Vacation Rentals By Owner In Chincoteague Island, VA

$685.33

Castlebar | Luxury Salt Marsh Landing Waterfront w/ Private Pier, Bayfront Dock, Sunsets & Fireplace

Chincoteague Island, Virginia, United States

Luxury waterfront home in Salt Marsh Landing - an upscale residential community on the northern tip of Chincoteague Island. Spectacular sunsets! A long, private pier over the salt marsh leads you to a bay front dock area with shade. It's perfect for crabbing, fishing or canoe and kayak launching. Tastefully appointed and architecturally pleasing, Castlebar features a main level great room flanked by wall of beautiful custom windows and high cathedral ceilings. The views of Chincoteague Bay are priceless. The open kitchen area features ample counter space for meal prep, and the large harvest dining table is perfect for gathering the whole group for a meal. There are hardwood floors, and a two-sided fireplace that is shared with the adjoining cozy den. The first floor also features a full bath and large bedroom that looks out on the bay. The second floor hosts the primary bedroom suite, containing a private bath with separate shower and whirlpool tub. A sliding French door leads out to a balcony providing more views of the bay to enjoy. Two additional bedrooms and full bath complete this floor. Amenities also include a private, full sized outdoor shower, wireless internet service, additional under-counter ice maker & more. Castlebar is available year round! 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.

5

Bed

3

Bath

10

Sleeps

$248.87

/ Nightly

Private Vacation Home

Bayberry by Seaside Vacations and Sales

Chincoteague Island, Virginia, United States

Welcome to Bayberry - a vacation retreat that’s both adorable and affordable! Tucked in the heart of Chincoteague Island on Ridge Road, this 2 Bedroom end-unit townhome is nestled along a peaceful tidal creek, offering beautiful water views, abundant wildlife, and a true island feel—while still being close to everything Chincoteague has to offer. And with a Community Pier that stretches all the way to the water’s edge, you’ll have access to crabbing, fishing, kayaking, or simply enjoying the view and watching Herons, Eagles, and Egrets fish for their morning meal. brbrAs an end unit, the home enjoys extra privacy, making it a quiet retreat after a day at the beach, exploring the refuge, or enjoying fresh seafood in town. Step outside and take in the calming sights and sounds of the creek - kick back on the deck and take in that salty, sweet bay breeze. brbrInside, the townhome is thoughtfully laid out for comfort and relaxation, ideal for couples, families, or friends traveling together. With 2 comfortable bedrooms, an open living space, and water just steps away, this home invites you to slow down and savor island life.brbrAfter a fun-filled day at one of the most popular and pristine beaches in America - Assateague National Seashore (less than 10 minutes from the house!) - you’ll love relaxing in the Living Area with comfy furnishings, free wifi, and Flat-Screen Cable TV. You’ll enjoy water views right from the Living Area, and if you just take a couple of steps outside to your deck, you can feel our sweet salty breezes - you may never want to leave! There’s also a Half Bath convenient to the Living Area and Kitchen. Bayberry is perfect for a small family, or for several couples traveling together, and is close to everywhere you want to be, but the moment you step out back, feels a million miles from the real world. It’s the peaceful respite you’ve been yearning for…brbrWith all the comforts of home, including a well-stocked Kitchen, mealtime will be a bay breeze for the Chef in your family. You can choose to dine in the comfort of Central AC, or at the Picnic Table on the back Deck, while enjoying the view! This would be the perfect spot for a good old fashioned crab feast - and hopefully you caught them, as Bayberry provides crab traps for you to use! Not one to cook on vacation No worries, you’re just a hop, skip, and jump away from some great dining options!brbrThis cozy home sleeps 6 in comfort and style with 2 Bedrooms and a Queen Sleeper Sofa in the Living Area. Both Bedrooms are located upstairs, and both have Attached Full Baths. Bedroom 1 has a comfy Queen Bed, subtle coastal decor, and Attached Bath with Tub/Shower Combo. Step out onto your Private Waterfront Balcony to take in truly stunning Views or stargaze at night while the rest of your family snoozes. Down the hall, Bedroom 2 is bright and beachy with 2 Twin Beds, a Cable TV, and another Attached Full Bath with Tub/Shower Combo. brbrWhether you enjoy searching for our famous Wild Ponies, sunbathing, or just enjoying our beautiful and bountiful nature, Bayberry and Chincoteague Island are the winning combination for your next island adventure!brbrSeaside Vacations does not allow group rentals to guests under age 25. NO SMOKING! NO PETS! 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.

Bed

Bath

Sleeps

$426.45

/ Nightly

Private Vacation Home

'Chincoteague Charm' Escape w/ Bikes & Yard Games!

