Holiday rentals with a pool in Maryland Beach

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!

2BRCapri: Indoor Pool, Game Room, Massage Chair

ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

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.

SeaGate Serenity | Oceanfront Condo with Balcony

Wake up to the sound of the waves crashing outside your window and finish your days relaxing on the private balcony as you watch the pastel skies over the ocean at sunset. Come find your serenity by the sea in our newly renovated oceanfront condo. Located in midtown, you can keep your car parked in our reserved spot and walk to many of the towns best restaurants, bars, and entertainment as well as the World Famous Ocean City Boardwalk. Morning beach strolls, pool days, and evening sips await :)

Luxe Oceanfront 1BR | Pool, Hot Tub, Sun Deck

Wake up to breathtaking beach and ocean views from this beautifully renovated 3rd-floor oceanfront 1BR condo in North Ocean City. Enjoy direct beach access, one reserved parking space, 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 stylish coastal retreat sleeps 4 with a king bedroom, queen sleeper sofa, 1.5 bathrooms, a renovated kitchen, private oceanfront balcony, and comfortable lounge space.

1st Floor Canal Front POOL 2 Blocks 2 Beach/Park

Sit along the canal-front deck, watch boats, birds, and walk to beach, restaurants, shopping, Northside Park Fully equipped kitchen, washer/dryer, comfy queen bed and queen sleeper, plenty of blankets and pillows are provided. PLEASE PACK BED LINENS, BEACH and BATH TOWELS We enjoy hosting families and singles 25 years + NON SMOKING Provided: Hand/Dish/laundry detergents Starter Toilet Paper / Paper towel Hair dryer FREE parking Hi speed Wifi Pool OPEN Memorial-Labor Day 9:15am-8pm

Right behind Alley Oops & Crab Bag. Walk to beach

Look no further! With Alley OOps in the backyard and a 5-minute walk to the beach, pool, tennis, and shopping, the fun is endless. This 3 bedroom, 2 bathroom house has high-end furniture, fast wifi, 4 flat screens and 2 free parking spots with street parking when available. Our Community offers all of these amenities included in your rental and free putt-putt too! Enjoy our natural wood-burning fireplace and large porch to take in the sunset through the trees. We do not rent to under 25.

North OC 3BR + Loft Sleeps 12 Walk to Pool & Beach

Escape to our brand-new North Ocean City home, just one block from the beach! This spacious 3BR/5BA & loft retreat comfortably sleeps 12, perfect for single or multiple families. INCLUDES LINENS! Enjoy a modern kitchen, 5 balconies, a community pool, and private garage with an EV charger. Walk to the beach, restaurants, and local attractions for the ultimate coastal getaway. Great for families, large groups, holidays, and events. One block to the OC bus for convenient transportation.

Beachfront 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 a breathtaking view of the beach and ocean.

Stunning Oceanfront Unit in Amenity Rich Building

This condo is on the 18th floor of the Carousel and the views cannot be beat! There are two private balconies, a beautiful fully renovated 2 bed, 2 bath unit that comfortably sleeps 6 adults, but can fit up to 4 adults and 4 children.There is a $50CASH-ONLY non-refundable charge for parking, Carousel's amenities, and condo access card that is paid in person to the business office at the Carousel. This unit sells out quickly, book today!

Oceanfront 1 Bedroom 1.5 Bath-Balcony-Laundry-WiFi

Wake up to stunning ocean views at Blue Scarab, a newly remodeled 1BR/1.5BA oceanfront condo in the iconic Pyramid building. Sleeps 4 with a king bed and twin trundle sleeper. Enjoy a private balcony, full kitchen, fast WiFi, Roku TV, and seasonal pool access. Located mid-town near Bull on the Beach, Liquid Assets, grocery store, playground, and tennis courts. $40 parking fee per stay. Direct beach access and all linens included!

Oceanblock Marlin Retreat | Steps to Beach

Welcome to The Marlin at Lighthouse Bay, a modern 4-story coastal townhome in Ocean City. This spacious 3BR/3BA retreat features an open-concept living area, gourmet kitchen, private deck, and a flexible space for relaxing or working. Enjoy an oversized two-car garage for beach gear and easy access to parks, dining, and attractions. Just minutes from the beach and near Fenwick Island, with an outdoor pool.