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
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
4.94 out of 5 average rating, 112 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! *

Top guest favourite
Flat in Upper Marlboro
4.95 out of 5 average rating, 179 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 DC & National Harbor

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, 555 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, 302 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
4.93 out of 5 average rating, 15 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.

Superhost
A stylish dining area is showcased, featuring a long table set for a meal. Generous seating is provided by a custom velvet upholstered bench with decorative pillows, while a modern light fixture hangs above. Large windows allow natural light to fill the space.
Home in Bowie
4.9 out of 5 average rating, 101 reviews

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

*PLEASE READ OUR LISTING AND HOUSE RULES IN THEIR ENTIRETY, PRIOR TO BOOKING OUR HOME.* Welcome to your beautiful and spacious home away from home! Featuring 4 beautifully decorated bedrooms and 2.5 bathrooms, each designed with comfort and style in mind. Relax in our spacious living areas, take a plunge in the pool & hot tub or lounge by the fire pit in the huge backyard! Experience luxury and comfort in our beautiful home and make unforgettable memories with your loved ones!

Guest favourite
The living area features a stylish sofa adorned with a cozy throw and several pillows, accompanied by two accent chairs. A modern coffee table sits in the center, topped with decorative accents. Large windows allow natural light to illuminate the space, providing a view of the cityscape.
Flat in Ballston - Virginia Square
4.94 out of 5 average rating, 102 reviews

Stylish 1BR Apt | Arlington | Pool, Gym

You will love stepping into modern elegance in our thoughtfully designed 1-bedroom apartment unit in downtown Arlington. Your ultimate home away from home awaits, boasting a prime location with all conveniences at your fingertips. Just mins away from top-notch restaurants, bars, entertainment venues, & parks, your perfect getaway is closer than you think! ★ 12 Min to Georgetown Waterfront ★ 10 Min to Pentagon Mall ★ 15 Min to Reagan National Airport ★ 15 Min to Lincoln Memorial

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 two-story condo building is set against a twilight sky, with blooming trees framing the entrance. Pathways lined with greenery lead to the front, showcasing a well-maintained exterior and inviting balcony spaces on the upper floor.
Apartment in Annandale
4.83 out of 5 average rating, 156 reviews

Remodeled 1BR/1BA Condo: close to DC with pool!

Spacious and completely remodeled condo at Fairfax Heritage. Newly painted and featuring brand new carpet and vinyl flooring throughout the unit. All-new kitchen including stainless steel appliances, cabinets, quartz countertops, sink, lighting and plumbing fixtures. Remodeled bath. Generously-sized bedroom with double closet. Large private balcony overlooking treed courtyard. Common laundry on lower level, private storage unit. Grilling available in picnic area.

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, 439 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.

Guest favourite
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.
Flat in Downtown
4.94 out of 5 average rating, 178 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!

Guest favourite
The spacious living area features wide windows offering ample natural light and city views. A comfortable sofa faces a flat-screen TV, with a dining table and stylish chairs positioned nearby. A modern desk and lamp provide an additional workspace in the corner.
Flat in Crystal City
4.92 out of 5 average rating, 104 reviews

Crystal Stylish |Sleeps 8| Metro |Parking |Balcony

Cheerful 2BR/2BA in Arlington (22202) - your DC Launchpad! Sleeps 8 (King, 2 Queens + twin daybed). Private balcony, FREE secure parking, and on-site underground access to Metro, dining & shops. Large gym + seasonal pool (Memorial Day to Labor Day). Full kitchen, 55" Smart TV, fast Wi-Fi, in-unit W/D. Small dogs welcome. ~6 min to DCA, ~10 min to National Mall/White House. Book a polished, walkable stay!

Popular amenities for Wheaton-Glenmont rentals with a pool

Quick stats about holiday rentals with a pool in Wheaton-Glenmont

  • Total holiday rentals

    Explore 20 holiday rentals in Wheaton-Glenmont

  • Nightly prices starting at

    Wheaton-Glenmont holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 440 verified reviews to help you choose

  • Wifi availability

    10 of Wheaton-Glenmont holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wheaton-Glenmont rentals

  • 4.8 Average rating

    Wheaton-Glenmont stays are highly rated by guests – averaging 4.8 out of 5!

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