Assateague Island Rentals
From $199 per night (USD)VRBO
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)VRBO
From $494 per night (USD)VRBO
Beautiful Single Family Home, Professional Decor., 1 Block to Beach & Boardwalk
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This beautiful 4-story custom built Caribbean inspired single family beach house will take your breath away with finest ...
From $494 per night (USD)VRBO
From $528 per night (USD)VRBO
🏖️Fabulous Ocean Front Unit Belmont Towers 802 🏖️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Belmont Towers Unit 802 – Oceanfront 3BR/3BA Condo on the Boardwalk | Sleeps 8 Welcome to Belmont Towers 802, a luxurio ...
From $528 per night (USD)VRBO
From $448 per night (USD)Expedia
Direct Boardwalk, 1st floor end unit, Ocean front, 4th Street, Ocean City, MD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
August 30-September 6, 2025 is now available!! GREAT LOCATION FOR A GREAT VACATION!! CHECK OUT OUR WONDERFUL REVIEWS!! ...
From $448 per night (USD)Expedia
From $440 per night (USD)VRBO
🏖️Fabulous Ocean Views in Belmont Towers on Boardwalk. AC, Pool, Gym🏖️
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Join the Millions of guests that enjoy Ocean City Maryland this year! This condo offers All the items you want for a pe ...
From $440 per night (USD)VRBO
From $769 per night (USD)VRBO
Large Private Balcony Overlooking the Beach - Boardwalk - Oceanfront!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to one of Vacationinoc's finest properties, at Golden Beach Condominium directly ON the boardwalk between 3rd an ...
From $769 per night (USD)VRBO
From $122 per night (USD)VRBO
PET FRIENDLY -- BAY VIEW -- DOWNTOWN\nAVAILABLE 9/20-9/25
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This 1 bedroom unit with a pull out sofa sleeper in the living room sleeps a maximum of 4 people. The front porch offers ...
From $122 per night (USD)VRBO
From $300 per night (USD)Expedia
Downtown Condo Only 3 Blocks to the Beach & Boardwalk!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
With occupancy for 6, this bright and beachy 3rd floor condo will meet all of your needs. Walk into the the living area ...
From $300 per night (USD)Expedia
From $416 per night (USD)VRBO
First Street House - 2 Car Garage - 1 Block to Boardwalk
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This beautiful modern 4-story custom built luxury house is spectacular and is ideally located in downtown Ocean City at ...
From $416 per night (USD)VRBO
From $412 per night (USD)VRBO
Cozy 2-Bedroom: King & Dual Double Beds for a Comfortable Stay!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located just a block from the beach and boardwalk, our Ocean City 2-bedroom apartments offer an ideal setting. Accommoda ...
From $412 per night (USD)VRBO
From $654 per night (USD)VRBO
West Ocean City Town House, 4 Bedrooms, 3.5 Baths, Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This multilevel, luxury townhome offers easy access to all that Ocean City has to offer. It’s located just across from ...
From $654 per night (USD)VRBO
From $939 per night (USD)VRBO
Spacious West Ocean City Town Home - Close to Attractions - Great Community
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Located in West Ocean City, next to the Route 50 Bridge to the island! This Townhome is 3000 sq. ft. with 4 bedrooms, 3 ...
From $939 per night (USD)VRBO
From $439 per night (USD)VRBO
🏖️Experience the Seashore Adventure in this Amazing Unit 🏖️
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This popular unit is on the Famous Ocean City Boardwalk in the center of all the action. Come stay at this Belmont Tower ...
From $439 per night (USD)VRBO
From $281 per night (USD)Expedia
Modern Beachfront Suite 309
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: This 2 bedroom/1 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...
From $281 per night (USD)Expedia
From $226 per night (USD)VRBO
Heron Hut - 2 bdrm, 1 bath home on quite pond with private WIFI
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A relaxing beach retreat with a peaceful view of the pond. Enjoy bird watching and fishing and right outside your back ...
From $226 per night (USD)VRBO
From $1351 per night (USD)Expedia
🏖️ Belmont Towers 404 Luxury Ocean Front on Boardwalk, Recently Renovated🏖️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Experience the beach like you never have before! From the sound of the waves serenading you to sleep, to the numerous a ...
