
Accomack Area Rentals

- From $292 per night (USD)
VRBO
Bayside Haven - Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
“To travel in the company of those we love is Home in motion.” ~ Unknown When was the last time you stepped away from t ...
From $292 per night (USD)VRBO
- From $561 per night (USD)
Expedia
Paradise View - AMAZING VIEWS and GAME ROOM!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Were you dazzled by your last Vacation? If not, you clearly were not staying at breathtaking Paradise View in Richardson ...
From $561 per night (USD)Expedia
- From $321 per night (USD)
VRBO
Your Song - Gorgeous Waterfront in Captain's Cove!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
There’s a story behind every home—and “Your Song” tells a beautiful one. This Waterfront gem was named by the owner in m ...
From $321 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Fairway Stay - Gorgeous Golf Course Home!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for a different kind of Beach Vacation? Dad likes to Golf, Mom and the kids want the Beach, and you need a littl ...
From $241 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
If rest and relaxation is what you need then Sunnywood Retreat is the place for you! This is a beautiful impeccably mai ...
From $355 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Closest Community to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“Time has a wonderful way of showing us what really matters…..” ~ Unknown Time flies, as they say - you blink and the k ...
From $247 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Assateague Inn #209 Cozy Efficiency Suite w/ Shared Pool, Crabbing Pier & Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
New Kitchen, Bathroom, and Flooring for 2025! New photos when completed! Amazing marsh and wetland views. Shared private ...
From $193 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Cantering Sands- New for 2025 3BR/2Bath home w/patio & Sc Porch.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New Rental for 2025. Amenities:3BR/2B***(1B Down2T , 2 bedroom (2Q) up) {2T,2Q} Linens and Towels Provided, screen porch ...
From $304 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your Chincoteague adventure begins at this 2-bedroom townhome. Step inside and be greeted by the gorgeous decor and soot ...
From $149 per night (USD)VRBO
- From $245 per night (USD)
Expedia
11 Mi to Chincoteague: Atlantic Home w/ Decks!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront Property | Fire Pit w/ Seating | Outdoor Dining Area Let your troubles drift out to sea when you stay at thi ...
From $245 per night (USD)Expedia
- From $362 per night (USD)
VRBO
Mermaid & Mare, Downtown Retreat. Hot Tub, Firepit, fenced yard & Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Mermaid & Mare, a deluxe downtown island retreat designed for relaxation and adventure. This charming getaway ...
From $362 per night (USD)VRBO
- From $205 per night (USD)
Expedia
Gorgeous Channel Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Ducks, Docks, and Flip Flops - what more could you want, right? This recently renovated and beyond adorable W ...
From $205 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Brand New Home - Water Views and Walk to Carnival Grounds!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
“Travel not to escape Life, but so Life doesn't escape you.” ~ Unknown Welcome to The Feathered Nest - a tranquil retre ...
From $290 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Oyster Bay Oasis - 5 Min to Assateague!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Memories made together last a lifetime….. Welcome to Oyster Bay Oasis in ever-popular Oyster Bay I on Chincoteague Isla ...
From $208 per night (USD)Expedia
- From $544 per night (USD)
VRBO
Rising Tide-Beautiful House w/ Canal Views & Expansive Decks & Outdoor Space
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Beautiful, newly built home located on a quiet lane in the Richard's Landing Community. Great views looking down the can ...
From $544 per night (USD)VRBO
- From $367 per night (USD)
Expedia
Mulligan Home - Waterfront w/ boat dock & community pools!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the picturesque Captain's Cove community, this exquisite three-bedroom, two-bathroom waterfront residence rep ...
From $367 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Casa Mar - Main Street w/ Screened Porch!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your perfect getaway on Chincoteague Island! This newly listed 3-bedroom, 2-bathroom townhouse offers the ide ...
