Cottage holiday rentals in Silver Spring

Serene, Private 1BR/2BA Basement Apartment

Welcome to our home! We’re a warm, middle-aged couple who take pride in hosting this cottage property nestled on 2.3 private acres in Gaithersburg. Wife & I live on main level & host a spacious & bright, private 1BR/2BA basement apartment w/ peaceful nature views & easy access to DC & other popular landmarks. Wake to birdsong, relax under open skies & explore vibrant city life—all in one stay. Perfect for a relaxing getaway, business trip, or a cozy place to unwind & feel at home away from home.

THE PRINCE COTTAGE WITH PRIVATE PARKING GARAGE!!!

UNIQUE OLD TOWN CHARM COTTAGE IN THE MIDDLE OF BEAUTIFUL HISTORIC OLD TOWN ALEXANDRIA. You are only a half block off King street where every type of shopping and dining you could ask for awaits. Easy walk to the Metro or the ferry at the waterfront and embark on a scenic ride to many of DC's top destinations! This is an entire standalone cottage with its own private garage! No stairs, no attached neighbors and no one above you or below you. Self check in and out for ultimate privacy. Book now!

Cozy Off-street Cottage Maryland

Quiet & cozy cottage- 15 mins drive to Washington DC, w/plenty of off street parking. Only 7 mins from metro, FedEx field, and six Flags. A pet friendly location that has washable couches and rugs to ensure cleanliness after each stay . Dog sitting offered next door(separately) in case you need to be away, and would like your pup to have exercise and playmates. Close to DC w/out the traffic or busyness. 15 mins from Amtrak station. Great for visiting the nations capitol and lovely Maryland.

The Colonial Cottage of Alexandria

Discover this charming one-bedroom cottage in Alexandria, VA; less than a mile to the metro! The newly renovated cottage is attached to a historic home in Alexandria and features a fully stocked kitchen, bathroom, bedroom, and new mini split system. Perfect for exploring the DC or Alexandria areas or simply relaxing in the space, this retreat offers comfort in a prime location. Ideal for adventurers and history lovers alike! ** Click the ♡ on the upper right-hand corner to save or share **

Private Cottage in Charming Cul-de-sac Community

This private cottage is cleaned and sanitized according to AirBnB's COVID-19 cleaning protocol after each and every guest visit! My cottage is nestled on a tree lined property and has great appeal for business travelers and healthcare providers who need a nice and quite home away from home. Our community is located only five (5) miles from Washington, DC line and a short drive to the Metro Station. Our guests enjoy free driveway parking and a backyard to relax after a hectic day at work.

Charming Accokeek Retreat w/ Private Fishing Pier

Escape to the scenic beauty of Accokeek and make yourself at home in this charming 2-bedroom, 1-bathroom vacation rental. Located just a short drive away from top attractions like the National Colonial Farm and Piscataway Park, this cozy retreat offers a serene getaway with all the comforts of home. Explore the surrounding nature trails, indulge in a barbecue in the yard with the provided charcoal grill, or simply unwind with a good book in the peaceful ambiance of this delightful cottage.

Home away from home

This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

Patuxent River Cottage

Our Early 1900’s retired hunting club cottage on the northern reaches of the Patuxent river awaits your stay. Perched above the river, you can enjoy a relaxing back porch, firepit, and picnic table. A short walk down the hill and you’re riverfront with chairs and fire pit to enjoy the view. Bring your fishing poles and kayaks, but mind the tide charts because these upper reaches of the river depend on high tide for water access. 8 miles from Show Place Arena and PG Equestrian Center.

1950 Vintage Cottage | Quiet Haven Near D.C.

Step into the timeless charm of our 1950 cottage, lovingly preserved and thoughtfully updated to offer both nostalgia and comfort. Nestled in a serene neighborhood filled with old trees and whispering pines, this home is the perfect escape — yet only 14 miles from Washington D.C. and centrally located in the Tysons Corner area. Whether you’re here for a peaceful retreat, a family getaway, or a work-cation, this home welcomes you with warmth, character, and convenience.

Gate House

Quaint cottage farm house nestled in beautifully rolling countryside setting on an operating horse farm. Fully furnished with all the modern amenities. Easily accessible from I70, and located within 30 to 40 minutes of Frederick, Baltimore, DC and Gettysburg. This property is also situated at the North west trail head to the Patuxentstate park, with tons of access to easy hiking! Pet friendly, we just ask that pets remain on leash when outside of the space or vehicles.

Luxury Cottage | Hot Tub & Quiet Oasis Near DC

Come visit our high-end guesthouse on the same lot as our main home. We are about 15 minutes from DC. Relax in the private hot tub, enjoy the spacious backyard with a grill and cozy fire pit, and unwind in a serene, quiet neighborhood. Perfect for families, friends, or business travelers seeking comfort and convenience. Modern amenities and thoughtful touches make this retreat ideal for relaxing after exploring the city or hosting a peaceful weekend getaway.

The Coral Cottage

Our cozy cottage is the perfect place for a romantic weekend, family vacation, or the annual getaway with your best friends! With so many local Annapolis attractions, access to community piers and views of the South River, and fresh seafood at Mike's Crab House, the Coral Cottage is sure to make your trip to Annapolis a memorable experience. Enjoy the outdoors with the smokeless fire pit, a stroll down to the dock, or cozy up indoors with a good book!