Accomack Area Rentals
From $340 per night (USD)VRBO
Gallops Point by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Were you dazzled by your last Vacation? If not, you clearly weren’t staying at absolutely stunning and Brand New ‘Gallop ...
From $340 per night (USD)VRBO
From $272 per night (USD)Expedia
Bays Landing -Dynamic Waterfront Views-Townhouse -LINENS ANDTOWELS PROVIDED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amenities: Central A/C, Microwave, Dishwasher, W/D, WiFi, Decks LINENS AND TOWELS PROVIDED Waterfront end unit townhou ...
From $272 per night (USD)Expedia
From $411 per night (USD)VRBO
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 $411 per night (USD)VRBO
From $480 per night (USD)Expedia
Bayfront Modern Retreat • Dock, Kayaks, Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Wake up to shimmering Chincoteague Bay views in this modern waterfront escape on Virginia’s Eastern Shore. Spe ...
From $480 per night (USD)Expedia
From $242 per night (USD)VRBO
Catch of the Day by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Memories at the Beach last a lifetime….. Hoping to land the big one this year for your Chincoteague Island Vacation? L ...
From $242 per night (USD)VRBO
From $221 per night (USD)Expedia
Channel View Charmer by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Channel View Charmer - Every moment has the potential to be amazing…. **Now Dog Friendly!** Looking for the perfect b ...
From $221 per night (USD)Expedia
From $193 per night (USD)VRBO
Island Retreat by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Travel - the only thing you pay for that makes you richer. But, you don't have to break the bank to have the Vacation of ...
From $193 per night (USD)VRBO
From $124 per night (USD)Expedia
Charming bungalow on the bay behind Chincoteague
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This memorable place is anything but ordinary. Small bay bungalow tiny house/ camper on private lot in gated community. ...
From $124 per night (USD)Expedia
From $185 per night (USD)VRBO
Painted Pony Cottage by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe ...
From $185 per night (USD)VRBO
From $256 per night (USD)Expedia
Saltwater Cottage by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to beautiful Saltwater Cottage, in the heart of Chincoteague Island, Virginia. You've heard stories about our li ...
From $256 per night (USD)Expedia
From $273 per night (USD)VRBO
Sugar Shores by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sugar Shores - Your next Vacation can be both Salty and Sweet! When was the last time you had a Vacation that took your ...
From $273 per night (USD)VRBO
From $391 per night (USD)Expedia
Sunny Shack by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Sunny Shack - The Best Days are Beach Days..….. Welcome to Sunny Shack on wild and wonderful Chincoteague Island! This ...
From $391 per night (USD)Expedia
From $287 per night (USD)VRBO
Starbright Cottage by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Reach for the Stars on your next Chincoteague Island Vacation….. Welcome to whimsical Starbright Cottage on beautiful C ...
From $287 per night (USD)VRBO
From $219 per night (USD)Expedia
Shell of a Time by Seaside Vacations & Sales
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Ready to have a ‘Shell of a Time’ on your next trip to our Little Island by the Sea?! You will absolutely fall in love w ...
From $219 per night (USD)Expedia
From $287 per night (USD)VRBO
The Mane Escape by Seaside Vacations & Sales
- 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 $287 per night (USD)VRBO
From $233 per night (USD)Expedia
The Pearl at Grand Bay by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Salty air breezes and the sweet serenity of pond-front living await you at The Pearl at Grand Bay. This Newly Remodeled ...
From $233 per night (USD)Expedia
From $258 per night (USD)VRBO
K and S Paradise by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Life’s a Beach - If you’re not barefoot, you’re overdressed…. When was the last time your Vacation made you happier tha ...
From $258 per night (USD)VRBO
From $485 per night (USD)Expedia
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 $485 per night (USD)Expedia
From $329 per night (USD)VRBO
Lost Pearl- 4 BR | Fire Pit | Screened Porch
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Comfortable home situated on a quiet street, conveniently located close to town and Memorial Park. A great vacation home ...
From $329 per night (USD)VRBO
From $307 per night (USD)Expedia
Eventide by Seaside Vacations & Sales
- 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 $307 per night (USD)Expedia
From $272 per night (USD)VRBO
Happy Ours | Pet-Friendly Chincoteague Home w/ Fenced Yard, Firepit & Bikes
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Happy Ours, your perfect Chincoteague Island vacation rental for a relaxing and fun-filled beach getaway. Thi ...
From $272 per night (USD)VRBO
From $261 per night (USD)Expedia
Driftwood-Fire Pit, Bikes, Close to Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a wonderful location on a quiet street, just a short bike ride to the beach. This charming one-level home features ...
