
Chincoteague Rentals

- From $256 per night (USD)
VRBO
Lost Pearl
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Comfortable home on a quiet street. Conveniently located close to town and Memorial Park. Great for a family vacation. ...
From $256 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Enjoy all that Chincoteague has to offer! Bbb bbb.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Close to everything! Xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx ...
From $215 per night (USD)VRBO
- From $302 per night (USD)
VRBO
Catch of the Day on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Memories at the Beach last a lifetime….. Hoping to land the big one this year for your Chincoteague Island Vacation? L ...
From $302 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Breezy Corner in the heart of Chincoeague!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Breezy Corner on our little slice of Heaven, Chincoteague Island. Located at the corner of Willow and Jester, ...
From $267 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Adorable Coquina Cottage on Chincoteague!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
When was the last time your Vacation made you happier than a Seagull with a french fry? If you’ve been searching for jus ...
From $215 per night (USD)VRBO
- From $534 per night (USD)
Expedia
The Coastal Retreat you've been longing for!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Live for the moments you can’t put into words….. When was the last time you took a Vacation that truly took your breat ...
From $534 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Channel View Charmer - Water Views and Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Channel View Charmer - Every moment has the potential to be amazing…. **Now Dog Friendly!** Looking for the perfect b ...
From $260 per night (USD)VRBO
- From $498 per night (USD)
Expedia
Channel View Cottage - Waterfront Wonderland!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely Home is the perfect Vacation Destination for your next Beach Getaway. Located on Lewis Creek, you'll enjoy s ...
From $498 per night (USD)Expedia
- From $277 per night (USD)
VRBO
George's Retreat - Tucked away, yet close to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Traveling - it leaves you speechless, then turns you into a Storyteller. Welcome to the Chincoteague Island Retreat you' ...
From $277 per night (USD)VRBO
- From $244 per night (USD)
Expedia
Island Retreat - Lovely Marsh Views and Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Travel - the only thing you pay for that makes you richer. But, you don't have to break the bank to have the Vacation of ...
From $244 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Little Red Cottage on Chincoteague Island!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Little Red Cottage - “My heart will always be in a Little Cottage by the Sea….” Life takes you down many paths, but our ...
From $258 per night (USD)VRBO
- From $557 per night (USD)
Expedia
House on the Dune - Pure Paradise!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Travel - It leaves you speechless, then turns you into a Storyteller….. When was the last time you took a Vacation that ...
From $557 per night (USD)Expedia
- From $337 per night (USD)
VRBO
EVENTIDE on Chincoteague Island!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 10
“Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn Battuta Have you been l ...
From $337 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Happy Ours- Firepit, Close to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the charming coastal town of Chincoteague and experience the perfect vacation at our 3-bedroom vacation home. ...
From $278 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Driftwood- Close to Beach!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wonderful location - quiet street and close to the beach. Great one-level floor plan features: Updated fully equipped ki ...
From $297 per night (USD)VRBO
- From $613 per night (USD)
Expedia
Bay View-WATERFRONT, DOCK, SUNSETS!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Brand New Luxury Vacation Rental Home. Located in the Prestigious Wildcat Community. Enjoy Unobstructed Views of Chinc ...
From $613 per night (USD)Expedia
- From $279 per night (USD)
VRBO
The Good Life on Ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The Ocean stirs the heart, inspires imagination, and brings joy to the soul…. Welcome to The Good Life on Ocean - the p ...
From $279 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Oyster Catcher - Pet friendly; Deep water access!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Oyster Catcher! This home offers a prime location, beautiful views and a deep water dock (6 feet at low tide) ...
From $448 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Historic Family Vacation Home with Golf Cart
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Built in 1905 as a grocery store, this historic home was a gathering place for islanders seeking refuge during the 1962 ...
From $417 per night (USD)VRBO
- From $362 per night (USD)
Expedia
Sunset Breeze - Waterfront!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunset Breeze - if you’re not wearing flip flops, you’re overdressed….. At the Beach, Life is different - Time doesn’t ...
From $362 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Riptide’s Crossing: A waterfront getaway w\/deep water dock and incredible views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
When you need to check off ALL of the boxes, you'll find everything you’re looking for at "Riptide's Retreat". Named ...
From $450 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Ocean Pearl Cottage - New Listing and SO adorable!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe ...
From $285 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Waterfront Sunsets on Marsh Island!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to Waterfront Sunsets - Sunsets are proof that no matter what happens, every day can end beautifully….. This ad ...
From $174 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Misty Sunrise-Waterfront Views-Relax & Unwind-Modern Decor
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Just completely Updated! Interior Photos Coming Soon, It is worth the wait! This beautiful unit offers spectacular view ...