From $283 per night (USD)VRBO
- From $973 per night (USD)
Expedia
Epiphany-Deep Hole Creek-Chincoteague - Deep Water Dock! 2 King 4 Twin 5 Bath
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Tie up your boat at our Deep Water Dock. Swim from the Dock! Escape to this brilliant 4-bedroom Chincoteague retreat o ...
From $973 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Bay Pony on Chincoteague - Pool and 5 min. to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Isn't it time for a new romance.....with Life?! A visit to fabulous Bay Pony is certainly the place to begin. This pheno ...
From $279 per night (USD)VRBO
- From $483 per night (USD)
Expedia
Robert's Retreat - Brand new home w/ gorgeous water views!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Discover the ultimate family retreat in this brand new 5-bedroom, 3.5-bathroom home located in the picturesque Captain's ...
From $483 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Near Chincoteague & Assateague Island\nCharming 2-bedroom cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Saxis, enjoy what this 2-bedroom cottage has to offer. This delightful property features 1 queen bed and 1 fu ...
From $165 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Gray Pearl - Gorgeous Waterfront just a few minutes to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Freedom - it's a State of Mind. The sense of freedom that comes with being on Vacation is like none other. When was the ...
From $322 per night (USD)Expedia
- From $530 per night (USD)
VRBO
Above The Bay - SFH - WF w/Views Everywhere. Brand New Home, Linens included
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities: Central A/C, WiFi, Microwave, W/D, TV. NO PETS AND NO SMOKING. First Year Special $ 3206 for any remaining we ...
From $530 per night (USD)VRBO
- From $235 per night (USD)
Expedia
2 Mi to Downtown: Tranquil Abode in Chincoteague!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious Private Yard | Screened Porch/Game Room | Pets Welcome w/ Fee | WFH Friendly A blissful island escape awaits a ...
From $235 per night (USD)Expedia
- From $366 per night (USD)
VRBO
Casa del Sol in Captain's Cove Golf & Yacht Club!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Casa Del Sol - “Live in the Sunshine, swim the Sea, drink the Wild Air….” When was the last time your Vacati ...
From $366 per night (USD)VRBO
- From $263 per night (USD)
VRBO
3 story 2-bedroom house, Large decks, waterview, near beach, Fitness, Game room
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Close to the beach! Enjoy this unique and tranquil 2 bedroom home with occupancy for 6. Pack and play crib is also avail ...
From $263 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Sunset Bay Villa 109 - Spectacular Waterfront on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sunset Bay 109 at fabulous Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous Condos s ...
From $377 per night (USD)VRBO
- From $697 per night (USD)
Expedia
Stunning Waterfront Home with Private Dock - Wright on the Water!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Stunning views throughout the home - over 100ft of direct waterfront. Authentic Eastern Shore experience, within a uniqu ...
From $697 per night (USD)Expedia
- From $440 per night (USD)
VRBO
My Happy Place : Space for EVERYONE plus a PRIVATE POOL too!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 15
If you're looking for a spacious vacation home suitable for ALL of your friends and family members, My Happy Place will ...
From $440 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Island Time-Newly Renovated Waterman's Cottage w/ Water & Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy stunning views from this Classic Waterman's Style Home. The entire home has been gutted and lovingly restored and ...
From $311 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Salty Sunset Cottage - Single Family Home- Bikes and Beach Gear-Close to town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
3BR/2B***(Single Level Home) {3Q,DSS} Amenities: Central A/C, TV's, WiFi,/ Streaming , Microwave, Gas Grill, Bikes, Ka ...
From $183 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Saltwater Gospel on Chincoteague Island!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Tucked in a very quiet part of our Little Island by the Sea, Saltwater Gospel is more than just a home—it’s a way of lif ...
From $262 per night (USD)Expedia
- From $528 per night (USD)
VRBO
Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 18
Historic Victorian Elegance Meets Modern Comfort in Quaint Onancock – 6-BD Main House + 1-BD Attached Apartment Comforta ...
