
Chincoteague Rentals
- From $376 per night (USD)
VRBO
La Vie - Waterfront; Boat dock & Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Views! Views! Views! Enjoy the expansive panorama from all three levels of this prime waterfront location on Chincoteag ...
From $376 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Sunset Bay Villas at Chincoteague Island Virginia - direct water front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sunset Bay Villas on Chincoteague Island Welcomes Bird Watchers, Nature and Beach Lovers! Designer condo that is on the ...
From $259 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Quaint Cottages Near Everything on Beach Road
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sand Dollar Cottage sleeps up to 6 with 2 queen size beds and a pull out couch. There are 2 bedrooms with a patio and a ...
From $235 per night (USD)VRBO
- From $207 per night (USD)
Expedia
Sunshine House - 3BR home close to everything, screen porch! No Linens
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central A/C, Cable TV, WiFi, Microwave, Dishwasher, W/D, Screened Porch, Outside Shower, Gas Grill Walk to r ...
From $207 per night (USD)Expedia
- From $1268 per night (USD)
VRBO
Eureka! on Deep Hole Creek - Waterfront! Sleeps 16
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Eureka! is the PREMIER vacation home on Chincoteague. Period. 'Spectacular' and 'Fantastic' are the words that come to ...
From $1268 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Island Sunset on Chincoteague Island - Bayfront with Private Pier!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Island Sunset - “Every Sunset brings the promise of a new dawn.” ~ Ralph Waldo Emerson And we cannot think of a better ...
From $203 per night (USD)Expedia
- From $460 per night (USD)
VRBO
Casa del Mar - Pet friendly w/ Hot tub!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Casa del Mar - "House by the Sea" - is your home away from home... at the beach! Located in the heart of downtown Chinco ...
From $460 per night (USD)VRBO
- From $192 per night (USD)
VRBO
Chincoteague Island Cottage ~ 2 Mi to Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Calling all beachgoers for Chincoteague Island fun! This cozy beach cottage is the ideal abode for your next East Coast ...
From $192 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Quaint Chincoteague Island Hideaway w/ 2 Porches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 100
Feel your worries melt away when you stay at this comfortable 3-bedroom, 2-bathroom Chincoteague Island vacation rental. ...
From $180 per night (USD)VRBO
- From $577 per night (USD)
Expedia
Sunrise Shore - Waterfront; Private pool & hot tub!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Spend your precious vacation time at this truly stunning, one-of-a-kind architectural masterpiece! From the moment you w ...
From $577 per night (USD)Expedia
- From $853 per night (USD)
VRBO
Grandview - Pet friendly; Waterfront home w/ dock!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy stunning sunsets from this 5 star home at water's edge. Relax with the amazing water view from the north side of t ...
From $853 per night (USD)VRBO
- From $244 per night (USD)
Expedia
Charming Chincoteague getaway, short walk to the fair grounds and pony penning
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Rest A' Shored is a brand new home (2019) with a sweeping, open floor plan that can comfortably accommodate two families ...
From $244 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Bay Daze - Waterfront townhome w private boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape from the hustle and bustle of everyday life at this little slice of paradise nestled on the edge of the Chincotea ...
From $282 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Summer Sails -Waterfront, 3BR duplex LINENS AND TOWELS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central A/C, Microwave, Dishwasher, W/D, Cable TV in LR, DVD, WiFi, Gas Grill, Screen Porch, Deck, Community ...
From $208 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Sunset Bay Villas 'Another Day in Paradise' Amazing Water Views & Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
ANOTHER DAY IN PARADISE CHINCOTEAGUE *** One of the Top Guest Rated Properties on the Island *** Owner Operated by: Ann ...
From $358 per night (USD)VRBO
- From $207 per night (USD)
Expedia
The Brass Crab - Check in/out any day!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This charming rancher is ready to welcome you and your family. Come make memories in the cozy and relaxing space. Enjoy ...
From $207 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Sunset Bay Villas - 'Sunset in Paradise' Amazing Water Views & Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
ANOTHER DAY IN PARADISE CHINCOTEAGUE *** One of the Top Guest Rated Properties on the Island *** Owner Operated by: An ...
