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Located in Chincoteague, Virginia, United States. Pony Swim - Water Front Duplex with beautiful views. Top & bottom View decks Amenities: Central A/C, Dish TV, VCR, Microwave, Dishwasher, Keurig, W/D, WiFi, DecksWaterfront duplex located on East Side Drive. This beautiful property has a with great views of Assateague Island and the Lighthouse. Newly remodeled kitchen, living room, and dining room. Kitchen is open to the dining room, perfect for entertaining while you cook! Currently Dock is being repaired. You cannot dock a boat at this time. Great views and Memorial Park just around the corner to fish and crab. Please ask about our cancelation policy. 60 day cancellation prior to occupancy date (100% refund minus processing fee, travel insurance and credit card fee's). Bed Sizes: 1 Queen, 4 TwinsSaturday Change Over$ 193-270 Nightly plus tax & fees**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Located in Chincoteague, Virginia, United States. Sunset Bay Villas at Chincoteague Island Virginia - direct water front Sunset Bay Villas on Chincoteague Island Welcomes Bird Watchers, Nature and Beach Lovers! Designer condo that is on the shore of Chincoteague Bay with direct views of the Intracoastal Waterway, Chincoteague Channel, Chincoteague Bridge, Wallops Flight Facility, Wallops Island and Marsh Island . From this unit you will enjoy sunrises, magnificent sunsets, waterfowl, dolphins, bald eagle which are all part of the natural beauty on Chincoteague Island. The designer kitchen has beautiful bronze fixtures with upgraded cabinetry, tile back splash, gorgeous appliances plus lighting on dimmers to set the mood - Antique Mahogany Duncan Phyfe Dining Table with leaf for expansion to seat 8 for family dining - enjoy water view dining with large nine foot window by table. In the Master Bedroom there is a nine foot window overlooking the water plus large slider onto the deck, oversized windows overlooking the water in both second

Located in Chincoteague Island, Virginia, United States. Charlie's Cove - Pet friendly w/ Fenced yard! Charlie's Cove is waiting to accommodate you and your guests! Conveniently located on Ridge Road in the middle of Chincoteague Island, you will find yourself immersed in complete comfort. Upon stepping through the door you are greeted by the simple, yet welcoming décor. An oversized couch is sure to relax you after a long day in the sand, cuddle up and watch a movie or play a board game! Charlie's Cove has it all... The kitchen is perfectly designed, offering an abundance of place for the cook in your family to prepare meals. There is a private den if you'd like to spend some quiet time away from the group. This home offers 3 large bedrooms - the primary features a Queen bed and en suite bathroom with large soaking tub and stand-alone shower. The second bedroom features another Queen bed, while the third bedroom has 2 Twin beds. Bring your furry friend to run in the fenced in yard - Charlie's Cove is pet friendly! **While this home will ac

Located in Chincoteague, Virginia, United States. Mae's Landing - Comfortable 2BR home close to Memorial Park & boat launch Amenities: Window A/C, Keurig, W/D, 2 Smart TVs (Bring your own login for streaming apps), DVD & VHS Players, WiFi, Charcoal Grill, Deck, Back YardVery nice two bedroom home, tucked away for a quite getaway with views of the channel. Nice size back yard with deck. Within walking distance to Memorial Park and boat launch.. Please ask about our cancelation policy. Parking for 2 cars only. 60 day cancellation prior to occupancy date (100% refund minus processing fee, travel insurance and credit card fee's). Pet friendly home. $75. (Per pet) will be added to your reservation. ** Limit 2 cars only ***This Property accepts Small and Medium Dogs Only***Bed Sizes: 1 Queen, 2 Twins, 1 Queen Sleep SofaSunday Change Over$ 90- 185 Nightly plus tax & fees**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Located in Greenbackville, Virginia, United States. Salty Sea Lyons Landing - Pet friendly! Escape to the ocean and enjoy this contemporary golf course home! Sit and relax while enjoying the golf course views from the screened porch; boasting easy access to pools, golf course, restaurant, and much more. Come relax in the cozy living room with new furnishings, electric fireplace and smart tv. The well-equipped kitchen boasts stainless steel appliances and kitchen equipment that guests can use to cook tasty snacks.The home includes four smart TVs, (one in each bedroom) central heat and a/c, and plenty of board games to keep you occupied during your stay. Bedrooms are equipped with nice mattresses to ensure a good night's rest, along with cozy blankets and thoughtful décor. The owner's suite features a king sized bed, electric fireplace, on suite bath with a double vanity, large jacuzzi tub as well as a walk in shower. You will find two more bedrooms just down the hall, one with a queen sized bed and another with a double bed. There

