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Holiday Rentals near Captain Timothy Hill House

5122 Main St, Chincoteague Island, Virginia 23336-3103
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    Travellers to Chincoteague Island are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 201 Rentals in Chincoteague Island
    Waterfront, 5 BR, 4 BA, Elevator, sleeps 101 / 48
    (2)Excellent
    1.4 kilometres from Captain Timothy Hill House
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Epiphany on Deep Hole Creek - Waterfront & Dock -  Book now for early June1 / 31
    (44)Excellent
    1.2 kilometres from Captain Timothy Hill House
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    0.9 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1.9 kilometres from Captain Timothy Hill House
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, Microwave, Dishwasher, WiFi, W/D, Cable TV, DVD, VCR, Screen Porch, Outside Shower, Charcoal Grill Island home renovated for your comfort. Close to town and Maddox Blvd. makes this cozy cottage the perfect place to walk or bike to shopping, restaurants and entertainment....
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    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.0 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Amenities: Central A/C, WiFi, Microwave, W/D, TV, DVD, Cable, Fireplace, Outside Shower, Screen Porch, Deck, 2 Bicycles, Charcoal Grill, Landscaped Yard. You won't believe the outstanding views of Assateague Island with this lovely 3 Bedrooms, 2 Bathrooms, contemporary home. Lovely marsh to the...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.6 kilometres from Captain Timothy Hill House
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities: Central A/C, 2 TVs, DVD, Microwave, W/D, WiFi, Gas Grill, Outside Shower, Fenced in Yard, Enclosed Porch. SMALL DOGS ONLY 35 LBS Very enjoyable and immaculate traditional home will delight you stepping inside. Located on North Main Street, this cozy, pet friendly home is the perfect...
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    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    0.3 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    Pet friendly
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    Smoking allowed
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    Amenities: Central A/C, Microwave, 2 TVs, Cable, VCR, WiFi, Dishwasher, W/D, Outside Shower, Electric Grill, Screen Porch, Deck, Private Dock, Fenced Back Yard Very private water front home with access to the Chincoteague Bay. Private dock for canoes, kayaks and flat bottom boats. Features a...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1.5 kilometres from Captain Timothy Hill House
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, Microwave, Dishwasher, Cable, 2 TVs, DVD, W/D, Stereo, Gas Fireplace, WiFi, Sun-room, Decks, Electric Grill, Outside Shower This wonderful duplex has all the amenities you would want, including LOCATION!! Just off Maddox Boulevard, you have easy access to shopping,...
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    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.1 kilometres from Captain Timothy Hill House
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, Microwave, W/D, Smart TV, WiFi, Screen Porch, Deck, Docking space for small boat or kayak Wake up to the beautiful Chincoteague sunrise in this quaint 2 bedroom home right on Little Oyster Bay. Enjoy private docking space for a small boat or kayak. Located on the North...
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    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    0.1 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, Dishwasher, Microwave, 2 Smart TVs w/Hulu & Prime, W/D, Decks, Internet, Screen Porch, Charcoal Grill, Outside Shower Enjoy the sunsets from this new waterfront home, tucked away off North Main Street. Private setting and pet friendly (2 pet maximum). Water access for...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.9 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Amenities: Central A/C, Microwave, W/D, Dishwasher, Keurig, WiFi, Cable, TV, Deck, Gas Grill, Large Fenced in Back Yard Walk to everything including shopping, restaurants and entertainment from this convenient in town location! This house has been completely renovated and is a great house for your...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.3 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, Microwave, Cable TV, WiFi, Dishwasher, W/D, Upper Deck, Screen Porch Lovely, pristine home in serene waterfront location. Offering spectacular sunsets over the Chincoteague Bay. 3 Bedrooms, 3 Baths. Tucked off of North Main Street down a quiet private lane. Beautiful...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    0.5 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Amenities: Central A/C, Cable TV (Basic Cable), WiFi, Dishwasher, Microwave, W/D, Wood Burning Stove (seasonal), Screen Porch, Enclosed Porch, Outside Shower Looking for the perfect lake view vacation home, Sandy Moose is it! This home is located in Oyster Bay II and is sure to please the whole...