Chincoteague Island, Virginia, United States

Discover the magic of Chincoteague Island at this 4-bed, 2.5-bath Victorian farmhouse vacation rental. Outside, relax under the pergola, play yard games, or hop on the provided bikes. Across the street, enjoy bay access with a kayak launch and Adirondack chairs for sunset views. The Island Nature Trail is a short stroll away, perfect for peaceful walks or scenic rides. For more adventure, bike to the Chincoteague National Wildlife Refuge and spot wild ponies en route to a quiet beach escape!brbr-- THE PROPERTY --brbr'Chincoteague Charm' | Bay Sunsets & Nature Trail NearbybrbrBedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: 2 Twin Bunk Beds | Bedroom 4 (Guest Cottage): Queen Bed, Sleeper SofabrbrOUTDOOR LIVING: Private yard, pergola w/ lounge chairs & string lights, dining table, outdoor shower, barbecue grillbrBOATHOUSE: Bicycles & helmets, beach umbrella, camping chairs, life jackets, yard games, art/yoga studiobrINDOOR LIVING: Ample seating, electric fireplace, 3 flat-screen Smart TVs, dining table, sunroom w/ seatingbrKITCHEN: Fully equipped, breakfast bar w/ 3 stools, dishwasher, microwave, coffee makerbrGENERAL: Free WiFi, linens/towels, washer & dryer, complimentary toiletries, keyless entry, central air conditioning/heat in main house & guest cottage, VHS player & tapes, pet fee (optional, paid pre-trip)brPARKING: Driveway (5 vehicles)brbr-- THE LOCATION --brbrBEACHES + PARKS: Water access - launch kayaks or watch the sunset (across the street), Chincoteague Island Public Beach (1.3 miles), Chincoteague National Wildlife Refuge (2.6 miles), Assateague Island National Seashore (2.9 miles), Toms Cove Park (3.3 miles)brISLAND EXCLUSIVES: Captain Timothy Hill House (0.4 miles), Chincoteague Island Farmers and Artisans Market (1.1 miles), Museum of Chincoteague Island (2.2 miles), Assateague Lighthouse (3.5 miles), NASA Wallops Flight Facility Visitor Center (5.8 miles)brHIKING + BIKING TRAILS: Island Nature Trail (0.4 miles), Bivalve Trail (4.7 miles), Woodland Trailhead (4.7 miles)brOFFSHORE EXCURSIONS: Captain Dan’s Around the Island Tours (1.1 miles), Daisey’s Island Cruises (1.1 miles), Barnacle Bill’s Wild Pony Boat Tours (3.8 miles)brFISHING SPOTS + CHARTERS: Downtown Chincoteague Waterfront Park (1.1 miles), Captain Steve’s Bait and Tackle (1.5 miles), Capt. Bob’s Marina (3.3 miles), Island Queen Inland Charters (4.0 miles)brAIRPORTS: Salisbury Regional Airport (47.8 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $100 fee (+ fees & taxes, dogs only, maximum 2 allowed)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-in

Bed

Bath

Sleeps

$293.35

/ Nightly

Private Vacation Home

Beach Pines by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Whispering Pines, salty breezes, and chirping Tree Frogs - ahhhh. Can't you just picture yourself here right now Beach Pines is a delightful Vacation Home located on Piney Island, which the is the closest community to Assateague National Seashore on Chincoteague Island. Wild Ponies, Beach Combing, and one of the most gorgeous beaches in our country are just a short stroll or bike ride away! Did you know that Assateague National Seashore is the most visited National Park in our country You will understand why once you experience it for yourself!brbrThis incredibly charming 3 Bedroom/ 2 Bath Cottage is located in the heart of this lovely community, surrounded by tall trees. Upon entering, you will just love the gorgeous Hardwood Floors throughout, and will instantly feel at home. The spacious Living Area has comfortable furniture, and is decorated with a Coastal Flair. This is a wonderful place to relax and enjoy the brand new Flat Screen Streaming TV, Free WiFi, and brand new Central AC! Beach Pines has a great layout for 2 small families to share, or 1 large family, and sleeps 8 very comfortably. The location of the fabulous Home is just perfect - you can ride a bike to the Beach, stroll to many Dining options, and even the new Water Park on the Island!brbrAs you wander through this traditional Beach Cottage, you'll fall in love with the warm wood accents. On the left side of the house, you will find 2 Bedrooms and a Full Bath. Bedroom 1 has a Queen Bed, Beachy Beadboard Walls, and lots of wonderful, natural light. This would be a great 2nd Master Bedroom if 2 families were sharing Beach Pines. Bedroom 2 is absolute paradise for the kids, with a Bran New Memory Foam Full Bed and Twin Bunk Beds. There is even a TV/DVD Combo and Xbox 360 for them to relax and enjoy while the adults partake in a little grown-up time! A Full Bath with Tub/Shower Combo is shared between these bedrooms and is convenient to the Living Area. Located on the other side of this wonderful home is the Master Bedroom with another Brand New Memory Foam Queen Bed beautifully decorated in colors of Sand and Sea. Just off of the Master is a 2nd Full Bathroom with large Walk-in Shower. brbrBeach Pines has a fabulous, large Eat-in Kitchen that the Chef in the family will find perfect for preparing family meals before hitting the beach. You can dine there, or Al Fresco on the Screened Porch, which overlooks the lush, shaded backyard. The Kitchen is very well-stocked - there is even a Crock Pot! Don't feel like cooking We don't blame you! Beach Pines is a hop, skip, and jump away from tons of wonderful dining options. A Charcoal Grill is provided for you to grill the fresh catch of the day, or maybe some Cheeseburgers in Paradise!brbrAnd speaking of spending time outside grilling, Beach Pines has a simply gorgeous backyard with lots of room to run, play, and chase Lightning Bugs. The newly expanded Screened In Porch has more room than ever, making it the perfect place for the entire family to unwind after a day at the beach, or for enjoying a meal. An Outdoor Shower is provided to make rinsing off after a fun-filled day on the Beach super easy. Piney Island also offers a Community Kayak Launch, so feel free to bring your kayaks! We'd be more than happy to arrange for a kayak rental for you, as well. The waters surrounding Piney Island are just perfect for exploring. brbrALL of this at a very Family Friendly Price Tag You bet! Beach Pines has all of the island charm you love so much, plus the amenities you need, making it the perfect Home Base for your Chincoteague Island Adventures!brbrBeach Pines - Simple Charm with Modern Amenities!brbrSeaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored.

