
Vacation rentals with a pool in Maryland Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Maryland Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Luxury Oceanfront Getaway!
Welcome to Marigot Beach, one of the most coveted buildings in OC. This newly renovated condo features a spacious one-bedroom with its own private 1/2 bath. Full bathroom located in the hallway. Sleeping arrangements can comfortably accommodate up to 4 guests, 2 can rest in the bedroom while 2 can enjoy the queen-size sofa in the living room. Included: free WiFi, smart TVs, fully equipped kitchen, washer/dryer, elevator. PLUS, a designated parking spot! Pool/hot tub closed until further notice!

âď¸ Enjoy the Beachlife!! â>2Bed & 2Bath Condo âď¸
Relax with the whole family at this peaceful OCEANFRONT Condo in OCMD! Updated 2 Bedroom & 2 Full Bath on the 1st floor Atlantis High-Rise that sleeps 8. Most Importantly- Only Steps to THE BEACH! Unit is Self-Checkin & is walking distance/short drive to many Restaurants, Shops, Attractions, etc. Large Outdoor Pool is on site (seasonal). Toys, Games, Puzzles & is perfect for families with children. NO Smoking allowed. No Pets or Large groups(8 max) or senior week rentals permitted. Book Today!

Upscale House Steps 2 Ocean 3 Balconies Pool Bikes
Book 3 nights, get 1 night FREE stays thru March 10. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED This spacious 3-level beach home is perfect for family & friends. Relax on 3 balconies, hang out poolside, go for a bike ride or walk to the beach. With 5BD/3.5BA, high-end furniture, high-speed WiFi, 6 flat screens, a Weber grill, and a foosball table, there's room for everyone! Must be 25 or older unless accompanied by adult

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom
Launch your fabulous beach getaway at amenity-rich Sunset Cove at Sea Watch, part of an oceanfront condo complex offering 3 pools, complimentary movie theater, game room, gym, and much more. Enjoy spectacular ocean and bay views from 2 balconies, smart TVs in every bedroom and living room with provided satellite programming, fully equipped kitchen, comfortable living and bedroom spacesâand thatâs just the beginning as your group has a blast at the beach and all of Ocean Cityâs fun attractions.

đOceanfront studio w/ amazing views & amenitiesđ
Efficiency/studio condo oceanfront in Golden Sands. Queen size Murphy bed (has 13 inch thick serta mattress, same as a regular 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.

Camelot
HIGHEST RATED HOUSE IN OCEAN PINES! CHECK OUT OUR AMAZING GUEST REVIEWS :) Jumpstart your ultimate beach getaway at this impressive 3-bedroom, 2-bathroom retreat house! Complete with amenity-packed living spaces with vaulted ceilings and a serene location, youâll never hunger for entertainment at this family friendly home. Grill out on the patio, roast marshmallows by the fire pit, tee off at a nearby golf course, or enjoy some retail therapy at Outlets Ocean City! A short drive to the beach!

Beach Oasis w/ King Suite + Outdoor Shower & Pool
Looking for a romantic weekend away? Planning a family vacation? Enjoy this entire bayside home in the quiet, coveted neighborhood of Montego Bay. This spacious 3 bed/2 bath retreat has it all!! Enjoy sunsets, steamed crabs, or coffee on the large porch picnic table or relax in the gliders with a cocktail under the twinkle lights! There is 2 car off-street parking & the community offers two public pools, tennis courts, trails, mini golf & is just a short walk to the beach & Northside Park!

Beautiful Cottage W/ shared pool & close 2 beach
"Beautifully decorated & completely renovated 3 BR/2 BA/ plus den. The home is 2 blocks from the bay and a 20 min. walk to the beach! Enjoy this entire home in the quiet neighborhood of Montego Bay which boasts 2 pools, tennis courts, a fishing pier, a walking pond, mini golf and Northside Park. The kitchen is fully stocked and the house is kid-friendly. There are 2 parking spaces & off-street parking. Finally, enjoy the sunset on the large deck complete with an area for al fresco dining.

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.

