Vacation rentals in Maryland Beach

4.95 out of 5 average rating, 255 reviews

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!

4.94 out of 5 average rating, 104 reviews

3 BR Waterfront Home, Minutes to the Beach

Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

Superhost

5 out of 5 average rating, 4 reviews

Family Townhouse, Rooftop Jacuzzi, Walk to Beach

Escape to Ocean City, MD, and indulge in the ultimate beachside luxury at our two-bedroom retreat. Just steps from the sandy shores, this modern haven features a rooftop jacuzzi, walk to the beach, and an EV charger. Enjoy breathtaking ocean views from the rooftop deck, complete with lounge furniture for unforgettable evenings under the stars. Inside, every room boasts state-of-the-art amenities, ensuring your comfort. Book your seaside escape now and experience coastal living at its finest!

4.96 out of 5 average rating, 450 reviews

Townhouse in Ocean City

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 :)

4.89 out of 5 average rating, 73 reviews

Apartment in Ocean City

Bright and Airy Oceanside Condo

Watch the sunrise over the ocean from your private balcony and end your day watching a gorgeous sunset over the bay from your front door! Come have it all while staying in this beautiful condo. Situated in desirable midtown Ocean City, MD and conveniently located ocean side so you never have to cross the street to get to the beach! Dinner plans? Keep your car parked for free and walk to the towns best restaurants, bars and entertainment like Seacrets, Fagers Island, Macky's...and more!

4.96 out of 5 average rating, 277 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.

4.96 out of 5 average rating, 255 reviews

Caramar Couples Retreat

This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

4.98 out of 5 average rating, 129 reviews

Direct Oceanfront Condo with Expansive Ocean Views

Our summer 2025 is booked but we have availability in the Fall, which is a great time to visit OC! 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.

4.93 out of 5 average rating, 44 reviews

Direct oceanfront quiet getaway with large deck

Savor your morning coffee or evening glass of wine on our 16 ft x 18 ft oceanfront deck with the million dollar view in North Ocean City, MD. Our condo is steps to Fenwick Island, DE with shopping and dining galore. You can scoop crabs to eat on our deck or hit up a local happy hour spot nearby. Our home comes equipped with a closet downstairs stocked with beach chairs and umbrellas. We have direct beach access. 1 King Bed / 1 Sleeper Sofa - sleeps 4

4.92 out of 5 average rating, 230 reviews

Sun, Sand & Sea | Your Cozy Oceanfront Hideaway

**2025 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. This does not impact our condo, but you will not be able to use these amenities.** -Oceanfront -Indoor pool & Hot tub -Walk to local dining and shopping -Elevator accessible plus luggage carts -Full kitchen for cooking meals -Fast Wifi and Streaming TVs -Fully Stocked Home: Clean linens, towels, toilet paper, paper towels & more!

4.89 out of 5 average rating, 38 reviews

Apartment in Ocean City

Endless Summer With Ocean View & Large Deck

Take it easy at this peaceful place while you enjoy the sound of the waves and ocean views. This one bedroom one bath walk up is ocean front. Take in the salt breeze with a good book and a rest in the hammock on the spacious covered deck . Fully stocked kitchen with all the comforts of a beach getaway. Close to all that Ocean City has to offer, with safe areas to walk in the evening, and close to restaurants and mini golf.

4.93 out of 5 average rating, 115 reviews

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

Kick back and relax in this beautiful and modern newly remodeled condo in Golden Sands! This rare 2 bedroom, 1.5 bathroom unit has an amazing Master Suite with full-length windows providing panoramic views down the coastline, and direct access to the private patio. Renowned building amenities include outdoor pool, top floor indoor pool, gym, tiki bar, sun deck & more. Linens & towels included!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Maryland Beach vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Maryland Beach

Home in Ocean View

5 out of 5 average rating, 5 reviews

Cozy Stylish Waterfront 3BR Kayaks Fireplace Porch

ArnavRating, 5 stars1 day ago

This place was amazing. Sage and Shannon were wonderful hosts and they were super helpful. Anytime I texted they always responded immediately and gave us assistance when we needed it. They also organized the house very nicely and gave us everything we needed. The coffee maker was also great to have in the mornings. The neighborhood is very serene and the neighbors were very friendly as well. I also enjoyed the nice stream at the back of the house. There was also a nice shopping center 5 minutes away for any groceries we needed to cook at home. In addition, the deck was very nice and the lights lit up very nicely at night. Overall, they really made this place feel like home throughout our stay and the beds were very comfortable as well. Great experience staying here and we look forward to staying here again at this place in our future trips to Bethany.

4.67 out of 5 average rating, 444 reviews

The Hidden Gem (North OC - Bayside) 5 min to Beach

JoshuaRating, 5 stars1 day ago

Beautiful and spacious condo which was in walking distance to the beach, really appreciated the provided beach chairs and umbrella

4.98 out of 5 average rating, 41 reviews

Charming Northside Park Condo w Pool, Walk 2 Beach

AndyRating, 5 stars1 month ago

Julie's condo is very cozy and welcoming. It's a wonderful place for a weekend or a longer vacation. Julie was very responsive and proactive anytime my wife and I had any questions. Plenty of recommendations were provided to us so we could better plan our time in Ocean. Thank you so much, Julie! We'll be back again!

5 out of 5 average rating, 4 reviews

House 1 Block from the ocean

MiguelRating, 5 stars2 weeks ago

Jordan was a great host, place was super clean when arrived. Close to the beach and other fun activities, kids love the pool the most.

5 out of 5 average rating, 29 reviews

Direct Oceanfront with Pool - Steps To The Beach

Gennadiy VRating, 5 stars4 days ago

Wondering place we stayed at! Clean room, with some modern furniture. This room has everything we needed. Definitely will come back.

Guest suite in Fenwick Island

4.79 out of 5 average rating, 100 reviews

Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!

KaitlynRating, 5 stars2 weeks ago

We had the best week staying here! Our pup is a little more nervous of crowds and other dogs so the private beach was amazing. The room was the perfect size for 2 people and a dog. The outdoor shower was actually really private and warm! Ashley was great at responding if any questions or problems came up. Lots of restaurants and shops just a short drive away where you can also take your dog! We would definitely love to stay here again!

Townhouse in Fenwick Island

5 out of 5 average rating, 6 reviews

Fenwick Island Sunset Retreat

MelissaRating, 5 stars1 day ago

Couldn’t have asked for a better place for our family to have a nice long weekend at the beach! Not only did the place fit my family’s needs, Neil was super communicative, friendly and went above and beyond to assist when a Summer storm unexpectedly knocked out our WiFi. He was proactive and very accommodating to help us get back connected. We will definitely be back this summer to stay here! 10/10 !!!