From $1351 per night (USD)Expedia
From $235 per night (USD)VRBO
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)VRBO
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 $475 per night (USD)VRBO
🏖️ Your Oceanfront Paradise with Extended Balcony!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Sought after Oceanfront condo due to extended balcony overlooking the boardwalk and the beach. Freshly painted and with ...
From $475 per night (USD)VRBO
From $355 per night (USD)Expedia
🏖️ Peaceful Luxury Bayfront Unit - breathtaking views 🏖️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Join the Millions of vacationers who come to Ocean City each Summer! This condo provides the items you want for a perfec ...
From $355 per night (USD)Expedia
From $595 per night (USD)VRBO
🏖️Just Renovated! Amazing Penthouse Unit Breathtaking Views of Ocean, Bay, Inlet🏖️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
STUNNING! 60 FT BALCONY WITH VIEWS IN ALL DIRECTIONS! One of the most popular vacation rentals in the sought after Belmo ...
From $595 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 $509 per night (USD)VRBO
🏖️FABULOUS Boardwalk Oceanfront unit, Renovated with Pella noise reduction doors 🏖️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
June to August: Full week rentals Sunday-Sunday or Thursday-Thursday; mini-week rentals Sunday-Thursday or Thursday-Sun ...
From $509 per night (USD)VRBO
From $612 per night (USD)Expedia
🏖️ Boardwalk Oceanfront unit Renovated with Pella noise reduction doors!🏖️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
This vacation rental offers all the items you want for a perfect beach vacation with a touch of luxury! This is a rental ...
From $612 per night (USD)Expedia
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 $245 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 $245 per night (USD)VRBO
From $365 per night (USD)VRBO
Modern Beachfront Suite 304
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: This 2 bedroom/1 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...
From $365 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 $360 per night (USD)VRBO
Modern Beachfront Suite 206
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This 3 bedroom/1 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...
From $360 per night (USD)VRBO
From $329 per night (USD)VRBO
Downtown - 4th St. Bayside- Walk to Everything! Family Friendly 3 BR - Yard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
1000 square foot, well-kept, four unit apt building, each featuring 3 bedrooms, 1.5 baths, large living room, fully equi ...
From $329 per night (USD)VRBO
From $285 per night (USD)VRBO
Modern Beachfront Suite 209
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: This 2 bedroom/1 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...
From $285 per night (USD)VRBO
From $241 per night (USD)VRBO
Waterfront! Closest to the pony swim. Fish & crab off the dock. Lighthouse view.
- 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 $241 per night (USD)VRBO
From $128 per night (USD)VRBO
PET FRIENDLY--BAYVIEW--DOWNTOWN\nAVAILABLE AUGUST 16 - 18
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on the 1st floor, this 1 bedroom unit with a pull out sofa sleeper in the living room sleeps a maximum of 4 peop ...
From $128 per night (USD)VRBO
From $435 per night (USD)VRBO
Beautiful Ocean Front 2 bedroom Condo on Boardwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Enjoy the beach and ocean from this tri-level condo directly on the boardwalk. We are located close to shops, restauran ...
From $435 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 $366 per night (USD)VRBO
At Mosaic Life Escapes we offer BAYFRONT HEAVENLY Views in Assateague Pointe.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Mosaic Life Escapes is an Assateague Pointe resort property where BAYFRONT is our back yard! Safe gated community home. ...
From $366 per night (USD)VRBO
From $451 per night (USD)VRBO
West Ocean City townhome next to Sunset Marina close to OC & Assateague Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful, well-appointed 3 BR townhome in Marina Cove development literally a stone's throw from the renowned Sunset Ma ...
From $451 per night (USD)VRBO
From $160 per night (USD)VRBO
☀️ASSATEAGUE POINTE COTTAGE⛱Pools/Crabbing/Playgrounds/close to Oc/Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
🦀⛱ ASSATEAGUE POINTE GATED COMMUNITY🏖👙 🎉 FREE Wi-Fi—Business Capable- 🎉 PRIVATE H ...
From $160 per night (USD)VRBO
From $416 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 $416 per night (USD)VRBO
From $278 per night (USD)VRBO
Bay Front Single Home - Assateague Pointe - In season weekly rental at 1,750
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bay front, private Jacuzzi, 2 community pools, 1000 foot fishing pier, washer & dryer, high speed internet, gated commun ...
