
Chincoteague Rentals

- From $851 per night (USD)
VRBO
Wildcat Cove- Luxury Waterfront Home w/ Private Dock On Chincoteague Bay
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Vacationer's Dream Home. Enjoy the Panoramic Views of Chincoteague Bay. Widow's Walk affords views from Assateague Islan ...
From $851 per night (USD)VRBO
- From $688 per night (USD)
Expedia
Windrush-Water's Edge, Steps Away from the Bay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Splendid sunsets from this wonderfully comfortable bayfront home. Surrounded by waterviews and wetlands, perfect for bi ...
From $688 per night (USD)Expedia
- From $489 per night (USD)
VRBO
Wishful Thinking- Beautiful Home, Quiet Community, Canal Front w/ Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Fabulous home with deep water docking. Limited view of Oyster Bay and Assateague Island. First-floor features... Cozy ...
From $489 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Sailor's Rest-Great In-Town Location!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Beautifully renovated Chincoteague home. In-town location - close walk to restaurants and stores. The owner offers a 2 ...
From $350 per night (USD)Expedia
- From $401 per night (USD)
VRBO
Scooby Dunes-Oyster Bay with Great Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Custom 3 level floor plan provides magnificent views of Oyster Bay or Miflin's Marsh from any room. Enjoy walks, biking ...
From $401 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Pony Swim Ridge-Limited WATERVIEW!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax & enjoy views of Assateague Channel & Lighthouse from this two-story duplex All new flooring and fresh updates. ...
From $263 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Sailer Moon - Sunset & Waterviews!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Located in Chincoteague, this welcoming vacation home lets you experience it all. Thanks to the convenient onsite par ...
From $280 per night (USD)VRBO
- From $663 per night (USD)
Expedia
Miss Ida- Adorable Downtown Historic Cottage w/ Screened Porch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Miss Ida is a newly constructed replica of a typical 1920's single-story Chincoteague home. A stunning blend of modern a ...
From $663 per night (USD)Expedia
- From $274 per night (USD)
VRBO
Miller's Marsh - Marsh & Wetland Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Exceptional decor and natural settings Shared crabbing pier on the inland creek The eat-in kitchen, living room, laund ...
From $274 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Ocean Grove Beach House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Townhouse offering Stylish Comfort and views Screened porch has views of Assateague Island First-floor open plan with ...
From $136 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Sage House-Great In-Town Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Attractive house located in the heart of downtown Chincoteague Walk to shops, restaurants, library, and waterfront park ...
From $205 per night (USD)VRBO
- From $489 per night (USD)
Expedia
Osprey Nest-Waterfront, Sunsets!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
<p>Located in Chincoteague, this welcoming vacation home lets you experience it all. Thanks to the convenient onsite par ...
From $489 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Bikes, Kayaks, Grill, Firepit, Outdoor Shower, Beach Gear, Large Quiet Property
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Happy Ours! Relax with the whole family at this peaceful Chincoteague home. Walk to the park (Pony Swim!). Th ...
From $199 per night (USD)VRBO
- From $454 per night (USD)
Expedia
Blue Marlin - Pet friendly w/ Private Dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Blue Marlin is a brand new home that is now available exclusively - you will NOT want to miss your opportunity. Visitors ...
From $454 per night (USD)Expedia
- From $336 per night (USD)
VRBO
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
It is a unique and cozy waterfront cottage with the most amazing view of the National Park, the wildlife Refuge, the lig ...
From $336 per night (USD)VRBO
- Click For Pricing
Expedia
Cheerful 3 bedroom cottage minutes from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Relax with the whole family at this peaceful escape. Just 6 minutes from the beach, this home will invite you in and all ...
Click For PricingExpedia
- From $553 per night (USD)
VRBO
Sunset View - 4BR Water Front -Water Access, Gazebo, fire pit LINENS INCLUDED
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Amenities: Central A/C, Cable TV, DVD, W/D, Microwave, Dishwasher, WiFi, Porch, Gazebo, Outside Shower, Firepit and Wate ...
From $553 per night (USD)VRBO
- From $366 per night (USD)
Expedia
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 $366 per night (USD)Expedia
- From $598 per night (USD)
VRBO
Seas The Day - 4BR Waterfront,pier, boat dock,decks, LINENS&TOWELS PROVIDED
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Amenities: Central A/C, Cable TV, DVD, W/D, Microwave, Dishwasher, Foosball Table, Outside Shower, WiFi, Decks, Balcony ...
