Vacation Home Rentals By Owner In Chincoteague, VA

$494.12

A charming recently renovated 2BR, 2BA home! Pony Penning Week Available

Chincoteague, Virginia, United States

Our Chincoteague cottage, is perfect for a relaxing beach vacation or an off-season getaway from life's hustle and bustle. Comfortably spacious for up to 4 guests. We do not allow pets. brbrThis recently renovated cottage features 2 bedrooms, both with king beds. The primary suite has an ensuite bath. There is a spacious kitchen with breakfast bar, dining table, and internet for streaming. Enjoy the provided board games, cards or jigsaw puzzles.brbrOur 3-season back porch and outside patio are perfect for lounging after a day at the beach. Behind the house has been home for an aerie of Bald Eagles. So far we have counted 6 different members. Let us know if you count more!! The patio is equipped with a firepit, propane grill, and ample seating.br brThe cottage is centrally located on the island and is close to restaurants, natural trail, tennis courts, boat ramps, mini-golf, and most importantly the Assateague Seashore refuge, home of the Chincoteague Wild ponies and in our opinion, the best beach in Virginia!. Ocean City Maryland is only about an hour away for boardwalk fun!brbrDiscover the beauty of Chincoteague from this adorable property. Designed to create a comfortable atmosphere where you can relax and unwind after a day of exploring, playing on the beach, enjoying water activities or just lounging. We hope you enjoy our family place as much as we have over the years.

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Bath

Sleeps

$312.84

/ Nightly

Private Vacation Home

Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided

Chincoteague, Virginia, United States

Amenities: New Pet Friendly Rental for 2025 Season. DOGS ONLY, Central HVAC, Internet, Linens and Towels Provided. brbr4 BR Pet friendly home, close to town and short drive to the beach. Fenced in back yard and sleeps 8-10. 3 bedrooms downstairs and 4th bedroom upstairs with sitting area, perfect for kids. brbrPet friendly - Dogs Only. NO SMOKING OR VAPING . Linens and Towels are provided with this property.brbrPet friendly home $75. (per pet) will be added to your reservation. Dog Only. Three night minimum all year round. 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: brbrSaturday Change Overbrbr2026 Prime Season $ 229 per night / $ 1603 for week ( 3 night minium)br2026 $ 1806 for week with 7 night minimumbrbrbrbr**** 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

$444.52

/ Nightly

Private Vacation Home

STUNNING WATERFRONT VIEWS!

Chincoteague, Virginia, United States

Relax and unwind at one of the most beautiful waterfront townhomes overlooking the Chincoteague Channel. With the living room and master bedroom balconies overlooking the Chincoteague Channel, you will take in some of the most peaceful sights Chincoteague has to offer. Every room boast a relaxing water view, with the ability to view both the sunrise and sunset. When you stay here you will really say life is better on the water.brPlease let us know if you would like to rent the boat slip when making the reservation this will be $100 added to the reservation.br*BREAKING NEWS* SEA GATE ANNOUNCES WITH SPRING IN FULL BLUSH AND SUMMER JUST AROUND THE CORNER WE ARE EXCITED TO OFFER THE AVAILABLITY OF LEVEL 2 ELECTRIC CHARGING FOR ANY OF OUR GUESTS WISHING TO VISIT CHINCOTEAGUE BUT CONCERNED ABOUT WHERE THEY CAN CONVENIENTLY REGHARGE THEIR EV’S WHILE ON THE ISLAND AND IN PREPARATION OF RETURNING HOME. OUR CHARGE IS PRIVATELY LOCATED IN OUR 2 CAR GARAGE. THERE IS A $64 SUR-CHARGE PER CAR.

