
Chincoteague Island, VA
10/17 – 10/22
$229/nighttotal: $1145 (5 )
Maggie’s Cottage On Poplar - Our Happy Place!
2 2apartment , Chincoteague
Maggie's Cottage is located in the heart of Chincoteague town, just a short walk from restaurants, shops, and the waterfront. Guests consistently rate the cottage excellent for its location, cleanliness, and overall experience.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to five guests. Maggie's Cottage is fully equipped with everything you need for a comfortable stay, including linens, towels, toiletries, a washer/dryer, a Keurig coffee maker, a charcoal grill, beach towels, and even an Assateague Pass for exploring the island.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to five guests. Maggie's Cottage is fully equipped with everything you need for a comfortable stay, including linens, towels, toiletries, a washer/dryer, a Keurig coffee maker, a charcoal grill, beach towels, and even an Assateague Pass for exploring the island.

Chincoteague Island, VA
10/17 – 10/22
$184/nighttotal: $920 (5 )
The Oaks - 2br Island Home Close To Town & Shopping. Linens Provided!
2 2apartment , Chincoteague
This Chincoteague vacation rental is located just a mile from the waterfront park and channel, offering easy access to the charming downtown area and the beautiful Chincoteague Bay. It also has excellent user ratings, making it a popular choice for travelers. This 2-bedroom, 1-bathroom house offers 1300 square feet of space, comfortably accommodating up to 7 guests. The home boasts a fully-equipped kitchen, a swimming pool, and a water park, perfect for families seeking a fun-filled vacation.

Chincoteague Island, VA
09/11 – 09/15
$310/nighttotal: $1240 (4 )
Historic Whealton House With Full Access To Waterside Inn Facilites
2 4apartment , Chincoteague
This two-bedroom apartment is located just a half-mile from shops and restaurants in Chincoteague's Historic Main Street district, across the street from the Waterside Inn hotel. The apartment has consistently received very good ratings from previous guests.
The 1000-square-foot apartment can comfortably sleep up to six guests. The apartment offers a full kitchen, two TVs, central AC/heat, free Wi-Fi, and linens provided, as well as a private balcony with water views. Guests also have access to a seasonal heated pool, fishing pier, marina, boat trailer parking, fitness room, jacuzzi, and pickleball courts.
The 1000-square-foot apartment can comfortably sleep up to six guests. The apartment offers a full kitchen, two TVs, central AC/heat, free Wi-Fi, and linens provided, as well as a private balcony with water views. Guests also have access to a seasonal heated pool, fishing pier, marina, boat trailer parking, fitness room, jacuzzi, and pickleball courts.

Chincoteague Island, VA
09/11 – 09/15
$221/nighttotal: $884 (4 )
Cottage On Famous Chincoteague Island-famous Wild Ponies
2 4cottage , Chincoteague
This family-friendly cottage is located near the sea in Chincoteague, within a mile of the Robert N. Reed Downtown Waterfront Park and Chincoteague Channel, and within three miles of Maui Jack's Waterpark and the Museum of Chincoteague. This vacation rental has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The cottage offers 850 square feet of space with two bedrooms and can accommodate up to four guests. It includes a fully equipped kitchen, free Wi-Fi, a DVD player, a garden, barbecue grills, and a terrace or balcony, providing everything you need for a relaxing and enjoyable vacation.
The cottage offers 850 square feet of space with two bedrooms and can accommodate up to four guests. It includes a fully equipped kitchen, free Wi-Fi, a DVD player, a garden, barbecue grills, and a terrace or balcony, providing everything you need for a relaxing and enjoyable vacation.

Chincoteague Island, VA
10/17 – 10/22
$189/nighttotal: $945 (5 )
Ducks, Docks, And Flip Flops By Seaside Vacations
2 2house , Chincoteague
This waterfront townhome on Chincoteague Island's Marsh Island offers stunning Chincoteague Channel views, steps from Chincoteague Island's attractions and minutes from Assateague National Seashore.
The two-bedroom, two-bathroom rental boasts a king and queen bed, accommodating four guests, features a well-equipped kitchen with stainless steel appliances, two balconies, garage parking (6-foot clearance), free WiFi, and a flat-screen streaming TV.
The two-bedroom, two-bathroom rental boasts a king and queen bed, accommodating four guests, features a well-equipped kitchen with stainless steel appliances, two balconies, garage parking (6-foot clearance), free WiFi, and a flat-screen streaming TV.

Chincoteague Island, VA
10/20 – 10/22
$250/nighttotal: $500 (2 )
Chincoteague Island Cottage ~ 2 Mi To Beaches
1 1cottage , Chincoteague
This Chincoteague Island cottage offers convenient access to the Chincoteague Channel and Robert N. Reed Downtown Waterfront Park, a short 15-minute walk away, and is within two miles of Maui Jack's Waterpark and the Captain Timothy Hill House.
The smoke-free rental boasts a fully equipped kitchen with a microwave and dishwasher, free Wi-Fi in public areas, and free on-site parking; nearby marina access is also available for boating enthusiasts.
The smoke-free rental boasts a fully equipped kitchen with a microwave and dishwasher, free Wi-Fi in public areas, and free on-site parking; nearby marina access is also available for boating enthusiasts.

