94,639 properties available

Located in Chincoteague Island, Virginia, United States. Seaside Rendezvous is a fabulous & newly renovated End-Unit Waterfront Townhome Seaside Rendezvous - Travel is the only thing you can buy that makes your richer..... Isn't it time for a new romance.....with Life?! A visit to fabulous Seaside Rendezvous is certainly the place to begin. This phenomenal End-Unit Townhome is located in a wonderful little community, Silver Sails. One of the most unique and wonderful features of this Neighborhood is that it has a spectacular Community Swimming Pool for you to enjoy after a day on the Beach! This is a rarity on Chincoteague Island and your family will love having this amenity! Silver Sails is tucked in the middle of Chincoteague Island, with easy access to everywhere you want to be! Seaside Rendezvous.....where to begin? This stunning 3 Bedroom/2.5 Bath Townhome has just been completely and beautifully renovated! Tucked away on a quiet, private cul-de-sac and backing to a gorgeous Tidal Creek, you will want to spend as much time outside a

Located in Chincoteague Island, Virginia, United States. Great White is a stately Victorian Vacation Rental that sleeps 12 in the heart o Great White - Memories made at the Beach last a Lifetime..... SUNDAY CHECK-IN DURING PEAK SEASON In Life, it's not where you go, but who you travel with. Family, Friends - those who mean the very most - are at times the hardest to get together. It's time - clear your calendar, grab those you love, and head to fabulous Chincoteague Island. If you make the time, we've got the place! Welcome to stately Great White - the perfect place to gather, reconnect, and relax. This gorgeous Historic Home is located on Main Street, only steps from Downtown Shops, Dining, and Robert Reed Waterfront Park - home of the best Sunsets to be found & Family-Friendly Free Events all Summer long! Besides the fact the Great White is an expansive Home that sleeps 12 and combines all you love about yesteryear with Modern Amenities, it also welcomes your Family Dog AND has Pool Access right next door at Sunset Bay Villas! Just imagi

Located in Chincoteague Island, Virginia, United States. The Robinson Family Beach House on Chincoteague! There is no time to be bored in a world as beautiful as this….Welcome to The Robinson Family Beach House on our little slice of Heaven, Chincoteague Island. Located on ever-popular North Main, you'll enjoy the peace and quiet, yet still be close to everywhere you want to be. The Attractions of Historic Main Street with so many quaint Shops and Restaurants, Robert Reed Waterfront Park, and the Chincoteague Carnival Grounds are just a short drive away, as is the Beach and attractions on Maddox Boulevard - the Beach Road. With 3 inviting Bedrooms and 2.5 Baths, this charming Home is ready to make your family's Vacation Dreams come true!After a fun-filled day exploring Assateague National Seashore and searching for our Famous Wild Ponies, you'll love coming back to the comfort of a true home, not a hotel room, with all the comforts of home. Rinse off in the Outdoor Shower, and relax in the comfortable Living Room and enjoy Flat Screen Stream

Located in Chincoteague Island, Virginia, United States. Sand Penny - Take in lovely Bay Views from this Chincoteague Island Duplex! Time spent at the Beach is never wasted…..What is it they say about finding a penny? It brings you good luck - good mojo, happy times! You’ll feel even luckier after spending some quality time with those who matter most at charming Sand Penny on beautiful Chincoteague Island. Tucked away in a quiet location just off ever-popular South Main, Sand Penny has all the makings of a Vacation you’ll treasure…..As you pull down the Lane to Sand Penny, you’re already dreaming of time spent at Assateague National Seashore, just a short drive away. Whether you enjoy searching for our famous Wild Ponies, Beach Combing, or just chillaxing, we have one of the most gorgeous beaches in our country. Did you know that Assateague National Seashore is the most visited National Park in our country? Spend a little time here and you will discover why this is.....Sand Penny offers plenty of Parking, and a great shaded Picnic Area right