Located in Chincoteague Island, Virginia, United States. One Particular Harbor on Chincoteague Island! Changes in Latitude, Changes in Attitude…..As Jimmy Buffet would say, welcome to One Particular Harbor! And just as his music has a way of relaxing and rejuvenating us, so does this fabulous Vacation Home in the heart of Chincoteague Island. This absolutely adorable Cottage is not only Pet Friendly (see restrictions below), it’s in an awesome location on Ocean Boulevard. Walk or ride your bike to many Shops, Restaurants, the Beach, and The Island Creamery - if you’ve been here, you know this is a must - and it simply oozes that quintessential Chincoteague Charm! As you pull up to the house, you can already envision yourself sipping Sweet Tea on the cozy Front Porch as folks stroll by enjoying our little Island by the Sea. Warm and welcoming, One Particular Harbor has all the makings to be your Chincoteague Island vacation destination. You’ll be welcomed by stunning Hardwood Floors, and muted Earth Tones with pops of Aquas and Blues. You’ll

Located in Chincoteague Island, Virginia, United States. Dragonfly Point - Waterfront home w boat dock & deck! "DRAGONFLY POINT" is a magnificent waterfront property on Oyster Bay & canal. Surrounded by water on three sides of the home, you see the bay and canals from every window! The abundance of decking for entertaining will amaze you with easy access on both floors. Upper family room/loft with unobstructed views.The home has beachy-chic feel with built in bookcases, shiplap, custom fixtures and bathrooms, and more. Two master bedroom suites - upper and lower. Totally fenced in yard that has mature plantings, kayak launch with concrete pad, 120' pier that extends into the bay, comfortable screened porch and much more! Many updates recently including washer & dryer, brand new kitchen & appliances, new bathrooms, etc. SIMPLY BREATH TAKING VIEWS! Come for a stay at Dragonfly Point - it's one you surely will not forget! - This property has a 7 night minimum stay year 'round. ​​​​​​​- No smoking is permitted on the premises. - Linens and towel

Located in Chincoteague Island, Virginia, United States. Whelks on Willow - Private Pool! Whelks on Willow - Live in the Sunshine, Swim the Sea, drink the Wild Air..... Welcome to Whelks on Willow - a lovely Coastal Cape Cod tucked away on Willow Street - close to everywhere you want to be, yet a million miles away from the worries of the real world. Featuring a refreshing Private Pool, Whelks on Willow is truly a Vacation Destination that sleeps 8 in comfort and style. You'll love relaxing in the Living Area with Free WiFi and Flat Screen TV after a fun-filled day at the Beach, which is only about 7 minutes away. With lots of oversized, comfortable furnishings, it truly has that home away from home feel. There's even a cozy Fireplace for those chilly Off-Season Stays - one of our favorite times on our little Island by the Sea!The Chef in your family will love the well-equipped Kitchen - mealtime will be anything but a chore! Well-stocked with all you need, there's no need to dine outevery day, unless you want to, that is! You can dine indoo

