Vacation Rentals By Owner In Chincoteague, VA

$323.61

Sandy Gem- 2BR Waterfront | Pier | Sunsets

Chincoteague, Virginia, United States

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.

2

Bed

1

Bath

5

Sleeps

$260.64

/ Nightly

Private Vacation Home

Park Place- 1BR w/ Bonus Loft | Views

Chincoteague, Virginia, United States

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.

1

Bed

1

Bath

4

Sleeps

$1121.42

/ Nightly

Private Vacation Home

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

Chincoteague, Virginia, United States

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.

Bed

Bath

Sleeps

$183.97

/ Nightly

Private Vacation Home

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

Chincoteague, Virginia, United States

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!

Bed

Bath

Sleeps

$186.15

/ Nightly

Private Vacation Home

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

Chincoteague, Virginia, United States

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. ****

Bed

Bath

Sleeps

$294.27

/ Nightly

Private Vacation Home

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

Chincoteague, Virginia, United States

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. ****

Bed

Bath

Sleeps

$392.46

/ Nightly

Private Vacation Home

Mermaid & Mare, Downtown Retreat. Hot Tub, Firepit, fenced yard & Pet Friendly!

Chincoteague, Virginia, United States

Escape to Mermaid & Mare, a deluxe downtown island retreat designed for relaxation and adventure. This charming getaway features two spacious bedrooms, each with an en-suite bathroom.brbr • The first-floor bedroom boasts a king-size bed, a walk-in shower, and direct access to the deck with hot tub.brbr • The upstairs bedroom offers a Jacuzzi tub for ultimate relaxation and leads to a balcony with lounging furniture and stunning bay views.brbrWith four rooms and four beds total (1 King, 3 Queens), there’s plenty of space for family and friends.brbrThe well-appointed kitchen and dining area open to a screened porch with comfortable seating and a dining set, perfect for enjoying meals in the fresh island air.brbrbrOutdoors, you’ll find:brbr • A spacious deck with multiple seating areas.brbr • A hot tub for unwinding under the stars.brbr • A fire pit for cozy nights on the Chesapeake.brbr • Cornhole for family-friendly fun.brbr • A large fenced backyard that’s pet-friendly—so bring Fido and Fluffy along!brbrbrInside, smart TVs in the living room and bedrooms allow you to stream your favorite shows and movies.brbrLocated in the heart of downtown, Mermaid & Mare is just a short walk to restaurants, bars, and shops and a quick drive or bike ride to explore the rest of the island.brbrWith whimsical decor that’s perfect for selfies, family photos, and unforgettable memories, Mermaid & Mare is your ideal island escape.

Bed

Bath

Sleeps

$296.64

/ Nightly

Private Vacation Home

Bunting House - Waterfront w/ Shared Dock - Close to town . Pet friendly.

Chincoteague, Virginia, United States

Amenities:3BR/2B***(2B down/2BR 2nd floor/1BR 3rd floor) Waterfront with shared dock. Central A/C, Microwave, Dishwasher, W/D, TV, VCR, DVD, WIFI, Cable, Gas Grill, Enclosed Porch, Outside Shower. WIFI. Pet FriendlybrbrSit back in the enclosed front porch and watch the sunset over the Chincoteague Channel! Located on South Main Street, this turn of the century Island home has been totally renovated with all the comforts of home. Newly painted, Large kitchen with stainless steel appliances and a gas range. Remodeled bathrooms with a stand-up shower in one and a classic claw foot tub in the other. Both bathrooms are located downstairs, and all the bedrooms are upstairs. Sit in the sun and enjoy family in the separate breakfast nook. Dining room with large table will seat 8 and spacious living room, there is plenty of space to spread out. Waterfront with shared dock. PET FRIENDLY. $ 75 per pet non-refundable fee. 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 king, 1 Queen, 1 Double, 1 Twin Sleep Sofa, QSSbrbrSunday Change Overbrbr2026 Prime Season Rate $ 1701 per weekbr2026 Off Season Rate $ 1550 per week / $ 222 per night with 3-night minimumbrNew for 2025 Welcoming Pets brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