From $278 per night (USD)VRBO
From $580 per night (USD)VRBO
Oceanfront Condo! Enjoy direct access to Boardwalk, the beach or walk to venues.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Golden Beach Condominium on the Boardwalk between 3rd and 4th street. Enjoy all the comforts of home in Unit ...
From $580 per night (USD)VRBO
From $455 per night (USD)Expedia
El Capitan Ocean Front - 2 BR/2BA 4th Street ON the Boardwalk! Linens Included!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a beautiful condominium on the top floor of the El Capitan. It's also an end unit so the natural light (and view ...
From $455 per night (USD)Expedia
From $365 per night (USD)VRBO
Modern Beachfront Suite 204
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: This 2 bedroom/1 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...
From $365 per night (USD)VRBO
From $441 per night (USD)Expedia
Modern Beachfront Suite 202
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: This 3 bedroom/1 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...
From $441 per night (USD)Expedia
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
From $421 per night (USD)Expedia
Modern Beachfront Suite 302
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: This 3 bedroom/1 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...
From $421 per night (USD)Expedia
From $247 per night (USD)VRBO
Apt F, 1 bed/1 bath.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Apartment F is 1 bedroom bayside apartment in ground level with some waterview, The apartment is fully furnished and loc ...
From $247 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 $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 $429 per night (USD)Expedia
🏖️Amazing! Large 4 Bedroom West OC Town House, Pool🏖️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Welcome to your new home away from home! Gather the extended family or group of friends together for a fantastic vacatio ...
From $429 per night (USD)Expedia
From $511 per night (USD)VRBO
🏖️Fabulous Ocean Front Unit Belmont Towers 503, Pool, Direct Ocean View🏖️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Oceanfront Perfection! Your dream vacation is here! Come enjoy your vacation in Belmont Towers 503, luxury condo overlo ...
From $511 per night (USD)VRBO
From $487 per night (USD)Expedia
Ocean city Getaway!!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Enjoy this beautiful newly remodeled, fully furnished 5 bedroom, 2 bath house just minutes from the public marina. The ...
From $487 per night (USD)Expedia
From $402 per night (USD)VRBO
🏖️AMAZING 4 Bd, West Ocean City 🏖️
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This unit offers partial week rentals in summer with Friday and Monday change over options. Flexible 3 weekday night or ...
From $402 per night (USD)VRBO
From $981 per night (USD)VRBO
West Ocean City Large Townhome
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Great Living space, short walk to the pool, outlet shopping and a short drive to beach/boardwalk, Casino and numerous Go ...
From $981 per night (USD)VRBO
From $160 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 $160 per night (USD)VRBO
From $271 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 $271 per night (USD)Expedia
From $441 per night (USD)VRBO
CATCHTHEWAVE!! And a discounted rate to get us started!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Catch the wave at this pet friendly cabin in the heart of Chincoteague. Within walking distance and biking distance of m ...
From $441 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 $413 per night (USD)VRBO
Newly Remodeled Condo - Steps to Beach & Boardwalk
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
This first floor, (no steps) condo is in a great location - just a short walk to the boardwalk and beach! This condo is ...
From $413 per night (USD)VRBO
From $664 per night (USD)Expedia
Harbor House Vacation Home - Plenty of Parking!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Enjoy your summer vacation stay in this large modern beach home with plenty of space for the entire family. Just minutes ...
From $664 per night (USD)Expedia
From $375 per night (USD)VRBO
Oceanfront on boardwalk, efficiency, pool, gym,steps to the beach,great location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Arrive early, park on the property, enjoy being close to all the fun and excitement of Ocean City Maryland. We are only ...
From $375 per night (USD)VRBO
From $375 per night (USD)Expedia
Oceanfront Efficiency direct ocean views pool, gym & near all
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Best location for parking your car on the property & walking a few steps to the beach, bike riding, the inlet, places to ...
