Vacation Rentals By Owner In Berlin, MD

$585.89

Nautical townhome with pool, open layout, & deck - near Ocean City Boardwalk

Berlin, Maryland, United States

Summary:brbrSea Oaks Village 12437 #5brbrbrbrThe Space:brbrConveniently located near miles of beautiful beaches, outlet shops, restaurants, and sunny entertainment, this Sea Oaks Village townhome provides a luxury escape! When you aren't exploring Ocean City's renowned boardwalk, make a splash into the community's turquoise pool. Some places you may like to check out include Baja Amusement, Eagle's Landing Golf Course, Grand Prix Amusements, Sun Outdoors Frontier Town Water Park, Jolly Roger at the Pier, and Isle of Wight Bay. Inside, you'll adore the effortless open layout, modern appliances, and tropical decorations. Prepare delicious cuisine in the fully equipped kitchen, and relax as a family on the living room's oversized leather sofa. Meals, board game competitions, and pleasant chats are best hosted over the formal dining table or on the deck's large table. With amenities like central air-conditioning and a private washer/dryer, no one's comfort will go unattended. Sleep sweetly each evening as you tuck under the soft linens available in each of the four bedrooms. bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. Ocean City has adopted a noise control ordinance that makes it unlawful to cause or permit noise levels that exceed those established by the Department of the Environment of the State of Maryland (COMAR 26.02.03.02) or are in violation of Chapter 30, Article V of the Town Code. It shall be a violation of this agreement and grounds for eviction under Maryland law if these noise levels are exceeded as a result of activity on this property. Ocean City has other noise ordinances, which are criminal offenses if violated. Parking notes: Park 2 vehicles in the driveway and 1 vehicle in the guest's and tenant's parking areas. Please do not block the sidewalks.

4

Bed

3

Bath

10

Sleeps

$256.67

/ Nightly

Private Vacation Home

Sunny coastal home with private patio, on-site pool, central AC, & W/D

Berlin, Maryland, United States

Summary:brbrAssateague Pointe - HelmsmanbrbrbrbrThe Space:brbrA private outdoor living area, complimentary on-site pool access, and an ideal location close to tons of family-friendly attractions make this Assateague Pointe home the perfect choice for a coastal getaway. Families with children can find year-round entertainment just up the road at Frontier Town Western Theme Park and Waterpark. Golfers in the group can tee it up at Rum Pointe or Eagle's Landing golf course. Anglers will find a bounty of nearby fishing piers and off-shore carter services. Assateague State Park and Ocean City are each within a six-mile radius. When you're not out enjoying endless fun in the sun, relax with cold drinks on the private patio or unwind inside with shows and movies on the living room smart TV. The full kitchen comes well-equipped for handling everything from beach snacks to full-course meals. Additional perks include a private washer/dryer.

2

Bed

1

Bath

3

Sleeps

$222.79

/ Nightly

Private Vacation Home

Family-Friendly Home Close to OC w/Furnished Porch, Central A/C, & Free WiFi

Berlin, Maryland, United States

Summary:brbrSeahawk 9429brbrbrbrThe Space:brbrUnplug for a while and let the charm of this sunny and beautiful home, located in Berlin's quiet and historic Main Street Community, sweep you off your feet! Settle in and enjoy the spacious open floor plan with high ceilings while you prepare something tasty in the well-equipped, full kitchen complete with a breakfast bar. Dine together at the nearby table for six, and then relax in the evenings in the comfortable living area or out front on your furnished porch. What's nearby: Drive just seven miles due west to Berlin or skip over to Ocean City, just eight miles east for more fun than you can imagine. Ocean City is a year-round playground where sun, sand, & ocean beaches beckon your inner child! Roam about the boardwalk, savor some old fashioned saltwater taffy, or play a few classic midway games. Then stroll over and enjoy some famous crab cakes from the Crabcake Factory Poolside located on 4th Street. Things to know: Full kitchen One sofabed included No need to bring sheets and towels as they are provided! Direct TV is available only in the living room * Please note that this home is in an area that has a noise violation policy after 10pm.