Located in Chincoteague Island, Virginia, United States. June's Retreat - Waterfront; Boat dock! June's Retreat is Chincoteague Island's premier luxury vacation rental home, nestled on serene waterfront marshlands just north of town off of Main Street. This custom designed and decorated home leaves no detail unnoticed. From the bright spacious rooms with floor-to-ceiling windows to the expansive wrap-around verandas, you'll feel as though you're one with nature and your surroundings. Downstairs features a chef's quality kitchen, private billiards room, waterside glass atrium, living room, private den, formal dining room, sitting room and a bathroom. Upstairs you'll find 4 bedrooms with bathrooms (en suite), a sitting area and balcony. The panoramic views of Chincoteague Bay are unobstructed and unsurpassed. Come and see for yourself; we promise you won't be disappointed!​​​​​​​- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!- No smoking is permitted on the premises. - No pets

Located in Chincoteague, Virginia, United States. Egrets Landing-Beautiful Waterfront Cottage w/ Firepit, Kayak & Paddleboards! Spectacular views of Chincoteague Bay await you!Completely renovated and updated for the 2024 season (more pictures coming soon).Beautifully landscaped for your enjoyment.Relax while watching the sunset at the waterside fire pit.Kayak and 2 paddle boards provided.First-floor Features:Fully equipped kitchen, dining area, and cozy living room.Queen bedroom and full bathroom in hallSecond-floor Features:The first bedroom has a Pyramid bunk (twin over queen),The second bedroom has a queen bed.Shared full bath in hallwayPictures will be added mid January when work is complete.

Located in Chincoteague, Virginia, United States. Beechnut Villa-Waterfront-Cozy Waterfront duplex offers some of the best views of Assateague Island and the Lighthouse.Enjoy amazing views from the screened porch, which spans the entire first level.Spacious main level open floor plan.Room for the whole family to enjoy meals around the large dining table.Fully stocked kitchen, half bath, and living room with great views.First floor king and twin bedroom has a private full bathroom.Two additional bedrooms on second level share the full bath in hall.The rear bedroom has 2 twin beds.The front bedroom has a full bed, a twin sleeper, and private access to a second screened porch.AT THIS TIME, THE DOCK/PIER FOR THIS PROPERTY IS UNUSABLE AND CANNOT BE ACCESSED.

Located in Chincoteague Island, Virginia, United States. Heron Landing - In town; Coastal Cottage! Three words : Charming. Coastal. Cottage. Located just off of Ridge Road, in the center of the island, you'll find this adorable abode. 'Heron Landing' is newly remodeled. Downstairs you'll find an open floor plan with a fully equipped kitchen - with range, refrigerator, and dishwasher. A breakfast bar to enjoy a quick bite before you head to the beach. A comfortable and cozy living area with television. A half bath and washer and dryer can also be found downstairs for your convenience as well. A small porch with sliding door is located off of the living room, allowing you to crack open to let in the island breezes flowing over Assateague Channel. Upstairs you'll find the two bedrooms, both with queen beds. Beautiful, rustic, nautical themed decor. A full bath with tub/shower is also located upstairs as well. Enjoy your cup of coffee or cocktail on the cute patio area outside, or just to get a little extra island sunshine. Memorial Park is an e

Located in Chincoteague, Virginia, United States. WATERFRONT RELAXATION AT IT FINEST! Rachel's Retreat is Waterfront Relaxation at its finest, with gorgeous views of sunsets, balcony to enjoy the cool salt breezes, and a Master Bedroom and Living Room overlooking the waterfront. This beautiful, 2 bedroom, 2 bath, with private den, central air conditioned villa sleeps up to 6 people with 1 King, 1 Queen, and 1 Queen Sleeper Sofa (in den). A Pack -and-Play is provided for our small guests. Open kitchen and living room allows for easy family gatherings and dinners. The kitchen is furnished with range, refrigerator, microwave, dishwasher, toaster, coffee pot and grinder, Keurig Coffee Maker, blender, pots and pans, dishes, silverware and much more. Spend quality time together relaxing around the pool, strolling through town, exercising in the onsite fitness room, or just relaxing and watching TV together. You will find 3 Televisions in the home, one in the living room with DVD player, one in the master bedroom, and one located in the priv

