Home Vacation Rentals By Owner In Chincoteague Island, VA

Showing 20 Of 315 Vacation Rentals
Slider Thumb

$344.09

/ Nightly
Private Vacation Home

Charlie's Cove - Pet friendly w/ Fenced yard!

Chincoteague Island, Virginia, United States

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! brbr**While this home will accommodate up to 8 guests, there is only bedding provided for 6 (2 Queen beds and 2 Twin beds). Please feel free to bring an air mattress or cot. brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.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 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$282.48

/ Nightly
Private Vacation Home

Off Belay - Creek View

Chincoteague Island, Virginia, United States

Welcome! This spacious, luxurious home offers everything you need for a relaxing vacation. Located in the Smugglers Cove community, Off Belay is situated on a small creek, perfect for any nature enthusiast. Upon entering this gorgeous vacation home, you will be enamored with the thoughtful décor and tasteful furnishings. Beautiful hardwood floors lead you to the gourmet kitchen with an expansive kitchen island, including a 5 burner gas range. The living room boasts high ceilings, plenty of seating, a wood burning fireplace, and tv as well as access to the large screened in porch and open deck. The first floor also offers a primary queen suite with an attached bath (shower only), and a private den with tv and a queen sleeper sofa. You will also find another full bathroom, washer/dryer and utility sink just down the hall. Upstairs, there are two more bedrooms: a king room with a jack and jill bath as well as a twin room. Walk out to the large deck from the second floor and take in all the views Off Belay has to offer! There is plenty of out door space for entertaining, sitting and relaxation. brbr- SPECIAL NOTE: This rental home has a 7 night minimum year 'round. 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 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(6)

$322.28

/ Nightly
Private Vacation Home

Stella del Mare - Charming home w/ relaxing porch!

Chincoteague Island, Virginia, United States

Stella del Mare - or Star of the Sea in Italian - is about as charming as it gets. Located on South Main Street, this beautiful newly-remodeled home has everything you could want in a coastal cottage. Enjoy coffee on the front porch while watching the island come to life in the morning, or sip on a cocktail while waiting for the sun to set. The ground floor features an open floor plan with fully equipped kitchen - gas range, refrigerator/freezer, dishwasher, coffee maker. A beautiful breakfast bar area, as well as dining area. And a beautifully decorated living area with tv. The master bedroom is located on the ground floor featuring a king bed and full bath attached. Another full bath is located on the ground floor as well. On the second floor you'll find two additional bedrooms - one with two full beds, and the other with twin bunks, as well as a comfortable futon. Perfect spot for the kiddos! A comfortable living area in the middle to put a movie on for the kids. There is also a full bath located upstairs as well. Walk downtown for some shopping, then come back to the house and order a cheesesteak from the best sub shop in town - located just across the street. Or, maybe you'll catch a whiff of the oyster fritters frying down at the carnival grounds and walk down to sample one. Go ahead, you're on island time! Newly added patio on the back with lovely seating area to enjoy your meals al fresco, or just to sit and chat and enjoy the sunshine. You're sure to find plenty to put a smile on your face at Stella del Mare - the star of the sea. Floor plan: Downstairs (main level) features an open living/dining room and kitchen with breakfast bar. The master bedroom with connected bathroom (tub and shower) is also downstairs. Upstairs there's an open living room/sitting area, a full bathroom (with separate shower and tub) and two more bedrooms. One bedroom features a Double and Queen bed, and the other bedroom features a bunk bed (2 Twins) with a pull-out Twin trundle, as well as a Queen size futon. There is a portable Pack-n-Play crib and high chair for guest use as well.brbr​​​​​​​ If you're traveling with a larger group but like the separate of your own place, check out 'Stella Della Baia' ! Book both homes and receive a 5% discount off of each!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.brbr- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!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 3

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(15)

$330.78

/ Nightly
Private Vacation Home

Charlie's Bayside Retreat - Pet friendly, In town!

Chincoteague Island, Virginia, United States

This is it! Are you looking for your perfect vacation getaway spot Look no further. 'Charlie's Bayside Retreat' is everything you'll need for your home away from home, at the beach! The first main level features an open floor plan with a living room that opens up to a wonderful screened porch with comfortable outdoor dining furniture. The open living area also features a large Smart TV with cable and an electric fireplace. A modern kitchen that is fully stocked with everything you could possibly need, also has new appliances and a Keurig coffee maker, breakfast bar, open dining area, and powder room complete the first-floor living space. On the second floor, you'll find two bedrooms, one with a Queen bed and Smart TV and the other with 2 Twins & a Full - both with balconies and a shared full bathroom with dual sinks. The entire third floor is a spacious, private primary oasis with a Queen bed, and a luxurious en suite featuring a deep jetted tub and dual sinks. This bedroom is also equipped with a Smart TV and a balcony with amazing views & Adirondack chairs making it perfect for relaxing or sunbathing. Additional features of this fabulous vacation home include your own private boat slip (#7), pier for fishing and crabbing, fish cleaning station, covered parking area, grill, picnic table, and tons of extras! There's an outdoor shower, and beach gear including beach chairs, beach toys, and an umbrella. Not to mention you're conveniently located on South Main Street - walk to the downtown area (including Ropewalk for food and drinks) or to the annual Fireman's Carnival. The possibilities are endless. Some of the most gorgeous sunsets ever witnessed are from this spot on South Main Street & it is the perfect spot to watch rocket launches from Wallops. It doesn't get much better than this!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 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(4)