Bed

Bath

Sleeps

$274.4

/ Nightly

Private Vacation Home

To the Lighthouse by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

If you have ever been to Chincoteague Island, you already know what an incredibly special place it is. Those who visit our island fall madly in love with our little slice of heaven, and return year after year. Imagine finding a Vacation Home worthy of such a Vacation Experience......brbrTo the Lighthouse is just that kind of home, and has had some fabulous updates. This gorgeous 3 Bedroom/3 Full Bath Home on Eastside Road directly faces Assateague Channel and our beloved Assateague Lighthouse. While separated by a small road, this home is Waterfront and has its own Private Dock for launching your kayaks, taking in sunsets, or simply exploring. The Views from inside and outside Epiphany are no less than soul-soothing.brbrAs you enter this charming home, you will love the cozy Kitchen that will please the Chef in the family. The Well-stocked Kitchen had Brand New Countertops, Appliances, and more, plus all you need to prepare fabulous family meals, or quick breakfasts before hitting the Beach. And there are so many places to enjoy that fresh Chincoteague Seafood! Dine in the huge Dining Room just off the Kitchen, in the tranquil Screened Porch, or on the side Deck taking in those Lighthouse Views! Don't feel like cooking on vacation No problem! Enjoy dinner out at one of many fine dining establishments within a 5 minute ride of To the Lighthouse. I know you're already craving those Famous Chincoteague Oysters!brbrAs you enter through this lovely home to the Living Area, you will be captivated by the Views staring back at you from the enormous Bay Windows that line the front of house. The large Living Area is so comfortably furnished with room for everyone to relax. Enjoy the cool Central AC, Free WiFi, and Satellite TV after a sun-sational day at our beautiful Beach. With gleaming Hardwood Floors, Beachy Blues, and Wicker Accents, this is a fabulous room to spend time in - and you will never be without a water view! Along the front of the home, just off the Living Area, French Doors will lead you to a stunning Sunroom with walls of windows and a light Pine Ceiling. Ahhh, the serenity you will find here. Just imagine sipping your morning coffee while the Herons and Egrets fish for their morning meal! Also on the first floor is a Bedroom with a Twin that leads to the Screened Porch. brbrFollow the very cool Spiral Staircase upstairs to find two more Bedrooms and TWO more Full Bathrooms! The spacious Master Bedroom has a magical feel to it with a King bed, and also has those Marsh Views that will make your jaw drop. With a large closet and Lighthouse View Sitting Area, Mom and Dad will most certainly be able to relax and rejuvenate here. Just down the hall, you will find two Full Bathrooms! Full Bath 2 has gorgeous Tropical Blue Walls and bright white accents for a crisp, fresh look, and a Tub/Shower Combo. Just across from it is Full Bath 3, also with a Tub/Shower Combo and Sunny Yellow Walls. There will be no waiting in line to grab a shower at To the Lighthouse! Finally, Bedroom 3 has a comfy Queen bed and Twin bed. There is also access to the Deck off the back of the house and a staircase leading to the lush backyard.brbrThere is so much to explore at To the Lighthouse - from chasing Lightning Bugs and frogs in the tropical feeling backyard, to the critter hunting they will do at low tide off of your own Private Dock! The biggest concern with this fabulous home is that you may never want to leave!brbrTo the Lighthouse - A Soul Soothing Chincoteague Vacation Experience!brbrSeaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored.

