
Accomack Area Rentals
- From $442 per night (USD)
VRBO
La Vie | Bayfront Panoramic Views, Boat Slip, Pool + Pet Friendly, near Carnival
- 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 $442 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Happy Hideaway by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Live your Life by a compass, not a clock….. Work, school, traffic, homework, repeat - right?! It’s time for a break - ...
From $224 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Inviting Waterfront Cottage on Cedar Creek
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come unwind in this comfy cottage right on the water. Situated on a 2 acre wooded lot, this colonial home offers peacefu ...
From $338 per night (USD)VRBO
- From $217 per night (USD)
VRBO
Apartment in the Seaside Village of Wachapreague
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space Experience the relaxed charm of Virginia's Eastern Shore from this spacious apartment in one of Wachapr ...
From $217 per night (USD)VRBO
- From $71 per night (USD)
VRBO
The Onley Bungalow to Visit on the Eastern Shore!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
DUE TO TOWNSHIP ORDINACE CHANGE: ONLY +30 DAY RESERVATIONS Welcome to our relaxing 1611 square feet completely furnished ...
From $71 per night (USD)VRBO
- From $287 per night (USD)
Expedia
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 $287 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
Eureka! on Deep Hole Creek - Waterfront! Sleeps 16
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 15
Eureka! is the PREMIER vacation home on Chincoteague. Period. 'Spectacular' and 'Fantastic' are the words that come to ...
Click For PricingExpedia
- From $515 per night (USD)
VRBO
Diving Duck | Waterfront Dock + Hot Tub w/ Captain's Cove Pools & Golf, Pet Friendly 5BR Retreat
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
If you're looking for the complete vacation package, look no further! This 5 bedroom home features a spacious open floor ...
From $515 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Hidden Gem! Clean & Cozy and Family Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Experience comfort in our cozy, newly built 2-story home with central air/heat. Nestled in a gated campground where best ...
From $317 per night (USD)Expedia
- From $372 per night (USD)
VRBO
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 $372 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Island Sunset by Seaside Vacations & Sales
- 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 $268 per night (USD)Expedia
- From $552 per night (USD)
VRBO
Casa del Mar | 5BR Chincoteague Home Walk to Shops, Outdoor Shower, Hot Tub, Grill & Pet Friendly
- 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 $552 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Sunset Bay Villa 208 | Luxury Marina Villa w/ Private Boat Slip, Deck, Pool + Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A beautiful seaside villa, professionally decorated, features luxury amenities including a walk-out from the living room ...
From $418 per night (USD)Expedia
- From $495 per night (USD)
VRBO
As close as you can get to the ocean south of Chincoteague
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please feel free to write if you have questions. Unlike Chincoteague, this is a rural setting - the neighborhood is eigh ...
From $495 per night (USD)VRBO
- From $186 per night (USD)
Expedia
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 $186 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Hudson House by Seaside Vacations & Sales
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Brand New flooring and furniture for 2026! There’s only one thing more precious than our time, and that is who we spend ...
From $353 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Bay Daze | Marsh Island Waterfront w/ Water Views in Every Room, Private Boat Dock & King Suites
- 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 $319 per night (USD)Expedia
- From $298 per night (USD)
VRBO
Miss Agnes - Water Front 3BR home PET FRIENDLY, NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central A/C, W/D, Microwave, Smart TV, Dishwasher, WiFi, Screen Porch, Open Outside Shower, Charcoal Grill S ...
From $298 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Amenities: Central A/C, Cable TV, Microwave, WiFi, Deck, Charcoal Grill, Washer and Dryer. Hypoallergenic linens, towels ...
From $196 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $880 per night (USD)
Expedia
Charlotte's Morning Sun | Luxury Oyster Bay Waterfront w/ Unobstructed Views, Screened Porch & Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Set in the boutique residential community of Oyster Bay I, 'Charlotte's Morning Sun' is a stunning 5-star waterfront hom ...
From $880 per night (USD)Expedia
- From $652 per night (USD)
VRBO
Grandview | Luxury Waterfront Sunset Views w/ Long Pier & Dock, Screened Porch, Kayaks + Pets
- 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 $652 per night (USD)VRBO
- From $320 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 $320 per night (USD)Expedia
- From $504 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 $504 per night (USD)VRBO
- From $319 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 $319 per night (USD)Expedia
- From $460 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 $460 per night (USD)VRBO
- From $207 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 $207 per night (USD)Expedia
- From $258 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 $258 per night (USD)VRBO
- Click For Pricing
Expedia
A \"Bay\" Cation - Nice home,LINENS AND TOWELS PROVIDED Quiet area- OB2
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Amenities: Central A/C , Microwave, Dishwasher, W/D, WiFi, Smart TV w/Roku,DVD, Screen porch, Outside Shower, Dual Grill ...
