Holiday 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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Guest favourite

Home in Reston

4.94 out of 5 average rating, 109 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 favourite

Home in Adamstown

4.96 out of 5 average rating, 122 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.

Superhost

Flat in Reston

4.82 out of 5 average rating, 77 reviews

King Size Bed w/ Home Office

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 Roku smart TV is waiting for you to catch up on all your shows. Laundry in unit for your convenience. Wifi, utilities, and linens are all included with your stay. We look forward to hosting you!

Guest favourite

Guest house in Monrovia

4.96 out of 5 average rating, 163 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 favourite

Guest house in Highland

4.98 out of 5 average rating, 296 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 favourite

Flat in North Bethesda

4.91 out of 5 average rating, 80 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 Montgomery Village

4.81 out of 5 average rating, 42 reviews

HOME away HOME

Relax in style at this modern 2-bedroom, 2-bathroom retreat, located in one of the city’s most sought-after neighborhoods. Whether you’re visiting for work or play, this home is perfect for families, friends, or business travelers. Enjoy a fully equipped kitchen, cozy living spaces, and a calm, welcoming atmosphere. Step outside and explore walkable cafes, parks, and charming local shops—everything you need for a comfortable and memorable stay is right at your doorstep.

Guest favourite

Townhouse in Sterling

4.86 out of 5 average rating, 85 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!

Superhost

Flat in North Bethesda

4.77 out of 5 average rating, 22 reviews

Modern Comfort · King/Queen Beds · Whole Foods

Welcome to our stylish apartment nestled in the vibrant North Bethesda neighborhood. Perfectly situated for both business and leisure travelers, this modern retreat offers comfort, convenience, and a touch of luxury. Whole Foods is conveniently located in the building, and Starbucks is just across the street. A modern development with abundance of dining and shopping options, as well as a movie theater and a bowling alley are all within a five (5) minute drive.

Guest favourite

Home in Chevy Chase

4.8 out of 5 average rating, 15 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 mid 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 home or not. 6 adults over 18 max

Guest favourite

Guest suite in Gaithersburg

4.92 out of 5 average rating, 38 reviews

Driveway Parking, No Stairs, Baby Crib

Brought to you by Ameridency: 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.

Guest favourite

Flat in McLean

4.95 out of 5 average rating, 111 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.