Holiday houses in Silver Spring

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Top-rated holiday rentals in Silver Spring

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Guest favourite
Apartment in Hillandale
4.88 out of 5 average rating, 285 reviews

Private Garden 1BR Oasis Near DC w/Parking & Patio

Tucked inside a quiet residential neighborhood minutes from the energy of Washington, DC, this spacious 1BR apartment offers the perfect balance of convenience, comfort, and tranquility. Surrounded by lush gardens and a peaceful koi pond, the space feels like a hidden oasis — yet only a short drive from downtown DC, University of Maryland, FDA, and major attractions. Whether you’re visiting for work or sightseeing, you’ll enjoy privacy, comfort, and easy access to everything the region offers.

Guest favourite
The main living area features exposed wooden beams above and a cozy sofa adorned with decorative pillows. A small dining table with chairs is positioned near a window, and a charming side table displays a decorative item. Natural light fills the space, enhancing its inviting atmosphere.
Guesthouse in Glenwood
4.94 out of 5 average rating, 198 reviews

The Caretaker's Cottage-Historic Roundabout Hills

The Caretaker's Cottage was built in the 1770s by Ruben Merriwether, and sits near the manor house where he and his ancestors lived at Roundabout Hills. An exceptional space with a fabulous full kitchen perfect for those who like to cook, it is truly a one of a kind place to stay. The house, where John and Fiona live, and the cottage are secluded and private, but close to all of the art, culture, restaurants and dining in the nearby towns of Frederick, Columbia, Baltimore, and Washington, DC.

Top Guest favourite
A spacious bedroom area features a king-size bed with neutral linens, accompanied by accent pillows and a throw. A modern sectional sofa is positioned nearby, and a wall-mounted flat-screen TV is visible. Soft lighting illuminates the room, creating a relaxed ambiance.
Guest suite in Silver Spring
4.92 out of 5 average rating, 288 reviews

Private guest suite in a newly remodeled home

We welcome you to a spacious and private basement apartment with its own entrance and self check-in. Get cozy with your guests in a space that has a bedroom with a king-size bed, an 85-inch smart TV, soft sectional , private toilet, bathroom and kitchenet, all in the same space. None of the amenities are shared. The fully-equipped kitchenet has everything you'll need to cook and warm your meals. Guest suite is the entire basement apartment which is a part of a bigger home where host lives.

Top Guest favourite
A well-lit bedroom features a spacious bed with decorative pillows, complemented by two bedside lamps. A small seating area is visible beside the bed, and a wooden shelf displays several items. Natural light enters through a large window with light curtains.
Condo in Woodmont
4.92 out of 5 average rating, 120 reviews

Bijou Space in Downtown Bethesda

Conveniently located in the heart of Bethesda, my bijou space will take you to the middle of the urban scene. It is close to shops, restaurants, supermarkets and everything you need. Oh, and the Bethesda Metro stop is less than a 7 minute walk away. While small overall, its ample one-bedroom and comfy one-bath will provide the roomy space you cannot easily obtain in a downtown location, and its well appointed kitchen will provide everything you need to cook a feats. Welcome to Bethesda!

Top Guest favourite
Guest suite in Woodside Park
4.97 out of 5 average rating, 201 reviews

Gardenview studio in downtown Silver Spring

Bright, clean, secure guest suite with a private entrance conveniently located in downtown Silver Spring. Spacious and totally private basement bed/living/office room, full bathroom and kitchenette with full amenities. Beautiful shared patio and garden. Easy 5 minutes walk to Whole Foods, Starbucks, restaurants, movie theatre, parks; 15 minutes walk to the Metrotrain and Washington, DC; 5 minutes drive to the Beltway. Active household with pets and children living above.

Top Guest favourite
Home in Silver Spring
4.99 out of 5 average rating, 275 reviews

Modern 3-Level Stay| Hot Tub | Game Room | Parking

Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

Superhost
A close-up view of a stylish bathroom faucet setup is displayed. The faucet features elegant gold fixtures with intricate detailing, from which clear water flows. A white sink with a subtle design is shown in the frame, adding to the overall refined appearance.
Home in Silver Spring
4.75 out of 5 average rating, 152 reviews

Modern, Private 2-Bedroom Suite Near DC- SuperHost

Welcome to your cozy home-away-from-home in Downtown Silver Spring! As a 5★ Superhost near DC, our lovingly curated 2-bedroom basement suite is filled with warm, inviting touches. Enjoy soft lighting, charming decor, plush memory foam beds with crisp linens, and a modern kitchen perfect for sharing meals. Relax in our spa-like bathroom and enjoy free parking, Wi-Fi, Netflix, and thoughtful extras. We can’t wait to welcome you!