From $375 per night (USD)Expedia
From $421 per night (USD)VRBO
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)VRBO
From $166 per night (USD)Expedia
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)Expedia
From $164 per night (USD)VRBO
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)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 $185 per night (USD)VRBO
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)VRBO
From $235 per night (USD)Expedia
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)Expedia
From $258 per night (USD)VRBO
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)VRBO
From $155 per night (USD)Expedia
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)Expedia
From $123 per night (USD)VRBO
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)VRBO
From $691 per night (USD)Expedia
Sea Bright 205-Bayside Downtown, Free WiFi, Elev, W/D, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This beautiful building and unit are located downtown in the heart of Old Town Ocean City. The secured building offers o ...
From $691 per night (USD)Expedia
From $173 per night (USD)VRBO
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)VRBO
From $165 per night (USD)Expedia
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)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 $280 per night (USD)Expedia
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)Expedia
From $824 per night (USD)VRBO
Surf Crest 101 - Pet Friendly Condo in a Great Downtown OCMD Location!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Crest 101 - Let the waves kiss your feet, and the sand be your seat! Have you been yearning for a little sun and s ...
From $824 per night (USD)VRBO
From $665 per night (USD)Expedia
Belmont Towers 405 - A Luxury Vacation Experience
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Belmont 405 - Life is Better in Flip Flops! Day to day life gets busy, isn’t it time to make some of those unforgettabl ...
From $665 per night (USD)Expedia
From $498 per night (USD)VRBO
Somerset on 2nd - Gorgeous Condo right on the Historic OCMD Boardwalk!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Somerset at 2nd 202 - Heaven seems a little closer when you’re sitting by the Ocean! The waves crashing on the Shore, b ...
From $498 per night (USD)VRBO
From $457 per night (USD)Expedia
Seaside Village 4-Spacious family home in West OC!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Looking for the Luxury OCMD Vacation of your dreams? Look no further than Seaside Village 4, a hidden Treasure right in ...
From $457 per night (USD)Expedia
From $509 per night (USD)VRBO
Bayfront, 3 bedroom, downtown with outdoor pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
White Marlin 411B – Recently renovated and fully equipped, this 3-bedroom, 2-bath condo is perfectly located in the hear ...
From $509 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 $511 per night (USD)VRBO
Bay-view townhome with pool & private outdoor living - walk to dining
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Sand Bar at Seaside Village Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $511 per night (USD)VRBO
Click For PricingExpedia
Boardwalk One - Ocean View Studio!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Boardwalk One is located directly on the boardwalk and beach in Ocean City, MD. The location is right in the heart of th ...
Click For PricingExpedia
From $324 per night (USD)VRBO
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)VRBO
From $432 per night (USD)Expedia
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)Expedia
From $296 per night (USD)VRBO
White Marlin - Adorable bayfront condo. downtown OC with outdoor pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
White Marlin 103B - Direct bayfront! All the comforts of home await you in this charming one bedroom 1.5 bath condo, inc ...
From $296 per night (USD)VRBO
From $373 per night (USD)Expedia
Luxury 3 bedroom condo on the Boardwalk
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Belmont Towers 301 is a well-appointed direct oceanfront three bedroom, three bath south end unit condo located in a lux ...
From $373 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 $321 per night (USD)Expedia
🏖️ Downtown 🐶 Pet Friendly 🐳 2 Bedroom 🐬 Pool 🐚 WiFi 🦞 Beach - 2 blocks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
*****Sorry we don’t rent to High School Seniors***** New for 2024: * Each bedroom has new mattresses * Dishwasher ...
From $321 per night (USD)Expedia
From $438 per night (USD)VRBO
Downtown townhome with bay views, private balconies, AC, & W/D
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Alexander 202-B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $438 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 $301 per night (USD)VRBO
Charming Beach Bungalow within 3 blocks to Boardwalk and Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming and comfortable vintage beach bungalow in old OC just a couple blocks walk to the beach and boardwalk. There's ...
From $301 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 $1192 per night (USD)Expedia
⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED Spectacular Direct OCEANFRONT ...
From $1192 per night (USD)Expedia
From $261 per night (USD)VRBO
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)VRBO
From $248 per night (USD)Expedia
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)Expedia
From $598 per night (USD)VRBO
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)VRBO
From $296 per night (USD)Expedia
🌅🎢Bungalow 1 block to boardwalk on 4th st!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Last original petite 1940 cottage at the beach. 300sqft. 2 blocks off the boardwalk, 1 block to the bay, skate park, tal ...
From $296 per night (USD)Expedia