Vacation Rentals with Pool in Maryland Beach, MD: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Maryland

  5.  Ocean City
  6.  Maryland Beach

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3014 Best Vacation Rentals with Pool in Maryland Beach (Starting from $122)

Sails II 702
Sails II 702
Apartment
Ocean City, MD, USA
0.1k from Maryland Beach center

View, Guest Services, Ocean View, Accessibility, Air Conditioner, Wheelchair Accessible, Fireplace/Heating

1 Bedroom5 Guests
New to Booking
$272
Average price / night
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Spacious Beach Retreat Semi-Private Pool, Bikes, Grill Views
Spacious Beach Retreat Semi-Private Pool, Bikes, Grill Views
House
Ocean City, MD, 21842, United States
0.1k from Maryland Beach center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

6 Bedrooms17 Guests
10.0

Exceptional

2 reviews

$765
Average price / night
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Sails II 104
Sails II 104
Apartment
Ocean City, MD, USA
0.1k from Maryland Beach center

Apartments, Cheap, Accommodations, Pools, Lodgings, Vacation rentals, Beach, Places to stay, Family

1 Bedroom4 Guests
8.6

Fabulous

11 reviews

$334
Average price / night
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Luxurious 6bd Semi-Private Pool Steps to Beach Bikes Grill
Luxurious 6bd Semi-Private Pool Steps to Beach Bikes Grill
House
Ocean City, MD, 21842, United States
0.1k from Maryland Beach center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

6 Bedrooms18 Guests
10.0

Exceptional

1 reviews

$652
Average price / night
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Sea Suite at Bluewater East S704
Sea Suite at Bluewater East S704
Apartment
Ocean City, MD, USA
0.2k from Maryland Beach center

Child Friendly, Air Conditioner, Sports/Activities, Fireplace/Heating, Balcony/Terrace, Accessibility, Laundry

3 Bedrooms8 Guests
9.0

Fabulous

3 reviews

$510
Average price / night
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Oceanfront, huge balcony,  New Remodel in North Ocean City
Oceanfront, huge balcony, New Remodel in North Ocean City
Condo
Ocean City, MD, 21842, United States
0.1k from Maryland Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom3 Guests
10.0

Exceptional

139 reviews

$317
Average price / night
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Bluewater East unit N501
Bluewater East unit N501
Apartment
Ocean City, MD, USA
0.2k from Maryland Beach center

Apartments, Accommodations, Pools, Lodgings, Places to stay, Accessible hotels

1 Bedroom4 Guests
New to Booking
$262
Average price / night
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Stunning Ocean Front Renovated 2BR, 1 Bonus Rm , 2BA , Pool/Pickleball-North OCM
Stunning Ocean Front Renovated 2BR, 1 Bonus Rm , 2BA , Pool/Pickleball-North OCM
Condo
Ocean City, MD, 21842, United States
0.1k from Maryland Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.8

Exceptional

25 reviews

$452
Average price / night
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Ocean View 3BR Condo with Pool in North Ocean City
Ocean View 3BR Condo with Pool in North Ocean City
House
Ocean City, MD, USA
0.2k from Maryland Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Condos

3 Bedrooms10 Guests
8.0

Good

2 reviews

$535
Average price / night
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Beautiful newly renovated ocean block 1 bed 1 bath condo, Wi-Fi and Smart tv's.
Beautiful newly renovated ocean block 1 bed 1 bath condo, Wi-Fi and Smart tv's.
Condo
Ocean City, MD, 21842, United States
0.2k from Maryland Beach center

AC, Balcony, Dryer, Elevator, Fireplace, Free Parking, Heater, Internet, Kitchen

1 Bedroom6 Guests
10.0

Exceptional

11 reviews

$165
Average price / night
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Bluewater East 202S
Bluewater East 202S
Apartment
Ocean City, MD, USA
0.2k from Maryland Beach center

Apartments, Accommodations, Pools, Lodgings, Places to stay, Accessible hotels

1 Bedroom5 Guests
New to Booking
$138
Average price / night
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Beautiful Ocean Front Condo steps from the beach
Beautiful Ocean Front Condo steps from the beach
Condo
Ocean City, MD, 21842, United States
0.2k from Maryland Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

27 reviews

$392
Average price / night
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Bluewater East 407 S
Bluewater East 407 S
Apartment
Maryland Beach, Ocean City, Maryland, USA
0.2k from Maryland Beach center

Apartments, Cheap, Accommodations, Pools, Lodgings, Places to stay, Self-catering, Accessible hotels