3

Bed

3

Bath

7

Sleeps

$344.72

/ Nightly

Private Vacation Home

Surf & Turf | 3BR Island Getaway, Two Living Rooms, Near Veterans Park

Chincoteague Island, Virginia, United States

Welcome to your new coastal retreat on charming Chincoteague Island! This delightful three-bedroom, two-bathroom home offers the perfect blend of comfort and convenience for those seeking a relaxed seaside lifestyle.brbrStep inside to discover a thoughtfully updated interior that's clean, bright, and vacation ready! The home features not one, but two living room areas—because sometimes you need some extra space and a separate sanctuary for escaping when someone insists on watching that show you can't stand. Whether you're entertaining guests or simply enjoying a quiet evening, you'll appreciate the flexibility this layout provides.brbrLocated just off South Main Street, you'll enjoy easy access to everything this beloved island community has to offer. Nature and fitness enthusiasts will appreciate the proximity to Veteran's Memorial Park - perfect for morning walks, afternoon picnics or letting the kiddos expel some energy! Adventure seekers can head to Maui Jack's Waterpark for family fun, while the stunning Assateague Beach beckons with its pristine shoreline and legendary wild horses roaming freely along the sand.brbrThis modest, yet inviting, home captures the essence of coastal Virginia living without unnecessary pretense. It's comfortable, practical, and positioned in one of the most enchanting island communities on the Eastern Shore!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.

3

Bed

2

Bath

8

Sleeps

$461.5

/ Nightly

Condo

Sunset Bay Villa 320 by Seaside Vacations and Sales

Chincoteague Island, Virginia, United States

Welcome to A Seagull’s Perch - Sunset Bay 320 - where salt in the air brings peace to the soul….brbrAhhh, Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge, and the best Sunsets to be found. Lounge by the Bayfront Pool and watch Herons and Egrets frolic over the water, and if you’re lucky, our local Dolphins will give you a show! Try your hand at crabbing or fishing from the Community Dock - or wander down the street to shop and dine in the Historic District. A Seagull’s Perch - Sunset Bay Villa 320 - offers the luxury you want, the amenities you need, all at a family-friendly price!brbrIf you’ve ever stayed at Sunset Bay Villas, then you know how special these 3rd floor condos are! With soaring ceilings, and tons of natural light, they are light, bright, and spacious, and have a wall of windows to the water, offering unforgettable bay views.brbrKick off your flip flops in the tile entryway, and let the fun begin - you’re on island time now! You’ll be welcomed by gorgeous colors of sand and sea, flooring reminiscent of a stroll on the boardwalk, and of course, those gorgeous views of the Chincoteague Bay! This super-comfy Waterfront Home sleeps 8 in 3 well-appointed Bedrooms, plus a Sleeper Sofa, in pure comfort and style. The Open Concept Living Area is perfect for spending time together, without ever feeling crowded. brbrYou’ll love relaxing in the Living Area after a fun-filled day of shell combing and searching for Wild Ponies at Assateague, and enjoying Free WiFi and Flat Screen Streaming TV. It’s a bit hard to watch TV with those Water Views calling to you, however! Just imagine kicking back on the Waterfront Deck and watching Pelicans, Herons, and Egrets dance over the water, and there’s nothing like watching the Scallop Boats roll in at the day’s end. Just to sit there and take in that salty, sweet sea breeze is everything….brbrMealtime will be a bay breeze for the Chef in your family in the Well-Stocked Kitchen with all you need to make mealtime super easy - and you can even gaze at the water from there! Grab a quick bite at the Breakfast Bar before hitting the Beach or relaxing poolside, or enjoy your meal family-style in the spacious Dining Area. Not one to cook on Vacation No worries - you’re just a hop, skip, and jump away from many great dining options!brbrWe especially love the way the 3 spacious Bedrooms are laid out at Sunset Bay 320. The huge Master Bedroom is set apart from the other Bedrooms offering lots of privacy. With a comfy Queen Bed, Flat Screen Streaming TV, and breathtaking Views, you’ll wake each morning on top of the world. Slip out to the Waterfront Balcony to stargaze while the rest of your family is still snoozing - pure paradise. The Spa-like Master Bath features a relaxing Soaking Tub, Walk-in Shower, and Double Vanity.brbrOn the other side of the Living Area, you’ll find Bedrooms 2 and 3, and another Full Bath with Tub/Shower Combo. Bedroom 2 has a comfy Full Bed, Flat Screen TV, and is dressed in beachy hues. Down the Hall, huge Bedroom 3 has 2 Twin Beds and sleeps 2. The Living Room sofa is a Sleeper, and can accommodate 2. brbrIf you aren’t already in love with the gorgeous interior of A Seagull’s Perch, just wait til you hear about the Outdoor Living at this fabulous Community! With access to Sunset Bay’s Pier/Dock, you can try your hand at Fishing and Crabbing, or bring along your kayaks! Not to mention Sunset Bay’s alluring Outdoor Pool sits right on the Bay with incredible Views and salty bay breezes. And if you think you’ve had a bit too much fun at the Island Creamery (an absolute must), you can work it off a little at the Community Fitness Center, just downstairs.brbrALL of this, and you’re less than 10 minutes from one of the most pristine, unspoiled beaches in America. No matter your pleasure, there is something for everyone at Sunset Bay 320 and Chincoteague Island!brbr*Seasonal Outdoor Pool - dates subject to change*brbrPlease note that trailers of any sort are not permitted on site at Sunset Bay Villas. For parking options, guests can visit Ridge Road Pit Stop or contact the Chamber of Commerce for additional recommendations.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