From $528 per night (USD)VRBO
- From $651 per night (USD)
Expedia
Seas the Moment - Bay, Channel, AND OCEAN VIEWS!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Seas the Moment - Happiness comes in waves…. Life moves fast, and is oh, so busy. When was the last time you grabbed th ...
From $651 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Waterfront property- Point Nautica
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Waterfront 1930s Retreat with Stunning Sunsets – Onancock Wake up to water views and end your day with unforgettable su ...
From $335 per night (USD)VRBO
- From $763 per night (USD)
VRBO
Waterfront-3 BDRM 3 Bath-Pickleball,fishing,BEAUTIFUL &NEWLY REMODELED! 11 acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to HARBOR POINT STATION~ Brand NEW to rental program! This 3-bedroom house across from the harbor in Quinby, ...
From $763 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Sunset in Sunnywood: A peaceful retreat with a PRIVATE POOL!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 18
Nestled away on a serene and private lot in the sought-after Sunnywood neighborhood, this beloved vacation home will mak ...
From $500 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Waterfowl Watch Cottage - Chincoteague Island Quiet area, New August dates open
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Small family-friendly two bedroom cottage on Chincoteague Island! In a quiet residential area with a slight view of Lit ...
From $181 per night (USD)Expedia
- From $249 per night (USD)
VRBO
CoZyQ is a 2-bedroom, 2 full baths cottage in charming Chincoteague Island, VA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on the quaint Chincoteague Island, our charming 2 bedroom/2 full bath CoZyQ home is nestled on a quiet road with ...
From $249 per night (USD)VRBO
- From $504 per night (USD)
VRBO
Misty Manor! Updated Cottage Near Beach! Water Access, Linens Included!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your home away from home at Misty Manor on Piney Island, off of Chincoteague Island. It is the second closest stre ...
From $504 per night (USD)VRBO
- From $182 per night (USD)
VRBO
3-bedroom house steps from the beach in Saxis,VA with WiFi, AC, & screened porch
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to this adorable house in Saxis. This charming property features 3 bedrooms - 1 full bed and 2 twin beds, perfec ...
From $182 per night (USD)VRBO
- From $399 per night (USD)
Expedia
The Neigh-Neigh - Location! Location! Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space Named in honor of the ponies that first put Chincoteague on the map, this charming newly renovated fami ...
From $399 per night (USD)Expedia
- From $372 per night (USD)
VRBO
Ryokan - Water views, Shared Boat Launch!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
We are pleased to introduce 'Ryokan' as one of the newest additions to the Chincoteague Resort selection of vacation hom ...
From $372 per night (USD)VRBO
- Click For Pricing
Expedia
Chincoteague House w/ Enclosed Porch + Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Blend nature, fishing, and a relaxing island lifestyle together at this welcoming vacation rental! Ideally located withi ...
Click For PricingExpedia
- From $229 per night (USD)
VRBO
Lighthouse Estates 8 - Water views; Shared pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Lighthouse Estates #8, Formerly known as 'Natalie's Nook'! This 2 bedroom beach retreat is located in the pop ...
From $229 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Dancing Waters at Sea Tag - Waterfront Condo!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Do you love to be on the water? Maybe that means casting a line from your fishing pole, trying your hand at crabbing, or ...
From $290 per night (USD)Expedia
- From $229 per night (USD)
VRBO
The C-Ray Cottage is a one-of-a-kind Chincoteague Vacation Experience.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The C-Ray Cottage - Life is better with a little sand between your toes....... We are big believers that every Home h ...
From $229 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Escape to Chincoteague, just 7 mins from wildlife refuge
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Charming towns like Chincoteage offer you the chance to enjoy the stunning views of this two-bedroom apartment. Located ...
From $185 per night (USD)VRBO
- From $626 per night (USD)
VRBO
Windshadow - Waterfront; Pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You will enjoy spectacular sunsets from this lovely waterfront home overlooking the Chincoteague Bay. There is a waterfr ...
