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.

%{current} / %{total}1 / 1
Top guest favourite
Flat in Upper Marlboro
4.95 out of 5 average rating, 173 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.

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, 56 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 in summer. Perfect for your Thanksgiving or winter Holliday. We have beautiful dishes and wine glasses for your use. 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

Top guest favourite
A cozy living area features large bay windows providing ample natural light. A sectional sofa and patterned rug add comfort, while a modern coffee table sits in the center. A flat-screen TV and entertainment unit complete the space, enhancing its inviting design.
Townhouse in Logan Circle
5 out of 5 average rating, 113 reviews

Charming 3BR Rowhouse in Shaw/Bloomingdale

Light-filled, historic Victorian rowhouse. Comfortable and stylish with solar electricity. Original hardwood floors and woodwork, renovated kitchen and bathrooms, laundry, private backyard w/grill and firepit or stock tank pool. Centrally located between Bloomingdale, Shaw & downtown, less than a mile to two Metro stations—NoMa-Galludet U/NY Avenue (Red line) & Shaw/Howard U (Green & Yellow lines)—and a mile to Amtrak at Union Station. Easy access to Convention Center, US Capitol and the 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
4.94 out of 5 average rating, 129 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

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, 300 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, 14 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 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
4.82 out of 5 average rating, 157 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.

Guest favourite
An open-concept living space is presented, featuring a comfortable sofa facing a large window. A dining table is set with a decorative centerpiece, and a kitchen area includes modern appliances and wooden cabinetry. Natural light enhances the warm tones of the wood flooring.
Apartment in North Bethesda
4.93 out of 5 average rating, 29 reviews

Luxurious Suite King/Queen Beds in North Bethesda

Enjoy your stay in a luxurious complex in a heart of North Bethesda. The complex feature world class amenities. There is a Whole Foods steps away from the building and Starbucks and CVS are just across the street. Small bars and restaurants surround the complex. The apartment is located 2 blocks from a metro (which will take you to a heard of DC in 20 mins.) and a walkable distance from a modern mall offering trendy shops, restaurants, bowling, an cinema.

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
4.95 out of 5 average rating, 110 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, 438 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, 175 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 living area features a flat-screen TV mounted on a white media console. A wooden coffee table occupies the center, surrounded by a textured area rug. A sunroom filled with natural light showcases a desk and panoramic views of the greenery beyond.
Apartment in McLean
4.97 out of 5 average rating, 167 reviews

Luxury 1bd in Heart of Tysons

Located in the heart of Tysons close to shopping, restaurants, and 20 minutes from DC. Luxury 1bed/1bath with an incredible high rise view. Work in the sunroom with expansive views of DC. Everything you need for a relaxing vacation or productive work trip. Includes your own dedicated parking spot underground. Enjoy the multi amenity building by using the gym or the rooftop with a pool.

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 £45 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!