$315.4

/ Nightly

Private Vacation Home

Family Tides by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Family Tides - The tans may fade, but the memories last forever!br br Looking for somewhere truly special to spend your Chincoteague Island Family Vacation this year Look no further, as special doesn't even begin to describe the tranquility and beauty of waterfront Family Tides. This adorable home is located directly on Lewis Creek's deep water, so by all means, bring the boat, kayaks, jet skis, or water toy of choice! With sweeping views of the Marsh, Canal, and Chincoteague Bay, you will feel as if you have found paradise.br br Family Tides has all of the touches and charm of a historic island home that you love, plus the modern amenities you need. Located in a fabulous location on Main Street, you can walk or ride your bike almost everywhere you want to be. This adorable 3 Bedroom/1.5 Bath home comfortably sleeps 8, with more than enough room both inside and out to enjoy time together.br br As you pull into the driveway, you already know how much you're going to love sitting on the wraparound Front Porch and taking in the Island Views. And you won't have to worry about little ones on the porch, as it is gated for their safety and your peace of mind. Upon entering this delightful home, the Coastal Colors, Exposed Beam Ceiling, and charming Painted Floors will just delight you. Family Tides has a large Living Area with a wall of windows facing the water. With Free WiFi, Satellite Flat Screen TV, and brand new AC/Heat, this is a fabulous place to relax after a fun-filled day on the Beach. And you won't be sacrificing those Water Views to do it - you can take them in right from the comfort of the sofa! Little ones will find hours of enjoyment playing with the Lincoln Logs and blocks the thoughtful owners have provided. Family Tides was recently purchased by a family who fell in love with this one-of-a-kind home while staying in it as Vacationers themselves! There is also a super convenient Half Bath on the main level of this cozy cottage. br br Open the double French Doors and stroll out to your own private waterfront paradise! Family Tides has an awesome Bulkhead suitable to tie up anything from a 16 foot Skiff to a 30 foot boat, and a huge Waterfront Deck with relaxing Adirondacks for taking in those famous Chincoteague Sunsets. There is even a Picnic Table for dining Al Fresco - what a perfect spot for a Crab Feast!br The kids will have a blast fishing and crabbing, and you won't believe the wildlife you will see - everything from Herons, Egrets, and Eagles, to Dolphins, Turtles, and more! The thoughtful Owners have also provide a couple of kayaks for exploring, and some beach chairs so you don't have to pack so much!br br Family Tides has several other areas for enjoying family mealtime, as well. Just off the Living Area is an open Dining Area that seats 4-6. As you wander down the hall, you'll find a large Eat-in Kitchen with absolutely everything you need to make family dinners a bay breeze. All of the charm of painted bead-board Country Cabinets and floors, plus every gadget and convenience you could want, including that ever-treasured dishwasher! The large table seats 6, and there is even a little breakfast nook. Don't feel like cooking on vacation Take a stroll down the street to one of many awesome dining establishments and try our famous salty, sweet Chincoteague Oysters or a traditional Fried Flounder Sandwich. With any luck, you'll be having a fish-fry of your own with the Flounder you catch in your own backyard!br br Upstairs are 3 Bedrooms, each with a delightful uniqueness you will love. Turning to the left at the top of the stairs, you'll find the Library with fabulous Built-in Bookcases and lots of storage. This room opens to the enormous Master Bedroom that will take your breath away. A comfortable King Bed awaits you, and you're very own Waterfront Sitting Area with comfy Wicker Furniture and another wall of windows overlooking Lewis Creek below. Just imagine enjoying your morning coffee here before anyone else is stirring. Soaring ceilings and more Exposed Beams make this room a very special place to wake up every morning. LINENS INCLUDED, NO SMOKING, NO VAPING, NO PETS. FAMILIES ONLY AND MUST BE AT LEAST 25.