From $626 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Wildflower - Waterfront; Deep water dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful waterfront home with shared pier plus floating dock on deep water!! Ground level is a large screened patio per ...
From $309 per night (USD)Expedia
- From $623 per night (USD)
VRBO
Return - Waterfront w/ Boat dock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Beautiful waterfront contemporary perched on the edge of Assateague Channel. Enjoy breathtaking vistas of Assateague Isl ...
From $623 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Almost Heaven - Pet friendly; Waterfront home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private pier with boat docking, Waterfront, Pet friendly, Internet, A/C, Fireplace, Charcoal grill. Vintage charm with a ...
From $313 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Admiral Benbow - contemporary home with shared boat ramp
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A very nice contemporary home located in Oyster Bay I community. Located next to the community boat ramp - you have acce ...
From $345 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Misty's Thicket - Water access; Screened porches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located on South Ridge Road, this lovely town-home features a private pier, central air conditioning, and galley style k ...
From $268 per night (USD)Expedia
- From $321 per night (USD)
VRBO
Shady Side - Water access, screened porch!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Shady Side is located in Piney Island, which is among the closest communities to the beach. There is community water acc ...
From $321 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Morning Memories - Pet friendly; Shared pool & dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A light, bright and airy beach rental with community pool and water access with shared dock. The spacious 2 bedroom, 2.5 ...
From $226 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Serendipity - Main Street; Screened porch!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come stay in this classic Eastern Shore Style home. Located just a few blocks from our famous downtown Main Street area, ...
From $261 per night (USD)VRBO
- From $381 per night (USD)
Expedia
Stingray - Waterfront; Waterside balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Luxurious 2nd-level waterfront condo with views you won't believe! Tastefully decorated with work of local artisans, fea ...
From $381 per night (USD)Expedia
- From $351 per night (USD)
VRBO
My Island Escape - North Main; Private dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Tucked away on a quiet lane off of North Main is where you will find My Island Escape. This brand-new home is absolutely ...
From $351 per night (USD)VRBO
- From $329 per night (USD)
Expedia
Moon Rising - Waterfront; Shared dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Very nice waterfront home overlooking Assateague Island and lighthouse. Satellite TV, all amenities. Nice waterside deck ...
From $329 per night (USD)Expedia
- From $563 per night (USD)
VRBO
Sunshine Daydream - Pet friendly; Waterfront!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful 3 bedroom home located in one of Chincoteague Island's private WATERFRONT communities! Formerly known as "Snoo ...
From $563 per night (USD)VRBO
- From $356 per night (USD)
Expedia
Mermaid Crossing - Pet friendly; Waterfront w/ Dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Comfortable, pet friendly home on large, side-creek lot with fantastic views from both the front and back of house! Exce ...
From $356 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Sundance at Marsh Island - Waterfront townhome!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled on the tip of Marsh Island, this fabulous 2 bedroom townhome features spectacular views of the Chincoteague Bay. ...
From $355 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Shreiner's Tradition - In Town, Pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
As one of our newest vacation rental offerings, we're pleased to be have this downtown charmer! Shreiner's Tradition is ...
From $243 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Marsh Point - Screened Porch & Shared Dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located just off of Ridge Road on the southern portion of the island, you'll find Marsh Point. A two bedroom, two and a ...
From $250 per night (USD)VRBO
- From $590 per night (USD)
Expedia
Southern Exposure - Waterfront; Boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Southern Exposure is nestled along the natural shoreline of the Assateague Channel, offering some of the most beautiful ...
From $590 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Tall Pines - Pet friendly; Screened porch!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in lovely Piney Island within a short bike ride to the beach. This single story 2 bedroom, 1.5 bathroom house of ...
