Vacation Home Rentals By Owner In Chincoteague, VA

$171.18

Kate's Cottage - Nice location, large screened porch. NO LINENS & TOWELS

Chincoteague, Virginia, United States

Amenities: Window A/C, Microwave, W/D, Dishwasher, Cable TV, WiFi, DVD, Charcoal Grill, Outside Shower, Screened PorchbrbrTucked away in Piney Island, just minutes from Assateague's nature trails and beach, this quaint cottage is perfect for the whole family. A brand new, recently added, Master suite adds space and an extra bathroom to this classic Chincoteague home.brbrPet friendly home . $75.00 (per pet) will be added to your reservation. THIS HOME IS NOT PROVIDING LINENS OR TOWELS SO BRING YOUR OWN OR CALL US TO RENT THEM. brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid. If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrBed Sizes: 1 Queen, 1 Double, 2 TwinbrbrSunday Change Overbrbr2026 Rate Prime Season: $ 1050 per week / $ 150 per night 7 night minimum prime season br2026 Rate Off Season: $ 750 per week / $ 108 per night with 3 night minimumbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Bed

Bath

Sleeps

$144.92

/ Nightly

Private Vacation Home

Island Retreat - Nice 3BR Townhome - Close to Town, Screened porch NO LINENS

Chincoteague, Virginia, United States

Amenities: Central A/C, Dishwasher, Cable, WiFi, TV, Blu-Ray Player, W/D, Microwave, Screened PorchbrbrTastefully decorated townhouse with many new appliances. Relax on the large screen porch, or spread out in the open floor plan of the main living space. With a reversed floor plan, family and friends can spend time on the second floor, while the first level has 2 bedrooms and a bathroom for optimum privacy. Conveniently located close to town and the Fireman's Carnival!.brbr This house is protected by an outside surveillance system. NO LINENS AND TOWELS ARE PROVIDED SO BRING YOUR OWN OR CALL US TO RENT THEM.brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid. If less, then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge, and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrbrBed Sizes: 1 King, 1 Double, 2 Twins, 1 Queen Sleep SofabrbrSaturday Change Overbrbr2026 Rate Prime Season: $ 735 per week / $ 105 per night br2026 Rate Off Season: $ 679 per week / $ 97 per night with 3 night minimumbrbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Bed

Bath

Sleeps

$377.31

/ Nightly

Private Vacation Home

A Summer Place - Water View - Pet Friendly - LINENS AND TOWELS PROVIDED

Chincoteague, Virginia, United States

Amenities: Central A/C, Microwave, Cable TV, VCR, DVD, Dishwasher, W/D, WiFi, Charcoal Grill, Outside Shower, Deck, Screen Porch. brbrTimeless Traditional home dates back to the turn of the century. Renovations have upgraded this fine 4-bedroom home that is also pet friendly and sleeps 10. Grand views of the Chincoteague Bay with large front screened porch and decks off both levels. Very quiet and serene location with good water views from the yard. Great home for larger groups or reunions. 1st level bedroom, fireplace and outside shower. Cancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid. If less, then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge, and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbr Pet friendly home. $75.00 (per pet) fee will be added on to your reservation. LINENS AND TOWELS PROVIDED . br brbrThis Property has a 3 Night Minimum***brbrBed Sizes: 3 Queens, 2 Twins, 1 FutonsbrbrSunday Change Over Prime season offering min of 3 night rentals with guest paying cleaning fee.brbr2026 Prime Season Rate $ 2205 per week / $ 315 per night with 3 night minimumbr2026 Off Season Rate $ 1603 per week / $ 229 per night with 3 night minimumbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ***