From $598 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Vanity Fair - 4BR/2.5B HUGE DECKS,LINENS AND TOWELS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Amenities: Central A/C, Dishwasher, Microwave, Keurig, TV, W/D, Deck, WiFi, Enclosed Porch, Gas Grill, Outside Shower. L ...
From $193 per night (USD)Expedia
- From $227 per night (USD)
VRBO
East Side Breezes on Chincoteague Island - Stupendous Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Sky above, Sand below, Peace within….. Here at Seaside, we believe that finding the “perfect” Vacation Home is so much ...
From $227 per night (USD)VRBO
- From $144 per night (USD)
Expedia
Ocean House - duplex -1st level bedroom. Deck, NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SPECIAL FOR JUNE 2025 : 3 NIGHT MINIMUM FOR ANY DATES AVAILABLE JUNE 1 - JUNE 30, 2025 Amenities: Central A/C, Micro ...
From $144 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Teal Cottage - Welcome to your Dream Vacation!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Collect Memories, not things….. Life is busy - crazy busy! Work, school, meetings, sports - and repeat. Precious moment ...
From $268 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Shear Water - 3BR home, fenced in yard and pet friendly, NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central A/C, Dishwasher, W/D, DVD, Cable TV, WiFi, Deck, Large Fenced yard, Private Outside Rinse Area Uniq ...
From $230 per night (USD)Expedia
- From $358 per night (USD)
VRBO
The Porpoise of Life - Spectacular Brand New Waterfront!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Have you ever asked yourself what the purpose of life is? Here at Seaside, we believe it’s all about spending time with ...
From $358 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Silver Thatch -4BR home , enclosed sun porch. Close to the beach. NO LINENS
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4BR/2B*** (2Q,1F,2T) Amenities: Smart TV , Washer/Dryer, Central Air; Internet Located within minutes of the beach t ...
From $212 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Oysterhaven Cottage with partial Water views! New balcony! Close to Fairgrounds!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming waterman’s cottage with limited water-views. Walking distance to deli. Close to boat tours. Walk or bike into ...
From $233 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Lighthouse Estates #10 - Shared Pool & Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Chincoteague, this welcoming vacation home lets you experience it all. With the property's convenient onsi ...
From $229 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Beach Haven - Modern Home; Close to town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
If you enjoy being close to town and activities, 'Beach Haven' is most likely your perfect spot! Located on just one blo ...
From $273 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Sunset View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful furnishings and superbly appointed. Bright and airy open floor plan. Sunset View is walking distance to Capt ...
From $450 per night (USD)Expedia
- From $439 per night (USD)
VRBO
Edie's Folly - Water View -Screen Porch-NO LINENS AND TOWELS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Amenities: Central A/C, Microwave, Dishwasher, W/D, Screen Porch, 2 Deck, Gas Grill, WiFi, TV w/Roku (bring your own log ...
From $439 per night (USD)VRBO
- From $122 per night (USD)
Expedia
Miss Niccies - 2BR home close to town, Lg Screened porch. NO LINENS PROVIDED
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Window A/C, TV, Microwave, WiFi, Outside Shower, Screened Porch. Tucked away on a quiet side street, this qu ...
From $122 per night (USD)Expedia
- From $194 per night (USD)
VRBO
Saltwater Sunrise-Pond Front Cottage Memorial Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy Pond Front Living at Saltwater Sunrise. This end unit townhome has it all-beautifully furnished and great views! J ...
From $194 per night (USD)VRBO
- From $578 per night (USD)
Expedia
The Tree House-Close to Beach Beautiful Views!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 15
The “Tree House and Casita” have been completely renovated from top to bottom! (New pictures will be posted after the ...
From $578 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Mischievous Mermaid-Waterfront w/ Shared Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy great views of Chincoteague Bay from this spacious three-story townhome. The first floor features living and dini ...
From $238 per night (USD)VRBO
- From $474 per night (USD)
Expedia
Captain Jay's Retreat-Pool, Close to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the fun, comfortable beachy decor from this well-equipped townhome. Guests have the use of the fantastic community ...
From $474 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Ride The Wave-Updated Townhome w/ Crabbing Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ride the Wave is a freshly updated townhome located just minutes away from the beach! Enjoy crabbing off the shared pier ...
From $286 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Captains Quarters-CHARMING Cottage Close to Town!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Great location for this Quaint Chincoteague Cottage. Just a short walk to downtown shops & restaurants. Front screened ...