3

Bed

3

Bath

6

Sleeps

$430.15

/ Nightly

Private Vacation Home

Pearl in the Pines – Bikes, Kayaks, EV Charger, Screened Porch, Fire Pit, Pets

Chincoteague, Virginia, United States

Nestled in the shade of tall pine trees in the private community of Oyster Bay, Pearl in the Pines is a charming coastal retreat equipped to meet any need. This bright and beachy 3-bedroom, 2-bathroom home accommodates up to 6 guests and is pet-friendly, making it an ideal space to vacation with your entire family. The spacious screened porch offers the perfect perch to savor your morning coffee with the sunrise or relax with friends and family while enjoying fresh, locally sourced seafood.brbrYou're on island time at “Pearl in the Pines”. This delightful beach house has an open-concept living area, comfortable furnishings, a spacious screened porch, an outdoor fire pit, and beach-inspired decor that echoes the island's laid-back vibe. brbrWhether you choose to spend your days lounging on the beach at the Assateague Island National Seashore, exploring Chincoteague National Wildlife Refuge (home to the famous Chincoteague ponies), enjoying the island’s eclectic shops and unique restaurants, hiking, bicycling, kayaking, crabbing, or fishing; this is the ideal home base for your island adventures.brbrBedroom 1 includes a full-size bed and a small bathroom with a shower. Bedroom 2 includes a queen-size bed, large closet and a TV. Bedroom 3 includes 2 twin-size beds and a TV. A full bathroom sits across the hall from Bedroom 3. Bed linens and bath towels are included with your stay.brbrAlso included with your stay are 4 adult-size bicycles, 2 kayaks with carts, life jackets, walkable access to the nearby Community Boat Launch, and free EV charging.brbrPearl in the Pines is located approximately 2.0 miles/5 minutes from the center of downtown Chincoteague and 5.0 miles/15 minutes from the Chincoteague National Wildlife Refuge and the Assateague National Seashore (beach).brbrPet fee: $15/nightbrbrCheck-in is at 4:00 p.m. on the day the booking begins.brCheck-out is at 10:00 a.m. on the day the booking ends.

Bed

Bath

Sleeps

$270.27

/ Nightly

Private Vacation Home

Mom and Dad's Sweet Memories - Single home - Pet Friendly, NO LINENS PROVIDED

Chincoteague, Virginia, United States

Amenities: 3BR/2B*** {1Q, 1D, 2T, QSS } Amenities: WiFi, Roku TV, Microwave, Dishwasher, Central HVAC,W/D, TV, Deck, Grill, Pet Friendly brbrVacations are about making memories; this home has lots of memories come add a few of your home. This wonderful floor rancher is handicap accessible by ramp. Store your beach gear or bikes in the garage. Three bedrooms and 2 bathrooms with a nice living area, dining area and kitchen. New dishwasher for added convenience while on vacation. This charming home is located just a short distance from Memorial Park where you can walk, ride a bike, fish or crab from the community pier. Launch a boat or just enjoy the breeze. Relax and enjoy your vacation making memories that will last for years to come. Pet Friendly Home, 2 dog maximum mid-size dog or 1 cat. $ 75 Pet Fee Per Pet. brbrThis house is protected by an outside surveillance system. Window AC's in all the bedrooms. THIS HOME 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).brbrBed Sizes: 1Q, 1D, 2T, QSSbrbrSunday Change Overbrbr2026 Rates $ 1400 per week / $ 200 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

$327.55

/ Nightly

Private Vacation Home

SUNSHINE & VITAMIN SEA IS CALLING!