4

Bed

3

Bath

10

Sleeps

$256.6

/ Nightly

Private Vacation Home

Josie's Getaway - Pet Friendly -Mini-Vacations and Month to Monthly Available

Chincoteague, Virginia, United States

Mini-Vacations and Monthly Rental Available. Amenities: New Queen Mattress, Recushioned sofa and new deck furniture for 2025 season Central A/C, Dishwasher, Microwave, New full-size W/D, 2 TVs, Smart TV and Roku, Wi-Fi, Charcoal Grill, Screened Porch, Outside Shower.Linens and towels provided. 2 dog maximum. br brPerfect pet friendly beach getaway located right off Ridge Rd., close to restaurants and shopping. This quaint cottage offers all the amenities, with bright, open rooms, perfect for a comfortable vacation. This house has a large, screened porch, outside shower and fire pit on the patio. Been working hard over the cold months to make Josie's Getaway as perfect as ever. We listen to your comments and are always looking to improve our cottage. For 2025 we have New Queen Mattress, Recushioned sofa and new deck furniture. Linens and towels provided. brbrPet friendly home $75. (per pet) will be added to your reservation. 2 dog maximum. brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid. If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrbrBed Sizes: 1 Queen, 2 Twins, 1 Queen Sleep SofabrbrSunday Change Overbrbr2026 Off Season $ 137 per night / $ 954 for week br2026 Prime Season $ 193 per night / $1351 for week br2026 Pony Swim Week $ 1652 per week ( 7 day minimum)brbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ***br***Month to Month availability***

Bed

Bath

Sleeps

$164.07

/ Nightly

Private Vacation Home

Sea Pines -2BR CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided

Chincoteague, Virginia, United States

Amenities: Central A/C, Microwave, W/D, Cable, Smart TV, DVD, Internet, Outside Shower (cold only), Screen Porch, Charcoal Grill, Linens and Towels Provided brbrComfortable Island home packed with amenities. Sea Pines offers a nice shady yard and back screened porch in a quiet neighborhood. HD Flat Screen TV. Offers WiFi and Wired High Speed Internet and Charcoal Grill! HD Flat Screen TV, Sling TV (Bring your own login for Amazon/Netflix). Close to Nature Trail. Walk to Beach Road and nearby restaurants.brbr Linens and Towels Provided.brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid. If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge, and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrbrBed Sizes: 1 Queen, 1 Double, 1 TwinbrbrSaturday Change Over brbr2026 Prime Rate $ 952 per week / $ 136 per night 7 night minimum July 4 - August 1, 2026, all other dates are 3 night minimumbr2026 Off Season Rates $ 777 per week / $ 1111 per night with 3 night minimum brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Bed

Bath

Sleeps

$174.8

/ Nightly

Private Vacation Home

Rhinos Retreat - 2BR home close to town, Back screened in porch, NO LINENS

Chincoteague, Virginia, United States

Amenities: Central A/C, Microwave, Dishwasher, WiFi, W/D, Cable TV, DVD, VCR, Screen Porch, Outside Shower, Charcoal GrillbrbrClose to town and Maddox Blvd. makes this cozy cottage the perfect place to walk or bike to shopping, restaurants and entertainment. Back screened porch offers a pleasant place to sit and enjoy the fresh island air. The second level loft provides extra sleeping space. Bring the whole gang!. brbrTHIS HOUSE DOES NOT PROVIDE LINENS OR TOWELS. PLEASE BRING YOUR OWN OR CALL US TO RENT THEM.brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid. If less, then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge, and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrbrBed Sizes: 1 Queen, 1 Double, 4 TwinsbrbrSaturday Change Overbrbr2026 Prime Season Rates $ 1001 per week br2026 Prime Out Rates $861 per week / $ 123 per night 3 night minimumbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

2

Bed

2

Bath

6

Sleeps

$343.43

/ Nightly

Private Vacation Home

Martha’s Vista- 3BR Waterfront | Fenced Yard | Pet Friendly

Chincoteague, Virginia, United States

Enjoy stunning views from this beautifully updated Chincoteague Cape Cod–style home.brbrCrab or launch your kayak from the private bulkheaded shoreline — a ladder attached to the bulkhead provides convenient access to the bay. Two kayaks are included, one single and one tandem.brbrTake in amazing sunset views from the front covered porch or gather with family at the seating area right at the water's edge. The fully enclosed front yard is perfect for children and pets.brbrThe first floor features a bright, cheery kitchen, dining room, and a spacious living room with waterfront views. The first bedroom has a king bed and beautiful bay views. The second bedroom also features a king-sized bed. Two full bathrooms are on this level: one located off the kitchen mudroom area and the second in the hallway beside the bedrooms.brbrThe second floor offers a private suite with a third bedroom that includes two twin trundles (four twins or two kings) and its own full bathroom.brbrThe large rear deck and patio area are perfect for outdoor entertaining and feature a firepit table for cozy evenings.

