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Assateague Island National Seashore Rentals

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Results: 968 Rentals

  • Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil
    From $177 per night (USD)

    VRBO

    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 $177 per night (USD)

    VRBO

    Details
  • A fabulous Pet-Friendly home that sleeps 10 in 4 Bedrooms, with a Private Pool!
    From $348 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 $348 per night (USD)

    Expedia

    Details
  • Belmont Towers 405 - A Luxury Vacation Experience
    From $502 per night (USD)

    VRBO

    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 $502 per night (USD)

    VRBO

    Details
  • Somerset on 2nd - Gorgeous Condo right on the Historic OCMD Boardwalk!
    From $425 per night (USD)

    Expedia

    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 $425 per night (USD)

    Expedia

    Details
  • Seaside Village 4-Spacious family home in West OC!
    From $395 per night (USD)

    VRBO

    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 $395 per night (USD)

    VRBO

    Details
  • Huge private 4 Bedroom Home in an enriched amenity community with indoor pool!
    From $626 per night (USD)

    Expedia

    Huge private 4 Bedroom Home in an enriched amenity community with indoor pool!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    Welcome to your perfect family retreat! This expansive private home offers an ideal setting for creating lasting memorie ...

    From $626 per night (USD)

    Expedia

    Details
  • Only 5 min. from the Beach!
    From $82 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 $82 per night (USD)

    VRBO

    Details
  • Surf Crest 101 - Pet Friendly Condo in a Great Downtown OCMD Location!
    From $227 per night (USD)

    Expedia

    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 $227 per night (USD)

    Expedia

    Details
  • Find your 'Sea Treasure' on Chincoteague Island!
    From $148 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 $148 per night (USD)

    VRBO

    Details
  • Painted Pony Cottage - Pet Friendly!
    From $132 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 $132 per night (USD)

    Expedia

    Details
  • Seaside Serendipity on Chincoteague Island!
    From $178 per night (USD)

    VRBO

    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 $178 per night (USD)

    VRBO

    Details
  • Find your peace at One Peace Cottage
    From $147 per night (USD)

    Expedia

    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 $147 per night (USD)

    Expedia

    Details
  • Oyster Bay Hideaway on Chincoteague Island!
    From $146 per night (USD)

    VRBO

    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 $146 per night (USD)

    VRBO

    Details
  • Welcome to Paradise!!
    From $230 per night (USD)

    Expedia

    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 $230 per night (USD)

    Expedia

    Details
  • Serendipity on Chincoteague - The perfect getaway!
    From $174 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 $174 per night (USD)

    VRBO

    Details
  • Sugar Shores - A sweet Vacation awaits you!
    From $195 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 $195 per night (USD)

    Expedia

    Details
  • Sunny Shack on Chincoteague Island!
    From $235 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 $235 per night (USD)

    VRBO

    Details
  • Shore Beats Work - Affordable and Great Location!
    From $136 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 $136 per night (USD)

    Expedia

    Details
  • Sunrise Serenade - AMAZING Views!
    From $115 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 $115 per night (USD)

    VRBO

    Details
  • starbright Cottage - Perfect Location and Pet Friendly!
    From $217 per night (USD)

    Expedia

    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 $217 per night (USD)

    Expedia

    Details
  • Luxury Townhome WestOC -4 BRS / golf / asssateague
    From $559 per night (USD)

    VRBO

    Luxury Townhome WestOC -4 BRS / golf / asssateague

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Summary: This luxurious 2,700 foot sq. foot townhouse is the perfect place to enjoy golf, fishing, or enjoying nearby at ...

    From $559 per night (USD)

    VRBO

    Details
  • Sea Bright 205-Bayside Downtown, Free WiFi, Elev, W/D, AC
    From $1570 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 $1570 per night (USD)

    Expedia

    Details
  • Have a \Shell of a Time\ on Chincoteague Island!
    From $160 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 $160 per night (USD)

    VRBO

    Details
  • Inviting condo near the beach with balcony, central AC, & full kitchen
    From $173 per night (USD)

    Expedia

    Inviting condo near the beach with balcony, central AC, & full kitchen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Sea Foam 7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...

