 179 reviews

"Jolly"- Houseboat Getaway

"Tiny house on the water"! Jolly is a 42ft Holiday Mansion. Baywater Landing buzzes with watermen & boaters by day & is a peaceful stargazing hotspot by night. She features a master suite & deck areas to enjoy! 35 mins from Ocean City & Assateague Island. 45 mins from Chincoteague Island. Jolly remains docked, but guests have access to kayaks and paddle boards at no additional charge. Baywater Landing is secluded- some even say "boring"- but we think that's the whole point!

Guest favourite
Cabin in Chincoteague
5.0 out of 5 average rating, 9 reviews

Sharkeys | Coastal Cabin-Water View + Sunset

10 minutes to the BEACH! Relax with the whole family at this peaceful 2-BR getaway featuring a full kitchen. Enjoy a bayside water view sunset from your covered deck. Linens, towels, & hand soap are provided. Located right next to our sister rentals, Roy’s Place & Nor’easter it’s perfect for friends or family traveling together who can stay close while enjoying their own space. Nestled on quiet North Main Street—just 6 miles from Assateague Beach and 1.5 miles from town.

Top guest favourite
A spacious living area features a large sectional couch and a coffee table, surrounded by wooden flooring. A world map adorns the wall, and natural light streams in through the windows. The open layout flows into a dining area visible in the background.
Home in Chincoteague
5.0 out of 5 average rating, 53 reviews

The Magnolia House ~Available Aug.24th 30th~

You and your family will love this 100 year old fully restored home with its original hard wood floors, brand new chef’s kitchen, the 75’ TV and the extra large couch. Plan to pack your beach towels, your favorite swim suit and make yourself at home here in our Magnolia House. Located only 2 blocks from Maddox and only 5 miles from the beach. The bike trail to the beach starts right in our backyard. We hope to have created a space you can’t wait to come back to.

Superhost
A modern kitchen is presented with white cabinetry and stainless-steel appliances, featuring a refrigerator, microwave, and coffee maker. A dining table is set for four, and a cozy seating area with a blue couch is visible. Natural light enters through a window, enhancing the space.
Cottage in Chincoteague
4.93 out of 5 average rating, 122 reviews

Key Lime Cottage

Escape to your own bayfront retreat in Chincoteague Island, Virginia. Our Key Lime Cottage at the Key West Cottages resort offers views of the Chincoteague Bay, giving you a front-row seat to the breathtaking sunsets that Chincoteague offers each night. This one-bedroom private cottage includes a master bedroom with two queen beds, a fully equipped kitchen, living and dining space, waterfront deck and access to many amenities!

Guest favourite
Home in Chincoteague
5.0 out of 5 average rating, 13 reviews

Captain's Loft

Relax with the whole family at the Captians Loft! A peaceful place to stay. Step into a sun drenched sanctuary designed for fun and relaxation. Discover the best of Chincoteague right from your doorstep! Captains Loft is perfectly positioned for foodies and explorers alike. You are just a short, breezy walk or bike ride from three of the island's most legendary spots: Captain Zacks restaurant, Island Creamery and Steamers!

Popular amenities for Chincoteague holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Chincoteague's top sights

Chincoteague Island

74 locals recommend

Assateague Beach

35 locals recommend

The Bike Depot

13 locals recommend

Island Theatre

11 locals recommend

Chincoteague Island Outfitters

9 locals recommend

Wallops Island

4 locals recommend

Other great holiday rentals in Chincoteague

Top guest favourite
A serene sunset is captured over the water, with the sun gently descending on the horizon. Silhouette of dock pilings is visible against the shimmering surface of the water. Tall grasses in the foreground reflect warm hues of orange and pink, enhancing the tranquil scene.
Home in Chincoteague
4.98 out of 5 average rating, 98 reviews

Waterfront-Views from all rooms-CI bay sunset

Guest favourite
A gravel driveway leads towards a rustic boathouse with weathered wooden siding, framed by tall grasses and marshland. The iconic Chincoteague lighthouse can be seen in the distance, completing the scenic view under a clear sky.
Cabin in Chincoteague
4.92 out of 5 average rating, 84 reviews

The Boathouse: Charming & Historic Waterfront Stay

Top guest favourite
A hot tub is situated on a wooden deck, bubbles rising gently from the water's surface. The vibrant blue exterior of the house is contrasted by pink trim. Sunlight reflects off the hot tub, creating a bright and inviting ambiance. A screened porch and balcony are visible in the background.
Home in Chincoteague
4.98 out of 5 average rating, 55 reviews

Hot Tub. Fire pit. Fenced Yard. Games. Downtown.

Guest favourite
A two-story cottage is presented with a light gray exterior and a white picket fence. A balcony extends from the second floor, offering blue accents. The front yard features greenery and flowering plants, while the clear blue sky adds to the home’s serene ambiance.
Home in Chincoteague
4.91 out of 5 average rating, 76 reviews

Oysterhaven Cottage-Waterview Balcony & ScreenPrch

Guest favourite
A modern kitchen area features stainless steel appliances, including a stove, microwave, and refrigerator. Light-colored cabinets provide storage, while a small rug adds comfort to the floor. A separate sleeping area is visible in the background, highlighted by warm tones.
Flat in Chincoteague
4.82 out of 5 average rating, 76 reviews