Bed

Bath

Sleeps

$345.51

/ Nightly

Private Vacation Home

Island Time- 3BR Home | Water View Chincoteague Bay

Chincoteague, Virginia, United States

Enjoy stunning views from this classic Waterman’s-style home, completely gutted, lovingly restored, and thoughtfully updated for modern comfort. Take in fantastic sunset views from the front enclosed porch, which features both AC and heat for year-round enjoyment. The rear deck overlooks a fenced backyard, perfect for relaxing or playing. A gas grill and cornhole set are provided for outdoor fun.brbrFirst Floor Features:brA fully equipped kitchen opens to the dining room and a cozy living room. The semi-private den can double as a main-level sleeping area. A full bathroom with a walk-in shower and a laundry area are conveniently located off the kitchen.brbrSecond Floor Features:brThe first bedroom includes a king bed. The second bedroom offers beautiful water views and also features a king bed. A shared full hallway bathroom provides a tub/shower combo. A small office nook with a view completes the upper level—perfect for reading, writing, or remote work.brbrPlease note that the Third bedroom is a private den on the the First Floor.

Bed

Bath

Sleeps

$227.51

/ Nightly

Private Vacation Home

Sandy Moose - 3BRWaterfront home on lake, screened porch, LINENS AND TOWELS

Chincoteague, Virginia, United States

Amenities: Central A/C, Cable TV (Basic Cable), WiFi, Dishwasher, Microwave, W/D, Wood Burning Stove (seasonal), Screen Porch, Enclosed Porch, Outside ShowerbrbrLooking for the perfect lake view vacation home, Sandy Moose is it! This home is located in Oyster Bay II and is sure to please the whole family! Enjoy a day at the beach then sit back and enjoy the water-views of Mallard Pond from the screened in porch. Newly remodeled with granite counter tops and Pergo flooring. Home has security camera under the house directed towards the pond. brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid. If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrLINENS AND TOWELS PROVIDEDbrbrBed Sizes: 1 King, 1Queen, 1 Double Sleep Sofa, 2 Twinsbr brSaturday Change Overbrbr2026 Prime Season Rate $ 1400 per week / $ 200 per night br2026 Pony Swim Week $ 1603 per weekbr2026 Off Season Rates $ 1106 per week / $ 158 per night with 3 night minimumbrbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Bed

Bath

Sleeps

$209.93

/ Nightly

Condo

Waterfront Unit on Assateague Channel View with Floating Dock

Chincoteague, Virginia, United States

Waterfront on the Assateague Channel! The Sea Tag Lodge is loved by all for the views, dock, and ideal location. Perfect for kayakers, bikers, bird watchers, and those that like to play on the nearby playground!brbr2-bedroom, 1 bath condo with a dedicated boat slip on a large, private floating dock on the Assateague Channel across from the Lighthouse.brbrBedroom 1: Queen bed and flat screen tvbrBedroom 2: Twin over Full bunkbed and a flat screen tv for DVDs viewing only. Closet includes a Pack-n-Play crib. brLiving Area: Wifi, Direct TVbrbrLocated 200 yards from Memorial Park and playground, launch your boat and pull up to the dock in minutes. Watch the sunrise as ponies graze on the banks of Assateague. Enjoy your morning coffee on the back deck or your dinner of fresh crabs caught off the dock at the picnic table just outside your back door. brbrCommon grounds have 4 charcoal grills for your use as well as a laundry room with coin operated commercial washer and dryers.