Chincoteague, Virginia, United States

Grab your copy of ‘Misty’ and head to Chincoteague Island as everyone loves a little Vitamin Sea! This veteran-owned cottage boasts three bedrooms (1 queen, 1 full & 2 twin beds) as well as two full bathrooms and is sure to make you feel right at home on our cozy island. This home features an open floor plan kitchen and living room, perfect for family entertainment. There is a TV in every room: the family room has Cable TV, and the bedrooms TVs have Roku to stream all your favorite shows, movies and channels. The kitchen has four island stools, a small two-seater table, and a coffee table that lifts up to enjoy all of your meals with space for everyone. We’re even pet friendly!brLocated within walking distance to Memorial Park where you’ll find a public boat ramp, playground, and the location for viewing our world famous Chincoteague Island Pony Swim. We’re located even closer to the Chincoteague Fireman’s Carnival Grounds! Only a quick three mile drive or bike ride to the Assateague Island Wildlife Refuge, home of the famous wild ponies, and Assateague Island National Seashore. Enjoy the pristine beaches and soak up that Vitamin Sea! brAfter a day at the beach, come home to a refreshing outdoor shower and a picnic on our outdoor picnic tables. There is a charcoal grill outside for your use - just remember to take all safety precautions! Enjoy your evening snuggled up on the couch watching a movie, hanging by the backyard fire pit, or unwinding with a good book on the front porch. After a few days at the beach experiencing Chincoteague's small town southern charm, along with the abundance of family fun activities, you'll be sure to take home some much needed Vitamin Sea!brbrAmenities Include:brbrCentral A/C, WiFi, TVs in every room, Cable TV, 3 Bedrooms (1 queen, 1 double & 2 twins), 2 Full Bathrooms, Front Porch, Picnic Tables, Outdoor Shower, Charcoal Grill, Full-sized Washer & Dryer, Iron & Ironing Board, Hair Dryer, and Full Kitchen complete with Refrigerator, Oven, Stove, Microwave, Pots & Pans, Dishes, Silverware, Glasses, Mugs, a Keurig Coffee Maker (please bring your own K-Cups!), Blender, and so much more!brbrWE ARE GRATEFUL FOR OUR MILITARY & VETERANS!brWe are grateful for our Active Duty Military & Veterans and would love to show our appreciation by offering you 10% off of your stay with us! In order to qualify, you must be either currently serving on Active Duty or Honorably Discharged and be able to provide documentation accordingly.brbrDocumentation includes your Veteran ID Card or DD 214 (please don’t forget to block out your Social Security Number). Please let us know if you have any questions! brbrNotice for Pets:brWe welcome you to bring your furry friend! Please reach out to the property manager for further details, rules and fees!brbrPlease Note:brPlease bring your own linens (1 queen, 1 full & 2 twins), blankets, towels and washcloths. Or you can choose for us to provide them for an additional fee of $75 per stay. brbrbrbrbrbr

3

Bed

2

Bath

6

Sleeps

$212.85

/ Nightly

Private Vacation Home

Bradford House by Seaside Vacations & Sales

Chincoteague, Virginia, United States

Welcome to Bradford House - proof that great things can indeed come in small packages! brbrY’all, a stay at Bradford House feels like a stay with old friends. There’s a warmth and coziness about it that hits you as soon as you walk in - it just feels like home. Tucked in a great location on School Street, you’ll feel a million miles away from the real world, but are just a short stroll from Historic Main Street, our famous Farmer’s Market, Restaurants, Shopping, and Robert Reed Waterfront Park - home of incredible Chincoteague Sunsets! And, it’s directly across the street from nationally recognized Brianna’s Park!brbrThis adorable home has been helping families make Chincoteague Island Memories since 1944, but has beautifully updated and modernized throughout. Perfect for a small family, or for 2 couples traveling together, it sleeps 4 more than comfortably in 2 Bedrooms. If you’re looking for adorable AND affordable, you’ve come to the right place!brbrYou’ll love relaxing at the day’s end in the comfy Living Area with welcoming furnishings, Central AC, and 70 inch Flat Screen Smart TV. After a fun-filled day at the Beach searching for our Famous Wild Ponies, it’s the perfect respite. brbrThe Chef in your family will appreciate the huge Kitchen, well-stocked with all the comforts home - and then some! Grab your morning coffee from either the Keurig or the Mr. Coffee, and slip out to the Sunroom that lines the back of the house. With beachy furnishings, tons of windows, and a 50 inch Flat Screen Smart TV, it’s a great place to begin and end everyday. This area is not heated or cooled, but when you open those windows the room fills with that amazing sea breeze. As for dining, there’s plenty of room for all at the Breakfast Bar and Dining Area. Grill up some cheeseburgers in paradise on the Charcoal Grill, or wander to one of many great dining options nearby!brbrWith all one level living, Bradford House has 2 Bedrooms and a huge Full Bath. Both Bedrooms have comfy Queen Beds and fun Coastal Themes. The Full Bath has tons of storage space, a Tub/Shower Combo, and also houses the Full Size Washer and Dryer in the Laundry Closet.brbrOur beautiful Little Island by the Sea awaits ~ and Bradford Street is here to help you make School Street Memories you’ll forever cherish! brbrNO SMOKING AND NO PETS. Seaside Vacations does not allow group rentals to guests under age 25. NO SMOKING! 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.

