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Waterfront holiday rentals in Maryland Beach

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Top-rated waterfront rentals in Maryland Beach

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Apartment in Ocean City

4.9 out of 5 average rating, 250 reviews

101 Bimini Stunning Renovations Direct Ocean Front

BOOKINGS until May 23rd, book 3 nights and get 1 weeknight FREE Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN&TOWELS PROVIDED NEWLY RENOVATED condo Incredible Direct Ocean view corner unit with wide views and spacious ocean front balcony. 2 bed/2 bath direct oceanfront condo, conveniently located in mid-town OC and close to dozens of other local favorites and beach attractions. Stacked washer/dryer in condo. Enjoy the NEW upgraded Kitchen, Bathrooms, Common area, and Bedrooms.

19–26 Nov

$212 SGD per night

Guest favourite

Apartment in Ocean City

4.91 out of 5 average rating, 257 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

Wake up to the ocean sunrise in this modern 2 bedroom, completely renovated, condo. Prime location on 29th street, 2 blocks north of the famous OC Boardwalk, 2 blocks east of OC's premier amusement and water park along with two famous crab house and other restaurants within walking distance. One hassle free off street parking spot, free WIFI, full size washer & dryer, and a beautiful outdoor pool steps from the beach. Enjoy the bay sun set view out the front door and fall asleep to the waves.

12–19 Jan

$228 SGD per night

Guest favourite

Apartment in Ocean Pines

4.96 out of 5 average rating, 109 reviews

Waterview Retreat

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

26 Nov – 3 Dec

$187 SGD per night

Apartment in Ocean City

4.84 out of 5 average rating, 143 reviews

Unit 2 on 41 St Ocean Side, Only 50 steps to beach

Dominica Beach is a 2-story building, just 50 paces to the sand dunes, with 12 large-sized studio condos. Each sleeps 4, has a private entrance, parking space, and balcony. LINENS, TOWELS, SOAPS/DETERGENTS, PAPER PRODUCTS INCLUDED. Guests have free access to Laundry, Beach & Baby items, Locked Storage & WiFi. Walk to restaurants, nightlife/Seacrets, Jolly Rogers Amusement/Water park, Convention Ctr. Great Beach (no hotels on 41st St)! Clean, Comfortable, Convenient Condos in Quiet Area.

17–24 Oct

$104 SGD per night

Apartment in Ocean City

4.85 out of 5 average rating, 102 reviews

2 Bdrm Oceanfront-Pool, Xbox, Pickleball, Gym, HBO

Stunning newly renovated 2 bedroom oceanfront condo in the premiere Golden Sands! Blue Wave is known for its unique 3-tiered wave wall and incredible ocean views from the living room and primary bedroom. SmartTV w/Xbox! Wake up to the sun rising over the ocean right out your bedroom window, and after a cup of coffee on the balcony (included!) head to the building's sun deck,fitness center, lounge, arcades, tennis court, pickleball court,beach volleyball,or indoor/outdoor pools and tiki bar.

25 Oct – 1 Nov

$203 SGD per night

Guest favourite

Townhouse in Ocean City

4.97 out of 5 average rating, 352 reviews

Edgewater Escape - Bayfront Condo w/Private Porch

Welcome to our "Edgewater Escape." These buildings were built in the 1960's and literally hang entirely over the bay in downtown in 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 king sized bed and the downstairs couch pulls out into a comfortable queen bed. Full size kitchen with microwave, fridge, electric range, and coffee maker. Located on 7th street, over the bay :)

28 Jul – 4 Aug

$864 SGD per night

Guest favourite

Apartment in Ocean City

4.97 out of 5 average rating, 227 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.

27 Nov – 4 Dec

$246 SGD per night

Guest favourite

Apartment in Ocean City

4.98 out of 5 average rating, 109 reviews

Direct Oceanfront Condo with Expansive Ocean Views

Only a few mini weeks remain in August 2024! Thursday or Sunday check in/out. Also booking for fall 2024! You will appreciate the relaxing ocean views! This updated 2 bd/2 ba oceanfront condo feels like you are sitting on top of the beach. The condo hosts plenty of space for enjoying the expansive, direct ocean and beach views. Cook gourmet meals in the well appointed kitchen with granite counter tops. Enjoy the den as either a third bedroom or as a private oasis.

1–8 Sep

$637 SGD per night

Guest favourite

Apartment in Ocean City

4.85 out of 5 average rating, 99 reviews

Water Front Condo w/Pool Short Walk to Beach

FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!

9–16 May

$163 SGD per night

Apartment in Ocean City

4.89 out of 5 average rating, 164 reviews

🌊Oceanfront studio w/ amazing views & amenities🏖

Efficiency/studio condo oceanfront. Queen size Murphy bed, couch, loveseat, full kitchen, bathroom, washer & dryer, ac/heat, parking, awesome amenities. This building is beautiful with amazing views. We clean & stock this condo ourselves so you'll get the owners personal touch without the crazy extra fees that rental companies charge. I love to make everyone's stay as wonderful as possible. Please read entire listing.

18–25 Nov

$190 SGD per night

Guest favourite

Apartment in Ocean City

4.88 out of 5 average rating, 168 reviews

Bayside Retreat in the Heart of Ocean City!

