Vacation Home Rentals By Owner In Chincoteague Island, VA

$292.16

Southern Dream | Oyster Bay Water View Home, Screened Porch, Large Deck + Outdoor Shower

Chincoteague Island, Virginia, United States

Charming 3 bedroom ranch home located in one of Chincoteague Island's residential communities. Nice, quiet location with a water view of Oyster Bay. You'll enjoy the easy, one-story floor plan with open living room/kitchen/dining areas. If you love the outdoors, spend your time outside on the spacious deck or screened porch - there's plenty of room for all! Many modern amenities such as central air, high speed internet, charcoal grill and an outside shower will ensure your comfort during your stay! brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- No pets are permitted on the premises.br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$269.39

/ Nightly

Private Vacation Home

Channel Lookout | Memorial Park Water Views w/ Private Deck, Assateague Channel Scenery & Fishing

Chincoteague Island, Virginia, United States

This property has a location that is rich with amenities. Situated right next to Memorial Park, you can sit on the deck and enjoy the water views as the kids run and play, or fish and crab at the waterfront Memorial Park. The first floor is an open room consisting of the kitchen, dining area and living room (with queen sleeper sofa). You'll also find a full bath on this level. The second floor offers a queen bedroom with a private deck that has unlimited views of the Assateague Channel! The second bedroom has two twin beds and you'll find another full bathroom upstairs as well. Come and see for yourself! (Waterfront areas, dock, pier and playground area pictured are public property/Memorial Park.)brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- No pets are permitted on the premises.br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$321.36

/ Nightly

Private Vacation Home

Waterman's Daughter | East Side Townhome, Balcony Views, Shared Waterfront + Pets

Chincoteague Island, Virginia, United States

We are excited to introduce Waterman's Daughter! This stately townhome is located on a quiet lane off of East Side Drive. The first floor of the home features two bedrooms, both featuring full attached baths! A full size washer and dryer are conveniently located off the hall in between these bedrooms. As you make your way to the second floor of the home, you are greeted by a bright living space featuring a flat screen TV, fireplace, large windows, and doors that lead you out to the second floor balcony that features a table for two with a view. Right beyond the dining area of the home, you will find the fully equipped kitchen that features additional seating for three at the kitchen bar, a stove top oven, microwave, and dishwasher. The large Master bedroom is on the second floor of the home and features yet another full attached bath and wall-mounted flat screen TV. There's even a shared waterfront area - perfect for launching your kayak or canoe. This home is truly the perfect setting for your next Chincoteague Island vacation; clean, relaxing, and accommodating! Call us or book online today!brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises.br- 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.br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$543.6

/ Nightly

Private Vacation Home

Blue Pointe Bayside | Cul-de-Sac Waterfront w/ 4 Decks, Screened Porch, Sunsets & Bay Views

Chincoteague Island, Virginia, United States

Spectacular waterfront home on the end of a cul-de-sac! Bright, airy and immaculate! Four decks, including one off of the stunning 2nd floor Private Master Suite. Dramatic cathedral ceiling in the cozy, waterfront living room. A screened porch to host an outdoor dinner. Central heat for those off-season stays, and Central A/C for the summer stays, make this the perfect vacation house all year 'round. A sunny, well equipped, eat in kitchen for the gourmet cook. Down-draft cook top and gas grill; perfect for any meal. Beautiful sunsets on the Chincoteague Bay - Water views from every room! Large, hot water outside shower and an oyster shell path to the water so you can easily walk out to the bay to crab, fish and kayak.brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- No pets are permitted on the premises. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$561.55

/ Nightly

Private Vacation Home

Grey Heron | Waterfront Home w/ Dock, Kayak Launch, Screened Porch, Epic Sunsets & Pet Friendly

