Home Vacation Home Rentals By Owner In Chincoteague, VA

Showing 120 Of 209 Vacation Rentals
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Exceptional(38)

$303.47

/ Nightly
Private Vacation Home

Goose Bay - Water View - Pet Friendly - Screened Porch, NO LINENS

Chincoteague, Virginia, United States

Amenities: Central A/C, Microwave, Direct TV, 2 TVs, DVD, Dishwasher, W/D, Fireplace, WiFi, Charcoal Grill, Outside Shower, Deck, Screen Porch.2Q, 1D, 1T, 2 Q Futons} (4 beds total / 2 Futons Sleeps 10)brbrGoose Bay tucked away off the northern end of Main Street offers a tranquil and serene location with outstanding water views and sunsets over the Chincoteague Bay and ponds. First Floor bedroom and two additional bedrooms with loft/sitting area on the second level. Very stylish 3 bedroom, 3 bath home with views and decks from almost every room. brPet friendly home $75. (per pet) will be added to your reservation. NO LINENS AND TOWELS PROVIDED SO BRING YOUR OWN OR CALL US TO RENT THEM.brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrbrBed Sizes: 2Q, 1D, 1T, 2 Q Futons(4 beds total / 2 Futons Sleeps 10)brbrSunday Change Overbrbr2026 Prime Season Rate $ 2100 per weekbr2026 Off Season Rate $ 1500 per week / $ 214 per night with 3 night minimum brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 3

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Bath 3

Bath

Sleep 10

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Exceptional(23)

$229.39

/ Nightly
Private Vacation Home

Sunrise - Waterfront home ,lg back waterfront deck. NO LINENS

Chincoteague, Virginia, United States

Amenities: Central A/C, Microwave, W/D, Smart TV, WiFi, Screen Porch, Deck, Docking space for small boat or kayakbrbrWake 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 side in the lovely Richardson's Landing community. Offers a large back deck and a separate screened area to sit and enjoy the amazing views. brbrTHIS HOUSE DOES NOT PROVIDE LINENS OR TOWELS. PLEASE BRING YOUR OWN OR CALL US TO RENT THEM.brbrCancellations made 30 days prior to arrival will receive 100% of refund  of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brBed Sizes: 1 Queen, 1 Bunk Bed (1 Twin & 1 Double), 1 Queen Sleep SofabrbrSunday Change Overbrbr2026 Prime Season Rates: $ 1400 per week / $ 200 per night ( 3 night minimum)br2026 Off Season Rates: $ 1050 per week / $ 150 per night (3 night minimum) brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 2

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Bath 2

Bath

Sleep 7

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Exceptional(20)

$282.12

/ Nightly
Private Vacation Home

Laughing Pony - Lovely renovated home, in town. LINENS & TOWELS PROVIDED.

Chincoteague, Virginia, United States

Amenities: Central A/C, Microwave, Dishwasher, W/D, TV, Cable, WiFi, Deck, Outside Shower, Charcoal Grill, Garage Available w/ beach chairs.brbrProud 3 story Traditional home located at the edge of town is rich in detail and history of the island. Beautiful renovations make this home just right for the whole gang. Just a few steps and walk to shopping and waterfront downtown plaza. Spacious rooms and large dining area leads out to back deck and outside shower. Garage available with Beach Chairs, Umbrellas, and Boogie Boards, Charcoal Grill. This house provides linens and towels. brbr LINENS AND TOWELS PROVIDEDbrbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge, and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrBed Sizes: 1 King, 1 Queen, 2 Doubles, 3 TwinsbrbrSaturday Change Overbrbr2026 Rate Prime Season: $ 1953 per week / $ 279 per night with br2026 Rate Off Season: $ 1505 per week / $ 215 per night with 3 night minimumbrbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 4

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Bath 2

Bath

Sleep 10

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Exceptional(6)