From $239 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Bunting House - Waterfront w/ Shared Dock & LINENS PROVIDED. Pet friendly.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Amenities:3BR/2B***(2B down/2BR 2nd floor/1BR 3rd floor) {1Q,1D, 2Q S/S, 1T S/S}. Waterfront with shared dock. Central ...
From $276 per night (USD)VRBO
- From $295 per night (USD)
Expedia
Coastal Cottage - Beachy oasis in Oyster Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled on a quiet cul-de-sac in the popular Oyster Bay II community is where you'll find our newest vacation home addit ...
From $295 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Terrapin Station
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Charming in-town cottage on a quiet side street close to downtown. Spacious updated kitchen leads to the dining room wi ...
From $204 per night (USD)VRBO
- From $237 per night (USD)
Expedia
The perfect Chincoteague Island Location and close to Pony Festivities!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
"Temenos is a Greek word used to designate a special place - a place of unique beauty - where you can go to separate you ...
From $237 per night (USD)Expedia
- From $1065 per night (USD)
VRBO
Stoney Point on Chincoteague Island - Pure Luxury....
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Stop for a moment and imagine your dream vacation - what would it be like? A spectacular Custom Home perched on the Assa ...
From $1065 per night (USD)VRBO
- From $497 per night (USD)
Expedia
Island Girl-Canalfront Home w/ Private Boat Dock!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Great canal front home in the quiet, private community of Richardson's Landing. Features a private boat dock on the cana ...
From $497 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Shackeau East - Magnificent Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Just give me the Sea, and a little Cottage just to be….. One of Chincoteague’s most beloved Vacation Homes, Shackeau Ea ...
From $218 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Kindred Tides - Get ready to make amazing Memories!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The best things in Life are the people we love, the places we’ve been, and the memories we make along the way….. Life ...
From $320 per night (USD)Expedia
- From $143 per night (USD)
VRBO
Fishhook Hideaway - Adorable AND Affordable!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sometimes you just have to go with the waves….. Looking to catch a beach getaway at a family-friendly price? Then look ...
From $143 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Water's Edge on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Life’s at ease with a bay breeze….. Do you yearn to be so close to the water that you can take in that salty, sweet sea ...
From $285 per night (USD)Expedia
- Click For Pricing
VRBO
Cathy’s Chincoteague Cottage\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a stylish experience at this centrally-located beauty. A Modern take on the classic “Teaguer” cottage. Custom feat ...
Click For PricingVRBO
- From $242 per night (USD)
Expedia
Stella della Baia - Close to town, Brand new!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to 'Stella della Baia'! This is the perfect little getaway spot if you're looking for something simple, comforta ...
From $242 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Magic Moments - Waterfront on Marsh Island!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Magic Moments is awaiting your stay! This end-unit townhome offers the most spectacular views of Chincoteague Bay, sunse ...
From $278 per night (USD)VRBO
- From $556 per night (USD)
Expedia
Prospect Point-Waterfront, Private Dock, Location!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Location, location, location - the northernmost tip of Chincoteague Island. Enjoy unparalleled views - Chincoteague Bay ...
From $556 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Sunset Bay Villa 210-Downtown Waterfront Sunsets
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Sunset Bay Villa #210 has stylish comfort, beautiful sunset views, seasonal outdoor pool, gym & the perfect downtown loc ...
From $307 per night (USD)VRBO
- From $311 per night (USD)
Expedia
The Salty Crab - Brand New on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Life is good - but Island Life is better! Welcome to The Salty Crab in the very heart of Chincoteague Island! This gorg ...
From $311 per night (USD)Expedia
- From $210 per night (USD)
VRBO
The Mermaid Lounge on Chincoteague island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
“Rainbows and Mermaids are proof that imagination and beauty go hand in hand." Welcome to The Mermaid Lounge on Chincot ...
From $210 per night (USD)VRBO
- From $178 per night (USD)
Expedia
BAYDREAM BELIEVER Island getaway in a quiet neighborhood.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Right off Main Street. Watch the Ponies run down the street right from the yard during Pony Penning. Enjoy beautiful sun ...
From $178 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Eastwinds 18 - Dog AND Cat Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for the perfect Home Base for your next Chincoteague Island Adventure? Look no further than fabulous Eastwinds 1 ...
From $221 per night (USD)VRBO
- From $370 per night (USD)
Expedia
The Blue Heron-Close to Beach & Large Screened Porch!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
New for 2024! Call Now to Book For Next Season! This great home features an open floor plan, perfect for the whole fami ...