Bed

Bath

Sleeps

$286.97

/ Nightly

Private Vacation Home

Beautiful Chincoteague home beside Carnival Grounds by Seaside Vacations & Sales

Chincoteague Island, Virginia, United States

Temenos is a Greek word used to designate a special place - a place of unique beauty - where you can go to separate yourself, to serve as a Retreat, a place for quiet Reflection, a place to recover your sacred center when the world is overwhelming. These words from the thoughtful Owners of this beautiful Home say it all - and encompass what we feel Chincoteague Island is all about.brbrLocated on South Main Street, Island Temenos in the heart of our charming Island, and close to everywhere you want to be. Take a short stroll to the Historic District for Dining and Shopping, catch one of our famous Sunsets at Robert Reed Waterfront Park, or do a little Fishing at the Community Pier. Enjoy gazing at our Wild Ponies next door at the Carnival Grounds next door as you relax on the Screened Porch, or wander next door for one of our famous Oyster Fritters while the Firemen's Carnival is there each weekend in July.brbrIsland Temenos may be in the heart of the action, but truly feels a million miles away. As you pull into the driveway, the charm of the White Picket Fence, and the Tree Swing swaying in the breeze, will let you know you're on Island Time now. This lovely Home sleeps 8 with 4 Bedrooms and 1 1/2 Baths. Entering through the huge Screened Porch, you're already thinking you'll be spending a lot of time right here - and big changes are in store for this Porch for Summer 2020 - new floors, furnishings, and more! brbrThe Chef in your family will love the newly renovated Kitchen with gleaming Granite and just the perfect combo of muted Sandy Tones and pops of Sea Glass Blues and Greens. Special touches like Barn Doors and Custom Window Treatments give a taste of yesteryear, but with the Modern Amenities you want and need. Very well-equipped, preparing family meals will be a bay breeze. Dine in comfort in the spacious Dining Room, or Al Fresco on the Screened Porch - so many options! brbrAfter a fun-filled day exploring Assateague National Seashore, relax in the comfort of the AC and enjoy Free WiFi and Cable TV. Island Temenos has both a Living Room and a Family Room, making it ideal for your family to spread out or for 2 families to share! There are many inviting nooks to curl up with a good book, or take in lovely Water Views, just across Main Street. The serene Coastal Colors and Historic Hardwood Floors beckon you to come and sit a spell. This Home is not just a place to lay your head - it is truly a Vacation Experience. brbrDownstairs, you'll find 2 lovely Bedrooms, both with a comfy Queen Bed, and a Full Bath with Tub/Shower Combo. Each Bedroom truly has its own personality and unique Coastal Flair. There's also an Outdoor Shower for rinsing off after a day at the Beach. Wandering upstairs, you'll be greeted by a cozy Reading Nook, 2 more spacious Bedrooms and a Half Bath. Both Bedrooms have 2 Twin Beds each - making the upstairs the perfect Retreat for the kiddos! brbrIsland Temenos is all about quality time - time with family, time with friends, time for you. We can't think of a more perfect place to fall in love with Chincoteague Island. Let us help you plan a Vacation Retreat you won't soon forget.....brbrIsland Temenos - becasue the best kind of souvenir is a Memory......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 mistakes. LINENS INCLUDED, NO SMOKING, NO VAPING, NO PETS. FAMILIES ONLY AND MUST BE AT LEAST 25.

Bed

Bath

Sleeps

$305.7

/ Nightly

Private Vacation Home

Lighthouse Estates #8 | Pool, Lighthouse Views, Pier & Pet Friendly East Side Retreat

Chincoteague Island, Virginia, United States

Welcome to Lighthouse Estates #8, Formerly known as 'Natalie's Nook'! This 2 bedroom beach retreat is located in the popular Lighthouse Estates community on the East Side of Chincoteague Island. Enjoy all the amenities and features one could desire during their vacation - a pool, water & lighthouse views, a pier perfect for fishing, crabbing or kayaking, not to mention a vacation rental filled with all the comforts of home! Downstairs you'll find an open floor plan with living room, kitchen, dining area and powder room. Upstairs features 2 bedrooms (one master ensuite with private bathroom and water view balcony) and a full bathroom off the hallway. Lighthouse Estates #8 is conveniently located to The Pearl Restaurant, the waterfront Memorial Park, boat rentals, the Town public boat ramp & more! Come for a fabulous, relaxing stay! . 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. Pet restriction: limited to one dog, no cats.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

$466.52

/ Nightly

Private Vacation Home

Avalon | Oyster Bay Waterfront Home w/ Gas Fireplace, Cathedral Ceilings & Massive Screened Porch

Chincoteague Island, Virginia, United States

Avalon is a charming 4 bedroom, 2.5 bathroom home situated on a bulkheaded waterfront lot on Oyster Bay! There is a large great room that boasts two family rooms, a dining area and large kitchen. From the gas fireplace, to the 16' cathedral knotted pine ceilings, this home is bright, warm and inviting. Avalon offers two queen bedrooms with screened porch access (one private) and two twin bedrooms. Offering over 600 sq. ft. of screened porch - you could live outdoors! The first level also offers a full size futon and 1/2 bath. Avalon is one of our most popular offerings; it books quickly! brbr- No smoking is permitted on the premises. br- Linens and towels are included with your reservation.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

