Vacation rentals in Berlin

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Top-rated vacation rentals in Berlin

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Guest favourite

Condo in Berlin

4.98 out of 5 average rating, 103 reviews

Amazing Waterfront in Berlin, MD- Sea Breeze Suite

1 of 5 waterfront units (Drift Inn, Sea Breeze, Coconut Grove, Coral Tides, Day Break) located at The Inn on Turville Creek in West Ocean City. Perfect for outdoor lovers or a quiet escape. Bring your paddleboards, kayaks, or just enjoy the beautiful views from the comfort of your own patio. The Inn is located approximately 5 miles from downtown Ocean City and the town of Berlin, MD (voted America's Coolest Small Town) and ~10 miles from Assateague. Stunning sunsets right from your front patio!

Sep. 3 – 10

$309 CAD per night

Guest favourite

Guest suite in Berlin

4.94 out of 5 average rating, 66 reviews

The Burley Bungalow

Located in the “coolest small town in America,” this cozy getaway offers unparalleled access to the charms of Berlin’s Main Street and its many restaurants, shops, and galleries. A mere five-minute walk from Burley Oak Brewing Company, this one bedroom accommodation is also conveniently local to the beaches at Ocean City & Assateague Island. A private entrance and plenty of on-site conveniences ensure your stay in beautiful Berlin will be homey & delightful. Worcester County, MD License #3506

Oct. 4 – 11

$291 CAD per night

Guest favourite

Condo in Ocean Pines

4.96 out of 5 average rating, 106 reviews

Quiet Water View Condo

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Mar. 22 – 29

$209 CAD per night

Guest favourite

Home in Berlin

4.78 out of 5 average rating, 174 reviews

OC, Md great amenities in community, near beaches

MERMAID DREAMS where you can just have FUN or just RELAX. We are 5 miles out from OC and Assateague beaches. Our community, Assateague Pointe, is a beautiful gated community, with 2 great pools, baby pool, big splash pool, a rec center, a fishing/crabbing pier, pond with paddle boats, 2 playgrounds+ more. For kiddos of all ages, we are located right next door to Frontier Town, which has awesome water slides , western shows, mini golf, a rope course, ice cream shop.. short term stays ONLY

Nov. 17 – 24

$164 CAD per night

Guest favourite

Tiny homes in Snow Hill

4.89 out of 5 average rating, 225 reviews

Private cottage and gardens/comfortable queen bed.

Private cottage and gardens, comfortable Queen bed, full bath and kitchenette, within walking distance to historic Snow Hill. 30 min. drive to Ocean city and Assateague Island National park. This cottage was once a old school woodworking shop which is now on display at the old iron furnace town museum nearby. This beautiful three hundred year old town sits on the beautiful Pocomoke river with canoe, kayak, and bike rentals. Museums, art galleries, speciality shops, food and entertainment.

May 5 – 12

$192 CAD per night

Guest favourite

Apartment in Berlin

5.0 out of 5 average rating, 10 reviews

Berlin Central

This cute private apartment is located within walking distance to one of the “Coolest Little Towns” in America. Off street parking for 2 cars leads to your fenced in yard and private deck. Sandy beaches are just minutes to either Assateague Island or OC beaches and Boardwalk. Walking distance to award winning ice cream shop, restaurants, night life and eclectic shopping. Connected to main home. 2 additional sheets of drywall was installed between apartments for sound proofing

Sep. 2 – 9

$208 CAD per night

Guest favourite

Condo in Ocean City

4.97 out of 5 average rating, 221 reviews

Direct Oceanfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

Nov. 8 – 15

$199 CAD per night

Guest favourite

Guest suite in Berlin

4.99 out of 5 average rating, 148 reviews

Berlin/Ocean City Suite- Relax/Refresh near beach!

A remodeled, above garage guest suite separate from the main house in America's Coolest Small Town, Berlin Md! You will benefit from a separate entrance to your above garage suite which will allow you to enjoy your own quiet space to relax and embrace the small, quaint town of Berlin, all while a mere 15 minutes to the beaches of OCEAN CITY and Assateague! Multiple dining experiences and tons of shopping await you in either historic Berlin or world famous Ocean City!

Feb. 21 – 28

$183 CAD per night

Guest favourite

Apartment in Frankford

4.98 out of 5 average rating, 121 reviews

Cozy Cottage Getaway

Enjoy this newly remolded 1 bedroom apartment tucked away on 2+ acres 3 miles from Bethany beach. Close to Rehobeth beach for outlet tax free shopping or Ocean City MD just 13 miles. You’ll be minutes away from lots of restaurants, stores, mini golf, arcade, night life etc. Property includes a 1/4 mile walking/running trail, fire pit and basket ball court. This is the perfect place to escape away from the busy Beach life but close enough to enjoy everything fully.

May 2 – 9

$146 CAD per night

Guest favourite

Home in Berlin

5.0 out of 5 average rating, 25 reviews

Lovely springtime; enjoy Clifton Retreat.

Seven mi. to Ocean City, MD. New listing. Updated 50's Craftsman-style house. Sweet dreams on new Serta Perfect Sleeper king bed with ORGANIC COTTON Oeko certified bedding. Enjoy a complete small-town retreat in this affordable clean, organic environment. Five-minute walk to center of Berlin, MD. Enjoy trails, shops, restaurants. Has ll you need--Clifton Retreat is a unique find, central, uncomplicated, detoxifying, and private.

May 28 – Jun. 4

$217 CAD per night

Superhost

Home in Berlin

4.86 out of 5 average rating, 44 reviews

2BR home close to beach in "coolest" town

Want to stay in one of America's coolest small towns? Sitting near the heart of Berlin and just a few miles from the sandy beaches of Ocean City, this will be the perfect jumping-off point for year-round fun. Relax with the whole family at this peaceful place to stay. And if you have to, our home is telework friendly with a dedicated workspace.

May 18 – 25

$152 CAD per night

Guest favourite

Cottage in Berlin

4.99 out of 5 average rating, 118 reviews

Bayfront Cottage w/ Amazing Views

Whether you’re enjoying time by the firepit or sipping coffee on the couch, the views of Sinepuxent Bay and Assateague Island make this cottage the ideal spot for your next vacation. The cottage is located in a quiet neighborhood and is only a short drive from Assateague Island, the historic town of Berlin, and the Ocean City Boardwalk.

Nov. 1 – 8

$264 CAD per night