3

Bed

2

Bath

8

Sleeps

$1640.35

/ Nightly

Private Vacation Home

NEW! Sleeps 23 Mins to OCMD w/Gym-Game Room-Firepit

Berlin, Maryland, United States

Escape to Brooklyn Meadows, a stunning 8-bedroom, 8,000+ sq. ft estate located on a sprawling 40-acre horse farm perfect for family vacations and group trips, featuring a private pool, game room, fire pit, BBQ and home gym - all surrounded by rolling horse pastures & peaceful country views.brbr7 min to Berlin – “America’s Coolest Small Town”br10 min to Ocean City beaches & golf coursesbr15 min to Assateague Island & its wild horsesbrbrStay with us & experience the best of MD's Eastern Shore!brbrWelcome to Brooklyn Meadows, a luxurious 40-acre equestrian estate offering the perfect blend of elegance, comfort and tranquility. Whether you’re planning a large group getaway, corporate retreat, golf trip, or family vacation, this stunning 8-bedroom, 8,000+ square foot home is designed for unforgettable gatherings.brbrThe property features two beautiful homes: The Manor, a sprawling 6-bed, 7-bath main house, and The Equestry Inn, a quaint 2-bed, 1-bath guest house.brbr★ Past guests say.... ★brbr“We were there as a group of 20 guys on a golf trip. The house was clean and had everything we needed! Kitchen was stocked and between the main house and the guest house, we had plenty of room for everyone.” – Michael S.brbr“The property is extensive, impressive, and private. It is close to the boardwalk, beach, shopping, and restaurants. The main house is huge and well furnished. Plenty of space to spread out and play games or relax.” – Patricia B.brbr-------brbr↟ KEY FEATURES ↟brbr⇢ 8,000+ sq. ft. manor + guest house | 8 bedrooms | 8 baths | Sleeps 22br⇢ Private in-ground pool with sun loungers, outdoor bar & teak dining tablesbr⇢ Game room with pool table, foosball, wet bar, and board gamesbr⇢ Home gym with treadmill, elliptical, stationary bike and yoga matsbr⇢ Luxury fire pit with polywood Adirondack chairs, hanging egg chairs & string lightsbr⇢ 40-acre equestrian estate with sweeping viewsbr⇢ Less than 10 minutes to six of the areas best golf coursesbr⇢ Fully equipped kitchens in both the main house & guest house with modern, stainless steel appliancesbr⇢ WiFi, Smart TVs & streaming options throughoutbr⇢ Outdoor gas and charcoal grills, with patio seating for al fresco diningbrbr↟ BEDROOMS ↟brbrThe Manor offers six spacious bedrooms, each designed for relaxation and privacy.brbr* Primary Suite (Main Wing): King bed, ensuite luxury bath w/ soaking tub + walk-in showerbr* Two Queen Bedrooms (Main Wing): Each w/ dresser, chair, & closet br* Primary Suite (Left Wing): Queen bed, ensuite bath w/ walk-in showerbr* Queen Bedroom + Bunk Room (Left Wing): Share a full bath; bunk room has twin-over-doublebr* All bedrooms (except bunk room) include Smart TVs brbr- The main wing also features a private workspace and washer/dryer closet.brbrThe Equestry Inn offers a charming two-bedroom space, blending comfort and style perfectly.brbr* Two Queen Bedrooms both feature a queen-sized bed br* All bedrooms features smart TV, soft linens, and privacy away from the main house. brbr↟ BATHROOMS ↟brbrEnjoy 8 beautifully designed bathrooms — 5 full and 2 half for the main house and 1 full bath for the guest house — stocked with plush towels, makeup cloths, and premium bath essentials.brbr* Soaking tubs & double vanities in primary suitesbr* Shower-tub combos for family conveniencebr* Two powder rooms on the first floorbr* Guest house - walk-in showerbrbr↟ KITCHEN & DINING AREA ↟brbrThe gourmet kitchen is a chef’s dream — stainless steel appliances, ample prep space, and everything you need to cook and gather.brbr- Seating for 16, incl. two dining tables and a large island for the main house and seating for 4 for the guest house.brbr- Fully stocked coffee & tea bar with K-cups and premium teas.brbr- A secondary kitchenette near the pool is perfect for snacks or outdoor BBQ prep.brbr↟ LIVING AREAS ↟brbrThe Manor (main house)brbr* Gather in the main living room, featuring plush seating, cozy throw blankets, and a 65 Smart TV — ideal for movie nights or morning coffee chats.brbrThe second living room in the left wing adds extra lounging space with a sleeper sofa, leather swivel chairs, and another 65 Smart TV.brbrThe Equestry Inn (guest house)brbr* Offers a charming living room with a smart TV and the property's third sleeper sofa, as well as a three-season sunroom with floor-to-ceiling windows.brbr↟ GAME ROOM & GYM ↟brbrChallenge friends to a round of pool or foosball in the game room, complete with a wet bar, board games, lounge seating and 75 smartTV. Stay active in the home gym with a treadmill, elliptical, bike, yoga mats, and resistance bands.brbr↟ OUTDOOR SPACE ↟brbrStep outside to your private oasis — an 18’ x 36’ in-ground pool surrounded by sun loungers, teak dining tables, an outdoor bar, gas BBQ grill and a cushioned egg chair.brbr Follow the string-light walkway to the custom fire pit, where Adirondack and egg chairs invite you to unwind under starry skies.brbrThe professionally landscaped grounds offer breathtaking sunrises and sunsets across open pastures and grazing horses.brbrPool open May - October (not heated)