$320.8

/ Nightly

Private Vacation Home

Admiral Benbow | Oyster Bay Home Next to Boat Ramp & Dock w/ Screened Porch

Chincoteague Island, Virginia, United States

A very nice contemporary home located in Oyster Bay I community. Located next to the community boat ramp - you have access to the water and the kids can fish and crab from the dock areas. This house has an outdoor ramp to the ground level. Don't miss out on the great screened porch for a family dinner! The variety of bed sizes allow the perfect set up for families of all ages! Come and stay at this classic Chincoteague home but don't delay; it books quickly! This home is a Sunday to Sunday home.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

8

Sleeps

$672.17

/ Nightly

Private Vacation Home

Poole's Cove | Waterfront Main Street Retreat Fully Renovated w/ Rooftop Lounge & Artistic Charm

Chincoteague Island, Virginia, United States

Nestled just off Main Street with the water as your backdrop, Poole's Cove is a lovingly curated escape that feels inspired and inviting. Every detail of this thoughtfully decorated home invites you to slow down, breathe deeply, and truly settle in.brThe layout is designed for both togetherness and solitude. The primary bedroom suite anchors the main house, while a breezeway connects you to a separate wing with two additional bedrooms and bathrooms — perfect for families or couples who want space to gather and space to retreat.brStep into a large screened-in deck and up to the rooftop deck, where water views, golden sunsets, open skies, and unforgettable stargazing await. When you're ready to unwind indoors, the upstairs office and library is a wonderful place to lose yourself in a good book.brAnd the best part Poole's Cove has just undergone a complete top-to-bottom renovation. Brand new kitchen, floors, bedrooms, bathrooms, and furnishings throughout — plus significant exterior updates. The Poole's Cove you've always loved is now better than ever.brThis isn't just a place to stay. It's an experience.br---brPlease note: Due to this home's unique floor plan and open deck railings, it may not be suitable for young children. This is a non-smoking, pet-free property. Linens and towels are available.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

$316.81

/ Nightly

Private Vacation Home

Almost Heaven | Waterfront w/ Private Pier & Boat Dock, Pet Friendly, Fireplace, Sunset Views

Chincoteague Island, Virginia, United States

Private pier with boat docking, Waterfront, Pet friendly, Internet, A/C, Fireplace, Charcoal grill. Vintage charm with all modern comforts!brbrWelcome to your new favorite island getaway! This charming Victorian cottage on Chincoteague's popular South Main Street offers the perfect blend of traditional character and modern comfort. With 3 bedrooms and 2 bathrooms, there's plenty of space for family and friends to unwind after a day of island exploring and adventures.brbrStep onto the open front porch and prepare to be amazed — breathtaking bayside sunsets await you nearly every evening. Pour yourself something refreshing, kick back in a rocking chair, and watch as the sky transforms into a canvas of orange and pink hues over Chincoteague Bay.brbrOne of this home's standout features is the private pier extending directly into the bay, complete with boat dockage capabilities. Imagine morning fishing sessions, dropping a crab line to try your hand at catching dinner, or evening cruises right from your rental home! No need to haul your boat to a public launch — your nautical adventures begin here.brbrTraveling with 4-legged family members No problem here - 'Almost Heaven' welcomes your pet(s)!brbrLocation Simply perfect. You're just minutes from downtown's delightful shops, restaurants, and even the downtown movie theater. Grocery runs are a breeze with Island Foods just a short drive away. For summer fun, Maui Jack's Waterpark is nearby, and the stunning Assateague Beach is waiting to capture vacation memories, and for your footprints in the sand.brbrThe primary bedroom on the first floor offers a peaceful retreat after long days exploring island trails or collecting seashells. The second floor features two more bedrooms and a full bathroom (shower only). This isn't just a rental — it's your ticket to the relaxed island lifestyle you've been dreaming about. Make it your home away from home'... at the beach! 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

$319.07

/ Nightly

Private Vacation Home

Wildflower | Waterfront w/ Shared Pier & Floating Dock, Screened Porches + Balcony Views

Chincoteague Island, Virginia, United States

Beautiful waterfront home with shared pier plus floating dock on deep water!! Ground level is a large screened patio perfect for those summer time seafood feasts. The first level is great room boasting reclaimed barn board walls and wide plank pine floors with a separate den and full bath. There is a second screened porch overlooking that water from the great room. The second level has a large waterfront master suite with a private balcony, two more bedrooms and another full bath. Close to Memorial Park right across the street from a family restaurant! (Spiral staircase in home, may not be suitable for small children.) For larger groups for family reunions, check out nearby Moon Rising or Herbie's Hideaway! 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

$569.92

/ Nightly

Private Vacation Home

Windshadow | Bayfront Sunsets w/ Screened Gazebo, Dock, Fireplace, Sky Deck Porch & Pet Friendly