From $261 per night (USD)Expedia
From $658 per night (USD)VRBO
Bayview- Waterfront Home with Hot Tub, Fire Pit & Pier
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
New Luxury Vacation Rental in Prestigious Wildcat Community Escape to a serene waterfront retreat with unobstructed vie ...
From $658 per night (USD)VRBO
From $264 per night (USD)Expedia
The Good Life on Ocean by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The Ocean stirs the heart, inspires imagination, and brings joy to the soul…. Welcome to The Good Life on Ocean - the p ...
From $264 per night (USD)Expedia
From $679 per night (USD)VRBO
Oyster Catcher | Deep Creek Waterfront w/ Deep Water Dock, Screened Porch, Guest Cottage & Pets
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Oyster Catcher! This home offers a prime location, beautiful views and a deep water dock (6 feet at low tide) ...
From $679 per night (USD)VRBO
From $527 per night (USD)Expedia
The Hopkins House - New Dock & Boat Ramp - Dog Friendly - Reduced rate for 2026
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Hopkins House! A beautifully inviting year-round waterfront house maintained to the highest standards. Al ...
From $527 per night (USD)Expedia
From $336 per night (USD)VRBO
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You will fall in love with this completely renovated and modern guest house on an 11 acre waterfront estate. The Sunshi ...
From $336 per night (USD)VRBO
From $298 per night (USD)Expedia
Sunset Breeze by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunset Breeze - if you’re not wearing flip flops, you’re overdressed….. At the Beach, Life is different - Time doesn’t ...
From $298 per night (USD)Expedia
From $417 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 $417 per night (USD)VRBO
From $446 per night (USD)Expedia
Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Escape the hustle and bustle and get a way from it all at the Oyster Bay Getaway! Enjoy the still of the morning or list ...
From $446 per night (USD)Expedia
From $292 per night (USD)VRBO
Misty Sunrise- 2BR | Waterfront | Shared Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully updated unit offers spectacular views of the Assateague Channel, salt marshes, lighthouse, and the famo ...
From $292 per night (USD)VRBO
From $658 per night (USD)Expedia
Mermaid Manor- 4BR Waterfront | Private Pier | Close to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This gorgeous home is located directly on the Assateague Channel and offers breathtaking views. Enjoy amazing sunrises a ...
From $658 per night (USD)Expedia
From $364 per night (USD)VRBO
Salty Pinecone- Waterfront w/ Lighthouse Views & Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This fully updated townhome offers breathtaking views of Assateague Island and the iconic Lighthouse. A private pier pro ...
From $364 per night (USD)VRBO
From $362 per night (USD)Expedia
Amistad by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The very definition of ‘Amistad’ is friendship - and that suits this beautiful home so well, as you’ll feel like you’re ...
From $362 per night (USD)Expedia
From $291 per night (USD)VRBO
Beechnut Villa- Waterfront with Lighthouse Views, Floating Dock & Deep Water Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront Duplex with Stunning Assateague Island & Lighthouse Views Experience breathtaking water views from this char ...
From $291 per night (USD)VRBO
From $384 per night (USD)Expedia
Island Time- 3BR Home | Water View Chincoteague Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy stunning views from this classic Waterman’s-style home, completely gutted, lovingly restored, and thoughtfully upd ...
From $384 per night (USD)Expedia
From $287 per night (USD)VRBO
Salty Sunset Cottage - Single Family Home- Bikes and Beach Gear-Close to town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
SPECIAL LIMITED TIME: $ 175 PER NIGHT 3 NIGHT MINIMUM FOR REMAINING PRIME SEASON DATES. 3BR/2B***(Single Level Home) {3 ...
From $287 per night (USD)VRBO
From $208 per night (USD)Expedia
Saltwater Gospel by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Tucked in a very quiet part of our Little Island by the Sea, Saltwater Gospel is more than just a home—it’s a way of lif ...
From $208 per night (USD)Expedia
From $358 per night (USD)VRBO
Three Pines- Screen Porch - Close to Town - Newly Renovated
- 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 $358 per night (USD)VRBO
From $344 per night (USD)Expedia
Heron's Hideaway - A Trusted Guest Favorite for Spacious Comfort!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Discover your perfect family retreat at this charming three-bedroom, two-bathroom house nestled in peaceful Oyster Bay I ...
From $344 per night (USD)Expedia
From $243 per night (USD)VRBO
Ocean House 2 - duplex -Newly renovated. 3BR, 2 Bath duplex with back deck.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amenities: 3BR/2B ( 2 downstairs / 1 upstairs) ( Bed Sizes: 2Q, 2T) Newly remodeled for 2025. Central A/C, Microwave, ...