Bed

Bath

Sleeps

$197.68

/ Nightly

Apartment

On Main Street - Apartment B - Berlin, MD

Berlin, Maryland, United States

Cozy Historic Downtown Main Street 1 Bedroom, 1 Bath Apartment - Berlin, MDbrbrThis Upstairs Apartment is right on Main Street - with great views of main street from the living room windows. The front door takes you right out onto the street! The building this apartment sits in, was built in the early 1900's, gives the apartment uniqueness and character!brbrKing bed in bedroom. Adult sized twin inflatable mattress in the closet. Small child/teen sized futon in the living room. Sleeps 4 max.brbrThis private 1 Bedroom, 1 Bath apartment has a king bed in the bedroom, & a small futon in the living room, twin adult sized inflatable mattress in the closet. Sleeps 4 people max. A private fully stocked kitchen for your own convenience. Linens and towels for all 4 quests are included.brbrStocked kitchen with the basic essentials (fridge, electric range stove, oven, microwave, toaster, coffee pot, pots, pans, plates, cups, bowls, baking sheets, silverware.) brbrPARKING: There is no designated parking at the apartment. Guests must use the free municipal parking lot directly behind the apartment building or do free street parking. Entering at the back porch door may be easier if you park in the large public lot.brbrLocated in America's Coolest Small Town with great shopping, food, bars, and entertainment/events. Wake up in the morning and head down to the delicious coffee shop & cafe called 'On What Grounds ' which is right below the apartment (sometimes you can smell the coffee aroma from the apartment)! Right across the street you have Victorian Charm (popular boutique shop). Across the street is also DiFebo's Italian Restaurant. & after dinner, stroll over to the yummy Island Creamery Ice Cream Shop!brbrOnly 15 minutes away is the popular Assateague Island National Seahsore, or Ocean City Beach & Boardwalk!brbrGuests have the whole apartment to themselves. There is an apartment right beside this one, that you share the back porch with.brbrBerlin is a quiet town, great for strolling the streets to enjoy the shops and eateries. Voted the coolest small town in America! So many events & entertainment happening daily.brbrWake up in the morning and head down to the delicious coffee shop & cafe called 'On What Grounds' which is right below the apartment! Right across the street you have Victorian Charm (popular boutique shop). Across the street is also DiFebo's Italian Restaurant. & after dinner, stroll over to the yummy Island Creamery Ice Cream Shop! There are so many shops & restaurants within walking distance from this apartment.brbrOnly 15 minutes away is the popular beach that tourists and locals go to... Assateague Island National Seashore! You can spend many days there. Awesome trails to walk on to enjoy birdwatching, crabbing, fishing, or just strolling. Of course you have to visit to see the famous Assateague Island Ponies & to enjoy the beautiful beach!brbrCome Relax and Enjoy Downtown Berlin!brbrWe require guests, after booking, to complete & sign a rental agreement. The rental agreement is legally enforceable and includes all the specific terms and conditions laid down by the owner. It aims to offer protection to the property owner and specify the role and responsibilities of both the guests and the hosts. All the rules and regulations that ought to be followed by the guests during the period of their stay are mentioned in the agreement. Along with this, all the essentials provided by the owner are neatly listed in the agreement. Guests just simply sign & date the agreement, as well as list all the individuals full names that will be staying in the property. brbr**My Berlin Recommendations!**br-Blacksmith Restaurant. Known for being farm to table, they have very unique eats and its always so fresh & delicious! It's a small place, but we've had people book our apartment just to come and eat there again!br-Forgotten 50 Distilling, Casual, trendy, modern spot, featuring creative crafted cocktails, crab-inspired selections and a range of pub dishes.br-Atlantic Hotel, classic & classy Berlin restaurant, nice outdoor seating to enjoy the street, american foods, seafood.br-Assateague Crab House you will pass by on your way to Assateague Park. Eastern shore down home cooked seafood! Fresh fantastic seafood & crabs!br-The Sterling Tavern, (some seafood) american food, tacos & such, very good, they sometimes have bands play at night, more laid back atmosphere.br-Windmill Creek Vineyard & Winery and The Garden Grill in Berlin, MD is a “Can't miss” destination for unique wines, great food, live music and events. (5 minute drive from the apartment.)brbrThere are classic lunch places that are yummy if you need a quick bite or carryout, Rayne's Reef, Pops Kitchen.brbrFor dessert, there's Baked Dessert, which is only open during the day, very good. & then a USA Today Awarded favorite, Island Creamery Ice Cream, they are open day and busy at night, it is the best ice cream around!brbrFor breakfast directly below the apartment is The Berlin Cafe, excellent coffee, drinks, baked goods, macarons, etc.brbrAs far as activities, we love Assateague! I recommend the National Park, instead of the State park. It is a little farther of a drive, but worth it, there is so much more to explore! Great hiking trails, lots of beaches. More areas to see the wild ponies!brbrOf course Ocean City Beach & Boardwalk is only a 10 minute drive away!brbrThere are also plenty of museums located right downtown in Berlin to explore! The Mermaid Museum in Berlin is a fun new activity for a rainy day! Also the new Ghost Museum! Of course there are many shops right outside your front door step to explore as well!brbrA cool little local area is sunset marina in west ocean city, about a 10 min drive from the apartment. Its a local commercial fishing harbor with lots of great restaurants! Pretty much all the restaurants are right on the water, you can sit back and check out the boats!