Chincoteague Island, Virginia, United States

You will enjoy spectacular sunsets from this lovely waterfront home overlooking the Chincoteague Bay. There is a waterfront screened gazebo that leads to a dock great for crabbing/fishing. Inside is a large open floor plan with a brand new kitchen, living room with wood burning fireplace and dining area. Walk through the French doors off the living room to a large screened porch and sky deck overlooking the Chincoteague Bay. There is a first floor King bedroom with en-suite bath and two twin bedrooms on the second level. Windshadow is a premier PET FRIENDLY vacation rental.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

8

Sleeps

$268.75

/ Nightly

Hotel

Homestead | Historic Cottage on 30 Acres, Porches, Bay Breezes, Outdoor Shower, Nature Retreat

Chincoteague Island, Virginia, United States

Set back across the street from Chincoteague Bay, Homestead sits on 30 acres of basically pristine land. A cozy cottage, originally built in 1890, had been updated but the owners kept the original charm of yesterday but with the comfort of today. Now that charm and comfort has been expanded. A new addition offers a great room with a modern kitchen, dining area and room to stretch out and relax. The design includes oversized windows, sliding doors and a sky light. The house now has 2 screen porches and a balcony that lets you feel as though you are living in in a nature preserve! Homestead sleeps 5 but best suited for 4 adults. There are now 2 full sized bathrooms. Amenities include bikes, beach chairs and umbrellas: games, crayons and colored paper and good parking. And as part of the property, you'll vacation alongside the oldest home on the island, The Captain Timothy Hill House, listed on the National Register of Historic Places. With a tidal pond in front and unspoiled woods in back, Homestead is private, quiet and with lots of room outside. A perfect retreat! So relax on one of the porches, feel the breeze from the bay, watch the animals and birds that come by or take an outside shower under the stars. The Homestead that so many have come to love is still the same just more to love!brbr- Linens and towels are included with your reservation.br- No smoking is permitted on the premises. br- No pets 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

$296.22

/ Nightly

Private Vacation Home

Horseshoe Hideaway | Secluded Ranch w/ Dual Screened Porches + Large Yard

Chincoteague Island, Virginia, United States

Located in a secluded neighborhood, in the middle of town, 'Horseshoe Hideaway' is comfortably situated back off of a back road, fully enclosed by a fence, and ensconced by a generous yard and mature wooded area. With all the convenience of traveling around the island with ease, this home allows guests to drive or bike to Maddox Blvd, the beach or to the Main Street shops within minutes. Enjoy the outdoors on the fully screened in porches located on both the front and the back of the home, or take advantage of the generous back deck (accessed by a ramp or stairs) and supplied with a large gas grill, picnic table and Adirondack chairs. Inside the home features 3 bedrooms and 2 full bathrooms, a separate dining room, living room and eat in kitchen. There are several seating areas where guests can spread out or congregate as a group. The home is appointed with everything you need to enjoy a vacation at the Beach. This cute-as-a-button rancher home is waiting for your family vacation! Clean, comfortable and modest best describe the single-level home; there's an open kitchen, living and dining area that opens up to a front AND back screened porch. Enjoy all of the outdoor space from one of the 2 screened porches, or the spacious back deck and back yard! Located on a side street just off of Ridge Road, 'Horseshoe Hideaway' is conveniently located just minutes from downtown Chincoteague, as well as the Beach Road. Come and check it out for yourself! brbr- Linens and towels are included with your rservation.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

Select Dates for Price

Private Vacation Home

Lottie's Lookout | Spacious 3-Level Chincoteague Home Near Downtown w/ Large Yard & Pet Friendly

Chincoteague Island, Virginia, United States

Come stay at this Chincoteague Island Charmer, better known as Lottie's Lookout! This large spacious home features 3 levels, with 3 large bedrooms, and 3 bathrooms. The first level features a front porch, pull out sofa, large dining table for family meals, and a full bathroom. Upstairs you will find 3 twins, (one bunk) and another bedroom down the hall with a queen sized bed. There is a full bathroom on this level as well. On the third floor, you have a full sized bed and bathroom with a tub (no shower). Enjoy the outdoors in the large yard, or grill up some good food from one of the many local markets. Lottie's Lookout is in a perfect location, close to the downtown area!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

$1059.04

/ Nightly

Private Vacation Home

June's Retreat | Luxury Waterfront Estate w/ Panoramic Bay Views, Boat Dock, Billiards + Verandas

Chincoteague Island, Virginia, United States

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

5

Bath

10

Sleeps

Vacation Rentals By Owner In Chincoteague Island, VA

$685.33

$248.87

$426.45

$293.35

$274.4

$344.72

$461.5

$315.4

$286.97

$305.7

$466.52

$320.8

$672.17

$316.81

$319.07

$569.92

$268.75

$296.22

$1059.04

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