Pet Friendly Rentals
Seaside Vacation Rentals provides families with a wide selection of Chincoteague rentals, some even that are Pet Friendly! Now you don't have to leave anyone behind on your next vacation; bring your family dog with you. The entire family can enjoy the Chincoteague shoreline, several pet friendly establishments, and a well-deserved vacation.
Each Chincoteague Island Vacation rental provides your family with quality amenities, spacious rooms, and prime location to all of Chincoteague's attractions, dining, and shopping, Choose from 2-4 bedroom rentals...all pet friendly.
Browse below and start planning your next Chincoteague vacation today!
64 properties available
Big Updates in 2021! New Queen Bed, New Twin Bunks, Daybeds in Sunroom, New Flooring, New Detached Screen Room, and more! Welcome to Safe Harbor on magical Chincoteague Island - the perfect place to relax, rewind, and reconnect. This adorable Dog-Friendly Cottage simply oozes that quintessential Chincoteague Charm you love so much, while giving you
Safe Harbor
Cottage
$75 - $200 / per night
2
bedrooms
1
bath
6
guests
You work hard all year long. When the time is right, you’re looking for just the right place to slow down, and spend some hard earned quality time with the ones who matter most in your life. Well, look no further! We have the place you’ve been dreaming about! 700 Gulf Stream is an absolutely beautiful 3 Bedroom/2 Bath home tucked back in Ocean City
700 Gulf Stream
House
$168 - $525 / per night
3
bedrooms
2
baths
9
guests
Changes in Latitude, Changes in Attitude…..As Jimmy Buffet would say, welcome to One Particular Harbor! And just as his music has a way of relaxing and rejuvenating us, so does this fabulous Vacation Home in the heart of Chincoteague Island. This absolutely adorable Cottage is not only Pet Friendly (see restrictions below), it’s in an awesome locat
One Particular Harbour
House
$110 - $350 / per night
3
bedrooms
1
bath
10
guests
Welcome to Ocean East 1 on the Eastside of Chincoteague Island. This lovely End-Unit Townhome has it all - a comfortable layout, sweeping Views of the Assateague Channel and Lighthouse, Water Access, and even welcomes your well-trained Family Dog!As you enter Ocean East 1, all eyes will be on your breathtaking Views - you can already feel yourself
Ocean East 1
Town House
$90 - $325 / per night
3
bedrooms
2
baths
8
guests
Just a short stroll from the Boardwalk is Parrot Bay Townhouse 28, a charming 3 Bedroom/2.5 Bath Beach Home comfortably sleeping up to 10. Upon entering, it will instantly bring back memories of Ocean City days long ago. You will love the bright, Beachy Decor and layout of the 1st floor Living Room, Dining Area, and Kitchen - make the most of qual
Parrot Bay Townhouse 28
Town House
$155 - $620 / per night
3
bedrooms
2
baths
10
guests
Welcome to beautiful Sunset Bay Villas on the Chincoteague Bay - a Water Lover’s Paradise! These gorgeous condos sit directly on the Bay with stunning Views of the Bay, Drawbridge, and the best Sunsets to be found. Lounge by the Bayfront Pool and watch Herons and Egrets frolic over the water. Try your hand at crabbing or fishing from the Community
Sunset Bay Villa 310 - Nauti Girl
Condominium
$150 - $475 / per night
3
bedrooms
2
baths
6
guests
Sunsets are proof that no matter what happens, every day can end beautifully - and there is no better place to take in one of our famous Chincoteague Sunsets than fabulous Waterfront Wonder (formerly Sunset Foals). With gorgeous Newly Refinished, but still Historic, Hardwood Floors, and other upgrades, Waterfront Wonder still oozes the quintessenti
Waterfront Wonder
House
$112 - $535 / per night
3
bedrooms
2
baths
8
guests
Wind Rose has some great updates for 2024 including a New Outdoor Shower and Arcade1Up Pac-Man Legacy Machine with 12 different games! Now Dog Friendly with a $100 Pet Fee!Wanderlust - "a strong desire or urge to wander or travel and explore the world." Have YOU experienced the beauty and wonder of Chincoteague Island yet? Beautiful Wind Rose is th
Wind Rose
House
$100 - $275 / per night
3
bedrooms
1
bath
7
guests
In the heart of Ocean Pines awaits the family vacation home you have been dreaming of! 36 Rabbit Run Lane is a fabulous and recently updated home on a quiet street that still offers all of the wonderful amenities and serenity that Ocean Pines has to offer. Ocean Pines boasts a plethora of dining and activities for all ages right within the communit
36 Rabbit Run Lane
House
$125 - $360 / per night
3
bedrooms
2
baths
6
guests
Lily Pad has had some BIG updates this year - New Flooring in the Kitchen, New Furnishings, New Washer and Dryer, and the addition of a Dishwasher!Lily Pad on beautiful Chincoteague Island is the perfect place to make your Vacation Dreams come true. This adorable and affordable Vacation Home is located on the ever-popular East Side, tucked on a qui
Lily Pad
House
$85 - $295 / per night
3
bedrooms
1
bath
6
guests
Good Vibes happen on the Tides…..Welcome to High Tide Hideaway - Brand New Construction in July 2023! Tucked in the very heart of our Little Island by the Sea on Church Street, you’re close to everywhere you want to be. Downtown Main Street Shops and Restaurants are just a short stroll away, as is our famous Farmers Market! You’ll love wandering do
High Tide Hideaway
House
$150 - $395 / per night
3
bedrooms
2
baths
10
guests
Carriage House - Relax, Rejuvenate, and Reconnect……The best things in Life are the people you love, the places you go, and the Memories you make! If you’ve been looking for that special place to make incredible Vacation Memories, you’re going to fall in love with beautiful Carriage House in Oyster Bay II! AND, your family dog (2 max) is welcome wit
Carriage House
House
$195 - $500 / per night
4
bedrooms
3
baths
12
guests
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