Click For PricingExpedia
- From $327 per night (USD)
VRBO
Topridge - Spacious 3BR home w/fenced yard, pet friendly NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central Heat and A/C, Dishwasher, Microwave, gas grill. W/D, TV, WIFI. . Welcome to Topridge! This cozy ranc ...
From $327 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Shucker's Tump - pet friendly, Lg screened porch. LINENS AND TOWELS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3BR/2B***(Single Level Home) {2Q, 1Bunk w/2T} Amenities: Central A/C, Microwave, Cable, WiFi, W/D, Screen Porch, Deck, ...
From $271 per night (USD)Expedia
- From $261 per night (USD)
VRBO
My 3 Buoys - 3BR home, close to town . 2 first level BR's. NO LINENS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities: Central A/C,Microwave, Dishwasher, W/D, WiFi, TV w/Roku (bring your own login info) Sun Porch, Back Yard, Out ...
From $261 per night (USD)VRBO
- From $318 per night (USD)
Expedia
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Newly Constructed, second floor, modern studio apartment conveniently located a quarter mile off Rte 13. Located 45 minu ...
From $318 per night (USD)Expedia
- From $202 per night (USD)
VRBO
Tranquil Shores - Relaxation With a Water View!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Peaceful 3 bedroom/2 bathroom home located directly on Eel Creek. Appreciate the natural beauty of Chincoteague Island ...
From $202 per night (USD)VRBO
- From $206 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 $206 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Newly constructed first floor modern one bedroom apartment with open floor plan and plenty of space to relax and unwind ...
From $356 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $347 per night (USD)
VRBO
Chincoteague Getaway on the Bay - Water Front,Pool ,IN TOWN ,LINENS & TOWELS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
SPECIAL MARCH AND APRIL 2026: $ 150 PER NIGHT PLUS TAX AND FEES WITH 2 NIGHT MINIMUM. ONLY GOOD FOR STAYS BETWEEN 03/01- ...
From $347 per night (USD)VRBO
- From $384 per night (USD)
Expedia
Goose Bay - Water View - Pet Friendly - Screened Porch, NO LINENS
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Amenities: Central A/C, Microwave, Spectrum TV, 2 TVs, DVD, Dishwasher, W/D, Fireplace, WiFi, Charcoal Grill, Outside Sh ...
From $384 per night (USD)Expedia
- From $367 per night (USD)
VRBO
Winder Station - 3BR Waterfront home w/ walking path to Kayaking ,NO LINENS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities: Central A/C, Dishwasher, Microwave, 2 Smart TVs w/Hulu & Prime, W/D, Decks, Internet, Screen Porch, Charcoal ...
From $367 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Waterfront Oasis with Crabs, Oysters and Mother Nature
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
WELCOME to our extraordinary property, a privately owned peninsula nestled in the heart of Virginia's Eastern Shore. If ...
From $347 per night (USD)Expedia
- From $363 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 $363 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Beach Blessing by Seaside Vacations & Sales
- 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 $285 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Pet friendly island home with fenced in yard by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Lily Pad on beautiful Chincoteague Island is the perfect place to make your Vacation Dreams come true. This adorable and ...
From $207 per night (USD)VRBO
- Click For Pricing
Expedia
Blarney Shores -Waterfront -Pet Friendly - Balconies , No Linens Provided
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities: Central A/C, W/D, Microwave, 5 TVs, DVD, Dishwasher, WiFi, Deck/Patio, Balconies, Gas Grill, Gas Fireplace, K ...
Click For PricingExpedia
- Click For Pricing
VRBO
Assateague Breeze - 3BR Water View, Lg screened porch, NO LINENS OR TOWELS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities: Central A/C, WiFi, Microwave, W/D, TV, DVD, Cable, Fireplace, Outside Shower, Screen Porch, Deck, 2 Bicycles, ...
Click For PricingVRBO
- From $292 per night (USD)
Expedia
Family Tides by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Family Tides - The tans may fade, but the memories last forever! Looking for somewhere truly special to spend your Ch ...
From $292 per night (USD)Expedia
- From $498 per night (USD)
VRBO
'Chincoteague Charm' Escape w/ Bikes & Yard Games!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Discover the magic of Chincoteague Island at this 4-bed, 2.5-bath Victorian farmhouse vacation rental. Outside, relax un ...
From $498 per night (USD)VRBO
- From $711 per night (USD)
Expedia
Wildcat Haven | Luxury Bayfront Estate, Private 500' Pier, Dual Kitchens + Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Only for the discerning traveler, 'Wildcat Haven' is the newest in luxury vacation accommodations on Chincoteague Island ...
From $711 per night (USD)Expedia
- From $476 per night (USD)
VRBO
The Sea Horse | Spacious Family Home w/ Screened Porch, Fenced Yard, Beachy-Chic & Pet Friendly
- 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 $476 per night (USD)VRBO
- From $402 per night (USD)
Expedia
At the Sea - Renovated home In Town , Chef Kitchen H20 filtration. No Linens
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: Central A/C, Cable, 2 Smart TV's, WiFi, W/D, Microwave, Dishwasher, Outside Shower, Grill, Beach chairs, cool ...