From $358 per night (USD)VRBO
- From $132 per night (USD)
Expedia
On a Whim, a family retreat!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this peaceful place to stay. Our house is located close to restaurants, beach entrance, a ...
From $132 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Cottage On Famous Chincoteague Island-Famous Wild Ponies
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Colorful, cute and cozy describe this two bedroom one bath cottage on Chincoteague Island famous for the annual Pony Pen ...
From $207 per night (USD)VRBO
- From $230 per night (USD)
Expedia
A \"Bay\" Cation - Nice home,LINENS AND TOWELS PROVIDED Quiet area- OB2
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Amenities: Central A/C( new for 2023) , Microwave, Dishwasher, W/D, WiFi, Smart TV w/Roku,DVD, Screen porch, Outside Sho ...
From $230 per night (USD)Expedia
- From $148 per night (USD)
VRBO
Cypress Cottage -Waterview-TOWN LINENS AND TOWELS /Beach Supplies Provided
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cypress Cottage is a vacationer’s delight. It combines the rustic nature of historic Chincoteague with an extensive list ...
From $148 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Duck's Delight - Pet friendly rentals within walking distance to Maddox Blvd!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Duck's Delight is our home in America's Happiest Seaside Town (2014 Coastal Living)! 4 bedroom (3 queen sized beds and ...
From $149 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Pony Swim - Water Front Duplex,beautiful views. decks,NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central A/C, Dish TV, VCR, Microwave, Dishwasher, Keurig, W/D, WiFi, Decks, DOCK for 2025 Waterfront duplex ...
From $263 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Water's Edge - Water Front/Access - Townhouse with community pier, NO LINENS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central A/C, Dishwasher, 42" TV, WiFi, Roku, Cable TV, W/D, Microwave, Electric Fireplace, Deck, Community Bo ...
From $139 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Sunkissed Shores - Waterfront; Boat dock!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 15
La Dolce Vita is now SUNKISSED SHORES! Enjoy breathtaking waterfront views and spectacular sunsets from every room in t ...
From $399 per night (USD)VRBO
- From $557 per night (USD)
Expedia
Castlebar - Luxury waterfront home w/ Private dock!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Luxury waterfront home in Salt Marsh Landing - an upscale residential community on the northern tip of Chincoteague Isla ...
From $557 per night (USD)Expedia
- From $201 per night (USD)
VRBO
To the Lighthouse (formerly Epiphany) is a breathtaking 3 Bedroom/3 Full Bath Va
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
If you have ever been to Chincoteague Island, you already know what an incredibly special place it is. Those who visit o ...
From $201 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Channel Breeze - Water View - Fenced in Backyard NO LINENS OR TOWELS PROVIDED
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Amenities: Central A/C, W/D, Microwave, 3 TVs, Cable TV Downstairs, DVD, Dishwasher, WiFi, Rear Deck, Gas Grill, Outside ...
From $342 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Chincoteague Getaway on the Bay - Water Front,Pool ,IN TOWN ,LINENS & TOWELS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities:3BR/2B***(2nd Floor Unit) {1Q, 2D, 2T, 1Q S/S} Amenities: New Renovations for 2025 : Wood flooring, fresh pai ...
From $230 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Misty Morning Spacious in town home, NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Amenities: Central A/C, Microwave, Dishwasher, Keurig and Regular Coffee Pot, W/D, TV, VCR, DVD, WiFi, Enclosed Porch, C ...
From $335 per night (USD)Expedia
- From $398 per night (USD)
VRBO
Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Every room of this island cottage has been updated and furnished with fresh fixtures, furniture and decor in a relaxed, ...
From $398 per night (USD)VRBO
- From $210 per night (USD)
Expedia
This breathtaking New Home is located close to everywhere you want to be.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Blessing - May your blessings be countless, like grains of sand..... Welcome to Beach Blessing - a Brand New Ch ...