2 Bdrm Oceanfront-Pool, Xbox, Pickleball, Gym,WiFi
Wake up to panoramic ocean views at Blue Wave, a newly renovated 2BR/1.5BA oceanfront condo in the premier Golden Sands Resort! Sleeps 6 with king bed, queen bed, and queen sleeper sofa. Enjoy your private balcony, indoor & outdoor pools, private beach, fitness center, game rooms, tennis, pickleball, and seasonal tiki bar. Relax with a Smart TV + Xbox Series S with Gamepass! Steps to the beach, close to Northside Park, great restaurants, and the Ocean City Boardwalk!

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!

Oceanfront Carousel building, Swimming Pools!
Direct Oceanfront with tons of amenities! Bring the whole family with lots of room for fun... the Carousel building has indoor and outdoor pools, ice skating rink, game room, restaurant, bar, snack shop, gym, sauna & more!!! **Summer Months Check-in/out on Sun & Thurs ONLY** Book Weeks or Mini-weeks. (Weeks: Sun to Sun, OR Thurs to Thurs) (Mini-Weeks: Sun to Thurs, OR Thurs to Sun). *Other months check-in any day of the week*
Popular amenities for Maryland Beach rentals with a pool
House rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

Cozy beach home away from home!

Ocean View Paradise w/Hot Tub & Free Massages!

Bayside community, near OCMD, great rates

Boho Beach Golf Villa- holiday discount!

Right behind Alley Oops & Crab Bag. Walk to beach

Ocean City Escape | Spacious Home | Pool & Golf

Nautical at 82 Newport- private dock & waterfront
Condo rentals with a pool

Cozy oceanfront condo with stunning ocean views

BeachParadise203-DOWNTOWNâ˘WATERFRONTâ˘Luxury Condo

Cozy Waterview Stay with Balcony & Rooftop Pool

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Direct Oceanfront with Pool - Steps To The Beach

Oceanfront Bldg.| 2 pools | Tennis | Game Room

Direct Ocean Front/Gorgeous Views/Indoor Pool

BEST SPOT IN OCEAN CITY
Other vacation rentals with a pool

Perfect, Cozy, Modern Beach Condo

New Updated Direct Oceanfront Condo - Pool & Wifi!

Waves 203 Oceanside 3BR 2BA Condo by the Ocean

Beachside Bliss- Steps 2 Sand-Indoor Pool, Game Rm

Upscale New Home | Pool | 2600 sq.ft|Baby Friendly

Beach Paradise 110 - Beach Home at Broad Marsh OC

OceanViewBeachClub-minutes from Bethany Beach/Golf

âDockside Retreatâ -pool, minutes to OC/beaches
Destinations to explore
- Plainview Vacation rentals
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- Townhouse rentals Maryland Beach
- Rentals with a hot tub Maryland Beach
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- Family-friendly rentals Maryland Beach
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- Rentals with beach access Maryland Beach
- Beachfront rentals Maryland Beach
- Waterfront rentals Maryland Beach
- Rentals with a washer and dryer Maryland Beach
- Pet-friendly rentals Maryland Beach
- Rentals with an accessible height toilet Maryland Beach
- Beach house rentals Maryland Beach
- Fitness-friendly rentals Maryland Beach
- Rentals with outdoor seating Maryland Beach
- House rentals Maryland Beach
- Rentals with pools Ocean City
- Rentals with pools Worcester County
- Rentals with pools Maryland
- Rentals with pools United States
- Ocean City Beach
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Ocean City Boardwalk
- Assateague Island National Seashore
- Dewey Beach Access
- Willow Creek Winery & Farm
- Assateague Beach
- Peninsula Golf & Country Club
- Big Stone Beach
- Pearl Beach
- Jolly Roger Amusement Park
- Cape Henlopen State Park
- Northside Park
- Poodle Beach
- Bear Trap Dunes
- Bayside Resort Golf Club
- Poverty Beach
- Higbee Beach
- Stone Harbor Beach
- Baywood Greens Golf Maintenance
- Miami Beach
- Towers Beach