Chincoteague Island, Virginia, United States

Majestic views await you from every room at Grey Heron, a charming raised contemporary located on North Main Street. Enjoy the unparalleled island sunsets from the private dock, spacious screened in porch and dining area, or with it's floor to ceiling windows and numerous cozy seating areas - from anywhere else in the home! Vintage artwork from local artist Hall Lott, known for his cover artwork for the Chincoteague Island Easter & Decoy Festival and Pony Swim posters, adorn the walls at every turn. Plush, cozy furniture in the living area as well as a round-about room featuring stunning 180-degree views of Chincoteague Bay and salt marsh give you plenty of space to enjoy company comfortably. A fully equipped kitchen (range, dishwasher, refrigerator) to prepare meals for family and friends, which is connected to the great room featuring a beautiful working fireplace and natural wooden floors. Grey Heron features 3 bedrooms, each boasting their own private balcony. On the upper level (accessible by the spiral staircase in the great room) you'll find the master bedroom - with the largest balcony, overlooking the sweeping vista of the bay and marsh. A comfortable king sized bed and television, as well as a full bath. The floor to ceiling bay window delivers plenty of natural island sunshine into the bedroom. Downstairs you will find the other two bedrooms - both with queen sized beds, a small balcony, and a cozy sitting area with view of the bay and marsh. Bring your bushel basket and crab right off the dock, then enjoy the bounty of the Chincoteague Bay from the screened-in porch. Bring your kayaks as well and launch them right from the private launch found off the bulkhead on the property. An outdoor shower to hose off after a sandy day at the beach. Plenty of space outside to enjoy family activities, and pet-friendly so bring your furry friends - they love basking in the sun on the dock as much as people do!brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- 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. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$555.87

/ Nightly

Private Vacation Home

Trembling Bay | Waterfront Cottage, Private Pier, Screened Porch, Panoramic Views, Pet Friendly

Chincoteague Island, Virginia, United States

This beautifully renovated 3 bedroom, 2 bath Chincoteague cottage is nestled along the salt marshes in a natural setting on Chincoteague Bay. A few of the fine features include a private pier, a new kitchen & appliances, waterside screen porch & deck, and private master bedroom suite with a custom-designed luxurious bath. The numerous windows and over-sized sliding doors allow panoramic water views from nearly any spot in the house. The first floor is completely wheelchair accessible and features your main living areas, large master bedroom suite (K) with bathroom, and second full bathroom with shower/tub. Upstairs features the second and third bedrooms (D/2T). If relaxation is what you're seeking, look no further. This quiet, peaceful location at the water's edge will delight the senses. Come and see for yourself; you won't be disappointed!brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- Pet Friendly with a fee, No cats, 2 dogs max. ($150 per pet) br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$394.14

/ Nightly

Private Vacation Home

Donovan's Reef | Colorful Downtown Chincoteague Cottage w/ Sunroom, Walk to Shops & Pet Friendly

Chincoteague Island, Virginia, United States

Charming Chincoteague coastal cottage doesn't even begin to describe this place, but it's a start. Cheery, bright, and colorful - with some form of island history gracing every nook and cranny. Find the perfect mix of old and new in this unique home. Close enough to the main drag on Maddox Boulevard and Main Street - but out of the hurly-burly here on Ocean Boulevard. Wake up a few minutes before everyone else and head across the street to get fresh donuts from Mister Whippy or chocolate croissants from Amarin to surprise everyone with. You'll be the hero for the day, until someone else brings home oysters that night. Oh, and bring your furry friends along, because this one's PET FRIENDLY! This property features lots of nooks for sleeping spaces - a loft upstairs, featuring skylights that let the bright island sunshine flood in. Up here you'll find a cozy king size bed in one room, and two twins in another, with a full bath that features a gorgeous tiled stand up shower. Downstairs you'll find two more bedrooms - one with two twins, and the other with a king. Three different comfortable living areas, one of which is an outdoor sunroom - and that room has doors that connects to the downstairs king - in addition to the main living area. Small backyard area for letting the puppies play or eating lunch outside at the picnic table. The retro mid-century kitchen has everything you'll need to prepare that island seafood dinner with what you catch down at the town dock, and a lovely dining area to enjoy it as a family. Donovan's Reef is located in the heart of downtown Chincoteague, allowing you an easy walk to all the shopping the island has to offer. Stop by Chincotiki on your way home and grab an orange crush or two!brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- 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. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$491.71

/ Nightly

Private Vacation Home

Hidden Treasure | Bayfront Dock, EV Charger, Fireplace, Sunset Views, Screened Porch