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Bath

Sleeps

$302.73

/ Nightly

Private Vacation Home

Island Oasis - Close to town - Linens and Towels Provided - No pets

Chincoteague, Virginia, United States

Amenities:3BR/2B*** {3Q, 1Q S/S} Amenities: Nice yard, short walk to town, glimpse of the Word Famous Chincoteague Ponies, 2 Smart TV's , WIFI, Fireplace, Dining Area, Stove, Refrigerator, Dishwasher, Microwave, ACbrbrTucked away just a short distance from town is Island Oasis. Short drive or leisurely walk to town where you can find dining, shops, and one of the town boat ramps. You may even catch a glimpse of some of the World Famous Chincoteague Ponies at the Carnival Ground. If you come during July you can bop right across the street to the fairgrounds. Nice size yard with plenty of room to play family yard games. The house has a nice family room, dining area, sitting area and kitchen as well as 3 bedrooms and 2 bathrooms. Book Island Oasis today.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 PROVIDED brBed Sizes: 3 Queen, 1 Queen Sleep Sofabrbr Change Over Saturday brbr2026 Prime Season Rates $ 1750 per week / $ 250 per night 3-night minimumbr2026 Off Season Rates $ 1400 per week/ $ 200 per night 3-night min. brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Bed

Bath

Sleeps

$255.84

/ Nightly

Private Vacation Home

Miss Stelle- 2BR | Walk to Downtown & Maddox Blvd.

Chincoteague, Virginia, United States

Miss Stelle is a newly built home that captures the timeless spirit of old Chincoteague. Thoughtfully designed, she blends modern comfort with classic island character, offering guests the charm of the past with the luxury of the present.brbrThe first floor features a beautiful fully equipped kitchen, a welcoming dining area, a comfortable living room, and a convenient half bath.brbrUpstairs, the spacious queen bedroom is complemented by a second bedroom with two twin beds, along with a full hallway bath.brbrThe backyard offers plenty of seating—perfect for relaxing or enjoying a meal outdoors.brbrAll of this is just a short walk from downtown shopping, restaurants, and the charming waterfront.

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Bath

Sleeps

$481.96

/ Nightly

Private Vacation Home

Misty Manor! Updated Cottage Near Beach! Water Access, Linens Included!

Chincoteague, Virginia, United States

Enjoy your home away from home at Misty Manor on Piney Island, off of Chincoteague Island. It is the second closest street you can stay to the beautiful beaches and peaceful serenity of Assateague Island! This 3 bedroom, 1.5 bath vintage Chincoteague cottage is the perfect retreat to slow down, take a deep breath, start a fire, ride bikes to the beach, and truly enjoy an island getaway! This cottage is a year-round destination. Misty Manor is perfect for solos, couples, families or a girls trip! Six guest max (4 adults max) due to septic constraints.brbrThis renovated, one-story home is the perfect place to stay when visiting Chincoteague Island. It is in the closest community to Assateague Island. It is 2.1 miles to the beach but also a short bike or ride into town and in close proximity to bike rentals and Maui Jacks. It is a quiet street but located just off of Maddox so easy access to restaurants, stores, golf, ice cream, and more!brbrYou will find two King master bedrooms on separate sides of the house allowing for privacy and one bedroom with two double beds. There is also a second, small living room with a pull out queen size sofa bed. All beds and linens are new in 2025. Each bedroom contains a full closet and ceiling fan with remote as well as room darkening curtains if you like to catch your Zs while on vacation! All 3 bedrooms and both living areas are equipped with a smart TV (5 total). Wifi is provided.brbrOne full bath and one half bath will suit your needs along with an outside shower.brbrThe full kitchen contains all of your basic cooking needs for a week at the beach! There is even a mini fridge and basic bar supplies. brbrThere is a large back screened in porch for dinners and games as well as a front deck for morning coffee. The front sunroom is great place to sit and relax as well.brbrThe dining area seats six. The screened in porch offers a dining table for six as well. There is a full size stackable washer and dryer for your laundry needs. brbrThe cleaning fee includes linens for each bed, pillows, quilts and bath towels for six as well as kitchen towels and some extra beach towels. We also include a starter pack of toilet paper, paper towels, dish soap, hand soap and trash bags.brbrWe have a shed with beach necessities and bikes available for you to use or you can easily walk to the bike rental across the street. There is also a water access boat ramp if you bring a kayak or canoe.

