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From $219 per night (USD)
VRBO
PET-FRIENDLY! Just Steps To Famous Chincoteague Pony Penning & Carnival Grounds
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pet Friendly, Community Pool, Screened Porch/Patio, Grilling Deck & Fishing Dock: --Creek-side, comfortably-decorated du ...
From $219 per night (USD)
VRBO
Click For Pricing
Expedia
16 Acres Waterfront Retreat on Deep Creek
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Cardinal Cove is available summers for full weeks, Saturday to Saturday. If you're looking for an oasis of calm, Cardin ...
Click For Pricing
Expedia
From $642 per night (USD)
VRBO
NESTLED ALONG BANKS OF ASSATEAGUE BAY OVERLOOKING THE SALT MARSHES!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Nestled along the bank of the Assateague Bay and overlooking the wild salt marshes of Assateague and Morris Islands is w ...
From $642 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Perfect Chincoteague Home for your small family getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
This traditional style Chincoteague home has an eat-in kitchen, living space, a single bedroom downstairs, and two full- ...
From $183 per night (USD)
Expedia
$QUIET, pet-friendly nature retreat with HOT TUB & without getting BIT!\n$
From $247 per night (USD)
VRBO
QUIET, pet-friendly nature retreat with HOT TUB & without getting BIT!\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy all the Eastern shore of Virginia has to offer! Welcome to Messongo Lodge! Listen to the owls & woodpeckers whil ...
From $247 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Discover Your Perfect Getaway on the Chesapeake Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to our serene 3-bedroom, 2-bathroom retreat, designed to comfortably accommodate up to 8 guests. Nestled on the s ...
From $350 per night (USD)
VRBO
From $271 per night (USD)
VRBO
Secluded Home near Chincoteague Island with VB&BB
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
***Private Sand Volleyball and Basketball courts were added this year*** Green Woods is a newly renovated 4 bedroom, two ...
From $271 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Sunset Views on the Chincoteague Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Our family has loved staying on Chincoteague Island for years, and we are excited to be able to share our favorite desti ...
From $449 per night (USD)
VRBO
From $453 per night (USD)
VRBO
Stately Home on Chincoteague Island - Professionally Sanitized
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
5 BDRM, 3 FULL BATH, 2400SF, HOME ON 0.5 ACRE PRIVATE LOT WITH AWESOME WATERFRONT VIEWS FROM ANY FRONT HOUSE VIEW. NICE ...
From $453 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Waterfront Unit on Assateague Channel View with Floating Dock
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Waterfront on the Assateague Channel! The Sea Tag Lodge is loved by all for the views, dock, and ideal location. Perfe ...
From $199 per night (USD)
Expedia
From $668 per night (USD)
VRBO
Elegant Waterfront Residence, Magnificant Sunsets, Close to Town Ctr, Elevator
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Moorings North is an unique architecturally designed five bedroom home in the heart of Chincoteague Island, VA. The hous ...
From $668 per night (USD)
VRBO
From $331 per night (USD)
VRBO
SUNSHINE & VITAMIN SEA IS CALLING!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Grab your copy of ‘Misty’ and head to Chincoteague Island as everyone loves a little Vitamin Sea! This veteran-owned cot ...
From $331 per night (USD)
VRBO
From $277 per night (USD)
VRBO
Historic Whealton House with full access to Waterside Inn facilites
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming condo with water view front deck and back deck with table and chairs. Fully equipped kitchen including microwav ...
From $277 per night (USD)
VRBO
From $514 per night (USD)
VRBO
Waterfront 5 star: Ponies! 25% off for reg rate week of July 12, 2025!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Baywatch House is a waterfront home ideally located in a quiet and isolated location, perfect for a Chincoteague Island ...
From $514 per night (USD)
VRBO
From $255 per night (USD)
VRBO
Walking distance of town!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Homeport is a comfortable, inviting, 2 bedroom, 1 bathroom, centrally air conditioned home located on a quiet street wit ...
