Vacation rentals with a pool in Gaithersburg

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Gaithersburg

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

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Guest favorite

A modern kitchen features warm wooden cabinetry, a sleek black stove, and a variety of kitchen appliances. A rustic dining table sits in the foreground, adorned with a woven runner and a wooden tray holding fresh fruit. The space is complemented by decorative shelves and natural light.

Apartment in Upper Marlboro

4.94 out of 5 average rating, 158 reviews

Kone Oasis- hot tub, pool, theater/game rm.

Have fun and relax at this stylish oasis! Packed w/ amenities. Huge Pool w/multiple cabanas, HOT TUB, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room and outdoor projector too, basketball court, grill, spa/library with sauna and full gym!! 5 comfy beds. Rooms split for privacy. Open kitchen/dining/living room. Cold DeerPark water fountain. Basement apt so there is some movement noise. Updated bath and an outdoor shower. 20 mins from Downtown DC & 6Flags.

Top guest favorite

A tranquil pool area is surrounded by lush greenery and vibrant flowers. The charming cottage, featuring a welcoming porch, is visible in the background under a bright blue sky. The clear water of the pool reflects the sunlight, inviting relaxation.

Cottage in Hamilton

4.95 out of 5 average rating, 398 reviews

*Cottage @ Firefly Cellars* VA Wine Country escape

The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!

Guest favorite

A contemporary living area is presented with a dark sectional sofa and a 55" Smart TV. A dining table is set for six, featuring clear dishware and utensils. Expansive windows offer views of the skyline and a warm sunset, enhancing the inviting atmosphere.

Apartment in Pentagon City

4.93 out of 5 average rating, 123 reviews

Crystal Urban Delight | Mins to DC | Free Parking

Welcome to your spacious home away from home! Newly renovated, contemporary 2-bedroom/2-bathroom apartment. Offers the perfect blend of style, comfort, and convenience with FREE PARKING. Location, location, location!! - 5 min walk to Metro/Bus - 7 min walk to Whole Foods Market, restaurants and cafes - 6 min drive to DCA, Reagan Washington National Airport - 7 min drive to Arlington National Cemetery - 10 min drive to White House, National Mall, US Capitol, Old Town Alexandria or Amazon HQ

Guest favorite

An aerial view captures the expansive 10-acre property alongside the Potomac River, surrounded by lush greenery and rolling hills. The home is positioned centrally within the landscape, with the river glistening in the distance and wooded areas enhancing the natural setting.

Home in Leesburg

4.97 out of 5 average rating, 122 reviews

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

Welcome to Potomac Overlook Farms, where comfort meets nature on 10 acres along the Potomac River. Surrounded by wineries, breweries, and historic towns, this 5,000 square foot estate offers access to adventure and relaxation. The spacious home comfortably sleeps 16, with an optional guest house for 5. Please inquire about the guest house at booking. Our property, unfortunately, does not offer wheelchair accessibility. The pool is available for your enjoyment from April 1 to September 1.

Guest favorite

The pool area features a crystal-clear pool bordered by stone pavers and landscaped greenery. A pool house with large glass doors is visible in the background, accompanied by a defined hot tub and neatly arranged lounge chairs. Surrounding trees and bushes enhance the outdoor setting.

Guesthouse 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 favorite

A classic brick Colonial house is surrounded by well-maintained gardens and lush greenery. Large trees provide shade over the front lawn, which features manicured bushes and young saplings, contributing to the inviting exterior of the home.

Guest suite in Catonsville

4.94 out of 5 average rating, 543 reviews

Rollingside: Two-Room Guest Suite

Two-room guest suite with private entrance located in picturesque Catonsville, MD on a pre-Colonial road originally used for rolling tobacco to the harbor. Downtown Baltimore is 20 minutes away, BWI airport and Amtrak station 15 minutes, and our street is located on a bus route. Beautiful 3.5 mile walk to historic Ellicott City and an hour from Washington, D.C. Individuals and families with children are welcome, but the Airbnb member renting the property must be over the age of 25.

Top guest favorite

A wooden table is set with a bottle of Walnut Crest Cabernet Sauvignon and two etched wine glasses. A red apple rests in a dark, leather-like bowl, with a serene backdrop of green foliage visible through a screened window.

Guesthouse 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 favorite

A light-filled living area features a comfortable sectional sofa adorned with neutral tones and decorative cushions. The circular area rug in soft blue anchors the space, complemented by abstract art pieces on the wall and a modern mirror reflecting natural light.

Condo in Centreville

4.92 out of 5 average rating, 120 reviews

Peaceful patio condo

Stylish 1 bedroom condo on ground level with 1 designated parking space directly in front. This home provides a perfect setting for both luxurious and comfortable living. Bright southern exposure, No steps from parking, 2 smart TV, high speed internet, queen size bed, the patio opens to private green nature. Plenty of guest parking as well. Long paved walking trail passing by, Walk to Giant, Starbucks, and Restaurants. Less than 2 miles from Spa World. And 10 min drive to King Spa.

Guest favorite

A vibrant array of flowers in various colors frames the freshwater lap pool, leading to a two-story guest house. The building features a balcony above large glass doors, with the serene pool reflecting the surrounding greenery.

Home in New Market

4.93 out of 5 average rating, 150 reviews

Historic Peace and Plenty Farm: Pool House

Peace and Plenty Farm is a 40+ acre, stunning rural escape located in Frederick County, two miles from Historic New Market, 45 minutes from Gettysburg, and an hour from Baltimore or Washington D.C. Feel free to explore our farm’s trails and hidden gems, play yard games with the family, or swim in our lap pool (open from June through October). Our generous space is suitable for a couple's getaway, a weekend with friends, a family vacation, a working vacation, or a quiet retreat.

Guest favorite

The living room features a comfortable U-shaped sectional sofa, arranged on a plush area rug. Light enters through a large window, and neutral artwork adorns the wall. A small table rests beside the sofa, enhancing the inviting atmosphere.

Apartment 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.

Guest favorite

A modern living area is furnished with a light-colored sofa, complemented by dark accent pillows. A wooden coffee table sits at the center on a textured area rug. Large windows allow natural light to fill the space, featuring a view of greenery outside.

Apartment in Downtown

4.94 out of 5 average rating, 168 reviews

Upscale 1Bdrm Apt in Heart of DC

Welcome to our cozy and charming one bedroom, one bathroom apartment in the heart of downtown Washington, DC! You’ll feel right at home in this beautiful space with tons of natural light, 60” 4k TV, a king sized Nectar mattress, and a fully equipped kitchen. Located just steps away from the city's most iconic landmarks, restaurants, and nightlife, our apartment is the perfect home base for your DC adventure!

Superhost

A modern living area features a comfortable green sofa with plush throw pillows, accompanied by two round wooden coffee tables. Natural light floods the space through large windows, highlighting a cozy seating area with a stylish hanging chair. The walls display tasteful decor elements.

Apartment in Crystal City

4.87 out of 5 average rating, 126 reviews

ModernBohoOasis | 2BR 2BA | Gym&Pool | Mins to DC

- Free Parking for 1st car - 5 min walk to Crystal City Metro - 10 min to DC - 8 min to Reagan Airport (DCA) - 6 min to Pentagon Mall - 24 hr Concierge Service - Gym - Pool (seasonal, access for 5 people) - Fast wifi - In-unit Washer/Dryer - TV in all rooms - AC/Heat is seasonal (some flexibility based on weather) - AC is on from May 17th through October 15th - Heat is on from October 17th through May 15th