Vacation Home Rentals By Owner In Chincoteague, VA

Showing 209 Of 209 Vacation Rentals

$281.93

Fiddler Bay #6-End Unit Waterfront Townhome with Shared Crabbing Pier

Chincoteague, Virginia, United States

Wake up to tranquil waterfront living at Fiddler Bay #6, a beautifully maintained townhome offering direct bay access and unforgettable coastal scenery. Located on Chincoteague Island, this vacation rental is ideal for guests seeking boating, nature, and relaxation. A shared dock allows easy access for kayaking, canoeing, crabbing, and fishing, while the peaceful channel provides ever-changing water views throughout the day.brbrThe main level features an inviting open layout with comfortable seating, abundant natural light, and water views that bring the outdoors in. The kitchen is fully stocked for home-cooked meals, seafood feasts, or casual breakfasts before a day at the beach. A dining area and half bath add convenience for groups and extended stays.brbrUpstairs, two spacious bedrooms each include a private full bathroom, offering comfort and privacy. The primary suite includes a king bed and private balcony overlooking the water—perfect for unwinding after a day of exploring. The second bedroom offers a queen bed with trundle, making it family-friendly. Linens and bath towels are provided.brbrJust a short drive to Assateague Island Beach, the wild ponies, and the Chincoteague National Wildlife Refuge, this home is perfectly located for beach vacations, outdoor adventures, and memorable island escapes.

Bed

Bath

Sleeps

Exceptional(1)

$290.7

/ Nightly

Private Vacation Home

Edgewater- Waterfront on Oyster Bay.

Chincoteague, Virginia, United States

Situated on the edge of Oyster Bay, this charming home offers stunning sunrises and beautiful views of the bay and the surrounding natural setting. Oyster Bay is a quiet, peaceful community, and the home itself is very comfortably appointed with artistic decor throughout. A bulkheaded shoreline provides easy access for fishing and crabbing.brbrThe second floor features a bedroom with a queen bed and another with a full-size bed, connected by a Jack and Jill bathroom. There’s also a kitchen, dining, and sitting area on this level.brbrOn the first floor, the living room includes a TV, and there’s a bedroom with one full and two twin beds, along with a full bath. A cozy porch bar leads out to a patio and the nicely landscaped bayfront yard, perfect for enjoying the scenery.brbrExperience amazing views of the bay, nature, and unforgettable sunrises from this peaceful retreat.

Bed

Bath

Sleeps

Exceptional(4)

$298.63

/ Nightly

Private Vacation Home

Fiddler Bay #5- Waterfront Townhome w/ Shared Crabbing Pier

Chincoteague, Virginia, United States

Well-appointed and comfortable, this townhome offers stunning views of Assateague and the Lighthouse. Enjoy the shared pier for canoeing, crabbing, or simply taking in the water.brbrThe first floor features a living room, kitchen, and dining area, along with a private den that includes a queen sleeper sofa and a full bathroom with a shower stall. Upstairs, two bedrooms each offer a private bathroom. The rear bedroom is waterfront with a king bed and a balcony overlooking Assateague Channel, while the front bedroom features a queen bed.brbrBring your kayaks—this location is perfect for enjoying the water and the natural beauty of the area.

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Exceptional(2)

$228.84

/ Nightly

Private Vacation Home

Drop Anchor-Close to Memorial Park, Quiet Neighborhood

Chincoteague, Virginia, United States

Superbly appointed duplex unit located on a quiet cul-de-sac, Drop Anchor is an extremely comfortable home with charming beachy decor. Enjoy relaxing on the screened porch, rear deck, or in the grassy yard.brbrThe first floor features a well-equipped kitchen, living room, and dining area, along with one bedroom with a king bed and a full hall bathroom. Upstairs, two additional bedrooms include a king and two twins, sharing a full hallway bath that is also accessible from the primary king bedroom.brbrThe owner offers a 10% Military Discount, making this a perfect getaway for families or groups seeking comfort and convenience.