Bed

Bath

Sleeps

$285.09

/ Nightly

Private Vacation Home

Seaside Serendipity by Seaside Vacations & Sales

Chincoteague, Virginia, United States

Welcome to Seaside Serendipity - where happiness comes in waves.... brbrLooking for the perfect beach getaway for your family You’ve serendipitously stumbled upon THE place to be on Chincoteague Island. This adorable Water View Home has to be in one of the best locations on our beautiful little island. Located adjacent to ever-popular Veteran’s Memorial Park, the world is your oyster. Only steps away, you will find a fabulous playground, pier for fishing and crabbing, tennis and basketball courts, and a boat launch ideal for launching kayaks, as well as boats. brbrSeaside Serendipity has all of this - and at a family-friendly price tag. Just imagine enjoying your morning coffee on the Deck while watching Herons and Egrets dance over the Assateague Channel. Or stroll down to the dock to try your hand at fishing and crabbing. And you can enjoy a glass of pinot while watching the kids safely playing at the playground, just across the lane from the house. There's even a Brand New Outdoor Shower for rinsing off sandy feet.brbrUpon entering, the colors of sand and sea relax you immediately. With lots of natural light and soaring ceilings, this cozy home feels so open and airy. Unwind in the Living Area after a fun-filled day at the beach and enjoy the Flat Screen TV with Apple Streaming and Free WiFi. Just off the Living Area, the well-equipped Kitchen makes mealtime a bay breeze. There’s plenty of room for all at the Dining Table and Breakfast Bar, or wander down the street to Etta’s Channelside Restaurant, or super popular Mr. Baldy’s. Enjoy the bay breeze as you dine on some Local Crabs outside at the picnic table. There is also a Brand New Full Bath with Walk-in Shower and Full Size Washer and Dryer just off the Kitchen. brbrSeaside Serendipity sleeps 8 in 3 comfortable bedrooms. On the 1st floor, Bedroom 1 has a Queen Bed. Wandering upstairs, you’ll find 2 more Bedrooms and a Full Bath with Tub/Shower Combo. Bedroom 2 has another Queen Bed, and Bedroom 3 sleeps 4 in 2 sets of Bunk Beds. With this family-friendly layout, it would even be perfect for 2 small families to share!brbrThis fabulous home is about soooo much more than where you lay your head at night. Seaside Serendipity is truly a vacation experience. With so much to do, right outside your door, boredom will never be an issue! Book your time in paradise today! Traveling with another family ! Book Seaside Serendipity and Channel View Charmer, right next door, together!brbrNo Pets/No Smoking. 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. Home has exterior security cameras.

Bed

Bath

Sleeps

Select Dates for Price

Private Vacation Home

Sea Treasure by Seaside Vacations & Sales

Chincoteague, Virginia, United States

Looking for an incredible Chincoteague Island Vacation Experience You just found it at Sea Treasure - a beautiful Duplex that sleeps 6 more than comfortably in the very heart of our special Island. Located on Ridge Road, right next to famous Pony Swim Lane, you can relax on your Screened Porch and take in amazing Views of Assateague Island and our Famous Wild Ponies. You can even watch the Pony Swim without leaving your chair! Have a larger family or traveling with a group Sea Mist, Sea Treasure's Sister Home, is right next door. These gorgeous Homes share amazing Views, but offer privacy, as well. Just a short stroll from Memorial Park, you're in the right location for all sorts of family fun!brbrAs you pull into the driveway, you can already catch a glimpse of the water - even when it's not Pony Swim, you can feel the excitement of this location and all it has to offer. Sea Treasure has a wonderful Open Layout - spend time with those you love without ever feeling crowded. Take in those Assateague Island Views from almost every room in the house - even the Kitchen! Speaking of which, the Chef in your family will love how light, bright, and well-stocked it is. Enjoy meals in the spacious Dining Area, or dine Al Fresco on the Screened Porch and take in that salty, sweet sea breeze. brbrYou'll love relaxing in the casual and comfortable Living Area with Free WiFi and Flat Screen smart TV/DVD. Or curl up with a good book on the Porch and listen to the Tree Frogs sing. Just imagine morning coffee here as you watch the Herons and Egrets fish for their morning meal, or some Ponies wading in the Marsh. After a fun-filled day exploring Assateague National Seashore, just a few minutes away, it really doesn't get much more relaxing than this! Also on the 1st Floor is a convenient Half Bath and Laundry Room. brbrWandering upstairs you'll find 2 spacious Bedrooms and a Full Bath. Bedroom 1 has a comfy Queen Bed and a Private Water View Balcony - just wait until you see the Views from up here! Sneak out and watch the Sunrise while everyone else slumbers for a very special Chincoteague Experience, or stargaze while listening to the trees swaying in the breeze. Down the Hall, Bedroom 2 has another Queen and colors of Sea Glass - peaceful and serence. There is also a Full Bath with Tub/Shower Combo convenient to both Bedrooms. brbrThe Outdoor Living at Sea Treasure is just as awesome - stroll down the street to Memorial Park where you can launch your kayak, play on the playground, or even do some crabbing and fishing! After a day of shell-combing and pony hunting, rinse off in the refreshing Outdoor Shower and then grill the Fresh Catch of the Day while listening to the birds sing. Whatever your pleasure, we've got the place - plan your island-time today! Rent Sea Mist and Sea Treasure together for a fabulous Family Reunion or Multi-Family Getaway!brbr*Please note Dock seen in pics is not part of this property and is private property. brbrSea Treasure - Beach Memories last a Lifetime.....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