1

Bed

1

Bath

4

Sleeps

$755.79

/ Nightly

Private Vacation Home

Mins to Golf & Beach! Private Pool & Luxe Firepit

Berlin, Maryland, United States

Experience the ultimate Ocean City retreat! Feel right at home in this charming, amenity-packed haven close to the beach & the areas best golf courses! You may never want to leave as you lounge by the pool, cozy up with a book in the hanging egg chairs or relax by a warm fire with those you love.brbr7 min to downtown Berlin - voted America's Coolest Small Townbr10 min to Glen Riddle & River Run golf clubsbr12 min to Ocean City beach & boardwalkbrbrStay with us & experience the best of MD!brbrWelcome to Summer Breeze, a charming, fully remodeled 1920s Victorian farmhouse designed for relaxation and fun! Blending historic charm with modern comfort, this home is the ideal getaway for families, couples and friends who want more space and privacy while still enjoying proximity to the best of Ocean City and Berlin. brbrKEY FEATURES:brbr⇢ 4-bedrooms & 6 beds, comfortably sleeping 10 guestsbr⇢ Private in-ground pool with sun loungersbr⇢ Luxury poolside fire pit surrounded by an outdoor sofa, polywood Adirondack chairs, hanging egg chairs, and bistro string lightsbr⇢ Less than 10 minutes to six of the areas best golf coursesbr⇢ Dedicated coffee (and tea!) barbr⇢ Well-equipped, newly remodeled kitchen with modern appliancesbr⇢ Large dining table + separate breakfast nookbr⇢ Enclosed yardbr⇢ Gas grillbr⇢ Charming porch swing overlooking front yardbr⇢ High-speed WiFibr⇢ Washer & dryerbrbr↟ BEDROOMS ↟brbrThe home's 4 bedrooms provide a relaxing and stylish retreat for your group, offering comfort, privacy, and flexible sleeping accommodations. Thoughtfully designed for both adults and children, these bedrooms ensure that everyone in your group feels at home.brbrLocated on the first floor is the spacious primary bedroom, featuring a plush king bed and its own private en suite bathroom. Upstairs, you’ll find three additional bedrooms. The first is another inviting king bedroom. The next is a bunk room, ideal for kids or families, with a twin bed, a twin-over-full bunk. Lastly, connected to the bunk room is a spacious and charming queen bedroom, which features exposed brick and is also accessible from a back set of stairs. brbrThe bedrooms are furnished with smart TVs, side tables, dressers, lamps, and closets, ensuring every guest has the space and amenities they need for a comfortable and enjoyable stay.brbr↟ BATHROOMS ↟brbrEach floor offers at least one full-sized bathroom, providing plenty of space for everyone to refresh and recharge. The main bedroom on the first floor features a private en suite with a stylish double vanity and a shower/tub combo. Also on the first floor, just off the kitchen, is a centrally located bathroom with a shower-tub combo, perfect for easy bath time with little ones. Upstairs, another full bathroom offers a tiled walk-in shower, modern fixtures, and adjoining makeup room.brbrWe proudly stock the bathrooms with complimentary bath towels, hand towels, washcloths, makeup towels and bath-time essentials!brbr↟ KITCHEN & DINING AREA ↟brbrBright and spacious, this kitchen blends style and function with stainless steel appliances, white cabinetry, and granite countertops. Fully equipped with cookware, dinnerware, and utensils, it’s ready for any meal!brbrThe open-concept layout flows seamlessly into the dining area, which includes a large dining table comfortably seating six, as well as a separate dedicated breakfast nook with bench seating for six. Lastly, the large island with barstool seating also offers three additional seats and is the perfect spot for a quick bite.brbrAnd of course, there’s coffee and tea! Start your mornings with our fully stocked caffeine station, offering both ground coffee and K-cup options, as well as a variety of premium teas.brbr↟ LIVING ROOMS ↟.brbrThe living room offers a cozy seating area, featuring two plush couches with plenty of seating. The smartTV offers all your favorite steaming apps, which can be accessed with your personal login. Whether you're unwinding after a day of exploring or enjoying a quiet morning coffee, this living space is warm and welcoming.brbr↟ OUTDOOR SPACE ↟brbrSaving the best for last, the outdoor space is the heart of this home! brbrThis backyard features a large in-ground pool with a spacious patio and luxury fire pit underneath a wooden pergola! Adorned with stylish bistro string lights, the poolside lounge area features a brand-new outdoor sofa, 4 cozy hanging egg chairs, and three polywood Adirondack chairs, all nestled around a modern gas firepit table. This will surely be the setting where you make memories!brbrNext to the pergola is a grassy space for lawn games, as well as a circular wooden picnic table, gas BBQ grill and four sun loungers to finish the space!