2

Bed

2

Bath

8

Sleeps

$509.93

/ Nightly

Private Vacation Home

Island Girl | 4BR Canal-Front Home w/ Private Dock & Screened Porch

Chincoteague, Virginia, United States

Enjoy Chincoteague Island waterfront living at this inviting canal-front home in the quiet community of Richardson’s Landing. With a private boat dock on the canal leading directly to Oyster Bay, this home is perfect for boating, crabbing, fishing, and taking in the peaceful coastal scenery.brbrRelax on the spacious screened porch or outdoor deck, where you can enjoy beautiful water views, coastal breezes, and time with family and friends. Whether you’re sipping morning coffee or winding down after a day on the water, the outdoor spaces make this home a true retreat.brbrThe SpacebrbrOpen Living AreabrInside, the home features a bright and comfortable open floor plan, ideal for gathering, dining, and relaxing together. The layout is designed for both comfort and convenience, making it perfect for families or groups.brbrFirst Floor Bedrooms and BathsbrbrPrimary bedroom with queen bed, private bathroom, and direct access to the screened porchbrbrTwo additional bedrooms, each with a queen bedbrbrFull hallway bathroom shared by the additional bedroomsbrbrSecond Floor Loft and Bonus SpacebrbrLoft area with two pyramid bunk beds, perfect for kids or extra guestsbrbrCozy sitting area with TV and table for games, crafts, or relaxingbrbrGreat flexible space for families or a kids’ hangout zonebrbrOutdoor and Waterfront AmenitiesbrbrPrivate canal-front dock with direct access to Oyster BaybrbrScreened porch with water viewsbrbrOutdoor deck for relaxing and diningbrbrIdeal location for boating, crabbing, kayaking, and fishingbrbrQuiet neighborhood setting in Richardson’s LandingbrbrPrime Chincoteague LocationbrbrLocated just a short drive from downtown Chincoteague, you’ll have easy access to local restaurants, shops, the movie theater, and the waterfront park. A quick trip takes you to Assateague Island for beaches, wildlife, and the famous wild ponies.brbrWhy Guests Love This HomebrbrCanal-front location with private dock and bay accessbrbrSpacious screened porch and deck with water viewsbrbrFamily-friendly layout with loft and bunk spacebrbrQuiet community close to town and attractionsbrbrPerfect for boating, crabbing, and relaxing coastal vacationsbrbrYour Chincoteague Waterfront EscapebrbrWhether you're out on the water, relaxing on the porch, or enjoying family time in the loft, this canal-front Chincoteague home offers everything you need for a memorable and relaxing getaway.

4

Bed

1

Bath

10

Sleeps

$238.55

/ Nightly

Private Vacation Home

Ride the Wave - 2BR | Close to Maddox | Shared Pier

Chincoteague, Virginia, United States

Freshly updated townhouse with access to a shared pier on the creek, perfect for crabbing. Conveniently located near shops, restaurants, and activities, with easy access to Assateague Island just a short drive away.brbrThe first floor features a beautifully updated kitchen, laundry, half bath, and living room that opens to a covered deck. Upstairs, one bedroom has a queen bed with a twin trundle, full bath, and a waterview balcony. The second bedroom also includes a queen bed with twin trundle, full bath, and access to a private balcony. Large grassy areas provide plenty of space for children to play.

Bed

Bath

Sleeps

$257.17

/ Nightly

Private Vacation Home

Surf & Wind- Fire Pit, Fenced in Yard

Chincoteague, Virginia, United States

Surf and Wind is ideally situated along a 5K bike and walking path, with nature loops nearby for scenic strolls. This charming cottage is within walking distance of shops, restaurants, ice cream, and many local attractions, while still enjoying the quieter, low-traffic location of Deep Hole Road.brbrThe spacious and comfortable screened porch is perfect for relaxing, and the fenced side yard features a fire pit and gas grill for outdoor enjoyment.brbrOn the first floor, you’ll find a fully enclosed sunroom with a twin trundle (2 twins), heat and A/C, and a half bath. The kitchen includes an eat-in dining area and opens to the living room. There is also a first-floor bedroom with a full bed and a shared full bath in the hallway.brbrThe second floor features a bedroom with a king bed, providing a peaceful retreat with ample privacy.brbrThis home blends convenient access to town with a tranquil setting and comfortable living spaces.