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    Location Information
    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.9 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Amenities: Central A/C, Smart TV with Netflix only, WiFi, Microwave, W/D, Dishwasher, Floating Dock, Outside Shower, Gas Grill 'Sea Glass' is a lovely waterfront home in Oyster Bay, dock your boat in the back. Floating dock, TV with Netflix only (Smart TV), WiFi, outside shower and front and back...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    1.9 kilometres from Captain Timothy Hill House
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
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    • Terrace
    • Balcony
    • Waterfront
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, Dishwasher, TV w/Chromecast only (no cable), DVD, WiFi, W/D, Microwave, Jacuzzi Tub, Deck, 2 Screen Porches, 1 Kayak w/life preserver, Shared Dock. The unobstructed view of Eel Creek and Little Oyster Bay will get your attention at sunrise and sunset! Put your kayak in the...
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    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    1.7 kilometres from Captain Timothy Hill House
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
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    Amenities: Central A/C, W/D, Microwave, Dishwasher, TV, DVD, Screened Porch, Outside Shower & 2 decks Bring your kayaks and kids! This is a bright tastefully decorated rancher! Nice crabbing dock for great sunrises. Garage has been converted into a separate living space with a TV and couch,...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    1.3 kilometres from Captain Timothy Hill House
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, Microwave, W/D, Cable, HD Flat Screen TV, Sling TV (Bring your own login for Amazon/Netflix), DVD, Internet, Outside Shower (cold only), Screen Porch, Charcoal Grill Comfortable Island home packed with amenities. Sea Pines offers a nice shady yard and back screened porch in...
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    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Sunshine House - Single Family Home - In Town1 / 12
    (1)Excellent
    1.8 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 15 June 2021
    We loved our week spent at this house. We booked through and online company but when I was in touch with the local rental company (Harbor Rentals) they said it was cheaper to...
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    About this property
    Amenities: Central A/C, Cable TV, WiFi, Microwave, Dishwasher, W/D, Screened Porch, Outside Shower Walk to restaurants, shopping, etc. from this quaint, in-town home. Rinse off after a long day at the beach in the outside shower. Relax on the spacious screened in porch and enjoy the sea air...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.4 kilometres from Captain Timothy Hill House
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, W/D, Microwave, 3 TVs, Cable TV Downstairs, DVD, Dishwasher, WiFi, Rear Deck, Gas Grill, Outside Shower, Fenced in Backyard Located just steps away from Fir Landings Public Boat Launch, this spectacular property is sure to please the boater in your family with its quick and...
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    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    1.4 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    Pet friendly
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    About this property
    Amenities: Central A/C, Dishwasher, Microwave, Keurig, TV, W/D, Deck, WiFi, Enclosed Porch, Gas Grill, Outside Shower Totally remodeled traditional island home. Perfect for your vacation getaway! Located on private lane with large back yard. Master suite with an attached bedroom and bathroom. Two...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1.9 kilometres from Captain Timothy Hill House
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Central A/C, Dishwasher, 42' TV, DVD, WiFi, W/D, Microwave, Electric Fireplace, Deck, Community Boat Dock Comfortable and well equipped town home within walking distance to Maddox Boulevard. Great location if you want to be within minutes of shopping, restaurants and entertainment. The...
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    Chincoteague Island, Virginia
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.3 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Smoking allowed
    About this property
    Amenities: Central A/C, Microwave, Direct TV, 2 TVs, DVD, Dishwasher, W/D, Fireplace, WiFi, Charcoal Grill, Outside Shower, Deck, Screen Porch Goose Bay tucked away off the northern end of Main Street offers a tranquil and serene location with outstanding water views and sunsets over the...
