
Chincoteague Rentals

- From $443 per night (USD)
VRBO
Conch Shell - Waterfront villa w/ wrap around deck!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The house is located on Pine Drive in Piney Island - the closest neighborhood to the beach - convenient for shopping and ...
From $443 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Joint Venture - Pet friendly; Water views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Joint Venture is the perfect townhouse for an affordable vacation! Take a short stroll to Maddox Blvd (Beach Road) and e ...
From $231 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Island Sunrise - Pet friendly; waterfront duplex!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Island Sunrise is a gorgeous 3 bedroom, 2.5 bathroom duplex home located in desirable Piney Island. Not only is this hou ...
From $400 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Changing Tide - Downtown location w/ large deck!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Book your stay at this quaint home, in a convenient downtown location. The updated coastal decor will bring on the beach ...
From $273 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Blue Moon - Pet friendly; Great location!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come and enjoy a nice, relaxing vacation at this charming island home. "Blue Moon" is centrally located on Chincoteague ...
From $305 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Cockleshell Cottage - Pet friendly & Handicap Accessible!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Nestled on a quiet cul-de-sac in a private community just off North Main Street (Oyster Bay II) is where you'll find the ...
From $341 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Blue Chair Bay - Waterfront townhome w/ Fishing pier!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
If you're looking for a little slice of paradise at the beach, look no further! This delightful townhome is adorned with ...
From $336 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Blue Point - Pet friendly w/ Outdoor shower!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come for an old fashioned family vacation. This wonderfully maintained classic Chincoteague-style home features a large ...
From $282 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Avalon - waterfront home with fireplace and screened porch
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Avalon is a charming 4 bedroom, 2.5 bathroom home situated on a bulkheaded waterfront lot on Oyster Bay! There is a larg ...
From $375 per night (USD)VRBO
- From $373 per night (USD)
Expedia
Mainstay - Outdoor shower; Multiple balconies!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
We are pleased to be able to offer this rental to you! Mainstay is a wonderful vacation rental home with so many luxurie ...
From $373 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Homestead - Located on Main St. w/ outdoor shower!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Set back across the street from Chincoteague Bay, Homestead sits on 30 acres of basically pristine land. A cozy cottage, ...
From $459 per night (USD)VRBO
- From $991 per night (USD)
Expedia
June's Retreat - Waterfront; Boat dock!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
June's Retreat is Chincoteague Island's premier luxury vacation rental home, nestled on serene waterfront marshlands jus ...
From $991 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Lottie's Lookout - In town; Pet friendly; Fire pit!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come stay at this Chincoteague Island Charmer, better known as Lottie's Lookout! This large spacious home features 3 lev ...
From $236 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Heron Landing - In town; Coastal Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Three words : Charming. Coastal. Cottage. Located just off of Ridge Road, in the center of the island, you'll find this ...
From $229 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Horseshoe Hideaway - Cozy home w/ screened porches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in a secluded neighborhood, in the middle of town, 'Horseshoe Hideaway' is comfortably situated back off of a ba ...
From $307 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Endless Summer - Pet friendly w/ Screened porch!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Come enjoy your stay at one of the most sought out locations on the Island. Easy, convenient access to the beach- With t ...
From $316 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Hill House - Pet friendly; In town w/ water views!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Hill House! Wonderful traditional island home with fantastic new upgrades! The kitchen has been renovated, al ...
From $368 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Herbie's Hideaway - Water views & Screened porch!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Luxury water view vacation rental home with dock access. This home boasts a full ensemble of amenities and the most beau ...
From $319 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Lighthouse View - Water views; Shared pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lighthouse View is located on the east side of our island and includes a private community pool for your enjoyment. The ...
From $305 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Dragonfly Point - Waterfront home w boat dock & deck!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
"DRAGONFLY POINT" is a magnificent waterfront property on Oyster Bay & canal. Surrounded by water on three sides of the ...
From $625 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Lazy Days - Pet friendly; Screened gazebo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located on Main Street just north of town, "Lazy Days" may be just the perfect spot for your vacation! Cute and comforta ...
From $237 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Sunset Bay Villa 206 - Waterfront; Shared pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Villa 206 is a new unit that has been professionally decorated and offers five-star luxury. Spacious and accommodating, ...