From $210 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Turn of the Creek - 2BR home, W/F, Water Access home deck & dock.NO LINENS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central A/C, W/D, Microwave, Dishwasher, Cable, WiFi, Sun Deck, Dock, Gas Fireplace. Turn of the Creek is ...
From $158 per night (USD)VRBO
- From $537 per night (USD)
Expedia
Wildcat Haven - Waterfront; Phenomenal views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Only for the discerning traveler, 'Wildcat Haven' is the newest in luxury vacation accommodations on Chincoteague Island ...
From $537 per night (USD)Expedia
- From $354 per night (USD)
VRBO
The Sea Horse - Pet friendly; Fenced yard!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
We are pleased to offer 'The Sea Horse'! This fabulous home features a spacious, open floor plan with room for the whole ...
From $354 per night (USD)VRBO
- From $236 per night (USD)
Expedia
At the Sea - Renovated home In Town , Chef Kitchen H20 filtration. No Linens
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Amenities: Central A/C, Cable, 2 Smart TV's, WiFi, W/D, Microwave, Dishwasher, Outside Shower, Grill, Beach chairs, cool ...
From $236 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Villa Annick - 3BR Waterfront home with dock. Boat Launch close by
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central AC, Microwave, W/D, Smart TV with Disney and Netflix, DVD, WiFi, Outside Shower, Deck, Dock, Charcoa ...
From $244 per night (USD)VRBO
- From $122 per night (USD)
Expedia
Les Bon Temps is a beautiful 3 Bedroom/2 Bath home on Chincoteague Island.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Les Bon Temps - Good Times & Beach Vibes.... "Les Bon Temps" loosely translates to "Let the good times roll" - can yo ...
From $122 per night (USD)Expedia
- From $458 per night (USD)
VRBO
Heron's Cove on Salt Meadow - Pet friendly, waterfront home!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Peaceful and stunning waterfront home! Located on a quiet side-street, Heron's Cove features a reverse floor plan with a ...
From $458 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Osprey - Pet friendly, Fireplace!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This great contemporary beach home is located at the edge of the community harbor area, a perfect location for you and y ...
From $293 per night (USD)Expedia
- Click For Pricing
VRBO
An Unfettered View - Beautiful ranch w/ boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This beautiful 2 bedroom ranch home has a quiet, out-of-the-way location situated on little Oyster Bay. The views of the ...
Click For PricingVRBO
- From $285 per night (USD)
Expedia
Shell Cottage - Pet friendly, Hot tub, Fenced yard!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come and enjoy a delightful vacation at "Shell Cottage"! Located on the popular East Side of Chincoteague Island, you'll ...
From $285 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Serenity at Oyster Bay, Water access; Firepit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Aptly named, "Serenity at Oyster Bay" is just what you'll find at this delightful vacation home. Located in the highly-d ...
From $289 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Coral Cove - fun waterfront home with floating dock and amazing patios
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
We are beyond excited to be able to offer you "Coral Cove" for your next Chincoteague Island vacation - we just KNOW you ...
From $399 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Sundance - In town; Screened porch!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Light, bright and airy - this beautiful home is very well maintained, tastefully furnished and boasts all amenities incl ...
From $315 per night (USD)VRBO
- From $318 per night (USD)
Expedia
Sunset Bay Villa 118 - Waterfront, Deep-water boat slip!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Come and sit a spell. Grab a cocktail and watch your worries sail away as you enjoy the cozy private outdoor seating are ...
From $318 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Chincoteague Townhome w/ Pony Views from Deck!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Walkable Location | Furnished Deck Let your worries float away in the bay as you relax at this 2-bedroom, 1.5-bath vac ...
From $204 per night (USD)VRBO
- From $566 per night (USD)
Expedia
Wildcat Retreat - Waterfront; Phenomenal Views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Only for the discerning traveler, 'Wildcat Retreat' is the newest in luxury vacation accommodations on Chincoteague Isla ...
From $566 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Charlie's Bayside Retreat - Pet friendly, In town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is it! Are you looking for your perfect vacation getaway spot? Look no further. 'Charlie's Bayside Retreat' is ever ...