From $275 per night (USD)Expedia
- From $617 per night (USD)
VRBO
Mermaid Manor-Water Lovers Paradise
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Just Listed! More Photos Coming Soon! This gorgeous home is located directly on the Assateague Channel and affords brea ...
From $617 per night (USD)VRBO
- From $333 per night (USD)
Expedia
The Salty Pinecone-Waterfront-Peaceful
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Fully Updated townhome with stunning views of Assateague Island & the Lighthouse. Located on deep water with Private B ...
From $333 per night (USD)Expedia
- From $366 per night (USD)
VRBO
Amistad - Beautiful Historic Home on Chincoteague Island
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The very definition of ‘Amistad’ is friendship - and that suits this beautiful home so well, as you’ll feel like you’re ...
From $366 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Beechnut Villa-Waterfront-Cozy
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront duplex offers some of the best views of Assateague Island and the Lighthouse. Enjoy amazing views from the s ...
From $289 per night (USD)Expedia
- From $157 per night (USD)
VRBO
Summer Creek - Waterview - Shared Dock, LINENS & TOWELS
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central A/C, Dishwasher, WIFI, DVD, WiFi, Smart TV Streaming Only, W/D, Microwave, Deck, Shared Dock. The ...
From $157 per night (USD)VRBO
- From $275 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 $275 per night (USD)Expedia
- From $240 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 $240 per night (USD)VRBO
- From $1035 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 $1035 per night (USD)Expedia
- From $383 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 $383 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 $417 per night (USD)
VRBO
Mermaid & Mare, A Downtown Retreat with Hot Tub, Firepit, Decks, & Pet Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Mermaid & Mare, a deluxe downtown island retreat designed for relaxation and adventure. This charming getaway ...
From $417 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Gorgeous Channel Views!
- Bedrooms:
- 2
- 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 $239 per night (USD)Expedia
- From $446 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 $446 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Oyster Bay Oasis - 5 Min to Assateague!
- Bedrooms:
- 2
- 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 $285 per night (USD)Expedia
- From $570 per night (USD)
VRBO
Rising Tide-Beautiful House w\/ Canal Views & Expansive Decks & Outdoor Space
- Bedrooms:
- 4
- 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 $570 per night (USD)VRBO
- From $297 per night (USD)
Expedia
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 $297 per night (USD)Expedia
- From $290 per night (USD)
VRBO
2 Mi to Downtown: Tranquil Abode in Chincoteague!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Spacious Private Yard | Screened Porch/Game Room | Pets Welcome w/ Fee | WFH Friendly A blissful island escape awaits a ...
From $290 per night (USD)VRBO
- From $277 per night (USD)
VRBO
3 story 2-bedroom house, Large decks, waterview, near beach, Fitness, Game room
- Bedrooms:
- 2
- 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 $277 per night (USD)VRBO
- From $323 per night (USD)
VRBO
Sunset Bay Villa 109 - Spectacular Waterfront on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sunset Bay 109 at fabulous Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous Condos s ...
From $323 per night (USD)VRBO
- 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 $480 per night (USD)
VRBO
Gray Pearl - Gorgeous Waterfront just a few minutes to the Beach!
- Bedrooms:
- 3
- 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 $480 per night (USD)VRBO
- From $610 per night (USD)
Expedia
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 $ 3703 for any remaining we ...
From $610 per night (USD)Expedia
- From $336 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 $336 per night (USD)VRBO
- From $736 per night (USD)
Expedia
Paradise View - AMAZING VIEWS and GAME ROOM!
- Bedrooms:
- 6
- 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 $736 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
- Bedrooms:
- 3
- 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 $161 per night (USD)VRBO
- From $170 per night (USD)
Expedia
Waterfowl Watch Chincoteague Island Great Rates Quiet area, 2 night stays, bikes
- 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 $170 per night (USD)Expedia
- From $494 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 $494 per night (USD)VRBO
- From $266 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 $266 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Misty Manor! Updated Cottage Near Beach! Water Access, Linens Included!
- Bedrooms:
- 2
- 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 $399 per night (USD)VRBO
- From $404 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 $404 per night (USD)Expedia
- From $222 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 $222 per night (USD)VRBO
- From $334 per night (USD)
Expedia
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 $334 per night (USD)Expedia
- Click For Pricing
VRBO
Chincoteague House w\/ Enclosed Porch + Deck
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
Blend nature, fishing, and a relaxing island lifestyle together at this welcoming vacation rental! Ideally located withi ...
