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Best Vacation rentals and Airbnb offers in Chincoteague, VA
Chincoteague, VA
06/27 – 07/04
$340/nighttotal: $2380 (7 )
Assateague Overlook - Water Views W/ Public Dock!
2 2
house , Chincoteague
Assateague Overlook, a house in Black Point Landing, is situated 14 miles from the Mid-Atlantic Regional Spaceport and 50 miles from Salisbury-Ocean City Wicomico Regional Airport. This non-smoking accommodation offers water views with a public dock, free on-site parking, and complimentary WiFi, featuring 2 bedrooms, 2 bathrooms, and a fully equipped kitchen for up to 11 guests.
9.6 33 reviews
Chincoteague, VA
09/17 – 09/19
$260/nighttotal: $520 (2 )
Island Serenity—dog Friendly, Ev Charger
1 3
apartment , Chincoteague
This three-bedroom Chincoteague rental, located in a peaceful neighborhood, offers a fenced yard and free EV charging. The 3-bedroom, 1-bathroom apartment features an open-concept design, sleeps six guests comfortably, and includes a full kitchen with dishwasher, in-unit laundry, and air conditioning.
9.4 7 reviews
Chincoteague, VA
09/14 – 09/17
$202/nighttotal: $606 (3 )
Floating Bungalow - Marina View
1 3
cabin , Chincoteague
This Chincoteague Island Floating Bungalow offers a unique waterfront glamping experience on Chincoteague Island, featuring a marina view and docked over the water. This luxurious bungalow accommodates up to 6 guests with 2 bedrooms and 1 bathroom, providing a full kitchen, air conditioning, internet, and swimming pool access for a comfortable stay.
9.8 56 reviews
Chincoteague, VA
08/16 – 08/21
$437/nighttotal: $2185 (5 )
A 'Teague Of Our Own | Walk To Downtown, Dog Friendly Home W/ Fireplace & Enclosed Porch
3 6
apartment , Chincoteague
This vacation rental is conveniently located in Chincoteague, within a short walk of the waterfront park and the Chincoteague Channel, and just a short drive from Maui Jack's Waterpark and the Museum of Chincoteague. Guests consistently rate this property as excellent, highlighting its comfortable accommodations and convenient location. This 3-bedroom, 2-bathroom house comfortably sleeps up to 8 guests. Enjoy amenities like a swimming pool, a tennis court, a garden, a fireplace, and a well-equipped kitchen, perfect for family vacations or group getaways.
9.8 27 reviews
Chincoteague, VA
07/01 – 07/05
$608/nighttotal: $2432 (4 )
Coastal Charm Duplex With Views Of Horse Farm
1 6
apartment , Chincoteague
This Chincoteague Island duplex, conveniently located near Memorial Park and within walking distance of shops, restaurants, and Assateague Island, offers a family-friendly escape. The 4-bedroom, 2-bathroom property sleeps 10 guests and features a fully equipped kitchen, multiple smart TVs, Wi-Fi, a washer/dryer, air conditioning, a private outdoor oasis with a grill, and provided beach gear for easy access to Assateague Island's beaches.
9.4 10 reviews
Chincoteague, VA
09/01 – 09/08
$261/nighttotal: $1827 (7 )
Painted Pony Cottage By Seaside Vacations & Sales
3 5
apartment , Chincoteague
This Chincoteague vacation home is conveniently located near Robert N. Reed Downtown Waterfront Park (0.7 miles) and Maui Jack's Waterpark (within 3 miles), offering easy access to waterfront strolls and family fun. This 990-square-foot property features three bedrooms, one bathroom, sleeps six guests, and includes a fully equipped kitchen, in-house laundry, a private water park access, and a relaxing garden with barbecue grills.
Chincoteague, VA
08/07 – 08/10
$362/nighttotal: $1086 (3 )
One Peace Cottage
3 5
house , Chincoteague
One Peace Cottage is situated in Deep Hole, 49 miles from Salisbury-Ocean City Wicomico Regional Airport, offering a secluded getaway. This house provides 3 bedrooms, 2 bathrooms, a fully equipped kitchen with an oven and microwave, complimentary WiFi, private parking, and air conditioning, with an on-site water park and nearby cycling opportunities for guest enjoyment.