From $370 per night (USD)Expedia
- From $190 per night (USD)
VRBO
‘Beach Bay Pony Place’ w/ Ponies: 1 Mi to Water!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to coastal paradise with this charming vacation rental in Chincoteague Island, VA. Spend your getaway with our Ch ...
From $190 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Saltwater Pony on Chincoteague Island!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Saltwater Pony - Beach Mode activated! Have you been longing for a Beach Vacation that is truly easy-breezy? ...
From $239 per night (USD)Expedia
- From $281 per night (USD)
VRBO
Seahorse Shanty - Bring your Dog AND your horses!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
At the Beach, life is different. Time doesn't move hour to hour, but with the flow of the Ocean. We live by the currents ...
From $281 per night (USD)VRBO
- From $324 per night (USD)
Expedia
Carriage House on Chincoteague - Sleeps 12 and Pet Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Carriage House - Relax, Rejuvenate, and Reconnect…… The best things in Life are the people you love, the places you go, ...
From $324 per night (USD)Expedia
- From $543 per night (USD)
VRBO
Family Oasis Handicap accessible and Dog friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This home is very close to Historic Main Street, close to shops, restaurants, and local attractions, just minutes away f ...
From $543 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Caribbean Ketch - Ride your bike to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Take a Vacation that makes you forget to check your cell phone…. Looking to leave the real world behind - just for a fe ...
From $245 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Whispering Pines on Chincoteague - Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Trees listen to the Breeze; and then rustle its voice so beautifully…. Looking for a getaway that makes you feel a mill ...
From $235 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Adorable Dog-Friendly Cottage in the heart of Chincoteague!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Ava’s Beach Cottage - Relax, Rejuvenate, and Reconnect….. Life takes you down many paths, but our favorite ones always ...
From $203 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy cottage. Relax and enjoy! Walk the charming streets of Chincoteague! Walk to restaurants, shops and local activitie ...
From $211 per night (USD)VRBO
- From $582 per night (USD)
Expedia
Moondance-Direct Waterfront-Firepit-Dock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful bayfront home in the quiet, private community of Richardson's Landing. Stunning expanse views from all levels ...
From $582 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Endless Summer - Spacious , Pets allowed , WiFi , Fireplace , Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Total Gem!! Historic Chincoteague Island home totally refurbished for comfortable island living. 3 bedrooms, 2.5 bathro ...
From $278 per night (USD)VRBO
- From $279 per night (USD)
Expedia
Nunzs Cove - Spectacular Bayfront on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Island days, Island ways, surf, sun, and happy days….. We believe that finding the “perfect” Vacation Home is so much m ...
From $279 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Chincoteague Apartment w/ Deck: Walk to Waterfront
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spend your next coastal getaway just a quick walk from the waters of Virginia’s Eastern Shore at this modern vacation re ...
From $179 per night (USD)VRBO
- From $192 per night (USD)
Expedia
Prancing Pony- Updated Cottage w/ Perfect Downtown Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming fully updated beach house on Main Street. Walk to shops, restaurants, theatre, waterfront park and much more! W ...
From $192 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Whelk-M-Home-Waterfront w/Shared Crabbing & Fishing Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Whelk-M-Home is an end unit with access to a shared deep water dock for crabbing & fishing. Enjoy fabulous sunsets from ...
From $286 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Fiddler on the Creek Unit #4-Waterfront, Crabbing Pier & Views of Lighthouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fiddler on the Creek is the perfect place to start your Chincoteague vacation. Newly renovated, this unit offers beautif ...
From $285 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Twinkle Twinkle Little Tarr-Beautiful, Well Appointed Cottage in Great Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Looking to get off the beaten path & totally unwind? This quaint, coastal cottage is located down a private drive just o ...
From $259 per night (USD)VRBO
- From $200 per night (USD)
Expedia
No Problem (Formerly The Teague House) - Wonderful Waterfront!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Life is good, but Island Life is better! Looking for a Beach Break that will take your breath away, yet not break the b ...
From $200 per night (USD)Expedia
- From $276 per night (USD)
VRBO
High Tide Hideaway on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Good Vibes happen on the Tides….. Welcome to High Tide Hideaway - Brand New Construction in July 2023! Tucked in the ve ...
From $276 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Deja Blue on Chincoteague Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Deja Blue - there is no color quite like this….. You know that feeling when you see the Ocean and all your worries jus ...