Bed

Bath

Sleeps

$796.54

/ Nightly

Private Vacation Home

Prospect Point- 4BR Waterfront | Screened Porch | Private Pier

Chincoteague, Virginia, United States

Prime location at the northernmost tip of Chincoteague Island, offering unparalleled views of Chincoteague Bay and the surrounding protected nature conservation. The property features a private pier for crabbing or docking a shallow-draft boat, as well as a floating dock ideal for kayakers.brbrRelax on the fantastic screened porch with panoramic views, which includes an electric grill, or enjoy spectacular island sunsets from the upper-level open deck. The main floor offers an open kitchen, living, and dining area, perfect for gathering with family and friends.brbrThe first-floor bedrooms include a queen bedroom with an adjacent bath and waterfront balcony, and a second bedroom with two twin beds, a private bath, and a waterview balcony. Upstairs, the third bedroom has a queen bed with an adjacent private bath and waterfront balcony, while the fourth bedroom features a king bed, private bath, and waterview balcony.

Bed

Bath

Sleeps

$308.83

/ Nightly

Private Vacation Home

Pet Friendly! Unique open concept home in quiet neighborhood with EV charging.

Chincoteague, Virginia, United States

Open concept, cozy, comfortable, modern, family-friendly 3 bedroom home in a quiet neighborhood with amazing gardens is close to the beach. This home is well appointed with lots of amenities so there is no need to overpack the car to enjoy a carefree, relaxing vacation in one of the East Coast’s most amazing natural areas with wild ponies and incredible sunsets. Ceramic-coated pots and pans and ceramic dishes, as well as basic cooking needs provided. Mattresses are new, super comfortable, gel-memory foam with clean linens included. Tesla charging available on site for no extra cost. This home is also child and dog friendly with a large fenced yard. An outdoor shower is available to enjoy after a long day at the beach. Look no further for the perfect spot to vacation!

Bed

Bath

Sleeps

$182.66

/ Nightly

Private Vacation Home

The Oaks - 2BR Island home close to town & shopping. Linens provided!

Chincoteague, Virginia, United States

Very bright & nice 2/3 bedroom cottage with convenient in town location. brEnjoy your morning coffee on the front sun porch or walk to town for breakfast and visit the shops. This island home is a delight. Beloved traditional island home with a steep staircase and most bedrooms are on the 2nd floor and small bedroom off kitchen with accommodate teens or kids. This house has window a/c .Linens and Towels Provided. Even a Pack-N-Play for a little one. ( No Washer and Dryer) 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).brbrThis Property has a 3 Night Minimum***br brBed Sizes: 2Q, 1T, Daybed w/trundlebrbrSaturday Change Over brbr2026 Prime Season Rates $ 1050 weekly / $ 150 per night ( 3 night minimum)br2026 Off Season Rates $ 756 weekly / $ 108 per night ( 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

$458.62

/ Nightly

Private Vacation Home

Central Location~Walk 2 Dining! Beach Pass & Gear!

Chincoteague, Virginia, United States

Ask me about seasonal weekly & monthly discounts!brStay comfortably in Chincoteague at this 2-bedroom house, just a short 5 minute drive to the beach. Nestled in a perfect coastal town, this relaxing retreat offers an escape for guests. With 2 queen beds, you'll find restful nights and wake up refreshed to explore the wonders of Chincoteague. The house boasts modern amenities like a washing machine, AC, heating, iron, WiFi, and a hair dryer. The 3 bathrooms ensure convenience, and the living room with a sofa bed provides additional space for relaxation. brbrEnjoy a relaxing experience at your vacation home situated just steps away from Maddox Blvd. Providing easy access to shopping, dining and the beach road. This beautifully renovated home features luxury vinyl plank flooring, bright kitchen, white cabinets, & granite counter tops and a tiled backsplash. brbrImmerse yourself in the beauty of this charming destination and create unforgettable memories. We look forward to hosting you at our place.brbrSmart lock with personalized check-in code, code will be provided prior to check-in.brbrWe are available via Direct Message for any questions during your stay. We are committed to making your stay a pleasant experience.brbrLonger term stays welcome, great week long and month long stay discounts.brbrInternet/Wifi:brLightning fast internet provided; Work can’t wait while you are on your weekend getaway or extended stay We got you covered!br3 Smart TVs with the ability to log into streaming services, one in each bedroom plus the living room. brbrFurry Family Members: brWe keep the treat jar stocked for our furry guests in the entry area on the cabinet! You will not be able to miss it! There are food & water bowls provided as well. Ran out of waste bags No worries! We have you covered and have plenty of waste bags to use! Simply toss the used waste bag in the outdoor garbage container. If you go out and about to explore and unable to bring your furry family member, we have a large dog crate provided in the laundry room area. There is a $10 per night pet fee per dog up to 2 dogs, owner permission required prior to stay.brbrWalk to the places in Chincoteague! br- Island Creamery- 0.5 milesbr- Pico Taqueria - 0.25 milesbr- AJs on the Creek - 0.4 milesbr- Teaguer's Pub - 500 feetbr- Ledo Pizza - 200 yardsbr- YMCA - 0.3 milesbr- Mister Whippy coffee & ice cream - 0.6 milesbr- Captain Zack's Seafood - 0.4 milesbr- Surfside Golf - 0.3 milesbr- Funland Amusements - 0.25 miles