Chincoteague Island, Virginia, United States

X marks the spot here at Hidden Treasure. Nestled in a cove along the shoreline of the island's most exclusive neighborhood on the northern end, you'll have everything you need for a perfect family vacation. ENDLESS outdoor space in the form of a long private dock with a large sitting area at the end, huge deck off the living area overlooking the water, a screened in dining area off the deck, and a large shared balcony off of two of the bedrooms on the upper level. The spacious home offers 4 bedrooms and 3 bathrooms. On the ground level you'll find the fully-equipped kitchen with breakfast bar and dining area. The kitchen opens up to the cozy living area, with a fireplace and an unbelievable view of Chincoteague Bay. You'll find plenty of seating for your family, just around the corner is another sitting area for overflow - or if you just want to curl up with a good book alone (no judgement!). Also located on the ground level is a full bath and bedroom with two twins - ideal for putting the little ones to bed but still being able to keep an eye on them. Upstairs you'll find the other 3 bedrooms. The master suite - furnished with a king bed, bath with Jacuzzi soaking tub and shower, flat-screen, and yet another knockout view on the balcony. The balcony runs the length of the house and is shared on the other end with a bedroom with a queen. An additional full bath, and another bedroom with two twins is also found upstairs as well. Crab and fish right off the dock, and enjoy cooking and enjoying your bounty together al-fresco at the screened-in porch on the deck. Or pour yourself a nice chilled beverage and walk down to the end of the dock and wait for the sun to slip under the horizon over Chincoteague Bay - bringing the end to another day of treasured memories made at Hidden Treasure. brbr- *NEW FOR 2025: Level 2 EV charger!*br- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- No pets are permitted on the premises.br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$381.53

/ Nightly

Private Vacation Home

Sunset Bay Villa 116 | Ground-Floor Marina Walk-Out, Pool + Spa Bath Luxury Villa

Chincoteague Island, Virginia, United States

A beautiful ground-floor villa with walk out to marina. Luxurious master bedroom with private bath includes both a roomy tiled shower and whirlpool bath. Villa 116 will sleep 8 (beds for 6 plus a queen size air mattress), and includes a full laundry, all appliances, a gourmet kitchen, and more. There's also a pool and fitness room for your enjoyment! Tastefully furnished, you can relax, enjoy and entertain your family and friends in style. | NOTE: This unit does not have a boat slip, however, use of the marina is included. brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- No pets are permitted on the premises. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$421.89

/ Nightly

Private Vacation Home

Sunset Bay Villa 212 | Waterfront Balcony + Pool + Walk to Downtown + Pet Friendly

Chincoteague Island, Virginia, United States

Cozy and luxurious, three bed, two bath waterfront villa with private balcony. Beautiful kitchen space overlooks the bright, open dining/living area. Step out onto the waterside balcony and enjoy the water, wildlife, and sunset views. Bedrooms are spaced nicely - one full, one with two twins, and one king suite. King suite includes two mirrored closets, large bathroom with stand-up shower, and an additional entryway to the private balcony overlooking the Chincoteague Bay. Enjoy access to the community pool and fitness center within the villa complex. Conveniently located to our historic downtown area, you can walk to dinner, movies, shopping, galleries and more. This unit does not include a private boat slip, however, use of the common area marina is included.brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- 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. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