1 Bedroom6 Guests
9.2

Superb

5 reviews

$137
Average price / night
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Spring is here, and summer is right around the corner!   Book a stay now!
Spring is here, and summer is right around the corner! Book a stay now!
Condo
Ocean City, MD, 21842, United States
0.2k from Maryland Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$368
Average price / night
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Camelot 401A
Camelot 401A
Apartment
Ocean City, USA
0.2k from Maryland Beach center

Apartments, Accommodations, Pools, Lodgings, Beach, Places to stay

3 Bedrooms8 Guests
New to Booking
$1112
Average price / night
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Condo with views of the ocean and just steps from the sand.
Condo with views of the ocean and just steps from the sand.
Condo
Ocean City, MD, 21842, United States
0.2k from Maryland Beach center

AC, Balcony, Crib, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms5 Guests
9.4

Superb

22 reviews

$122
Average price / night
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Excalibur
Excalibur
Apartment
Maryland Beach, Ocean City, Maryland, USA
0.2k from Maryland Beach center

Apartments, Cheap, Accommodations, Pools, Lodgings, Beach, Places to stay, Self-catering

5 Bedrooms22 Guests
7.0

Good

2 reviews

$568
Average price / night
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Beach Side Ocean View w/POOL Sleeps 6 & Elevators! Updated Condo!
Beach Side Ocean View w/POOL Sleeps 6 & Elevators! Updated Condo!
Condo
Ocean City, MD, 21842, United States
0.2k from Maryland Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom6 Guests
9.6

Exceptional

31 reviews

$168
Average price / night
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Sea Time 407S
Sea Time 407S
Apartment
Ocean City, MD, USA
0.2k from Maryland Beach center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family

1 Bedroom6 Guests
6.4

Good

8 reviews

$185
Average price / night
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Beautiful Ocean View 2 Bed & 2 Bath Condo
Beautiful Ocean View 2 Bed & 2 Bath Condo
Condo
Ocean City, MD, 21842, United States
0.2k from Maryland Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$468
Average price / night
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Camelot unit# 204A
Camelot unit# 204A
Apartment
Ocean City, USA
0.2k from Maryland Beach center

Apartments, Accommodations, Pools, Lodgings, Beach, Places to stay, Accessible hotels

2 Bedrooms6 Guests
New to Booking
$600
Average price / night
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3 Bedroom Ocean Block Condo - Steps to the Beach and Ocean! Large 1400 sq. ft. top floor condo on 135th St. Waves 406
3 Bedroom Ocean Block Condo - Steps to the Beach and Ocean! Large 1400 sq. ft. top floor condo on 135th St. Waves 406
Condo
Ocean City, MD, 21842, United States
0.2k from Maryland Beach center

AC, Balcony, Dryer, Elevator, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
8.8

Fabulous

6 reviews

$526
Average price / night
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Ocean View North OC Oasis - Braemar Towers
Ocean View North OC Oasis - Braemar Towers
Condo
Ocean City, MD, 21842, United States
0.3k from Maryland Beach center

AC, Arcade, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$386
Average price / night
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Includes Xplorie Activities and Linens. The Waves - Upgraded 2BR oceanblock condo w/covered pool.
Includes Xplorie Activities and Linens. The Waves - Upgraded 2BR oceanblock condo w/covered pool.
Condo
Ocean City, MD, 21842, United States
0.3k from Maryland Beach center

AC, Elevator, Microwave, No Smoking, Pool, TV

2 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$330
Average price / night
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Spacious 2 bedroom and 2-bathroom condo located on the ocean block in North Ocean City
Spacious 2 bedroom and 2-bathroom condo located on the ocean block in North Ocean City
Condo
Ocean City, MD, 21842, United States
0.3k from Maryland Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$246
Average price / night
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Spacious Oceanside Condo with Pool
Spacious Oceanside Condo with Pool
Condo
Ocean City, MD, 21842, United States
0.3k from Maryland Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$472
Average price / night
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Oceanblock retreat with indoor pool access, large balcony, washer, dryer & AC
Oceanblock retreat with indoor pool access, large balcony, washer, dryer & AC
Condo
Ocean City, MD, 21842, United States
0.3k from Maryland Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
7.0

Good

2 reviews

$334
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Maryland Beach.

Where to stay in Maryland Beach? Best neighborhoods & areas

Maryland Beach Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3014 verified vacation rentals with a pool in Maryland Beach. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Maryland Beach vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $122 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Maryland Beach offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Maryland Beach welcome pets. Currently, 9 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Maryland Beach often include additional outdoor features such as Pool, Balcony/Terrace, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Maryland Beach offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.