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Bath

Sleeps

Exceptional(6)

$473.07

/ Nightly

Private Vacation Home

2 Mi to Downtown: Tranquil Abode in Chincoteague!

Chincoteague, Virginia, United States

Spacious Private Yard | Screened Porch/Game Room | Pets Welcome w/ Fee | WFH FriendlybrbrA blissful island escape awaits at this Chincoteague vacation rental! With its perfect combination of historic charm and boutique finishes, this 3-bedroom, 1.5-bath home is ideal for enjoying a unique coastal getaway with your loved ones. Spend time in the cozy backyard, relax on serene shores, or watch the wild ponies at Chincoteague Island National Wildlife Refuge!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 twin bunk bedbr- Bedroom 3: 2 twin bunk bedsbr- Additional Sleeping: 2 twin air mattressesbrbrINDOOR LIVINGbr- Flat-screen TVs w/ cable, booksbr- Beautiful coastal artworkbr- Boutique accent furnishingsbr- Laptop-friendly workspacesbr- Sunroom w/ seating, dining areabrbrOUTDOOR LIVINGbr- Beach chairs & umbrellabr- Outdoor showerbr- Screened porch w/ ping-pong table & foosball tablebr- Pergola, outdoor dining areabrbrKITCHENbr- Center island backed w/ wine case wood, new countertopsbr- Refrigerator, stove/oven, dishwasherbr- Drip coffee maker, toaster oven br- Cooking basics, spices, trash bags/paper towels, dishware & flatware brbrGENERALbr- Central heating & A/C br- Washer/dryer, laundry detergent, iron/board br- Linens/towels, beach towels, complimentary toiletries, hair dryer br- Free WiFibrbrFAQbr- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- 2-story home, exterior stairs required to enterbr- Half bathroom on 1st floor, all bedrooms on 2nd floorbrbrPARKINGbr- Crushed seashell driveway (2 vehicles)br- Free street parking (first-come, first-served)brbr-- THE LOCATION --brbr- Peaceful neighborhood within 2 miles of shops & restaurantsbr- 3 miles to Assateague Island National Seashore, Maui Jack's Waterpark & Museum of the Chincoteague Islandbr- 4 miles to Chincoteague National Wildlife Refuge: beaches, lighthouse, pony viewingbr- 6 miles to Assateague Beachbr- 100 miles to Norfolk International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires exterior stairs to enter. While it offers a half bathroom on the 1st floor, interior stairs are required to access the bedrooms on the 2nd floor

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Bath

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$264.98

/ Nightly

Private Vacation Home

Three Pines- Screen Porch - Close to Town - Newly Renovated

Chincoteague, Virginia, United States

Amenities: Central A/C, TV, W/D, Microwave, Dishwasher, Screened PorchbrbrEnjoy your stay in this newly renovated historic island home locally known for its three majestic Loblolly Pines. Enjoy relaxing or eating outdoors in the screened-in porch that offers plenty of space for your group to spread out. Centrally located, Three Pines is just a walk or bike ride away from everything Chincoteague has to offer.brbr~This is a pet-free home~brbrOn the ground floor of this home, you'll find an open concept living/dining room, a small full bath with shower and washer/dryer combo, and an airy kitchen. Down just three steps from the kitchen, the large screened-in porch offers plenty of seating and another dining space.brbrThe three bedrooms and second full bath of this home are upstairs. The house comfortably sleeps eight, although trundles under the double beds allow flexibility in sleeping arrangements.brbrGuests will have access to the entire home, fully screened-in porch area, fenced-in backyard, and large front yard. There's plenty of parking on the property.brbrBed Sizes: 1Q, 2D, 4Tbrbr2026 $ 1393 weekly/ $ 199 nightly. ( 3 night minimum excluding Pony Swim Week ) brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

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$519.89

/ Nightly

Private Vacation Home

Waterfront 5 star: North End of Island. Private property borders Pony pasture!