From $339 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Newly Renovated Cottage On Main Street - Professionally Sanitized
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy this newly renovated cottage on main street in chincoteague va. In the center of downtown coffee shops, restaurant ...
From $110 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Avocet-Close to Beach, Shared Community Water Access, Limited Water View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Spacious home on Piney Island Close to the entrance of Assateague. Private Master Suite features: Sitting room with TV ...
From $181 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Agape House-Adorable Cottage Close to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Agape House is equipped and decorated for vacation comfort. Short walk to stores, restaurants, and historic downtown. ...
From $264 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Cattail Cottage-quite and cozy cottage with a view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful home in a pristine, natural setting. Enjoy wildlife and sunrises. Great wraparound porch. Crabbing/kayaking ...
From $226 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Caprecia's Castle-Waterfront w/shared crabbing/fishing pier
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax and watch the boats go by from this elegant home Fish or crab from the shared Dock Kitchen, cozy living room, dini ...
From $248 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Sunset Bay Villa 315-WATERFRONT! Pool and Fishing Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Stylish comfort, sunset views, pool and fitness room. Great location, short walk to shops and restaurants. 3rd Floor ( ...
From $335 per night (USD)Expedia
- From $483 per night (USD)
VRBO
Sunsinger at Chincoteague
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Wonderful custom home with panoramic views of the island's natural splendor. Fabulous Sunsets over the Chincoteague Bay ...
From $483 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Moon Dreams Cottage-Restored Cottage Downtown Chincoteague
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bricks and Beams throughout this charmingly renovated/restored Chincoteague Cottage. Located in the heart of downtown. T ...
From $218 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Myrtle on Mumford-Adorable Downtown Cottage w/Screened Porch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Myrtle on Mumford is a newly constructed replica of a typical 1920's single-story Chincoteague home. A stunning blend of ...
From $266 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Nature's Retreat - Marsh & Wetland Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Well cared for Townhome with shared private pier on inland creek. Wetland setting is great for birding. All new floorin ...
From $292 per night (USD)Expedia
- From $503 per night (USD)
VRBO
Shell Seeker - WATERFRONT Shared Private Pier
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
<p>Located in Chincoteague, this welcoming vacation home lets you experience it all. Thanks to the convenient onsite par ...
From $503 per night (USD)VRBO
- From $477 per night (USD)
Expedia
Sunny Claire-Beautiful Downtown Cottage w/Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
LOCATION, LOCATION, LOCATION!!! Sunny Claire is a luxury vacation cottage located in the heart of Historic Downtown Ch ...
From $477 per night (USD)Expedia
- From $518 per night (USD)
VRBO
Sialang at Chincoteague
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Situated on the Chincoteague Bay, this fabulous home has marvelous views & room for the whole family. Private Pier, per ...
From $518 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Summer Breeze
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this quiet, yet delightfully updated Chincoteague style house. Relax in the cheerful living room which features s ...
From $200 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Sunny Delightful
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nicely updated home located on a quiet side street Comfortable screen porch perfect for relaxing Access to an adjoinin ...
From $262 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Sun n' Fun - Shared POOL & BOAT DOCK!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable townhome with shared dock and swimming pool access. Dock your boat at the shared pier, fish or crab, or si ...
From $237 per night (USD)Expedia
- From $223 per night (USD)
VRBO
Sea Ridge-Pet Friendly-Fenced Yard/Firepit-Screened Porch,NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Choose this comfortably furnished and nicely renovated home featuring a restful beach décor and a private pier for guest ...
From $223 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Decolores - Water View - Close to town -Gas Grill - Deck NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Amenities: Central A/C, TV, DVD, VCR, WiFi, W/D, Dishwasher, Microwave, Gas Grill, 2 Decks, Large Back Yard, Water View ...
From $133 per night (USD)Expedia
- From $567 per night (USD)
VRBO
Egret's Cove - Pet friendly w/ Hot tub!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Breathtaking views call your attention at this gorgeous waterfront home! 'Egret's Cove' is located next door to our ever ...
From $567 per night (USD)VRBO
- From $152 per night (USD)
Expedia
Assateague Lookout - Water Front townhome W/view. - Shared Pier, No Linens
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central A/C, W/D, WiFi, Microwave, TV, DVD, STREAMING TV ONLY , Fireplace, Screen Porch, Dishwasher, Deck, Ga ...