3

Bed

2

Bath

6

Sleeps

$567.41

/ Nightly

Private Vacation Home

Relax Inn by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Welcome to Relax Inn — where the days move a little slower, the laughter lingers a little longer, and the moments become memories you’ll carry home.brbrBrand New in 2025, Relax Inn oozes Southern Hospitality and is absolutely stunning. Tucked on a quiet Lane off the beaten path, you’ll feel a million miles away from the real world, yet still be close to everywhere you want to be, including Assateague National Seashore and Chincoteague Wildlife Refuge - where our famous Wild Ponies roam free. You're even just a short stroll from the Chincoteague Carnival Grounds. And if you’re looking to accommodate a large group or family reunion, Nestled Inn, Relax Inn, and The Feathered Nest are all tucked in this wonderfully quiet location! Relax Inn sits tucked behind Nestled Inn, and has beautiful wooded views. brbrThe Living Area, dressed in beachy blues, is the perfect place to gather and spend time together after a day of searching for Wild Ponies, fishing, or just sunbathing. Sink into the oversize sectional and enjoy family movie night together, or hang out on the Screened Porch and share stories of the day’s adventures. The open layout at this gorgeous home is perfect for spending time together without ever feeling crowded. brbrJust off the Living Area, the Kitchen will delight the Chef in your family. Mealtime will be anything but a chore in this well-equipped Kitchen with all the comforts of home, and then some! We love the combo of beachy white cabinetry and flooring reminiscent of a stroll on a rustic boardwalk. Add in Stainless Appliances and a beautiful Tile Backsplash, and Relax Inn is utterly perfect. Grab a quick bite at the Breakfast Bar before hitting the beach, or dine Al-Fresco on the awesome Screened Porch, which is furnished with furniture for both dining and relaxing. Not one to cook on vacation We’ve got you covered! You’re less than 5 minutes away from several great dining venues!brbrAfter dinner, check out the Patio with Fire Pit, roast some marshmallows, and make memories sure to be shared for generations to come. After all, isn’t this what life is about brbrRelax Inn sleeps 8 comfortably in 4 Bedrooms, and with 3 Full Baths. Bedroom 1 is a desirable 1st Floor Primary Bedroom with a luxurious King Bed, Flat Screen Smart TV, and is dressed in nautical navy and sea salt. The Attached Primary Bath has a Double Vanity and Custom Walk-in Shower. Bedroom 2 is also perfectly situated on the 1st Floor, and has a comfy Queen Bed, Flat Screen Smart TV, and sunny yellows and warm grays. While there is not an Attached Bath, the Full Bath with Walk-in Shower is just across the hall, and also convenient to the Living Area.brbrWandering upstairs, you’ll find 2 more Bedrooms, a Full Bath in the hall, and a huge Bonus Room. The Bonus Room will be a favorite of the kiddos with Flat Screen Smart TV and giant Bean Bag Chairs. Bedrooms 3 and 4 are equally gorgeous with a Queen Bed and Flat Screen Smart TV in each Bedroom. A 3rd Full Bath is in the hall and has a Tub/Shower Combo.brbrAll of this, and keep in mind you’re only a short ride away from one of the most pristine beaches in America. Whether your pleasure is sunbathing, fishing, shell combing, or searching for Ponies, our pristine beaches offer something for everyone! Relax Inn for the win on Chincoteague Island!brbrNO SMOKING AND NO PETS. Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.

Bed

Bath

Sleeps

$343.38

/ Nightly

Private Vacation Home

Teal Cottage by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Collect Memories, not things…..brbrLife is busy - crazy busy! Work, school, meetings, sports - and repeat. Precious moments together that used to be easy to find, are hard to come by these days. This is why we must MAKE them happen! So, clear the calendar and grab those who matter most - we’ve got the Vacation of a lifetime for you right here on Chincoteague Island at beautiful Teal Cottage!brbrTeal Cottage is the epitome of the Vacation Dream Home - gorgeous Coastal Colors and Decor, a fabulous Location perched on a serene Pond, beautifully Appointed, and you’ll even have Views of the Assateague Channel! Tucked at the end of a quiet street in ever-popular Oyster Bay II, this home truly has it all. And Oyster Bay II is a fan-favorite with quiet streets perfect for walking or bike riding, and is lined with whispering pines.brbrHaving made amazing memories here on our Little Island by the Sea themselves, the Owners of Teal Cottage named this special home after their love of the Waterfowl that live right in the Pond, and her Grandmother’s love of this bright and beachy color. And now Teal Cottage is ready to make your time on Chincoteague special.brbrYou’ll love sinking into the comfy Sectional in the Living Area after a fun-filled day exploring Assateague, and enjoying Free WiFi and Flat Screen Streaming TV. With gleaming Hardwood Floors and tons of Natural Light, Teal Cottage is so warm and welcoming.brbrJust off the Living Area, the Well-Equipped Kitchen is sure to please with Granite Countertops, Stainless Appliances, and both a Breakfast Bar and an Island! Mealtime will be a sea breeze with every gadget imaginable. Dine in the comfort of Central AC in the spacious Dining Area, or Al-Fresco on the Screened Porch with amazing Views. Down in the yard by the water’s edge is yet another Picnic Area - perfect for enjoying some Fresh Local Crabs - and there’s even a Fire Pit!brbrTeal Cottage sleeps 10 in pure luxury and style. The Master Bedroom has a desirable 1st Floor Location with a comfy Queen Bed and Private Access to the Water View Deck. In the Private Master Bath, you’ll find a Double Vanity and Walk-in Shower. The Laundry Area and another Full Bath with Walk-in Shower are conveniently located down the Hall, just off the Kitchen.brbrWandering upstairs, you’ll discover 2 more beachy and beautiful Bedrooms, an Office Nook, and another Full Bath with Tub/Shower Combo. Bedroom 2 has another Queen Bed, and just wait til you open the Private Door leading to the Upper Deck - WOW, those Views! Kick back and enjoy a glass of Wine while taking in Views of the Pond and Assateague Channel - you’ll never want to leave this spot! Down the Hall, Bedroom 3 sleeps 6 with 2 sets of Pyramid Bunks (Twin over Full) and Flat Screen Streaming TV. Need to do a little work while you’re here The Office Nook is perfect for that, and you even get to work with spectacular Water Views.brbrLife is all about Experiences, and that is exactly what Teal Cottage has in store for you - so much more than just a place to lay your head at night! Traveling with another family or planning a bit of a reunion Barefoot Breeze is right next door - book both to double the fun!brbrOccupancy of 10 is strictly enforced! Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.