Bed

Bath

Sleeps

$328.29

/ Nightly

Private Vacation Home

Waterfront home in a peaceful location on Chincoteague Island

Chincoteague, Virginia, United States

Relax in this calm, stylish space. This home has been lovingly refreshed by its current owners. Every detail has been considered. Inside you will find well appointed rooms designed for function and comfort. Outside, tranquility awaits you. Enjoy morning coffee overlooking the water, kayaking on the bay, and end the day relaxing by the fire. Head to Assateague Island to swim, surf fish or hike to the famed lighthouse. Return with the day's catch to utilize the fish cleaning station and outdoor shower.

Bed

Bath

Sleeps

$740.51

/ Nightly

Private Vacation Home

Assateague Point - Dynamic Waterfront ,Pier,Dock, LINENS AND TOWELS PROVIDED

Chincoteague, Virginia, United States

Amenities: Central A/C, WiFi, W/D, TV. NO PETS AND NO SMOKING.brbrDynamic Waterfront home with outstanding views of Assateague Island, with this very spacious and lovely well appointed rooms. 4-bathroom home. LINENS AND TOWELS PROVIDEDbr2 first level living rooms, large open room for kitchen, dining and beautiful vistas. Decks off each level, 1st level bedroom and pier. br2nd level has owner's suite with bath and 3 other additional rooms large enough for sleeping. 3rd level crown's nest with futon and fun area for the family with Foos-ball table. NOTE: BOAT LIFT IN PHOTO DOES NOT WORK. 3 additional bathrooms on 2nd level. brThis home may be available for other dates not showing on our calendar. Please contact Harbour Rentals if you are interested in other dates. This home provides linens and towels. 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***This property requires BOTH the $600 Refundable Security Deposit and the $70 Non Refundable Security Protection Plan when renting.***brbrBed Sizes: 1K,4Q,2TbrbrSaturday Change Overbrbr2026 Prime Season Rate $ 4403 per weekbr2026 Holiday Rate / Pony Swim Rate $ 5404 ( 4th of July and Pony Swim)brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Bed

Bath

Sleeps

$175.34

/ Nightly

Private Vacation Home

Miss Niccies - 2BR home close to town, Lg Screened porch. NO LINENS PROVIDED

Chincoteague, Virginia, United States

Amenities: Window A/C, TV, Microwave, WiFi, Outside Shower, Screened Porch.brbrTucked away on a quiet side street, this quaint island home is close to downtown. Perfect location to walk or bike to Main Street or to Maddox Blvd with shopping, restaurants and entertainment. Relax on the spacious screened porch after a fun day at the beach.brbrTHIS HOME 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).brbrBed Sizes: 1 Queen, 1 Double, 3 TwinsbrbrSaturday Change Overbrbr2026 Prime Season Rates $ 903 per week / $ 129 per night 3 night minimumbr2026 Prime Out Rates $602 per week / $ 86 per night 3 night minimumbrbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

