-
Best-rated
-
Private beach
Key West Cottages
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Full body massage
- Saltwater pool
Located approximately 25 minutes' walk from Museum of Chincoteague, Key West Cottages Chincoteague boasts a seasonal outdoor pool with an indoor pool. Featuring sea views, this Chincoteague villa invites guests to visit the historic red-&-white Assateague Lighthouse, located 3.2 km away.
Canoeing, hiking, and mini golf are possible in the surroundings.
Key West Cottages
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Full body massage
- Saltwater pool
Key West Cottages
Located approximately 25 minutes' walk from Museum of Chincoteague, Key West Cottages Chincoteague boasts a seasonal outdoor pool with an indoor pool. Featuring sea views, this Chincoteague villa invites guests to visit the historic red-&-white Assateague Lighthouse, located 3.2 km away.
Canoeing, hiking, and mini golf are possible in the surroundings.
-
Private beach
Blufin Bungalows & Marina
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Offering Wi-Fi, Blufin Bungalows & Marina Chincoteague is located 10 minutes' walk from the equestrian Beebe Ranch Museum.
There are fisheries available and guests can enjoy an outdoor swimming pool.
Blufin Bungalows & Marina
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Blufin Bungalows & Marina
Offering Wi-Fi, Blufin Bungalows & Marina Chincoteague is located 10 minutes' walk from the equestrian Beebe Ranch Museum.
There are fisheries available and guests can enjoy an outdoor swimming pool.
Jellystone Park Chincoteague Island
- Picnic area/ Tables
- Free parking
- Air conditioning
- Flat-screen TV
- Entertainment
- Outdoor swimming pool
Jellystone Park Chincoteague Island Villa entices guests to enjoy cycling and fisheries and offers proximity to Chincoteague Pony Centre, located only 300 metres away. Offering an outdoor swimming pool, the accommodation invites guests to visit Chincoteague National Wildlife Refuge, located approximately a 10-minute ride away.
Jellystone Park Chincoteague Island
- Picnic area/ Tables
- Free parking
- Air conditioning
- Flat-screen TV
- Entertainment
- Outdoor swimming pool
Jellystone Park Chincoteague Island
Jellystone Park Chincoteague Island Villa entices guests to enjoy cycling and fisheries and offers proximity to Chincoteague Pony Centre, located only 300 metres away. Offering an outdoor swimming pool, the accommodation invites guests to visit Chincoteague National Wildlife Refuge, located approximately a 10-minute ride away.
Chincoteague Bay Rv Resort & Cottages
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Infinity pool
Chincoteague Bay Rv Resort & Cottages is located a 10-minute drive from the historic red-&-white Assateague Lighthouse and invites guests to join boating and fisheries.
Chincoteague Bay Rv Resort & Cottages
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Infinity pool
Chincoteague Bay Rv Resort & Cottages
Chincoteague Bay Rv Resort & Cottages is located a 10-minute drive from the historic red-&-white Assateague Lighthouse and invites guests to join boating and fisheries.
-
Beach access
Horseshoe Haven
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Outdoor swimming pool
The spacious 3-bedroom Horseshoe Haven Chincoteague apartment is around 15 minutes' walk from Chincoteague Veteran's Memorial Park. The apartment provides guests with pool views and a barber shop, a storage room, and a restaurant.
Onsite spa procedures include a hairdresser, pedicure, and manicure, ensuring a truly rejuvenating experience. If sport sounds tempting, mini golf, cycling, and ping pong are offered.
Horseshoe Haven
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Outdoor swimming pool
Horseshoe Haven
The spacious 3-bedroom Horseshoe Haven Chincoteague apartment is around 15 minutes' walk from Chincoteague Veteran's Memorial Park. The apartment provides guests with pool views and a barber shop, a storage room, and a restaurant.
Onsite spa procedures include a hairdresser, pedicure, and manicure, ensuring a truly rejuvenating experience. If sport sounds tempting, mini golf, cycling, and ping pong are offered.
