Holiday rentals with a pool in Wheaton-Glenmont

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wheaton-Glenmont

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

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Guest favourite
Flat in Upper Marlboro
4.94 out of 5 average rating, 159 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 favourite
A modern living room features a comfortable sofa adorned with pillows and a cozy throw. Two accent chairs are positioned beside a coffee table, all set on a soft area rug. Large glass doors allow natural light to fill the space, revealing a view of the building exterior.
Flat in Ballston - Virginia Square
4.98 out of 5 average rating, 105 reviews

Modern 1BR Apt | Arlington Downtown | Pool, Gym

Experience the joy of returning to this meticulously crafted, modern, & elegant 1-bedroom apartment in downtown Arlington. Your ideal sanctuary away from home awaits. Boasting an unbeatable prime location, everything you desire is just steps away. Within minutes, indulge in the city's finest dining, entertainment, and recreational offerings, making every moment memorable. ★ 15 Min to Reagan National Airport ★ 15 Min to Lincoln Memorial ★ 12 Min to Georgetown Waterfront ★ 10 Min to Pentagon Mall

Guest favourite
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.
Flat 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 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.
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
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, 545 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 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.
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
A modern living space is presented, featuring a light-toned hardwood floor and neutral walls. Two accent chairs and a sofa are positioned around a coffee table, with decorative plants adding a touch of nature. Artwork adorns the walls, and soft lighting creates a comfortable ambiance.
Flat in North Bethesda
4.92 out of 5 average rating, 13 reviews

Modern Condo, Walk to Metro

*Newly remodeled condo* Conveniently located near Metro’s Red Line and just steps from Grosvenor Market, this home offers easy access to everything you need. Only 1.5 miles from CVS, Balducci’s, Starbucks, Java Nation, and more. Quick highway access makes getting to Washington D.C., Baltimore, Virginia, and surrounding areas a breeze. Whether you're here for business or a relaxing getaway, you'll love the location and comfort. Please note: no parties or unauthorized guests allowed.

Guest favourite
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.
Apartment 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.

Superhost
A welcoming living room features a gray sofa adorned with colorful throw pillows, flanked by two yellow armchairs. A light wood coffee table sits atop a textured area rug, with a serene wall art piece above. Natural light is provided by nearby windows.
Apartment in West Springfield
4.84 out of 5 average rating, 238 reviews

Beautiful 2BR/1BA Renovated Condo near DC

Beautifully updated 2-bedroom, 1-bath condo located in West Springfield. Step inside from your private patio into a sun-filled living room flooded with natural light, thanks to floor-to-ceiling sliding glass doors that offer easy access to scenic views and the patio. Rows of recessed lighting brighten the freshly painted interior, while sliding door closets in the dining room provide ample storage space. The condo also features newly updated flooring for a sleek, modern look!

Superhost
A spacious living area is highlighted by a large sectional sofa adorned with cushions, a coffee table, and a soft area rug. Natural light enters through sheer drapes, and a dining area with a chandelier is visible in the background, creating a welcoming environment.
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 2026 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
A cozy living area is seen featuring a light-colored sofa and two accent chairs. A wooden coffee table holds decorative items, while a large piece of abstract wall art adds visual interest. Soft light filters through two windows, enhancing the neutral color palette.
Flat in Downtown
4.81 out of 5 average rating, 599 reviews

#3 Foggy Bottom/Georgetown Apartment

Stay in a luxury apartment in one of DC’s most walkable neighborhoods, between the West End and Georgetown on Pennsylvania Ave. Walk to the National Mall, Smithsonian museums, historic Georgetown, top restaurants, and nightlife. Renovated in 2016, this stylish space offers modern comforts, plus free access to Balance Gym Foggy Bottom & Capitol Hill. Enjoy waterfront views, scenic parks, and DC’s vibrant culture—all just minutes away!

Top guest favourite
The front bedroom features a queen bed adorned with floral-patterned linens. Two nightstands with vibrant orange lamps flank the bed. A wall art piece depicting a cyclist stands above the headboard, while an exposed brick fireplace is visible on one side.
Townhouse in Downtown
4.93 out of 5 average rating, 432 reviews

Dupont West 1: Charming 2BR

Large 2BR/1BA apartment in a uniquely Washington, Victorian-era townhouse (circa 1880s) with original character. Hardwood floors, exposed brick walls, and quality furnishings throughout. Private rear patio. Explore DC from a safe neighborhood, steps to everything: restaurants for every taste and price range, art galleries, easy transportation, shops, community pool, and Rock Creek Park. Parking available.

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