9.5 23 reviews
Chincoteague, VA
09/01 – 09/08
$352/nighttotal: $2464 (7 )
Lake Cottage- 3br | Oyster Bay | Community Boat Launch
3 5
apartment , Chincoteague
This Chincoteague vacation home is conveniently located less than a mile from Oyster Bay, and within three miles of Maui Jack's Waterpark and the Captain Timothy Hill House. This three-bedroom, two-bathroom house sleeps eight guests and boasts a fully equipped kitchen, free Wi-Fi, a terrace, garden, parking, and a DVD player; enjoy grilling in the garden or explore nearby water activities.
10 1 review
Chincoteague, VA
07/24 – 07/27
$395/nighttotal: $1185 (3 )
Sea Treasure
2 2
house , Chincoteague
Sea Treasure, a two-bedroom vacation home in Chincoteague, is located 15 miles from the Mid-Atlantic Regional Spaceport and 50 miles from Salisbury-Ocean City Wicomico Regional Airport, offering easy access to island attractions. This 1,010-square-foot property sleeps 11, features a fully equipped kitchen, two bathrooms, a private patio and garden, and is near Chincoteague's cycling routes and a children's playground.
10 3 reviews
Chincoteague, VA
07/03 – 07/07
$486/nighttotal: $1944 (4 )
Harbor House @ The Reef
2 6
house , Chincoteague
Harbor House @ The Reef, located in Chincoteague, Virginia, is 14 miles from the Mid-Atlantic Regional Spaceport and 49 miles from Salisbury-Ocean City Wicomico Regional Airport. This two-bedroom, two-bathroom vacation rental boasts a private pool, fully equipped kitchen, free Wi-Fi, and parking, comfortably accommodating up to 15 guests and offering easy access to Chincoteague National Wildlife Refuge.
Chincoteague, VA
10/17 – 10/24
$153/nighttotal: $1071 (7 )
Sharkeys | Coastal Cabin-water View + Sunset
2 2
cabin , Chincoteague
This 2-bedroom cabin on quiet North Main Street in Chincoteague is located 6 miles from Assateague Beach and 1.5 miles from downtown Chincoteague. This family-friendly rental offers bayside water views with sunset views from the covered deck and includes a full kitchen, internet, and air conditioning for up to 4 guests.
8.7 3 reviews
Chincoteague, VA
08/01 – 08/08
$383/nighttotal: $2681 (7 )
Island Thyme | Hot Tub + Walk To Carnival
3 4
apartment , Chincoteague
This Chincoteague Island rental house is located at the rear of the Carnival grounds, offering private use of the entire spacious home and walking distance to the Chincoteague Carnival during its operational month of July. The home features 3 bedrooms, 2 bathrooms, and accommodates up to 8 guests with amenities including air conditioning, a hot tub on the back deck, a Foosball table, and a wrap-around deck, with all linens and towels provided.
Best Chincoteague, VA vacation rentals with a balcony
10 3 reviews
Chincoteague, VA
08/16 – 08/21
$752/nighttotal: $3760 (5 )
Blue Marlin | Stunning Bayview Home W/ Long Dock For Boats, Sunset Porch Views & Pet Friendly
3 6
apartment , Chincoteague
This waterfront Chincoteague vacation home is located near the Chincoteague Channel and Robert N. Reed Downtown Waterfront Park, a 10-minute walk away, and less than 1.2 miles from Captain Timothy Hill House and Maui Jack's Waterpark. This three-bedroom, three-bathroom house sleeps eight and features a fully equipped kitchen, in-house laundry, a swimming pool, a terrace, and on-site water park access.
9.6 9 reviews
Chincoteague, VA
08/03 – 08/07
$803/nighttotal: $3212 (4 )
The Porpoise Of Life By Seaside Vacations & Sales
3 6
apartment , Chincoteague
This waterfront vacation home near Chincoteague Island is conveniently located 0.5 miles from the Chincoteague Channel and 2.1 miles from Robert N. Reed Downtown Waterfront Park, offering easy access to water activities and Chincoteague's town center. This 1800-square-foot house features three bedrooms, three bathrooms, and sleeps six, boasting a fully equipped kitchen, a swimming pool, a terrace, a garden, free Wi-Fi, and parking; nearby attractions include Maui Jack's Waterpark and the Captain Timothy Hill House.
