Holiday rentals with a pool in Chevy Chase

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chevy Chase

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

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Top guest favourite
A cozy bedroom features a spacious bed with white bedding and decorative pillows. A sun-shaped mirror hangs on the black accent wall, complemented by stylish lighting. Sheer curtains frame the window, allowing natural light to fill the room, enhancing its inviting atmosphere.
Flat in Pentagon City
4.96 out of 5 average rating, 103 reviews

Chic King 1B Met Park•Costco•Min to DC/Metro/Mall

✨Enjoy a relaxing experience located minutes away from DC, Amazon HQ, and surrounded by popular restaurants and Mall. Our stylish home has a dreamcloud like king-size bed, working space, fast free Wi-Fi, and paid on-site garage parking. With all its amenities along with in-unit laundry for an extended stay, you'll feel right at home, Our home is: ❤ in front of Met park ❤ 2 min walk to Whole Foods ❤ 4 min walk to Metro ❤ 5 min from Reagan National Airport (DCA) ❤ 6 min to National Mall/Museums

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

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
4.94 out of 5 average rating, 132 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
A spacious living room features large windows allowing natural light to fill the area. Comfortable seating arrangements include a light-colored sofa and armchairs. A large television is positioned in front of the seating, while bookshelves are filled with various books against the walls.
Home in Shepherd Park
5 out of 5 average rating, 13 reviews

Stylish Urban Oasis in DC

Escape to a professionally designed 3-bedroom, 3.5-bath retreat inspired by Frank Lloyd Wright, offering rare space, privacy, and calm in DC. Generous interiors, abundant natural light, and seamless indoor-outdoor living create an effortless stay. Thoughtfully prepared with comfort in mind, this home is ideal for families, remote work, and extended stays. Guests enjoy hotel-quality linens, organic toiletries, and a fully stocked kitchen plus easy access to Rock Creek Park, Metro, and I-495.

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.

Superhost
An open-plan living area features a mix of modern and cozy furnishings. A spacious leather sofa is positioned in front of a coffee table. A dining area with black chairs surrounds a wooden table, while natural light filters through sheer curtains.
Apartment in Annandale
4.92 out of 5 average rating, 102 reviews

Fabulous 3BR/1BA Spacious Condo near DC w/pool!

Rare three-bedroom condo. This beautifully updated home features brand new flooring throughout, fresh paint, a new lavatory, refrigerator, quartz kitchen countertops, sink, and faucet, along with upgraded lighting fixtures. The open floor plan boasts vaulted ceilings with stunning exposed wood beams in every room. The former den or office now includes stylish new French doors, offering flexible use as a third bedroom or additional living space. W/6 closets, there’s plenty of storage

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.

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.

Guest favourite
The modern kitchen is equipped with stainless steel appliances, including a range hood above a five-burner stove. Light gray cabinetry and a granite countertop create a sleek environment. A door leads to a private outdoor area, with natural light illuminating the space through multiple windows.
Home in Chevy Chase
4.81 out of 5 average rating, 16 reviews

Modern 3 bedroom home filled with art/POOL

This unique place has a style all its own. Filled with Art. Upper level of mid century modern home. 3 bedrooms , 2 bathrooms. Private Swimming pool available mid-May to mid September. Please send me a message for exact dates. Level 2 EV charger in driveway the basement is not included in this listing but we usually will be traveling during the time the house is rented . Please inquire and confirm if we will be home or not. 6 adults over 18 max

Top guest favourite
A sunlit bedroom features a spacious bed adorned with patterned pillows. Large windows allow natural light to fill the room, while a cozy sitting area includes two chairs and a decorative rug. A potted plant adds a touch of greenery to the space.
Flat in Pentagon City
4.96 out of 5 average rating, 113 reviews

Amazon HQ-Luxurious DMV-WiFi-Cozy Suite-DC Airport

Revel in a stylish experience at this bold, bright - modern "Cozy Mustard" studio apartment. Experience the audacious ambiance of opulence and comfort the "Cozy Mustard" delivers. It is centrally located in the heart of Crystal City. Adjacent to Amazon Headquarters, and just minutes away from downtown D.C. Traveling professionals taking care of business or tourists exploring the city for leisure, the "Cozy Mustard" is the place for you.

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, 440 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.

Popular amenities for Chevy Chase rentals with a pool

Quick stats about holiday rentals with a pool in Chevy Chase

  • Total holiday rentals

    Explore 10 holiday rentals in Chevy Chase

  • Nightly prices starting at

    Chevy Chase holiday rentals start at ₹5,399 per night before taxes and fees

  • Verified guest reviews

    Over 280 verified reviews to help you choose

  • Wifi availability

    10 of Chevy Chase holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chevy Chase rentals

  • 4.9 Average rating

    Chevy Chase stays are highly rated by guests – averaging 4.9 out of 5!