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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.

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Superhost
Condo in Downtown Silver Springs
4.82 out of 5 average rating, 11 reviews

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

Superhost
A stylish dining area is showcased, featuring a long table set for a meal. Generous seating is provided by a custom velvet upholstered bench with decorative pillows, while a modern light fixture hangs above. Large windows allow natural light to fill the space.
Home in Bowie
4.87 out of 5 average rating, 108 reviews

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!

Guest favorite
An open concept living area features a combination of seating, including two armchairs and a side table. A dining area with a striking blue rug and wooden chairs is visible in the background, alongside a well-lit kitchen area with modern appliances.
Guesthouse in Owings
4.93 out of 5 average rating, 126 reviews

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.

Top guest favorite
A classic brick Colonial house is surrounded by well-maintained gardens and lush greenery. Large trees provide shade over the front lawn, which features manicured bushes and young saplings, contributing to the inviting exterior of the home.
Guest suite in Catonsville
4.94 out of 5 average rating, 557 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.

Top guest favorite
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.
Guesthouse in Highland
4.98 out of 5 average rating, 303 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 favorite
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.
Apartment in North Bethesda
4.93 out of 5 average rating, 15 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.

Top guest favorite
A cozy bedroom features original exposed brick walls and a large window allowing natural light. The spacious bed is dressed in soft linens, complemented by matching decorative pillows. Two bedside lamps provide gentle illumination, and a wooden accent above the bed showcases a symbolic design.
Apartment in Dupont Circle
4.94 out of 5 average rating, 412 reviews

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.

Superhost
A welcoming living room features a gray sofa adorned with colorful throw pillows, flanked by two yellow armchairs. A light wood coffee table sits atop a textured area rug, with a serene wall art piece above. Natural light is provided by nearby windows.
Condo in West Springfield
4.84 out of 5 average rating, 249 reviews

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!

Top guest favorite
Apartment in Upper Marlboro
4.95 out of 5 average rating, 188 reviews

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

Superhost
A living room is displayed with a large television showing a sports game. An assortment of indoor plants adds greenery to the space. A side table sits beside a light-colored sofa, and framed art pieces enhance the walls. The carpet features subtle patterns, contributing to a cozy setting.
Apartment in Downtown Silver Springs
5 out of 5 average rating, 5 reviews

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!

Top guest favorite
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.
Apartment in Pentagon City
4.96 out of 5 average rating, 121 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.

Guest favorite
A modern kitchen is visible, featuring stainless steel appliances and sleek cabinetry. A cozy living area showcases a curved sofa set atop a plush red rug, with two round coffee tables. Light enters through windows, creating a bright and inviting space.
Apartment in Downtown
4.78 out of 5 average rating, 459 reviews

#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

When is the best time to visit Silver Spring?

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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

Destinations to explore