
Chincoteague Rentals
- From $235 per night (USD)
VRBO
YOUR RELAXING ISLAND VACATION AWAITS!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bayberry is an inviting, 2 bedroom, 2 1/2 bath, centrally air conditioned, canal front townhome that sleeps up to 6 peop ...
From $235 per night (USD)VRBO
- From $247 per night (USD)
VRBO
SET YOUR CLOCK TO ISLAND TIME!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Clock into the perfect vacation rental "Island Time". This 3 bedroom, 2 full bath, central air conditioned home is the p ...
From $247 per night (USD)VRBO
- From $294 per night (USD)
VRBO
WATERFRONT RELAXATION AT IT FINEST!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rachel's Retreat is Waterfront Relaxation at its finest, with gorgeous views of sunsets, balcony to enjoy the cool salt ...
From $294 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Bradford House in the heart of Downtown Chincoteague
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful Memories to be made at the Bradford House! Located just a few steps away from Historic Downtown Chincoteague, ...
From $213 per night (USD)VRBO
- From $168 per night (USD)
VRBO
Beck's Corner is as cute as can be!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Beck’s Corner is as cute as it can be! This charming home offers 1 bedroom, 1 full bath, large yard, central air conditi ...
From $168 per night (USD)VRBO
- From $304 per night (USD)
VRBO
STUNNING WATERFRONT VIEWS!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and unwind at one of the most beautiful waterfront townhomes overlooking the Chincoteague Channel. With the living ...
From $304 per night (USD)VRBO
- From $197 per night (USD)
VRBO
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Great Waterview location on Chincoteague Island overlooking the Assateague Channel, the lighthouse and the marsh where ...
From $197 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Your Memorable Island Vacation Starts Where the Sidewalk Ends!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sidewalk's End is an adorable, 2 bedroom, 1 1/2 bath, central air conditioned cottage located in town for summer evening ...
From $164 per night (USD)VRBO
- From $616 per night (USD)
VRBO
NESTLED ALONG BANKS OF ASSATEAGUE BAY OVERLOOKING THE SALT MARSHES!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled along the bank of the Assateague Bay and overlooking the wild salt marshes of Assateague and Morris Islands is w ...
From $616 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Perfect Chincoteague Home for your small family getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This traditional style Chincoteague home has an eat-in kitchen, living space, a single bedroom downstairs, and two full- ...
From $183 per night (USD)Expedia
- From $216 per night (USD)
VRBO
PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pet Friendly, Community Pool, Screened Porch/Patio, Grilling Deck & Fishing Dock: --Creek-side, comfortably-decorated du ...
From $216 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH\n3 decks.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Property is located in a very private location, nestled between Assateague Chanel and Oyster Bay. In the private co ...
From $194 per night (USD)Expedia
- From $281 per night (USD)
VRBO
Enjoy sandpiperHouse on Chincoteague's Peaceful Piney Island! A virtual office
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fall pony roundup October 2024 FULL WEEKS ONLY DURING JUNE, JULY and AUGUST Great fall weekends ! Stay in Chincoteague ...
From $281 per night (USD)VRBO
- From $616 per night (USD)
VRBO
Elegant Waterfront Residence, Magnificant Sunsets, Close to Town Ctr, Elevator
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Moorings North is an unique architecturally designed five bedroom home in the heart of Chincoteague Island, VA. The hous ...
From $616 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Stately Home on Chincoteague Island - Professionally Sanitized
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
5 BDRM, 3 FULL BATH, 2400SF, HOME ON 0.5 ACRE PRIVATE LOT WITH AWESOME WATERFRONT VIEWS FROM ANY FRONT HOUSE VIEW. NICE ...
From $320 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Waterfront Unit on Assateague Channel View with Floating Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Waterfront on the Assateague Channel! The Sea Tag Lodge is loved by all for the views, dock, and ideal location. Perfe ...
From $162 per night (USD)Expedia
- From $448 per night (USD)
VRBO
Sunset Views on the Chincoteague Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Our family has loved staying on Chincoteague Island for years, and we are excited to be able to share our favorite desti ...
From $448 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Walking distance of town!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Homeport is a comfortable, inviting, 2 bedroom, 1 bathroom, centrally air conditioned home located on a quiet street wit ...
From $255 per night (USD)VRBO
- From $328 per night (USD)
VRBO
SUNSHINE & VITAMIN SEA IS CALLING!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Grab your copy of ‘Misty’ and head to Chincoteague Island as everyone loves a little Vitamin Sea! This veteran-owned cot ...
