
Vacation rentals with a pool in Silver Spring
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Silver Spring
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Walkable Downtown DC Metro Skyline Suite | LuxePad
Stay in the heart of Downtown Silver Spring in this modern luxurious corner unit. This modern, furnished 2‑bedroom, 2‑bath apartment sits on the Washington, D.C. border in the walkable Ripley District near Georgia Ave and Colesville Rd. Ideal for families, remote workers, travel nurses, and corporate housing or extended monthly stays. Also includes free secure garage parking within the building for a single vehicle. Enjoy spectacular views of DC from the balcony and rooftop lounge and pool areas

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.

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.

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.

Dupont West 3: Charming Studio
Charming studio apartment in a uniquely Washington, Victorian-era townhouse (circa 1880s) with original character. Original hardwood floors, exposed brick walls, and quality furnishings throughout. Enjoy the wonderful adjoining balcony overlooking one of the cutest streets in DC. 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.

Beautiful 2BR/1BA Renovated Condo near DC
Beautifully updated 2-bedroom, 1-bath condo located in West Springfield. Step inside from your private patio into a sun-filled living room flooded with natural light, thanks to floor-to-ceiling sliding glass doors that offer easy access to scenic views and the patio. Rows of recessed lighting brighten the freshly painted interior, while sliding door closets in the dining room provide ample storage space. The condo also features newly updated flooring for a sleek, modern look!

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

1bed Apt downtown silver spring
Enjoy a beautifully furnished one-bedroom apartment just 10 minutes from DC. Features include a cozy living room with TV and Wi-Fi, a full-sized kitchen, in-unit laundry, and a bedroom with a queen-size memory foam bed. The spacious bathroom has a tub and fresh towels. Indoor plants enhance the ambiance. Located in vibrant downtown Silver Spring, with easy access to shops, restaurants, and bars. Book your stay today for comfort and convenience!

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.

#2 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!
Popular amenities for Silver Spring rentals with a pool
House rentals with a pool

Palisades Retreat

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

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

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

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

Sunny Oasis - The Home Away from Home

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

Modern 3 bedroom home filled with art/POOL
Condo rentals with a pool

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

Wyndham National Harbor- 1 bdrm

Wyndham National Harbor | 3BR/2BA King Bed Suite

Wyndham National Harbor | 1BR/1BA King Bed Suite

DC Views/Walk to Metro jr 1 bedroom

Club Wyndham National Harbor, 2 BR Deluxe

Luxury Living at National Harbor

Sunny, well decorated~King bed~Gym ~Pool~RoofTop
Other vacation rentals with a pool

2 BR DELUXE with BALCONY ★ National Harbor Resort!

Charming Family & Fido Oasis|Sleeps 8|4 Bedroom

Sophia’s victorian

Luxurious Retreat Prime Location

3 Level Hanover & BWI With Bonus Living Space

Spacious/Unique in Heart of DC Designer Rowhome

*Happy Tree House-1BDR/1B (pool closed until May)

Diplomatic stay
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.ﺇ441 | ﺩ.ﺇ452 | ﺩ.ﺇ466 | ﺩ.ﺇ441 | ﺩ.ﺇ441 | ﺩ.ﺇ474 | ﺩ.ﺇ448 | ﺩ.ﺇ441 | ﺩ.ﺇ430 | ﺩ.ﺇ426 | ﺩ.ﺇ422 | ﺩ.ﺇ430 |
| 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 |
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.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 560 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
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- Rentals with pools Montgomery County
- Rentals with pools Maryland
- Rentals with pools United States
- Georgetown University
- Walter E Washington Convention Center
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Harbor
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Great Falls Park
- Six Flags America