From $243 per night (USD)VRBO
From $282 per night (USD)Expedia
Bay Breeze by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Life takes you down many paths, but our favorite ones always lead to the Beach…. There’s nothing like the smell of salt ...
From $282 per night (USD)Expedia
From $186 per night (USD)VRBO
Cozy RV with all comforts of home in Horn town VA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Consider this recreational vehicle your home away from home while you visit Horntown. This delightful property features ...
From $186 per night (USD)VRBO
From $313 per night (USD)Expedia
Bayside Haven by Seaside Vacations & Sales
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
“To travel in the company of those we love is Home in motion.” ~ Unknown When was the last time you stepped away from t ...
From $313 per night (USD)Expedia
From $433 per night (USD)VRBO
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 $433 per night (USD)VRBO
From $242 per night (USD)Expedia
Island Creek Retreat-Pool, Pier, Close to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully renovated! Enjoy a peaceful retreat on the creek with breathtaking marsh and wetland views. The shared priva ...
From $242 per night (USD)Expedia
From $351 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 $351 per night (USD)VRBO
From $530 per night (USD)Expedia
Rising Tide-4 BR | Screened Porch | Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Beautiful, newly built home located on a quiet lane in the Richard's Landing Community. Enjoy great views looking down t ...
From $530 per night (USD)Expedia
From $593 per night (USD)VRBO
The Lighthouse | Luxury Waterfront Retreat w/ Dock, Fireplace, Pools, Marina, & Golf
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the picturesque Captain's Cove community, this exquisite three-bedroom, two-bathroom waterfront residence rep ...
From $593 per night (USD)VRBO
From $891 per night (USD)VRBO
Epiphany-Deep Hole Creek-Chincoteague - Deep Water Dock! 2 King 4 Twin 5 Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tie up your boat at our Deep Water Dock. Swim from the Dock! Escape to this brilliant 4-bedroom Chincoteague retreat o ...
From $891 per night (USD)VRBO
From $504 per night (USD)VRBO
Robert's Retreat | 5BR Marsh Views + Decks, Pools, Golf & Captain's Cove Amenities
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Discover the ultimate family retreat in this brand new 5-bedroom, 3.5-bathroom home located in the picturesque Captain's ...
From $504 per night (USD)VRBO
From $297 per night (USD)Expedia
Cantering Sands- New for 2025 3BR/2Bath home w/patio & Sc Porch.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New Rental for 2025. Amenities:3BR/2B***(1B Down2T , 2 bedroom (2Q) up) {2T,2Q} Linens and Towels Provided, screen porch ...
From $297 per night (USD)Expedia
From $328 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 $328 per night (USD)VRBO
From $247 per night (USD)VRBO
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Comfy and Quiet. An Intimate bedroom with blackout curtains adjoins a simple but clean and upgraded bathroom and shower ...
From $247 per night (USD)VRBO
From $366 per night (USD)VRBO
2 Mi to Downtown: Tranquil Abode in Chincoteague!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious Private Yard | Screened Porch/Game Room | Pets Welcome w/ Fee | WFH Friendly A blissful island escape awaits a ...
From $366 per night (USD)VRBO
From $432 per night (USD)Expedia
New canalfront home by Seaside Vacations & Sales
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Casa Del Sol - “Live in the Sunshine, swim the Sea, drink the Wild Air….” When was the last time your Vacati ...
From $432 per night (USD)Expedia
From $286 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 $286 per night (USD)VRBO
From $590 per night (USD)Expedia
Stunning Waterfront Home with Private Dock - Wright on the Water!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Stunning views throughout the home - over 100ft of direct waterfront. Authentic Eastern Shore experience, within a uniqu ...
From $590 per night (USD)Expedia
From $200 per night (USD)VRBO
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Saxis, enjoy what this 2-bedroom cottage has to offer. This delightful property features 1 queen bed and 1 fu ...
From $200 per night (USD)VRBO
From $734 per night (USD)Expedia
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 $734 per night (USD)Expedia
From $363 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 $363 per night (USD)VRBO
From $584 per night (USD)VRBO
Misty Manor! Updated Cottage Near Beach! Water Access, Linens Included!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your home away from home at Misty Manor on Piney Island, off of Chincoteague Island. It is the second closest stre ...
From $584 per night (USD)VRBO
From $827 per night (USD)VRBO
WATERFRONT-3 BDRM 3 Bath-Pickleball,fishing,BEAUTIFUL &NEWLY REMODELED! 11 acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to HARBOR POINT STATION~ Brand NEW to rental program! This 3-bedroom house across from the harbor in Quinby, ...
