
Holiday rentals with a pool in Dupont Circle
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Dupont Circle

Total holiday rentals
Explore 130 holiday rentals in Dupont Circle

Nightly prices starting at
Dupont Circle holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 2,710 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
130 of Dupont Circle holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Dupont Circle rentals

4.8 Average rating
Dupont Circle stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Dupont Circle
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

Sojourn | Courtland Towers Metro Accessible
A fully furnished 1 bedroom some units includes breathtaking views of DC and oversized floor plans. This community is conveniently located in the Courthouse neighborhood, just one block from the Courthouse metro station and on the edge of the Clarendon neighborhood. Great restaurants, shopping and a weekly farmer's market are just a few of the amenities this neighborhood has to offer. We offer one-, two- and three-bedroom units as well as studio apartments. Our newly modernized furnished units a

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

3 Beds + Bright Office: Work, Rest, Recharge
Vibrant and calming retreat in Woodridge featuring a chef’s kitchen, lush front porch, large dining area, and backyard with stock tank pool. Multiple living zones balance light-filled minimalism with fun maximalist touches, providing comfort with warmth, personality, and lots of creative energy. Enjoy 3 bedrooms (one flexes as king or 1-2 twins), 2 workspaces with sit-stand desks, and a cozy TV room. Quiet neighborhood near Brookland Metro, the National Arboretum, and Catholic U. Ample parking.

Historic Row Home Near Conv Center w/ Tank Pool
Historic Victorian row home featuring private backyard w/grill, firepit, and stock tank pool. Solar electricity, original hardwood floors and woodwork, renovated kitchen and bathrooms, and full laundry. Centrally located between Bloomingdale, Shaw & downtown, less than a mile to two Metro stations—NoMa-Gallaudet/NY Avenue (Red line) & Shaw/Howard (Green/Yellow lines)—and a mile to Amtrak at Union Station. Easy access to Convention Center, Capitol, Smithsonian, and the Mall. Happy dog fee $89

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

Stylish 1BR w/ Rooftop Pool | Pentagon City Metro
Welcome to your perfect DC getaway! This is a stylish 1BR retreat in the vibrant Pentagon City. Enjoy an open living space filled with natural light. A fully equipped kitchen and in-unit washer and dryer making longer stays effortless. Elevate your experience with access to the rooftop pool and terrace to see stunning views of the DC skyline. Located just steps from shopping, dining, and the Metro. Perfect for couples, business travelers, and anyone looking to explore DC in style.

1 Bedroom Furnished Apartment at Penn Quarters
"Perfect for a family with kids - a home away from home" A stunning impeccably kept furnished apartment in a prime location within the City. Fully equipped kitchen with all the comforts of home. Located in the heart of Washington almost all the famous sites are very accessible. You can entertain guests and friends. Centrally located with all tourist destinations couple of minutes of walking distance. Just a few meters and minutes of walk to famous museums and convention centers.

Nestled Boutique APT Downtown
This chic and cozy apartment is perfectly nestled right at the Courthouse metro station. The place is carefully curated to provide a warm space that showcases D.C metro vibes. This place puts you within walking distance to many trendy cafes, breweries, restaurants, and local attractions. There is so much to see in D.C., explore the city like a local and let this place be your home away from home. Enjoy a stylish experience at this centrally-located place.

#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!

Prime NOVA | Pentagon City | 1.5 Mi to DCA +DC
Welcome to Prime NOVA, centrally located above the Pentagon City Mall with direct access to shopping, dining, and the Metro. Just minutes from Washington, DC, Capitol Hill, and only 1.5 miles from Reagan National Airport (DCA), this space is perfect for business or leisure. Enjoy unmatched convenience, walkability, and comfort while staying in the heart of Pentagon City with everything you need just steps away.

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 Dupont Circle rentals with a pool
House rentals with a pool

Cozy 4BR One-Level Retreat–Near MGM Attractions

Palisades Retreat

Charming Family & Fido Oasis|Sleeps 8|4 Bedroom

Designer DC Retreat, Private Pool, Gym & Gardens

The Luxor of Arlington

Manor home w pool-largest property in OldTown

Italy meets Moroccan oasis with huge pool for 10

Bright Garden Apartment in Wonderful Neighborhood
Apartment rentals with a pool

Prime 2BR Urban Escape -Pool, Gym, Near Everything

Luxury Condo 2 Bed Steps from Metro & Whole Foods!

City View Retreat with Rooftop, Gym in Arlington

Downtown 2BR Walk to DC Metro, Gym, Parking, Pool

1 Mi to DCA Airport: Potomac Yard Apt w/ Pool

Veni Vidi Vici DC 1-Bedroom Lux Apt

Chic Oasis in the Heart of Alexandria!

Stylish one Bedroom with outdoor Pool
Other holiday rentals with a pool

Stylish1BR, FREE Parking, Pool,Gym,Wifi

Stylish 2BR Near DC + Free Parking

Stylist 2BR-2BA Pentagon City close to DCA

Cozy 1 BD Apt in Downtown McLean- Balcony/Parking

Executive Residence | Metro | Pool | Sauna | Gym

Stylish NoMa 1BR in the Center of D.C.

Mimi's Condo, Falls Church, Virginia

Walk to DC Attractions, Parks & Trails
Destinations to explore
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- Rentals with pools United States
- Georgetown University
- M&T Bank Stadium
- National Mall
- The White House
- Nationals Park
- Walter E Washington Convention Center
- Baltimore Convention Center
- FedExField
- Oriole Park at Camden Yards
- Federal Hill Park
- Stone Tower Winery
- Johns Hopkins University
- Arlington National Cemetery
- National Museum of African American History and Culture
- Washington Monument
- The Anthem
- Georgetown Waterfront Park
- Capital One Arena
- CFG Bank Arena
- National Harbor
- Smithsonian National Zoological Park
- Howard University
- Jiffy Lube Live
- Merriweather Post Pavilion