From $152 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Chincoteague Island House \"Sir Whelk-A-Lot\" Kayaks Included! Downtown Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We WHELK-come you and your family to come stay at our unique island vacation home. The idyllic island of Chincoteague of ...
From $198 per night (USD)VRBO
- From $123 per night (USD)
Expedia
Island Retreat - Nice Townhome - Close to Town, Screened porch NO LINENS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central A/C, Dishwasher, Cable, WiFi, TV, Blu-Ray Player, W/D, Microwave, Screened Porch Tastefully decorate ...
From $123 per night (USD)Expedia
- From $157 per night (USD)
VRBO
Kate's Cottage - Nice location, large screened porch. NO LINENS & TOWELS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Window A/C, Microwave, W/D, Dishwasher, Cable TV, WiFi, DVD, Charcoal Grill, Outside Shower, Screened Porch ...
From $157 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Island Escape - Townhouse - Enclosed back porch. NO LINENS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central A/C, Microwave, Dishwasher, 4 TV's with Firestick, WiFi, DVD, W/D, Enclosed Sun Porch Totally upgrad ...
From $162 per night (USD)Expedia
- From $157 per night (USD)
VRBO
Misty Manor - 3BR home, sc. porch & pet friendly. NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities: Central A/C, W/D, Dishwasher, Microwave, 2 TVs, WiFi, DVD, Screened Porch, PETS UNDER 40 LBS ONLY This brigh ...
From $157 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Always Sunny - island home. Pet Friendly - Close to Carnival. NO LINENS
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Amenities: Central A/C, WiFi, Gas Grill, TV, DVD, Microwave, Outside Shower Charming and quaint, this restored island h ...
From $176 per night (USD)Expedia
- From $126 per night (USD)
VRBO
Rhinos Retreat - 2BR home close to town, Back screened in porch, NO LINENS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central A/C, Microwave, Dishwasher, WiFi, W/D, Cable TV, DVD, VCR, Screen Porch, Outside Shower, Charcoal Gri ...
From $126 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Misty Sails - Lovely spacious 3BR duplex , community pool.NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central A/C, Microwave, Dishwasher, W/D, 4 TVs, DVD, Gas Grill, Screened porch, Deck, WiFi, Fireplace, Outsid ...
From $204 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Josie's Getaway - Pet Friendly - LINENS AND TOWELS PROVIDED - Firepit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: New Queen Mattress, Recushioned sofa and new deck furniture for 2025 season Central A/C, Dishwasher, Microwav ...
From $180 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Sea Pines -2BR CLOSE TO SHOPPING,SCREENED PORCH, Linens and Towels Provided
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Amenities: Central A/C, Microwave, W/D, Cable, Smart TV, DVD, Internet, Outside Shower (cold only), Screen Porch, Charco ...
From $136 per night (USD)Expedia
- From $283 per night (USD)
VRBO
A Summer Place - Water View - Pet Friendly - LINENS AND TOWELS PROVIDED
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Amenities: Central A/C, Microwave, Cable TV, VCR, DVD, Dishwasher, W/D, Fireplace, WiFi, Charcoal Grill, Outside Shower, ...
From $283 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Eel Creek Escape - Water Front - Water Access - Screened Porch NO LINENS
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities: New for 2024 WIFI and 65" Smart TV. Central A/C, W/D, Microwave, Dishwasher, TV, DVD, Screened Porch, Outsid ...
From $171 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Creekside Paradise - Water front &Access -Pet Friendly -Shared Dock NO LINENS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Amenities: Central A/C, Dishwasher, TV w/Chromecast only (no cable), DVD, WiFi, W/D, Microwave, Jacuzzi Tub, Deck, 2 Scr ...
From $196 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Miss Stelle
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Miss Stelle is brand new construction, yet she evokes Chincoteague of yesteryear. A stunning blend of modern amenities ...
From $241 per night (USD)Expedia
- From $562 per night (USD)
VRBO
Chincoteague Island Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious Three Bedroom, water access, water view and pool. Condo located oveelooking the beautiful Chesapeake Bay. Gourm ...
From $562 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Lake Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy natural vistas from this comfortably appointed home. Located in the quiet, private community of Oyster Bay. The ...
