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Holiday Villas Chincoteague Island, VA

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All 43 Rentals in Chincoteague Island
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$161
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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12 photos Details
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$172
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Elder access, Suitable for children
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$941
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 7
Suitable for children, Air Conditioning & more
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$131
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Washer/Dryer, Parking, Suitable for children & more
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$484
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 10
Water Views, Other outdoor space & more
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$102
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Housekeeping Optional, Internet, Air Conditioning & more
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$106
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Grill, Suitable for children, Canoe & more
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$90
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Shared Indoor Pool, Grill, Hot Tub & more
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$123
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 10
Air Conditioning, Suitable for children & more
7 photos Details
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$215
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Housekeeping Optional, Washer/Dryer, Fireplace & more
22 photos Details
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From
$2,137
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 12
Elder access, Fireplace, Grill & more
18 photos Details
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From
$269
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 11
Internet, Parking, Private Beach & more
59 photos Details
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From
$511
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
Washer/Dryer, Suitable for children, Water Views & more
23 photos Details
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From
$158
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 7
Air Conditioning, Elder access & more
14 photos Details
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From
$108
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Internet, Elder access, Grill & more
24 photos Details
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$116
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Internet, Grill, Washer/Dryer & more
6 photos Details
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$629
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
Washer/Dryer, Other outdoor space, Grill & more
7 photos Details
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From
$85
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Air Conditioning, Internet, Parking & more
13 photos Details
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From
$146
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Washer/Dryer, Parking, Water Views & more
15 photos Details
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$592
Per Week
2 Bedrooms, 3 Bathrooms, Sleeps 6
Washer/Dryer, Other outdoor space, Water Views & more
21 photos Details
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From
$77
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Suitable for children, Other outdoor space, Parking & more
16 photos Details
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From
$180
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 9
Air Conditioning, Washer/Dryer, Other outdoor space & more
18 photos Details
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From
$126
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 7
Other outdoor space, Air Conditioning, Internet & more
12 photos Details
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From
$215
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Other outdoor space, Hot Tub, Parking & more
13 photos Details
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From
$184
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 9
Fireplace, Grill, Air Conditioning & more
27 photos Details
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From
$100
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 6
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Air Conditioning, Washer/Dryer, Grill & more
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From
$376
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 11
Internet, Grill, Air Conditioning & more
22 photos Details
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From
$1,183
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
Elder access, Air Conditioning, Parking & more
18 photos Details
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From
$376
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 15
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Air Conditioning, Other outdoor space & more
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From
$193
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Elder access, Suitable for children
32 photos Details
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From
$549
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Suitable for children, Elder access & more
48 photos Details
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From
$807
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
Air Conditioning, Internet, Washer/Dryer & more
20 photos Details
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From
$1,398
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 11
Suitable for children, Other outdoor space & more
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From
$151
Per Night
6 Bedrooms, 2 Bathrooms, Sleeps 12
Air Conditioning, Internet, Washer/Dryer & more
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From
$645
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
Grill, Washer/Dryer, Other outdoor space & more
14 photos Details
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From
$177
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Air Conditioning, Other outdoor space, Grill
9 photos Details
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From
$753
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 6
Suitable for children, Air Conditioning & more
14 photos Details
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From
$146
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 7
Air Conditioning, Grill, Other outdoor space & more
12 photos Details
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From
$161
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
Other outdoor space, Suitable for children & more
10 photos Details
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From
$161
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Other outdoor space, Air Conditioning, Elder access & more
9 photos Details
Make Enquiry
From
$97
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Water Views, Other outdoor space, Grill & more
19 photos Details
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From
$108
Per Night
3 Bedrooms, Sleeps 6
Air Conditioning, Grill, Washer/Dryer & more
13 photos Details
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From
$108
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Grill, Other outdoor space, Air Conditioning & more
14 photos Details
Make Enquiry
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Suitability

  • Wheelchair access (3)
  • Elder access (19)
  • Suitable for children (35)
  • Pet friendly (5)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (40)
  • Air Conditioning (39)
  • Grill (37)
  • Washer/Dryer (33)
  • Internet (26)
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Island vacation rentals - seaside villas, waterfront homes and condos

Browse through our vacation home rentals, and you’ll discover some very tempting choices for your family vacation. An historic Main Street home is surrounded by a private landscape with a screened porch, bikes and beach toys. A luxurious custom home overlooks beautiful Oyster Bay, and family-friendly condos feature waterside decks, swimming pool and marina.

Abundant outdoor recreation and attractions

Naturally, the seashore is the dominant focus for outdoor fun on Chincoteague Island. Fish from the dock or walk the beach. Take a bird-watching hike or bicycle ride through wildlife preserves and quaint island lanes. Enjoy dolphin watching, island tours and spectacular sunset views from your own guided cruise through remote bays and waterways. Either Assateague or Chincoteague beaches are ideal for family picnics and water sports.

Believe it or not, the wild Chincoteague Ponies are an unusual attraction on adjacent Assateague Island. The kids will love a trip to the Chincoteague Pony Center to enjoy pony rides, a show and riding competition. Book a small, charter deep-sea fishing trip that offers the opportunity to land big game fish from mahi-mahi and tuna to marlin and sharks.

Leisurely shopping and dining

As a contrast to all of that outdoor adventure, explore the village feel of the historic downtown and Maddox Boulevard areas. You’ll find exceptional hand-crafted duck decoys and original wildlife and landscape paintings and charming gift shops. To keep you entertained on a lazy sun-filled afternoon, stop in at Sundial Books to browse for book favorites and enjoy a cup of coffee or tea.

Fresh ocean fare dominates local restaurant menus that are loaded with clams, oysters, and all-you-can-eat seafood platters. Of course, you can’t take the kids on vacation without finding the perfect pizza place, and that would be Famous Pizza Family Restaurant. They’ve been serving home-fresh pizza, cheese steaks and more for over 30 years. And you positively have to stop in at The Sea Shell Café for a gourmet salad and authentic Smith Island Cakes. They even cater to your vacation home, if you want to skip the kitchen duties and enjoy their excellent dinner selections.

Villa and home rentals – the perfect seashore vacation choice

There is no better way to enjoy a lazy, leisurely island vacation than from your carefully-chosen home rental. You’ll have plenty of room to relax, waterside views to enjoy and some wonderful home-grilled meals or bountiful breakfasts that will long be memorable for your entire family.