From $268 per night (USD)VRBO
- From $413 per night (USD)
Expedia
Belle of the Bay - Beautiful Custom Waterfront Home!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Truly the "Belle of the Bay", this beautiful custom waterfront home is tucked away at the very tip of one of Chincoteagu ...
From $413 per night (USD)Expedia
- From $309 per night (USD)
VRBO
Stella del Mare - Charming home w/ relaxing porch!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Stella del Mare - or "Star of the Sea" in Italian - is about as charming as it gets. Located on South Main Street, this ...
From $309 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Saltwater - Pet friendly, Waterfront!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to 'Saltwater', formerly known as 'Logan's Sunset.' A lovely 2 story waterfront townhouse on Chincoteague Bay wi ...
From $297 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Grey Heron - Pet friendly; Waterfront home w/ Boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Majestic views await you from every room at Grey Heron, a charming raised contemporary located on North Main Street. Enj ...
From $416 per night (USD)VRBO
- From $442 per night (USD)
Expedia
Sea Oats - Water front w/ Boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A destination unto itself, Sea Oats offers wide open spaces, beautiful waterfront and views of Oyster Bay and plenty of ...
From $442 per night (USD)Expedia
- From $437 per night (USD)
VRBO
Hidden Treasure - Waterfront home w/ Boat dock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
"X" marks the spot here at Hidden Treasure. Nestled in a cove along the shoreline of the island's most exclusive neighbo ...
From $437 per night (USD)VRBO
- From $332 per night (USD)
Expedia
Sunset Bay Villa 212 - Pet friendly; Waterfront!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy and luxurious, three bed, two bath waterfront villa with private balcony. Beautiful kitchen space overlooks the bri ...
From $332 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Donovan's Reef - Pet friendly, In Town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming Chincoteague coastal cottage doesn't even begin to describe this place, but it's a start. Cheery, bright, and c ...
From $314 per night (USD)VRBO
- From $479 per night (USD)
Expedia
Blue Pointe Bayside - Cozy, Waterfront home!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spectacular waterfront home on the end of a cul-de-sac! Bright, airy and immaculate! Four decks, including one off of th ...
From $479 per night (USD)Expedia
- From $298 per night (USD)
VRBO
A 'Teague of Our Own - Pet friendly & In town!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to A 'Teague of Our Own! This in-town home is an easy walk or bike to downtown or Maddox Blvd. Nicely decorated ...
From $298 per night (USD)VRBO
- From $595 per night (USD)
Expedia
Beautiful Sunsets Over The Chincoteague Bay* Panoramic Water Views* Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Enjoy Sunday to Sunday weekly summer season rentals in this dynamic 3 level house which boasts panoramic water views fro ...
From $595 per night (USD)Expedia
- From $267 per night (USD)
VRBO
Cottage on Cleveland- Adorable Cottage Walking Distance to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Cottage on Cleveland is a cute & cozy updated cottage located in the heart of Chincoteague Island. Close to downtown res ...
From $267 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Sand Dollar - 5 min from the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sand Dollars wash upon the shore like smiles from the Sea….. The things we treasure most in this life aren’t ‘things’ a ...
From $259 per night (USD)Expedia
- From $194 per night (USD)
VRBO
Sunset Bay 307 - Gorgeous Bay Views and Pool!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sunset Bay 307 - Sometimes you just have to go with the Waves….. Welcome to Sunset Bay 307 - Picasso - at fabulous Suns ...
From $194 per night (USD)VRBO
- From $264 per night (USD)
Expedia
The Happy Crab - Waterfront on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Happy Crab - Where dreams are made of Sun and Sand….. There's only one thing more precious than our time, and that ...
From $264 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Bertie Street Cottage on Chincoteague Island!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Life takes us down many paths, but our favorite ones lead to the Beach. Looking for the perfect Island getaway for your ...
From $243 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Sunset Bay 216 - Luxurious Waterfront with a Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on th ...