From $261 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Lewis House - Charming In-Town Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Chincoteague, this welcoming vacation home brings it all within your reach. There's convenient onsite park ...
From $217 per night (USD)VRBO
- From $401 per night (USD)
Expedia
Lighthouse Lookout - Waterfont, Boat Docking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious townhome with superb views of Assateague & the Lighthouse. Located on deep water with Private 20' Boat Dock. ...
From $401 per night (USD)Expedia
- From $490 per night (USD)
VRBO
Kambarn Place - Waterfront, Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront, single-family home on Eastside with deep water dock & fabulous views of Assateague Island. Kambarn Place fe ...
From $490 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Horsin' Around
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Private boat dock right at your door. A glimpse of the bay and sunrise views from the front deck. House features a wel ...
From $575 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Laughing Gull - Oyster Bay Area
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Comfortable home in a quiet, private community. Just a short stroll down the lane to Oyster Bay's community boat launch ...
From $299 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Island Generations - Water Access, Boat Docking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Traditional Chincoteague Island home charmingly updated Newly bulkheaded boat dock on Little Oyster Bay Two bedrooms, ...
From $230 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Heron's Roost-Waterfront, Oyster Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Location, Location Location... Situated on Oyster Bay, this inviting home has two hundred feet of Shoreline with boat do ...
From $392 per night (USD)VRBO
- From $432 per night (USD)
Expedia
Heron Point - Oyster Bay Cottage with Kayaks & Bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bright and beachy home in the Oyster Bay Community. So many great amenities to make your vacation a memorable one. Not ...
From $432 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Holly House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Full amenities including a boat dock in a quiet, private community. Holly House features a large, comfortable screened ...
From $307 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Grace Street Refuge-Beautiful VIEWS of the Chincoteague Bay, Firepit!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Beautiful furnishings and superbly appointed Decks on each level afford beautiful sunset views Plenty of room for the ...
From $360 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Fowling View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Comfortable Townhouse in a quiet, natural setting. Perfect for Birdwatching. First floor screened-in porch off living r ...
From $180 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Great Blue
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Deepwater docking and great views of Little Oyster Bay. First floor features: Eat-in kitchen, living room and a full b ...
From $290 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Halcyon-Community Pool, Firepit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
New Construction 2020. Fabulous and spacious duplex unit Tastefully and comfortably appointed home in quiet Silver Sails ...
From $352 per night (USD)VRBO
- From $407 per night (USD)
Expedia
Dee's Nest
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Splendid Home in the Oyster Bay Community. Exceptional decor throughout. Private boat dock right at your door. Enjoy ...
From $407 per night (USD)Expedia
- From $464 per night (USD)
VRBO
Dockside Dreams-Canal Front on Oyster Bay, Boat Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Lovely renovated home located in the prestigious Oyster Bay Community. Perfect house for the whole family to enjoy. Fant ...
From $464 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Drop Anchor-Beautiful Home, Quiet Neighborhood, Close to Tom's Cove
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Superbly appointed duplex unit located on a quiet cul de sac. Drop Anchor is an extremely comfortable home with fun and ...
From $254 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Deer Track-Close to town-Firepit!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy cottage in a tranquil setting, designed for optimum vacation comfort. Quiet - yet a short walk to downtown. Large ...
From $150 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Fiddler Bay #6 - Lighthouse Views & Shared Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bright and open floor plan with wide stunning views of Assateague and Lighthouse. Shared pier for canoeing and crabbing. ...
From $283 per night (USD)Expedia
- From $477 per night (USD)
VRBO
Edgewater - WATERFRONT!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
On the edge of Oyster Bay. Stunning sunrises. Quiet private community. Very comfortably appointed. Charming artistic d ...
From $477 per night (USD)VRBO
- From $286 per night (USD)
Expedia
Fiddler Bay #5
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Well-appointed, comfortable townhome with stunning views of Assateague and Lighthouse. Enjoy the shared pier for canoein ...
From $286 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Acorn - Nice home in great location. Big porch. -LINENS AND TOWELS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2BR/2.5B*** (2 Q) Amenities: Central AC, Microwave, W/D, Dishwasher, WiFi,Fireplace Located within minutes of the ...
From $199 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Cedarfield
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful location for this cottage - in the woods and close to the beach Great Screened Porch This home is on peacefu ...
