Vacation Home Rentals By Owner In Chincoteague Island, VA

$416.26

Off Belay | Luxury Creekside Home, Screened Porch, Fireplace & Gourmet Kitchen

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

Bath

Sleeps

$267.61

/ Nightly

Private Vacation Home

Charlie's Cove | Central Chincoteague Home w/ Fenced Yard, Soaking Tub, Den & Pet Friendly Stay

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

Bath

Sleeps

$324.13

/ Nightly

Private Vacation Home

Nunzs Cove by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Island days, Island ways, surf, sun, and happy days…..brbrWe believe that finding the “perfect” Vacation Home is so much more than merely finding a place to lay your head at night. We are all about “Experiences” ~ and a stay at Nunzs Cove is just that ~ a blissful Experience that will be treasured by your family for years to come.brbrAs you pull down the quiet lane leading to this lovely one level home, you feel as if you’re on your own private little island, away from the hustle and bustle. Surrounded by only a few other homes, and Bay Views in every direction, you’ve found sweet serenity. Enjoy fishing, crabbing, and kayaking from the Private Pier, tie up a shallow draft Boat, or just take in the sunset. The kids will love exploring at low tide on the Private Shelled Beach - there’s so much to discover - minnows, clams, Fiddler Crabs, and more. Relaxing beach grasses and whispering pines welcome you to join them……brbrNunzs Cove is a home that has been treasured by both its Owners and Guests - it’s a place where memories are made, and your worries feel a million miles away. It has such a private and serene location, yet is still super close to everywhere you want to be, including Assateague National Seashore, where our famous Wild Ponies roam free. And you can experience the wonders of Waterfront Living without breaking the bank!brbrThis spacious 4 Bedroom Home is all one level - a wonderful thing if you’re not a fan of stairs. With multiple Living Areas, there’s so much space to spend time together, without ever feeling crowded. Kick back and enjoy Free WiFi and Flat Screen Streaming TV in the Living Room just off the Kitchen. Sink into the oversized Sectional and take in breathtaking Bay Views from the Sliders - without even getting up! Adorned in Colors of Sea and Sky, with rustic touches throughout, the entire home is so warm and inviting. Slip out the Sliders to relax on the Waterfront Deck - a great place to enjoy your morning coffee.brbrJust off the Living Area, the cozy Kitchen packs a punch with all the comforts of home. You can even take in Water Views while you prep meals. Grab a quick bite at the Breakfast Bar before hitting the Beach, or dine in the Dining Room. You can also dine Al-Fresco on the Deck at the Pub Table, while taking in that salty, sweet sea breeze. Not one to cook on Vacation No worries - you’re just a short drive from many great Dining options. brbrJust off the Dining Area, you’ll find the 2nd Living Area - a great spot to curl up with a good book, or just share stories of the day’s adventures. You’ll love all the Local Art, classic Chincoteague Decoys, and unique decor such as the historic Punt Gun mounted over the sofa. brbrThis super family-friendly home sleeps 7 more than comfortably in 4 Bedrooms, and with 2 Full Baths. Bedroom 1 is a Master, and is tucked privately on one side of Nunzs Cove, with the other 3 Bedrooms on the other side of the house. The Master has a comfy Queen Bed and Flat Screen Streaming TV. The spa-like Master Bath is spacious, bright, and sunny, and has a Double Vanity, Garden Soaking Tub, and Walk-in Shower. brbrOn the other side of Nunzs Cove are 3 more Bedrooms and another Full Bath. Bedrooms 2 and 3 both have Full Beds, and are charmingly decorated with a tasteful Coastal Flair. Bedroom 4 has a cozy Twin Bed - both Bedrooms 2 and 4 have amazing Views of the Bay! brbrLots of space, charming decor, well-equipped - what could make Nunzs Cove even better The Outdoor Living is as awesome as the Indoor space! You won’t want to leave the Waterfront Back Deck that overlooks our pristine Chincoteague Bay - unless it’s to wander down the Private Pier to watch Heron, Eagles, Egrets, and maybe even Dolphins, dance in the water. Catch your own Flounder and grill it on the Gas Grill, or steam some Fresh Local Crabs. The kids will love playing on the Shelled Beach, which is also a great place to pull in your kayaks! Just imagine the hours - the days - spent making unforgettable memories with those who matter most. What are you waiting for !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