Bay Pony
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Golf centre
- Outdoor swimming pool
The 3-bedroom Bay Pony Villa Chincoteague is situated around 5 minutes' walk from Island Baptist Church, featuring such comforts as Wi-Fi and a private parking lot. Providing opportunities for cycling, the property can accommodate 6 guests and also boasts a private swimming pool for extra relaxation.
Bay Pony
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Golf centre
- Outdoor swimming pool
Bay Pony
The 3-bedroom Bay Pony Villa Chincoteague is situated around 5 minutes' walk from Island Baptist Church, featuring such comforts as Wi-Fi and a private parking lot. Providing opportunities for cycling, the property can accommodate 6 guests and also boasts a private swimming pool for extra relaxation.
Assateague Inn 100-2R
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
The 2-bedroom Assateague Inn 100-2R Chincoteague is located a mere 1.9 km from Chincoteague Island Library and about a 25-minute walk from Chincoteague National Wildlife Refuge. Set a stone's throw from The Brant Gift Shop, this apartment features an outdoor swimming pool as well as an aqua park and a golf course.
Various sport options, such as cycling, are provided in the area.
Assateague Inn 100-2R
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
Assateague Inn 100-2R
The 2-bedroom Assateague Inn 100-2R Chincoteague is located a mere 1.9 km from Chincoteague Island Library and about a 25-minute walk from Chincoteague National Wildlife Refuge. Set a stone's throw from The Brant Gift Shop, this apartment features an outdoor swimming pool as well as an aqua park and a golf course.
Various sport options, such as cycling, are provided in the area.
Paradise
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
The 3-bedroom Paradise Chincoteague villa, located in close proximity to Horse, can host up to 6 guests. This accommodation boasts an aqua park and a golf course, while Chincoteague Veteran's Memorial Park is about a 25-minute walk away.
Boasting an outdoor swimming pool, the property offers opportunities for cycling to stay active during your trip.
Paradise
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Paradise
The 3-bedroom Paradise Chincoteague villa, located in close proximity to Horse, can host up to 6 guests. This accommodation boasts an aqua park and a golf course, while Chincoteague Veteran's Memorial Park is about a 25-minute walk away.
Boasting an outdoor swimming pool, the property offers opportunities for cycling to stay active during your trip.
Assateague Inn 206-S
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
Assateague Inn 206-S Chincoteague is located 2.3 km from Veteran's Memorial Park and about a 25-minute walk from Chincoteague National Wildlife Refuge. Set in close proximity to The Brant Gift Shop, the apartment features an outdoor swimming pool as well as an aqua park and a golf course.
Various sport options, such as cycling, are provided in the area.
Assateague Inn 206-S
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
Assateague Inn 206-S
Assateague Inn 206-S Chincoteague is located 2.3 km from Veteran's Memorial Park and about a 25-minute walk from Chincoteague National Wildlife Refuge. Set in close proximity to The Brant Gift Shop, the apartment features an outdoor swimming pool as well as an aqua park and a golf course.
Various sport options, such as cycling, are provided in the area.
Sunset Bay Villa 209
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
Situated approximately a 25-minute walk from Maui Jack's Waterpark, the 3-bedroom Sunset Bay Villa 209 Chincoteague can host up to 8 guests in Chincoteague. Wi-Fi is provided for both business and leisure activities.
Thanks to luxuries such as an aqua park and a golf course, the ultimate relaxation is provided. Activities like cycling are available for guests to make their stay more memorable.
Sunset Bay Villa 209
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
Sunset Bay Villa 209
Situated approximately a 25-minute walk from Maui Jack's Waterpark, the 3-bedroom Sunset Bay Villa 209 Chincoteague can host up to 8 guests in Chincoteague. Wi-Fi is provided for both business and leisure activities.
Thanks to luxuries such as an aqua park and a golf course, the ultimate relaxation is provided. Activities like cycling are available for guests to make their stay more memorable.
Whelks On Willow
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Located just 1.2 km from Island Baptist Church, the 3-bedroom Whelks On Willow Chincoteague villa has an outdoor swimming pool and is ideal for up to 8 guests. Guests can enjoy cycling at the property, located around a 10-minute ride from Chincoteague National Wildlife Refuge.
Guests will appreciate an aqua park and a golf course, as well as a private garden available on site.