Click For PricingVRBO
- From $262 per night (USD)
Expedia
Lighthouse Estates 8 - Water views; Shared pool!
- Bedrooms:
- 3
- 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 $262 per night (USD)Expedia
- From $297 per night (USD)
VRBO
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 $297 per night (USD)VRBO
- From $286 per night (USD)
Expedia
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 $286 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
- From $628 per night (USD)
Expedia
Windshadow - Waterfront; Pet friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
You will enjoy spectacular sunsets from this lovely waterfront home overlooking the Chincoteague Bay. There is a waterfr ...
From $628 per night (USD)Expedia
- From $325 per night (USD)
VRBO
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 $325 per night (USD)VRBO
- From $685 per night (USD)
Expedia
Return - Waterfront w\/ Boat dock!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Beautiful waterfront contemporary perched on the edge of Assateague Channel. Enjoy breathtaking vistas of Assateague Isl ...
From $685 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Almost Heaven - Pet friendly; Waterfront home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A lovely 3 bedroom waterfront Victorian home that features a first-floor bedroom with a queen bed and full bathroom with ...
From $342 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Admiral Benbow - contemporary home with shared boat ramp
- Bedrooms:
- 3
- 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 $380 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Misty's Thicket - Water access; Screened porches!
- Bedrooms:
- 3
- 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 $243 per night (USD)VRBO
- From $324 per night (USD)
Expedia
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 $324 per night (USD)Expedia
- From $257 per night (USD)
VRBO
Morning Memories - Pet friendly; Shared pool & dock!
- Bedrooms:
- 3
- 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 $257 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Serendipity - Main Street; Screened porch!
- Bedrooms:
- 2
- 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 $255 per night (USD)Expedia
- From $353 per night (USD)
VRBO
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 $353 per night (USD)VRBO
- From $320 per night (USD)
Expedia
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 $320 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Moon Rising - Waterfront; Shared dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Very nice waterfront home overlooking Assateague Island and lighthouse. Satellite TV, all amenities. Nice waterside deck ...
From $353 per night (USD)VRBO
- From $342 per night (USD)
Expedia
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 $342 per night (USD)Expedia
- From $331 per night (USD)
VRBO
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 $331 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Sundance at Marsh Island - Waterfront townhome!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled on the tip of Marsh Island, this fabulous 2 bedroom townhome features spectacular views of the Chincoteague Bay. ...
From $235 per night (USD)Expedia
- From $219 per night (USD)
VRBO
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 $219 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Marsh Point - Screened Porch & Shared Dock!
- Bedrooms:
- 3
- 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 $274 per night (USD)Expedia
- From $574 per night (USD)
VRBO
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 $574 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Tall Pines - Pet friendly; Screened porch!
- Bedrooms:
- 2
- 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 $270 per night (USD)Expedia
- From $356 per night (USD)
VRBO
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 $356 per night (USD)VRBO
- From $718 per night (USD)
Expedia
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 $718 per night (USD)Expedia
- From $463 per night (USD)
VRBO
Langtree - Pet friendly; Waterfront w\/ boat dock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $463 per night (USD)VRBO
- From $535 per night (USD)
Expedia
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)Expedia
- From $537 per night (USD)
VRBO
Dockside - Waterfront Condo w\/ Boat Dock!
- Bedrooms:
- 4
- 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 $537 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Blue Sea Star - Beautiful Pet Friendly Home!
- Bedrooms:
- 3
- 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 $341 per night (USD)Expedia
- From $442 per night (USD)
VRBO
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 $442 per night (USD)VRBO
- From $259 per night (USD)
Expedia
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 $259 per night (USD)Expedia
- From $405 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 $405 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Joint Venture - Pet friendly; Water views!
- Bedrooms:
- 3
- 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 $212 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Island Sunrise - Pet friendly; waterfront duplex!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Island Sunrise is gorgeous 3 bedroom, 2.5 bathroom duplex home located in desirable Piney Island. Not only is this house ...
From $410 per night (USD)VRBO
- From $290 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 $290 per night (USD)Expedia
- From $284 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 $284 per night (USD)VRBO
- From $336 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 $336 per night (USD)Expedia
- From $309 per night (USD)
VRBO
Blue Chair Bay - Waterfront townhome w\/ Fishing pier!
- Bedrooms:
- 3
- 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 $309 per night (USD)VRBO
- From $261 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 $261 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Avalon - waterfront home with fireplace and screened porch
- Bedrooms:
- 3
- 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 $363 per night (USD)VRBO
- From $394 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 $394 per night (USD)Expedia
- From $332 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 $332 per night (USD)VRBO
- From $1178 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 $1178 per night (USD)Expedia