Vacation Home Rentals By Owner In Chincoteague, VA

Amenities: Central A/C, Dishwasher, TV w/Chromecast only (no cable), DVD, WiFi, W/D, Microwave, Deck, 2 open decks, Shared Dock. New for 2026 Pet Friendly !! brbr Put your kayak in the water at the shared dock at high tide. WiFi available.Community Boat Dock.). NOTE: 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. New for 2026 Pet Friendly !! brbrLINENS ARE NOT 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).brbrPet friendly home $75.00 (per pet) fee will be added to your reservation. Ring security camera at entrance door. NOTE: 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. LINENS AND TOWELS ARE NOT PROVIDED SO BRING YOUR OWN OR CALL US TO RENT THEM.brbrbrSaturday Change Overbrbr2026 Prime Season Rate $ 1400 per week ($ 200 per night) 3 night minimumbr2026 Pony Swim Rate $ 1505 per week ( $ 215 per night) Weekly Rental Only Pony Swim br2026 Off Season Rates $ 1106 per week $ 158 per night 3 night minimum brbrbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Captain's Quarters -Water Front- Water Access-Pet Friendly-NO LINENS

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$272.33

Welcome to Happy Ours, your perfect Chincoteague Island vacation rental for a relaxing and fun-filled beach getaway. This 3-bedroom, pet-friendly home offers everything you need for a comfortable stay, including a fenced-in yard, fire pit, & bikes—ideal for families, couples, and your furry friends.brbrLocated in a quiet neighborhood, Happy Ours provides a peaceful retreat while still being close to local attractions, dining, and the natural beauty of Assateague Island. Whether you're exploring the island, biking around town, or relaxing by the fire pit, this home makes it easy to enjoy the best of Chincoteague.brbrThe Space – Easy One-Level LivingbrThis home features a convenient and open single-level floor plan, perfect for families and guests of all ages:brbr* Updated, fully equipped kitchen for preparing meals and seafood feastsbr* Open dining area and cozy living room with TV for relaxing eveningsbr* Bright and comfortable layout designed for easy livingbrbrSleeping Accommodationsbrbr* Primary Bedroom: King bed with private half bathbr* Bedroom 2: Queen bedbr* Bedroom 3: Two twin bedsbr* Full hallway bathroombr* Linen service included for all bedsbrbrOutdoor Living & Amenitiesbrbr* Fenced-in yardbr* Fire pit for evening gatheringsbr* Fish cleaning station for anglersbr* 4 bikes included for exploring the islandbr* Beach gear provided for easy beach daysbr* Community kayak and canoe launch nearbybrbrPet-Friendly Perksbrbr* Up to 2 pets allowed (additional fee applies)br* Large yard for outdoor playbrbrPrime Chincoteague LocationbrEnjoy a quiet residential setting just minutes from shops, restaurants, and the beaches and wildlife of Assateague Island, including the famous wild ponies. Whether you're biking, kayaking, fishing, or relaxing, everything you need is within easy reach.brbrWhy Guests Love Happy Oursbrbr* Pet-friendly home with fenced yardbr* Easy one-level layoutbr* Fire pit, bikes, includedbr* Close to kayak launch and outdoor activitiesbr* Ideal for families and relaxing beach vacationsbrbrYour Chincoteague Getaway Starts HerebrWhether you're planning a beach trip, fishing adventure, or relaxing island escape, Happy Ours has everything you need to feel right at home.

Happy Ours | Pet-Friendly Chincoteague Home w/ Fenced Yard, Firepit & Bikes

Chincoteague, Virginia, United States

3

Bed

Bath

Sleeps

$362.81

Enjoy a wonderful location on a quiet street, just a short bike ride to the beach. This charming one-level home features an updated, fully equipped kitchen, a dining area, and a cozy living room with a TV.brbrThe first bedroom offers a king bed and TV, with a full hallway bathroom nearby. The second bedroom has a queen bed, and the third bedroom has two twin beds; these share a convenient Jack & Jill half bath. Linen service is provided for all beds.brbrDriftwood includes four bikes, a brand-new, fully enclosed outdoor shower, and a community kayak and canoe launch just down the street—perfect for enjoying the water and the outdoors.