Bath

Sleeps

$341.55

/ Nightly

Private Vacation Home

Lighthouse Pointe by Seaside Vacations & Sales

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

Bath

Sleeps

$402.81

/ Nightly

Private Vacation Home

Charlie's Bayside Retreat | South Main Waterfront w/ Private Boat Slip, Screened Porch & Pets

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

Bath

Sleeps

$482.0

/ Nightly

Private Vacation Home

Belle of the Bay | Oyster Bay Waterfront w/ Unobstructed 360° Views, Balcony & Screened Porch

Chincoteague Island, Virginia, United States

Truly the Belle of the Bay, this beautiful custom waterfront home is tucked away at the very tip of one of Chincoteague's most popular residential communities - Oyster Bay I. This means you'll enjoy unobstructed 360 degree water and marshland views from nearly every space in the home. The decor and local art collection alone will wow you! Watch the sun rise as you sip your morning coffee from the balcony or screened porch. Enjoy the quiet and privacy as you watch the wildlife that surrounds this fabulous property. The main house features 3 bedrooms, 2 full bathrooms, and an additional loft sleeping area (twin trundle bed). The detached garage features another living area/bedroom (2 Twin beds) that is available for guest use (lower level garage is not accessible by guests). NOTE: Living room fireplace is not functional. 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

Bath

Sleeps

$909.93

/ Nightly

Private Vacation Home

Wildcat Retreat | Luxury Bayfront Estate, Private 500' Pier, Dual Kitchens + Pet Friendly

Chincoteague Island, Virginia, United States

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!brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- Pet friendly with fee. 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

$343.0

/ Nightly

Private Vacation Home

Sea La Vie | Community Pool + Screened Porch + Private Suite

Chincoteague Island, Virginia, United States

Aptly named, Sea la Vie means Sea Life or Life at the Beach. This beautifully upgraded three bed, two and a half bath duplex home is nestled in a small, quiet community. Bright, open floor plan allows plenty of sunshine and space to socialize. Relax by the pool after a long day at the beach. Enjoy a bug-free oasis on the screened porch, or grill out on the open deck. First floor bedroom is situated as a private suite with personal full bathroom. Two additional bedrooms upstairs share a second full bathroom. Picnic area out back, community pool just steps out front, you won't run out of things to do! Hosting a group requiring even more space Rent Sea La Vie's sister, 'Seas The Day', just next door! **NEW FOR 2025: Kid's bunk room features a single Twin bed + a Bunk bed with a Twin over Full size bed!**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

$350.19

/ Nightly

Private Vacation Home

Stella del Mare | Remodeled South Main Cottage Walk Downtown w/ Patio Dining, King Suite & Charm

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.

Bed

Bath

Sleeps

$370.46

/ Nightly

Private Vacation Home

Sunset Bay Villa 312 | Waterfront Balcony + 14' Boat Slip + Pool Access

Chincoteague Island, Virginia, United States

Villa 312 is a beautiful 3 bedroom villa featuring a master bedroom suite with luxury bath, gourmet kitchen with center island which is great for entertaining, laundry room with washer/dryer and a waterside balcony overlooking Chincoteague Bay. There are TVs in all the bedrooms, and a computer desk to work from. Villa 312 will sleep 8, and features lots of extras including beach gear and baby gear for your use, as well as a 14' boat slip. Your rental also includes the use of the Sunset Bay pool and fitness area. Located adjacent to our historic downtown area, where you'll find gourmet food shops, boutiques, a public library, galleries and fine dining - all with a short stroll. Come and enjoy a Sunset Bay vacation! | Note: This villa has access to a 14' boat slip.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