$262.59

/ Nightly

Private Vacation Home

Saltwater Cottage by Seaside Vacations & Sales

Chincoteague, Virginia, United States

Welcome to beautiful Saltwater Cottage, in the heart of Chincoteague Island, Virginia. You've heard stories about our little piece of Paradise - the Wild Ponies running free, Saltwater Cowboys leading the way, the Saltiest, Sweetest Oysters to be found, and hands down THE best Sunsets over the water. Guess what It's ALL true - isn't it time you discover this incredble Vacation Destination ! brbrThis adorable Cottage is located on Anderton, just off of Church Street - a super short stroll to Main Street, where many Shops and Restaurants are located, as well as Robert Reed Waterfront Park - a fabulous place to take in one of our famous Sunsets! brbrAs you enter the Cottage, you'll know you made the right choice. Beautifully decorated with a tasteful Coastal Flair, the soothing Colors of Sand & Sea are both serene and refreshing. Relax in the spacious Living Area after a fun-filled day on the Beach and enjoy the Free WiFi and Flat Screen TV with Streaming. With a wonderful Open Floor Plan, the whole gang can reconnect without ever feeling crowded. With New Floors reminiscent of the Boardwalk you grew up visiting, Exposed Ceiling Beams, and splashes of blue that make you feel like you're still there, you may not want to leave.brbrThe Chef in your family will love the well-stocked Kitchen with tons of space AND tons of gadgets. Enjoy meals with the family here, at the Breakfast Bar, or Al-Fresco on the huge Porch. There's even another Picnic Table outside for enjoying those Local Crabs you've been craving! Fido will love the spacious yard for sunning in, as well as the porch, and the Cottage is in a great location for taking long walks with your pup. brbrAt the end of a fabulous day exploring Paradise, relax on the Porch and share stories of the day's Adventures while listening to the Tree Frog's sing. These are the memories that stay with you forever.....brbrDown the Hall, the stunning Master Bedroom has a luxurious King Bed and Private Master Bath. So many special touches, such as the double French Doors leading to the gorgeous Master Bath with Granite Vanity, will make you feel pampered. On the other side of Saltwater Cottage, there are 2 more Bedrooms with brand new everything! Bedroom 2 is perfect for the kids with 2 Twin Beds and Nautical Navy and Crisp White décor. Bedroom 3 has a comfy Queen Bed waiting for you, as well as a beach Seashell Theme in cool Coastal Colors. brbrThe perfect Vacation Home, the perfect Location, all at the perfect Price - AND, your pup will be perfectly content to be able to join in on the family fun! LIMIT 1 DOG.brSaltwater Cottage - Because Memories made at the Beach last forever......brbrOne Dog welcome at no add'l charge - must be pre-approved, and current on vaccinations and flea/tick preventative. Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored.

