Holiday rentals with a pool in Silver Spring

Apartment in Upper Marlboro

4.95 out of 5 average rating, 132 reviews

DC Oasis- hot tub, pool, theater/game rm, & more

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.

Apartment in Virginia Square

4.97 out of 5 average rating, 152 reviews

Luxe 2BR Highrise | Downtown Arlington | Pool, Gym

You'll love coming home and unwinding in the stylish, elegant, and thoughtfully designed, 2 bedroom apartment in downtown Arlington. Your perfect home away from home. The prime location of this apartment is unbeatable, with everything you need right at your doorstep. You'll be just steps away from some of the city's best restaurants, bars, entertainment venues, and parks. ★ 15 Min to Reagan National Airport ★ 10 Min to Pentagon Mall ★ 12 Min to Georgetown Waterfront ★ 15 Min to Lincoln Memorial

4.97 out of 5 average rating, 147 reviews

Guesthouse in Monrovia

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:)

Guest suite in Catonsville

4.94 out of 5 average rating, 524 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.

4.98 out of 5 average rating, 289 reviews

Guesthouse in Highland

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.

4.92 out of 5 average rating, 107 reviews

Condo in Centreville

Peaceful resort- like 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, Highspeed 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, Starbuck, and Restaurants. Less than 2 miles from Spa World. And 10 min drive to King Spa.

Apartment in Downtown Silver Springs

4.75 out of 5 average rating, 36 reviews

Modern 1BR in Silver Spring

Welcome to your home away from home! This modern one-bedroom apartment is located in the heart of downtown Silver Spring, just minutes from Washington, DC. Enjoy contemporary amenities, a comfortable living space, and easy access to dining, shopping, and public transportation. Perfect for solo travelers, couples, or business visitors. Explore the vibrant local scene or take a short trip to the nation’s capital. Make your stay memorable in this cozy and convenient urban retreat!

4.82 out of 5 average rating, 129 reviews

Condo in Annandale

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.

4.94 out of 5 average rating, 33 reviews

Apartment in Greenbelt

Stunning retreat W/Pool & Garage

Welcome to your stylish sanctuary in the DC metro area. Located 3 minutes from the metro station and the beltway, you have easy access to DC. The space features a sleek, modern design with high-end finishes and thoughtful touches throughout. Whether you’re here for business or pleasure, our place provides the ideal base for your stay. Fast Wi-Fi, a smart TV, and thoughtful amenities like pool and gym are all here to make your stay comfortable and memorable.

Condo in Downtown Silver Springs

4.76 out of 5 average rating, 21 reviews

DTSS LuxePad 2B2B w/ Rooftop Pool + DC View Lounge

Welcome to Your Luxurious 2-Bedroom Urban Escape in Silver Spring Indulge in modern luxury and exceptional comfort at this stunning two-bedroom, two-bathroom apartment in the heart of Silver Spring. Perfectly situated just minutes from downtown DC, this elegant retreat combines sophisticated style with upscale amenities – ideal for both business travelers and leisure seekers. ASK ABOUT OUR COMBO DISCOUNTS ON BOOKING A TESLA VIA TURO

Apartment in Foggy Bottom

4.81 out of 5 average rating, 584 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!

4.97 out of 5 average rating, 141 reviews

Condo in McLean

Luxury 1bd in Heart of Tysons

Located in the heart of Tysons next 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 or walk downstairs for a coffee. 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.

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House rentals with a pool

Home in Northwest Washington

5 out of 5 average rating, 26 reviews

Palisades Retreat

My-NamRating, 5 stars2 weeks ago

Gladys has a lovely home. We enjoyed spending time in the heated pool and loved hearing about Gladys’s stories. The stay was perfect and had everything we needed. Make sure to try the sauna after a swim in the pool! Thank you very much for hosting us and hope to be back soon!

5 out of 5 average rating, 19 reviews

Home in Temple Hills

Cozy 4BR Retreat with Heated Pool Near MGM & DC!

TiaRating, 5 stars3 weeks ago

We had a great stay here for my graduation weekend! The place fit all 10 of us and we had access to the pool throughout the weekend! Everything looked just like the pictures, and we felt safe and comfortable in this neighborhood. It is a bit farther from some of the DC and MD hotspots, but it worked for us. No complaints, we would stay again!

4.95 out of 5 average rating, 21 reviews

Home in Fort Washington

Spacios 2-Bed Room Near DC /APT

AlexRating, 5 stars1 month ago

Great place, highly recommend!

