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Holiday houses in Chincoteague

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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 $57 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    660 of Chincoteague holiday rentals include Wi-Fi 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.

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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, 206 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!🐴🦪🌅

LocationValueBarbecue

Top Guest favourite
A charming cottage stands surrounded by lush grass, with a large tree providing shade in the foreground. The white exterior features a welcoming entrance with step access, flanked by neatly trimmed bushes and colorful potted plants. A serene open field extends beyond the cottage.
Cottage in Greenbush
4.98 out of 5 average rating, 158 reviews

Bell Farm Cottage Quiet, Tranquil and Peaceful

Cozy cottage located on a quiet backroad overlooking a wide open field with a deck that provides warm & sunny space for relaxing or reading a book. BFC has a warm farm house feel w/ a touch of the beach. Our kitchen is fully equipped w/ all you need to cook. BFC is located only a few miles from both seaside and bayside boat ramps. A 5 minute drive to Onancock, Walmart, YMCA, shopping & many local shops for just the right souvenir. Wachapreague, Wallops & Chincoteague are just a short drive away.

FamilyValueAccess

Top Guest favourite
Home in Chincoteague
4.96 out of 5 average rating, 104 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!

ValueFamilyLayout

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
4.91 out of 5 average rating, 82 reviews

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!

FamilyLocationIndoor spaces

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, 163 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!

FamilyValueAmenities

Top Guest favourite
The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.
Townhouse in Ocean City
4.97 out of 5 average rating, 532 reviews

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 :)

FamilyValueView

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, 202 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!

FamilyValueBathroom

Top Guest favourite
The front exterior of a charming house features a peaked roof and a welcoming entrance. Large windows provide ample natural light, framed by a neutral color scheme. A stone pathway leads to the front door, surrounded by a landscaped area with decorative rocks and seasonal plants.
Home in Chincoteague
4.98 out of 5 average rating, 51 reviews

The Shell Hunter

Forget your worries as you enter our spacious and comfy home. Perfect for the entire family. Located on a side street within walking distance to restaurants, stores, coffee shops, farmers market and ice cream. The home sleeps six with two bedrooms downstairs and a large bonus area upstairs. Sip your morning coffee on the enclosed front porch. You might even see a Salt Water Cowboy trailering their horses. Back porch is the perfect space for family dinners.

ValueLocationAccuracy

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 out of 5 average rating, 52 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.

LocationFamilyWalkability

Guest favourite
Home in Chincoteague
4.86 out of 5 average rating, 128 reviews

Sunny Claire-Beautiful Downtown Cottage w/Hot Tub

Location, Location, Location! Sunny Claire puts you in the heart of historic downtown Chincoteague, just minutes from Assateague Beach and the National Wildlife Refuge. Steps from top restaurants, shops, and attractions, this charming retreat features a 6-person hot tub, cozy porches with partial water views, and sunset-ready vibes. Enjoy a King Sleep Number bed, linens and towels provided, an outdoor shower, and a water filtration system for a carefree stay.

FamilyValueHot tub

Guest favourite
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, 119 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!

FamilyLocationAccess

Guest favourite
Home in Chincoteague
5 out of 5 average rating, 15 reviews

Sunset Dreams

Sunset Serenity: Walk to Pony Parade & Downtown The Space Experience the best of island living in this sun-drenched, two-story townhouse. Tucked away on a peaceful side road, our home offers a quiet escape while keeping you minutes from the heart of the action. Relax in the airy living room and enjoy the glow of the sunset after a long day at the beach—this is your perfect coastal basecamp.

FamilyLocationAmenities

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

Superhost
Cabin in Chincoteague
5 out of 5 average rating, 6 reviews

Sharkeys | Coastal Cabin-Water View + Sunset

FamilyLocationView

A sleek building is situated by the water's edge, reflecting the soft hues of a sunset. Clouds scatter across the sky, casting gentle shadows, while pilings extend from the shore into the tranquil bay. The serene scene invites relaxation and appreciation of the natural beauty.
Condo in Chincoteague
4.69 out of 5 average rating, 337 reviews

The Little Paradise-Waterfront, pet-friendly Studio

FamilyValueAccuracy

Superhost
Two wooden Adirondack chairs are positioned on a weathered dock, facing towards a calm waterway. A shaded structure is visible on the left, while boats are anchored in the distance against a backdrop of blue skies dotted with white clouds.
Cottage in Chincoteague
4.73 out of 5 average rating, 113 reviews

SNUG HARBOR waterfront cottage with a grand view!

ValueLocationTV

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, 97 reviews

Waterfront-Views from all rooms-CI bay sunset

LocationFamilyQuiet

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, 62 reviews

Waterfowl Watch Chincoteague & bikes Fall dates

FamilyLocationLayout

Top Guest favourite
Home in Chincoteague
5 out of 5 average rating, 18 reviews

New house, Bay views, 4 Beds, Game room

FamilyLocationCondition

Home in Chincoteague
5 out of 5 average rating, 5 reviews

Across the street from Tom Cove’s Park

LocationConditionQuiet

Top Guest favourite
A charming two-story island home is nestled among tall trees, providing a natural setting. The structure features a sloped roof and a front porch with a railing. Sunlight filters through the branches, casting dappled shadows on the ground.
Home in Chincoteague
4.97 out of 5 average rating, 198 reviews

Charming Island Home "Sandy Pines"

LocationValueHospitality

When is the best time to visit Chincoteague?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$211 AUD$204 AUD$213 AUD$214 AUD$248 AUD$343 AUD$391 AUD$356 AUD$262 AUD$223 AUD$211 AUD$213 AUD
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