4

Bed

3

Bath

10

Sleeps

$1682.24

/ Nightly

Private Vacation Home

Near Beach & Golf! Sleep 26-Basketball Court-Game Room-Pool

Berlin, Maryland, United States

This spacious 9-bedroom estate, w/ a sprawling main house & cozy guest cottage, is the ideal retreat for groups & families! The perfect blend of space & proximity, enjoy the private pool, luxury outdoor dining area, game room and basketball court, while just minutes from all that Ocean City has to offer!brbr8 min to Ocean Resorts & Glen Riddle golf clubsbr10 min to downtown Berlin - voted America's Coolest Small Townbr15 min to Ocean City BeachbrbrStay with us & experience the best of MD!brbrWelcome to Brooklyn Estate and Cottage, a stunning 9-bedroom property tucked away on 3.5 acres in picturesque Berlin, MD. Blending modern comfort with a peaceful country setting, this home offers everything you need for a memorable family vacation, group retreat, golf trip, or special celebration. With luxury amenities, a central location, and plenty of indoor and outdoor space, Brooklyn Estate is is designed for unforgettable gatherings!brbrThe property features two beautiful homes: The Estate, a 4,500 sq. foot 6-bed, 4.5 bath main house, and The Cottage, a quaint 3-bed, 1.5-bath guest house.brbr★ Past guests have said... ★brbrThis house was superb, spacious, clean, comfortable and totally enjoyable... The outdoor space included the pool, outdoor eating space with sink and refrigerator. We used this area daily for our 21 person family. There is also a basketball court and treefort behind the house. The drive to Assateague Island is 10-15 minutes. I can’t say enough about how wonderful the accommodations were. Thanks for the memories. – Karen S.brbr“Perfect stay at this house! We had a group of 17 of us and we were able to fit everyone comfortable. The pool set up made it hard to leave the house. We were only 10-15 minutes away from Ocean City as well. – Adam L.brbr-----brbrKEY FEATURES:br ⇢ 9 bedrooms & 14 beds, comfortably sleeping 26 guests (NOTE: bathroom in pool house is not available Dec. - Feb.)br ⇢ Large private pool w/ luxe lounge chairs and umbrellasbr ⇢ Covered outdoor kitchen w/ massive dining area and outdoor fireplacebr⇢ Less than 10 minutes to six of the areas best golf coursesbr ⇢ Spacious game room with a pool table, foosball, 42 smartTV, wet bar and sports memorabilia collectionbr ⇢ 2 indoor fireplaces (living room & primary bedroom)br ⇢ Dedicated office spacebr ⇢ Gas grillbr ⇢ Private half basketball courtbr ⇢ Mickey-Mouse-themed backyard tree-fortbr ⇢ High-speed WiFi & smart TVs with streaming appsbr ⇢ Central AC in main house & window AC in cottagebrbr☀︎ BEDROOMS ☀︎ brbrThe 9 bedrooms in this stunning retreat provide a cozy and restful escape for everyone, ensuring privacy and comfort for large groups. Thoughtfully designed with a mix of king, queen, double, and bunk beds, each space is perfect for relaxing after a day of fun.brbrThe main house features 6 spacious bedrooms. On the first floor, the expansive primary suite includes a king bed, fireplace, smartTV and massive en suite bathroom, offering a luxurious space to unwind. Upstairs are four additional bedrooms, including a second primary with a king bed and smartTV, a corner room with two queens, another with two double beds, and a final with a queen bed, Juliet balcony, and smartTV.brbrLastly, the pool house offers a detached queen bedroom with en-suite full bathroom, available seasonally from March - November, as it is not winterized.brbrNext door, the 1930s-era cottage offers additional sleeping quarters, including three upstairs bedrooms — two with queen beds and smartTVs and one with a double-over-double bunk. Lastly, a cozy loft offers two twin beds and a surprise foosball table, making it perfect for families or kids.brbr☀︎ BATHROOMS ☀︎ brbrBrooklyn Estate features 6 bathrooms - 4 full and 2 half - (plus a bonus pool house full bathroom!), ensuring plenty of space for everyone to refresh and unwind. brbrThe main house offers 4.5 bathrooms. On the first floor, the massive primary en suite boasts a sprawling walk-in shower, and a double vanity for the ultimate spa-like experience. The half bathroom is also located on the first floor just off the living room. Upstairs, a jack-and-jill bathroom connects two bedrooms and features a shower/tub combo, perfect for bathing the little ones in your group. Another full bathroom offers just off the game room includes a walk-in stone shower. Additionally, there is a seasonal full-sized bathroom found in the pool house (not available in winter months), for extra summertime convenience!brbrThe cottage offers 1.5 bathrooms. The half bath is located on the first floor and the full bath is located upstairs with a shower/tub combo in close proximity to the bedrooms. brbrWe proudly stock the bathrooms with complimentary bath towels, hand towels, washcloths, makeup towels and bath-time essentials!brbrNOTE: The jetted tub in the primary en-suite bathroom is currently under repair and is not available for use.brbr☀︎ KITCHEN & DINING AREAS ☀︎ brbrThe kitchen is the heart of Brooklyn Estate’s main house, designed to bring everyone together for delicious meals and memorable moments. Featuring granite countertops and high-end stainless steel appliances, this well-equipped space makes cooking a breeze.brbrWhether you're preparing a big breakfast or a family style dinner, you'll find all the cookware, dinnerware, utensils and appliances needed. The kitchen includes a spacious island with a prep sink, a double oven gas range, a large stainless steel refrigerator, a built-in microwave and a dishwasher. The two large dining tables comfortably seat 16 people, with another 4 seats at the island counter.brbrThe cottage also offers an additional stocked kitchen, as well as a dedicated 6-person dining room.brbrAnd of course, there’s coffee and tea! Start your mornings with our fully stocked caffeine station, offering both ground coffee and K-cup options, as well as a variety of premium teas.brbr☀︎ LIVING AREAS ☀︎ brbrStep out of the sunshine and inside the main house to find an air conditioned living room full of natural light, two-story ceilings, a 65 mounted smart TV and a wood-burning fireplace with an immense brick facade. This bright, open-concept living room features two large couches, two stylish swivel chairs, and comfy throw pillows, guaranteed to provide an atmosphere of relaxation, connection and comfort. The Cottage also offers its own charming living room, featuring a smartTV and two brand new sofa. brbrFor those 'work-from-home' moments, there is also a closed-door wood-paneled office that provides the perfect private working space. brbr☀︎ GAME ROOM ☀︎ brbrIn the upstairs game room, mix a few cocktails at the wet bar and challenge your loved ones to a friendly competition. In addition to the bar, this impressive memorabilia-clad room features a pool table, foosball table, chess table, 42 smart TV, Juliet balcony, and cozy banquette cushioned seating nook. brbr☀︎ OUTDOOR SPACE ☀︎ brbrThe outdoor space at Brooklyn Estate is truly unmatched, providing the perfect oasis for everyone in your group!brbrSpend your days lounging by the expansive private pool, which is flanked by 8 polywood sun loungers, stylish outdoor side tables, and chic pool umbrellas. Stroll past the patio lounger and enter into the hidden gem of the property - a rustic covered outdoor kitchen and dining area decked out with an outdoor fireplace, gas grill, prep sink, stainless steel refrigerator, and a beautiful white bistro table with seating for 12 — perfect for entertaining large groups!brbrFor a more intimate setting, the cottage also offers a large outdoor patio with dining table for 6, a fire pit, hanging hammock chairs, a gas BBQ grill and hanging string lights for cozy ambiance.brbrNOTES:br-The pool is open seasonally May - October and is not heated.br-The pool house bedroom is only heated with a space heater and the bathroom is not winterized, so it is unavailable for use in winter months. Please be sure you’re okay with this if you plan on having guests stay in the pool house.