Bed

Bath

Sleeps

$172.94

/ Nightly

Private Vacation Home

Sun Singer - 2BR townhome, Waterview shared pier,deck -Pet friendly NO LINENS

Chincoteague Island, Virginia, United States

Amenities: Central A/C, 2 Smart TVs (bring your own login info for Prime, Netflix and Hulu), Bluetooth Speaker, WiFi, Microwave, Dishwasher, W/D, 2 Decks, Charcoal Grill, Shared Crabbing Pier, Open Outside Shower (hot and cold), Allows Dogs OnlybrbrLovely Pet Friendly Townhouse located near the water. Enjoy the community pier or sit and relish in the beautiful views of the channel. This 2 bedroom, 2 and a half bath property provides everything you need for a pleasant and relaxing vacation. 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 and 1 Bunk w/ a Double and a TwinbrbrSunday Changeoverbrbr2026 Prime Season Rate $ 875 per week / $ 125 per night br2026 Off Season Rate $ 651 per week / $ 93 per night 3 night minimumbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Bed

Bath

Sleeps

$354.84

/ Nightly

Private Vacation Home

Amistad by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

The very definition of ‘Amistad’ is friendship - and that suits this beautiful home so well, as you’ll feel like you’re visiting a long, lost friend on our Little Island by the Sea. You’ll love making unforgettable family memories in this charming historic home that has graced Chincoteague Island with its presence since the early 1900’s. With the quintessential Chincoteague Charm you love, plus the modern amenities you want and need, Amistad will treat you to a true island experience without missing any of the conveniences of home! What makes it even sweeter You can bring the whole family - including your family dog - who will absolutely love sunning and playing in the large Fenced Yard!brbrTucked on North Main Street, you’re close to everywhere you want to be, including Assateague National Seashore, where our famous Wild Ponies roam free. Whether you love searching for Ponies, Beach Combing, or Fishing, one of the most gorgeous beaches in our country is just a short drive away! 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.....brbrAs you swing open the gate to enter the yard, you’ll be greeted by a large Deck perfect for hanging out and enjoying dinner Al-Fresco, while taking in that salty, sweet sea breeze. Kick off your flip flops, and let the fun begin - you’re on island time now!brbrAmistad has so many nooks and crannies to explore, and all the comforts of home. You’ll love kicking back in the Living Area and enjoying Free WiFi and Flat Screen Streaming Only TV after a fun-filled day at the Beach. The kids will have a blast playing Ping Pong on the large Screened Porch, or hanging on the Upper Deck, which has lovely Water Views. brbrThe Chef in your family will find mealtime to be a bay breeze with the well-stocked Kitchen. Dine in the comfort of Central AC, or outside on the Deck - the world is your oyster at Amistad. Not one to cook on Vacation You are right down the street from some of the best dining on the island including Bill's, Don's Seafood, and more. Just off the Kitchen, you’ll find the Dining Area, and also the Mud Room, which leads to the backyard, and houses a Full Size Washer and Dryer for your convenience. brbrAmistad sleeps 10 people in 4 Bedrooms, plus the Loft, and is perfect for one large family, or 2 small families to share. Bedroom 1 is located on the 1st Floor and has a comfy Queen Bed, Flat Screen Smart TV, and an Attached Full Bath with Tub/Shower Combo. brbrWandering upstairs, Bedroom 2 is dressed in sunny yellows and blues, and has 2 Full Beds. You can also access the Upper Deck through this room - the perfect place to take in amazing Chincoteague Sunsets over the Water. Just across the hall, Bedroom 3 has a Full Bed, and pale greens and blues. On the other side of the hall sits Bedroom 4, which has a Twin Bunk Bed, and sleeps 2. There is also a Sleeper Ottoman in the Living Area that converts to a Twin Bed, just in case you need another option. brbrBut wait - we aren’t done yet! There’s one more special place in Amistad you’re sure to love. Wander up one more flight of stairs to the Loft - the kids will just