Bed

Bath

Sleeps

$245.01

/ Nightly

Private Vacation Home

Ohana Sunrise - VERY NICE 3BR, Close to the beach - Linens & Towels provided

Chincoteague, Virginia, United States

Amenities: 3BR / 2BA *** ( Single Level Home) ( 1Q,2D) Amenities: Central A/C, Microwave, W/D, DW. WIFI. Gas Grill, Screened Porch, Front Deck, short distance from the beach. Keurig and Regular Perk Coffee Pot. 4 Bikes and beach chairs are provided.brbrTucked away in Piney Island, just a few minutes from Assateague beach, this Outstanding beach home set up perfect for your whole family to relax and enjoy your beach vacation. The ground level has a large, screened area with full bathroom, the living and sleeping area is all on one floor with 3 bedrooms, 1 bathrooms. Linens and Towels Provided. 3 Kayaks and Vest provided and 4 bikes available. No smoking or vaping. No Pets. 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: 3 Doubles brbrChange Over Saturday brbr2026 Rate Prime Season: $ 1500 per week br2026 Pony Swim Week $ 1701 per week br2026 Rate Off Season: $ $ 1204 per week / $ 172 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. ****

3

Bed

2

Bath

6

Sleeps

$369.16

/ Nightly

Private Vacation Home

Meme’s Landing-4BR Canal Front | Fire Pit | Kayaks

Chincoteague, Virginia, United States

Great canal-front home in the quiet community of Richardson's Landing. Dock your boat or go crabbing along the private bulkheaded shoreline, and enjoy kayaking in the canal that leads out to beautiful Oyster Bay.brbrA large screened porch provides the perfect space for gathering with everyone, and the canalside firepit with seating is ideal for outdoor evenings.brbrThis one-story home features three bedrooms, a private fourth sleeping area, and three full bathrooms. The spacious living room, fully equipped kitchen, and dining area make it perfect for family vacations.brbrThe main king bedroom has a private bathroom. The second bedroom has a queen bed, and the third bedroom has a full bed. A second full bath is located in the hallway and has been fully updated. A sunroom with a queen sleeper sofa provides a fourth private sleeping area. The laundry room and third bathroom are conveniently located off the kitchen.brbrTwo kayaks and cornhole boards are provided for outdoor fun.

4

Bed

1

Bath

8

Sleeps

$193.2

/ Nightly

Private Vacation Home

Ocean House 2 - duplex -Newly renovated. 3BR, 2 Bath duplex with back deck.

Chincoteague, Virginia, United States

Amenities: 3BR/2B ( 2 downstairs / 1 upstairs) ( Bed Sizes: 2Q, 2T) Newly remodeled for 2025. Central A/C, Microwave, Dishwasher, W/D, WiFi,Deck, FirepitbrbrNewly remodeled for 2025 Season. Bright and spacious duplex located on private lane. In walking distance of many island attractions. 2 bedrooms downstairs, one bedroom upstairs. Have a large group check availability of Ocean Hous1 the other side of the duplex. brbrTHIS HOME DOES NOT PROVIDE LINENS OR TOWELS. PLEASE BRING YOUR OWN OR CALL US TO RENT THEM. 3BR/2B ( 2 downstairs / 1 upstairs) ( Bed Sizes: 2Q, 2T)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).brbrNo LinensbrbrBed Sizes: 2Q, 2TbrbrSunday Change Overbrbr2026 Prime Season Rate $ 1120 per week/ $ 160 per night ( 3 night minimum) br2026 Off Season Rate $ 924 per week / $ 132 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

Bath

Sleeps

$500.3

/ Nightly

Cottage

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

Chincoteague, Virginia, United States

Looking for the quintessential Chincoteague island experience to make lifelong memories Welcome to COTTAGE BLUEFISH, a Chincoteague Island hideaway retreat lovingly restored and newly available for the 2025 rental season. This island cottage offers classic Chincoteague seaside look & vibe, combined with fresh, clean, newly remodeled everything. Discerning guests will not be disappointed.brbrEvery room has been thoughtfully updated, furnished with fresh fixtures, cozy furniture, and charming coastal decor. The kitchen is equipped with the full compliment of high-quality stainless steel appliances plus all new cookware, cutlery and stoneware — everything you need to prepare a gourmet meal or entertain friends. The breakfast bar will quickly become a favorite coffee spot to gather and plan the day ahead. Later, sink into the comfy couches and relax following your adventures. brbrAfter a day at the beach you’re sure to appreciate the beautiful new tile and glass walk-in shower. Fresh hotel-quality towels are provided. By day’s end, the two clean, comfortable bedrooms beckon. New mattresses, plush bedding/comforters, and smart TVs will ensure a restful night. Fresh bedding and linens are provided. Every detail of The COTTAGE BLUEFISH has been carefully considered to make your island respite relaxing and comfortable. brbrIn addition, this coastal retreat has central air, wireless internet and smart TV's in the living room and both bedrooms. brbrTasteful landscaping in the fenced backyard adds to the cottage’s hide-away charm, creating a quiet, peaceful oasis. SPF limits No worries- our wraparound deck offers soft cushioned, comfy outdoor seating in either sun or shade anytime of day. Unwind and forget the world as you lounge among potted palms in the summer breeze as the seagulls call. Just a short walk from COTTAGE BLUEFISH you’ll find a delightful kids park, the local farmer’s market, quaint shops, several dining options, and now even pickleball courts!