4.96 out of 5 average rating, 105 reviews

Home in Adamstown

Wizard's Escape | Sleep15+ | Pool | 2 EscapeRooms

KathyRating, 5 stars1 day ago

Our experience at the Wizards Escape was amazing! Nate, our host, was the best. He checked in to make sure that we were getting the best experience out of the house. The atmosphere is unreal! We really felt we were at Hogwarts Castle. The bedrooms are so full of detail. The kitchen is stocked with everything you could imagine. The Great Hall is magical! The escape rooms.. fantastic. We only stayed 2 days but tried to get in all the activities that were available. We played quidditch golf, did escape rooms, had a scavenger hunt, made great meals in the Weasley's kitchen. We had dinner in the Great Hall under the levitating candles while listening to the Harry Potter music in the background. This house is a home to be experienced. We are definitely coming back!

4.92 out of 5 average rating, 61 reviews

Home in Rockville

Serene House on the Cul de Sac - Lic # STR23-00110

ScottRating, 5 stars1 month ago

The house was great and had everything we needed. Daniel and Sharon were both very responsive. Thanks again for your hospitality.

4.88 out of 5 average rating, 169 reviews

Home in Severn

Large Home with Pool & 7 bedrooms; sleeps 21

SamihahRating, 5 stars1 week ago

This home was the perfect place to celebrate my daughter’s graduation! We had family travel in from several states, and everyone felt comfortable and truly enjoyed the spacious layout. It was a bit too chilly to use the pool, but I’m already looking forward to booking this home again. I’ll definitely be a repeat renter!

4.92 out of 5 average rating, 83 reviews

Home in Bowie

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

NicoleRating, 5 stars1 month ago

5 Stars – A Wonderful Stay! I had such a great experience staying at Raquel’s place! From the moment I arrived, she made me feel right at home. The space was exactly as described—clean, cozy, and thoughtfully decorated with everything I needed for a comfortable stay. Raquel was incredibly responsive and helpful, offering great local recommendations and making sure I had everything I needed. Her attention to detail and warm hospitality truly made a difference. I would absolutely stay here again and highly recommend her place to anyone visiting the area!

4.92 out of 5 average rating, 155 reviews

Home in Fort Washington

5 BEDR, Inground Pool+Billiard Table, Close To D.C

SantiRating, 5 stars2 weeks ago

This place is fantastic for a stay. Daniel is super communicative and quick to respond. Plus, the pool is impeccably clean.

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Condo rentals with a pool

4.94 out of 5 average rating, 50 reviews

Condo in National Harbor

2BDRM, 2BA near MGM, Gaylord, Top Golf & Shopping!

KerriganRating, 5 stars3 months ago

Stayed here with two of my friends for a long weekend and we had a wonderful time! Room was incredibly clean and very spacious, with a lovely kichenette. Staff were amazing, amenities like the pool and hot tub were great, and overall a great experience. Janee was also super helpful, kind, and responsive!

4.81 out of 5 average rating, 16 reviews

Condo in Annandale

Clean Condo in Annandale.

TaliaRating, 5 stars1 week ago

Stay met our needs! Kitchen was very nice to cook in and was very clean.

4.88 out of 5 average rating, 130 reviews

Condo in Virginia Square

Lovely 1-Bedroom Condo with Pool and City View

DeborahRating, 5 stars3 weeks ago

Tunji’s place was near everything I had to do and had secure parking garage. He was very helpful and responsive. This was all a last minute booking and he made it very smooth. Thank you for the hospitality!

4.86 out of 5 average rating, 14 reviews

Condo in Alexandria

The Fountains condo one bedroom 2 level apartment

MaybelleRating, 5 stars3 months ago

The host was more than accommodating and the condo Is exactly as pictured . Great stay

Condo in Northwest Washington

Magnificent fully furnished, parking, Metro

MichelleRating, 5 stars101 months ago

This condo is highly recommended. The host is very easy to work with and provides beautiful and comfortable accommodations. The condo is incredibly close to the Friendship Heights Metro stop along with a list of other shops, restaurants, and grocers. The building is easy to navigate and quiet. Everyone really keeps to themselves. I truly enjoyed my stay, felt safe, and would absolutely stay here again.

5 out of 5 average rating, 9 reviews

Condo in NoMa

Veni Vidi Vici DC 1-Bed Lux Apt

道鸣Rating, 5 stars1 month ago

Nearly a perfect place for our one Week stay in DC. The equipment in the unit and the building ist perfect. Easy to check in with the guide, smooth contact and timely help during the stay. Not complaining but the cleaning of the sofa and the carpet could’ve been more thorough.

4.78 out of 5 average rating, 32 reviews

Condo in National Harbor

Wyndham National Harbor ツ 3 Bedroom Deluxe!

RebeccaRating, 5 stars4 months ago

Very nice place to stay near Gaylord convention center. Super clean condo. All the essentials are there. Lots to do at the resort as well as nearby walking distance. Having a baby in the group we did quite a bit of laundry. A laundry room was on our floor with two washers and four dryers and free of charge. We barely passed anyone on the seventh floor. We would def stay here again.