From $255 per night (USD)
VRBO
$Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH\n3 decks.$
From $235 per night (USD)
Expedia
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH\n3 decks.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Property is located in a very private location, nestled between Assateague Chanel and Oyster Bay. In the private co ...
From $235 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Enjoy sandpiperHouse on Chincoteague's Peaceful Piney Island! A virtual office
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fall pony roundup October 2024 FULL WEEKS ONLY DURING JUNE, JULY and AUGUST Great fall weekends ! Stay in Chincoteague ...
From $292 per night (USD)
VRBO
From $608 per night (USD)
Expedia
Lookout on Main - Your Waterfront Wonderland!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Traveling - it leaves you speechless, then turns you into a storyteller….. And oh, the stories that newly renovated ‘L ...
From $608 per night (USD)
Expedia
From $91 per night (USD)
VRBO
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Amenities: Window A/C, Microwave, Cable TV (Basic Cable Package), WiFi, Charcoal Grill Charming studio apartment very ...
From $91 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Sandy Bottoms on Chincoteague Island!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
May you always have a shell in your pocket, and sand in your shoes….. Sandy Bottoms - the name alone stirs up fond memo ...
From $261 per night (USD)
Expedia
From $248 per night (USD)
VRBO
Sandy Gem- Waterfront Cottage w/ Sunset Views & Private Dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Sandy Gem is a Charming Waterman's Cottage on Chincoteague Bay. Lots of Charm with ALL the modern amenities for your com ...
From $248 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Piney Island Paradise - Waterfront; Pier & Patio!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Piney Island Paradise! This well-furnished townhouse is nestled in a secluded cul-de-sac along East Side Driv ...
From $324 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Summer's Sea Shanty on Chincoteague Island
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summer's Sea Shanty is a delightful Chincoteague coastal cottage that’s perfect for couples, families, or small groups o ...
From $432 per night (USD)
VRBO
From $598 per night (USD)
Expedia
A Shore Joy - Private Pool - Waterfront with Pier!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
“The Ocean stirs the heart, inspires the imagination, and brings eternal Joy to the Soul.” ~ R. Wyland When was the las ...
From $598 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Stunning waterfront panoramic view getaway house
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this thoughtfully remodeled waterfront property on the beautiful eastern shore of Virginia. Immerse yourself ...
From $327 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Amenities: Central A/C, Microwave, W/D, Dishwasher, WiFi, Charcoal Grill, Deck Top of the line town home. Very comforta ...
From $192 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Sea Glass - 3BR Water Front w/floating dock. LINENS AND TOWELS PROVIDED
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Amenities: Central A/C, Smart TV with Netflix only, WiFi, Microwave, W/D, Dishwasher, Floating Dock, Outside Shower, Gas ...
From $342 per night (USD)
VRBO
From $120 per night (USD)
Expedia
Cozy Little Cottage on chincoteague island va.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A cozy little cottage for a base to explore the eastern shores chincoteague island and Assateague beaches. Fishing, boat ...
From $120 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Tiki Time - Canal Front! Private Boat Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Great Outdoor Living Space at Tiki Time: Private Boat Dock, A Tiki Bar and A Large Screened Porch. The interior of thi ...
From $288 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ocean East 1 - Because not all who wander are lost....... Welcome to Ocean East 1 on the Eastside of Chincoteague Isl ...
From $203 per night (USD)
Expedia
From $388 per night (USD)
VRBO
Sea Glass - A Waterfront Treasure on Marsh Island!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Glass - All you need is Sunshine and Saltwater.... Much like finding sea glass as you stroll on the Beach, it’s the ...
From $388 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Gallops Point - Luxury on the Chincoteague Bay!
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 $283 per night (USD)
Expedia
From $196 per night (USD)
VRBO
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 $196 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Chincoteague Island Creekside Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Creekside Cottage delivers all the feels... July 2020 USA Today "Best Coastal Small Town". Private dock off large back y ...