    From $173 per night (USD)

    Expedia

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  • Comfortable condo near the beach & downtown with private balcony
    From $174 per night (USD)

    VRBO

    Comfortable condo near the beach & downtown with private balcony

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Sea Foam 6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...

    From $174 per night (USD)

    VRBO

    Details
  • Wonderview 208 - Breathtaking Channel Views!
    From $164 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 $164 per night (USD)

    Expedia

    Details
  • The Pearl at Grand Bay on Chincoteague Island!
    From $168 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 $168 per night (USD)

    VRBO

    Details
  • K and S Paradise on Chincoteague Island!
    From $191 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 $191 per night (USD)

    Expedia

    Details
  • True Ocean Front
    From $687 per night (USD)

    VRBO

    True Ocean Front

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Stay on the beach with unobstructed ocean views and beautiful sun rises from your own private balcony. Access to Ocean C ...

    From $687 per night (USD)

    VRBO

    Details
  • Enjoy all that Chincoteague has to offer! Bbb bbb.
    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)

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    Details
  • 2 Bedroom-Downtown-Near Boardwalk-Laundry-TVs-WiFi
    From $200 per night (USD)

    VRBO

    2 Bedroom-Downtown-Near Boardwalk-Laundry-TVs-WiFi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Two Angels | 2BR Condo in Downtown Ocean City | Walk to Beach & Boardwalk | Pool + Parking | Sleeps 6 Stay in the heart ...

    From $200 per night (USD)

    VRBO

    Details
  • Catch of the Day on Chincoteague Island!
    From $201 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 $201 per night (USD)

    Expedia

    Details
  • The Coastal Retreat you've been longing for!
    From $274 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 $274 per night (USD)

    VRBO

    Details
  • Channel View Charmer - Water Views and Pet Friendly!
    From $155 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 $155 per night (USD)

    Expedia

    Details
  • George's Retreat - Tucked away, yet close to the Beach!
    From $138 per night (USD)

    VRBO

    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)

    VRBO

    Details
  • Island Retreat - Lovely Marsh Views and Pet Friendly!
    From $139 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 $139 per night (USD)

    Expedia

    Details
  • Lighthouse Overlook - Amazing Views!
    From $226 per night (USD)

    VRBO

    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 $226 per night (USD)

    VRBO

    Details
  • Whelks on Willow - Private Pool!
    From $291 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 $291 per night (USD)

    Expedia

    Details
  • Comfortable home with tennis court, jetted tub, pool, W/D, patio, & full kitchen
    From $213 per night (USD)

    VRBO

    Comfortable home with tennis court, jetted tub, pool, W/D, patio, & full kitchen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Assateague Pointe - Yardarm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...

    From $213 per night (USD)

    VRBO

    Details
  • PonyTime - 4BR WATERFRONT home in Oyster Bay. Dock,decks,Hot Tub,NO LINENS
    From $408 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) {2Q,2T, Bunk Q/T} Amenities: Central A/C, WiFi, Microwave, W/D, Dishwasher, hot tub, fir ...

    From $408 per night (USD)

    Expedia

    Details
  • A Shore Joy - Private Pool - Waterfront with Pier!
    From $527 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 $527 per night (USD)

    VRBO

    Details
  • ⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️
    From $315 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 $315 per night (USD)

    Expedia

    Details
  • Sunkissed Bliss - 2BR Townhouse - Close to Beach, NO LINENS
    From $192 per night (USD)

    VRBO

    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)

    VRBO

    Details
  • Sea Glass - 3BR Water Front w/floating dock. LINENS AND TOWELS PROVIDED
    From $342 per night (USD)

    Expedia

    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)

    Expedia

    Details
  • Sandy Bottoms on Chincoteague Island!
    From $231 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 $231 per night (USD)