$533.25

/ Nightly
Private Vacation Home

Ryokan - Water views, Shared Boat Launch!

Chincoteague Island, Virginia, United States

We are pleased to introduce 'Ryokan' as one of the newest additions to the Chincoteague Resort selection of vacation homes! There are so many fine features to this lovely architectural master piece - from the unobstructed panoramic views of Oyster Bay, to the open split-level floor plan and large kitchen (with 2 refrigerators) - everything you'll need for a relaxing vacation awaits you here. brbrOn the lower level you'll find a large room with twin beds, a sitting area with table, a TV and a sliding door that leads out to a deck with water views. The main level features an open eat-in kitchen and living room, as well as an open deck and wonderful screened porch. These outdoor areas are perfect for enjoying a morning cup of coffee, or a cool drink after a long day at the beach. Wildlife abounds - watch the birds and eagles fly in, and maybe you'll be lucky enough to spot a pod of dolphins! The upstairs is comprised of three bedrooms and two full bathrooms. brbrLocated in the ever-popular Oyster Bay 1 community off of Deep Hole Road, you're able to take advantage of the quiet, laid back neighborhood and the community boat launch. This home is truly an experience for the nature and island lover. Come and see for yourself!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 4

Bed

Bath 2

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(12)

$338.35

/ Nightly
Private Vacation Home

Sand Penny - Take in lovely Bay Views from this Chincoteague Island Duplex!

Chincoteague Island, Virginia, United States

Time spent at the Beach is never wasted…..brbrWhat 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…..brbrAs 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.....brbrSand Penny offers plenty of Parking, and a great shaded Picnic Area right under the house - take in Views of the Chincoteague Bay while enjoying some Fresh Local Crabs or our world famous Oysters (arsters, as you’ll hear us Locals call them). Kick off your flip flops in the spacious Foyer, and let the fun begin!brbrThe Living Area is the perfect place to kick back and spend time together after a fun-filled day exploring our Little Island by the Sea. Sink into the overstuffed, comfy furnishings and stream your favorite movie, or slip out to the Balcony to enjoy the Views of the Chincoteague Bay. Sand Penny also has a brand new Screened Porch! Curl up with a good book and take in that salty, sweet bay breeze. brbrSpeaking of bay breezes, the Well-Stocked Kitchen at Sand Penny will make mealtime just that - a breeze! With Stainless Appliances, Warm Wood Cabinetry, and tons of space, you have all the comforts at home. Grab a quick bite at the Breakfast Bar before hitting the Beach, or family meals in the Dining Area. Not one to cook on Vacation No worries - many awesome Dining options are just down the street. There is also a convenient Half Bath just off the Living Area. brbrThis adorable Home sleeps 8 in pure comfort in 3 Bedrooms, plus a Sleeper Sofa in the Living Area. Wandering upstairs, you’ll find all Bedrooms, 2 Full Baths, and the Laundry Area - it doesn’t get more convenient than that! brbrThe Master Bedroom has a luxurious King Bed, rich Furnishings, and Flat Screen Streaming TV. With Private Balcony Access on the Bayside, you can slip out to watch Herons and Egrets fish for their morning meal, or stargaze at night while everyone else slumbers. The Private Master Bath has a Double Vanity and Tub/Shower Combo. brbrDown the Hall, Bedroom 2 has a Queen Bed and oozes Coastal Country Charm. Bedroom 3 is adorned in rich red and has 2 Twin Beds. The spacious layout of Sand Penny gives everyone a little peace and privacy. Bath 2 also has a Tub/Shower Combo and is shared. brbrSand Penny is so much more than a place to lay your head at night - it’s an Experience. Take in the sights, sounds, and smells of Chincoteague Island in pure comfort, and leave with Memories worth a million bucks. And all of this at a very Family-Friendly price - and you know what they say - A penny saved is a penny earned!brbrSeaside 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 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(20)

$370.49

/ Nightly
Private Vacation Home

Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!