Whelks On Willow
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Whelks On Willow
Located just 1.2 km from Island Baptist Church, the 3-bedroom Whelks On Willow Chincoteague villa has an outdoor swimming pool and is ideal for up to 8 guests. Guests can enjoy cycling at the property, located around a 10-minute ride from Chincoteague National Wildlife Refuge.
Guests will appreciate an aqua park and a golf course, as well as a private garden available on site.
Sunset Bay Villa 306 - Our Pleasure
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
The 3-bedroom Sunset Bay Villa 306 - Our Pleasure Chincoteague is located 650 metres from Chincoteague Island Library and about 3 km from Chincoteague Veteran's Memorial Park. At this apartment, Wi-Fi and a private parking lot are also provided.
The apartment boasts a range of luxurious amenities, including an aqua park and a golf course for the ultimate relaxation experience. Various sport options, such as cycling, are provided in the area.
Sunset Bay Villa 306 - Our Pleasure
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
Sunset Bay Villa 306 - Our Pleasure
The 3-bedroom Sunset Bay Villa 306 - Our Pleasure Chincoteague is located 650 metres from Chincoteague Island Library and about 3 km from Chincoteague Veteran's Memorial Park. At this apartment, Wi-Fi and a private parking lot are also provided.
The apartment boasts a range of luxurious amenities, including an aqua park and a golf course for the ultimate relaxation experience. Various sport options, such as cycling, are provided in the area.
Heron Creek
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
The 3-bedroom Heron Creek Chincoteague villa is situated nearly a 5-minute walk from Island Baptist Church, featuring such comforts as Wi-Fi and private car parking. This property boasts an aqua park and a golf course, while Museum of Chincoteague is 2.6 km away.
Boasting an outdoor swimming pool, the property offers opportunities for cycling to stay active during your trip.
Heron Creek
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Heron Creek
The 3-bedroom Heron Creek Chincoteague villa is situated nearly a 5-minute walk from Island Baptist Church, featuring such comforts as Wi-Fi and private car parking. This property boasts an aqua park and a golf course, while Museum of Chincoteague is 2.6 km away.
Boasting an outdoor swimming pool, the property offers opportunities for cycling to stay active during your trip.
Sunset Bay Villa 216
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Sunset Bay Villa 216 Chincoteague is located 10 minutes' drive from Museum of Chincoteague and 0.6 km from the operational movie theater "Island Theatre". Wi-Fi and a car park are also available at the apartment.
Sunset Bay Villa 216 boasts a range of luxurious amenities, including an aqua park and a golf course for the ultimate relaxation experience. Various sport options, such as cycling, are provided in the area.
Sunset Bay Villa 216
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Sunset Bay Villa 216
Sunset Bay Villa 216 Chincoteague is located 10 minutes' drive from Museum of Chincoteague and 0.6 km from the operational movie theater "Island Theatre". Wi-Fi and a car park are also available at the apartment.
Sunset Bay Villa 216 boasts a range of luxurious amenities, including an aqua park and a golf course for the ultimate relaxation experience. Various sport options, such as cycling, are provided in the area.
Sunset Bay Villa 310 - Nauti Girl
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
To enjoy your vacation in Chincoteague, stay at the spacious 167 m² Sunset Bay Villa 310 - Nauti Girl Chincoteague, which is within 25 minutes' walk of Maui Jack's Waterpark and around 700 metres from Osprey Nest Art Gallery. At the 3-bedroom apartment, guests can avail themselves of an aqua park and a golf course, along with fitness classes to prioritise their physical well-being.
Also, active guests can try cycling. An outdoor swimming pool can be found at the property.
Sunset Bay Villa 310 - Nauti Girl
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Sunset Bay Villa 310 - Nauti Girl
To enjoy your vacation in Chincoteague, stay at the spacious 167 m² Sunset Bay Villa 310 - Nauti Girl Chincoteague, which is within 25 minutes' walk of Maui Jack's Waterpark and around 700 metres from Osprey Nest Art Gallery. At the 3-bedroom apartment, guests can avail themselves of an aqua park and a golf course, along with fitness classes to prioritise their physical well-being.
Also, active guests can try cycling. An outdoor swimming pool can be found at the property.
