Vacation rentals with a pool in Montgomery County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Montgomery County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

Condo in North Bethesda

4.92 out of 5 average rating, 25 reviews

Luxurious Suite King/Queen Beds in North Bethesda

Enjoy your stay in a luxurious complex in a heart of North Bethesda. The complex feature world class amenities. There is a Whole Foods steps away from the building and Starbucks and CVS are just across the street. Small bars and restaurants surround the complex. The apartment is located 2 blocks from a metro (which will take you to a heard of DC in 20 mins.) and a walkable distance from a modern mall offering trendy shops, restaurants, bowling, an upscale cinema & weekly farmers' market.

Top guest favorite

Guesthouse in Monrovia

4.97 out of 5 average rating, 146 reviews

Poolside Paradise in Monrovia, Maryland.

Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

Top guest favorite

Guesthouse in Highland

4.98 out of 5 average rating, 288 reviews

Woodland Retreat

Welcome to our private woodland retreat! This stylish and secluded mid-century modern guesthouse is nestled on five acres in horse country in Highland, Maryland. Totally separate from our owners home, our guesthouse combines the serenity, privacy, and safety you crave with all the conveniences of modern life including: a full bath; kitchenette; internet; and a screened porch with access to our beautiful lighted and heated swimming pool (weather permitting) and adjacent walking trails.

Superhost

Apartment in North Bethesda

4.91 out of 5 average rating, 76 reviews

Sleek studio with awesome view- 1 block from metro

Our beautiful studio is within walking distance to metro (1 block) and grocery stores (Harris Teeter). It is also located across a brand new iPic Movie Theater and shopping area. You can walk to several restaurants and convenience stores. The studio is very spacious with lots of light. You also have access to the condo fitness area, pool table, and quiet/business common rooms. A pool is available during summer. The place is good for couples, solo adventurers, and business travelers.

Superhost

Apartment in Reston

4.88 out of 5 average rating, 32 reviews

King Size Bed - Reston Metro Apt

Welcome to Reston! This brand new apartment boasts a grocery store on site (Wegmans), 10 minute walk to Reston Metro Station and modern luxuries for you to enjoy. The state-of-the-art kitchen has cookware, bakeware, flatware, and everything you need to kick off your culinary creations. The 4K TV is waiting for you to catch up on all your shows. Laundry in the unit for your convenience. Wifi, utilities, and linens are all included with your stay. We look forward to hosting you!

Superhost

Apartment in Silver Spring

4.75 out of 5 average rating, 36 reviews

Modern 1BR in Silver Spring

Welcome to your home away from home! This modern one-bedroom apartment is located in the heart of downtown Silver Spring, just minutes from Washington, DC. Enjoy contemporary amenities, a comfortable living space, and easy access to dining, shopping, and public transportation. Perfect for solo travelers, couples, or business visitors. Explore the vibrant local scene or take a short trip to the nation’s capital. Make your stay memorable in this cozy and convenient urban retreat!

Guest favorite

Home in Adamstown

4.96 out of 5 average rating, 101 reviews

Wizard's Escape | Sleep15+ | Pool | 2 EscapeRooms

Wizards and Humans are invited to experience the magic of Wizard's Escape. A magical home with an escape room twist. Immerse yourself in this thrilling 2 themed escape rooms. Then, spend hours on our magical scavenger hunt throughout the castle to find the 7 cruxes. Ask about small Weddings or Events and Pool rental are an additional cost. Follow us on Insta or Fb for more videos and pics. Book your favorite Gamekeeper's Hagrid Hut airbnb next door. Link below

Guest favorite

Apartment in Greenbelt

4.94 out of 5 average rating, 33 reviews

Stunning retreat W/Pool & Garage

Welcome to your stylish sanctuary in the DC metro area. Located 3 minutes from the metro station and the beltway, you have easy access to DC. The space features a sleek, modern design with high-end finishes and thoughtful touches throughout. Whether you’re here for business or pleasure, our place provides the ideal base for your stay. Fast Wi-Fi, a smart TV, and thoughtful amenities like pool and gym are all here to make your stay comfortable and memorable.

Top guest favorite

Apartment in Herndon

5 out of 5 average rating, 19 reviews

3 bed 2,5 bath condo Herndon, unit #1

Bring the whole family to this great place with lots of room for sleep. - washer and dryer - dishwasher, coffee maker, microwave - private entrance End unit townhouse-style with a separate entrance. 3 level condo/flat. Among the amenities are two tennis courts, gym, two pools* and more. Perfect 15 minutes walking distance to the Herndon Metro Station. Shopping plaza with supermarket, Sushi and Kabob restaurants, and more are 5 min away. Note:

Guest favorite

Guest suite in Gaithersburg

4.92 out of 5 average rating, 25 reviews

No Stairs, Driveway Parking, Baby Crib Available

No Stairs. Driveway parking. Peaceful and centrally-located. 1.7 miles from I-270, minutes away from Tech Hub and pharmaceutical companies, 0.4 miles from Bowling alley, 1 mile from Kaiser Permanente, 4 miles from Shady Grove Hospital and Shady Grove Metro Station, 0.7 miles from the Gaithersburg MVA, 1.2 miles from the shopping center, 3.1 miles away from Fitness centers, and 3 minute walking distance from the RideOn bus stop (61, 74, 78).

Guest favorite

Guesthouse in Spencerville

4.86 out of 5 average rating, 29 reviews

Adorable Guesthouse on Historic Farm.

Spring is upon us at Drayton! With excellent proximity to both Washington DC and Balitmore, enjoy peaceful respite in a lovely historic cottage (fully airconditioned) in Montgomery County, MD. Enjoy the grounds of Drayton Manor, built in 1834, boasting beautiful cherry trees, magnolias, massive oak and yew trees, as well as an inground swimming pool (seasonal), summer house, fire pit, and a children's playground.

Guest favorite

Apartment in McLean

4.94 out of 5 average rating, 106 reviews

Amenity Surplus, Free Parking, 20 min to DC, Gym

◆ ENTIRE UNIT - Perfect for business professionals, solo travelers, or families seeking a relaxing, quiet place to unwind ◆ UNBEATABLE LOCATION with Bus Stop right out front - Tysons Corner Mall: 3 mi, Washington DC: 10 mi, Metro Station 3 mi. ◆ FULLY STOCKED to make your stay the most convenient possible - includes in-unit washer & dryer ◆ SECURE BUILDING - requires key fob to access. ◆ FREE PARKING - 1 space.