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Bath

Sleeps

Select Dates for Price

Private Vacation Home

Edie's Folly - Water View -Screen Porch-NO LINENS AND TOWELS PROVIDED

Chincoteague, Virginia, United States

Amenities: Central A/C, Microwave, Dishwasher, W/D, Screen Porch, 2 Deck, Gas Grill, WiFi, TV w/Roku (bring your own login info), Outside Shower brbrNature lover’s dream! Tucked away in Piney Island with Assateague just a short bike ride away . You’ll love relaxing in the large screen porch or enjoy the water views from the second level deck. Sleeps 9, screen porch, 2 decks, gas grill, WiFi, Roku (bring your own login info), Outside shower, cable TV, DVD, dishwasher, W/D, Central A/C.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).brbrNO LINENS AND TOWELS PROVIDED SO BRING YOUR OWN OR CALL US TO RENT THEM.brbrbrBed Sizes: 3 Queen, 1 Double, Twin brbrSunday Change Overbrbr2026 Prime Season Rates $ 2800 per week brbr**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ****

Bed

Bath

Sleeps

$271.4

/ Nightly

Private Vacation Home

Historic Family Vacation Home with Golf Cart

Chincoteague, Virginia, United States

Built in 1905 as a grocery store, this historic home was a gathering place for islanders s. seeking refuge during the 1962 Ash Wednesday storm as mentioned in Stormy: Misty's Foal by Marguerite Henry. Today, it is a haven for your family to relax and rejuvenate by the ocean on Chincoteague island. Beautiful Sea Haven is a perfect place to continue your family's story. Enjoy the spacious living room, cozy bedrooms, updated kitchen and bathrooms and the bay view in a quiet neighborhood.brbrThe view overlooking the Chincoteague Bay off the master bedroom's private deck is breathtaking at sunset.brbrThere is a GEM E6 golf cart/LSV available for an additional fee of $95/day. Renters will need to provide a drivers license and sign a waiver. brbrThe living room, dining room, kitchen and all the bathrooms are well appointed, and have been recently renovated. brbrThe Kincaid dining room set seats eight for family meals, board games and more.brbrThe bedrooms are updated and very comfortable, retaining the charm of the original hardwood floors and original grocery store shelves. As a historic home, it does have some quirks, but you can’t beat the luxury of spacious and updated bathrooms, and a fully equipped kitchen.brbrThe home decor has been put together with a view of comfort, historical interest and functionality. We want the house to be able to tell its story, and we want you to have a delightful stay. The triple bunk was put together with a view towards children spending endless nights telling stories and jokes to each other. The master suite has a balcony that overlooks the Chincoteague Bay.brbrThe porch boasts a futon for an extra sleeping space and an air hockey table for rainy days. There is a waterfront park twenty minute walk away with a swing to watch the sunset, let the dogs play, or put in your kayaks.brbrYou will have access to the entire house and yard. There is a home owner's closet that is locked, but the rest of the house and yard is yours.brbrThere are no beaches on the entire island of Chincoteague. The beach is on the Eastern shore of Assateague which is only two miles away and is a National Park. While there are few sidewalks, the speed limit is 25 and there are several roads to meander and explore. The northern neck of the island, where Sea Haven is located, is surrounded by salt water marshes and ponds.

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Bath

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$794.48

/ Nightly

Private Vacation Home

Bayview- Waterfront Home with Hot Tub, Fire Pit & Pier

Chincoteague, Virginia, United States

New Luxury Vacation Rental in Prestigious Wildcat CommunitybrbrEscape to a serene waterfront retreat with unobstructed views of Chincoteague Bay. This stunning home offers the perfect blend of luxury and comfort, ideal for families, friends, or couples seeking a peaceful getaway.brbrThe property features a deep water dock for fishing and crabbing, a hot tub overlooking the marsh, a firepit for evenings under the stars, and two kayaks for exploring the water. Enjoy a relaxing natural setting with breathtaking sunsets and a fantastic reverse floor plan designed for both privacy and open living.brbrOn the first floor, Bedroom 1 has a king bed, private bath, and access to the waterfront balcony. Bedroom 2 offers a queen bed with a Jack & Jill bath and access to the balcony, while Bedroom 3 has a pyramid bunk (full on the bottom and twin on top) with a Jack & Jill bath. Laundry is conveniently located in the hallway.brbrThe second floor features a fully open kitchen, dining, and living area, perfect for entertaining, along with a cozy nook with an additional table and chairs. A private sleep den includes a queen bed and access to a full bath in the hallway.brbrWhether you’re fishing from the dock, kayaking across the bay, or unwinding in the hot tub while watching the sunset, this home is designed for relaxation, adventure, and unforgettable memories.

4

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1

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10

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