From $277 per night (USD)
Expedia
From $141 per night (USD)
VRBO
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
New Rental ! More Photos and information coming soon. Cozy pet friendly cottage, with 2 bedroom and 1 bath. Each bedroom ...
From $141 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Sunset Bay 220 - Vista Costeria - Your Dream Vacation awaits!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - pure Paradise! These gorgeous condos sit directly on th ...
From $252 per night (USD)
Expedia
From $280 per night (USD)
VRBO
No Egrets!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy great views of Chincoteague Bay from this spacious three-story townhome. The first floor features living and dini ...
From $280 per night (USD)
VRBO
From $421 per night (USD)
Expedia
A fabulous Pet-Friendly home that sleeps 10 in 4 Bedrooms, with a Private Pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Black Skimmer - The Best Days are Beach Days..... Black Skimmers are known for their unique grace as they forage in ...
From $421 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Enjoy all that Chincoteague has to offer! Bbb bbb.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Close to everything! Xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx ...
From $178 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Catch of the Day on Chincoteague Island!
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 $188 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Breezy Corner in the heart of Chincoeague!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to Breezy Corner on our little slice of Heaven, Chincoteague Island. Located at the corner of Willow and Jester, ...
From $209 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Adorable Coquina Cottage on Chincoteague!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
When was the last time your Vacation made you happier than a Seagull with a french fry? If you’ve been searching for jus ...
From $208 per night (USD)
Expedia
From $312 per night (USD)
VRBO
The Coastal Retreat you've been longing for!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Live for the moments you can’t put into words….. When was the last time you took a Vacation that truly took your breat ...
From $312 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Channel View Charmer - Water Views and Pet Friendly!
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 $202 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Channel View Cottage - Waterfront Wonderland!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This lovely Home is the perfect Vacation Destination for your next Beach Getaway. Located on Lewis Creek, you'll enjoy s ...
From $399 per night (USD)
VRBO
From $138 per night (USD)
Expedia
George's Retreat - Tucked away, yet close to the Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Traveling - it leaves you speechless, then turns you into a Storyteller. Welcome to the Chincoteague Island Retreat you' ...
From $138 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Historic Family Vacation Home with Golf Cart
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Built in 1905 as a grocery store, this historic home was a gathering place for islanders seeking refuge during the 1962 ...
From $327 per night (USD)
VRBO
From $224 per night (USD)
Expedia
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 $224 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Oyster Catcher - Pet friendly; Deep water access!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to Oyster Catcher! This home offers a prime location, beautiful views and a deep water dock (6 feet at low tide) ...
From $440 per night (USD)
VRBO
From $444 per night (USD)
Expedia
House on the Dune - Pure Paradise!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Travel - It leaves you speechless, then turns you into a Storyteller….. When was the last time you took a Vacation that ...
From $444 per night (USD)
Expedia
From $93 per night (USD)
VRBO
Only 5 min. from the Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Assateague Inn 213-2R has been TOTALLY updated and is STUNNING! All new bedding, carpet, paint, appliances and more! Sit ...
From $93 per night (USD)
VRBO
From $184 per night (USD)
Expedia
Island Retreat - Lovely Marsh Views and Pet Friendly!
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 $184 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Little Red Cottage on Chincoteague Island!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Little Red Cottage - “My heart will always be in a Little Cottage by the Sea….” Life takes you down many paths, but our ...
From $207 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Lighthouse Overlook - Amazing Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lighthouse Overlook - Every day should be a Beach Day….. Life is busy - too busy at times, it seems. When was the last ...
From $266 per night (USD)
Expedia
Click For Pricing
VRBO
Chincoteague Pony Penning Hideaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our unique getaway is perfect for large families or a personal spot just for two. We have a great advantage because we a ...
Click For Pricing
VRBO
From $277 per night (USD)
Expedia
EVENTIDE on Chincoteague Island!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
“Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn Battuta Have you been l ...