From $328 per night (USD)VRBO
- From $166 per night (USD)
Expedia
Historic Whealton House with full access to Waterside Inn facilites
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming condo with water view front deck and back deck with table and chairs. Fully equipped kitchen including microwav ...
From $166 per night (USD)Expedia
- From $359 per night (USD)
VRBO
Waterfront 5 star: Ponies! SAVE! Rates starting at 250.00 most nights in 2025
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Baywatch House is a super clean waterfront home ideally located in a quiet and isolated location, perfect for a Chincote ...
From $359 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Sandy Gem- Waterfront Cottage w/ Sunset Views & Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Sandy Gem is a Charming Waterman's Cottage on Chincoteague Bay. Lots of Charm with ALL the modern amenities for your com ...
From $236 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
New Rental ! More Photos and information coming soon. Cozy pet friendly cottage, with 2 bedroom and 1 bath. Each bedroom ...
From $125 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central A/C, Microwave, W/D, Dishwasher, WiFi, Charcoal Grill, Deck Top of the line town home. Very comforta ...
From $215 per night (USD)Expedia
- Click For Pricing
VRBO
Sea Glass - 3BR Water Front w/floating dock. LINENS AND TOWELS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Amenities: Central A/C, Smart TV with Netflix only, WiFi, Microwave, W/D, Dishwasher, Floating Dock, Outside Shower, Gas ...
Click For PricingVRBO
- From $248 per night (USD)
Expedia
Chincoteague Island Creekside Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Creekside Cottage delivers all the feels... July 2020 USA Today "Best Coastal Small Town". Private dock off large back y ...
From $248 per night (USD)Expedia
- From $198 per night (USD)
VRBO
No Egrets!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy great views of Chincoteague Bay from this spacious three-story townhome. The first floor features living and dini ...
From $198 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Tiki Time - Canal Front! Private Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great Outdoor Living Space at Tiki Time: Private Boat Dock, A Tiki Bar and A Large Screened Porch. The interior of thi ...
From $267 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Enjoy all that Chincoteague has to offer! Bbb bbb.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Close to everything! Xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx ...
From $236 per night (USD)VRBO
- From $157 per night (USD)
Expedia
Breezy Corner in the heart of Chincoeague!
- Bedrooms:
- 1
- 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 $157 per night (USD)Expedia
- From $272 per night (USD)
VRBO
The Coastal Retreat you've been longing for!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $272 per night (USD)VRBO
- From $142 per night (USD)
Expedia
Find your peace at One Peace Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Peace. Love. Beach. Have you been yearning for a break from the hectic day to day? An affordable getaway that will brin ...
From $142 per night (USD)Expedia
- From $140 per night (USD)
VRBO
Oyster Bay Hideaway on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Oyster Bay Hideaway - Beach Days are the Best Days….. Just imagine relaxing on the Deck taking in that salty, sweet bay ...
From $140 per night (USD)VRBO
- From $210 per night (USD)
Expedia
The Mane Escape - Pet Friendly on Chincoteague!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We travel not to escape Life, but for Life not to escape us….. When was the last time you slowed down - took time to wa ...
From $210 per night (USD)Expedia
- From $408 per night (USD)
VRBO
PonyTime - 4BR WATERFRONT home in Oyster Bay. Dock,decks,Hot Tub,NO LINENS
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
4BR/2.5B***(Single Level Home) {1K, 1Q,2T, Bunk Q/T} Amenities: Central A/C, WiFi, Microwave, W/D, Dishwasher, hot tub, ...
From $408 per night (USD)VRBO
- From $221 per night (USD)
Expedia
EVENTIDE on Chincoteague Island!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
“Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn Battuta Have you been l ...
From $221 per night (USD)Expedia
- From $241 per night (USD)
VRBO
Happy Ours- Firepit, Close to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the charming coastal town of Chincoteague and experience the perfect vacation at our 3-bedroom vacation home. ...
From $241 per night (USD)VRBO
- From $269 per night (USD)
Expedia
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 $269 per night (USD)Expedia
- From $595 per night (USD)
VRBO
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 $595 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $600 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 $600 per night (USD)VRBO
- From $321 per night (USD)
Expedia
The Salty Pinecone-Waterfront-Peaceful
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fully Updated townhome with stunning views of Assateague Island & the Lighthouse. Located on deep water with Private B ...
From $321 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Beechnut Villa-Waterfront-Cozy
- Bedrooms:
- 2
- 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 $275 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Summer Creek - Waterview - Shared Dock, LINENS & TOWELS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central A/C, Dishwasher, WIFI, DVD, WiFi, Smart TV Streaming Only, W/D, Microwave, Deck, Shared Dock. The ...