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Stately Home on Chincoteague Island - Professionally Sanitized1 / 28
    (102)Very good
    1.7 kilometres from Captain Timothy Hill House
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Chincoteague Island, Virginia
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Vintage Watermans Home In Heart Of Chincoteague1 / 19
    (14)Average
    1.3 kilometres from Captain Timothy Hill House
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Chincoteague Island, Virginia
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Perfect Chincoteague Home for your small family getaway1 / 15
    (58)Very good
    4.6 kilometres from Captain Timothy Hill House
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Chincoteague Island, Virginia
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
    Newly Renovated Cottage On Main Street - Professionally Sanitized1 / 14
    (166)Very good
    1.7 kilometres from Captain Timothy Hill House
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
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    Chincoteague Island, Virginia
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Sunset Bay Villas on Chincoteague Island Waterfront Condo1 / 26
    (111)Excellent
    2.7 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Chincoteague Island, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Assateague Breeze - Water View - Water Access1 / 20
    (6)Very good
    0.9 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.7 kilometres from Captain Timothy Hill House
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Creekside Retreat is a delightful Chincoteague coastal cottage that’s perfect for couples, families, or small groups of friends -- and has everything you need for your getaway! The highlights: - Listen to the birds & frogs along our private backyard creek - Hang out around the fire pit - Relax...
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    Chincoteague, Chincoteague Island
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Sleeps 8 * Waterfront * Pet Friendly1 / 44
    (15)Excellent
    5.1 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    We invite you to stay and leave feeling 'as fresh as a daisy'1 / 16
    (8)Excellent
    4.8 kilometres from Captain Timothy Hill House
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Immaculate home, close to the bridge to Assateague, bike to the beach!1 / 29
    (27)Excellent
    2.3 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Chincoteague Island, Virginia
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Breathtaking views of the Sunset!1 / 19
    (5)Very good
    2.8 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Channel View - Water View - In Town1 / 31
    (8)Very good
    3.2 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Water Views * Newly Built * Great Floor Plan1 / 42
    (13)Excellent
    5.1 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1.4 kilometres from Captain Timothy Hill House
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Sunset Bay Villas 'Another Day in Paradise'  Amazing Water Views & Sunsets1 / 39
    (59)Excellent
    2.8 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Chincoteague Island, Virginia
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Pony Swim - Water Front - Water Access - Duplex1 / 19
    (17)Excellent
    4.4 kilometres from Captain Timothy Hill House
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Laughing Pony - Single Family Home - In Town1 / 23
    (8)Excellent
    2.2 kilometres from Captain Timothy Hill House
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    A stunning 3 Bedroom Waterfront Dream Condo that even allows your Family Dog!1 / 34
    (28)Excellent
    2.7 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2.9 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Eureka! on Deep Hole Creek - Waterfront!  Sleeps 12-16 book now for fall, winter1 / 30
    (24)Excellent
    1.5 kilometres from Captain Timothy Hill House
    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
    Channel Breeze - Water View - Single Family Home1 / 32
    (9)Excellent
    1.4 kilometres from Captain Timothy Hill House
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Quaint Canalside Chincoteague Island Home w/ Pier!1 / 26
    (44)Very good
    3.6 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Beautiful Waterview , fireplace discounted rates for fall 5-STAR. Newer home!1 / 32
    (94)Excellent
    2.2 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds1 / 31
    (120)Excellent
    3.5 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    At the Sea - Single Family Home - In Town1 / 46
    (4)Excellent
    2.7 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    First floor corner Villa * Direct access to bay * Boat Slip1 / 50
    (22)Very good
    1.2 kilometres from Captain Timothy Hill House
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Chincoteague, Chincoteague Island
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Captain's Rest - Lovely Waterfront on Marsh Island!1 / 41
    (17)Excellent
    2.3 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Terrace
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Blue Chair Bay - Water Front - Townhouse1 / 15
    (25)Excellent
    5.2 kilometres from Captain Timothy Hill House
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
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    Chincoteague, Chincoteague Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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