Bed

Bath

Sleeps

$824.71

/ Nightly

Private Vacation Home

Waterfront Home & Golf Getaway - Close to the Boardwalk and Assateague

Berlin, Maryland, United States

This one of a kind, waterfront property is the best of both worlds. Country meets the beach! Imagine sitting by the water listening to the birds first thing in the morning or perhaps sipping on a cocktail after a day at the beach! You will enjoy the peace and serenity of country life while being just steps from the water! Bring your paddle board & your kayaks or grab a bushel of crabs from Elliott's Seafood while sitting at the picnic table enjoying the sunset. Bring your own boat or rent ours. brThe inside of this home offers plenty of room to entertain, cook or just playing games while making memories that will last a lifetime!brLocated close to Assateague Island , Frontier Town Western Theme park and water park, miniature golf, Baja Amusements & Sinepuxent Brewing Company! It is just a short drive to Sunset Marina, the harbor or even OC beach and Boardwalk! brThe owner is managing the property now which is why it has no reviews.

Bed

Bath

Sleeps

$211.62

/ Nightly

Private Vacation Home

Home in private gated community - Assateague Pointe/tons of fun amenities

Berlin, Maryland, United States

This recently renovated 2-bedroom home in Assateague Pointe is thoughtfully appointed and exudes a beachy charm throughout. Located just steps from one of the community’s two outdoor pools, the back porch and yard offer a peaceful view of the pond and water fountain, providing a relaxing outdoor space. The home is conveniently situated near the fishing and crabbing pier as well as many of the community’s amenities. Guests will enjoy access to two large pools, a recreation room, a fishing pier extending into the bay, stocked fishing ponds, paddle boats, basketball half court, playgrounds, and picnic areas. Inside, the home includes a kitchen, washer and dryer, TV, free WiFi, central A/C, and parking for two vehicles. Just minutes from the beaches of Assateague Island National Park and the Ocean City beach and boardwalk, this property offers a great location for a coastal getaway. Occupancy is limited to six guests. This is a non-smoking home, and pets are not permitted. Please note: sheets, towels, paper products, and cleaning supplies are not provided. A linen package, including sheets and towels, is available to rent for an additional charge.

Bed

Bath

Sleeps

$996.82

/ Nightly

Private Vacation Home

Assateague Holiday House Nature & Luxury Combined

Berlin, Maryland, United States

Welcome to the Assateague Holiday House, where modern luxury meets breathtaking natural beauty! Nestled along the pristine coastline and overlooking the majestic Assateague Island, our brand new construction home promises an unforgettable retreat for you and your loved ones.brbrKey Features:br- Spectacular Views: Drink in the awe-inspiring vistas of Assateague Island from virtually every corner of our home. Whether you're savoring your morning coffee on the expansive deck or unwinding in the comfort of the living room, stunning bay views are always at your fingertips.br- Spacious Accommodations: With four generously appointed bedrooms and three and a half baths, our home comfortably sleeps up to 12 guests. Each room is thoughtfully designed for maximum comfort and tranquility, ensuring a restful night's sleep after a day of coastal adventures.br- Gourmet Kitchen: Channel your inner chef in our state-of-the-art gourmet kitchen, equipped with top-of-the-line appliances, sleek countertops, and ample space for culinary creations. Whether you're whipping up a seafood feast sourced from nearby markets or simply preparing a quick snack, cooking here is a delight.br- Luxurious Amenities: From the elegant furnishings to the bright open common areas, every detail of our home is designed to elevate your experience. Relax by the fireplace in the cozy living room, gather for meals in the chic dining area, or soak up the sun on the deck while the bay breeze dances around you.br- Proximity to Assateague Island: Embark on unforgettable adventures just moments from your doorstep! Explore the unspoiled beauty of Assateague Island, home to pristine beaches, wild ponies, and diverse wildlife or head a few short miles to the Ocean City Inlet for evening fun with the whole family. Whether you're hiking along scenic trails, kayaking in the tranquil waters, or simply lounging on the sand, the wonders of Assateague await.br- Convenient Location: While our home offers a serene escape from the hustle and bustle, you're never far from modern conveniences. Discover charming shops, delectable dining options, and local attractions just a short drive away.brbrWe're thrilled to host you in this spectacular home! Upholding our commitment to top-notch cleanliness, we ask for your cooperation in bringing your own linens. We provide pillows, comforters/top-quilts, but you will have to bring your own towels, sheets, blankets, pillowcases and beach towels. Alternatively, for your convenience, we offer a comprehensive linen drop-off at just $150. This package includes sheets and pillowcases for all beds in use, kitchen dish towels, bathroom bathmats, and a towel/washcloth for each guest, ensuring a comfortable and seamless stay. brbrYour Assateague Holiday House awaits: Whether you're seeking a peaceful retreat, a family reunion or an action-packed getaway, Assateague Holiday House is the perfect destination. Book your stay today and experience the magic of Assateague Island from the comfort of our luxurious home. Your unforgettable coastal escape begins here!