Newly renovated condo!! -Water view. Watch the boat traffic. -Oversized balcony with comfortable seating. -Comfy LoveSac couch. -Walk to boardwalk or beach - 15 minutes. -Walk to Jolly Roger amusement park. -Fish off community dock down below unit. -Close to dining and shopping. -Kitchenette for cooking meals. -Fast Wifi and Streaming TVs. -Fully Stocked Home. Clean linens, towels, toilet paper, paper towels & more!

23–30 Jan

$158 SGD per night

Guest favourite

Guest suite in Ocean City

4.98 out of 5 average rating, 271 reviews

Spacious Luxury Studio in Ocean City

The Elbridge is a luxury studio apartment in downtown Ocean City. This bayside studio includes parking, a private garden entrance, and luxurious king bed. Located 4 blocks from the beach, the space is in a downtown residential neighborhood. Additionally included are bikes, bodyboards, beach chairs and a beach umbrella. Walking distance to delicious local restaurants and the boardwalk, The Elbridge is truly special.

12–19 Oct

$254 SGD per night

Holiday rentals for every style

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Popular amenities for waterfront rentals in Maryland Beach

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favourite

Flat in Ocean City

4.95 out of 5 average rating, 105 reviews

Oceanfront-35 foot private balcony

10–17 Feb

$662 SGD per night

Guest favourite

Flat in Ocean City

4.83 out of 5 average rating, 115 reviews

2nd Floor 3 BR Condo Close to the beach with Pool!

12–19 Feb

$199 SGD per night

Guest favourite

Flat in Selbyville

4.96 out of 5 average rating, 231 reviews

Dirickson Creek Suite Waterfront

28 Jul – 4 Aug

$383 SGD per night

Guest favourite

Flat in Ocean City

4.96 out of 5 average rating, 116 reviews

Beautiful Bayfront Condo!

21–28 Oct

$390 SGD per night

Guest favourite

Flat in Ocean City

5.0 out of 5 average rating, 47 reviews

The Hideaway By The Bay OCMD

19–26 Dec

$156 SGD per night

Guest favourite

Flat in Ocean City

5.0 out of 5 average rating, 5 reviews

Studio Charm w/ Deck: Walk to Beach & Dining!

13–20 Oct

$186 SGD per night

Guest favourite

Flat in Ocean City

4.92 out of 5 average rating, 12 reviews

Perfect Midtown Condo-Next to Seacrets

19–26 Jan

$144 SGD per night

Guest favourite

Flat in Ocean City

5.0 out of 5 average rating, 8 reviews

Harbour Sails Waterfront

5–12 Oct

$368 SGD per night

Waterfront house rentals

Guest favourite

Home in Ocean City

4.94 out of 5 average rating, 219 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

14–21 Jul

$969 SGD per night

Guest favourite

Home in Ocean Pines

4.99 out of 5 average rating, 101 reviews

Charming Waterfront Cottage w/2 King Suites + Dock

28 May – 4 Jun

$496 SGD per night

Guest favourite

Home in Ocean City

4.86 out of 5 average rating, 159 reviews

Beach Paradise IV-Downtown Luxury Condo Bay View

18–25 Dec

$200 SGD per night

Guest favourite

Home in Ocean City

4.94 out of 5 average rating, 126 reviews

Sleeps 19 - 7br/4ba/2 kitchens Entire Home

22–29 Apr

$865 SGD per night

Guest favourite

Home in Ocean City

4.92 out of 5 average rating, 98 reviews

Ocean-front getaway, amazing views, dog friendly!

13–20 Nov

$392 SGD per night

Guest favourite

Home in Ocean City

5.0 out of 5 average rating, 23 reviews

Luxurious Bay Front Condo

9–16 Nov

$420 SGD per night

Guest favourite

Home in Selbyville

5.0 out of 5 average rating, 13 reviews

Fenwick on Bay mins to beach. Hot tub, Game Rm!

7–14 Dec

$384 SGD per night

Guest favourite

Home in Ocean City

5.0 out of 5 average rating, 13 reviews

Oceanfront 3BDRM 2BTH Condo just steps to beach

15–22 Jan

$579 SGD per night

Waterfront apartment rentals

Guest favourite

Apartment in Ocean City

4.95 out of 5 average rating, 191 reviews

Caramar Couples Retreat

10–17 Aug

$464 SGD per night

Guest favourite

Apartment in Ocean City

4.99 out of 5 average rating, 180 reviews

Cozy oceanfront condo with stunning ocean views

14–21 Jul

$526 SGD per night

Apartment in Ocean City

4.81 out of 5 average rating, 227 reviews

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!

6–13 Oct

$211 SGD per night

Guest favourite

Apartment in Ocean City

4.94 out of 5 average rating, 228 reviews

Nice 2 BR Oceanfront, Year Round Fun & Amenities!

30 Dec – 6 Jan

$281 SGD per night

Guest favourite

Apartment in Ocean City

4.96 out of 5 average rating, 102 reviews

Renovated Ocean Front! Wake up to an Ocean View!

15–22 Sep

$643 SGD per night

Guest favourite

Apartment in Ocean City

4.9 out of 5 average rating, 178 reviews

**Beautiful newly renovated OC MD water view home*

19–26 Jul

$380 SGD per night

Guest favourite

Apartment in Ocean City

4.95 out of 5 average rating, 19 reviews

The Sea Voyage Canal Front 1 Bedroom Balcony (215)

17–24 Nov

$102 SGD per night

Guest favourite

Apartment in Ocean City

4.93 out of 5 average rating, 43 reviews

Cozy beach side condo

12–19 Dec

$142 SGD per night

Destinations to explore