From $277 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Happy Ours- Firepit, Close to Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to the charming coastal town of Chincoteague and experience the perfect vacation at our 3-bedroom vacation home. ...
From $245 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Driftwood- Close to Beach!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wonderful location - quiet street and close to the beach. Great one-level floor plan features: Updated fully equipped ki ...
From $351 per night (USD)
Expedia
From $606 per night (USD)
VRBO
Bay View-WATERFRONT, DOCK, SUNSETS!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Brand New Luxury Vacation Rental Home. Located in the Prestigious Wildcat Community. Enjoy Unobstructed Views of Chinc ...
From $606 per night (USD)
VRBO
From $278 per night (USD)
Expedia
The Good Life on Ocean
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 $278 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Find your 'Sea Treasure' on Chincoteague Island!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Looking for an incredible Chincoteague Island Vacation Experience? You just found it at Sea Treasure - a beautiful Duple ...
From $166 per night (USD)
VRBO
From $164 per night (USD)
Expedia
Painted Pony Cottage - Pet Friendly!
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 $164 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Saltwater Cottage - Pet Friendly!
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 $182 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Seaside Serendipity on Chincoteague Island!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Seaside Serendipity - where happiness comes in waves.... Looking for the perfect beach getaway for your fam ...
From $231 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Find your peace at One Peace Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Peace. Love. Beach. Have you been yearning for a break from the hectic day to day? An affordable getaway that will brin ...
From $152 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Oyster Bay Hideaway on Chincoteague Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Oyster Bay Hideaway - Beach Days are the Best Days….. Just imagine relaxing on the Deck taking in that salty, sweet bay ...
From $198 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Welcome to Paradise!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Of all the paths you take in life, make sure a few of them are sandy….. Welcome to ‘Paradise’ on dreamy Chincoteague Is ...
From $238 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Serendipity on Chincoteague - The perfect getaway!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just give me the Sea, and a little Cottage just to be….. Work, meetings, school, traffic, homework, repeat - right?! It ...
From $185 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Sugar Shores - A sweet Vacation awaits you!
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 $235 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Sunny Shack on Chincoteague Island!
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 $258 per night (USD)
Expedia
From $155 per night (USD)
VRBO
Shore Beats Work - Affordable and Great Location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ready to kick back and enjoy a little “island time”? ‘Shore Beats Work’! If you’re looking for the perfect Home Base f ...
From $155 per night (USD)
VRBO
From $123 per night (USD)
Expedia
Sunrise Serenade - AMAZING Views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Have you always wanted to Vacation on Chincoteague Island, but couldn't bear the thought of 4 of you in a hotel room? Lo ...
From $123 per night (USD)
Expedia
From $225 per night (USD)
VRBO
starbright Cottage - Perfect Location and Pet Friendly!
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 $225 per night (USD)
VRBO
$Have a \Shell of a Time\ on Chincoteague Island!$
From $173 per night (USD)
Expedia
Have a \"Shell of a Time\" on Chincoteague Island!
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 $173 per night (USD)
Expedia
From $165 per night (USD)
VRBO
Wonderview 208 - Breathtaking Channel Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Wonderview 208 ~ Take the Journey to enjoy the View….. Life gets busy - work, kids, appointments, pets - it never seems ...
From $165 per night (USD)
VRBO
From $317 per night (USD)
Expedia
The Mane Escape - Pet Friendly on Chincoteague!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We travel not to escape Life, but for Life not to escape us….. When was the last time you slowed down - took time to wa ...
From $317 per night (USD)
Expedia
From $174 per night (USD)
VRBO
The Pearl at Grand Bay on Chincoteague Island!
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 $174 per night (USD)
VRBO
From $270 per night (USD)
Expedia
The Robinson Family Beach House on Chincoteague!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
There is no time to be bored in a world as beautiful as this…. Welcome to The Robinson Family Beach House on our little ...
