Compare Vacation Rentals with Pools in Maryland

Heron Harbor on 120th Street in Ocean City, Maryland, offers bay views and is located just 500 feet from a grocery store and directly across from community swimming pools.
This 890 square foot, family-friendly apartment features 2 bedrooms, 2 bathrooms, and accommodates up to 7 guests, boasting a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a terrace, garden, and onsite parking, making it an excellent choice for a getaway with a pool.

This newly constructed apartment in Rockville offers excellent proximity to public transportation, placing you a short drive from Washington D.C. attractions like the White House and Lincoln Memorial, and within easy reach of Union Station and Tysons Corner Center.
Enjoy a relaxing stay in this family-friendly, fully furnished apartment with a swimming pool, perfect for unwinding after exploring the Smithsonian's National Zoo, and featuring amenities like a balcony, garden, and parking.

Discover this exceptional apartment in a serene, wooded area of Mechanicsville, offering easy access to local shops and restaurants just a short drive away.
This expansive 6-bedroom, 5-bathroom apartment is perfect for up to 12 guests and features a stunning gunite swimming pool with a slide and diving board, a full-size bar, and a pool table for ultimate entertainment.

Just a few blocks from the world-famous Ocean City Boardwalk, this apartment is in Downtown Ocean City, a 5-minute walk to the beach, inlet, and waterfront dining.
This family-friendly apartment offers 1030 square feet of living space, accommodating up to 8 guests, and features a kitchen, air conditioning, and a swimming pool for a perfect getaway.

Located in North Ocean City, this apartment is just a 5-minute walk to the beach and directly next to Northside Park with its walking paths and fishing pier.
This townhome accommodates up to 6 guests and features a shared swimming pool, a full kitchen, a living room with a pull-out couch, and an in-unit washer and dryer, offering a complete getaway with a pool.

Enjoy a relaxing stay at this Montgomery Village apartment, offering excellent user, location, and cleanliness ratings and convenient access to NIST and NIH/NCI, just 1 mile from the Shady Grove Metro station.
This fully furnished 2-bedroom apartment accommodates up to 4 guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and a swimming pool with a seasonal outdoor pool for your enjoyment.

Enjoy a spacious 4-bedroom apartment in quiet South County, Galesville, just a 20-minute drive to historic Annapolis and a 45-minute commute to Washington D.C. attractions.
This family-friendly retreat with a pool features a private fenced-in swimming pool, a large backyard play area, outdoor grilling, and accommodates up to 12 guests with 7 beds and 3 full bathrooms.

Located in Harwood, Vanishing Run Retreat offers convenient access to Annapolis Harbor, just 15 miles away, and is within a 30-mile radius of Smithsonian museums and Nationals Park.
This 2590 square foot house with 4 bedrooms and 3 bathrooms is perfect for groups, featuring a private swimming pool for leisurely dips and complimentary WiFi for your convenience.

This waterfront apartment offers direct Chesapeake Bay access from its private 2-acre setting on Fishing Creek, 9 miles from Cambridge, Maryland, and near Blackwater National Wildlife Refuge.
Enjoy this spacious 3460 square feet apartment with 8 bedrooms and 6 bathrooms, featuring a swimming pool, private dock, and modern amenities for a perfect getaway.

Just 3 blocks from West Annapolis shops and restaurants, this Admiral Heights apartment offers prime access to the Navy-Marine Corps Memorial Stadium and is 1.7 miles from downtown Annapolis attractions.
This spacious 2200 square foot apartment accommodates up to 11 guests and features a private backyard with a hot tub, BBQ grill, and an outdoor kitchen, plus a swimming pool for ultimate relaxation.

Directly on the beach in Ocean City, this oceanfront apartment boasts stunning ocean views and offers direct beach access, placing you just steps from the sand and conveniently close to grocery stores, dining, and shopping.
This family-friendly 1100 square foot apartment with a pool comfortably sleeps 8 guests and features 2 bedrooms, 2 bathrooms, air conditioning, a full kitchen, and a terrace/balcony, ensuring a relaxing getaway with all the amenities you need.

Accommodation. This accommodation is based in Brock Hall.
Facilities and services include a kitchen, an iron and air conditioning. Take advantage of the gym in this house in Brock Hall.