Driftwood-Fire Pit, Bikes, Close to Beach

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$220.16

Amenities: Central A/C, Cable TV, WiFi, Microwave, Dishwasher, W/D, Screened Porch, Outside Shower, Gas GrillbrbrWalk 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 without the mosquitoes. Ask for nearby houses if large family. WiFi Available. Upstairs offers a master suite with a private, completely remodeled bathroom and 2 bedrooms and a full bath. 1/2 bath downstairs. brbrTHIS HOUSE 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, 4 TwinsbrbrSaturday Change Overbrbr2026 Prime Season Rates $ 1204 per weekbr2026 Off Season Rates $ 1001 per week / $ 143 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. ****

Sunshine House - 3BR home close to everything, screen porch! No Linens

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$414.33

Nestled in a quiet location in Chincoteague, this delightful 2 story offers 3 cozy bedrooms - 2 queen beds, 1 bunk bed with lower double bed and 1 twin bed. With amenities like AC, heating, spacious rooms, guests can relax in comfort. The 2.5 bathrooms are equipped with a showers and amenities for convenience. It's easy to see why you'll be able to unwind at our place.

Brand new built 2025 double porch house views over Chincoteague Channel

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$359.42

Welcome to the NEW Blufin Bungalows Marina, located directly on the bay in Chincoteague Island, Virginia! Indulge in the epitome of luxurious glamping at Blufin Bungalows and Marina! Nestled on the picturesque Chincoteague Island, our waterfront bungalows offer an unparalleled blend of comfort, convenience, and charm. br brYour Home Away from Home:brStep into your own private oasis, where every detail has been meticulously crafted for your comfort. Our bungalows boast a private bedroom, kitchen, bathroom (with shower), and bayfront porch, ensuring you have all the amenities you need for a relaxing stay. Whether you're whipping up a delicious meal or unwinding with a hot shower after a day of exploration, you'll find everything you need right at your fingertips.br brComfortable and Spacious Accommodations:brUnwind in style in our thoughtfully designed bungalows, featuring a queen bed in a private bedroom and bunk beds in their own cozy enclave. With ample space for the whole family or a group of friends, our accommodations offer the perfect balance of comfort and convenience.br brOutdoor Living at Its Finest:brSavor the colorful Chincoteague Island evenings on your private screened-in porch, where you can bask in the gentle sea breeze and soak in the serene surroundings. Our outdoor living spaces provide the ideal backdrop for memorable moments with loved ones, from leisurely breakfasts to evening cocktails under the stars. Did we mention we have the best sunset views on the island br brResort-Style Amenities:brTake full advantage of our resort amenities during your stay, including exclusive access to our sparkling pool the perfect spot to cool off and unwind on a sunny day. For those looking to explore the island in style, why not rent a Moke, a low speed island vehicle, and embark on a scenic adventure The possibilities for relaxation and adventure are endless at Blufin Bungalows and Marina.br brDiscover Chincoteague Island:brImmerse yourself in the natural beauty and rich history of Chincoteague Island, where pristine beaches, charming shops, and delectable seafood await. From wildlife watching at Chincoteague National Wildlife Refuge to strolling along the picturesque waterfront, there's something for everyone to enjoy.br brYour Perfect Island Getaway Awaits:brEscape the ordinary and experience the ultimate retreat at Blufin Bungalows and Marina. Whether you're seeking relaxation, adventure, or a little bit of both, our bungalows offer the perfect sanctuary for your Chincoteague Island getaway. Book your stay today and make memories that will last a lifetime!br* brbrFinal sites, renderings, accommodations, amenities, color schemes, and landscaping may vary from the images shown and are subject to change without notice.