4

Bed

4

Bath

14

Sleeps

$392.0

/ Nightly

Private Vacation Home

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Berlin, Maryland, United States

Animal friendly 1900's remodel farm house. Great for 2 couples! 1 mile from Berlin,10 minutes from Ocean City and Assateague. Berlin and Assateague are both dog friendly. The Ocean room is the master with a kind bed on the second floor with bathroom. The Bay Room is on the second floor, double bed. Bathroom on first floor. Has a kitchen, living room, sun room, outdoor bar and kitchen and patio. My boyfriend, Lee and I live on the back of the property in a camper. So we are right here if you need anything or have any questions.

Bed

Bath

Sleeps

$491.03

/ Nightly

Private Vacation Home

Pet-Friendly Waterfront 3BR in Ocean Pines – Near OCMD, Porch & Canal Views

Berlin, Maryland, United States

Welcome to Heron Hideaway, a beautifully remodeled waterfront vacation rental in Ocean Pines, MD, just minutes from the fun and excitement of Ocean City. This spacious 3-bedroom, canal-front home is perfect for families or small groups looking for a relaxing escape with stunning views and modern comforts. From peaceful mornings on the porch to crab feasts at sunset, Heron Hideaway is the kind of place you’ll want to return to year after year.brbrStep inside and you’ll find a bright, open-concept layout with water views throughout the main living spaces. The kitchen is fully stocked for easy meals at home, and the living and dining areas offer plenty of room to unwind. One of the highlights is the screened-in porch, where you can sip your coffee while watching herons glide over the canal or simply relax with a good book in the evening breeze.brbrOut back, the covered deck is made for crab picking dinners, shaded lunches, or simply enjoying a cold drink while taking in the view. You’ll love the peaceful setting, access to Ocean Pines amenities like pools and parks, and the convenience of being just a short drive to beaches, restaurants, and entertainment in Ocean City. Whether you're planning a weekend getaway or a longer stay, this short-term rental in Ocean Pines offers the perfect blend of comfort, style, and coastal charm.brbrWe're thrilled to host you in this spectacular home! Upholding our commitment to top-notch cleanliness, we ask for your cooperation in bringing your own linens. We provide pillows, comforters/top-quilts, but you will have to bring your own towels, sheets, blankets, pillowcases and beach towels. Alternatively, for your convenience, we offer a comprehensive linen drop-off at just $100. This package includes sheets and pillowcases for all beds in use, kitchen dish towels, bathroom bathmats, and a towel/washcloth for each guest, ensuring a comfortable and seamless stay. At the end of your stay we ask that all linens be returned in the same linen bag in which they were delivered to ensure a safe experience for everyone. Your adherence to this requirement contributes to a pristine and enjoyable environment for all guests in our home. Thank you for understanding.

Bed

Bath

Sleeps

$322.94

/ Nightly

Private Vacation Home

Charming 3-bedroom house in wonderful and fascinating Berlin, MD.

Berlin, Maryland, United States

This ranch style home located in Berlin, MD is situated on a 1,5 acre lot with ample driveway parking. It is located brapproximately 7 miles from both Ocean City and Assateague Island; surrounded by many popular nearby historical sites, beaches, events and other attractions. It features year-round heat/AC, 3 bedrooms (sleeps 7), 2 full baths, living room, dining room, fully equipped kitchen, washer & dryer, hair dryers, front porch and rear patio. Smart TVs, free Wifi.

Bed

Bath

Sleeps

$259.8

/ Nightly

Private Vacation Home

Assateague Pointe 490 - completely remodeled 2 bedroom home pools/gameroom/fishing

Berlin, Maryland, United States

Enjoy your vacation in this lovely home in the gated community of Assateague Pointe. Just recently completely remodeled, let the coastal charm of this 2 bedroom home sweep away your stress! The home offers a queen bed in the main bedroom, a bunkbed of two doubles in the second bedroom, and for extra sleeping, the sofa in the living room opens to a double. There is a kitchen, central a/c, 2 smart TV's available for your streaming services, Free WiFi, and parking for 2 cars. This property also has a delightful courtyard comfortably furnished for those evening family get togethers. The community has 2 beautiful outdoor pools, a clubhouse, a rec room with laundry facilities, stocked fishing ponds, a lighted fishing pier, and various playground and picnic areas. Just a short ride to the beaches at Assateague Island or Ocean City. This property does not allow smoking or animals. Occupancy limit is 8. There is No washer or dryer in unit but there is a laundry room at Rec center. A linen package including sheets and towels can be rented for an extra charge.brOur cancellation policy: If you cancel anytime outside of 90 days before check in, you get a refund minus $100.00. Within 90 days of check in, the property must re rent before any refund is given, then you would lose $100 plus 16% of the base rent.