Bed

Bath

Sleeps

$284.29

/ Nightly

Private Vacation Home

Seaside Rendezvous Chincoteague, Seaside Rendezvous Chincoteague

Chincoteague, Virginia, United States

Seaside Rendezvous on Chincoteague Island brWelcome to our 3 Bedroom 2.5 Bath townhome in beautiful, secluded, Silver Sails Landing. So much to love here. Comfy and spacious rooms and so much to do! Crabbing, fishing, biking, swimming (in season)exploring and relaxing are just a few offerings at SRCI!brWe can't wait to welcome you into our home, which is equipped with a fully stocked kitchen! There is also a coffee bar, games and broadband with streaming via Roku! Total relaxation is just a click away!

Bed

Bath

Sleeps

$522.0

/ Nightly

Private Vacation Home

Black Skimmer by Seaside Vacations & Sales

Chincoteague, Virginia, United States

Black Skimmer - The Best Days are Beach Days..... br br Black Skimmers are known for their unique grace as they forage in flight - the same can be said for this one-of-a-kind Vacation Home on Chincoteague Island. There's nothing quite like this beautiful Home that combines the Modern Amenities you want and need, with Historic Touches of yesteryear that only a Home born in the 1940's can offer. Located in the heart of the Island on Ridge Road and just a short stroll to Memorial Park, you're close to everywhere you want to be, but will feel like you're a million miles away from the real world. And since it's Pet-Friendly, you really can take the whole family on an incredible Vacation! Kick off your flip flops and get ready for a Vacation Experience your family will forever treasure......br br Black Skimmer is a bit more like a Compound - the grounds feature a Main House with 3 Bedrooms, a Guest House that sleeps 2, a Private Pool with expansive Deck , Game Room, and so much more. You may leave each day to explore our charming Island or visit the Wild Ponies on Assateague, but you will eagerly return to the family fun this incredible Home offers. br br The Main House has Historic Touches that we simply adore. You'll love relaxing in the spacious Living Area with gorgeous Coastal Decor, Refurbished Hardwood Floors, and Arched Doorways, while enjoying Free Wifi and Flat Screen Cable TV. What a great place to share stories of the day's Adventures - or curl up with a good book in the cozy Sitting Area. The wonderful layout of Black Skimmer allows comfortable Family Time without ever feeling crowded, and the phrase I'm bored will never be heard with so much to do at this awesome Home. br br The Chef in your Family will love the well-stocked Kitchen with everything you need to make mealtime super easy. Sea Grass Green Walls & Beachy Bead Board are a great backdrop for the Custom Back Splash made from stone & sea glass. Dine together in the spacious Dining Room, or grab a quick bite before hitting the Beach in the Breakfast Nook. Even better, grill the Fresh Catch of the Day and dine Poolside - so many options!br br In the Main House are 3 spacious Bedrooms and 2 Full Baths. Downstairs Bedrooms 1 features Sunny Yellow Walls and a comfy Queen Bed. Down the hall, Bedroom 2 is great for the kids with 2 Twins. A beachy blue Full Bath with Tub/Shower Combo and Hardwood Floors is convenient to both Bedrooms and the Living Area. Wandering up the very cool winding stairs, you'll find a Play Room the kids will just love with some toys for their enjoyment. Also upstairs is a Master Bedroom that will take your breath away. With soaring ceilings and tons of windows, the Master feels like a Vacation in its own right. Wake up in the comfy King Bed to take in lovely Water Views & Views of Assateague Island. There is also a Daybed with Twin Trundle, and a Full Bath with Walk-in Shower. br br Wandering outside to the Guest House that sleeps 2, you'll find a Queen Bed and many comforts of Home including Flat Screen Cable TV, a Mini Fridge, Coffee Pot, Full Bath, and more, all gorgeously decorated with a distressed Coastal Flair. Above the Guest House is the Game Room - tons of family fun will be had here with both a Pool Table and a Foosball Table. Enjoy lovely Views from the furnished Upper Deck, or lounge by the Pool while the kids have a blast. Maybe even sneak away for a nap in the shaded Hammock - when is the last time you actually took a nap ! br br And there you have it - the absolute perfect Family Vacation that even your furbaby will adore. Homes like Black Skimmer don't come along every day, so don't wait - let's plan some Island Time today!br br Black Skimmer - The tans may brush off, the salt may wash away, but those Memories will last forever......br br Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Friendly dogs welcome with $100 Pet Fee. Dogs MUST be current on Flea/Tick Preventative & Immunizations. No Cats. LINENS INCLUDED, NO SMOKING, NO VAPING. FAMILIES ONLY AND MUST BE AT LEAST 25.

