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.

0 of 0 items showing

1 of 3 pages

Top guest favorite

Guesthouse in Monrovia

4.97 out of 5 average rating, 143 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:)

Superhost

Apartment in North Bethesda

4.91 out of 5 average rating, 75 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.

Guest favorite

Apartment in Herndon

5 out of 5 average rating, 9 reviews

Let’s Stay Home

Welcome to our cozy and family-friendly apartment! This clean and well-maintained space is perfect for families, groups, or anyone seeking a comfortable home away from home. With modern amenities, spacious rooms, and a welcoming atmosphere, you'll find everything you need for a relaxing stay. Whether you're visiting for business, exploring the area, or simply in need of a quiet retreat, our apartment offers the ideal base to make your trip memorable. We look forward to hosting you!

Superhost

Home in Reston

4.85 out of 5 average rating, 13 reviews

Serene Lakeside Escape

Forget your worries in this spacious and serene space. Our lakeside home provides you with an amazing variety of amenities including an indoor pool, sauna, poker table, and an outdoor terrace space of over 1,700 SF perfect for outdoor bbqs or just downtime. We’re only a 2 minute walk from Lake Thoreau, which is a serene and beautiful lake that offers fishing, boating, and other water activities. We also have a large open kitchen and a ton of available parking. STL-2024-00066

Superhost

Home in Boyds

4.69 out of 5 average rating, 13 reviews

Quiet Forest View

Located at the end of a cul-de-sac and next to Black Hills Forest Park. It’s conveniently close to the Maryland Sportsplex and Little Seneca Lake. The open floor plan that integrates the living, dining, and kitchen areas. The sun room is bathed in natural light to enjoy views of the surrounding woods. For those working from home, there’s a dedicated workspace. The property includes ample parking space, for RVs or other large vehicles, ideal for any adventure seekers.

Top guest favorite

Guesthouse in Highland

4.98 out of 5 average rating, 286 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 and adjacent walking trails.

Guest favorite

Apartment in Greenbelt

4.93 out of 5 average rating, 30 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.

Guest favorite

Apartment in Herndon

5 out of 5 average rating, 16 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

Guesthouse in Spencerville

4.86 out of 5 average rating, 28 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, 104 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.

Top guest favorite

Guest suite in Silver Spring

4.96 out of 5 average rating, 266 reviews

Sophisticated Studio Apartment, Metro DC

Lovely, quiet, private apartment in lower level of a bungalow home. Separate entrance with key code lock. Perfect for working, studying, visiting, or touring DC's historic & cultural sites. Blocks to downtown Silver Spring/AFI/AIRP; one mile to Silver Spring or Takoma Park Metro Stations (Red Line).

Guest favorite

Guesthouse in Rockville

4.91 out of 5 average rating, 46 reviews

Adorable, secluded 2 Bedroom cottage.

Relax with the whole family at this peaceful place to stay, less than 25miles from Washington DC , close to Bethesda Md, 26 miles to Dulles international Airport and over 2.5 acres of relaxing backyard. This is a serene property ideal for a perfect gateway without being too far from everything.