
Vacation rentals with a pool in Silver Spring
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Silver Spring

Total vacation rentals
Explore 30 vacation rentals in Silver Spring

Nightly prices starting at
Silver Spring vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 590 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Silver Spring vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Silver Spring rentals

4.6 Average rating
Silver Spring stays receive an average rating of 4.6 out of 5 from guests
Top-rated rentals with a pool in Silver Spring
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

Luxury 4 Bedroom - Pool/HotTub/Fire Pit
*PLEASE READ OUR LISTING AND HOUSE RULES IN, PRIOR TO BOOKING OUR HOME. SEASONAL POOL/ HOT TUB DATES* 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!

Patuxent River View
🏡Stay at this peaceful, amenity‑rich guest house near North Beach, Chesapeake Beach, and Herrington Harbour, with quick access to Washington, DC, Baltimore, and Annapolis. Enjoy a fully stocked kitchen, coffee, fast WiFi, a seasonal pool, and a shaded gazebo designed for comfort and convenience. Perfect for wedding weekends, family visits, work trips, and quiet coastal getaways, this cozy home base makes it easy to relax, cook, stream, and recharge between festivities and exploring the area.

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

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.

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.

Kone Oasis- hot tub, pool, theater/game rm.
Have fun and relax! Near every amenity. Huge Pool w/multiple cabanas, hot tub, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room, 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. Now offering RV for additional cost to add additonal sleeping space. Basement apt so there is some movement noise. 20 mins to DC & National Harbor

Cozy 1BR1BA Suite with Private Entry Near GMU & DC
Welcome to your beautiful one-bedroom suite with a modern and cozy interior. This private space features a walkout basement with its own entrance, ensuring privacy and convenience. The suite includes: Bedroom: Comfortable queen-sized bed, large closet Air mattresses: Additional sleeping space if needed. Kitchenette: Fully equipped with essentials . Dining Area Office Desk: Ideal for remote work or study. Updated Bathroom: Includes modern fixtures and amenities. Washer/Dryer

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC
Relax with the whole family at this peaceful estate. Newly Remodeled Modern Farmhouse. Enjoy a stylish master bedroom with a double shower and deep freestanding soaker tub. Plenty of areas to relax in and watch movies or enjoy the beauty of the 100-foot-tall trees on the spacious 2-acre lot. Have fun with the Queen-sized bunk beds or if you have a little work to do you can use the home office complete with docking station, web cam and double large screen monitors.

Inground Pool | Hot Tub | Sauna | Theme Room
Enjoy the comfort of this fully remodeled, beautifully decorated single family home. Located minutes from National Harbor Waterfront, MGM, Tanger Outlets, restaurants and shops, and just 20 minutes from Washington, DC and DCA Airport. Situated on half an acre, the home features a brand-new in-ground pool for summer enjoyment, plus a private hot tub and indoor infrared sauna for year-round relaxation. Please supervise children and follow posted rules for safety.

Sojourn | VA Square | 2 BR
North Arlington VA Apartments come with the features you expect and want, and even some you’ve always dreamed of, at Virginia Square Towers. We have an eye for luxury, comfort, and practicality, and our amenities reflect that. Enjoy your private space in your furnished two bedroom without worrying about bothering your neighbors or being bothered with excessive sound when you have a home that’s built with noise-reducing walls and floor-to-ceiling windows.

Flohom 1 | Floating Suite • 360° Skyline Views
FLOHOM 1 | Bay Escape is a coastal-eclectic floating suite with 360° skyline views, a rooftop fire pit, and a designer interior for four. Queen Helix Luxe bed with Parachute linens, fully equipped kitchen, and spa-like bath. The rooftop features a dining table, a sectional sofa, and lounge chairs overlooking the Inner Harbor. Includes parking at the marina and a short walk to Federal Hill, Camden Yards, and the water taxi. Welcome aboard. ✨
Popular amenities for Silver Spring rentals with a pool
House rentals with a pool

Spacious Family Retreat with Pool & Huge Backyard

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

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

Modern Stays w/ Hot Tub and Pool

Large Home with Private Pool, Gym, Sauna, 7 Bedroo

The Bowie Pool House- Your Home Away from Home

5BD nr Nat’l Harbor, MD, DC & VA w/yard Oasis

Luxury Estate w/ Pool, Hot Tub & Game Room
Condo rentals with a pool

Stylish 1BR Condo in Vibrant National Harbor, MD

Modern Elegant apt in Tysons, VA – Easy DC Access

National Harbor your D.C. Vacation Springboard.1br

Luxury Condo 2 Bed Steps from Metro & Whole Foods!

Wyndham National Harbor- 2 bdrm condo

Club Wyndham National Harbor, 2 BR Deluxe

Luxury Condo • In the heart of National Harbor

Wyndham National Harbor | 2BR/2BA King Bed Suite
Other vacation rentals with a pool

Nestled Boutique APT Downtown

Prime NOVA | Pentagon City | 1.5 Mi to DCA +DC

Modern 4-Story Townhome Retreat Minutes From DC

1bed Apt downtown silver spring

Spacious - King/King Beds - No Cleaning Fee

Spacious Upscale Townhome Near Hanover and BWI

Serenity Cottage of Potomac

RentDittmar-Courtland Towers
When is the best time to visit Silver Spring?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 433 | ﺩ.ﺇ 430 | ﺩ.ﺇ 514 | ﺩ.ﺇ 441 | ﺩ.ﺇ 441 | ﺩ.ﺇ 474 | ﺩ.ﺇ 448 | ﺩ.ﺇ 441 | ﺩ.ﺇ 430 | ﺩ.ﺇ 426 | ﺩ.ﺇ 422 | ﺩ.ﺇ 430 |
| Avg. temp | 3°C | 4°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 16°C | 10°C | 5°C |
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- Rentals with pools Montgomery County
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- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- Nationals Park
- Walter E Washington Convention Center
- District Wharf
- National Museum of Natural History
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Federal Hill Park
- FedExField
- Stone Tower Winery
- Johns Hopkins University
- Sandy Point State Park
- Arlington National Cemetery
- National Museum of African American History and Culture
- Capital One Arena
- The Anthem
- Washington Monument
- Georgetown Waterfront Park
- National Harbor
- CFG Bank Arena
- Howard University





