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Holiday Villas Chincoteague Island, VA

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 40 Rentals in Chincoteague Island
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From
$90
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Shared Indoor Pool, Grill, Hot Tub & more
8 photos Details
Reviews (12) Make Enquiry
From
$125
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 7
Other outdoor space, Air Conditioning, Internet & more
12 photos Details
Reviews (5) Make Enquiry
From
$106
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Grill, Suitable for children, Canoe & more
27 photos Details
Reviews (21) Make Enquiry
From
$213
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Other outdoor space, Hot Tub, Parking & more
13 photos Details
Reviews (1) Make Enquiry
From
$506
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
Washer/Dryer, Suitable for children, Water Views & more
23 photos Details
Reviews (2) Make Enquiry
From
$77
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Suitable for children, Other outdoor space, Parking & more
16 photos Details
Reviews (1) Make Enquiry
From
$122
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 10
Air Conditioning, Suitable for children & more
7 photos Details
Reviews (24) Make Enquiry
From
$267
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 11
Internet, Parking, Private Beach & more
59 photos Details
Reviews (33) Make Enquiry
From
$101
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Housekeeping Optional, Internet, Air Conditioning & more
10 photos Details
Reviews (9) Make Enquiry
From
$160
Per Night
other travellers have booked this property
2 Bedrooms, 2 Bathrooms, Sleeps 6
Grill, Parking, Air Conditioning & more
12 photos Details
Reviews (2) Make Enquiry
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From
$480
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 10
Water Views, Other outdoor space & more
31 photos Details
Reviews (32) Make Enquiry
From
$115
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Internet, Grill, Washer/Dryer & more
6 photos Details
Reviews (3) Make Enquiry
From
$145
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Washer/Dryer, Parking, Water Views & more
15 photos Details
Reviews (1) Make Enquiry
From
$84
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Air Conditioning, Internet, Parking & more
13 photos Details
Reviews (1) Make Enquiry
From
$178
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 9
Air Conditioning, Washer/Dryer, Other outdoor space & more
18 photos Details
Reviews (1) Make Enquiry
From
$130
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Washer/Dryer, Parking, Suitable for children & more
14 photos Details
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From
$213
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Housekeeping Optional, Washer/Dryer, Fireplace & more
22 photos Details
Reviews (4) Make Enquiry
From
$933
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 7
Suitable for children, Air Conditioning & more
19 photos Details
Reviews (1) Make Enquiry
From
$157
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 7
Air Conditioning, Elder access & more
14 photos Details
Reviews (1) Make Enquiry
From
$99
Per Night
other travellers have booked this property
3 Bedrooms, 1 Bathroom, Sleeps 6
Other outdoor space, Air Conditioning, Parking & more
15 photos Details
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From
$171
Per Night
other travellers have booked this property
4 Bedrooms, 2 Bathrooms, Sleeps 8
Elder access, Suitable for children
13 photos Details
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From
$400
Per Night
other traveller has booked this property
2 Bedrooms, 3 Bathrooms, Sleeps 4
Air Conditioning, Other outdoor space & more
13 photos Details
Make Enquiry
From
$746
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 6
Suitable for children, Air Conditioning & more
14 photos Details
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From
$191
Per Night
other travellers have booked this property
2 Bedrooms, 1 Bathroom, Sleeps 4
Elder access, Suitable for children
32 photos Details
Make Enquiry
From
$586
Per Week
2 Bedrooms, 3 Bathrooms, Sleeps 6
Washer/Dryer, Other outdoor space, Water Views & more
21 photos Details
Make Enquiry
From
$544
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Suitable for children, Elder access & more
48 photos Details
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From
$160
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
Other outdoor space, Suitable for children & more
10 photos Details
Make Enquiry
From
$640
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
Grill, Washer/Dryer, Other outdoor space & more
14 photos Details
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From
$1,173
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
Elder access, Air Conditioning, Parking & more
18 photos Details
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From
$107
Per Night
3 Bedrooms, Sleeps 6
Air Conditioning, Grill, Washer/Dryer & more
13 photos Details
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From
$624
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
Washer/Dryer, Other outdoor space, Grill & more
7 photos Details
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From
$800
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
Air Conditioning, Internet, Washer/Dryer & more
20 photos Details
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From
$107
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Internet, Elder access, Grill & more
24 photos Details
Make Enquiry
From
$160
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Other outdoor space, Air Conditioning, Elder access & more
9 photos Details
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From
$176
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Air Conditioning, Other outdoor space, Grill
9 photos Details
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From
$145
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 7
Air Conditioning, Grill, Other outdoor space & more
12 photos Details
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From
$96
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Water Views, Other outdoor space, Grill & more
19 photos Details
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From
$107
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Grill, Other outdoor space, Air Conditioning & more
14 photos Details
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From
$149
Per Night
6 Bedrooms, 2 Bathrooms, Sleeps 12
Air Conditioning, Internet, Washer/Dryer & more
24 photos Details
Make Enquiry
From
$1,386
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 11
Suitable for children, Other outdoor space & more
18 photos Details
Make Enquiry
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Suitability

  • Wheelchair access (3)
  • Elder access (18)
  • Suitable for children (34)
  • Pet friendly (5)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (37)
  • Air Conditioning (36)
  • Grill (34)
  • Washer/Dryer (32)
  • Internet (24)
  • View all amenities
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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.