    VRBO

    Details
  • Sandy Gem- Waterfront Cottage w/ Sunset Views & Private Dock
    From $237 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 $237 per night (USD)

    Expedia

    Details
  • Charming Beach Bungalow within 3 blocks to Boardwalk and Beach
    From $283 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 $283 per night (USD)

    VRBO

    Details
  • Newly Remodeled Condo - Steps to Beach & Boardwalk
    From $341 per night (USD)

    Expedia

    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 $341 per night (USD)

    Expedia

    Details
  • Harbor House Vacation Home - Plenty of Parking!
    From $664 per night (USD)

    VRBO

    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)

    VRBO

    Details
  • Oceanside Two Bedroom Apartment Families/ Friends Welcome
    From $230 per night (USD)

    VRBO

    Oceanside Two Bedroom Apartment Families/ Friends Welcome

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Right in the heart of Ocean City. Literally just steps from the beach and boardwalk this 2 bedroom apartment offers a ho ...

    From $230 per night (USD)

    VRBO

    Details
  • Bay-view townhome with pool & private outdoor living - walk to dining
    From $401 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 $401 per night (USD)

    VRBO

    Details
  • Boardwalk One - Ocean View Studio!
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    Expedia

    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 Pricing

    Expedia

    Details
  • Bayfront, 3 bedroom, downtown with outdoor pool!
    From $487 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 $487 per night (USD)

    VRBO

    Details
  • Perfect Beach Getaway Apartment
    From $415 per night (USD)

    VRBO

    Perfect Beach Getaway Apartment

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    14

    Right in the heart of OC downtown! This spacious, renovated beach style apartment is the perfect getaway for anyone look ...

    From $415 per night (USD)

    VRBO

    Details
  • Chincoteague Island Creekside Cottage
    From $258 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 $258 per night (USD)

    VRBO

    Details
  • Cozy 3 BDR Apartment. Welcome families/group of friends#60
    From $560 per night (USD)

    VRBO

    Cozy 3 BDR Apartment. Welcome families/group of friends#60

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    14

    Right in the heart of OC downtown! This spacious, renovated beach style apartment is the perfect getaway for anyone look ...

    From $560 per night (USD)

    VRBO

    Details
  • Spacious 4 BDR Beach Apartment, Families/Friends/Groups Welcome
    From $444 per night (USD)

    VRBO

    Spacious 4 BDR Beach Apartment, Families/Friends/Groups Welcome

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    14

    Just steps from the beach and boardwalk right in the heart of Ocean City. This beach style apartment offers a cozy and c ...

    From $444 per night (USD)

    VRBO

    Details
  • 🏖️ Downtown 🐶 Pet Friendly 🐳 2 Bedroom 🐬 Pool 🐚 WiFi 🦞 Beach - 2 blocks
    From $322 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 $322 per night (USD)

    Expedia

    Details
  • Downtown townhome with bay views, private balconies, AC, & W/D
    From $418 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 $418 per night (USD)

    VRBO

    Details
  • Cozy Little Cottage on chincoteague island va.
    From $119 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 $119 per night (USD)

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  • Perfect location!  Downtown Ocean City
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    Perfect location! Downtown Ocean City

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This charming 2-bedroom condo is perfectly located in Ocean City to take full advantage of the beach lifestyle. Imagine ...

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  • Piney Island Paradise - Waterfront; Pier & Patio!
    From $311 per night (USD)

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    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 $311 per night (USD)

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  • Summer's Sea Shanty on Chincoteague Island
    From $432 per night (USD)

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    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)

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  • White Marlin - Adorable bayfront condo. downtown OC with outdoor pool
    From $216 per night (USD)

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    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 $216 per night (USD)

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  • Luxury 3 bedroom condo on the Boardwalk
    From $333 per night (USD)

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    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 $333 per night (USD)

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  • Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
    From $136 per night (USD)

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    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 $136 per night (USD)

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  • Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
    From $86 per night (USD)

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    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 $86 per night (USD)

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  • Lookout on Main - Your Waterfront Wonderland!
    From $542 per night (USD)

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    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 $542 per night (USD)

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  • Home in private gated community - Assateague Pointe/tons of fun amenities
    From $190 per night (USD)

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    Home in private gated community - Assateague Pointe/tons of fun amenities

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This recently renovated 2-bedroom home in Assateague Pointe is thoughtfully appointed and exudes a beachy charm througho ...

