Compare Vacation Rentals with Pools in Maryland

Breathtaking Chesapeake Bay waterfront views are yours to enjoy from this expansive 6-bedroom apartment, located on 12 private acres just 3 miles from Rock Hall's historic Main Street.
This family-friendly, 4600 square foot apartment sleeps 14 and features a newly renovated open layout, a sunroom, a wrap-around porch, a fireplace, and a swimming pool with a large patio and pool house, offering a perfect pool getaway.

Enjoy a prime waterfront apartment in Baltimore, just a 10-minute walk from the Power Plant and 0.8 miles from historic Fell's Point, offering excellent access to local attractions.
This air-conditioned 2-bedroom apartment includes a fully equipped kitchen and provides access to an outdoor swimming pool, fitness center, and on-site parking for a complete getaway.

Experience luxurious high-rise living in a reimagined historic bank and trust building in Downtown Baltimore, offering exclusive inner harbor water views and convenient access to the Baltimore Inner Harbor Marina and the Baltimore Cruise Terminal.
This 1-bedroom, 1-bathroom apartment accommodates 2 guests and features a swimming pool, perfect for a relaxing getaway with a pool, with parking and internet available.

House rental listing for 1 guest. This accommodation is located in Waldorf.
Services and facilities: a terrace, a freeze and a dish washer. Take advantage of the air conditioning in this house!

This Bethesda apartment offers a rooftop swimming pool with city views, located 6.7 miles from Phillips Collection and 8 miles from the White House and Vietnam Veterans Memorial.
Enjoy a fully equipped kitchen, private terrace, barbecue facilities, and an on-site fitness room, with complimentary private parking and free WiFi available.

Enjoy a private basement apartment with a pool in Owings Mills, conveniently located just 3 miles from shopping and dining and a short drive to Baltimore City.
This 800 sq ft apartment accommodates up to 6 guests and features a private entrance, patio, and parking, along with access to a private swimming pool for a perfect pool getaway.

Enjoy scenic country living at this private guest house on a 15-acre farmette, located just 30 miles from Frederick and Gettysburg, and 60 miles from Baltimore and Washington D.C.
This accommodation offers a private bedroom with a queen bed and bath, a full kitchen, dining and living room, and in-season access to a swimming pool, perfect for a relaxing getaway with a pool.

Direct waterfront access on the Chesapeake Bay in Pasadena offers a serene escape, located 25 miles from Annapolis and 30 miles from Baltimore.
This spacious apartment with a pool accommodates up to 12 guests, featuring five bedrooms, a fully equipped kitchen, a private dock, and a seasonal above-ground swimming pool perfect for a pool getaway.

Adjacent to Patterson Park, this Baltimore apartment offers a prime location in the desirable Patterson Park neighborhood, just 3 minutes from Johns Hopkins Hospital and 7 minutes from Penn Station.
This 1400 sq ft apartment with a pool accommodates up to 7 guests and features a newly renovated kitchen, in-home laundry, and private parking, providing a comfortable stay with excellent access to city attractions.

Vacation rental for 4 people. You will stay in Germantown.
Services and facilities: a washing machine, a fridge and a swimming pool. This is a family-friendly house!

Located in Lanham, this apartment is approximately 14 miles from the Smithsonian American Art Museum and 17 miles from the United States Capitol, offering convenient access to major attractions.
This spacious 1,500 sq ft apartment includes 2 bedrooms, a bonus room with a King bed, and a yard, all with a swimming pool available on-site for your enjoyment.

This apartment offers a relaxing getaway in Aspen Hill, just 14 miles from the White House, with excellent access to Washington D.C. via the Metro Red Line.
Enjoy a family-friendly stay with amenities including a swimming pool, jacuzzi, garden, and parking, all within easy reach of local attractions like the AFI Silver Theatre and outdoor adventure trails.

Experience a tranquil escape in this studio located in a rural area of Chestertown, adjacent to a golf course and within walking distance to the waterfront and historic district, offering a private inground swimming pool for ultimate relaxation.
This accommodation is well-equipped for up to 3 guests, featuring a queen-sized bed, a full kitchen with a microwave, air conditioning, and is conveniently situated near Rolphs Wharf Marina and Cassinelli Winery and Vineyards for abundant activities.

Enjoy a spacious, open 3-level townhome in a quiet Germantown community, offering a family-friendly stay with excellent user and location ratings, and convenient access to all amenities right from your front yard.
This apartment features a bright kitchen with stainless steel appliances, air conditioning, and a refreshing swimming pool, perfect for unwinding after exploring Germantown.

