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

4.93 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! *

Superhost

Villa in Bethesda

4.77 out of 5 average rating, 112 reviews

Italy meets Moroccan oasis with huge pool for 10

Beautiful stone house with large pool in quiet upmarket area in trendy Bethesda. Steps from public transport, shops, restaurants and many activities. Lovely walks and trails. A large swimming pool, floaties & kids slide and outdoor Moroccan living room is available for your pleasure . Kid & dog friendly. In winter there are working fireplaces (wood provided) and lovely lodge like sitting rooms as well as a chefs open kitchen and dining area. Perfect for family gatherings and social media.

Top guest favourite

Guest house in Monrovia

4.97 out of 5 average rating, 155 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, 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 favourite

Flat 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 favourite

Cabin in Frederick

5 out of 5 average rating, 13 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

Flat 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!

Superhost

Flat in North Bethesda

4.87 out of 5 average rating, 77 reviews

Spacious - King/King Beds - No Cleaning Fee

Ask us about January - March 2025 discounts on monthly stays. Welcome to our spacious two-bedroom unit in a peaceful community within the DC metro area. This inviting space features two comfortable bedrooms with ample closet storage, a roomy living and dining area, a fully stocked kitchen, and a balcony perfect for relaxing with a morning coffee or tea and a good book. Enjoy access to high-speed internet, cable TV, Netflix, and an Apple TV for all your entertainment needs.

Superhost

Townhouse in Sterling

4.85 out of 5 average rating, 81 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 Silver Spring

5 out of 5 average rating, 4 reviews

1bed Apt downtown silver spring

Enjoy a beautifully furnished one-bedroom apartment just 10 minutes from DC. Features include a cozy living room with TV and Wi-Fi, a full-sized kitchen, in-unit laundry, and a bedroom with a queen-size memory foam bed. The spacious bathroom has a tub and fresh towels. Indoor plants enhance the ambiance. Located in vibrant downtown Silver Spring, with easy access to shops, restaurants, and bars. Book your stay today for comfort and convenience!

Guest favourite

Guest suite in Gaithersburg

4.92 out of 5 average rating, 36 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.

Guest favourite

Flat in McLean

4.95 out of 5 average rating, 111 reviews

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

◆ 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.