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$324.55

Welcome to the NEW Blufin Bungalows Marina, located directly on the bay in Chincoteague Island, Virginia! Indulge in the epitome of luxurious glamping at Blufin Bungalows and Marina! Nestled on the picturesque Chincoteague Island, our waterfront bungalows offer an unparalleled blend of comfort, convenience, and charm. br brYour Home Away from Home:brStep into your own private oasis, where every detail has been meticulously crafted for your comfort. Our bungalows boast a private bedroom, kitchen, bathroom (with shower), and bayfront porch, ensuring you have all the amenities you need for a relaxing stay. Whether you're whipping up a delicious meal or unwinding with a hot shower after a day of exploration, you'll find everything you need right at your fingertips.br brComfortable and Spacious Accommodations:brUnwind in style in our thoughtfully designed bungalows, featuring a queen bed in a private bedroom and bunk beds in their own cozy enclave. With ample space for the whole family or a group of friends, our accommodations offer the perfect balance of comfort and convenience.br brOutdoor Living at Its Finest:brSavor the colorful Chincoteague Island evenings on your private screened-in porch, where you can bask in the gentle sea breeze and soak in the serene surroundings. Our outdoor living spaces provide the ideal backdrop for memorable moments with loved ones, from leisurely breakfasts to evening cocktails under the stars. Did we mention we have the best sunset views on the island br brResort-Style Amenities:brTake full advantage of our resort amenities during your stay, including exclusive access to our sparkling pool the perfect spot to cool off and unwind on a sunny day. For those looking to explore the island in style, why not rent a Moke, a low speed island vehicle, and embark on a scenic adventure The possibilities for relaxation and adventure are endless at Blufin Bungalows and Marina.br brDiscover Chincoteague Island:brImmerse yourself in the natural beauty and rich history of Chincoteague Island, where pristine beaches, charming shops, and delectable seafood await. From wildlife watching at Chincoteague National Wildlife Refuge to strolling along the picturesque waterfront, there's something for everyone to enjoy.br brYour Perfect Island Getaway Awaits:brEscape the ordinary and experience the ultimate retreat at Blufin Bungalows and Marina. Whether you're seeking relaxation, adventure, or a little bit of both, our bungalows offer the perfect sanctuary for your Chincoteague Island getaway. Book your stay today and make memories that will last a lifetime!br* Final sites, renderings, accommodations, amenities, color schemes, and landscaping may vary from the images shown and are subject to change without notice.

Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$335.47

This fully updated townhome offers breathtaking views of Assateague Island and the iconic Lighthouse. A private pier provides the perfect spot for launching kayaks, crabbing, or fishing, while the calm waters of the Assateague Channel are ideal for kayaking, birdwatching, or simply relaxing by the water. Enjoy spectacular sunrises, sweeping salt marsh vistas, and sightings of the famous Chincoteague ponies right from your home.brbrMain Floor:brThe main floor features a cozy bedroom with a full bed and convenient half bath in the hallway. The fully equipped kitchen, with eat-in dining, opens to a nicely appointed living room, creating a perfect space for family meals and gatherings. Step out onto the spacious waterfront balcony to soak in the incredible views, enjoy a morning coffee, or unwind with an evening drink as the sun sets over the channel.brbrSecond Floor:brUpstairs, the main waterfront queen bedroom boasts a private bath and a large balcony with comfortable seating to fully take in the scenery. The additional bedroom includes a queen bed and twin-over-twin bunk beds, with an adjoining full bathroom. This layout is perfect for families or groups, providing both privacy and space to gather.brbrParking is available for two vehicles, with additional parking conveniently located at the Island Getaways office. This townhome is an ideal retreat for those seeking comfort, convenience, and unmatched waterfront views on Chincoteague Island.brbr**Second Floor:**brIncludes a waterfront queen bedroom with a private bath and large balcony, as well as an additional bedroom with a queen bed and bunk beds (twin over twin) with a full bathroom.brbrParking is available for two cars, with additional vehicles accommodated at the Island Getaways office.

Salty Pinecone- Waterfront w/ Lighthouse Views & Boat Dock

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$646.89

This gorgeous home is located directly on the Assateague Channel and offers breathtaking views. Enjoy amazing sunrises and birdwatching from the decks and the waterfront screened porch.brbrA water lover’s paradise, the property features a large pier and deep-water boat dock with ladder, while the floating dock is perfect for launching kayaks. Located in desirable Piney Island, the home is conveniently close to dining, shopping, bike rentals, and more, and just minutes from Assateague National Seashore, the beach, and the wild ponies.brbrThe large, screened porch is ideal for gatherings.brbrThe first floor features a spacious open living room, a fully equipped kitchen, and a waterfront dining area. A separate den offers stunning views. One bedroom has a queen bed and a twin trundle (2 twins) with a full bathroom in the hall. A large laundry room is also on this level.brbrThe second floor features the main bedroom with a king bed, private waterfront balcony, and a large bathroom with a soaker tub and spectacular views. The third bedroom has a full bed, and the fourth bedroom has a queen bed, a sitting area, and waterfront views, sharing an adjoining full bathroom in the hallway.brbrA shared community kayak launch is nearby.