$471.98

/ Nightly

Private Vacation Home

Utter East | 4BR Island Retreat, Huge Screened Porch, Decks + Fire Pit by Pond

Chincoteague Island, Virginia, United States

We're pleased to offer you 'Utter East'! Tucked off of a quiet side street in the middle of the island, this home features everything you'd need for a wonderful, relaxing vacation. If you love outdoor space, you'll love the huge screened porch, expansive decks, and beautifully landscaped fire pit sitting area on the pond. Inside the home, downstairs you'll find the living room, an additional den/family room, eat-in kitchen, dining room, two bedrooms and a full bathroom. Upstairs features two more bedrooms and another full bathroom. Don't delay; this home will book quickly! Where sky and water meet, Where the waves grow sweet, Doubt not, Reepicheep, To find all you seek, There is the UTTER EAST. - From The Chronicles of Narnia by C.S. Lewisbrbr- Linens and towels are included with your reservation.br- No smoking/vaping is permitted on the premises, including porches and outdoor areas.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

$400.9

/ Nightly

Private Vacation Home

An Unfettered View | Wheelchair Accessible Oyster Bay Waterfront Ranch w/ Long Pier for Crabbing

Chincoteague Island, Virginia, United States

This beautiful 2 bedroom ranch home has a quiet, out-of-the-way location situated on little Oyster Bay. The views of the bay are beautiful and expansive with a long pier straight from the back deck. It's perfect for crabbing, kayaking & canoeing! An Unfettered View features all amenities including a private master suite with full bath, central air, all appliances including dishwasher, washer/dryer, wireless internet service and a wonderful family room on the waterside of the home. Tastefully furnished and very accommodating, this is a great vacation spot! An Unfettered View is wheelchair accessible.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

Bath

Sleeps

$377.89

/ Nightly

Private Vacation Home

High Tide | Bright Coastal Home w/ Fireplace, 2 Screened Porches, Decks & Snippet Channel Views

Chincoteague Island, Virginia, United States

We're pleased to be able to offer 'High Tide' as one of our most popular vacation rental selections! The true epitome of a beach house, you'll enjoy the bright, cheery decor and spacious feel of this fabulous home. The downstairs features an open living room (with fireplace and flat-screen TV), dining area and kitchen, as well as over-sized windows and access to the two (yes, TWO!) screened porches. One porch features a wonderful dining set; perfect for dining al fresco. The second spacious porch features a large hammock and nice sectional lounging sofa. As if that's not enough outdoor space, there are also multi-level, open air decks on the front and back of the home! There's also a bedroom (king) and full bathroom downstairs. The upstairs features two additional bedrooms (one with a queen & two twin beds, and the other with a queen & one twin bed), and a full bathroom. Both upstairs bedrooms are enhanced by sliding doors and private balconies. You'll enjoy snippet water views of the Assateague Channel! Don't delay, 'High Tide' books quickly. Please note: As part of the Piney Island Community, this rental includes water access at a shared community location just a short distance from the home.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

$458.56

/ Nightly

Private Vacation Home

Shell Cottage | East Side Assateague Channel Views w/ Decks, Outdoor Shower, Boat Parking & Pets

Chincoteague Island, Virginia, United States

Come and enjoy a delightful vacation at Shell Cottage! Located on the popular East Side of Chincoteague Island, you'll enjoy water views of the Assateague Channel and lounging on the outside decks (one which includes an outside shower). This open floor plan home features two bedrooms downstairs (both with a queen bed and a TV each), a half bathroom, and spacious living room & kitchen. Upstairs you'll find 2 more bedrooms (one with twin trundle and the other with 2 twins) and a full bathroom. Just a short drive to the Memorial Waterfront Park, public boat launch, downtown area and restaurants! Shell Cottage also includes all the modern conveniences such as wireless internet, washer/dryer, dishwasher and more. And you'll have room to park your boat and trailer. This just may be your perfect vacation spot!brIMPORTANT NOTE: The hot tub is OPEN as of April 16, 2026.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

