
Holiday houses in Maryland Beach
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Top-rated holiday rentals in Maryland Beach
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Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Designer Oceanfront Condo | Pool, Hot Tub & Deck
Wake up to breathtaking panoramic ocean views from this beautifully renovated 8th-floor oceanfront condo in North Ocean City. Enjoy direct beach access, two reserved parking spaces, elevators, linens and towels, a heated indoor pool and hot tub, and a stunning new 4,000 SF ocean-view sun deck completed for 2026. Inside, this designer coastal retreat sleeps 8 with luxury finishes, spa-inspired bathrooms, a gourmet kitchen, private oceanfront balcony, stylish furnishings, and blackout bedroom shad

Steinenbronn by the sea. Bay view.
Ideal for a family getaway, this beautiful home in Montego Bay is waiting for you! Experience the quiet friendly neighborhood while comfortably staying close to the beach, restaurants, bars and more. Backyard w/ covered pergola, umbrella and 2 tables. Between Memorial Day and Labor Day enjoy access to community pools, tennis courts, mini golf, fishing pier, walking/jogging/biking. 15% Discount on weekly bookings! Due to our insurance policy, we do not rent to guests under the age of 25.

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Bright and Airy Oceanside Condo
Wake up to stunning ocean sunrises from your private balcony and enjoy bay sunsets just outside your front door. This oceanside condo in midtown Ocean City, MD is steps from the beach!! Beachside with no street to cross. Park your car for free in our covered lot. Enjoy a walkable location near top restaurants, bars, nightlife, and attractions like Seacrets, Fager’s Island, Macky’s, breakfast at barn 34 and mini golf. Ideal for a convenient Ocean City beach vacation.

Steps to the Beach, Ocean View 1BR, Renovated
Steps to the beach! Fully renovated, bright, modern, clean condo with a balcony view of the ocean. Quiet North Ocean City location with walking distance to restaurants, bus, 7-11, Mini golf course, movie theater, parks, etc. Brand new appliances and furniture. Free WiFi, King Size Bed, 60" & 40" TVs. Pull Out Queen Sofa, Brand New Full Bathroom. Washer and Dryer in the unit. Keurig Coffee Station, iPhone Charging station. Private balcony. Free Parking Space.

Pelican Beach-Luxury Oceanfront Condo
Wake up to breathtaking ocean sunrises and fall asleep to the sound of the waves. Our direct Oceanfront 2BR/2BA mid rise condo in uptown OC offers unobstructed beach views from your private balcony. Sleeps 6 with 1 queen in the master and 2 doubles in the second bedroom. Light airy interiors inspired by modern coastal living. Walk to restaurants and coffee shops while enjoying the convenience of beachfront living. Steps from the sand—your perfect beach getaway!

Oceanfront 2 Bed/1.5 Bath, Balcony, Pools, Lounge
Wake up to breathtaking ocean views at Driftwood, a beautifully remodeled 2BR/1.5BA oceanfront condo in the amenity-rich Golden Sands Resort! Sleeps 6 with 2 queen beds + queen sleeper sofa. Enjoy your private balcony, indoor & outdoor pools, private beach, fitness center, game rooms, tennis, pickleball, volleyball, huge sun deck, and seasonal tiki bar. Steps to the sand and close to Northside Park, top restaurants, and the iconic Ocean City Boardwalk!

High Tide @ Lighthouse Bay
Welcome to High Tide @ Lighthouse Bay, a spacious 4-bedroom, 3+bath townhome just steps from the beach in Ocean City, MD! With two living spaces, a beautiful kitchen, and a loft area for kids with a bunk bed, this home is perfect for large families or group retreats. Most bedrooms offer private access to patios, and you’ll enjoy breathtaking sunsets and the convenience of being within walking distance to the beach, restaurants, and nightlife!

Direct Oceanfront close to Northside Park!
Location, location, location! 2 bed, 2 bath direct oceanfront condo, with incredible ocean sunrise views from your private enclosed patio. Master bedroom features unbelievable views of the ocean, glass slider out to the patio & in suite full bath! Walking distance to Northside Park, restaurants & shopping. 2 assigned parking spaces. Elevator or steps - you pick. Washer/dryer in unit.

4 Bd/3 Ba - 1 mi from beach, pool, linens included
Get ready for your best beach vacation yet in this bright 4 bed/3 bath home! Our home is located in Montego Bay and was updated in 2022. It features vaulted ceilings, a gas fireplace, and a sunroom lounge with a nugget ice maker (the "good ice") and commercial juicer to enjoy those orange crushes all vacation long! NEW FOR 2025: Linens and towels are now included!.

Luxurious Bay Front Condo
Escape to luxury at our bay-front condo, just 2 blocks from the beach. This tranquil retreat is perfect for families, offering stunning views and modern comforts. Enjoy nearby sandy shores, and unwind in a serene setting. Ideal for creating cherished memories. Optional boat slips available please message for details. (We do not rent to seniors for senior week)
Popular amenities for Maryland Beach holiday rentals
Other great holiday rentals in Maryland Beach

Modern, Quiet and Safe First-Floor Condo

Looney Dunes

La Pescadora - Cozy. Coastal. Completely Yours.

Quiet Ocean Front Retreat

Renovated 1BR w Ocean View

Luxury Oceanfront Getaway!

Cozy Bay View Condo in Ocean City

Luxe Beachfront Penthouse: Ocean Views & Games
Destinations to explore
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- Rentals with pools Maryland Beach
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- Apartment rentals Maryland Beach
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- Pet-friendly rentals Maryland Beach
- Beach house rentals Maryland Beach
- Rentals with a washing machine and dryer Maryland Beach
- Family-friendly rentals Maryland Beach
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- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Beach
- Wildwood Crest Beach New Jersey
- Broadkill Beach
- Assateague State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Stone Harbor Beach
- Fenwick Island State Park Beach
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Mariner's Arcade
- Funland
- Dewey Beach Access
- Killens Pond State Park
- Hawk Haven Vineyard & Winery
- Cape May Point State Park
- Old Pro Golf