Bed

Bath

Sleeps

$327.0

/ Nightly

Cottage

Comfortable cottage in gated community, 5 mins to OC and Assateague

Berlin, Maryland, United States

Welcome to Assateague Pointe! Located next to Frontier Town, only minutes to the Ocean City inlet and minutes to Assateague Island! You can hop over to the excitement of the city or stay secluded from the hustle and bustle. This community offers 24/7 security, multiple pools, playgrounds, an arcade, catch & release pond with paddle boats, horseshoe pits, sand volleyball court, weekly activities and is on the water with amazing views and a fishing/crabbing pier!brOur fully equipped 2 bedroom/1 bath cottage is your home away from home. It includes a spacious master with a king bed, a guest room with a queen bed and a living room with a queen sleeper sofa, accommodating 6 adults comfortably. Smart TVs (including Fire sticks) are provided in the living room as well as bedrooms, use one of the assortment of games/cards, or sit out on the patio and enjoy the cool breeze.brYou will love how safe and peaceful it is here.

Bed

Bath

Sleeps

$1801.33

/ Nightly

Private Vacation Home

Waterfront in Berlin, MD on 56 Acres, Sleeps 20/9BR/8BA, Close to Ocean City, MD

Berlin, Maryland, United States

GREAT FOR GOLF GROUPS, FAMILIES, CORPORATE RETREATS, REUNIONS, LARGE GROUPS, AND ACCOMMODATIONS FOR LOCAL WEDDINGS.brbrWelcome to Deerfield Farm, a waterfront estate on 56 secluded acres in Berlin, MD, at the gateway to the upscale South Point neighborhood. We enjoy western exposure and are known for panoramic views of the coastal wetlands, soft breezes, and stunning sunsets.br brWe sit on Holland Creek with views of Newport Bay. We are only minutes from the famous beaches of Assateague Island National Seashore Park, Historic Downtown Berlin, West Ocean City, 18 championship golf courses, and the beaches.br brWith 9 bedrooms and 8 bathrooms, the estate sleeps up to 20 people and is accessed through a paved driveway that passes a stocked freshwater pond. The home features a large landscaped yard with multiple patios, a pergola, a fire pit, decks, and covered porches that offer views over coastal wetlands, Holland Creek, and Ocean City Golf Course.br brWe provide canoes, kayaks, SUPs, and a pedal boat for guests to use during their stay. Guests can enjoy fishing and crabbing from the dock and pier.brbrLarge kitchen features two refrigerators, two ovens, and two dishwashers.

Bed

Bath

Sleeps

$523.85

/ Nightly

Private Vacation Home

GlenRiddle Townhouse #102

Berlin, Maryland, United States

GlenRiddle is a luxury town home that features 4 bedrooms and 3.5 baths with over 2800 ft.~ of living space. Glen Riddle offers two 18-hole championship golf courses, ~The Man O' War and The War Admiral. Other amenities include the Ruth Chris steakhouse, marina, clubhouse with outdoor pool (Short-term rental properties permit four (4) rental passes for renters ages three and up.), tennis courts, and a workout facility. This is truly the best living you could imagine.

4

Bed

5

Bath

12

Sleeps

$597.41

/ Nightly

Private Vacation Home

Perfect 4-bedroom home just 5–10 mins from Ocean City, MD, & Assateague Island.

Berlin, Maryland, United States

Your new home away from home awaits in a beautiful, peaceful neighborhood near Ocean City and Assateague Island, Maryland. This brand-new home offers the perfect blend of comfort and style, designed to make you feel like you’re vacationing at a five-star resort.brbrRelax in a thoughtfully designed space, enjoy modern amenities, and take in the charm of the surrounding coastal area. Whether you're planning a family getaway, a romantic retreat, or a weekend escape with friends, this home provides the perfect setting for making lasting memories.brbrJust a short drive from pristine beaches, local dining, and outdoor adventures, you’ll have everything you need for a truly unforgettable stay. Book early and start looking forward to your relaxing getaway!

Bed

Bath

Sleeps

$588.0

/ Nightly

Private Vacation Home

Waterfront 5 Bedroom with Dock & Boat Ramp

Berlin, Maryland, United States

SLEEPS 13. The Back Bay Bungalow House is located on a 2 acre peninsula with 3 other vacation bungalows that is across the bay from Ocean City, MD. There are three bedrooms, each with a queen bed, 1 bedroom that can be 1 king or 2 twins, and 1 bedroom with a full/twin bunk. There is a large front porch overlooking the water with amazing sunrises and a screened in back porch for relaxing and family dinners. Amenities on the property include boat dock, boat ramp, kayaks, fire pit, sandy play area, hammocks, corn toss, outdoor ping pong, volleyball and more. There are 4 bathrooms, washer and dryer, full living room, dining room, and kitchen. There is a large flat screen TV in the living room and flat screen TV's in each bedroom. The kitchen is fully equipped with dishes, pots and pans and small appliances. There is a gas grilll and picnic table outside.

4

Bed

3

Bath

11

Sleeps

$1178.47

/ Nightly

Private Vacation Home

Ocean City Snug Harbor Sunrise Entire Home

Berlin, Maryland, United States

What better way then to enjoy the Maryland coast than relaxing at out direct bay front home with AMAZING views! The property is within minutes of several championship golf courses, Assataegue Island, and Frontier Town. Local Breweries, There is a boat doc, so bring your boat and leave it docked when you're enjoying the bay views!

4

Bed

2

Bath

14

Sleeps

Vacation Rentals By Owner In Berlin, MD

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$491.03

$322.94

$259.8

$327.0

$1801.33

$523.85

$597.41

$588.0

$1178.47

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