Bed

Bath

Sleeps

$415.43

/ Nightly

Private Vacation Home

Paradise by Seaside Vacations & Sales

Chincoteague, Virginia, United States

Of all the paths you take in life, make sure a few of them are sandy…..brbrWelcome to ‘Paradise’ on dreamy Chincoteague Island - it’s not just a vacation home, it’s a feeling - relax, rejuvenate, and reconnect with those who matter most at this gorgeous Waterfront Townhome nestled directly on the Chincoteague Bay.brbrTucked away in the perfect location on South Main, Paradise directly faces THE most incredible sunsets. Just imagine sipping your morning coffee and watching Herons, Egrets, and even Dolphin fish for their morning meal. With 3 levels of Waterfront Balconies, the toughest decision will be which one to relax on! This 3 Bedroom dream home also has a Community Pier and access to the Pool across the street at The Birchwood Hotel. brbrAfter a fun-filled day exploring Assateague National Seashore - home of our famous Wild Ponies - you’ll love sinking into the comfy Living Room furnishings and enjoying Free WiFi and Streaming TV. And you won’t believe the incredible Bay Views - right from your sofa! There’s plenty of room for all to gather and share stories of the day’s adventures. brbrThe Chef in your family will just love the Gourmet Kitchen with Stainless Appliances, Gleaming Granite Countertops, and Tile Flooring. With all the bells and whistles, preparing family meals will feel anything but a chore, and you can take in those amazing views even from there. Dine in the comfort of the Central AC, or wander to one of many Dining options just a hop, skip, and jump away. Paradise is also located steps away from our famous Carnival Grounds, where you can have a blast at the Fireman’s Carnival every weekend the entire month of July. Boy, this would be a great location if you’re planning to come for the Pony Swim, as well!brbrParadise sleeps 6 in 3 Bedrooms plus a Sleeper Sofa in the Living Area. Bedrooms 1 and 2 are located on the 1st Floor, and share a Full Bath with Tub/Shower Combo. Bedroom 1 has1 twin and 1 Full and pretty shades of sand and sea. Bedroom 2 has a comfy Queen Bed, and sliders leading out the breathtaking Views on the Waterfront Balcony. The spacious Full Bath has Double Sinks, lovely Marble, and a separate area with the Tub/Shower Combo. There is also a Full Sleeper Sofa tucked in an alcove on this floor.brbrWandering up to the 3rd Floor, you’ll find the luxurious Master Suite with King Bed and stunning Bay Views that go on forever. The Spa-like Master Bath is that of a 5 Star Hotel with a relaxing Soaking Tub, Walk-in Shower, and gorgeous Vanity. brbrBut life at Paradise isn’t all about what’s inside - right outside your door is a veritable waterfront playground! Just imagine catching crabs and fish right in your own backyard. Launch your kayaks and explore our many sandbars at low tide, or bring the boat! We may be able to arrange for use of a Boat Slip during your stay - just ask! And if it’s too windy for the beach, you can wander across the street and enjoy the pool at the Birchwood Hotel - included at no cost during your time with us! So, don’t wait - book your time in Paradise today!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

$319.85

/ Nightly

Private Vacation Home

Beechnut Villa- Waterfront with Lighthouse Views, Floating Dock & Deep Water Boat Slip

Chincoteague, Virginia, United States

Waterfront Duplex with Stunning Assateague Island & Lighthouse ViewsbrbrExperience breathtaking water views from this charming waterfront duplex, featuring some of the best sights of Assateague Island and the iconic Lighthouse. The property includes a brand-new floating dock with a designated slip on deep water, perfect for boating enthusiasts. Spend your afternoons fishing or crabbing from the shared pier, or enjoy the small sandy beach area, accessible during low tides.brbrThe first-floor screened porch spans the entire level, offering panoramic water views and a relaxing space to unwind. Inside, the main level features a spacious open floor plan with a fully stocked kitchen, living room with great views, and a large dining table where the whole family can enjoy meals together. The first-floor den includes a king and twin bed with a private full bathroom, providing comfortable accommodations for guests.brbrUpstairs, two additional bedrooms share a hall bath. The rear bedroom has two twin beds, while the front bedroom offers a full bed, a twin sleeper, and private access to a second screened porch. A winding creek, accessible from the pier, is perfect for catching your own minnows or simply enjoying the serene surroundings.brbrThis waterfront retreat combines relaxation, recreation, and incredible scenery for a memorable stay.

3

Bed

1

Bath

8

Sleeps

$148.8

/ Nightly

Cottage

Newly Renovated Cottage On Main Street - Professionally Sanitized

Chincoteague, Virginia, United States

Enjoy this newly renovated cottage on main street in chincoteague va. In the center of downtown coffee shops, restaurants, shopping, etc. Cottage contains all the simple comforts of home. A great inexpensive get-a-way for a couple or small family. Cottage includes kitchenette, refrigerator, microwave, full bed with pull out couch, separate room for bathroom, tv with dvd player and remote control adjusted heat / air conditioning.