Located in Chincoteague Island, Virginia, United States. The Pearl at Grand Bay on Chincoteague Island! Salty air breezes and the sweet serenity of pond-front living await you at The Pearl at Grand Bay. This Newly Remodeled End Unit Townhome has it all - magnificent Water Views, and a stunning interior. Located on the ever-popular East Side, you can have the Chincoteague Vacation you’ve been dreaming of at a very family-friendly price tag - and even your family dog can enjoy this Vacation!If you’re not familiar with the East Side, imagine driving down a quiet road that hugs the shoreline of the Chincoteague Channel - glancing out over the water, you will see only Assateague National Seashore and our famous Lighthouse - you may even see some ponies grazing in the marsh across the water! Grand Bay Court is in just the perfect location - you can easily stroll to Memorial Park to enjoy the Playground, Kayak and Boat Launch, Crabbing, Fishing, and more, and are just a short stroll from waterside dining at Etta’s Restaurant. As you pull up to The

Located in Chincoteague Island, Virginia, United States. Sunset Bay Villas - 'Sunset in Paradise' * Amazing Water Views & Sunsets ANOTHER DAY IN PARADISE CHINCOTEAGUE *** One of the Top Guest Rated Properties on the Island ***Owner Operated by: Annie SwitzerUnit 213 has 3 bedrooms, 2 baths, hardwood floors, granite counter tops, beautiful decor, and amazing water views!This second floor condo was new to the rental market for 2013 and is located close to the fitness center and swimming pool. It is beautifully decorated in a coastal theme. There are many custom upgrades such as cherry wood floors, granite counter tops, and Jenn Air appliances. It is the only unit in Sunset Bay with an extra large shower with multiple jets in the Master Bath. It also has an open lay-out and all of the amenities in Unit 103 (our first condo at Sunset Bay - VRBO #304765) including a gel fuel fireplace. There is a custom shower instead of a jetted tub in the Master Bath.Beautiful second floor condo in Sunset Bay is located has a breathtaking sunset view over

Located in Greenbackville, Virginia, United States. Shellfish Time in Captain's Cove! Relax, Rejuvenate, and Reconnect…..Welcome to Brand New ‘Shellfish Time’ on the beautiful Eastern Shore of Virginia! If you have been looking for a “different” kind of Vacation - a totally new Experience, yet not too far from Home, boy, do we have the place for you! Get ready for an awesome Adventure at this fabulous Brand New Home - the Beach, Wild Ponies, incredible Amenities - the only thing missing is YOU!Captain’s Cove is one of the Best Kept Secrets on the Eastern Shore of Virginia! Located only 25 short minutes by car or boat to Chincoteague and Assateague National Seashore, where our famous Wild Ponies roam free, you will never run out of things to do. And have y’all heard about our Oysters (pronounced Arsters here on the shore)? They are second to none. If you’re looking for some OC excitement, Ocean City, Maryland is a short 45 minute drive away. Have the very best of everything, right in the heart of the Eastern Shore! But once you see this

Located in Chincoteague Island, Virginia, United States. Safe Harbor on Chincoteague Island! Welcome to Safe Harbor on magical Chincoteague Island - the perfect place to relax, rewind, and reconnect. This adorable Dog-Friendly ($100 per dog) Cottage simply oozes that quintessential Chincoteague Charm you love so much, while giving you the Modern Amenities you need. Located in the heart of our Island at the corner of Chicken City and Ridge, you’re close to everywhere you want to be, yet will feel so far away from the stresses of daily life - you’re on Island Time now!Safe Harbor feels like just that - a relaxing getaway - a place to let your troubles be forgotten. As you pull into the driveway, you’ll love the Beachy Style of Safe Harbor - Tropical Colors, inviting Landscaping, and a Patio that you cannot wait to sip Sweet Tea on. Fido is already scopint out the Brand New Fenced Yard - just perfect for a game of fetch! Kick off your Flip Flops in the Mud Room, and the good times begin…..You’ll love taking a breather in the Living Area with Fl