$327.55

/ Nightly
Private Vacation Home

Misty Morning Spacious in town home, NO LINENS PROVIDED

Chincoteague, Virginia, United States

Amenities: Central A/C, Microwave, Dishwasher, Keurig and Regular Coffee Pot, W/D, TV, VCR, DVD, WiFi, Enclosed Porch, Charcoal Grill, Outside ShowerbrbrCharming and spacious island home offering a first floor bedroom and Outside Shower. Large kitchen and dining room is plenty of space for all the friends and family to gather together. Close to center of town, near restaurants, shopping and nightly entertainment. Perfect location if you want to be in the bustle! brbr THIS HOME DOES NOT PROVIDE LINENS OR TOWELS. PLEASE BRING YOUR OWN OR CALL US TO RENT THEM.brbrBOAT SLIP $75 - SLIP #47, CANNOT LEAVE BOAT TRAILER IN SUNSET BAY PARKING LOT. brMUST LAUNCH BOAT AT A PUBLIC DOCK. TO GET TO #47 SLIP, GO DOWN BREEZE WAY AT THE BACK OF MARINA AT SUNSET BAY, TURN RIGHT, THEN LEFT, IT WILL BE THE 2ND OR 3RD SLIP.brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less, then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge, and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrBed Sizes: 2 Queens, 1 Double, 4 Twinsbrbr br2026 Prime Season Rates $ 1750 per week / $ 250 per night 3 night minimumbr2026 Off Season Rates $ 1281 per week / $ 185 per night brbrbrbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 5

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Bath 2

Bath

Sleep 10

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Exceptional(37)

$229.69

/ Nightly
Private Vacation Home

West Haven - Spacious 3BR, 2 Bath Waterfront home with dock , NO LINENS

Chincoteague, Virginia, United States

Amenities: Central A/C, 2 Smart TV's , VCR, W/D, Microwave, Dishwasher, Deck, Dock, WiFibrbrEnjoy sunsets from this lovely waterfront home with a private dock!! Located on South Main Street, this home is the perfect spot if you want a beautiful view of the Chincoteague Bay. This home offers plentiful space, having a large, eat in kitchen, a sitting room and two additional living rooms!brbrTHIS HOUSE DOES NOT PROVIDE LINENS. PLEASE BRING YOUR OWN OR CALL US TO RENT THEM.brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrbrBed Sizes: 1 Queen, 1 Double, 2 Twins, 1 Queen Sleep SofabrbrSunday Change Overbrbr2026 Rate Prime Season: $ 1701 per week / $ 243 per night with br2026 Rate Off Season: $ 1106 per week / $ 158 per night with 3 night minimumbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(28)

$382.68

/ Nightly
Private Vacation Home

Channel Breeze - Water View - Fenced in Backyard NO LINENS OR TOWELS PROVIDED

Chincoteague, Virginia, United States

Amenities: Central A/C, W/D, Microwave, 3 TVs, Cable TV Downstairs, DVD, Dishwasher, WiFi, Rear Deck, Gas Grill, Outside Shower, Fenced in BackyardbrbrLocated 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 easy access to Little Oyster Bay. 2 first level bedrooms and 2 second level bedrooms, with a large open floor plan makes this home very enjoyable for large family or two family rental. Open decks, great vista's. Many new renovations, including new flooring and new furnishings. Fenced in back yard. Outdoor Shed w/ Beach Accessories ( Beach Chairs and beach toys).brbr No Linens Provided Bring your ownbrbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less, then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge, and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbr brBed Sizes: 2 King, 1 Queen, 2 Twin, 2 Single Pull-outsbrbrSaturday Change Overbrbr2026 Prime Season Rate $ 2175 per weekbr2026 Off Season Rate $ 1778 per week / $ 254 per night with 3 night minimum brbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 4

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Bath 3

Bath

Sleep 8

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$191.81

/ Nightly
Private Vacation Home

Pine Island Retreat - 3BR's, 1st & 2nd level porches NO LINENS PROVIDED

Chincoteague, Virginia, United States

Amenities: C/A, Microwave, W/D, 3 Screened Porches, Charcoal Grill, W/D, WiFi, Smart TV, Pet Friendly,brbrStep back in time in this traditional island home loaded with character and 3 screened porches! Tucked back off Eastside Drive this private setting is a perfect spot to unwind. Have your morning coffee on the second level porch with distance lighthouse views or dinner and drinks on the large screen porch off the kitchen. This home rents by the week only.brbrPet friendly home $75. per pet fee will be added to your reservation. THIS HOME DOES NOT PROVIDE LINENS OR TOWELS. PLEASE BRING YOUR OWN OR CALL US TO RENT THEM.brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less, then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge, and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrbrBed Sizes: 1 Queen, 1 Double, 3 Twin brbrSleeps 7brbrSaturday Change Over Daybrbr2026 Prime Season Rate $ 1106 per week 7 night minimum br2026 Off Season Rate $ 854 per week / $ 122 per night / 3 night minimum brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 3