Bed

Bath

Sleeps

$309.03

/ Nightly

Private Vacation Home

Endless Summer - Spacious 3BR, 2 Bath home w/large yard. Pets allowed.

Chincoteague, Virginia, United States

Total Gem!! Historic Chincoteague Island home totally refurbished for comfortable island living. 3 bedrooms, 2.5 bathrooms, kitchen with granite countertops and stainless-steel appliances. Pet friendly, sleeps 8 and located off of East Side Road on Pointer Lane and boasts an acre of land. Peeks of Assateague Island and the channel are found from the yard and upper levels. Public boat launch nearby (decals for boat launch area at town office) so plenty of room for the boat or launch a kayak. Large dining area, laundry room with nice size washer/dryer and front porch. This is a great home for enjoyable island living. Dog only, 2 dog limit. $ 75 non-refundable pet fee. Kitchen also has a blender, Keurig coffee Maker and a regular coffee maker. Outside Charcoal Grill and outside picnic TablebrbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid. If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrBed Sizes: 1K,2Q, F Sleep Sofa. Linens and Towels are not provided brbrSunday Change Overbrbr2026 Prime Season $ 300 per night $ 2100 week br2026 Off Season $ 200 per night $ 1400 week with 3 night minimumbr brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Bed

Bath

Sleeps

$251.52

/ Nightly

Private Vacation Home

Tern Inn - Water Front - Townhouse, deep water dock. LINENS AND TOWELS,

Chincoteague, Virginia, United States

2BR/2.5B***(2Q,1D S/S) Amenities: Central A/C, W/D, WiFi, Microwave, TV- ROKU, Screen Porch, Dishwasher, Boat Dock. Beach chairs, boogie board and soft cooler provided for your use. brbrDeep Water town home with private dock on Assateague Channel. Tern Inn is totally remodeled for your stay. Within walking distance to Memorial Park, boat rentals and restaurants. Balconies on both levels and a deep water dock. Come enjoy!. Providing linens and towels this year. Beach chairs, boogie boards and soft cooler provided. NO PETS AND NO SMOKING. LINENS AND TOWELS PROVIDEDbrbrPLEASE NOTE IF BRINGING A BOAT PLEASE CONTACT OUR OFFICE TO VERIFY THAT THE BOAT WILL FIT IN THE SLIP. brbrCancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid. If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).brbrBed Sizes: 2Q ,1D S/SbrbrSunday Change Overbrbr2026 Prime Season Rate $ 1477 per week/ weekly rental prime season only br2026 Off Season Rate $ 1078 per week / $ 154 per night with 3 night minimum brbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Bed

Bath

Sleeps

$301.94

/ Nightly

Private Vacation Home

The Neigh-Neigh - Location! Location! Location!