Located in Chincoteague Island, Virginia, United States. Touch of Grey- Waterfront, Pet Friendly Welcome to "Touch of Grey," a delightful waterfront rental that blends comfort, style, and convenience into a perfect living space suitable for a variety of lifestyles. This well-appointed house includes three bedrooms, two bathrooms, and a range of updated amenities that ensure a seamless living experience.Inside, discover a thoughtful layout featuring smart TVs throughout, high-speed WiFi, and a mix of privacy and social spaces that cater to both relaxation and entertainment. The screened porch offers a serene retreat, perfect for enjoying the outdoor air without the bother of pests, and the open deck invites you to bask in the stunning views that surround you.Step outside to explore the outdoor space that this property generously offers. A large deck overlooks the tranquil waters, ideal for peaceful mornings or lively evening gatherings. The highlights of the outdoor area include a personal boat dock, which provides immediate water access for

Located in Chincoteague Island, Virginia, United States. We’ve Thought of Everything So You Can Relax! Relax and enjoy nature in our home with a light and airy coastal feel in every room. Get away from the sights and sounds of traffic and city chaos in our private, secluded cul-de-sac location. Take a peek at the water through the trees from our private, second floor deck. Listen to the song birds, ducks, toads and frogs all flourishing in the undeveloped lots surrounding our property.A short walk away - Historic Downtown & Island CreameryRecently upgraded entire HVAC system, which now includes both a Carrier electronic air purifier and a Remi Halo LED purifier to further protect our guests’ health while also ensuring their comfort in the home. Pack-n-Play (portable crib) and high chair available for your convenience. Kitchen is fully stocked with stoneware dinnerware, dishwasher, and four burner dual oven stove, as well as a fully stocked spice cabinet. Additionally, there is a large outdoor gas grill with side burner. Beach chairs, ski

Located in Chincoteague, Virginia, United States. Shucker's Tump - 3BR pet friendly home close to town. Lg screened in porch. 3BR/2B***(Single Level Home) {2Q, 1Bunk w/2T} Amenities: Central A/C, Microwave, Cable, WiFi, W/D, Screen Porch, Deck, Barbeque Grill, Outside Shower, Handicap Accessible with a ramp and handicap shower. A $75.00 pet fee per dog will be added to your RSVPAmenities: Central A/C, Microwave, Cable, WiFi, W/D, Screen Porch, Deck, Gas Grill, Outside Shower, Handicap Accessible with a ramp and handicap shower.Shuckers Tump is a pet friendly home, located in town within walking distance to shops and restaurants. Handicap Accessible with a ramp and handicap shower. Formerly known as "Cowboy Cottage". This home is open and bright with easy access to all island attractions. Please ask about our cancelation policy. 60 day cancellation prior to occupancy date (100% refund minus processing fee, travel insurance and credit card fee's). This Property accepts Dogs Only (limit 2)Bed Sizes: 2 Queens, 1 Bunk Bed w/2 TwinsSunda

Located in Chincoteague Island, Virginia, United States. Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se Happy Pines - Refresh, Renew, & Reconnect As you turn onto Pine Creek Drive, you will feel the hustle & bustle of the busy world melt away. Happy Pines is located near the end of this quiet street, nestled in a Pine Grove, and surrounded by beautiful trees and Beach Grasses. This lovely 3 Bedroom, 2 Bath Vacation Home is in THE perfect place - walking distance to the famous Carnival Grounds and everywhere you want to be, yet you will feel a million miles away. It is a wonderful combination of convenience and serenity. With a layout suitable for one family or two small families, this awesome home is definitely the place to be for your Chincoteague Island Vacation. The warm and inviting Living Area with Gleaming Floors, Cozy Fireplace, Free WiFi, and huge Flat Screen Cable HDTV is a wonderful place to relax after a day of exploring the Beach and Assateague Island. Sink into the oversized, comfy furniture a