From $255 per night (USD)VRBO
- From $519 per night (USD)
Expedia
Sea Charm - Downtown, Screened porch!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming in-town 3 bedroom home with a day-bed alcove, 2 baths, large fenced yard, carport and screened porch. Located o ...
From $519 per night (USD)Expedia
- From $824 per night (USD)
VRBO
Poole's Cove - Waterfront; Main Street!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Poole's Cove manages to be tucked away right on Main Street. This home has been decorated with an artists' eye and poet' ...
From $824 per night (USD)VRBO
- From $480 per night (USD)
Expedia
Langtree - Pet friendly; Waterfront w/ boat dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Your home away from home... enjoy the water views, bring your boat and use your own dock, or just relax and listen to th ...
From $480 per night (USD)Expedia
- From $535 per night (USD)
VRBO
Island Estate - Pet friendly; Private pool & dock!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Fabulous, fabulous, fabulous! If you're looking for a large space to have a family vacation or reunion, this is it. This ...
From $535 per night (USD)VRBO
- From $459 per night (USD)
Expedia
Dockside - Waterfront Condo w/ Boat Dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located on the Assateague Channel, this is your chance to watch the ponies from your own deck. A wonderful panoramic vie ...
From $459 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Blue Sea Star - Beautiful Pet Friendly Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to Blue Sea Star! You'll fall in love with this fabulous 3 bedroom home from the moment you walk in the door. Br ...
From $379 per night (USD)VRBO
- From $386 per night (USD)
Expedia
Channel Watch - Waterfront home w/ Private Pier!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located down a gravel road that runs parallel to Assateague Channel, you'll find Channel Watch nestled in between the pi ...
From $386 per night (USD)Expedia
- From $267 per night (USD)
VRBO
Island Thyme - Hot tub; Carnival location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
There's plenty of room for everyone here at Island Thyme! This spacious home features a living room and den, large eat-i ...
From $267 per night (USD)VRBO
- From $443 per night (USD)
Expedia
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)Expedia
- From $231 per night (USD)
VRBO
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)VRBO
- From $400 per night (USD)
Expedia
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)Expedia
- From $273 per night (USD)
VRBO
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)VRBO
- From $305 per night (USD)
Expedia
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)Expedia
- From $341 per night (USD)
VRBO
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)VRBO
- From $336 per night (USD)
Expedia
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)Expedia
- From $282 per night (USD)
VRBO
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)VRBO
- From $375 per night (USD)
Expedia
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)Expedia
- From $373 per night (USD)
VRBO
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)VRBO
- From $459 per night (USD)
Expedia
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)Expedia
- From $991 per night (USD)
VRBO
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)VRBO
- From $236 per night (USD)
Expedia
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)Expedia
- From $229 per night (USD)
VRBO
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)VRBO
- From $307 per night (USD)
Expedia
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)Expedia
- From $316 per night (USD)
VRBO
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)VRBO
- From $368 per night (USD)
Expedia
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)Expedia
- From $319 per night (USD)
VRBO
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)VRBO
- From $305 per night (USD)
Expedia
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)Expedia
- From $625 per night (USD)
VRBO
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)VRBO
- From $237 per night (USD)
Expedia
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)Expedia
- From $339 per night (USD)
VRBO
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)VRBO
- From $230 per night (USD)
Expedia
Beautiful, Waterfront, Luxury
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
There is a fanciful quality to this secluded property where nature's beauty and luxurious accommodations coexist in quie ...
From $230 per night (USD)Expedia
- From $446 per night (USD)
VRBO
Sunset Bay Villa 119 - Waterfront; Shared pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Immerse yourself in luxury for days at this pristine waterfront villa! This condo unit provides the most spectacular vie ...
From $446 per night (USD)VRBO
- From $447 per night (USD)
VRBO
The Quarter Deck// Spacious Home with Water views!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to beautiful East Point! Take in spectacular sunsets from the wrap-around porches or from the community's privat ...
From $447 per night (USD)VRBO