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Bath 2

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Sleep 7

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Exceptional(13)

$696.71

/ Nightly
Private Vacation Home

Seas The Day - 4BR Waterfront,pier, boat dock,decks, LINENS&TOWELS PROVIDED

Chincoteague, Virginia, United States

Amenities: Central A/C, Cable TV, DVD, W/D, Microwave, Dishwasher, Foosball Table, Outside Shower, WiFi, Decks, Balcony, Private Pier & Boat Dock, Floating Dock. This house is protected by an outside surveillance system. brbrExtraordinary custom built Waterfront home. Enjoy the sunsets from the two level covered porches or from your private dock! With 4 bedrooms and 4 baths, beautiful interior with chef’s kitchen, large dining and living areas. Plenty of parking, large back yard. Great location, just a short walk to historic downtown and the famous firemen’s carnival! 2 Bikes and 2 Kayaks are available for Guest use. New floating dock and all new flooring upstairs for 2026!brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).This house is protected by an outside surveillance systembrbrThis house require both Security Deposit and the $70 Non-Refundable Security Protection Plan when renting. ***brbrLINENS AND TOWELS PROVIDED brbrBed Sizes: 4 Queens, 1 TwinbrbrSunday Change Overbrbr2026 Prime Season Rates $ 4130 per week / $ 825 per nightbr2026 Off Season Rates $ 3143 per week / $ 628 per night ( 3 night minimum)brCall Office for last minute availability. brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(60)

$317.03

/ Nightly
Private Vacation Home

Winder Station - 3BR Waterfront home w/ walking path to Kayaking ,NO LINENS

Chincoteague, Virginia, United States

Amenities: Central A/C, Dishwasher, Microwave, 2 Smart TVs w/Hulu & Prime, W/D, Decks, Internet, Screen Porch, Charcoal GrillbrbrEnjoy the sunsets from this waterfront home, tucked away off North Main Street. Private setting and pet friendly (2 pet maximum). Water access for kayaks and canoes. Upstairs offers a separate living room and a TV, perfect for friends and family to spread out. br brPet friendly home. $75. (per pet) will be added to your reservation. THIS HOME DOES NOT PROVIDE LINENS OR TOWELS. PLEASE BRING YOUR OWN OR CALL US TO RENT THEM.brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrbrBed Sizes: 1 Queen, 2 Doubles, 1 Queen Sleep SofabrbrSunday Change Overbrbr2026 Rate Prime Season: $ 1701 per week / $ 243 per night with 2 night minimum br2026 Rate Off Season: $ 1351 per week / $ 193 per night with 3 night minimumbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 3

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Bath 2

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Sleep 8

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Exceptional(39)

$302.6

/ Nightly
Private Vacation Home

Katydid - Water Front -3BR + loft home/Waterview LINENS & TOWELS PROVIDED

Chincoteague, Virginia, United States

Amenities: Central A/C, Microwave, Cable TV, 4 TV's, WiFi, Dishwasher, W/D, Upper Deck, Screen Porch. Linens and Towels Provided. brbrLovely, pristine home in serene waterfront location. Offering spectacular sunsets over the Chincoteague Bay. 3 Bedrooms + loft , 3 Baths. Tucked off of North Main Street down a quiet private lane. Beautiful vistas and a large screen porch make this handsome home a must have for your vacation. Decks off of every bedroom! brbrTHIS HOME DOES PROVIDE LINENS AND TOWELS. .brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrBed Sizes: 2 Queen, 2 Twin, Futon brbrSunday Change Overbrbr2026 Prime Season Rates $ 2254 per week/ $ 322 per night - 3 night minimumbr2026 Off Season Rates $ 1400 per week / $ 200 per night 3 night minimumbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 3

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Bath 3

Bath

Sleep 8

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Exceptional(15)