Sunset Bay Villa 313 - By The Bay
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Sunset Bay Villa 313 - By The Bay Chincoteague is located 2.3 km from Chincoteague Pony Centre and a 25-minute stroll from Maui Jack's Waterpark. Wi-Fi and private car parking are also available at the apartment.
Guests will immerse themselves in the ultimate relaxation at Sunset Bay Villa 313 - By The Bay, boasting luxurious amenities such as an aqua park and a golf course. Such activities as cycling are provided for sports fans.
Sunset Bay Villa 313 - By The Bay
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Sunset Bay Villa 313 - By The Bay
Sunset Bay Villa 313 - By The Bay Chincoteague is located 2.3 km from Chincoteague Pony Centre and a 25-minute stroll from Maui Jack's Waterpark. Wi-Fi and private car parking are also available at the apartment.
Guests will immerse themselves in the ultimate relaxation at Sunset Bay Villa 313 - By The Bay, boasting luxurious amenities such as an aqua park and a golf course. Such activities as cycling are provided for sports fans.
Sunset Bay Villa 110 - Hawks Nest
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Situated 3.5 km from Chincoteague National Wildlife Refuge, the 3-bedroom Sunset Bay Villa 110 - Hawks Nest Chincoteague can host up to 8 guests in Chincoteague. At this apartment, Wi-Fi and private parking are also provided.
This property boasts a range of luxurious amenities, including an aqua park and a golf course for the ultimate relaxation experience. Various sport options, such as cycling, are provided in the area. After a day full of activities, relaxing by an outdoor swimming pool is a perfect option.
Sunset Bay Villa 110 - Hawks Nest
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Sunset Bay Villa 110 - Hawks Nest
Situated 3.5 km from Chincoteague National Wildlife Refuge, the 3-bedroom Sunset Bay Villa 110 - Hawks Nest Chincoteague can host up to 8 guests in Chincoteague. At this apartment, Wi-Fi and private parking are also provided.
This property boasts a range of luxurious amenities, including an aqua park and a golf course for the ultimate relaxation experience. Various sport options, such as cycling, are provided in the area. After a day full of activities, relaxing by an outdoor swimming pool is a perfect option.
Assateague Inn 102-S
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
Featuring an outdoor swimming pool, the 1-bedroom Assateague Inn 102-S Chincoteague is about 5 minutes' walk from The Brant Gift Shop. Offering an aqua park and a golf course, this 37 m² apartment is located a short way from Chincoteague Island Library.
Take advantage of fitness classes and cycling at the apartment to elevate your leisure experience.
Assateague Inn 102-S
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
Assateague Inn 102-S
Featuring an outdoor swimming pool, the 1-bedroom Assateague Inn 102-S Chincoteague is about 5 minutes' walk from The Brant Gift Shop. Offering an aqua park and a golf course, this 37 m² apartment is located a short way from Chincoteague Island Library.
Take advantage of fitness classes and cycling at the apartment to elevate your leisure experience.
Sunset Bay Villa 309 - Changes In Latitude
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
The 3-bedroom Sunset Bay Villa 309 - Changes In Latitude Chincoteague is a mere 8 minutes' walk from the operational movie theater "Island Theatre". Featuring an aqua park and a golf course, this spacious apartment has an area of 167 m² and is located 2.6 km from Veteran's Memorial Park.
Also, take advantage of fitness classes to enrich your leisure.
Sunset Bay Villa 309 - Changes In Latitude
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Sunset Bay Villa 309 - Changes In Latitude
The 3-bedroom Sunset Bay Villa 309 - Changes In Latitude Chincoteague is a mere 8 minutes' walk from the operational movie theater "Island Theatre". Featuring an aqua park and a golf course, this spacious apartment has an area of 167 m² and is located 2.6 km from Veteran's Memorial Park.
Also, take advantage of fitness classes to enrich your leisure.
-
Great deal
Sunset Bay Villa 319 - Bella Vista
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
The 3-bedroom Sunset Bay Villa 319 - Bella Vista Chincoteague is merely 8 minutes' walk from the operational movie theater "Island Theatre". Featuring an aqua park and a golf course, this spacious apartment has an area of 167 m² and is located 2.7 km from Museum of Chincoteague.