adore this space. With a Foosball Table, Game Tables, and a King Sleeper Sofa, it’s the perfect hangout! brbrAmistad is in a great location, has tons of space, lots to do, and welcomes your furbaby with a $100 Pet Fee per pet - what more could you want Enjoy everything from swimming, fishing, clamming, or beach-combing to chilling on the porch with a glass of wine while you watch one of our incredible Chincoteague Sunsets. If you truly want to experience Chincoteague Island Life as the Locals do, Amistad should be your first stop.brbrWell-Trained Dogs welcome with $100 Pet Fee each - 3 max, and must be approved in advance. Dogs must be current on Vaccinations, and on Flea/Tick Preventative. Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors. LINENS INCLUDED, NO SMOKING, NO VAPING FAMILIES ONLY AND MUST BE AT LEAST 25.

Bed

Bath

Sleeps

$318.96

/ Nightly

Private Vacation Home

Lily Pad 2 by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

“Not all who wander are lost…..”brbrWelcome to Lily Pad 2 in the very heart of Chincoteague Island! If you’ve been looking for the perfect place to “get lost”, yet still be close to everywhere you want to be, this is the place for you!brbrBrand New Lily Pad 2 sits tucked down a quiet Lane, and is the sister-house to Lily Pad on Wayne Road, sitting almost behind it. This Brand New Construction is not only stunningly beautiful, it sleeps 9 and welcomes your family’s dog! And, you can rent Lily Pad and Lily Pad 2 together to accommodate your large family, or 2 families traveling together, and receive a $100 Discount!brbrYou’ll love Lily Pad 2’s classic Coastal good looks with beachy blues and crisp whites. We also love that you can access the home through the front of the house, or use the ramp on the side, for those who prefer not to use stairs. The Front Porch beckons you to sit a spell and take in that salty, sweet sea breeze…..brbrYou’ll love kicking back in the Living Area and enjoying Free WiFi and Flat Screen Smart TV. Light, bright, and open, there’s plenty of room to spend time together without ever feeling crowded. We love the Colors of Sand and Sea, and the beachy flooring, reminiscent of a stroll on a beach boardwalk.brbrMealtime will be easy-breezy in the Well-Stocked Kitchen with tons of Countertop space and warm Wood Cabinetry. Grill the Fresh Catch of the Day on the Charcoal Grill, and dine in the comfort of Central AC. The Breakfast Bar is perfect for a quick bite before hitting the Beach, and between that and the Dining Table, there’s plenty of room for all.brbrJust off the back of Lily Pad 2, you’ll find an awesome Screened Porch with plenty of comfy seating - the perfect place to begin and end every precious Vacation Day! Your furbaby will love sunning on the porch or in the yard, and there’s even a refreshing Outdoor Shower for rinsing off sandy feet. Take a stroll down the street to take in stunning Views of the Assateague Lighthouse and Channel, plus you’re only a quick drive or bike ride to Assateague National Seashore, where our famous Wild Ponies roam free!brbrThis adorable home sleeps 9 in comfort and style in 3 Bedrooms and 2 Full Baths. Just off the Kitchen, you’ll find the Primary Bedroom with a comfy Queen Bed, Flat Screen Smart TV, and an Attached Full Bath. Decked out in Nautical Navy and Sandy Beige, it’s beautifully furnished. The Attached Full Bath has a gorgeous Navy Double Vanity, and Walk-in Shower. Just outside of the Bedroom, you’ll find a Full Size Washer and Dryer for your convenience, as well as access to the Screened Porch.brbrOn the other side of Lily Pad 2, you’ll find 2 more Bedrooms and a 2nd Full Bath with Tub/Shower Combo. Bedroom 2 has another Queen Bed, while Bedroom 3 sleeps 5 with a Full over Full Bunk Bed, plus a Twin Trundle. A perfect space for the kiddos!brbrLife is short - pack your bags, grab those who matter most, plus the furbabies, on and head on down to Lily Pad 2 on Chincoteague Island for your next Beach Break!brbrFriendly dogs welcome with a $100 Pet Fee. Max 2 Dogs with Permission. Dogs MUST be current on Flea/Tick Preventative and Immunizations. No Cats.brbrEvery effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.