9.6 41 reviews
Chincoteague, VA
09/04 – 09/07
$323/nighttotal: $969 (3 )
Sandy Moose - 3brwaterfront Home On Lake, Screened Porch, Linens And Towels
3 2
apartment , Chincoteague
This waterfront Chincoteague vacation home, near the downtown waterfront and within two miles of the Captain Timothy Hill House and Robert N. Reed Downtown Waterfront Park, offers stunning Chincoteague Channel views. This four-bedroom, two-bathroom house sleeps eight guests and includes a full kitchen with refrigerator, microwave, and dishwasher, in-house laundry, and a coffee/tea maker; nearby attractions include Maui Jack's Waterpark (within 3 miles).
10 1 review
Chincoteague, VA
08/01 – 08/08
$596/nighttotal: $4172 (7 )
Blue Sea Star | Quiet Oyster Bay Cul-de-sac W/ Screened Porch, First-floor Suite & Pet Friendly
3 4
apartment , Chincoteague
This three-bedroom Chincoteague vacation rental is located in the Oyster Bay II community, a short drive from North Main Street and minutes from the downtown waterfront park, shopping, restaurants, and a movie theater. The 3-bathroom home features a first-floor master suite, screened porch, spacious backyard, and accommodates up to 12 guests with amenities including a fully equipped kitchen (fridge, microwave, dishwasher), Wi-Fi, air conditioning, and parking; a $150 pet fee applies.
Our Favorite Family-Friendly Vacation Rentals in Chincoteague, VA
These family-friendly vacation rentals in Chincoteague, VA offer spacious layouts and easy access to local beaches.
9.6 19 reviews
Chincoteague, VA
10/17 – 10/24
$255/nighttotal: $1785 (7 )
Sunset Bay Villa #315- Waterfront Condo W/ Pool & Gym
3 2
apartment , Chincoteague
This charming house is located in downtown Chincoteague, just a short walk from restaurants, shops, and the island's attractions. The house consistently receives excellent ratings for its cleanliness, location, and overall experience. The spacious home features three bedrooms and two bathrooms, perfect for families or groups. Enjoy the private pool, fitness room, and stunning sunset views from the terrace, making this the ideal place to relax and recharge.
Chincoteague, VA
06/27 – 07/04
$476/nighttotal: $3332 (7 )
Marthas Vista- 3br Waterfront | Fenced Yard | Pet Friendly
3 2
apartment , Chincoteague
This vacation rental is located in the Down the Marsh neighborhood of Chincoteague Island, offering direct bay access and proximity to Captain Timothy Hill House and Assateague Lighthouse. This 3-bedroom, 1-bathroom apartment accommodates up to 8 guests and features a private bulkheaded shoreline with kayaks, a covered front porch with sunset views, an enclosed front yard, a spacious living room with waterfront views, a second-floor suite with a full bathroom, and a rear deck with a fire pit, making it ideal for outdoor entertaining and family stays.
10 39 reviews
Chincoteague, VA
08/01 – 08/08
$550/nighttotal: $3850 (7 )
The Cottage Bluefish -Newly Remodeled For '26
1 4
apartment , Chincoteague
This two-bedroom Chincoteague Island cottage is located just a short walk from the Chincoteague Island Farmers Market, offering easy access to local produce and artisan goods. The cottage features a fully equipped kitchen, a wraparound deck, and a fenced backyard, providing a comfortable and relaxing space for up to four guests.
9.9 432 reviews
Chincoteague, VA
09/21 – 09/24
$148/nighttotal: $444 (3 )
Once Upon A Tide
1 2
apartment , Chincoteague
This charming cottage is located on Maddox Blvd in Chincoteague Island, just a short walk from the island's main attractions and a 15-minute bike ride from the beach. The cottage has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for families and groups. The cottage has two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy a peaceful retreat with a cedar outdoor shower, a spacious lawn for gatherings, a fire pit, a screened-in porch, a smart TV with Disney+ access, board games, and a private driveway with parking for two vehicles.
Frequently Asked Questions about vacation rentals in Chincoteague, VA
What are some interesting places to visit in or near Chincoteague, VA?
Chincoteague Island is known for its wild ponies, so a visit to the Chincoteague National Wildlife Refuge is a must. You can also visit the Chincoteague Museum, which has exhibits on the island's history and culture. If you want to explore nearby, Assateague Island National Seashore is just a short drive away and offers beautiful beaches and a chance to see more wild ponies.