Chincoteague Island, VA
10/20 – 10/22
$313/nighttotal: $626 (2 )
Making Memories On Mumford By Seaside Vacations & Sales
2 1apartment , Chincoteague
This apartment is located in Downtown Chincoteague, a 4-minute walk from Robert N. Reed Downtown Waterfront Park and a 6-minute walk from Chincoteague Channel.
This 2-bedroom, 1-bathroom rental accommodates up to 4 guests and features a full kitchen, air conditioning, garden, private terrace, barbecue, and on-site parking.
This 2-bedroom, 1-bathroom rental accommodates up to 4 guests and features a full kitchen, air conditioning, garden, private terrace, barbecue, and on-site parking.

Chincoteague Island, VA
10/17 – 10/22
$196/nighttotal: $980 (5 )
Le Petit Paradis-waterfront, Pet-friendly Studio
1 2apartment , Chincoteague
This studio apartment is conveniently located on Chincoteague Island, just a short distance from the charming Main Street and the beautiful Assateague Beach. It has earned excellent ratings for its cleanliness, location, and overall experience, making it a great choice for travelers.
The cozy apartment comfortably sleeps two guests and features a well-equipped kitchen, a private balcony with water views, and access to shared laundry facilities and a dock. Enjoy the convenience of self check-in, reliable Wi-Fi, and a Smart TV with a complimentary Hulu account, perfect for relaxing after a day exploring the island's attractions.
The cozy apartment comfortably sleeps two guests and features a well-equipped kitchen, a private balcony with water views, and access to shared laundry facilities and a dock. Enjoy the convenience of self check-in, reliable Wi-Fi, and a Smart TV with a complimentary Hulu account, perfect for relaxing after a day exploring the island's attractions.

Chincoteague Island, VA
09/11 – 09/15
$349/nighttotal: $1396 (4 )
Albion By Seaside Vacations & Sales
4 4apartment , Chincoteague
This charming vacation home is located just a mile from the Robert N. Reed Downtown Waterfront Park and Chincoteague Channel, providing easy access to the island's unique charm and picturesque views. Guests consistently rate the property excellent for its location, cleanliness, and overall experience.
The 4-bedroom house offers ample space for families or groups of friends with a total of 2190 square feet and a guest capacity of 10. Enjoy modern amenities like free WiFi, a fully equipped kitchen, and a private pool, perfect for relaxing after a day exploring the island's attractions.
The 4-bedroom house offers ample space for families or groups of friends with a total of 2190 square feet and a guest capacity of 10. Enjoy modern amenities like free WiFi, a fully equipped kitchen, and a private pool, perfect for relaxing after a day exploring the island's attractions.

Chincoteague Island, VA
09/11 – 09/15
$320/nighttotal: $1280 (4 )
Chincoteague Getaway On The Bay - Water Front,pool ,In Town ,Linens & Towels
3 4apartment , Chincoteague
This waterfront apartment is located within a mile of Robert N. Reed Downtown Waterfront Park and the Chincoteague Channel, with Maui Jack's Waterpark and Captain Timothy Hill House within a three-mile radius. The apartment has received very good ratings from previous guests. This family-friendly vacation rental comfortably accommodates up to 8 guests in its 3 bedrooms and 2 bathrooms. The apartment offers a range of amenities, including a fully equipped kitchen, a swimming pool, a fitness center, and a terrace or balcony.

Chincoteague Island, VA
10/20 – 10/22
$588/nighttotal: $1176 (2 )
Historic Home Close To Main Street
4 1apartment , Chincoteague
This historic house is located in Chincoteague, close to the town center and just a short drive from the famous Chincoteague Wild Ponies. Guests rave about the excellent location, cleanliness, and overall experience.
The house features four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy the private island experience with a fully equipped kitchen, a spacious terrace, and a beautiful garden, all while being pet-friendly and offering year-round availability.
The house features four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy the private island experience with a fully equipped kitchen, a spacious terrace, and a beautiful garden, all while being pet-friendly and offering year-round availability.

Chincoteague Island, VA
09/11 – 09/15
$218/nighttotal: $872 (4 )
‘Beach Bay Pony Place’ W/ Ponies: 1 Mi To Water!
2 4apartment , Chincoteague
This Chincoteague Island vacation rental is conveniently located near Chincoteague National Wildlife Refuge and Assateague Island.
The two-bedroom, two-bathroom house offers keyless entry, a fireplace, a kitchen, air conditioning, parking, and horse-friendly amenities including barn stalls and pasture, accommodating up to five guests with optional horse boarding.
The two-bedroom, two-bathroom house offers keyless entry, a fireplace, a kitchen, air conditioning, parking, and horse-friendly amenities including barn stalls and pasture, accommodating up to five guests with optional horse boarding.