Located in Chincoteague, Virginia, United States. Your Memorable Island Vacation Starts Where the Sidewalk Ends! Sidewalk's End is an adorable, 2 bedroom, 1 1/2 bath, central air conditioned cottage located in town for summer evenings spent strolling, shopping, playing miniature golf, exploring the many restaurants, and of course the ice cream parlors. The Comfortable living room with plenty of seating, is the perfect place to unwind and relax while watching TV. The kitchen is furnished with stove, refrigerator, microwave, pots and pans, dishes, crock pot, glasses, utensils and much more. This home also offers a Spacious Master Bedroom with 1/2 bath, 2nd bedroom with 2 twin beds and a full bath. The Large back yard is the perfect spot for family picnics, and gatherings, and you will even find a picnic table, and outdoor shower. Your Memorable Island Vacation starts where the Sidewalk Ends! This home has a NO SMOKING and NO PETS policy. We ask that you bring your own sheets (2 Queen, 2 Twin), and towels. A washer and dryer is provided

Located in Greenbackville, Virginia, United States. Sun Rayes - Pet friendly; Waterfront w/ Boat dock! We welcome "Sun Rayes"! What does this fabulous home have to offer? The question is: what doesn't it offer?! With 4 bedrooms, 3 bathrooms, 3 stories (with an elevator), a game room (ping pong, pool table, dart board, ring toss) and expansive decks - there's room for everyone! Situated on a canal in the popular Captain's Cove community, you have access to a boat ramp and you can dock your boat right outside your door! Also perfect for fishing, crabbing, kayaks, etc. Sun Rayes is packed full of fun - there are so many great spaces for entertaining and relaxing. The Captain's Cove community offers 3 pools (2 outdoor & 1 indoor), tiki bar, Marina Club and restaurant, 9-hole golf course, kids playground, dog park and more! (amenities are available for use with fee) And you're only 20 minutes from Chincoteague & Assateague Islands (the beach), and 30 minutes from Ocean City, MD (boardwalk & amusements).- No smoking is permitted on the premi

Located in Chincoteague, Virginia, United States. Bunting House - Water View - Single Family Home - Close to town - OS Shower Amenities:3BR/2B***(2B down/2BR 2nd floor/1BR 3rd floor) {1Q,1D, 2Q S/S, 1T S/S}. Central A/C, Microwave, Dishwasher, W/D, TV, VCR, DVD,WiFi, Cable, Gas Grill, Enclosed Porch, Outside ShowerSit 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. Large kitchen with stainless steal 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. With two living rooms, there is plenty of space to spread out.. 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)

Located in Chincoteague, Virginia, United States. Gorgeous Lighthouse Views right from the Pool! Think you can't have it ALL on your next Vacation? Think again - and check out fabulous Dancing Plover on Chincoteague Island! This gorgeous 3 Bedroom Towhome is located on the desirable East Side, only minutes from Assateague National Seashore. With a Community Pool, Dock, and a Family-Friendly Price Tag, Dancing Plover is the perfect Home Base for your next Island Getaway! Dancing Plover is decorated with a whimsical Coastal Flair, with beautiful Colors of Sand and Sea. Upon entering, soothing tans and sea glass blues are so inviting, and are stunning with the dark floors, reminiscent of a day on the Boardwalk. The Living Area is inviting with oversized comfy furniture, Flat Screen Streaming TV with Sling, and Free WiFi - the perfect place to relax after a fun-filled day at the Beach. The Kitchen and Dining Area are light and bright with fun Coastal Accents, Custom Glass Tile Back Splash, and the prettiest Starfish Pendant Light. Well-st

Located in Chincoteague, Virginia, United States. Stately Home on Chincoteague Island - Professionally Sanitized 5 BDRM, 3 FULL BATH, 2400SF, HOME ON 0.5 ACRE PRIVATE LOT WITH AWESOME WATERFRONT VIEWS FROM ANY FRONT HOUSE VIEW. NICE HARDWOOD FLOORS THROUGHOUT, SCREENED PORCH, 2ND FLOOR DECK AND LARGE EAT-IN KITCHEN ADD TO THIS SPACIOUS HOME. 2ND FLOOR WASHER/DRYER, STOVE, FRIDGE, DISHWASHER, CENTRAL HEAT-A/C AND CABLE / WIRELESS INTERNET READY MAKE THIS HOME EASY LIVING. FULLY FURNISHED (CAN VACATE FURNISHINGS IF NEEDED) ALL CLOSE TO SHOPPING, BEACHES, ACTIVITIES AND RESTAURANTS / COFFEEHOUSES. PETS CONSIDERED.