From $224 per night (USD)Expedia
- From $246 per night (USD)
VRBO
Sunset Bay 319 - Bella Vista!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bella Vista - Everything is better with a Water View….. Welcome to Sunset Bay 319 - Bella Vista - at fabulous Sunset Ba ...
From $246 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Vineyard Cove - Direct Bayfront on Chincoteague Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ocean air, salty hair, not a care, take me there…… Life is so busy - our days are filled with one commitment after anot ...
From $265 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Sunset Bay Villa Unit #202 -Waterfront-POOL-Stunning Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous, fully updated condo located directly on the bay. Enjoy watching wildlife, boats, and stunning sunsets from yo ...
From $450 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Pet Friendly! Unique open concept home in quiet neighborhood with EV charging.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Open concept, cozy, comfortable, modern, family-friendly 3 bedroom home in a quiet neighborhood with amazing gardens is ...
From $290 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the NEW Blufin Bungalows Marina, located directly on the bay in Chincoteague Island, Virginia! Indulge in the ...
From $183 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Crabby Pines - Pet friendly modern accommodations!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover comfortable vacation living in this charming one-level ranch home. "Crabby Pines" offers a cozy retreat with th ...
From $262 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Tranquility - Brand new home in quiet location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 11
Welcome to Tranquility! This show stopper of a home is a brand new construction, featuring 4 bedrooms, 2 bonus rooms and ...
From $336 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Sanderling on Chincoteague - Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sanderling - Life is better with your feet in the sand….. If you’ve been looking for the perfect homebase for your Chin ...
From $208 per night (USD)Expedia
- From $211 per night (USD)
VRBO
The Blue Crab - Your Dream Vacation awaits you!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
The best things in life are the people we love, the places we’ve been, and the memories we’ve made together…. Feel like ...
From $211 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Meme's Landing-Charming 4-bedroom house in welcoming Chincoteague
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Dock your boat or go crabbing along the private bulkheaded shoreline. A large screened porch, is perfect for gathering ...
From $310 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ask me about seasonal weekly & monthly discounts! Stay comfortably in Chincoteague at this 2-bedroom house, just a short ...
From $290 per night (USD)VRBO
- From $222 per night (USD)
Expedia
Fisherman's Cottage - Charming cottage close to town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this fabulous, cozy retreat on Chincoteague Island! The charming one-bedroom, one-bathroom cottage offers the ...
From $222 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Pony Swim Crossing - Gorgeous Water Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Pony Swim Crossing - Chincoteague Island is calling….. “To sit in silence at the shore, watch the waves and hear the su ...
From $161 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Star of the Sea - Renovated home located in town & pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Introducing a charming, newly renovated house, offering a perfect blend of comfort and convenience. This single-family h ...
From $258 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Egret's Walk - Charming Cottage on North Main!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Discover the charm of coastal living in this delightful 2-bedroom, 1-bath cottage nestled in a serene area north of Chin ...
From $252 per night (USD)VRBO
- From $414 per night (USD)
Expedia
Timeout - Lovingly renovated cottage close to Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your island getaway! This charming 2-bedroom cottage offers the perfect blend of comfort and coastal living. ...
From $414 per night (USD)Expedia
- From $304 per night (USD)
VRBO
Starfish on the Channel - New waterfront townhome with golf cart!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Introducing a pristine rental opportunity at this newly-listed townhouse, offering a blend of modern amenities and seren ...
From $304 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Amenities: New Pet Friendly Rental for 2025 Season. DOGS ONLY, Central HVAC, Internet, Linens and Towels Provided. 4 B ...
From $273 per night (USD)Expedia
- From $213 per night (USD)
VRBO
Pony's Hideaway - 2Bd/1Ba Waterfront property with dock and designated boat slip
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Wake up and enjoy your cup of coffee overlooking the sights of Assateague Island from your second story condo. This 2-b ...
From $213 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Pony Paradise - Gaze at Ponies, Walk to the Carnival, and bring your family dog!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Are you all about ponies in paradise? If so, you will love comfy and cozy ‘Pony Paradise’ in the very heart of Chincotea ...