Chincoteague Island, Virginia, United States

“Live in the Sunshine, swim in the sea, drink the wild air.” ~ Ralph Waldo EmersonbrbrWhen was the last time you had a Vacation that truly took your breath away Life is so busy - work, school, non-stop commitments, or so it seems. If you’ve been yearning for a getaway that will relax, refresh, and rejuvenate you, clear the calendar, because we have the perfect place for you!brbrWelcome to Lighthouse Pointe on the ever-popular East Side of Chincoteague Island - our “Little Island by the Sea”. This spectacular Waterfront Townhome has it all - breathtaking Views of the Assateague Channel and Lighthouse, every amenity you could possibly need, a shared Pier for fishing and crabbing, plus dockage for your boat up to 20 feet! As if that weren’t enough, this gorgeous 3 Level home has an amazing location close to popular Veteran’s Memorial Park! Memorial Park offers a fabulous playground, pier for fishing and crabbing, tennis and basketball courts, and a boat launch ideal for launching kayaks, as well as boats!brbrAs you enter Lighthouse Pointe, you’re welcomed by Colors of Sand and Sea, Flooring reminiscent of a stroll on the boardwalk, and a whimsical Coastal Theme. Light, bright, and open, you’ll love relaxing in the Living Area after a fun-filled day at the Beach, and enjoying Flat Screen TV and Free WiFi. There’s plenty of seating for all, and captivating Water Views right from the sofa! Slip outside to one of three Waterfront Balconies to take in that salty, sweet sea breeze and to just “be” - something we don’t do enough of! Sip your morning coffee while watching Herons, Eagles, and Egrets fish for their morning meal, and you may even see some Dolphins!brbrThe Chef in your family is sure to love the remodeled Kitchen well stocked with all you need. With Stainless Appliances and Solid Surface Countertops, mealtime will be super easy. Dine in the comfort of Central AC, or Al-Fresco on the Waterfront Deck. Not one to cook on Vacation Not to worry - there are many great dining options nearby.brbrLighthouse Pointe seems to go on forever with 2 spacious Levels, and sleeps up to 8 in 3 Bedrooms. Wandering up to the 2nd Level, you’ll find 2 Bedrooms and a Full Bath. Bedroom 1 has a comfy Queen Bed, and a Private Balcony that faces the Assateague Channel. Just imagine slipping out to stargaze while everyone else slumbers. Assateague Light’s beam is both captivating and mesmerizing. Down the Hall, Bedroom 2 has 2 Twins and a fun Lighthouse Theme. Both share a Full Bath with Tub/Shower Combo.brbrOn Level 3, you’ll find the huge Master Bedroom, which sleeps 4! With a Queen Bed and 2 Twin Beds, tons of space, Flat Screen TV, and a Waterfront Balcony you can see forever from, it’s quite the sweet retreat!brbrLighthouse Pointe isn’t just a place to sleep at night - it’s a Vacation Experience that will “wow” your entire family. What better way to truly live like a Local and enjoy all our little Island has to offer. Whether you’re into fishing, beach-combing, or searching for our famous Wild Ponies, Lighthouse Pointe is hands down the perfect homebase for all of your Chincoteague Island Adventures!brbrSeaside 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 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(25)

$333.81

/ Nightly
Private Vacation Home

Pony View - Pet friendly; Waterfront w/ boat slip!

Chincoteague Island, Virginia, United States

Enjoy your cup of coffee as the sun peeks over the salt marshes of Assateague Island. You can often see a herd of our famous wild ponies grazing to the right of the lighthouse from your private waterfront deck and second-floor balcony - not to mention the copious amounts of waterfowl and other wildlife in the channel. Pony View boasts three bedrooms - A master with queen bed, full bath, and balcony on second floor, as well as another bedroom with a queen on the second floor - along with another full size bath. On the third floor you will find an amazing view of the marsh with the panoramic window and four twin beds, and a beautiful bathroom with a rustic wooden sliding door. The ground floor is where you'll find the hub of the house - fully equipped kitchen with refrigerator, electric range, dishwasher, and plenty of counter space. A dining table and bar seating area, a half bath, and a cozy living area with floor-to-ceiling knockout views. Or enjoy the waterfront deck just outside the living room. Pony View is pet-friendly so your furry friend can enjoy the water view as well. Dock access along with a boat slip is available for your use. Crab and fish right from the house! A deep water boat ramp is found just at the end of the complex for you to drop in. Central air/heat will keep you comfortable year round. There is also a washer/dryer, and an outside grill for your use while you're with us. Memorial Park is just a short walk up the street for a wonderful waterfront park and playground, tennis and volleyball courts, fishing pier, picnic areas, and walking trail.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 3

Bed

Bath 4

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(10)