Mermaid Manor- 4BR Waterfront | Private Pier | Close to Beach

Chincoteague, Virginia, United States

4

Bed

Bath

10

Sleeps

$434.25

Beautiful, newly built home located on a quiet lane in the Richard's Landing Community. Enjoy great views looking down the canal toward Oyster Bay and relaxing outdoor living on the expansive decks and screened porch. Tasteful, beachy decor creates a serene atmosphere, and no expenses have been spared for your vacation enjoyment. The reverse floor plan provides fantastic water views from the second-floor main living areas.brbrThe first floor features a primary bedroom with a king bed, private full bath with walk-in shower, and access to the lower deck. A second bedroom has a queen bed with deck access, while a third bedroom offers a pyramid bunk (twin over full). A private den provides an additional sleeping area with a queen sleeper sofa. A fully equipped laundry room and an adjoining shared full bath with tub/shower combo completes this level. The thoughtful coffee bar includes a Keurig maker and beverage fridge.brbrThe second floor features the living room, fully equipped kitchen, dining area, and a half bath. The fourth bedroom, a second primary, has a king bed with a private full bathroom and walk-in shower.brbrOutdoor amenities include a gas grill and firepit, perfect for relaxing after a fun-filled day at the beach. Please note that this property does not have direct access to the canal.

Rising Tide-4 BR | Screened Porch | Fire Pit

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$309.33

Located on the quaint Chincoteague Island, our charming 2 bedroom/2 full bath CoZyQ home is nestled on a quiet road with a relaxing view of a small horse farm from the back screened porch. With a queen bed, 2 XL Twin beds, and 2 full size futons, CoZyQ comfortably accommodates 6 people…a portable crib and highchair are also provided. Restaurants, shopping, tennis courts, Memorial Park, and the fairgrounds are an easy walk or bike ride away. The Maui Jack’s Water Park and the entrance to Assateague Island National Park are approximately 1.5 - 2 miles away, and the beach is 3 miles away. CoZyQ offers all the necessities needed for a stress free and relaxing visit. No need to haul in bottled water…CoZyQ has a whole house water softener system and a water and ice reverse osmosis system at the refrigerator and kitchen sink. The kitchen is furnished with a plentiful assortment of kitchen essentials and a gas stove to satisfy the desires of the family chef. Both a Keurig and drip coffee makers, toaster oven, microwave, dishes, pots and pans, blender, slow cooker, flatware, spices, and other cooking accessories are available. Three TV’s with Roku guest devices and a DVD/Blu-ray player, high speed internet, movies, puzzles, games, and books for various age groups provide entertainment for relaxing evenings. Wall mounted hair dryers, washer and dryer, ironing board/iron, bed linens, bath towels, beach towels, beach chairs, umbrellas, boogie boards, coolers, ice packs, a beach wagon, a gas grill and an outdoor shower are provided for your convenience. Additionally, 2 air purifiers and introductory bath/dish/laundry soap, paper towels, and toilet paper are provided. EV charging station (40 amp) is available. We are confident that CoZyQ will meet your comfort, cleanliness, and convenience standards for an enjoyable visit to Chincoteague Island.

CoZyQ is a 2-bedroom, 2 full baths cottage in charming Chincoteague Island, VA

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$468.43

Enjoy a prime location in the quiet Oyster Bay Community with this coastal-style home featuring a private boat dock. Launch your boat at the community’s private launch just around the corner, or spend the day crabbing from the dock or bulkheaded shoreline.brbrThe large screened porch is perfect for gathering with family and friends, while the spacious living room with cathedral ceiling, full kitchen, and dining area provide a comfortable and open space for relaxing indoors.brbrThis one-story home features four bedrooms—three with queen beds and one with a full bed. A shared full hallway bathroom with tub/shower combo and a second full hallway bathroom with a shower stall serve the bedrooms. The laundry room is conveniently attached to the fourth bedroom.brbrAfter a day on the water or beach, rinse off in the fully enclosed outdoor shower with hot and cold water.