From $827 per night (USD)VRBO
From $245 per night (USD)Expedia
Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas
- 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 $245 per night (USD)Expedia
From $532 per night (USD)VRBO
The Neigh-Neigh - Location! Location! Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Named for Chincoteague’s iconic wild ponies, this fully renovated 2BR/2BA vacation home sleeps 8 and is ideal for famili ...
From $532 per night (USD)VRBO
From $342 per night (USD)VRBO
Escape to Chincoteague, just 7 mins from wildlife refuge With a boat slip.
- 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 $342 per night (USD)VRBO
From $380 per night (USD)VRBO
Sunset Bay Villa 119 - Waterfront; Shared pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse yourself in luxury for days at this pristine waterfront villa! This condo unit provides the most spectacular vie ...
From $380 per night (USD)VRBO
From $390 per night (USD)Expedia
Almost Heaven | Waterfront w/ Private Pier & Boat Dock, Pet Friendly, Fireplace, Sunset Views
- 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 $390 per night (USD)Expedia
From $444 per night (USD)VRBO
Shady Side | Piney Island Home Near Beach w/ Community Water Access, Large Porch, Grill & Loft
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Shady Side is located in Piney Island, which is among the closest communities to the beach. There is community water acc ...
From $444 per night (USD)VRBO
From $310 per night (USD)Expedia
Morning Memories | Light Coastal Home w/ Community Pool, Shared Dock Water Access & Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A light, bright and airy beach rental with community pool and water access with shared dock. The spacious 2 bedroom, 2.5 ...
From $310 per night (USD)Expedia
From $442 per night (USD)VRBO
Shreiner's Tradition | Walk Downtown + Porch + Family Friendly + Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We're pleased to offer this downtown charmer! Schreiner's Tradition is a renovated 2+ bedroom home located just outside ...
From $442 per night (USD)VRBO
From $773 per night (USD)Expedia
Poole's Cove | Waterfront Main Street Retreat Fully Renovated w/ Rooftop Lounge & Artistic Charm
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled just off Main Street with the water as your backdrop, Poole's Cove is a lovingly curated escape that feels inspi ...
From $773 per night (USD)Expedia
From $497 per night (USD)VRBO
Langtree | Oyster Bay Water Views w/ Private Dock for Boats, Screened Porch, Decks & Pet Friendly
- 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 $497 per night (USD)VRBO
From $461 per night (USD)Expedia
Conch Shell | Piney Island Waterfront w/ Wraparound Deck, Lighthouse Views & Boat-Friendly Access
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The house is located on Pine Drive in Piney Island - the closest neighborhood to the beach - convenient for shopping and ...
From $461 per night (USD)Expedia
From $282 per night (USD)VRBO
Joint Venture | Walk to Maddox Blvd, Water Views, Affordable Stay + Pet Friendly
- 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 $282 per night (USD)VRBO
From $448 per night (USD)Expedia
Island Sunrise | Waterfront w/ Deep Water Dock, Assateague Views, 3 Decks + Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Island Sunrise is a gorgeous 3 bedroom, 2.5 bathroom duplex home located in desirable Piney Island. Not only is this hou ...
From $448 per night (USD)Expedia
From $382 per night (USD)VRBO
Blue Moon | Central Chincoteague Retreat w/ 2 Screened Porches, King Suite & Pet Friendly Stay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come and enjoy a nice, relaxing vacation at this charming island home. "Blue Moon" is centrally located on Chincoteague ...
From $382 per night (USD)VRBO
From $401 per night (USD)Expedia
Cockleshell Cottage | Accessible Oyster Bay II Home w/ Screened Porch, First-Floor Suite & Pets Ok
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Nestled on a quiet cul-de-sac in a private community just off North Main Street (Oyster Bay II) is where you'll find the ...
From $401 per night (USD)Expedia
From $255 per night (USD)VRBO
Blue Chair Bay | South Main Bayfront w/ 2-Level Screened Porches, Sunset Views & Shared Pier
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
If you're looking for a little slice of paradise at the beach, look no further! This delightful townhome is adorned with ...
From $255 per night (USD)VRBO
From $292 per night (USD)Expedia
Heron Landing | Remodeled Coastal Cottage, Walk/Bike to Memorial Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Three words : Charming. Coastal. Cottage. Located just off of Ridge Road, in the center of the island, you'll find this ...
From $292 per night (USD)Expedia
From $344 per night (USD)VRBO
Lighthouse View | East Side Townhome, Pool, Dock Access + Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lighthouse View is located on the east side of our island and includes a private community pool for your enjoyment. The ...