From $175 per night (USD)Expedia
- Click For Pricing
VRBO
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) ...
Click For PricingVRBO
- From $444 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 $444 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Historic Family Vacation Home with Golf Cart
- Bedrooms:
- 2
- 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 $399 per night (USD)VRBO
- From $373 per night (USD)
Expedia
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 $373 per night (USD)Expedia
- From $285 per night (USD)
VRBO
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 $285 per night (USD)VRBO
- From $166 per night (USD)
Expedia
Salty Sunset Cottage - Single Family Home- Bikes and Beach Gear-Close to town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3BR/2B***(Single Level Home) {3Q,DSS} Amenities: Central A/C, TV's, WiFi,/ Streaming , Microwave, Gas Grill, Bikes, Ka ...
From $166 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Three Pines - Newly Renovated - Single Family Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities: Central A/C, TV, W/D, Microwave, Dishwasher, Screened Porch Enjoy your stay in this newly renovated historic ...
From $278 per night (USD)VRBO
- From $216 per night (USD)
Expedia
Waterfront home in a peaceful location on Chincoteague Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax in this calm, stylish space. This home has been lovingly refreshed by its current owners. Every detail has been c ...
From $216 per night (USD)Expedia
- From $114 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 $114 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Island Creek Retreat Cozy Efficiency Suite w/ Shared Pool, Crabbing Pier & Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
New Kitchen, Bathroom, and Flooring for 2025! Amazing marsh and wetland views. Shared private pier perfect for crabbing ...
From $162 per night (USD)Expedia
- From $273 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 $273 per night (USD)VRBO
- From $547 per night (USD)
Expedia
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 $547 per night (USD)Expedia
- From $243 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 $243 per night (USD)VRBO
- From $293 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 $293 per night (USD)Expedia
- From $722 per night (USD)
VRBO
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 $722 per night (USD)VRBO
- From $223 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 $223 per night (USD)VRBO
- From $341 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 $341 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, fall rates
- 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 $139 per night (USD)Expedia
- From $514 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 $514 per night (USD)VRBO
- From $294 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 $294 per night (USD)VRBO
- From $418 per night (USD)
VRBO
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 $418 per night (USD)VRBO
- From $180 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 $180 per night (USD)VRBO
- From $210 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 $210 per night (USD)VRBO
- From $354 per night (USD)
Expedia
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 $354 per night (USD)Expedia
- From $329 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 $329 per night (USD)VRBO
- From $623 per night (USD)
Expedia
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 $623 per night (USD)Expedia
- From $268 per night (USD)
VRBO
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 $268 per night (USD)VRBO
- From $302 per night (USD)
Expedia
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 $302 per night (USD)Expedia
- From $246 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 $246 per night (USD)VRBO
- From $241 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 $241 per night (USD)Expedia
- From $290 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 $290 per night (USD)VRBO
- From $317 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 $317 per night (USD)Expedia
- From $320 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 $320 per night (USD)VRBO
- From $211 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 $211 per night (USD)Expedia
- From $303 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 $303 per night (USD)VRBO
- From $615 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 $615 per night (USD)Expedia
- From $441 per night (USD)
VRBO
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 $441 per night (USD)VRBO
- From $502 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 $502 per night (USD)Expedia
- From $207 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 $207 per night (USD)VRBO
- From $255 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 $255 per night (USD)Expedia
- From $265 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 $265 per night (USD)VRBO
- From $267 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 $267 per night (USD)Expedia
- From $755 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 $755 per night (USD)VRBO
- From $341 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 $341 per night (USD)Expedia
- From $222 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 $222 per night (USD)VRBO
- From $88 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 $88 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Lighthouse View - Waterfront, Boat Docking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fabulous townhome overlooking Assateague Channel and Lighthouse. Lighthouse View has exceptional decor and is superbly ...
From $354 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 $249 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 $249 per night (USD)VRBO
- From $199 per night (USD)
Expedia
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)Expedia
- From $213 per night (USD)
VRBO
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 $213 per night (USD)VRBO
- From $1825 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 $1825 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- 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 $145 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 $145 per night (USD)VRBO
- From $328 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 $328 per night (USD)Expedia




































































