What are the best Airbnb and vacation rentals in Chincoteague, VA?
Which walking or cycling routes are the best in Chincoteague, VA?
The Chincoteague Island Loop Trail is a popular choice for both walkers and cyclists. It's a 10-mile paved loop that goes around the entire island. If you're looking for something shorter, the Chincoteague Bay Trail is a 2-mile paved trail that runs along the waterfront.
What are the most popular Airbnbs in Chincoteague, VA?
What sports or outdoor activites can visitors enjoy in and around Chincoteague, VA?
Chincoteague is a great place for water sports like kayaking, paddleboarding, and fishing. You can also go swimming, sunbathing, and surfing at the beach. For those who prefer to stay on land, there's plenty of hiking and biking opportunities in the area.
What are the best vacation rentals with a pool in Chincoteague, VA?
What other towns or cities can be easily accessed from Chincoteague, VA?
Chincoteague is a small island, so you'll need to drive to get to other towns. The closest town is Onancock, which is about a 20-minute drive. Other nearby towns include Accomack, Parksley, and Cape Charles. If you want to visit a larger city, you can drive about an hour and a half to Norfolk.
What are the best rentals for families and kids in Chincoteague, VA?
What amenities are commonly available in vacation rentals in Chincoteague, VA?
Most vacation rentals in Chincoteague offer basic amenities like Wi-Fi, air conditioning, and a fully equipped kitchen. Many also have private decks or patios, laundry facilities, and parking. Some rentals may have additional amenities like hot tubs, swimming pools, or fireplaces.
What are the best rentals or Airbnbs with a jacuzzi in Chincoteague, VA?
What time of year is best to rent a vacation rental Chincoteague, VA?
The best time to visit Chincoteague is during the spring or fall when the weather is mild and the crowds are smaller. The summer months are popular, but it can get very hot and humid. If you're interested in seeing the wild ponies, the annual Pony Penning event takes place in late July.
What are the local dishes in Chincoteague, VA region?
Chincoteague is known for its fresh seafood, so be sure to try some of the local favorites like crab cakes, oysters, and shrimp. You can also find delicious fried chicken and barbecue in the area. For dessert, try a slice of the famous Chincoteague Island fudge.
Destinations nearby
Best Chincoteague, VA vacation rentals with parking
This waterfront rental in Captains Cove, Virginia's Eastern Shore, offers easy walking access to the community pool, golf course, and boating facilities, and is a short drive from beautiful beaches. This 2400-square-foot, two-bathroom condo features three queen bedrooms, a den with a queen pull-out sofa, accommodating six guests, a fully equipped kitchen, multiple dining areas, a private dock, wrap-around decks, and outdoor amenities including a chiminea, grill, pizza oven, kayak, and floating tubes.
Chincoteague, VA
09/03 – 09/06
$353/nighttotal: $1059 (3 )
Treasure Island
3 2
house , Chincoteague
Treasure Island, a three-bedroom vacation home in Chincoteague, is located 13 miles from the Mid-Atlantic Regional Spaceport and 49 miles from Salisbury-Ocean City Wicomico Regional Airport. This 1860-square-foot property offers sleeping for up to 15 guests, a fully equipped kitchen with dishwasher, free Wi-Fi, a patio, and on-site playground access, plus nearby cycling opportunities.
Chincoteague, VA
07/03 – 07/05
$408/nighttotal: $816 (2 )
Sidewalk's End- Quiet Street, Close To Everything
2 4
cottage , Chincoteague
This 2-bedroom, 1-bathroom cottage, accommodating up to 4 guests, is located in Chincoteague Island's downtown district, within walking distance to local shops and restaurants, and 2 miles from Assateague Island National Seashore. The single-level vacation rental features an open-concept living and kitchen area, a private enclosed outdoor shower, a spacious backyard with a brick patio and fire pit, and is situated 0.5 miles from the Museum of Chincoteague and Captain Timothy Hill House.
9.0 12 reviews
Chincoteague, VA
09/21 – 09/24
$265/nighttotal: $795 (3 )
The Salty Crab By Seaside Vacations & Sales
3 2
apartment , Chincoteague
This Chincoteague vacation home offers a central location, a 15-minute walk from Robert N. Reed Downtown Waterfront Park and Chincoteague Channel, and within 2 miles of Maui Jack's Waterpark. The 3-bedroom, 3-bathroom house sleeps 8 guests and features a private balcony, on-site water park access, a fully equipped kitchen, free Wi-Fi, and a garden with barbecue grills.