From $402 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Stunning Chincoteague home minutes from the beach by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ariel's Grotto - A True Beauty at the Beach The welcome mat is out at spectacular Ariel's Grotto - only minutes from ...
From $270 per night (USD)VRBO
- From $433 per night (USD)
Expedia
Utter East | 4BR Island Retreat, Huge Screened Porch, Decks + Fire Pit by Pond
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
We're pleased to offer you 'Utter East'! Tucked off of a quiet side street in the middle of the island, this home featur ...
From $433 per night (USD)Expedia
- From $564 per night (USD)
VRBO
Heron's Cove on Salt Meadow | Bayfront Views, Dock, King Suites, Fireplace + Pet Friendly
- 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 $564 per night (USD)VRBO
- From $461 per night (USD)
Expedia
Pony View | Waterfront Deck w/ Wild Pony & Lighthouse Views, Boat Slip Access & Pet Friendly Stay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy your cup of coffee as the sun peeks over the salt marshes of Assateague Island. You can often see a herd of our fa ...
From $461 per night (USD)Expedia
- From $381 per night (USD)
VRBO
An Unfettered View | Wheelchair Accessible Oyster Bay Waterfront Ranch w/ Long Pier for Crabbing
- 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 ...
From $381 per night (USD)VRBO
- From $451 per night (USD)
Expedia
Shell Cottage | East Side Assateague Channel Views w/ Decks, Outdoor Shower, Boat Parking & Pets
- 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 $451 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Pet-friendly creekside cottage w/ backyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Creekside Retreat - a cozy Chincoteague cottage where quiet mornings, coastal wildlife, and relaxed ...
From $339 per night (USD)VRBO
- From $318 per night (USD)
Expedia
Albion by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Albion - Set sail for the Chincoteague Vacation of your dreams! Welcome to Albion and the best Chincoteague Island Va ...
From $318 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Slack Tide by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Slack Tide - You're on Island Time now...... SUNDAY CHECK-IN DURING PEAK SEASON Pet Fee is $100 per Dog - anything mor ...
From $295 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Blue Diamond - Water Access - Townhouse - Pool, No Linens provided
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central AC, Microwave, W/D, Dishwasher, TV, DVD, WiFi, Charcoal Grill, Balcony, Community Dock, Community Poo ...
From $219 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Blue Skies - SFH - Close to Town - Pet Friendly - Linens and Towels Provided
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Amenities: Central A/C, Microwave, 2 TV's with Nextflix (no cable), DVD Player, W/D, Dishwasher, WiFi, Outside Shower, K ...
From $255 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Sunset Bay Villa 118 | Waterfront Ground Level + 40' Deep Water Slip + Marina Access + Pool
- 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 $341 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Porter's Barn | Luxury Creekfront Retreat w/ Resort Perks, Kayaks & Secluded Waterfront Escape
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Porter's Barn, where luxury meets seclusion on the water's edge... There is a fanciful quality to this secluded propert ...
From $264 per night (USD)VRBO
- From $711 per night (USD)
Expedia
Wildcat Retreat | Luxury Bayfront Estate, Private 500' Pier, Dual Kitchens + Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Only for the discerning traveler, 'Wildcat Retreat' is the newest in luxury vacation accommodations on Chincoteague Isla ...
From $711 per night (USD)Expedia
- From $401 per night (USD)
VRBO
Stella del Mare | Remodeled South Main Cottage Walk Downtown w/ Patio Dining, King Suite & Charm
- 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 $401 per night (USD)VRBO
- From $475 per night (USD)
Expedia
Hidden Treasure | Bayfront Dock, EV Charger, Fireplace, Sunset Views, Screened Porch
- 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 $475 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Daisey Cottage | Remodeled Ridge Road Retreat Near Downtown w/ Patio, Fenced Yard & Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Come visit Chincoteague Island and stay in this adorable coastal cottage with your family. Lovingly remodeled and update ...
From $305 per night (USD)VRBO
- From $502 per night (USD)
Expedia
Trembling Bay | Waterfront Cottage, Private Pier, Screened Porch, Panoramic Views, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautifully renovated 3 bedroom, 2 bath Chincoteague cottage is nestled along the salt marshes in a natural setting ...
From $502 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Waterman's Daughter | East Side Townhome, Balcony Views, Shared Waterfront + Pets
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
We are excited to introduce Waterman's Daughter! This stately townhome is located on a quiet lane off of East Side Drive ...