    From $190 per night (USD)

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  • Oyster Catcher - Pet friendly; Deep water access!
    From $534 per night (USD)

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    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 $534 per night (USD)

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  • 🌅🎢Bungalow 1 block to boardwalk on 4th st!
    From $296 per night (USD)

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    🌅🎢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)

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  • Boardwalk Bungalow | Whole House Downtown OC
    From $406 per night (USD)

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    Boardwalk Bungalow | Whole House Downtown OC

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: You want to be right in the middle of the action? Wait until you see this downtown Ocean Side beach cottage wit ...

    From $406 per night (USD)

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  • Updated waterfront condo with washer/dryer, central AC, & seasonal pool
    From $257 per night (USD)

    VRBO

    Updated waterfront condo with washer/dryer, central AC, & seasonal pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    White Marlin 202A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $257 per night (USD)

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  • South Beach Boardwalk Condo
    From $1048 per night (USD)

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    South Beach Boardwalk Condo

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Experience the ultimate beach retreat at our 3BD/3BA condo in the sought-after South Beach building of Ocean City, MD. ...

    From $1048 per night (USD)

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  • Chincoteague Pony Penning Hideaway
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    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 ...

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  • Lost Pearl
    From $256 per night (USD)

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    Lost Pearl

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Comfortable home on a quiet street. Conveniently located close to town and Memorial Park. Great for a family vacation. ...

    From $256 per night (USD)

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  • EVENTIDE on Chincoteague Island!
    From $261 per night (USD)

    VRBO

    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 $261 per night (USD)

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    Details
  • Happy Ours- Firepit, Close to Beach!
    From $231 per night (USD)

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    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 $231 per night (USD)

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  • Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!
    From $179 per night (USD)

    VRBO

    Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to the Boho Beach Cottage, located in the heart of West Ocean City. Where elegant boho style meets the beach. Th ...

    From $179 per night (USD)

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  • Driftwood-  Close to Beach!!
    From $281 per night (USD)

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    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 $281 per night (USD)

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  • Gather family/friends here! Poker table, foosball, Aracde machine and much more!
    From $534 per night (USD)

    VRBO

    Gather family/friends here! Poker table, foosball, Aracde machine and much more!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    15

    This is truly a vacation dream home! Leaving the neighborhood to the right is Ocean City, ride the waves or build sand c ...

    From $534 per night (USD)

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  • Sunset Breeze - Waterfront!
    From $254 per night (USD)

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    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 $254 per night (USD)

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  • House with Bayview, Walk to the Beach & Boardwalk
    From $862 per night (USD)

    VRBO

    House with Bayview, Walk to the Beach & Boardwalk

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    15

    Large House just short walk from the Boardwalk and Beach. Large 5-BR, 2BA House located in Downtown Ocean City on 7th St ...

    From $862 per night (USD)

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  • Riptide’s Crossing:  A waterfront getaway w/deep water dock and incredible views
    From $352 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 $352 per night (USD)

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  • Summer Creek - Waterview - Shared Dock, LINENS & TOWELS
    From $146 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 $146 per night (USD)

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  • OCHG Oceanfront Villa 3
    From $383 per night (USD)

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    OCHG Oceanfront Villa 3

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    20

    Summary: Close to all the action is this 5 bedroom 3 bath apartment. This place is perfect for family and friends that e ...