Located in Chincoteague, Virginia, United States. Saltwater Cottage - Pet Friendly! Welcome to beautiful Saltwater Cottage, in the heart of Chincoteague Island, Virginia. You've heard stories about our little piece of Paradise - the Wild Ponies running free, Saltwater Cowboys leading the way, the Saltiest, Sweetest Oysters to be found, and hands down THE best Sunsets over the water. Guess what? It's ALL true - isn't it time you discover this incredble Vacation Destination?!  This adorable Cottage is located on Anderton, just off of Church Street - a super short stroll to Main Street, where many Shops and Restaurants are located, as well as Robert Reed Waterfront Park - a fabulous place to take in one of our famous Sunsets! As you enter the Cottage, you'll know you made the right choice. Beautifully decorated with a tasteful Coastal Flair, the soothing Colors of Sand & Sea are both serene and refreshing. Relax in the spacious Living Area after a fun-filled day on the Beach and enjoy the Free WiFi and Flat Screen TV with Streaming. With

Located in Chincoteague Island, Virginia, United States. 3 Bedroom House with adjoining small hosts apartment, may/may not be occupied Watch the saltwater cowboys ride out on the morning of pony penning from the front porch. ** located in about 1 mile from the town center** Shared laundry** Master Bedroom includes full bath with queen size bed** Bedroom 2 features a full-size bed and a single mattress bunk** Bedroom 3 features 2 twin size bunk beds/sleeps 4** Two full bathrooms* Comfortably accommodates large groups * Fully stocked kitchen breakfast bar. * Living room provides a restful atmosphere with comfortable furnishings and appointments including a flat screen 55-inch TV, DVD player.* Smart TV with Amazon, Netflix, HBO Paramount subscription in addition to antenna.* Kitchen is the perfect place to enjoy family dinners and gather after a day at the beach.* Just off the kitchen is a sunroom and front screened porch 16 x 20 is the ideal spot to relish that morning cup of coffee. You will love the view of horses while relaxing in the co

Located in Chincoteague, Virginia, United States. Brant Creek Cottage-Single Family Home-Waterfront- Linens and Towels Provided Amenities: /4BR, 21/2 bath home. (2 bedrooms on 1st floor, each with Queen beds. 2nd level loft with 2 Twin Beds and sitting area. 2nd sleeping area with full bed. Heat and Air, Front Porch, Screen Porch, Waterfront, WIFI, TV, Linens and Towels Provided. Keurig coffee maker, starter gift pkg provided. 5 TV's. Charcoal grill. Brand new Construction and new for 2024 Rentals. This wonderful creek side home offers 2 owner suites on first level and Upstairs 2 additional sleeping rooms and sitting area, Bright beautiful great room with large dining area and great kitchen. Screen porch in the back and a Creekside view perfect for birding and other wildlife. Very quiet location tucked away location is central to Town and Beach Road. Linens and towels provided. RING Camera on Front Door. Please ask about our cancelation policy. 60 day cancellation prior to occupancy date (100% refund minus processing fee, trave

Located in Chincoteague Island, Virginia, United States. Shore Beats Work - Affordable and Great Location! Ready to kick back and enjoy a little “island time”? ‘Shore Beats Work’! If you’re looking for the perfect Home Base for your next Chincoteague Island Adventure, look no further than ‘Shore Beats Work’ in Eastwinds. Located in the very heart of Chincoteague Island, this lovely Townhome is convenient to everywhere you want to be on our beautiful Island, yet a quiet and peaceful Retreat at the day's end. Eastwinds is a small community of townhomes surrounded by Whispering Pine Trees just off of Church Street, which offers easy access to everything you love about our Island. Only minutes from the beach, downtown shops and restaurants, and more, it's Vacation Central, for sure! As you wander down the path to Shore Beats Work, you'll feel the serenity of the trees swaying in the salty air and that wonderful feeling of calmness that overtakes you when you realize you're finally HERE. This lovely home is warm and well appointed. As you ente

