
Assateague Island Vacation Rentals
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Our top choices for Assateague Island vacation rentals

1. Key West Cottages
Key West Cottages
2. Blufin Bungalows & Marina
Blufin Bungalows & Marina
3. Pet-friendly creekside cottage w/ backyard
Pet-friendly creekside cottage w/ backyard
4. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
5. Assateageue Inn 104 by Seaside Vacations & Sales
Assateageue Inn 104 by Seaside Vacations & Sales
6. Assateague Inn 111 by Seaside Vacations & Sales
Assateague Inn 111 by Seaside Vacations & Sales
7. Shore Point Cottages
Shore Point Cottages
8. Cozy 2-bedroom house in Chincoteague
Cozy 2-bedroom house in Chincoteague
9. The purple door at the bay.
The purple door at the bay.
10. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
11. Central Location~Walk 2 Dining! Beach Pass & Gear!
Central Location~Walk 2 Dining! Beach Pass & Gear!
12. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
13. Coastal Retreat - EV Charger - Near Marina & Beaches
Coastal Retreat - EV Charger - Near Marina & Beaches
14. Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
15. Assateague Inn 105 by Seaside Vacations & Sales
Assateague Inn 105 by Seaside Vacations & Sales
16. Assateague Inn 213 by Seaside Vacations & Sales
Assateague Inn 213 by Seaside Vacations & Sales
17. Assateague Inn 106 by Seaside Vacations & Sales
Assateague Inn 106 by Seaside Vacations & Sales
18. Comfortable cottage in gated community, 5 mins to OC and Assateague
Comfortable cottage in gated community, 5 mins to OC and Assateague
19. Assateague Inn 110 by Seaside Vacations & Sales
Assateague Inn 110 by Seaside Vacations & Sales
20. Assateague Inn 100 by Seaside Vacations & Sales
Assateague Inn 100 by Seaside Vacations & SalesFind vacation rentals that suit your style
Top Assateague Island Hotel Reviews

Grand Hotel Ocean City Oceanfront
Find out more about Assateague Island
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Assateague Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.
































