Top Guest favourite
Home in Silver Spring
4.97 out of 5 average rating, 117 reviews

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

This stylish, recently renovate home is the perfect retreat for families, friends or just that weekend escapade with your significant other. Great use of space, includes outside deck with hot tub, BBQ and a Fire Pit. We cater to groups and offer all the necessary amenities so you can feel right at home. For groups larger than 10 guest we have a sister property 2 minutes away where we can accommodate an additional 8 guests.

Top Guest favourite
A charming brick house is set on a well-maintained lot, featuring a spacious driveway suitable for multiple vehicles. A grassy area and trees are visible, adding greenery to the front yard. Blue recycling bins are placed near the fence, which provides privacy.
Home in Wheaton
4.95 out of 5 average rating, 149 reviews

NEW| Cozy House near Metro & WashDC| Ample Parking

Beautiful and cozy house just 25 minutes from Washington DC and only 8 minutes walk from the Glenmond metro station, with large parking sufficient for 4 vehicles, it has 2 spacious bedrooms, a full bathroom, a fully equipped kitchen and a nice living room for entertainment and family enjoyment, all the comfort and convenience in one place.

Top Guest favourite
A spacious seating area features a large sectional sofa and a coffee table, providing a comfortable space for relaxation. A flat-screen TV is positioned against the wall, illuminated by soft overhead lighting. Decorative elements include a patterned area rug and a bookshelf filled with various titles.
Guest suite in Wheaton
4.95 out of 5 average rating, 487 reviews

Private basement suite

Visit DC! Renovated basement w/ bedroom, en-suite bath, and kitchenette with private entrance available in residential Silver Spring. Home is one block to major bus lines, half a block to bike rental station, or 15 min walk/5 min bus ride to metro and is a quiet and safe but convenient location for your DC/ Silver Spring visit.

Top Guest favourite
A charming bungalow is surrounded by vibrant greenery, featuring a welcoming front porch with decorative railings. The well-kept garden includes various plants and trees, while a wooden trellis adds an element of structure to the outdoor space.
Guest suite in Silver Spring
4.96 out of 5 average rating, 295 reviews

Sophisticated Studio Apartment, Metro DC

Lovely, quiet, private apartment in lower level of a bungalow home. Separate entrance with key code lock. Perfect for working, studying, visiting, or touring DC's historic & cultural sites. Blocks to downtown Silver Spring/AFI/Fillmore. One mile to Silver Spring or Takoma Park Metro Stations (Red Line).

Superhost
The studio features a modern and functional layout, showcasing a kitchenette with essential appliances. A flat-screen TV is mounted on the wall above a dresser, while soft light illuminates the space through the windows. A cozy dining table and chairs are positioned nearby, creating an inviting area for meals.
Guest suite in Silver Spring
4.8 out of 5 average rating, 122 reviews

Silver Spring Retreat - Private Haven

"Silver Spring Retreat" - a centrally located studio haven in MD. Thoughtfully designed for comfort and convenience, the open layout creates a sense of spaciousness. Enjoy easy access to trendy restaurants and cultural hotspots. Experience the perfect blend of comfort and urban living today!

Popular amenities for Silver Spring holiday rentals

When is the best time to visit Silver Spring?

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Frequently Asked Questions

  • What are the best places to stay in Silver Spring?

    Silver Spring has vibrant neighborhoods around downtown, each with walkable access to local cafes, markets, and entertainment venues. Look for accommodations near Ellsworth Urban Park or among the tree-lined residential streets.

  • What are the best things to do in Silver Spring with kids?

    Families often explore outside play at Ellsworth Urban Park, discover hands-on science exhibits at the nearby KID Museum, and enjoy performances or films at the AFI Silver Theatre. Community art murals add pops of color throughout downtown.