Chincoteague, Virginia, United States

Named for Chincoteague’s iconic wild ponies, this fully renovated 2BR/2BA vacation home sleeps 8 and is ideal for families and groups. Features include a spacious upstairs den (queen, twin, futon), modern kitchen, fast WiFi, and open living areas. Enjoy a clean, comfortable stay close to dining, shops, galleries, parks, and island attractions. Perfect for relaxing, biking, and exploring—book your Chincoteague getaway today!brbrbrWhat this place offers:brbrUnique in that linens and towels are provided for no extra charge!brBathroombrIroning board and ironbrBathtubbrHair dryerbrCleaning productsbrShampoobrConditionerbrBody soapbrOutdoor showerbrHot waterbrBedroom and laundrybrFree washer – In buildingbrFree dryer – In buildingbrEssentialsbrHangersbrRoom-darkening shadesbrHandheld Garment steamer and mini ironbrClothing storage: closetbrbrEntertainment:br58” and 32” HDTVs with Roku and 43 Amazon Fire TV,brBooks, jigsaw puzzles, and specialty board games like Air PictionarybrbrHeating and cooling:brCentral air conditioningbrWindow AC unitbrCeiling fansbrPortable fansbrCentral heatingbrbrHome safety:brSmoke alarmbrCarbon monoxide alarmbrFire extinguisherbrFirst aid kitbrNight lights in every roombrInternet and officebrWi-FibrDedicated workspace in a common spacebrbrKitchen and dining:brKitchenbrSpace where guests can cook their own mealsbrRefrigeratorbrMicrowavebrCooking basicsbrPots and pans, oil, salt and pepper, Italian Seasoning, RosemarybrDishes and silverwarebrBowls, plates, cups, etc.brFreezerbrDishwasherbrStovebrOvenbrHot water kettlebrCoffee maker: drip coffee maker, pour-over coffeebrWine glassesbrToasterbrDining table with 6 chairsbrbrLocation features:brPrivate entrancebrSeparate street and building entrancebrOutdoorbrPrivate backyard – Not fully fencedbrAn open space on the property usually covered in grassbrOutdoor furniturebrOutdoor dining areabrPortable green BBQ smoker /grill: charcoalbrBeach essentialsbrBeach towels, beach blanketbrbrParking and facilities:brFree driveway parking for 3 cars on premisesbrFree street parking on East side of Clark StreetbrbrServices:brSelf check-inbrKeypadbrCheck yourself into the home with a door codebrLong term stays allowedbrAllow stay for 28 days or morebrbrBEDROOMS:brBedroom 1- 1 Queen BedbrBedroom 2- 1 Queen BedbrBedroom 3 / Den- 1 Queen Bed, 1 Twin Bed, Futon Bed (second level)brbrINDOOR FEATURES: Central Air Conditioning/Heat, 2 Smart Roku TVs and 1 Smart Amazon Fire TV, Office Space, Kitchen Utensils/Dinnerware, Protective Mattress and Pillow Covers, Unique Themed Bedrooms to fit your preferences.brbrOUTDOOR FEATURES: Outdoor Shower, Screened-in Front Porch with Swing, table and chairs, Portable Green Charcoal Smoker/Grill, Outdoor Patio and Dining Area, Private Parking for 3, Keypad Lock, 4 Mountain BikesbrbrbrbrbrbrBONUS FEATURES:brEssential Oil DiffuserbrRemote controlled LED candlesbrTwo bikes with locks and a bike pump. Please note: you will need to bring your own helmets. Additionally please follow all posted safety signs and follow road rules. By using our bikes you assume all responsibility and liability for your safety.brbrGuest accessbrYou'll have the entire house to yourself plus a beautiful patio.brOther things to notebrPlease specify which beds you will be using.br-We use a professional cleaning company for your safety. There will be a cleaning fee added to your bill.br-8 guest max includes use of the sofa bed by 1 guest. NO unregistered guests.br-Access into home is by stairs only (3-4 steps).br-4 adult sized bikes are provided for your use. If you prefer to ride with a bike helmet, please bring your own properly fitting helmet as they will not be provided. Please ride responsibly and adhere to all posted signs. By using our bikes you assume all responsibility and liability for your own safety.

Bed

Bath

Sleeps

$581.62

/ Nightly

Private Vacation Home

My Happy Place : Space for EVERYONE plus a PRIVATE POOL too!

Chincoteague, Virginia, United States

If you're looking for a spacious vacation home suitable for ALL of your friends and family members, My Happy Place will give you all you need and MORE! You'll enjoy almost 3,000 sq ft of beautiful beachy interior with a SUPER BONUS attached 2 car garage set up with a 70 TV and seating for all. There are two decks in the super private and quiet backyard that offers a private above ground pool and a large shed filled with guest bikes for your enjoyment. You can use the kayaks and the SUP if you'd like to enjoy a paddle from the near by launch on the east side of the island where you can enjoy upfront views of the incredible lighthouse and the amazing wild Chincoteague Ponies. Located on a quiet street just off Ridge Road and centrally located on our favorite island, My Happy Place is a super short drive to the Chincoteague National Refuge and the beautiful beaches of Assateague Island. As seasoned hosts, we pride ourselves in providing more for our guests than you'll ever find at any other vacation rental on the island. This is a Saturday to Saturday 7 day minimum rental during the peak season. 3 day minimum otherwise.brbrExperience the magic of Chincoteague at our beloved home and make it YOUR HAPPY PLACE too!

5

Bed

2

Bath

15

Sleeps

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