Bed

Bath

Sleeps

$649.83

/ Nightly

Private Vacation Home

Egret's Cove | Bayfront Oyster Bay Retreat w/ Hot Tub, Screened Porch, Dock & Fenced Yard for Pets

Chincoteague Island, Virginia, United States

Breathtaking views call your attention at this gorgeous waterfront home! 'Egret's Cove' is located next door to our ever popular sister vacation home, 'Heron's Cove'. Egret's Cove is rich with amenities, leaving nothing to be desired for an enjoyable vacation stay. With the amazing views, blissful sunrises, bay breezes, pet-friendly, you'll be in awe that this bay front home has to offer! This home was built directly on Little Oyster Bay in 2004, and has a large screened porch with a hot tub. Boasting beautiful water views from almost every room, the interior features tasteful decor, lots of natural light and a vaulted ceiling in the living room that lends to the openness. One bedroom with a king is located on the first floor (with a Jack and Jill bath). The kitchen also features everything you will need to cook for the family while vacationing, and there is a wet bar adjacent to the dining area. In the large open living room you will also find a full size sleeper sofa. Moving upstairs, you'll again be wowed by the views! In the loft, you will find a queen sleeper sofa as well as a game table, twin sleep sofa and plenty of room to relax. One bedroom features a king size bed, with a private balcony. Across the hall you will find another bedroom with a queen size bed, lots of natural light and a dedicated workspace. There is a large deck that has a spiral staircase to make your way down to the screened porch.. You will also find two full bathrooms in this space. Each bedroom also features a smart TV for your enjoyment! Outside, experience a private oasis and enjoy a relaxing soak in the hot tub overlooking the Bay while finding peace in the natural elements surrounding the space. Relax on the front deck or by the fire pit - all of which is enclosed by a fence so your furry friends can roam without worries. There is also a shared dock with the home next door, perfect for kayaking or crabbing.brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- 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. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$207.02

/ Nightly

Private Vacation Home

Shell of a Time by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Ready to have a ‘Shell of a Time’ on your next trip to our Little Island by the Sea ! You will absolutely fall in love with this beautiful Cottage on Chincoteague Island - tucked on a quiet street, but close to everywhere you want to be! brbrShell of a Time has all that you love about a quintessential Chincoteague Cottage, plus the Modern Amenities you want and need. Newly Renovated, Shell of a Time truly has it all. You’ll love sinking into the huge Sectional in the Living Area and enjoying Flat Screen Streaming TV and Free WiFi after an adventurous day exploring Assateague National Seashore - home of our Famous Wild Ponies! With welcoming Colors and Flooring reminiscent of a stroll on the Boardwalk, you’re sure to feel at home right away!brbrThe Chef in your family will adore the newly renovated Kitchen will all you need and then some! We just love the Metal Backsplash and Black Faucets/Accents - rustic yet modern at the same time. And you can slip out to the Sunroom and dine under the comfort of the shade trees - sooo relaxing. You’ll love grilling the Fresh Catch of the Day,, which with any luck, YOU caught! Not one to cook on Vacation No worries - there are many great options just a hop, skip, or jump away. And don’t forget ending your day with a Sweet Treat from Mr. Whippy’s or The Island Creamery!brbrShell of a Time sleeps 6 in 2 comfortable Bedrooms. The Master has a comfy Queen Bed and is soothing with Colors of Coral and Sea. Right across the Hall, Bedroom 2 sleeps 4 in a very cool Full over Full Bunk Bed - a great space for the kiddos! A bright and beachy Full Bath is shared and has a Tub/Shower Combo. brbrChincoteague Island is all about making family Memories that you’ll treasure forever. Whether you spend the day shellcombing and searching for Ponies, Fishing - either in the Surf or in a Boat, or taking in a spectacular Chincoteague Sunset, this wonderful Vacation Home will make sure you have a Shell of a Time!brbrOccupancy strictly enforced. Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.