From $270 per night (USD)
Expedia
From $280 per night (USD)
VRBO
K and S Paradise on Chincoteague Island!
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 $280 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Whelks on Willow - Private Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Whelks on Willow - Live in the Sunshine, Swim the Sea, drink the Wild Air..... Welcome to Whelks on Willow - a lovely ...
From $287 per night (USD)
Expedia
From $464 per night (USD)
VRBO
PonyTime - 4BR WATERFRONT home in Oyster Bay. Dock,decks,Hot Tub,NO LINENS
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
4BR/2.5B***(Single Level Home) {2Q,2T, Bunk Q/T} Amenities: Central A/C, WiFi, Microwave, W/D, Dishwasher, hot tub, fir ...
From $464 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Beachin' at the Cove - Golf course, Shared pool & more!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come and enjoy a private place to call home during your much needed vacation! Beachin' at the Cove has everything you ne ...
From $300 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Creek House - Waterfront Oasis on Holden's Creek
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Creek House, Privately located in an imaginative setting; nature and history are perfectly coupled with luxurious accomm ...
From $535 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Seahorse Cove - Screened porch, Shared pools!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Seahorse Cove! This is an adorable 3 bedroom, 2 bathroom home that has been completely renovated. You will no ...
From $243 per night (USD)
Expedia
From $136 per night (USD)
VRBO
Bliss on the Bay - Perfect Beach Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Bliss on the Bay - leave your troubles at the door, you won't be needing them here! This super charming 1 Bed ...
From $136 per night (USD)
VRBO
From $474 per night (USD)
Expedia
Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sunshine Bay! A beautifully inviting year-round waterfront house maintained to the highest standards. The hom ...
From $474 per night (USD)
Expedia
From $268 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 $268 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Sunset Breeze - Waterfront!
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 $330 per night (USD)
Expedia
From $367 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 $367 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Tangier Island three bedroom house near the beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
We have a quiet location on southern West Ridge Road, paralleling the runway near the mile-long TI beach and within 10 m ...
From $205 per night (USD)
Expedia
From $328 per night (USD)
VRBO
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 $328 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Ocean Pearl Cottage - New Listing and SO adorable!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Life takes you down many paths, but our favorite ones always lead to the Beach. It's hard to find the words to describe ...
From $345 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Waterfront Sunsets on Marsh Island!
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Welcome to Waterfront Sunsets - Sunsets are proof that no matter what happens, every day can end beautifully….. This ad ...
From $156 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Misty Sunrise-Waterfront Views-Relax & Unwind-Modern Decor
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just completely Updated! Interior Photos Coming Soon, It is worth the wait! This beautiful unit offers spectacular view ...
From $303 per night (USD)
Expedia
From $1251 per night (USD)
VRBO
Mermaid Manor-Water Lovers Paradise
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Just Listed! More Photos Coming Soon! This gorgeous home is located directly on the Assateague Channel and affords brea ...
From $1251 per night (USD)
VRBO
From $338 per night (USD)
Expedia
The Salty Pinecone-Waterfront-Peaceful
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fully Updated townhome with stunning views of Assateague Island & the Lighthouse. Located on deep water with Private B ...
From $338 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Amistad - Beautiful Historic Home on Chincoteague Island
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 $310 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Beechnut Villa-Waterfront-Cozy
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Waterfront duplex offers some of the best views of Assateague Island and the Lighthouse. Enjoy amazing views from the s ...
From $334 per night (USD)
Expedia
From $148 per night (USD)
VRBO
Summer Creek - Waterview - Shared Dock, LINENS & TOWELS
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Amenities: Central A/C, Dishwasher, WIFI, DVD, WiFi, Smart TV Streaming Only, W/D, Microwave, Deck, Shared Dock. The ...
From $148 per night (USD)
VRBO
From $158 per night (USD)
Expedia
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 $158 per night (USD)
Expedia

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