$177.98

/ Nightly
Private Vacation Home

Water's Edge - Water Front/Access - Townhouse with community pier, NO LINENS

Chincoteague, Virginia, United States

Amenities: Central A/C, Dishwasher, 42 TV, WiFi, Roku, Cable TV, W/D, Microwave, Electric Fireplace, Deck, Community Boat DockbrbrComfortable 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 unobstructed view of Eel Creek and Little Oyster Bay will get your attention at sunrise and sunset! Put your kayak in the water at the shared dock at high tide. Now has WiFi and a 42 TV. brbrNOTE: All vehicles included electric rented vehicles must be parked in a parking space or overflow parking no parking on grass or on waterside of property. brbrTHIS HOUSE DOES NOT PROVIDE LINENS OR TOWELS. PLEASE BRING YOUR OWN OR CALL US TO RENT THEM. brThis Property Accepts Weekly Rentals Only.***brbrCancellations made 30 days prior to arrival will receive 100% of refund  of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrBed Sizes: 2 Queens, 1 Bunk Bed w/Twins.brbrSaturday Change Overbrbr2026 Prime Season Rates $ 952 per week br2026 Prime Out Rates $ 847 per week brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 2

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Bath 2

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Sleep 6

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Exceptional(21)

$229.69

/ Nightly
Private Vacation Home

Vanity Fair - 4BR/2.5B w/lg screened in porch and decks! LINENS & TOWELS

Chincoteague, Virginia, United States

Amenities: Central A/C, Dishwasher, Microwave, Keurig, TV, W/D, Deck, WiFi, Enclosed Porch, Gas Grill, Outside Shower. LINENS AND TOWELS ARE PROVIDED. brbrTotally 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 additional bedrooms and loft, three levels of living space. Downstairs offers a living room and a separate sitting area. Just a short distance to seafood market and boat launch.brbr Linens and towels provided with this unit. brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrbrBed Sizes:1 King, 1 Queen, 5 TwinsbrbrSunday Change Overbrbr2026 Prime Season Rate $ 1351 ( weekly rental only prime season)br2026 Off Season Rate $ 1106 per week / $ 158 per night with 3 night minimumbrbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 3

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Bath 2

Bath

Sleep 7

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Exceptional(54)

$172.52

/ Nightly
Private Vacation Home

Blue Pearl Cottage - Single Family Home- Screen Porch - NO LINENS PROVIDED

Chincoteague, Virginia, United States

Amenities: Central A/C, Microwave, TV, WiFi, W/D, Screen Porch, Open Outside Shower, DeckbrbrWelcome to Blue Pearl Cottage, a lovely, sunny beach house, just minutes from fabulous beaches, wildlife and the quaint downtown of Chincoteague. This airy cottage has a large wrap-around deck, a screened porch , with all of the amenities of home. Naturalists will love the wildlife – spot hawks and hummingbirds from the deck. It has three bedrooms and two baths, tasteful furnishings, hardwood floors throughout. Wander to the end of the road to reach Assateague Channel, with views over the marsh to the lighthouse. A short drive or bike ride away is Assateague Island, designated as a national seashore and completely undeveloped. The island offers unparalleled opportunities to swim, sunbathe, hike, bike, fish, go crabbing, and surf. If you keep your eye on the sea, you might see dolphins breaching the water as they feed or magnificent brown pelicans skimming across the waves. A small bridge connects the island to Chincoteague. Back at Blue Pearl; relax on the porch or in the large garden playing croquet and ball games. If you're looking for a peaceful beach cottage for a romantic getaway or family vacation, you'll enjoy Blue Pearl. The charming town has a wide variety of locally-owned restaurants, shops, ice cream parlors, activities for children, and even a newly emerging art scene. If you like boardwalks, loud crowds, traffic jams or high rises, then Chincoteague is not for you. Please note the house does have a ramp but you also have to go up several steps to get into the house. brbr This house is NOT PET FRIENDLY. THIS HOME DOES NOT PROVIDE LINENS AND TOWELS. PLEASE BRING YOUR OWN OR CALL US TO RENT THEM.brbrCancellations made 30 days prior to arrival will receive 100% of refund  of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrBed Sizes: 1 Queen, 1 Double, 2 TwinsbrbrSaturday Change OverbrbrNOT PET FRIENDLY br2026 Rate Prime Season: $ 1106 per week / $ 158 per night with 3 night minimumbr2026 Rate Off Season: $ 805 per week / $ 115 per night with 3 night minimumbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****
Bed 3

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Bath 2

Bath

Sleep 6

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Home Most popular vacation rentals in Chincoteague