Chincoteague, Virginia, United States

Baywatch House is a super clean waterfront home ideally located in a quiet and isolated location, perfect for a Chincoteague Island vacation. House borders a horse pasture where Chincoteague ponies and other horses roam.br Facing South looking over the water is the living room, dining room, kitchen, master bedroom and one of the other two bedrooms, a 50'+ deck with grill, lounge chairs, and dining area. The outside dining area is within view of the wonderful sunsets to the west and waterfront to the south.. Weber grill with all the tools provided. There is a large bonus room with dining areas facing North and West so beautiful views of sunsets are possiblebrMain living space: There are 3 bedrooms: Master bedroom has a comfortable king bed with 2 closets and private bathroom with a walk in shower & 6' soaking tub. Waterfront Bedroom #2 has a comfortable queen bed and direct access to a Jack and Jill bathroom with a tub/shower combo. Salt Marsh Estuary View Bedroom #3 has a queen bed & twin daybed with direct access to Jack and Jill bathroom shared with BR #2. The 3rd 3 piece Bathroom has a shower and is downstairs next to the laundry room. Nice bed linens, towels, washcloths, hair dryers and bath soaps are provided. Starter paper products are provided for both the kitchen and baths. Mr. Coffee type coffee maker is in the kitchen. Town is a 7 minute drive from the house.brbrOversized Washer & Dryer with laundry detergent are located on the ground floor. brWireless Internet , Satellite TVbrBeach chairs, beach towels, cooler are provided.

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Exceptional(25)

$277.6

/ Nightly

Private Vacation Home

Sea Ridge-Pet Friendly-Fenced Yard/Firepit-Screened Porch,NO LINENS PROVIDED

Chincoteague, Virginia, United States

Choose this comfortably furnished and nicely renovated home featuring a restful beach décorbrand a private pier for guests! Enjoy your vacation your way! Go fishing or crabbing, or paddlebrthe canoe for an exploring adventure along the canal. Sun on the deck by yourself or whilebrwatching children or pets play happily in your fenced backyard. Read and rock away your caresbron the screened front porch as you feel refreshing sea breezes, enjoy pleasant shade and hearbrthe wind in the pines. Have fun family times in the spacious and open living area that even hasbra great spot for playing games or doing puzzles together. Meals are easy and enjoyable in thebrwell-stocked kitchen and adjacent dining room. The large master bedroom has a TV, privatebrbathroom and walk-in closet. Two additional bedrooms provide sleeping spaces for your family.brThis home is located close to other rentals which can help to accommodate larger families.brbrLimit 2 pets.brbrNO LINENS AND TOWELS PROVIDED. PLEASE BRING YOUR OWN, OR CALL HARBOUR RENTALS TO RENT FOR YOUR STAY.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: 2 Queen, 1 Bunk (Twin over Twin) and 1 Futon (full). Sleeps 7 to 8.brbrSUN Change Overbrbr2026 Prime Season Rates $ 1848 per week / $ 264 per night br2026 Off Season rates $ 1204 per week / $ 172 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

Bath

Sleeps

Exceptional(2)