From $334 per night (USD)VRBO
- From $418 per night (USD)
Expedia
A 'Teague of Our Own | Walk to Downtown, Dog Friendly Home w/ Fireplace & Enclosed Porch
- 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 $418 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Park Place- 1BR w/ Bonus Loft | Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A Fantastic One-of-a-Kind Retreat Overlooking Memorial Park & Assateague Channel Tucked away in a quiet, secluded setti ...
From $307 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Beautiful Bayfront with Sanctuary Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Seaside Sanctuary Cottage welcomes you to your own private hideaway home with 3-bedroom, 2-full bathrooms. Scenic, styl ...
From $281 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Assateague Inn 107 by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Assateague Inn 107 in the heart of Chincoteague Island at the The Assteague Inn. The Inn is a long time favor ...
From $214 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Bella's Beach Retreat by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Updates including some new furnishings, new flooring and a new bathroom including new shower with grab bars, and new art ...
From $193 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Assateague Inn 203 by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ahhh, Chincoteague Island—where the salty breeze of the marsh tickles your senses and wild ponies roam free, painting a ...
From $205 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Gorgeous waterfront condo with stunning sunset views by Seaside Vacations
- 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 $277 per night (USD)Expedia
- From $267 per night (USD)
VRBO
The Happy Crab by Seaside Vacations & Sales
- 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 $267 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Assateague Inn 100 by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Assateague Inn in the heart of Chincoteague! The Assateague Inn has been a fan-favorite for Chincoteague ...
From $202 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Bertie Street Cottage by Seaside Vacations & Sales
- 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 $229 per night (USD)VRBO
- From $212 per night (USD)
Expedia
The Pearl at Marsh Island by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to The Pearl at Marsh Island - leave your troubles at the door, you won't be needing them here! This super charm ...
From $212 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Sunset Bay 216 by Seaside Vacations & Sales
- 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 $316 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Sunset Bay Villa #202- Waterfront, In Town, Pool & Gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This gorgeous, fully updated condo is located directly on the bay, offering stunning waterfront views and a front-row se ...
From $335 per night (USD)Expedia
- From $233 per night (USD)
VRBO
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 $233 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Vineyard Cove by Seaside Vacations & Sales
- 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 $354 per night (USD)Expedia
- From $314 per night (USD)
VRBO
The Sweets Spot by Seaside Vacations & Sales
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A day spent at the Beach is never a wasted day….. Ready for a Vacation that will thrill everyone in your family? You’ve ...
From $314 per night (USD)VRBO
- From $291 per night (USD)
Expedia
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 $291 per night (USD)Expedia
- From $241 per night (USD)
VRBO
Waterfront Bungalow 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 $241 per night (USD)VRBO
- From $437 per night (USD)
Expedia
Anchor's Away | Captain's Cove Waterfront w/ Pool & Golf, Pet Friendly + First-Floor Suite
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to "Anchors Away," a captivating waterfront home now available for rent, offering an unparalleled living experie ...
From $437 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Crabby Pines | One-Level Chincoteague Ranch Near Boat Ramp & Beach Road Attractions, Pet Friendly
- 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 $363 per night (USD)VRBO
- From $501 per night (USD)
Expedia
Tranquility | New Build, Sleeps 11, Fire Pit, Cornhole + Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 11
Welcome to Tranquility! This show stopper of a home is a brand new construction, featuring 2 bedrooms, 2 bonus rooms and ...
From $501 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Tranquil Tides Retreat by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
High Tides and Good Vibes….. Welcome to Tranquil Tides Retreat - a newly renovated and beyond adorable Waterfront Townh ...
From $268 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Central Location~Walk 2 Dining! Beach Pass & Gear!
- 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 $315 per night (USD)Expedia
- From $381 per night (USD)
VRBO
Canalfront home with bulkhead by Seaside Vacations & Sales
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Life is simple….just add water! The way we live today is crazy - we’re always in a hurry! Work, school, meetings, repea ...
From $381 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Fisherman's Cottage | Cozy Island Retreat, Screened Porch, Walk to Town & Dog Friendly
- 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 $268 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Meme’s Landing-4BR Canal Front | Fire Pit | Kayaks
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Great canal-front home in the quiet community of Richardson's Landing. Dock your boat or go crabbing along the private b ...
From $346 per night (USD)VRBO
- From $398 per night (USD)
Expedia
Marsh Madness by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Marsh Madness - Because saltwater is simply good for the soul….. Break away from the daily grind at Marsh Madness - lea ...
From $398 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Star of the Sea | Renovated Retreat + Sunroom + Deck + Yard + Pet Friendly Comfort
- 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 $379 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Egret's Walk | Peaceful Marsh & Creek View Cottage North of Town w/ Wildlife Views & Pet Friendly
- 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 $304 per night (USD)Expedia




































































