From $173 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Island Sage on Chincoteague Island!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Island Sage on beautiful Chincoteague Island - the perfect place to relax, rejuvenate, and reconnect with tho ...
From $153 per night (USD)VRBO
- From $197 per night (USD)
Expedia
Sweet cottage with outdoor shower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our cozy cottage had been completely renovated with washer, dryer, all new stainless steel appliances, new wood floors, ...
From $197 per night (USD)Expedia
- From $168 per night (USD)
VRBO
CHEERFUL, COMFORTING, & RELAXING!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Half Shell is a 3 bedroom, 1 1/2 bath, centrally air conditioned duplex, located in a peaceful neighborhood, and is ...
From $168 per night (USD)VRBO
- From $287 per night (USD)
VRBO
ENJOY THE \"BEAUTIFUL LAND ACROSS THE WATER\" AT GINGOTEAGUE.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Gingoteague, "Beautiful Land Across the Water", is a 4 bedroom, two full bath, central air conditioned home nestled with ...
From $287 per night (USD)VRBO
- From $607 per night (USD)
VRBO
WATERFRONT HOME WITH PRIVATE DOCK, JULY 4TH & PONY PENNING AVAILABLE, DISCOUNTED
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Eagle's View, our 4 bedroom, 3.5 bath waterfront house faces the Assateague Channel with a stunning view of Assateague I ...
From $607 per night (USD)VRBO
- From $187 per night (USD)
VRBO
Historic Home Close to Main Street
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Casa de la Isla 6203 Clark Street This historic home, close to town, is your private island on the island with a bed a ...
From $187 per night (USD)VRBO
- From $196 per night (USD)
VRBO
Waterfront! Light House views…
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located on the deep waters of the Assateague Channel with a view of the Assateague Lighthouse. This two bedroom, one bat ...
From $196 per night (USD)VRBO
- From $207 per night (USD)
VRBO
LOCATED IN THE CLOSEST NEIGHBORHOOD TO THE BEACH!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Peter's House is situated in the Piney Island area. It is within 1/2 mile of Maddox Blvd., the road to Assateague Island ...
From $207 per night (USD)VRBO
- From $241 per night (USD)
VRBO
Waterfront Contemporary with Lighthouse View, Private Pier and Tandem Kayak
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our home is across the street from our private dock that houses a tandem kayak. Walk on over to launch, crab, fish, or ...
From $241 per night (USD)VRBO
- From $509 per night (USD)
VRBO
Waters Edge - Waterfront Vacation Home on Chincoteague Island Virginia
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Waters Edge Vacation Rental is on Chincoteague Island, Virginia across from Assateague Island in a private community (Oy ...
From $509 per night (USD)VRBO
- From $319 per night (USD)
VRBO
A BEAUTIFUL RETREAT OVERLOOKING ASSATEAGUE ISLAND
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A BEAUTIFUL RETREAT OVERLOOKING THE ASSATEAGUE ISLAND LIGHTHOUSE The 2 bedroom / 2 bath freshly painted, and newly decor ...
From $319 per night (USD)VRBO
- From $317 per night (USD)
VRBO
Breathtaking views of the Sunset!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunset View is a breathtaking 3 bedroom / 2 bathroom centrally air conditioned Chincoteague Island getaway that is furni ...
From $317 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Spend time enjoying the land and Sea!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and unwind at Surf and Turf. Nestled on a very quiet street just one block off of Main, watch the ponies parade b ...
From $233 per night (USD)VRBO
- From $237 per night (USD)
VRBO
BLUE SKIES, SUNSHINE & SANDY BEACH AWAIT!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
We would love to welcome your family to our home in Chincoteague. Blue Skies delivers more than a hope for wonderful wea ...
From $237 per night (USD)VRBO




































































