$254.12

/ Nightly

Private Vacation Home

No Egrets | 2BR Waterfront Townhome w/ Shared Deepwater Dock & Bay Views

Chincoteague, Virginia, United States

Experience the best of Chincoteague Island waterfront living at No Egrets, a spacious three-story townhome with breathtaking views of Chincoteague Bay. Perfect for families, couples, or small groups, this beautifully designed home offers multiple balconies, direct access to a shared deepwater dock, and plenty of space to relax and unwind.brbrFrom sunrise coffee on the balcony to evening sunsets over the bay, No Egrets provides a serene coastal escape where every moment can be enjoyed by the water. Fish, crab, or simply watch the boats go by from the dock while soaking in panoramic views across to Chincoteague Island.brbr---brbrThe SpacebrbrThe first floor features:brbrOpen living and dining area with large windows and a balcony overlooking the baybrFully equipped kitchen with everything needed to prepare mealsbrConvenient half bathroom for guestsbrbrUpstairs, the king bedroom suite offers:brbrPrivate waterfront balconybrFull bathroom accessible from both the bedroom and hallwaybrComfortable king bed with premium linensbrbrThe third floor includes a versatile bedroom with:brbrQueen bed plus a queen trundle, perfect for kids or extra guestsbrPrivate balcony with stunning water viewsbrAdditional space to relax, read, or enjoy the scenerybrbr---brOutdoor & Waterfront AmenitiesbrbrShared deepwater dock ideal for fishing, crabbing, or launching small boats and kayaksbrMultiple waterfront balconies with sweeping views of Chincoteague BaybrPerfect setting for morning coffee, evening drinks, or watching wildlifebrbr---brbrPrime Chincoteague LocationbrbrLocated in a quiet, scenic area, No Egrets combines peaceful waterfront living with easy access to local restaurants, shops, and Chincoteague Island attractions. Explore the nearby beaches, bike trails, and wildlife of Assateague Island, just minutes away.brbr---brbrWhy Guests Love No EgretsbrbrSpacious 3-story layout perfect for families or groupsbrWaterfront king suite and third-floor bedroom with balconiesbrShared deepwater dock for fishing, crabbing, and boatingbrStunning views across Chincoteague BaybrPeaceful, scenic location with easy access to island activitiesbrbr---

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Sleeps

Rent a place that suits your needs

Cottage

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Most popular vacation rentals in Chincoteague

Exceptional(2)

$587.78

/ Nightly

Private vacation home

Sunset View - 4BR Water Front -Water Access, Gazebo, fire pit LINENS INCLUDED

Chincoteague, Virginia, United States

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Exceptional(2)

$467.77

/ Nightly

Private vacation home

Stunning home in Sibenik

Sibenik, Sibenik-Knin, Croatia

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Exceptional(2)

$468.43

/ Nightly

Private vacation home

Kingslanding- 4BR | Canalfront | Screened Porch

Chincoteague, Virginia, United States

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Bath

Sleeps

Exceptional(2)

$473.07

/ Nightly

Private vacation home

2 Mi to Downtown: Tranquil Abode in Chincoteague!

Chincoteague, Virginia, United States

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Bath

Sleeps

Exceptional(2)

$481.96

/ Nightly

Private vacation home

Misty Manor! Updated Cottage Near Beach! Water Access, Linens Included!

Chincoteague, Virginia, United States

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Bath

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Exceptional(2)

$494.12

/ Nightly

Private vacation home

A charming recently renovated 2BR, 2BA home! Pony Penning Week Available

Chincoteague, Virginia, United States

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Bath

Sleeps

Exceptional(2)

$500.30

/ Nightly

Cottage

COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL

Chincoteague, Virginia, United States

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Bath

Sleeps

Exceptional(2)

$505.54

/ Nightly

Condo

Sunset Bay Villa #315- Waterfront Condo w/ Pool & Gym

Chincoteague, Virginia, United States

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Bath

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Exceptional(2)

$576.21

/ Nightly

Private vacation home

Above The Bay - SFH - WF w/Views Everywhere. Brand New Home, Linens included

Chincoteague, Virginia, United States

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Bath

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Exceptional(2)

$1034.70

/ Nightly

Private vacation home

Epiphany-Deep Hole Creek-Chincoteague - Deep Water Dock! 2 King 4 Twin 5 Bath

Chincoteague, Virginia, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Chincoteague, VA

$281.93

$290.7

$298.63

$228.84

$473.07

$264.98

$519.89

$277.6

$254.12

Rent a place that suits your needs

Most popular vacation rentals in Chincoteague

$587.78

$467.77

$468.43

$473.07

$481.96

$494.12

$500.30

$505.54

$576.21

$1034.70

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