  • What are some of the best things to do in Silver Spring?

    Silver Spring has galleries, local music venues, and performance spaces such as the Fillmore Silver Spring. Outdoor markets, urban parks, and diverse dining create a lively downtown atmosphere.

  • How is the weather in Silver Spring?

    Silver Spring has chilly winters around 30–45°F (-1–7°C) with occasional rain or snow. Summers are warm and humid, reaching 72–90°F (22–32°C), and spring brings moderate temperatures with increased rainfall.

  • When is the best time to visit Silver Spring?

    Late spring and early fall are often recommended for festivals and comfortable temperatures around 58–76°F (14–25°C). Summers draw locals outside for concerts and markets, while winter is quieter with fewer events.

  • What are the best places to visit in Silver Spring?

    Visitors frequently stop by the AFI Silver Theatre for classic and independent films, the Silver Spring Civic Building for community events, and nearby parks for open-air activities. Local galleries showcase regional artists.

  • What are some hiking trails in Silver Spring?

    Sligo Creek Trail winds through wooded areas and creeks and is popular for walking, jogging, or cycling. For more natural exploration, head to Rock Creek Park just outside Silver Spring.

  • What are some family activities we can do in Silver Spring?

    Silver Spring has playgrounds at Ellsworth Urban Park, interactive learning at KID Museum, and live shows at the AFI Silver Theatre. Seasonal outdoor events and farmers markets also welcome families.

  • What are some of the best day trip ideas from Silver Spring?

    Popular day trips include exploring museums and landmarks in Washington, D.C., wandering historic districts in Annapolis, or hiking through Great Falls Park’s scenic trails. The area is known for its accessible mix of nature and city.

  • Are there any pet friendly accommodations available in Silver Spring?

    Many accommodations in Silver Spring welcome pets, with nearby parks like Sligo Creek Trail offering space to walk dogs. Downtown and residential neighborhoods often feature pet-friendly green spaces.

  • What are some local tips for visiting Silver Spring?

    Consider bringing comfortable walking shoes, as downtown is quite walkable with pedestrian plazas. Locals enjoy outdoor seating at cafes, and public transit connects easily to neighboring cities.

  • What is Silver Spring known for?

    Silver Spring is known for its thriving arts scene, live music venues, and diverse dining options reflecting global influences. Its downtown district draws visitors for festivals, public art, and community gatherings.

  • What are the best hidden gems to explore in Silver Spring?

    Hidden gems in Silver Spring include public art installations around Georgia Avenue, unique coffee shops tucked into side streets, and smaller galleries featuring emerging artists. Community gardens sometimes host workshops or open houses.

  • What are the best foods to try in Silver Spring?

    Silver Spring has Ethiopian cuisine, Salvadoran pupusas, and regional American favorites available at local restaurants. International food markets and bakeries add flavor to downtown streets.

  • What should I bring for a trip to Silver Spring?

    Pack layers for variable temperatures, a rain jacket for occasional showers, and comfortable shoes for exploring downtown. Consider reusable water bottles and sun protection, especially for summer outdoor activities.

  • What is the nightlife in Silver Spring like?

    Silver Spring’s nightlife features live music venues such as the Fillmore Silver Spring, cocktail bars, and locally owned eateries that stay open late. The downtown area has a lively, social atmosphere.

  • What are the most popular events or festivals in Silver Spring?

    Downtown Silver Spring hosts seasonal outdoor concerts, multicultural festivals, and celebrations around Labor Day weekend. The AFI Silver Theatre frequently features film series and special screenings.

  • Are there family friendly vacation rentals in Silver Spring?

    Silver Spring has many family-friendly vacation rentals in residential neighborhoods close to parks and playgrounds. Options often include homes with spacious living areas and access to local family attractions.

Quick stats about holiday rentals in Silver Spring

  • Total holiday rentals

    Explore 470 holiday rentals in Silver Spring

  • Nightly prices starting at

    Silver Spring holiday rentals start at $29 AUD per night before taxes and fees

  • Verified guest reviews

    Over 15,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wi-Fi availability

    460 of Silver Spring holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Silver Spring rentals

  • 4.8 Average rating

    Silver Spring stays are highly rated by guests—averaging 4.8 out of 5!

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