If sport sounds tempting, cycling are offered. To diversify guests' leisure, an outdoor swimming pool is provided.
Sunset Bay Villa 319 - Bella Vista
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Sunset Bay Villa 319 - Bella Vista
The 3-bedroom Sunset Bay Villa 319 - Bella Vista Chincoteague is merely 8 minutes' walk from the operational movie theater "Island Theatre". Featuring an aqua park and a golf course, this spacious apartment has an area of 167 m² and is located 2.7 km from Museum of Chincoteague.
If sport sounds tempting, cycling are offered. To diversify guests' leisure, an outdoor swimming pool is provided.
Are you in a hurry?
Here is a quick list of hotels in Chincoteague, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Key West Cottages |
9.7 / 10 (318 Reviews) |
From 143$ | |
| Blufin Bungalows & Marina |
8.8 / 10 (283 Reviews) |
From 183$ | |
| Jellystone Park Chincoteague Island |
7.7 / 10 (71 Reviews) |
From 150$ | |
| Chincoteague Bay Rv Resort & Cottages |
8.5 / 10 (111 Reviews) |
From 209$ | |
| Horseshoe Haven |
9.0 / 10 (1 Reviews) |
From 178$ |
Frequently Asked Questions
What Chincoteague vacation rentals with a pool are best for families?
Jellystone Park Chincoteague Island and Sunset Bay Villa offer enjoyable pools that kids love. Families can relax while kids swim safely nearby.
Book your stay at Jellystone Park on weekdays for a quieter experience with fewer guests in the pool.
Which vacation rentals with a pool in Chincoteague are pet-friendly?
Horseshoe Haven and Bay Pony are great options that welcome pets and include pools for cooling off. They provide a fun setting for both you and your dog.
Check with Horseshoe Haven about their pet policy when booking to avoid extra fees.
Where can I find budget-friendly vacation rentals with a pool in Chincoteague?
Chincoteague Bay RV Resort & Cottages and Key West Cottages have competitive pricing and pools. These spots are perfect for those looking to save while enjoying a swim.
Visit during off-peak seasons, like late September, for lower rates at these properties.
What Chincoteague vacation rentals with a pool are close to the beach?
Sunset Bay Villa and Assateague Inn are both near the beach, making it easy to transition from pool time to beach fun. Their pools are perfect for unwinding after a day in the sun.
Plan your beach visit early in the morning to grab the best spots along Assateague Island.
Are there any vacation rentals with a pool in Chincoteague's historic district?
Assateague Inn and Heron Creek provide pools and are located in or near Chincoteague's historic areas. These rentals mix relaxation with a taste of local history.
Walk through the historic area during the evening when the crowd is thinner to enjoy the quiet charm of the district.
Which vacation rentals with a pool in Chincoteague are best for couples?
Sunset Bay Villa has romantic settings and a lovely pool, perfect for couples. The scenic views add to the intimate atmosphere.
Request a poolside room to maximize your experience with more private access to the pool.
What Chincoteague vacation rentals with a pool offer extended stays?
Key West Cottages and Chincoteague Bay RV Resort & Cottages are great for extended vacations and have pools. They provide amenities that support longer stays.
Consider booking a cottage with a kitchenette to cook meals and keep costs down over your extended visit.
How can I ensure I book the best vacation rental with a pool in Chincoteague?
Read reviews and check photos to find a rental that meets your needs and expectations. Confirm the pool is well-maintained and available for guest use during your stay.
Look for recent reviews mentioning the pool conditions, and verify how often it is cleaned.
What are the peak tourist seasons for Chincoteague vacation rentals?
Summer, especially July and August, is the busiest time for Chincoteague. Visitors come for warm beach days and local events like the Pony Penning.
Plan your visit in June or September for milder weather and smaller crowds.
What local events should I consider when planning my stay in Chincoteague?
The annual Chincoteague Pony Swim in July is a must-see event, drawing visitors from all over. Additionally, don't miss the Chincoteague Oyster Festival in September.
Book early for accommodations during these events as hotels fill up quickly.