Specials on Chincoteague Is. Rentals
528 properties available
Golden Sands 407 is a 2 Bedroom/2 Bath Condo that has everything you need to make precious family memories year after year! The family-friendly Golden Sands Building is located in the heart of Ocean City, with Amenities that are nothing short of amazing! Featuring an Indoor Pool and Fitness Center on the 22nd floor, as well as a seasonal Recreation
Golden Sands 407
Condominium
$128 - $870 / per night
2
bedrooms
2
baths
6
guests
Hawaiian Village 108 - Let the waves kiss your feet, and the sand be your seat!Have you been yearning for a little sun and sand? Perhaps a Beach Break that won’t break the bank? If you can make the time, we certainly have the place! Hawaiian Village 108 is a delightful Condo in quiet North OCMD. With a great uptown, Ocean Block Location, you are cl
Hawaiian Village 108
Condominium
$109 - $452 / per night
1
bedroom
2
baths
4
guests
Welcome to the Wonderful Waterfront Condo, Baywatch II 301B, in super popular and Family-friendly Heron Harbour! This gorgeous Bayfront Community has it all - a short stroll to the Beach, 3 Outdoor Pools, and amazing Water Views. Everything you need for the perfect Ocean City, Maryland getaway! Located just off 120th Street in OCMD, Heron Harbour i
Baywatch II 301B at Heron Harbour
Condominium
$175 - $500 / per night
3
bedrooms
2
baths
8
guests
Sea Gate 707 - Life’s always better at the Beach!Sea Gate 707 is a bright and beautiful 1 Bedroom/1 Bath home that has it all for the family looking to get away and reconnect! Comfortably sleeping 4 adults and 2 children, you will love this beautiful, open layout from the moment you walk in. As you enter you will first find the Bedroom, this serene
Sea Gate 707
Condominium
$100 - $348 / per night
1
bedroom
1
bath
6
guests
Salty air breezes and the sweet serenity of pond-front living await you at The Pearl at Grand Bay. This Newly Remodeled End Unit Townhome has it all - magnificent Water Views, and a stunning interior. Located on the ever-popular East Side, you can have the Chincoteague Vacation you’ve been dreaming of at a very family-friendly price tag - and even
The Pearl at Grand Bay
Town House
$99 - $266 / per night
2
bedrooms
2
baths
8
guests
Harbor Breeze 58 is everything a small family looking to get away could ask for and all at a family friendly price tag! This lovely 2nd floor walk up Condo features 1 Bedroom and 2 Full Baths, sleeping only 4 adults and 2 children comfortably. Even better, Harbor Breeze 58 allows you to avoid the weekend traffic by offering mini week stays! While c
Harbor Breeze 58
Condominium
$89 - $607 / per night
1
bedroom
2
baths
6
guests
Expanded Deck and Boardwalk!You know that favorite song that just stays with you - the one you long to hear again and again? This is the feeling you will get while staying at Rhythm and Blues on beautiful Chincoteague Island. Tucked away on the East Side, this Charming Chalet will steal your heart. Located only steps from the Public Boat Launch and
Rhythm & Blues
House
$105 - $325 / per night
3
bedrooms
2
baths
7
guests
Welcome to Bonneau’s Beach House, where you will make lasting family memories where salty breezes, sandy toes, and unhurried days at the beach bring everyone together!This phenomenal End-Unit Townhome is located in a wonderful little community, Silver Sails. One of the most unique and wonderful features of this Neighborhood is that it has a spectac
Bonneau's Beach House
Town House
$125 - $400 / per night
3
bedrooms
2
baths
8
guests
Sea Gate G2 is a bright, beautifully renovated 1 Bedroom/2 Bath vacation home perfect for a family getaway. With an open layout, gorgeous plank flooring, and a clean crisp decor, this stunning home comfortably accommodates 4 adults and 1 child. The Bedroom has been updated with a plush King Bed, Flat Screen TV, and Private Attached Bath that has be
Sea Gate G2
Condominium
$120 - $433 / per night
1
bedroom
2
baths
5
guests
Dreaming of your next unforgettable family beach vacation in OCMD? Look no further than Sea Gate 308, a beautifully appointed 1 Bedroom, 1 Bath Oceanfront Condo, sleeping 4 adults and 2 kids, that perfectly blends coastal charm with all the modern comforts you desire. This vibrant retreat, adorned with beachy blues and a cool, coastal decor, offers
Sea Gate 308
Condominium
$284 - $623 / per night
1
bedroom
1
bath
6
guests
Summer Beach 706 - Isn’t it time for you to take in a little Vitamin Sea?!Nestled in a wonderful and timeless family Community right on the Beach in Ocean City, Maryland, Summer Beach 706 is the perfect fun family getaway! This beautifully renovated Condo has great Amenities such as a refreshing Outdoor Pool, Secure Building, and close proximity to
Summer Beach 706
Condominium
$150 - $646 / per night
2
bedrooms
2
baths
6
guests
Sunny Shack - The Best Days are Beach Days..…..Welcome to Sunny Shack on wild and wonderful Chincoteague Island! This stunning Waterfront Dream Home is brand new to the Seaside Vacations’ Family, but has been a fan-favorite Vacation Rental for years!Ahhhh, South Main Street - if you aren’t familiar, South Main is home to some of THE most amazing Su
Sunny Shack
Town House
$145 - $425 / per night
3
bedrooms
2
baths
10
guests
Tell us what you're looking for and someone will contact you with available options.
Copyright © 2026 • Seaside Vacations & Sales
All Rights Reserved.