Bed

Bath

Sleeps

$260.39

/ Nightly

Private Vacation Home

Escape at Deep Hole Hideaway | Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly

Chincoteague Island, Virginia, United States

Enter a world of tranquility at Deep Hole Hideaway! Need a break from the daily grind We've got you covered! Our chic and well-equipped living space will make you feel right at home. And when your tummy rumbles, our kitchen is your culinary sanctuary. Two snug bedrooms await you, furnished with a Queen bed, a Twin daybed, plus a sleeper sofa for your whole posse! The elegant and refreshing décor will overwhelm you with happiness as soon as you step through the front door!brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- 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. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$259.01

/ Nightly

Private Vacation Home

Serenity at Deep Hole Hideaway | Cozy Retreat w/ Deck, Firepit, Full Kitchen & Pet Friendly

Chincoteague Island, Virginia, United States

Welcome to your blissful oasis, Serenity at Deep Hole Hideaway! This charming haven has been given a complete makeover to cater to all your vacation dreams. The kitchen is stacked with top-notch gadgets to whip up that perfect meal. The living room features a cozy sleeper sofa to squeeze in a few extra guests. The main bedroom boasts a luxurious queen-sized bed, while the guest room offers a snug twin daybed, providing ample space for up to six guests. Step outside and relax on the deck, indulging in a long-awaited book. And, if you're in the mood for some classic campfire fun, gather around the firepit and toast up some scrumptious S'mores and hotdogs!brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- 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. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$446.04

/ Nightly

Private Vacation Home

Grandma's House | Renovated 4BR w/ First-Floor Suites, Screened Porch, Game Den & Accessible Ramp

Chincoteague Island, Virginia, United States

Introducing a charming and newly renovated home on Chincoteague Island! Grandma's House is a delightful residence, boasting four cozy bedrooms, including two primary bedrooms conveniently located on the first floor, each designed for comfort and ease. With three well-appointed bathrooms, including a walk-in shower, the home is designed to cater to your relaxation and convenience needs. Grandma's House also has a handicap ramp for your convenience!brbrStep into the culinary paradise of a beautifully kitchen, complete with a sleek tiled backsplash, where both seasoned and aspiring chefs can whip up delectable dishes. Connected seamlessly to the dining area, this kitchen is perfect for gatherings and feasts.brbrFamily fun is never in short supply thanks to the inviting den, complete with an air hockey table and darts for a bit of friendly competition. The screened porch offers a breezy retreat for evenings, while the spacious patio is set with both a gas grill and smoker for those sunny weekend barbecues. The heart of this home is undoubtedly its wide-open outdoor space, complete with a basketball hoop for the sports enthusiast and a front deck that invites you to enjoy your coffee while the morning breeze gently brushes against your face.brbrWhether you're entertaining guests or enjoying a quiet afternoon, this home ensures you can make the most of every moment. So come by and see why this isn't just any house — it's a vibrant living space waiting to be called 'home'! Here's a fun bonus — this home is attached to a charming apartment affectionately known as Grandpa's Cottage, which is available as a separate rental. Rent them together for a larger group!brbr- Linens and towels are included with your reservation. br- No smoking is permitted on the premises. br- No pets are permitted on the premises.br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

4

Bed

3

Bath

12

Sleeps

Vacation Home Rentals By Owner In Chincoteague Island, VA

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$318.96

$649.83

$207.02

$260.39

$259.01

$446.04

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