Located in Chincoteague, Virginia, United States. Spacious + Family-Friendly Home in Chincoteague! Escape to Chincoteague and make unforgettable memories at ‘My Happy Place.’ This charming 4-bedroom, 2-bathroom vacation rental features a seasonal pool and plenty of space for up to 14 people! Nestled near top attractions like the Chincoteague National Wildlife Refuge and Assateague Island, this home offers the perfect location for exploring the natural beauty of Virginia's Eastern Shore. Kick back on the deck, grill up a delicious dinner, or take a leisurely bike ride through the town.-- THE PROPERTY --2,961 Sq Ft | Private Backyard w/ Fire Pit | Kayaks + Bicycles | Seasonal Pool | 1 Mi to Waterfront ParkBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: King Bed | Bedroom 4: King Bed | Family Room: 2 Twin Beds w/ Twin Trundles, Queen Sleeper Sofa | Additional Sleeping: Toddler Bed, Pack ‘n Play, Bassinet/CribOUTDOOR LIVING: Furnished deck w/ outdoor dining, patio, gas grill, life vests, horseshoesINDOOR LIVING: Smart TVs w/ cable

Located in Greenbackville, Virginia, United States. Bliss by the Bay - Canal Front with fabulous Amenities! Bliss by the Bay - If you’re wearing flip flops, you’re overdressed!There’s nothing like the smell of salt in the air and a warm breeze through your hair - and that’s just what you’ll find at Bliss by the Bay in beautiful Captain’s Cove Golf and Yacht Club. One of the best kept secrets on the Eastern Shore of Virginia, Captain’s Cove sits directly on the Chincoteague Bay, just 25 short minutes by car or boat to Chincoteague and Assateague Islands, where our wild ponies roam free. Looking for some OC excitement? Ocean City, MD is a short 45 minute drive away. Here, life takes a slower pace - sipping wine as you watch the sun sink into the Chincoteague Bay, or the joy you feel watching the kids catch Crabs off the dock. THIS is what Vacation Dreams are made of.Bliss by the Bay has been a beloved Vacation Rental for several years, but is Brand New to our Seaside Vacations’ Family, and we couldn’t be more excited! Tucked directly on t

Located in Chincoteague Island, Virginia, United States. EVENTIDE on Chincoteague Island! “Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn Battuta Have you been longing for a Vacation Experience that your family won’t soon forget?! Life is so busy - work, school, games, and meetings steal so much precious time from us. It’s so important to grab those who matter most, and just BE together. And boy, do we have the perfect place for you to reconnect, rejuvenate, and relax. Welcome to EVENTIDE on Chincoteague Island. This home away from home simply oozes Southern Charm and Hospitality - we are so in love with it! Tucked on a super quiet Lane on the ever-popular East Side of our Island, you’ll feel a million miles away from the hustle and bustle of the real world, yet close to everywhere you want to be. offering two new boat ramps so bring the boat - there's plenty of room in the driveway! In addition to boat ramps, Memorial Park provides a great spot to launch kayaks, fish and crab from the pier, en

Located in Chincoteague Island, Virginia, United States. Barefoot Breeze - A breath of fresh air! Life’s at ease with an Ocean Breeze……You know that feeling you get when you step onto the Beach for the first time each Summer? That first deep breath - the saltiness of the Sea, the scent of Coppertone, the sound of the Gulls - this is life at Barefoot Breeze on Chincoteague Island. It’s not just a Vacation Rental, it’s a Destination, an Experience, if you will. This amazing Home sits on the banks of a serene Pond in ever-popular Oyster Bay II in the heart of Chincoteague. This lovely Community is a fan-favorite with quiet streets perfect for walking or bike riding, lined with whispering pines. Barefoot Breeze is even more special sitting at the end of a quiet cul-de-sac, with a Pond right in your backyard. Barefoot Breeze is brand new to being a Vacation Home, and is beyond stunning. Dressed in Coastal Colors of Sea Grass and Bay Blue, it’s welcoming and relaxing. Kick off your Flip Flops in the Foyer, you’re on Island Time now…..As you wander