Berlin Vacation Rentals

Compare 23 vacation rentals.
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Make Berlin your next getaway

Discover the charm of Berlin, Maryland, a picturesque town known for its historic buildings, vibrant arts scene, and welcoming community. Stroll along the tree-lined streets of downtown Berlin and admire the beautifully preserved 19th-century architecture, browse unique boutiques, art galleries, and antique shops, or enjoy a meal at one of the cozy cafes or restaurants.

Explore Berlin house rentals, townhouses, duplexes, and more

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House rentals

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Townhouses

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Duplexes

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Berlin vacation rentals for every getaway

Popular
Internet Pool Electric vehicle charger
Winery Getaway at Mariner’s Conclusion
3 Bed | 2.5 Bath | Sleeps 16

Winery Getaway at Mariner’s Conclusion - Berlin, MD

$331 avg / night
(excludes fees and taxes)
4.0 (26)
A Watertown Getaway
4 Bed | 4 Bath | Sleeps 12

A Watertown Getaway - Berlin, MD

$225 avg / night
(excludes fees and taxes)
4.89 (19)
Bayside Bliss
4 Bed | 2.5 Bath | Sleeps 10

Bayside Bliss - Berlin, MD

$321 avg / night
(excludes fees and taxes)
5.0 (11)
Assateague Pointe - 12401 Windlass Way
2 Bed | 1 Bath | Sleeps 6

Assateague Pointe - 12401 Windlass Way - Berlin, MD

$158 avg / night
(excludes fees and taxes)
4.19 (26)
Sea Oaks Village 12442 #5
3 Bed | 3.5 Bath | Sleeps 6

Sea Oaks Village 12442 #5 - Berlin, MD

$229 avg / night
(excludes fees and taxes)
4.75 (4)

View 18 more homes

Recent Berlin vacation rental reviews

The house is beautifully furnished with every possible amenity. Plenty of room for multiple guests. Beautiful clubhouse on the property with indoor and outdoor pools, game room, kitchen, community room. We took a peaceful stroll out onto the crabbing pier. The development is situated in the charming town of Berlin. Short drive to see the wild horses in their natural environment. Many restaurants and outlets nearby. A beautiful retreat in which we recharged our batteries. We love it here and hope to return.
Deb V. | Nov 2025
What a wonderful off season trip to this gem of a place! Heron Bay Hideaway is perfect in every way. It is a new build equipped with everything you need for a comfortable stay. The location is perfectly between the excitement of Ocean City and the tranquility of Assateague Island. We loved the choice of beaches nearby. Loved this place!
Christy A. | Nov 2025
The house was clean, large, with a good mix of common space and privacy for my family. The location was just what I wanted and renting was easy. I would rent again.
Cynthia S. | Nov 2025
Berlin Frequently Asked Questions

Yes. 2073 of our Berlin vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Berlin vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Berlin team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Berlin, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Berlin, Maryland?

Located on Maryland’s Eastern Shore, Berlin is just a short drive from the sandy beaches of Ocean City and Assateague Island National Seashore. This quaint town offers a peaceful retreat from the hustle and bustle of city life, while still providing easy access to the coastal attractions and outdoor activities of the region.

Things to do in Berlin

Immerse yourself in the vibrant arts and culture scene of Berlin by exploring the numerous art galleries, attending local events and festivals, or taking a historic walking tour of the town. Outdoor enthusiasts can enjoy kayaking or paddleboarding on the nearby rivers and bays, cycling along scenic trails, or birdwatching in the surrounding nature reserves. Don’t miss the weekly farmers’ market for fresh local produce and artisanal goods.

Explore our vacation rentals in Berlin, Maryland

Plan your getaway to Berlin, Maryland, and experience the perfect blend of small-town charm, cultural richness, and natural beauty. Whether you’re looking for a relaxing retreat or an adventure-filled vacation, Berlin has something for everyone to enjoy.