Kingslanding- 4BR | Canalfront | Screened Porch

Chincoteague, Virginia, United States

4

Bed

Bath

8

Sleeps

$238.76

This beautifully updated unit offers spectacular views of the Assateague Channel, salt marshes, lighthouse, and the famous Chincoteague ponies. Large, spacious balconies provide a birdwatcher’s paradise and the perfect place to enjoy breathtaking sunrises.brbrThe shared pier is ideal for crabbing and for launching kayaks and canoes—and the property includes two single kayaks for guest use. A Blackstone grill adds even more convenience for outdoor cooking and waterfront dining.brbrMain Floor:brThe fully stocked kitchen features an impressive coffee bar, access to the rear deck, and a convenient half bath. The dining area and inviting living room open to the waterfront balcony, where you can take in panoramic views of Assateague.brbrUpper Level:brThe waterfront king bedroom offers expansive views of Assateague Island and unforgettable sunrises from the private balcony. The rear bedroom includes two queen beds. Both bedrooms feature private full bathrooms with tub/shower combos.brbrAn enclosed outdoor shower with hot and cold water provides the perfect place to rinse off after a day at the beach.

Misty Sunrise- 2BR | Waterfront | Shared Pier

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$323.61

Charming Chincoteague Waterman's Cottage perfectly blends historic character with modern comforts, making it an ideal retreat for families or small groups. Nestled in a peaceful, waterfront setting, this home offers a private pier for crabbing and fishing, as well as a bulkheaded shoreline perfect for launching kayaks or simply enjoying the water. Spend your mornings sipping coffee on the front screened porch while taking in the tranquil views, and unwind each evening with spectacular sunsets over the water.brbrThe main level features a fully equipped eat-in kitchen, dining room, and comfortable living room, along with two full bathrooms for convenience. Upstairs, two cozy bedrooms each feature a queen bed, providing restful accommodations for all guests. Outside, a fenced yard offers space for relaxation or outdoor activities. With its combination of water access, charming interior, and family-friendly layout, this cottage provides the perfect base for a memorable Chincoteague vacation.

Sandy Gem- 2BR Waterfront | Pier | Sunsets

Chincoteague, Virginia, United States

Bed

Bath

5

Sleeps

$260.64

A Fantastic One-of-a-Kind Retreat Overlooking Memorial Park & Assateague ChannelbrbrTucked away in a quiet, secluded setting yet wonderfully close to all the island’s favorite activities, this charming home offers the best of both worlds. Wake up to breathtaking sunrises from the privacy of your screened porch as the light dances across the Assateague Channel.brbrInside, you’ll find a thoughtfully designed space featuring a well-equipped kitchen with a breakfast bar, a cozy living room perfect for unwinding after a day of exploring, and a comfortable queen bedroom paired with a full bath. A queen futon mattress is available for additional sleeping flexibility.brbrA separate studio office provides a peaceful place to work or daydream, complete with inspiring water and park views.brbrOutdoors, you’ll discover inviting living spaces, including relaxing hammocks where you can sway in the breeze, sip your morning coffee, or settle in with a good book. It’s the perfect spot to soak in the natural beauty that surrounds you.

Park Place- 1BR w/ Bonus Loft | Views

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$183.97

Enjoy pond-front living at Salt Water Sunrise. This end-unit townhome is beautifully furnished and offers stunning views. Just a short walk to Memorial Park, where you can enjoy the playground, fishing, kayaking, tennis, and more. Relax on the back deck overlooking the pond.brbrThe first floor features a fully equipped eat-in kitchen, a comfortable living room, and a convenient half bath. The second floor includes two bedrooms: the first bedroom has a king bed, a balcony with great views, and a private full bath; the second bedroom has two queen beds and a desk. A full shared bathroom is located in the hallway.brbrTake a leisurely stroll to watch the famous Pony Swim!