Centrally located in Columbia, this apartment offers prime access to Baltimore, Washington D.C., and Annapolis, with historic Ellicott City just 8 miles away, providing immediate proximity to Columbia village centers featuring abundant shops, restaurants, and entertainment.
Enjoy modern conveniences in this 3-bedroom, 2-bathroom apartment, including FiOS Quantum data, a Smart TV, a family room with a pool table, and an expansive deck with a grill, all complemented by a refreshing swimming pool perfect for your getaway.

Just 500 feet from the Silver Spring Metro (Red Line) and downtown Silver Spring attractions, this apartment offers exceptional walkability to The Fillmore and AFI Silver Theatre in Downtown Silver Spring.
This 2-bedroom, 2-bathroom apartment accommodates up to 6 guests and features a fully equipped gourmet kitchen, in-unit laundry, a dedicated workspace with high-speed fiber Wi-Fi, and a 65-inch Smart TV, plus access to a building fitness center and a rooftop lounge with skyline views, all complemented by a refreshing swimming 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.

This chalet in Myersville offers a secluded escape on 3 wooded acres, just minutes from downtown Frederick and Middletown.
Enjoy exclusive access to a heated swimming pool from May to September, a year-round fire pit, and a fenced backyard, perfect for families and pets.

Located in National Harbor, the Gaylord National Resort & Convention Center is just 8 miles from Ronald Reagan Washington National Airport and 11 miles from Washington D.C.
This resort offers an indoor swimming pool and is steps from National Harbor's shops, activities, and restaurants, providing a premier destination with a pool for your getaway.

This Stevensville cottage offers Chesapeake Bay views, located approximately 19 miles from Downtown Annapolis and the U.S. Naval Academy.
Enjoy this 1990 square feet apartment with a private backyard swimming pool, sleeping up to 11 guests across 3 bedrooms and featuring a wrap-around deck with stunning sunset views.

Enjoy spectacular west-facing sunsets from this waterfront cottage on a quiet creek of the Chesapeake Bay in Wittman, Maryland, just 7 miles from St. Michaels.
This family-friendly, two-bedroom cottage accommodates four guests and features a private swimming pool available from Memorial Day through Labor Day, along with kayaks and a private dock for direct water access.

Just 500 feet from Ferry Beach, this 2-bedroom, 2-bathroom apartment in Rock Hall offers a premier cottage experience with convenient walking distance to town center shops, marinas, and dockside restaurants.
Enjoy a relaxing retreat with an 1100 square foot floor area, air conditioning, and a swimming pool, perfect for families and pet owners seeking a getaway with a pool in Rock Hall.

This Gaithersburg apartment offers proximity to Holy Cross Hospital (Germantown campus) and Shady Grove Adventist Hospital, as well as NIST and the Department of Energy, making it ideal for medical professionals and business travelers.
Enjoy this 1030 sq ft apartment with a queen bed, a twin with trundle, and a queen sofa bed accommodating up to 4 guests, complete with a full kitchen, fireplace, and convenient access to local attractions and outdoor recreation, all with a swimming pool.

Enjoy a comfortable stay in this Bethesda Downtown apartment, just a short Metro ride from Washington D.C.'s White House and Lincoln Memorial, offering proximity to world-class dining and an Arts and Entertainment District.
This 670 sq ft, 1-bedroom apartment with a king bed accommodates two guests and features a fully equipped kitchen, modern decor, and on-site amenities including a swimming pool, BBQ area, and parking.

Located in Baltimore's central Inner Harbor district, this apartment is just a 6-minute walk from the Convention Center and within 200 yards of the city center.
This 1300 square foot, 1-bedroom apartment accommodates up to 5 guests and features a rooftop deck and an outdoor swimming pool, making it an ideal choice for travelers seeking a getaway with a pool.

Experience waterfront relaxation at the Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina in Cambridge, Maryland, just a 6-minute drive from Cambridge - Dorchester Regional Airport.
This resort offers a championship 18-hole golf course, a full-service spa, and multiple swimming pools, providing a perfect getaway with a pool for all guests.

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.

This historic Tudor-style gatehouse in Maryland's horse country offers an exceptional studio getaway, located just 3-5 miles from Hunt Valley and 15 miles from Towson.
Enjoy a relaxing stay with access to a shared swimming pool, full-size tennis court, and a BBQ grill, perfect for outdoor enjoyment.

Enjoy a unique boat accommodation experience just a 10-minute walk from Annapolis Harbor, offering scenic sea and river views.
This boat features air conditioning, a full kitchen, complimentary WiFi, and a seasonal swimming pool, perfect for up to 4 guests.