Just 20 miles from Washington D.C. and National Harbor, this apartment offers a prime location for exploring major attractions.
This apartment features extensive on-site recreational facilities, including a huge swimming pool, private hot tub, and a full gym with sauna, making it an ideal choice for a getaway with a pool.

Casey's Porch, an apartment on Hudson Creek, offers a tranquil waterfront escape in Madison, ideal for nature enthusiasts seeking a getaway with a pool.
This expansive 4000 square foot apartment boasts 7 bedrooms, 5 bathrooms, and a private dock, perfect for fishing and crabbing, alongside kayaks, paddle boards, and bicycles for exploring the serene country lanes and creek.

Located in Upper Marlboro, this house is 14 miles from Addison Road-Pleasant and 20 miles from Nationals Park, Washington Union Station, the Supreme Court, and the U.S. Capitol.
This 2400 square feet, family-friendly house offers a private swimming pool, a fitness center, and a fully equipped kitchenette for up to 6 guests, with free high-speed WiFi and parking.

Directly on the beach in Ocean City, this oceanfront condo offers unparalleled access to the shoreline and is a short distance to the famous boardwalk and entertainment venues.
This 800 square foot apartment with a pool accommodates up to 6 guests and features a full kitchen, air conditioning, and a terrace, perfect for a family getaway.

This Southern Maryland apartment is in a quiet, private neighborhood, just 10-15 miles from Calvert Cliffs State Park and 20 miles from Solomons Island.
Enjoy this 4,500 sq ft apartment with 5 bedrooms, 3.5 bathrooms, and a guest capacity of 10, featuring a private heated swimming pool, year-round spa, game room with billiards, bar, fitness space, and complimentary Maryland Crab Feast Experience, perfect for a pool getaway.

Resort-class outdoor amenities, including a jetted swimming pool, rooftop deck, and grilling areas, offer breathtaking views in Bethesda Downtown.
This 730 sq ft, one-bedroom apartment accommodates up to 3 guests and features a fully equipped kitchen, in-unit laundry, and access to a 24-hour fitness center and business area.

This waterfront apartment in Rock Hall, Maryland, offers Chesapeake Bay harbor views and is just a short walk to popular dining spots like Waterman's Crab House and Harbor Shack.
Enjoy this 1000 square foot apartment with a swimming pool, perfect for families and accommodating up to 6 guests, featuring 2 bedrooms, a well-equipped kitchen with a dishwasher, and air conditioning.

Clearview is situated in Tilghman, 24 miles from Academy Of The Arts, offering a serene escape.
This 2060 square foot house with a private swimming pool accommodates up to 11 guests and includes a fully equipped kitchen, air conditioning, a hot tub, and a children's playground, with high-speed Wi-Fi and private parking.

Enjoy breathtaking waterfront and Annapolis skyline views from this Eastport apartment, just a half-mile walk or water taxi ride from downtown Annapolis attractions, including the Naval Academy.
This apartment offers flexible sleeping for up to six guests, a newly renovated kitchen, and access to a waterfront swimming pool with serene views, plus community grills and dining areas for al fresco meals.

Centrally located in St. Michaels' Historic District, this restored 1850s Thomas Blades House offers waterviews from its proximity to Town Park and is within walking distance of the St. Michaels Museum, Chesapeake Bay Maritime Museum, shops, and restaurants.
This 1400 square foot cottage, perfect for up to 5 guests, features 2 bedrooms and 1.5 bathrooms, a large family room, a back porch with a dining area, and a deck for grilling, providing a comfortable stay with a swimming pool for a complete pool getaway.

Enjoy direct waterfront access on Swan Creek with a private 300-foot pier and a private swimming pool, perfect for family vacations on the Chesapeake Bay.
This renovated 4-bedroom, 2-bathroom house accommodates up to 10 guests and features a hot tub, kayaks, bicycles, and is just a short walk or bike ride to Rock Hall's dining and shopping.

Located at the end of a quiet cul-de-sac in amenity-rich Ocean Pines, this apartment is 5 miles from the Beach Club and Seacrets, and 10 miles from the Ocean City Boardwalk.
This 1700 square foot, pet-friendly apartment offers 3 bedrooms, 2 bathrooms, and sleeps 8, featuring a converted garage game room, a sunporch, and a private backyard with fire pits, perfect for enjoying time with a pool.