Neighborhoods and points of interest in Chincoteague, VA
Search Vacation Rentals with Swimming Pool in Chincoteague, VA
A vacation rental with a pool in Chincoteague, VA is the ideal way to complement your daily coastal adventures.
Chincoteague, VA
09/17 – 09/19
$207/nighttotal: $414 (2 )
Assateague Inn 205-s
1 3
apartment , Chincoteague
Assateague Inn 205-S, a one-bedroom apartment rental in Chincoteague's Deep Hole neighborhood, is conveniently located approximately 13 miles from the Mid-Atlantic Regional Spaceport and 49 miles from Salisbury-Ocean City Wicomico Regional Airport, offering easy access to Assateague Island National Seashore. This 390-square-foot unit sleeps up to seven guests and features a fully equipped kitchen, air conditioning, a private entrance, free Wi-Fi, and access to an on-site swimming pool, fitness center, casino, and massage services.
Chincoteague, VA
08/03 – 08/07
$517/nighttotal: $2068 (4 )
Deck & Ev Charger: Coastal Retreat 1 Mi To Marina
4 6
house , Captains Cove
This Greenbackville Retreat is situated 1 mile from the Resort Marina and 31 miles from Salisbury-Ocean City Wicomico Regional Airport. This 1600 square foot, 4-bedroom house accommodates up to 15 guests with air conditioning, WiFi, a fully equipped kitchen, an outdoor dining area, and access to a swimming pool and fitness center.
9.4 26 reviews
Chincoteague, VA
09/21 – 09/24
$128/nighttotal: $384 (3 )
Assateageue Inn 104 By Seaside Vacations & Sales
1 2
apartment , Chincoteague
This waterfront studio is located just off Maddox Boulevard in Chincoteague, making it easy to reach Mini Golf, restaurants, and Assateague National Seashore. Guests rave about the excellent location and comfortable accommodations. The studio offers 390 square feet of space, comfortably accommodating up to four guests. Enjoy the on-site pool, barbecue area, and a fully equipped kitchenette, perfect for preparing meals.
10 3 reviews
Chincoteague, VA
07/26 – 07/31
$627/nighttotal: $3135 (5 )
Sunset Bay Villa 206 | Luxury Condo W/ Waterside Balcony, Gourmet Kitchen + Pool & Fitness
3 2
apartment , Chincoteague
Villa 206 is a waterfront apartment in the heart of Chincoteague, within walking distance of the Pocomoke Fair Grounds, Bloxom Winery, and the Chincoteague National Wildlife Refuge. This rental has consistently received excellent user ratings, making it a popular choice for travelers. The apartment has three bedrooms and two bathrooms, comfortably sleeping eight guests. You'll enjoy a well-equipped kitchen, a private balcony with waterfront views, a swimming pool, laundry facilities, and access to the Sunset Bay marina, pool, and fitness areas.
Top-Rated Oceanfront Vacation Rentals in Chincoteague, VA
These seaside vacation rentals in Chincoteague, VA provide an excellent base for exploring the coast. Browse top local properties and plan your beach-town trip.
9.1 55 reviews
Chincoteague, VA
08/03 – 08/07
$726/nighttotal: $2904 (4 )
Sunset Bay Villa 208 | Luxury Marina Villa W/ Private Boat Slip, Deck, Pool + Pet Friendly
3 6
apartment , Chincoteague
Chincoteague, VA
08/03 – 08/07
$493/nighttotal: $1972 (4 )
Driftwood-fire Pit, Bikes, Close To Beach
3 6
apartment , Chincoteague
9.6 27 reviews
Chincoteague, VA
06/27 – 07/04
$266/nighttotal: $1862 (7 )
Creekside Paradise - Water Front &Access -Pet Friendly -Shared Dock No Linens
2 2
apartment , Chincoteague
9.9 546 reviews
Chincoteague, VA
10/17 – 10/24
$139/nighttotal: $973 (7 )
Tranquil Shores - Relaxation With A Water View!
3 2
apartment , Chincoteague
Browse Luxury Vacation Rentals in Chincoteague, VA
Refined interiors and prime locations make these luxury waterfront vacation rentals in Chincoteague, VA the ideal choice for your stay.