Mini Slice of Island Heaven

Top guest favourite
A spacious deck features a propane grill and a dining table with six chairs under a yellow umbrella. The fenced yard is visible beyond the deck, adorned with lush greenery and a fire pit surrounded by Adirondack chairs, offering a peaceful outdoor setting.
Home in Chincoteague
4.98 out of 5 average rating, 84 reviews

Saltwater Cowgirl Cottage: Water view Pet Friendly

Top guest favourite
Home in Chincoteague
4.92 out of 5 average rating, 36 reviews

Pink Willow Haven

Top guest favourite
The exterior of a coastal cottage features a covered porch with white railings, adorned with colorful flower beds. A well-maintained lawn surrounds the property, and nearby trees provide a natural backdrop. American flags are displayed, contributing to the welcoming atmosphere.
Home in Chincoteague
5.0 out of 5 average rating, 29 reviews

The Starfish House - Key Westy vibe - ‘26 fresh

When is the best time to visit Chincoteague?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$189 SGD$183 SGD$190 SGD$192 SGD$222 SGD$307 SGD$350 SGD$319 SGD$235 SGD$199 SGD$189 SGD$190 SGD
Avg. temp3°C4°C8°C13°C18°C23°C26°C25°C22°C16°C10°C6°C

Frequently Asked Questions

  • What are the best places to stay in Chincoteague?

    Many visitors choose accommodations near Main Street for walkable access to shops and dining or stays around Maddox Boulevard for proximity to nature and the beach. Waterfront rentals are often suggested for those who appreciate sunrise views.

  • What are the best things to do in Chincoteague with kids?

    Kids can explore sandy beaches, build sandcastles, or search for seashells around Chincoteague. Visiting the local wildlife refuge, miniature golf, and boat tours to spot ponies and dolphins are often recommended family activities.

  • What are some of the best things to do in Chincoteague?

    Explore sandy shores, kayaking trails, and nearby nature preserves around Chincoteague. Photography, birdwatching, and sampling local seafood are also frequently suggested for a laid-back experience.

  • How is the weather in Chincoteague?

    Chincoteague has mild winters ranging from 29–51°F (-1–10°C) and warm, humid summers between 70–86°F (21–30°C). Rain is spread throughout the year, with summer months typically being wetter.

  • When is the best time to visit Chincoteague?

    Late spring through early fall is often recommended for milder weather, blooming wildflowers, and community events. Pony activities and warmer beach days typically draw visitors during summer months.

  • What are the best places to visit in Chincoteague?

    Chincoteague National Wildlife Refuge, Assateague Lighthouse, and the historic downtown area are often mentioned for their natural beauty and local culture. The Assateague Island beach is another popular spot for relaxation.

  • What are some hiking trails in Chincoteague?

    Explore nature trails around Chincoteague National Wildlife Refuge, where paths wind past marshes, forests, and coastal landscapes. These trails are often suggested for spotting birds and glimpsing the island's wild ponies.

  • What are some family activities we can do in Chincoteague?

    Chincoteague has boat tours, sandy beaches, and nature hikes for all ages. Families frequently enjoy biking around the island, visiting wildlife refuges, and exploring local ice cream shops or maritime museums.

  • What are some of the best day trip ideas from Chincoteague?

    Day trips often include nature preserves, historic lighthouses, and small neighboring towns with seafood markets. Art galleries, kayaking adventures, and nearby bayfront parks are also frequently suggested for a change of scenery.

  • Are there any pet friendly accommodations available in Chincoteague?

    Chincoteague has pet-friendly vacation rentals in neighborhoods near the water and across the island. Many hosts welcome dogs, so be sure to review each listing for specific rules and amenities.

  • What are some local tips for visiting Chincoteague?

    Bring insect repellent for marshy areas, especially in warmer months, and plan for sun protection at the beach. Local markets are great for fresh seafood, and early mornings are quieter for nature viewing.

  • What is Chincoteague known for?

    Chincoteague is known for its wild ponies, sandy beaches, and diverse wildlife. The town has a laid-back atmosphere and draws visitors seeking outdoor recreation, birdwatching, and traditional seafood.

  • What are the best hidden gems to explore in Chincoteague?

    Tucked-away art studios, smaller marsh trails, and quiet waterfront piers are often recommended by locals. Field stations and maritime exhibits also invite visitors to learn more about the island’s natural history.

  • What are the best foods to try in Chincoteague?

    Chincoteague is known for fresh oysters, clams, and locally caught blue crab. Soft-shell crab sandwiches, cream-based seafood soups, and homemade ice cream are also frequently suggested by locals.

  • What should I bring for a trip to Chincoteague?

    Pack sun protection, insect repellent, swimwear, and comfortable shoes for outdoor exploration. A light jacket and rain gear are helpful, as the island has varied weather and coastal breezes.

  • What is the nightlife in Chincoteague like?

    Chincoteague has a relaxed nightlife with casual waterfront restaurants, ice cream parlors, and occasional live music. Locals and visitors often enjoy sunset strolls and conversation at laid-back venues.

  • What are the most popular events or festivals in Chincoteague?

    The Chincoteague Pony Swim during late July is the most well-known event, drawing large crowds to watch the wild ponies. Fall festivals, outdoor art shows, and seafood celebrations are popular throughout the year.

  • Are there family friendly vacation rentals in Chincoteague?

    Family-friendly vacation rentals can be found throughout Chincoteague, including options with outdoor spaces, bunk beds, or easy access to parks and beaches. Some rentals are located near playgrounds and ice cream shops for added convenience.

Destinations to explore