Bed

Bath

Sleeps

$232.04

/ Nightly

Villa

Coral Villa

Chincoteague, Virginia, United States

THE REEF VACATION VILLAS INCLUDE THE FOLLOWING FOR OUR GUESTS:br*All units sleep 6br*Daily and Weekly Rentals Availablebr*Full Kitchen br*Use of Inclusive Indoor Poolbr*Free Wifibr*4 FREE Maui Jack Waterpark passes (Seasonal)br*Free Bike Rentalsbr*On-Site Grills and picnic areabr*Free ParkingbrWe are located just a little over a 1/2 mile to Assateague Island National Park, Chincoteague Wildlife Refuge, the infamous wild ponies & the Lighthouse. This 2 Bedroom, 1.5 Bath Villa sleeps 6 and features a full kitchen with pots, pans, utensils, dishes and drinkware, toaster, coffee pot, microwave, refrigerator/freezer and oven. To make your trip to paradise even easier, we've included bed and bath linens, toilet paper, paper towels, trash bags and dish soap. Your Villa provides 2 parking spaces.brbrComplimentary washers & dryers are located on property. Heated indoor pool is open April thru November.brClose to the Beach...... Close to PERFECT!

Bed

Bath

Sleeps

$341.19

/ Nightly

Villa

Crush Villa

Chincoteague, Virginia, United States

THE REEF VACATION VILLAS INCLUDE THE FOLLOWING FOR OUR GUESTS:br*All units sleep 6br*Daily and Weekly Rentals Availablebr*Full Kitchen br*Use of Inclusive Indoor Poolbr*Free Wifibr*4 FREE Maui Jack Waterpark passes (Seasonal)br*Free Bike Rentalsbr*On-Site Grills and picnic areabr*Free ParkingbrWe are located just a little over a 1/2 mile to Assateague Island National Park, Chincoteague Wildlife Refuge, the infamous wild ponies & the Lighthouse. This 2 Bedroom, 1.5 Bath Villa sleeps 6 and features a full kitchen with pots, pans, utensils, dishes and drinkware, toaster, coffee pot, microwave, refrigerator/freezer and oven. To make your trip to paradise even easier, we've included bed and bath linens, toilet paper, paper towels, trash bags and dish soap. Your Villa provides 2 parking spaces.brbrComplimentary washers & dryers are located on property. Heated indoor pool is open April thru November.brClose to the Beach...... Close to PERFECT!

Bed

Bath

Sleeps

$312.68

/ Nightly

Villa

Sand Dollar Villa

Chincoteague, Virginia, United States

THE REEF VACATION VILLAS INCLUDE THE FOLLOWING FOR OUR GUESTS:br*All units sleep 6br*Daily and Weekly Rentals Availablebr*Full Kitchen br*Use of Inclusive Indoor Poolbr*Free Wifibr*4 FREE Maui Jack Waterpark passes (Seasonal)br*Free Bike Rentalsbr*On-Site Grills and picnic areabr*Free ParkingbrWe are located just a little over a 1/2 mile to Assateague Island National Park, Chincoteague Wildlife Refuge, the infamous wild ponies & the Lighthouse. This 2 Bedroom, 1.5 Bath Villa sleeps 6 and features a full kitchen with pots, pans, utensils, dishes and drinkware, toaster, coffee pot, microwave, refrigerator/freezer and oven. To make your trip to paradise even easier, we've included bed and bath linens, toilet paper, paper towels, trash bags and dish soap. Your Villa provides 2 parking spaces.brbrComplimentary washers & dryers are located on property. Heated indoor pool is open April thru November.brClose to the Beach...... Close to PERFECT!

2

Bed

2

Bath

4

Sleeps

Vacation Rentals By Owner In Chincoteague, VA

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$369.16

$193.2

$500.3

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$522.0

$232.04

$341.19

$312.68

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