$414.25

/ Nightly
Private Vacation Home

Coral Cove - fun waterfront home with floating dock and amazing patios

Chincoteague Island, Virginia, United States

We are beyond excited to be able to offer you Coral Cove for your next Chincoteague Island vacation - we just KNOW you will love it! Formerly known as The Fig Tree, Coral Cove has just undergone a complete renovation and has a true WOW! factor. On the main living level you'll find a bright, open living room with huge sliding doors that offer a view of Little Oyster Bay, an open dining area, the chef's quality kitchen with all new appliances, the master bedroom suite with bathroom, and the back door leading to the oversized screened porch. Enjoy coffee or cold drink after a day at the beach while you sit on the screened porch and look out over the canal. Bring your kayak or canoe and launch right from the backyard -- there's a floating dock and upgraded kitchen! Want to try your hand at crabbing You can do that here as well! The lower (ground) level of the home features an outdoor covered parking area, an outside shower, and an indoor sitting area complete with a mini-fridge. The upstairs of this home features 2 more bedrooms (one with a queen bed and the other with 2 bunks and a trundle - 5 twins total) and a full bathroom. Cook your dinner on the propane or charcoal grill (there's both) and dine al fresca on the huge front deck or back screened porch. Located in one of Chincoteague Island's most popular communities, Oyster Bay I, Coral Cove guests can also have access to the shared community boat ramp. Come for a delightful stay at Coral Cove - you won't want to leave! Floor Plan: Lower (ground) level features a sitting area with mini-fridge and covered outdoor patio area. The main level of the home features the open living, kitchen and dining room areas, as well as the master bedroom (King bed) with attached bathroom (shower and tub). The second level of the home features 2 more bedrooms (one with a Queen bed and the other with 2 sets of Twin bunk beds), and a Jack-n-Jill style bathroom that is accessible from either bedroom. This bathroom has a tub and shower. brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.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 3

Bed

Bath 2

Bath

Sleep 9

Sleeps

Slider Thumb
Exceptional(25)

$335.51

/ Nightly
Private Vacation Home

Cedar Cove - Waterfront home w/ Fire pit!

Chincoteague Island, Virginia, United States

Tranquility meets you at every turn at Cedar Cove, a custom-built waterfront home nestled amongst the pines in the Oyster Bay I community. The open floor plan allows for a bright and airy atmosphere in the common areas downstairs - an open living room with a gas fireplace to warm a chilly evening, and a bright and cheery fully-equipped kitchen. The primary bedroom is also found on the ground floor, with a queen bed and bath, flat-screen television, and private balcony overlooking the backyard and waterfront view. The bathroom also has an entrance from the entrance hall of the house, allowing it to act as a bathroom for guests downstairs as well. Upstairs you'll find a game loft complete with a foosball table, a futon, and plenty of board games to keep the kids busy on a rainy day. Two additional bedrooms are also upstairs, one with two fulls and another with a queen size bed - both have televisions and balconies as well. A newly-remodeled full bath is also located upstairs off the loft area as well. Outside you'll find ample space for plenty of outdoor enjoyment with the family - a spacious deck with outdoor seating and dining areas, a firepit with comfortable Adirondack chairs, and an outdoor shower to rinse off the sand after a long day at the beach. Located in a quiet private community just off the beaten path - all the amenities Chincoteague has to offer are just minutes away on the bike or in the car. Bring your kayaks and launch right from the small dock located on the property, or grab a pack of chicken necks at the grocery store and catch a few crabs - round out the meal with a sack of oysters from Gary Howard''s market just up the street (if all else fails he sells crabs at a reasonable price too). Then take the time to gather with family on the porch to enjoy the bounty the island has to offer - all from the comfort of Cedar Cove here on Chincoteague Island. brbr​​​​​​​- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.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 3

Bed

Bath 2

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(27)

$446.76

/ Nightly
Private Vacation Home

Heron's Cove on Salt Meadow - Pet friendly, waterfront home!

Chincoteague Island, Virginia, United States

Peaceful and stunning waterfront home! Located on a quiet side-street, Heron's Cove features a reverse floor plan with all bedrooms on the first floor, and the main living-level on the second floor. This allows you to capture and maximize the fabulous bay views! The second floor also features a great room with cathedral ceilings, fully equipped kitchen, gas fireplace and screened gazebo. In addition, there's multiple open decks and a shared dock into Little Oyster Bay. There are three bedrooms that each have a king size bed, and one bedroom that has two sets of bunk beds. Each bedroom has a private bath. Luxurious comfort while surrounded by Chincoteague's natural beauty and wildlife! Floor Plan: Downstairs (first level) features 4 bedrooms, all with attached private bathrooms. Two of the downstairs bedrooms and the sitting area have private waterside balconies. Upstairs features an open floor plan with the kitchen, living room and dining area. There is also a full bathroom (shower only) upstairs.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 4

Bed

Bath 5

Bath

Sleep 12

Sleeps

Home Most popular vacation rentals in Chincoteague Island