From $344 per night (USD)VRBO
From $275 per night (USD)Expedia
Lazy Days | Main Street Cottage w/ Snippet Bay Views, Close to Town + Trails, Pet Friendly
- 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 $275 per night (USD)Expedia
From $353 per night (USD)VRBO
Sunset Bay Villa 206 | Luxury Condo w/ Waterside Balcony, Gourmet Kitchen + Pool & Fitness
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Villa 206 is a new unit that has been professionally decorated and offers five-star luxury. Spacious and accommodating, ...
From $353 per night (USD)VRBO
From $245 per night (USD)Expedia
Hosta Cottage | Creekfront Nature Escape w/ Kayaks, Fire Pit + Resort Access, Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
There is a fanciful quality to this secluded property where nature's beauty and luxurious accommodations coexist in quie ...
From $245 per night (USD)Expedia
From $582 per night (USD)VRBO
The Quarter Deck// Spacious Home with Water views!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to beautiful East Point! Take in spectacular sunsets from the wrap-around porches or from the community's privat ...
From $582 per night (USD)VRBO
From $185 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 $185 per night (USD)VRBO
From $455 per night (USD)VRBO
Tin Cup Palace- Community Boat Launch, Fire Pit & Screened Porch
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Architect-designed, Tin Cup Palace blends contemporary lines with a mid-century modern flair. Vaulted ceilings and an op ...
From $455 per night (USD)VRBO
From $377 per night (USD)Expedia
Topaz- Canalfront with Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A great island getaway, Topaz offers spacious decks, a private boat dock, and a quiet setting in the desirable Oyster Ba ...
From $377 per night (USD)Expedia
From $363 per night (USD)VRBO
Endless Sunsets- 1BR Waterfront with Private Dock & Screened Porch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Endless Sunsets, your private waterfront escape on beautiful Chincoteague Island, Virginia. This charming bay ...
From $363 per night (USD)VRBO
From $271 per night (USD)Expedia
Seabright- Waterfront w/ Shared Deep Water Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Seabright is a spacious three-story townhome on peaceful Marsh Island—just across the channel from Chincoteague and perf ...
From $271 per night (USD)Expedia
From $526 per night (USD)VRBO
Sea Casa- Waterfront w/ Deep Water Dock & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Fabulous sunsets and deep-water docking await at this comfortable and spacious home. The first floor features the main ...
From $526 per night (USD)VRBO
From $240 per night (USD)Expedia
Little Grit Cottage- 2BR | Walk to Town | Quiet Street
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully renovated, this traditional Chincoteague cottage sits in a quiet, natural setting with creek access. A small ...
From $240 per night (USD)Expedia
From $280 per night (USD)VRBO
Sea Star- Waterfront w/ Boat Dock & Lighthouse Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Well-appointed townhouse with breathtaking sunrises over the Assateague Channel. Take in spectacular views of the salt ...
From $280 per night (USD)VRBO
From $296 per night (USD)Expedia
The View-Waterfront w/ Shared Crabbing Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly Renovated Waterfront Property with breathtaking views of the Assateague Lighthouse and Assateague Island. The Ass ...
From $296 per night (USD)Expedia
From $360 per night (USD)VRBO
Willet's Way- Close to Beach w/ Assateague Views & Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled among the pines, this secluded getaway offers outstanding views of Assateague Island. With the Wildlife Refuge a ...
From $360 per night (USD)VRBO
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Vacation Diggs- 3BR | Screened Porch | Close to Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Close to Memorial Park for easy access to the boat and kayak launch, fishing, crabbing, and playgrounds, Vacation Diggs ...
Click For PricingExpedia
From $448 per night (USD)VRBO
Windrush- 3BR Waterfront | Screened Porch | Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy splendid sunsets from this wonderfully comfortable bayfront home. Surrounded by water views and peaceful wetlands, ...
From $448 per night (USD)VRBO
From $431 per night (USD)Expedia
Wishful Thinking- Canalfront with Deep Water Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fabulous home with deep water docking and limited views of Oyster Bay and Assateague Island. The first floor features a ...
From $431 per night (USD)Expedia
From $403 per night (USD)VRBO
Sailer’s Rest- 4BR | Quiet Street | Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Beautifully renovated Chincoteague home in an in-town location, just a short walk to restaurants and shops. The owner of ...
From $403 per night (USD)VRBO
From $451 per night (USD)Expedia
Scooby Dunes- Waterview w/Shared Water Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This custom three-level home offers magnificent views of Oyster Bay and Miflin's Marsh from every room. Located in a qui ...
From $451 per night (USD)Expedia