Saltwater Sunrise- 2BR | Pond Front | Close to Park

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$1121.42

The Tree House & Casita — Expanded, Renovated, and Better Than Ever!brbrLocated in the highly sought-after Piney Island community, this exceptional property sits as close as you can get to the Assateague beach entrance. Completely reimagined from top to bottom, The Tree House — the tallest home on Chincoteague Island — now features sleeping for 15, multiple indoor and outdoor gathering spaces, three heated screened-in porches, four decks, including two with panoramic Assateague Channel and Lighthouse views, and two indoor family rooms.brbrThe adjacent lot adds even more fun with a concrete basketball court, a smokeless fire pit, plenty of space for outdoor games, and the expanded 1300-square-foot Casita, complete with its own full bath, kitchenette, TV area, and full game room.brbrThe first floor welcomes you with a mudroom — the perfect place to drop sandy shoes and beach towels — and access to the elevator, which travels to the fourth level. This makes unloading luggage, groceries, and gear incredibly easy.brbrThe second floor sleeps nine or more guests and includes three bedrooms and two full bathrooms. The Blue Room features a queen bed and a single-over-single bunk bed and opens directly onto a deck. The Yellow Room has a queen bed and a single bed. The Green Room, which adjoins the Yellow Room via a pocket door, offers a full bed and a fold-away single bed and has direct access to a heated screened-in porch. This porch includes a hammock, a swing chair, and an attached open deck with a conversation seating area. Also on this level are two full bathrooms, a laundry room, and a hallway desk space.brbrThe third floor is the main gathering space, where everyone naturally comes together. Enjoy gorgeous water views from the living and dining rooms. The renovated kitchen includes a separate beverage refrigerator, a dishwasher, and a full oven and stove. This level also offers a large flat-screen television, a convenient half bath, a heated screened-in porch with a spacious dining table, and an outdoor deck with a railing bar top and gas grill.brbrThe fourth floor sleeps six or more and includes two additional bedrooms. The Pine Room features a king-sized bed and a home office with a fold-away bed. The Red Room offers a full bed with a twin trundle and an additional twin bed. A full bathroom is located on this floor, along with a private screened-in porch equipped with a hammock and spectacular views of the Assateague Channel and lighthouse.brbrAt the very top is the extraordinary Tower Room — more than 40 feet above ground — offering the two highest decks on Chincoteague Island. From here, you can enjoy panoramic views of Piney Island, Assateague Island, Wallops Island, and the Assateague Channel. The room includes built-in seating, a cozy mattress nook, and a television. It is truly unforgettable.brbrThe Casita has also been fully expanded and renovated. It includes a kitchenette with a wet bar, refrigerator, dishwasher, and microwave, as well as a full bathroom with a shower, a TV room with comfortable sofas, and a full game room that features a pool table, ping pong, and foosball.brbrAdditional amenities include an EV charger, kayaks, bikes, a smokeless fire pit, an outdoor shower, and a concrete basketball court. The location allows for easy walks to restaurants, shops, and Assateague Island, and a community kayak launch is just a short stroll away.

Treehouse- Fire Pit, Basketball Court, Bikes, Kayaks & Casita w/ Game Room

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$294.27

Amenities: Central A/C( new for 2023) , Microwave, Dishwasher, W/D, WiFi, Smart TV w/Roku,DVD, Screen porch, Outside Shower, Dual Grill ( both propane and charcoal) LINENS AND TOWELS PROVIDED brbrBeautiful 3 bedroom home located in the quaint and quiet Oyster Bay II neighborhood. Located off of North Main Street, this location is perfect if you want the convenience of being downtown quickly. Granite counter tops, stainless steel appliances, and a double basin farmhouse sink make the kitchen a pleasure to cook in, Dual Coffee Pot for single cup pods or multi cup grounds.. Open concept living area allows for family and friends to cook, eat, and relax all while staying together. House offers a 1st Floor bedroom and washer and dryer. 2nd floor has a loft area and 2 private bedrooms with a shared bathroom. Screen porch in back for enjoying the outside nature. Linens are provided with this house. New HVAC for 2023. This house is protected by an outside surveillance system. fee's). Cancellations 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, 2 Queens, 2 DoublesbrbrSaturday Change overbrbr2026 Prime Season Rate $ 2002 per weekbr2026 Pony Swim Rate $ 3003 per week br2026 Off Season Rate $ 1400 per week / $ 200 per night with 3 night minimumbrbrbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