From $171 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Your next Vacation is Shore to Please!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Beach More, Worry Less….. If you’re looking for a Vacation that is ‘Shore to Please’, we’ve got you covered! This New A ...
From $275 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Everyday should be a Beach Day!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
When was the last time you had a Vacation that truly took your breath away? Life is so busy - work, school, non-stop com ...
From $306 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Cottage w/ Yard in Dtwn Chincoteague!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Walkable Location | 0.2 Mi to Waterfront Park | Coffee, Breakfast & Snacks Provided Your next Chincoteague escape begin ...
From $305 per night (USD)VRBO
- Click For Pricing
Expedia
Grandma's House - Close to town, game area & pet friendly!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Introducing a charming and newly renovated home on Chincoteague Island! Grandma's House is a delightful residence, boas ...
Click For PricingExpedia
- From $241 per night (USD)
VRBO
Mom and Dad's Sweet Memories - Single home - Pet Friendly, NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities: 3BR/2B*** {1Q, 1D, 2T, QSS } Amenities: WiFi, Roku TV, Microwave, Dishwasher, Central HVAC,W/D, TV, Deck, G ...
From $241 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Touch of Grey- Waterfront, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to "Touch of Grey," a delightful waterfront rental that blends comfort, style, and convenience into a perfect li ...
From $336 per night (USD)Expedia
- From $241 per night (USD)
VRBO
Ms Kitty's Bayside Bungalow, Park, Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ms Kitty's Bayside Bungalow! A charmingly remodeled home now available for rent on Eastside Drive. This deli ...
From $241 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Bayside Bliss - Waterfront home, beautiful views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your serene retreat at Bayside Bliss! This stunning waterfront rental offers a perfect blend of tranquility a ...
From $455 per night (USD)Expedia
- From $558 per night (USD)
VRBO
COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for the quintessential Chincoteague island experience to make lifelong memories? Welcome to COTTAGE BLUEFISH, a ...
From $558 per night (USD)VRBO
- From $559 per night (USD)
Expedia
Blake's Purple Point - Waterfront splendor!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to your dream waterfront residence at Blake's Purple Point! This stunning property boasts an expansive 3,077 squ ...
From $559 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Heron Creek on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Heron Creek - Relax, Rejuvenate, and Reconnect….. Life is busy - schedules, school, meetings, and games - it’s nonstop. ...
From $291 per night (USD)VRBO
- From $397 per night (USD)
Expedia
The Magnolia House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You and your family will love this 100 year old fully restored home with its original hard wood floors, brand new chef’s ...
From $397 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Cozy Nest - Waterview, Pet Friendly, Screened Porch
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "Cozy Nest," a charming home available for your next vacation experience, offering an idyllic retreat with st ...
From $265 per night (USD)VRBO
- From $576 per night (USD)
Expedia
Surf & Wind- Cozy Quiet Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Charming cottage close to shops, restaurants and walking trails. Just a short bike ride or walk to Robert N. Reed Downto ...
From $576 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Waterfront Wonder - Private Pier on the Chincoteague Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sunsets are proof that no matter what happens, every day can end beautifully - and there is no better place to take in o ...
From $311 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Beachgrass Bungalow on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachgrass Bungalow - High Tides and Good Vibes…. The best things in Life are the people we love, the places we’ve been ...
From $241 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Escape at Deep Hole Hideaway - Pet friendly duplex!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enter a world of tranquility at Deep Hole Hideaway! Need a break from the daily grind? We've got you covered! Our chic a ...
From $261 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Serenity at Deep Hole Hideaway - Pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your blissful oasis, "Serenity at Deep Hole Hideaway!" This charming haven has been given a complete makeover ...
From $261 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Windsor House - In town historic charm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Time to hit the road and get ready for a beachy retreat at "Windsor House"! The moment you step inside, you'll be dazzle ...
From $283 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Sunset Bay Villa 221 - Waterfront, Pool, Gym!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Buckle up, folks, because Sunset Bay Villa 221 is here to light up your vacation! This fresh-faced beauty just hit the m ...
From $311 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Kelly's Cottage - In town, kayaks included!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Take a look at this adorable, modest cottage! Kelly's Cottage is conveniently located close to town, where you will find ...
From $225 per night (USD)VRBO
- From $415 per night (USD)
Expedia
Chamallow - Waterfront home w/ Floating dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Look at this beautiful, newly renovated home in the sought-out community of Richardson's Landing. This home is convenien ...
From $415 per night (USD)Expedia