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

Guest favorite

Home in Reston

4.93 out of 5 average rating, 106 reviews

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

When you stay here you will experience the comfort of your home and close to various amenities. You can explore nature trails and lakes for a serene retreat. Home is located near Wiehle Reston Metro, providing easy access to D.C and Airports. You will enjoy a fully equipped kitchen with pots, pans, silverware, fridge, microwave, and washer & dryer. Your family will enjoy Gigabit high-speed WIFI for streaming on electronic devices and work quietly from private home office. * Book your stay now! *

Guest favorite

Home in Adamstown

4.97 out of 5 average rating, 117 reviews

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Wizards and Humans are invited to experience the magic of Wizard's Escape. A magical home with an escape room twist as you immerse yourself in 2 thrilling themed escape rooms. Perfect for large family gatherings, bachelorette/bachelor/birthdays. Spend hours on our magical scavenger hunt throughout the castle to find the 7 cruxes. Weddings/ Events and Pool rental are an additional cost. Follow us on Insta or Fb for more videos/pics. Book your favorite Gamekeeper's Hut or airbnb next door.

Top guest favorite

Guesthouse in Monrovia

4.96 out of 5 average rating, 160 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, 295 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.

Guest favorite

Apartment in North Bethesda

4.91 out of 5 average rating, 79 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

Cabin in Frederick

4.93 out of 5 average rating, 14 reviews

Exceptional Custom-Built Post & Beam Home

Escape to this stunning custom-built home on 3 private acres in the Urbana area of Frederick, MD. With 3,664 sq. ft. of space, this retreat offers modern comfort and rustic charm. Relax in the inground pool, hot tub, or outdoor shower, or take in the views from the wraparound deck. Perfect for families, groups, or couples, this peaceful getaway is ideal for unwinding and exploring nearby attractions. Located 2 minutes from Worthington Golf Course and 15 minutes from Downtown Fredrick.

Superhost

Apartment in Reston

4.9 out of 5 average rating, 40 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!

Guest favorite

Guest suite in Herndon

4.95 out of 5 average rating, 73 reviews

Capital Escape-Unique Spacious 2BR/1BA Apartment

Relax in this charming Airbnb—perfect for a family or girlfriends' getaway! This two story artsy unit, tucked behind a colonial home's garage in a quiet area, has 2 bedrooms, 1 bathroom, a kitchenette, and a spacious deck with garden views. The open-concept basement living area includes an electric fireplace and a work station with a printer. Guests can also enjoy the swimming pool in summer. Note: an in-law suite is above, and the main house is occupied by the homeowners.

Superhost

Townhouse in Sterling

4.85 out of 5 average rating, 82 reviews

Family Friendly Townhome with LP collection

Relax with the whole family at this peaceful place to stay. Walking distance to grocery stores, shops, and restaurants. Nestled in a friendly neighborhood across the street from tennis and basketball courts, surrounded by paths that lead to playgrounds with access to four different community pools and a clubhouse with a gym. The bottom floor works as a separate office space great for working from home as well as an extensive record collection for you to enjoy!

Guest favorite

Condo in North Bethesda

4.93 out of 5 average rating, 27 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 cinema.

Guest favorite

Guest suite in Gaithersburg

4.92 out of 5 average rating, 37 reviews

Pool Pass, Driveway Parking, Baby Crib, No Stairs

Pool Pass for 3+ nights bookings. 1.7 miles from I-270, 4.7 miles from Germantown Soccerplex, 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 from Fitness centers, 3 minute walk from the RideOn bus stop (61, 74, 78), and minutes away from Tech Hub and pharmaceutical companies.

Superhost

Home in Chevy Chase

4.79 out of 5 average rating, 14 reviews

Modern 3 bedroom home filled with art/POOL

This unique place has a style all its own. Filled with Art. Upper level of mid century modern home. 3 bedrooms , 2 bathrooms. Private Swimming pool available mid-May to end September. Please send me a message for exact dates. Level 2 EV charger in driveway the basement is not included in this listing but we usually will be traveling during the time the house is rented . Please inquire and confirm if we will be . 6 adults over 18 max