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.

1 of 1 pages1 / 1
Guest favourite
A landscaped backyard features a patio table with an orange umbrella and four chairs. Sunlight filters through the trees, illuminating the area. A path leads to a wooded setting, with autumn leaves scattered on the ground, creating a serene atmosphere.
Home in Reston
4.91 out of 5 average rating, 142 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
A welcoming exterior view of the house features a well-maintained lawn and garden. The facade is highlighted by a large bay window and flower boxes beneath, complemented by decorative shutters. A pathway leads to the front door, framed by neatly landscaped greenery.
Home in Rockville
4.93 out of 5 average rating, 69 reviews

Serene House on the Cul de Sac - Lic # STR23-00110

House is located on a quiet cul de sac with friendly neighbors. The house is cozy, clean, very comfortable,great to relax in after a long day of site seeing. The White House is only 15 miles. Also conveniently located to Annapolis, Baltimore, and Northern Virginia. There is plenty of shopping and restaurants nearby. Beautiful hiking trails (Great Falls), walking trails (Rock Creek Park), public parks, skateboarding park, indoor swim pool, tennis courts, volleyball court, racketball (Olney)

Superhost
Guest suite in Rockville
4.72 out of 5 average rating, 176 reviews

Cozy two bedroom w/pool pet friendly apt

PLEASE READ AMENITIES BEFORE BOOKING! Make sure we offer what you need. Spacious two bedroom, basement, pet friendly apartment. Private entrance, full bathroom and coffee bar with fridge, microwave, coffee maker and tea kettle. No kitchen sink or stove. Large open space with couch, chairs and dining area. A desk is also available in one of the bedrooms. Pets are permitted, there is a $50 pet fee that will be added. Gate entrance opens to a large fenced back yard with a pool shared with owner.

Guest favourite
A modern living room features two gray sofas with blue accent pillows, positioned around a light wooden coffee table. Natural light enters through the large windows, revealing a scenic view. A small plant adorns the table, while subtle greenery decorates the corners.
Apartment in Reston
4.83 out of 5 average rating, 102 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!

Top guest favourite
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, 180 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
Apartment in Downtown Silver Springs
5.0 out of 5 average rating, 14 reviews

Penthouse 2BR • Pool • Metro

Welcome to your upscale urban escape in the heart of downtown Silver Spring! This beautifully penthouse offers high-end comfort, sweeping city views, and unbeatable convenience—perfect for business travelers, couples, or small groups seeking style and serenity above the city. Steps from the Metro, making it easy to reach Washington, D.C., and surrounding areas in minutes. Walk to: Trendy cafes, restaurants, bars, and shops The Fillmore Silver Spring, AFI Silver Theatre, and Whole Foods

Top guest favourite
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, 313 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
The custom-built home is showcased from the back, featuring multiple peaked dormer windows and a spacious wraparound deck. Surrounding trees display autumn foliage, enhancing the serene setting. Colorful kayaks are visible underneath the deck, suggesting outdoor recreational opportunities.
Cabin in Frederick
4.95 out of 5 average rating, 39 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.

Top guest favourite
Guest suite in Herndon
4.95 out of 5 average rating, 103 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.

Guest favourite
A large saltwater pool is surrounded by lush greenery and blooming flowers. Sun loungers are positioned beside the pool, and a small table and chairs provide a shaded seating area. Bright blue skies create a serene atmosphere on a sunny day.
Home in Chevy Chase
4.98 out of 5 average rating, 62 reviews

Fantastic home ! Pool ! Minutes from DC

4 bedroom home in Chevy Chase, Md , just a few minutes from DC, Available for certain weekends , Hollidays and summer time. Huge yard with heated , salt water pool memorial day till Labor Day included. Also available for your Thanksgiving or winter Holliday. Level 2 charge point EV charger. The space is ideal for 6 adults over 18 which is the max allowed by County The house can sleep an additional 2-4 children Please only confirmed guests on the premises #STR23-00043

Guest favourite
Apartment in Gaithersburg
4.87 out of 5 average rating, 23 reviews

Heart of RIO

Welcom to a stylish and comfortable home away from home in Gaithersburg's premier RIO Washingtonian Center area! The unit blends comfort, convenience, and a touch of luxury-perfect for families, business travelers, or getaways. Suburbia DC,commuter friendly. Fully equipped kitchen. Living room with sectional reclining sofas, smart TV, & WiFi. Fully size beds and full baths. Walk to RIO Lakefront, Downtown Crown. Near Shady Grove Metro, 1-270 and MD 200(ICC).

Superhost
The Great Room features vaulted ceilings and an open layout. A spacious sectional sofa with colorful cushions is arranged around a unique coffee table. A dining area with chairs is visible beside the kitchen, which is equipped with modern appliances and decorative items on the shelves.
Guest suite in Woodbine
4.7 out of 5 average rating, 220 reviews

Treetop Penthouse at Streit Manor

NEWLY REDECORATED! Our 2,500 sf penthouse has its own private parking, entrance, kitchen, full laundry. It has 3 inviting bedrooms and a large 1,000 sq ft bath suite with multi person Jacuzzi. Located 18 miles from Baltimore, 31 miles from the White House. Owners live in separate residences on the site. Fully furnished and well-appointed to ensure an enjoyable stay! NO PARTIES OR GATHERINGS WITHOUT PRIOR APPROVAL. NO SMOKING ALOWED INSIDE THE HOUSE!

Popular amenities for Montgomery County rentals with a pool

Destinations to explore