From $215 per night (USD)Expedia
- From $483 per night (USD)
VRBO
Baywatch-WATERFRONT!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Splendid private retreat on the edge of beautiful Oyster Bay. Thoughtfully designed with gathering areas all enjoying s ...
From $483 per night (USD)VRBO
- From $1357 per night (USD)
Expedia
Cedar Gables
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Once a renown bed & breakfast seaside inn, Cedar Gables is now the ultimate vacation home! Stunning views and sunrises ...
From $1357 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Blue Moon at Chincoteague-affordable cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a quiet retreat at this quaint summer cottage. Private rear deck with an enclosed outdoor shower. Relax in the f ...
From $146 per night (USD)VRBO
- Click For Pricing
Expedia
Brittany at Chincoteague
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Delight the entire family with this superbly appointed and spacious home. Canoe, fish or crab from the dock; or simply ...
Click For PricingExpedia
- From $297 per night (USD)
VRBO
Bridge Townhouse-Cute and cozy cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You'll return again & again to this immaculate summer home Large rear deck and fenced-in private backyard The first fl ...
From $297 per night (USD)VRBO
- From $301 per night (USD)
Expedia
Blue Bayou-Private Deep Water Dock, Waterfront w/Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Delightfully updated traditional Chincoteague home. Bright, cheerful, beachy decor. View of bay and sunsets. Private Pie ...
From $301 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Bayside & Beyond-Sunset Bay Villa #105- Waterfront with Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy stylish comfort, sunset views, and pool with this nicely decorated condo. Ist Floor Unit with Private Boat Slip ...
From $314 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Blue Heron-Closest Neighborhood to Beach w/shared community water access!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Comfortable home in the woods. Close to Assateague Island for biking to the wildlife trails or the beach. Blue Heron is ...
From $169 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Aramabad-Closest Neighborhood to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Delightful, country home in peaceful location on Piney Island. Close to entrance of Assateague, perfect for biking and ...
From $266 per night (USD)VRBO
- From $329 per night (USD)
Expedia
Assateague VistaPool, Shared Water Access, Views of Assateague!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nicely appointed townhome with pool and dock access. Great views of Assateague Island. Shared boat dock, also great fo ...
From $329 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Tin Cup Palace - One of a Kind, Oyster Bay, Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New, architect-designed, contemporary lines with midcentury modern flair, vaulted ceilings and open floor plan. Serene ...
From $340 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Topaz - 4 BR Canal front, Screened Porch, Oyster Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Great Family Getaway. Decks, boat dock and a quiet location in the Oyster Bay Community. Topaz has lots of deck space ...
From $268 per night (USD)Expedia
- From $341 per night (USD)
VRBO
Endless Sunsets-The Honeymooner-Waterfront w/ Dock, Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stunning unobstructed views of Chincoteague Bay and gorgeous sunsets Relax and watch the boats go by from second level s ...
From $341 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Seabright.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious 3 Story Townhome with views of Sunsets and Chincoteague Channel. Main floor living and dining area with full w ...
From $198 per night (USD)Expedia
- From $442 per night (USD)
VRBO
Sea Casa-Waterfront w/ Private Boat Dock & Firepit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
<p>Located in Chincoteague, this welcoming vacation home brings it all within your reach. There's convenient onsite park ...
From $442 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Little Grit Cottage - Quiet Natural Setting
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Chincoteague, this welcoming cottage brings it all within your reach. Robert N. Reed Downtown Waterfront P ...
From $217 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Sea Star-Views of the Lighthouse!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Well appointed townhouse complete with sunrises over Assateague Channel and boat docking at your door. Comfortable livi ...
From $291 per night (USD)VRBO
- From $274 per night (USD)
Expedia
The View-Waterfront, Views of Assateague & Lighthouse, Shared Crabbing Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
For nature lovers seeking the ultimate retreat, "The View" invites you! Our beautiful waterfront townhome presents breat ...
From $274 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Willet's Way-Waterfront w/ Private Dock, Closest Neighborhood to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the pines, this secluded home affords outstanding views of Assateague Island Close to Wildlife Refuge and ent ...
From $259 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Vacation Diggs - Close to Memorial Park!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Close to Memorial Park for boat or kayak launch, fishing and crabbing. Vacation Diggs has a large back yard and screene ...
From $180 per night (USD)Expedia