Located in Chincoteague, Virginia, United States. West Haven - 3BR Waterfront home with pier and dock on Channel. sunporch. Amenities: Central A/C, TV, VCR, W/D, Microwave, Dishwasher, Deck, Dock, WiFiEnjoy sunsets from this lovely waterfront home with a private dock!! Located on South Main Street, this home is the perfect spot if you want a beautiful view of the Chincoteague Bay. This home offers plentiful space, having a large, eat in kitchen, a sitting room and two additional living rooms!. 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, 1 Double, 2 Twins, 1 Queen Sleep SofaSunday Change Over$ 158-340 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. Getaway Cottage - Water Front - Water Access - Fenced Backyard - Screen Porch Amenities: Central A/C, Microwave, 2 TVs, Cable, VCR, WiFi, Dishwasher, W/D, Outside Shower, Electric Grill, Screen Porch, Deck, Private Dock, Fenced Back YardVery private water front home with access to the Chincoteague Bay. Private dock for canoes, kayaks and flat bottom boats. Features a lovely pond in the front yard. Large back deck, screen porch, WiFi, private dock & fenced back yard. Nearby is Katydid, A Summer Place and Goose Bay.. Please ask about our cancelation policy. 60 day cancellation prior to occupancy date (100% refund minus processing fees, travel insurance and credit card fee's). Bed Sizes: 2 Queens, 2 Sets of Bunks w/4 TwinsSaturday Change Over$ 165 - 320 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. BLUE SKIES, SUNSHINE & SANDY BEACH AWAIT! We would love to welcome your family to our home in Chincoteague. Blue Skies delivers more than a hope for wonderful weather. It is a home originally built by a long-standing family from Chincoteague and more recently redone to accommodate more modern needs. WiFi, smart TV, cable, washer and dryer and ironing board. The home sleeps seven to eight. There is a master suite with a queen size bed, soaking tub and walk in shower for those active days kayaking or paddle boarding. A second full bath with a tub is located near the second bedroom. For sandy days at the beach you might enjoy the outdoor shower with quick entrance to the house.The second bedroom provides two twin beds. The sectional couch provides room for two adults or three children and a five-inch foam twin mattress pad can be added to any room. Your furry members will enjoy a climate-controlled indoor/outdoor kennel, a dog bed and a fenced yard for fresh air. One dog crate in the

Located in Greenbackville, Virginia, United States. The Sweets Spot - Luxury in Captain's Cove A day spent at the Beach is never a wasted day…..Ready for a Vacation that will thrill everyone in your family? You’ve found ‘The Sweets Spot’ right here in Captain’s Cove, for sure! Captain’s Cove Golf and Yacht Club is one of the Best Kept Secrets on the Eastern Shore of Virginia. Located at the water’s edge directly on the Chincoteague Bay, Captain’s Cove is a Water Lover's delight, and is only 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. Have the best of everything, right in the heart of the Eastern Shore!The Sweets Spot has it all - a fantastic location just steps from ALL of the Cove’s fabulous Amenities, beautiful Decor, tons of space, and a fabulous yard overlooking a Tidal Pond to relax and spend time with those who matter most. Grab the kids, pack your bags, and don’t forget the Boat, as this pic

Located in Chincoteague Island, Virginia, United States. Almost Heaven - Pet friendly; Waterfront home! A lovely 3 bedroom waterfront Victorian home that features a first-floor bedroom with a queen bed and full bathroom with tub/shower. Almost Heaven is just that... boasting breathtaking sunsets over the Chincoteague Bay and a private pier great for crabbing and fishing! Almost Heaven is also Pet Friendly, and includes wireless internet and a wood stove for the chillier off-season stays. The second level offers two more bedrooms (D and 2 Twins) and a second full bath. Come and enjoy a fabulous stay at this charming island home that will remind you of the years gone by! - No smoking is permitted on the premises. - Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate

Located in Chincoteague Island, Virginia, United States. Wildcat Retreat - Waterfront; Phenomenal Views! Only for the discerning traveler, 'Wildcat Retreat' is the newest in luxury vacation accommodations on Chincoteague Island. The reverse floor plan is over 2,800 square feet and offers views of the bay and marshlands where wildlife abounds from nearly every room. The first floor features 4 bedrooms, all en suite with full bathrooms and a large recreational room with second kitchen and waterside deck. The second floor features the main living areas - living room, dining room, kitchen, powder room - as well as another waterside deck and screened porch. If you enjoy fishing and crabbing, or just sitting at the water's edge, you'll LOVE the 500' private pier that extends into the Chincoteague Bay! Vacationing with a large group? Check out the sister house 'Wildcat Haven' right next door!- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!- No smoking is permitted on the premises. -

Located in Chincoteague Island, Virginia, United States. The Good Life on Ocean The Ocean stirs the heart, inspires imagination, and brings joy to the soul….Welcome to The Good Life on Ocean - the perfect homebase for your family’s Chincoteague Island Adventures! Only 5 minutes from Assateague National Seashore, where our famous Wild Ponies roam free, this adorable home has all the quintessential Chincoteague Charm you love, plus the Modern Amenities you want and need. In a great mid-island location on Ocean Boulevard, The Good Life on Ocean is perfect for a large family, or 2 small families to share. You’ll love being able to walk or ride your bike to Downtown Restaurants, Shops, and Robert Reed Waterfront Park - home of amazing Sunsets, and many Free Events during the Summer months!You’ll love relaxing in the Living Area after exploring Assateague Island, and kicking back with Free WiFi and Flat Screen Cable TV with Streaming. We just love the original Hardwood Flooring, and inviting Colors of Sand and Sea. With beachy touches such as Wick

Located in Greenbackville, Virginia, United States. Diving Duck - Waterfront home w Hot tub & Boat dock & King Bed If you're looking for the complete vacation package, look no further! This 5 bedroom home features a spacious open floor plan with wall-to-wall sliding doors and windows, allowing natural light to permeate throughout the home. Downstairs you'll find the living room and great room with access to the waterside deck, a large dining area, kitchen with all the counter space you'd ever need, a half bathroom, and the master bedroom with private bath (with custom tile shower and soaking tub). Upstairs features a landing area with sofa and foosball table, 4 more bedrooms and another full bathroom. Aptly named, 'Diving Duck' is the perfect spot for watching the ducks and wildlife pitch in the bay just out the back door. There's even a floating dock perfect for launching canoes and kayaks! And as if all of that is not enough, the Captains Cove community features swimming pools (2 outdoor, 1 indoor), a fitness center, marina club resta

Located in Chincoteague, Virginia, United States. Coco Banana's tropical feeling is ap-peeling! COCO BANANA is a bright and spacious 2-bedroom, 2-full bath, central air conditioned home, located on a quiet dead-end street near the heart of town. It is just a short walk to historic Main Street where you can explore Chincoteague’s quaint gift shops, restaurants ice cream parlor and movie theater. It is also close to the bowling alley, grocery store and Fairgrounds. You will love the beautiful kitchen with granite counter tops, gas range, refrigerator with ice maker and a full appointment of cookware, dishes and accessories. Eat in the spacious dining area or out on the peaceful screened in deck. There is a flat screen HDTV in the living room and one in each bedroom showing DirecTV’s movie channel package. Laundry is a breeze in the separate laundry room with the full-sized front loading washer and dryer. You can even enjoy the large outdoor shower. You will always have plenty of hot water with the Insta-Hot gas water heater! Coco Banana

Located in Chincoteague Island, Virginia, United States. Avalon - waterfront home with fireplace and screened porch Avalon is a charming 4 bedroom, 2.5 bathroom home situated on a bulkheaded waterfront lot on Oyster Bay! There is a large great room that boasts two family rooms, a dining area and large kitchen. From the gas fireplace, to the 16' cathedral knotted pine ceilings, this home is bright, warm and inviting. Avalon offers two queen bedrooms with screened porch access (one private) and two twin bedrooms. Offering over 600 sq. ft. of screened porch - you could live outdoors! The first level also offers a full size futon and 1/2 bath. Avalon is one of our most popular offerings; it books quickly! - No smoking is permitted on the premises. - Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!- No pets are permitted on the premises. - Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will