$371.23

/ Nightly

Private Vacation Home

Serenity at Oyster Bay | Screened Porch, Preserve Views + Near Water Access, Firepit

Chincoteague Island, Virginia, United States

Aptly named, Serenity at Oyster Bay is just what you'll find at this delightful vacation home. Located in the highly-demanded community of Oyster Bay I, you'll enjoy the peaceful, quiet area nestled amongst the tall pines and marsh grasses. The main living area features a fantastic open floor plan; perfect for gathering the family and entertaining. The back of the house features a bright sunroom that looks out over a natural preserve - cozy up with a cup of coffee and a nice book! This home also features 3 bedrooms, 2 full bathrooms (completely remodeled) and has undergone a lot of fresh new upgrades! There's a little sitting deck out back, a screened porch, covered picnic/game area (with cornhole boards), fish cleaning station, and so much more! And, as if that's not enough, there are water views and you're very close to the Oyster Bay Community water access! Don't delay - Serenity at Oyster Bay is sure to book quickly! 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

$363.7

/ Nightly

Private Vacation Home

Pony View | Waterfront Deck w/ Wild Pony & Lighthouse Views, Boat Slip Access & Pet Friendly Stay

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.brbrPlease note: Parking is limited to 2 spaces (this includes a boat/trailer if you are bringing one). Max. boat size for docking is 20'. If alternate parking accommodations are needed, please ask. 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

$328.63

/ Nightly

Private Vacation Home

Seas the Day | Bright Duplex + Screened Porch + Community Pool + Kid Bunk Room

Chincoteague Island, Virginia, United States

You will LOVE the quiet duplex community where this home is situated. Bright, open floor plan, with adjoining screened and open-air porches - perfect for sipping coffee in the morning or relaxing with a cool drink after a day at the beach. The first floor bedroom offers a private bathroom and the sweetest window nook - bring your book! Two additional bedrooms upstairs share a full bathroom and all bedrooms are tastefully decorated in their own fun personal themes! Hosting a group that requires more space Rent Seas The Day's sister, 'Sea La Vie', just next door! **NEW FOR 2025: Kid's bunk room features a single Twin bunk bed + a Twin Trundle bed!**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

Bath

Sleeps

$355.25

/ Nightly

Private Vacation Home

Osprey | Screened Porch, Dock Access, Fireplace + Pet Friendly Island Retreat

Chincoteague Island, Virginia, United States

This great contemporary beach home is located at the edge of the community harbor area, a perfect location for you and your guests. As a pet friendly house, you'll enjoy the wide open spaces for your dogs. The home features an open floor plan with a lovely eat-in (and completely renovated!) kitchen and cook area that is flanked by a huge screened porch overlooking the community harbor. You can enjoy all your meals on the porch! In addition, you'll find bright, airy and spacious bedrooms with TVs including a master bedroom suite with King size bed and private bath. There's plenty of parking. You and your guests can crab and fish from the community dock, located just a few steps from your door. Enjoy a great vacation at Osprey!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

$670.48

/ Nightly

Private Vacation Home

Heron's Cove on Salt Meadow | Bayfront Views, Dock, King Suites, Fireplace + Pet Friendly

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 (with Egret's Cove) 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

Bath

Sleeps

$378.28

/ Nightly

Private Vacation Home

Cedar Cove | Oyster Bay Waterfront Home w/ Gas Fireplace, Dock, Firepit, Deck & Outdoor Shower

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 full size beds 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.

3

Bed

2

Bath

12

Sleeps

Vacation Home Rentals By Owner In Chincoteague Island, VA

$416.26

$267.61

$324.13

$341.55

$402.81

$482.0

$909.93

$343.0

$350.19

$370.46

$471.98

$400.9

$377.89

$458.56

$371.23

$363.7

$328.63

$355.25

$670.48

$378.28

Rent a place that suits your needs

Most popular vacation rentals in Chincoteague Island

$700.50

$767.05

$859.07

$1059.04

$416.26

$404.32

$407.00

$407.04

$412.77

$442.82

Most Popular Cities in Virginia