A Bay Cation - Nice home,LINENS AND TOWELS PROVIDED Quiet area- OB2

Chincoteague, Virginia, United States

Bed

Bath

Sleeps

$186.15

2BR/1B** {2Q, 1D Futon} Amenities: New Mini-Split HVAC, Microwave, W/D, WiFi, Smart TVs w/Streaming Apps (No Cable), Keurig, Iron &Iron Board, Fenced Yard, Bikes, Beach Supplies, Gas Grill, Fire Pit,Outside Shower, Shed. LINENS AND TOWELS PROVIDEDbrbrCypress Cottage is a vacationer’s delight. It combines the rustic nature of historic Chincoteague with an extensive list of amenities rarely found in most rental properties today. Whether staying for a week or just a long weekend, the features included with this cottage make planning and packing for your stay as carefree as the stay itself. Please look over our amenities list and see all of the things you will not have to bring, buy or rent to make your stay special. Bikes, beach chairs and all of your linens are just a few of the great list of items we provide at Cypress Cottage.brbrbrAmenities: 2 bedrooms with queen beds, 1 bathroom with tub/shower, Full eat-in kitchen w/table that seats 6, Living room w/65” TV w/sofa and 2 armchairs, Bonus room w/double futon and 39” TV, Fenced yard, Air conditioned, Bay view, Washer & Dryer, All linens provided, sheets, blankets, pillows and towels, including beach towels, 2 Throw blankets, Propane gas grill w/cooking utensils and pans, Exterior dining table with 6 chairs, 2 adult Trek bikes with 2 helmets. 1 junior bike, Bike rack, pump, 4 beach chairs, 62 qt cooler, Beach umbrella, 12’x12’ beach canopy tent, 2 boogie boards, Beach dolly, Corn hole game, Assorted games and books, K-cup/12 cup pot coffee maker, Toaster, Air fryer, Blender, Hand mixer, Can opener, Slow cooker, Hair dryer, Extensive cookware, bakeware and bowls, Dinnerware for 8, Silverware for 8, Glassware, wine glasses (both glass and plastic), Rubbermaid food storage containers, Trash bags, Extensive kitchen utensils, Aluminum foil, plastic wrap, Basic spices, Salt & pepper, PAM, Hand soap, dish soap and room deodorizer sponges, dish towels, paper towels and toilet paper, Kleenex, napkins and paper bathroom cups, First Aid kit, Flashlights, Fire extinguisher, High speed internet, Smart TVs with Built-in Fire sticks. Free streaming for Netflix, Amazon, Disney+, HBOMax, PBS+, Fox Nation, and Paramount+. No cable, Iron and ironing board, Propane fire pit w/exterior seating, Exterior storage shed and Outside Shower for when you return from the beach. brbr(Disposable supplies limited to on hand quantities at start of stay. Any replenishment during stay is the responsibility of the tenant. On hand quantities should be sufficient for a week’s stay.)brbrCypress Cottage is a vacationer’s delight. It combines the rustic nature of historic Chincoteague with an extensive list of amenities rarely found in most rental properties today. Whether staying for a week or just a long weekend, the features included with this cottage make planning and packing for your stay as carefree as the stay itself. Please look over our amenities list and see all of the things you will not have to bring, buy or rent to make your stay special. Bikes, beach chairs and all of your linens are just a few of the great list of items we provide at Cypress Cottage.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 FutonbrbrLINENS AND SHEETS PROVIDED brbrSaturday Change OverbrbrSPECIAL: Rent the week of 06/27-07/04 or 07/02-07/11/ 2026 for $ 1,001 plus tax and fees. Trying to squeeze in a last minute vacation once schools are closed. Come check out Cypress Cottage. Just pack your clothes and food and come on ! brbr2026 Prime Season Rate $ 1309 weeklybr2026 Pony Swim Rates $ 1410 weeklybr2026 Off Season Rates $ 806 weekly / $ 160 per night brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Cypress Cottage -Waterview- LINENS AND TOWELS /Beach Supplies Provided

Chincoteague, Virginia, United States

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