    From $383 per night (USD)

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  • Somerset at 2nd 401 is a Family beach escape in a Dream location!
    From $495 per night (USD)

    VRBO

    Somerset at 2nd 401 is a Family beach escape in a Dream location!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Somerset at 2nd 401 - Live in the sunshine, swim in the sea, drink in the wild air! Life at the Beach, the waves crashi ...

    From $495 per night (USD)

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  • 107 Somerset Ave., Unit 301, Ocean City, Maryland
    From $584 per night (USD)

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    107 Somerset Ave., Unit 301, Ocean City, Maryland

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy a true beach experience for this year's vacation in this beautiful, large, end unit in Bel Mare with four balconie ...

    From $584 per night (USD)

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  • Lovely 2 Bedroom condo closer to Downtown and view of the Bay
    From $232 per night (USD)

    VRBO

    Lovely 2 Bedroom condo closer to Downtown and view of the Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    A perfect location for a perfect vacation. This property's unique location is located across the street from the new 4t ...

    From $232 per night (USD)

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  • Beechnut Villa-Waterfront-Cozy
    From $280 per night (USD)

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    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 $280 per night (USD)

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  • Downtown Boardwalk Charmer
    From $410 per night (USD)

    VRBO

    Downtown Boardwalk Charmer

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    This four bedroom, four bathroom apartment comes equipped with color 5 TV's, Free WIFI, window air conditioning, washer/ ...

    From $410 per night (USD)

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  • Experience Old Town Ocean City
    From $373 per night (USD)

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    Experience Old Town Ocean City

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Columbus Villa 108 is located on 6th Street and is directly on the boardwalk oceanfront. This 3 Bedroom plus den, 2 bath ...

    From $373 per night (USD)

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  • Swordfish Beach House
    From $1116 per night (USD)

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    Swordfish Beach House

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Discover luxury at our 5-bedroom beachfront property, designed for ultimate comfort and elegance. Boasting a modern kitc ...

    From $1116 per night (USD)

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  • Family-sized townhome in Berlin. 8 minute drive to Assateague Island.
    From $601 per night (USD)

    Expedia

    Family-sized townhome in Berlin. 8 minute drive to Assateague Island.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Large fully stocked kitchen. Incredible family room with sofa bed, shuffleboard table and game table. Short drive to Oce ...

    From $601 per night (USD)

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  • Downtown 2 Bedroom White Marlin Condo short walk to the Beach and Boardwalk!
    From $477 per night (USD)

    VRBO

    Downtown 2 Bedroom White Marlin Condo short walk to the Beach and Boardwalk!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Fantastic property for a family getaway! Perfectly located The White Marlin complex is walking distance to many food fun ...

    From $477 per night (USD)

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  • OCHG Bay Mist Bottom
    From $290 per night (USD)

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    OCHG Bay Mist Bottom

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Classic Ocean City beach cottage with bay views! This charming bottom floor condo has all you need to complete ...

    From $290 per night (USD)

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  • OCHG Bay Mist House S
    From $335 per night (USD)

    VRBO

    OCHG Bay Mist House S

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    Summary: Lovely beach bungalow with beautiful bay views. This classic beach house is located in downtown Ocean City step ...

    From $335 per night (USD)

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  • OCHG Bay Mist Top Sum
    From $304 per night (USD)

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    OCHG Bay Mist Top Sum

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Beautiful 2 second floor condo in a charming Ocean City cottage! This 2 bedroom condo features serene bay views ...

    From $304 per night (USD)

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  • Four Bedroom West Ocean City Home with Pool
    From $864 per night (USD)

    VRBO

    Four Bedroom West Ocean City Home with Pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    The Space: Plenty of space for the whole family in this coastal-inspired West Ocean City home. This home offers four be ...

    From $864 per night (USD)

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  • Charming cottage near the boardwalk & beach with AC, WiFi, kitchen
    From $247 per night (USD)

    Expedia

    Charming cottage near the boardwalk & beach with AC, WiFi, kitchen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Cottages on St Louis #2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...

    From $247 per night (USD)

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