Bungalow holiday rentals in Maryland

Bungalow Sleeps 5, near the Choptank River

Enjoy our newly renovated bungalow with a casual boho vibe & open floor plan. The house is located in a small neighborhood only 1 and 1/2 blocks from the Choptank River. We sleep 5 guests (2 queen Beds & 1 pull out couch). Take a short stroll to the river & enjoy the view, play on the playground, or just sit & watch the wildlife on the water. We are approximately 5 blocks from downtown with restaurants, shops, wine bar, brewery & more. We offer 2 bikes and 2 kayaks for your enjoyment.

Private Suite in 1917 Craftsman 15 min to Harbor

- 5 miles from Inner Harbor, Orioles and Ravens Stadiums, Johns Hopkins Hospital, Fells Point - Free off-street parking in charming safe well-lit neighborhood - Fastest WiFi and Laptop friendly - Pets must be preapproved. Do not book without contacting host - “5-star experience, just like home” Totally private suite including bedroom, bathroom, kitchenette and den, in a quiet, safe neighborhood in B’more’s quaint upper East side. Feel right at home in this friendly and inclusive space

Peaceful Setting with Chic, Thoughtful Style

Settle down for a peaceful night's sleep in the four-poster bed at this tranquil cottage in the woods. The soft gray color palette along with beautiful hardwood floors creates a calm, fresh feel, while the screen porch offers a quiet spot for restful afternoons. This serene retreat sits minutes away from Annapolis. The waterfront community has a beach a short walk away for launching kayaks and taking relaxing strolls. There is also easy access to Baltimore, Washington, and the Eastern Shore.

Quiet cottage on wooded property

Secluded location for those who like nature and view of water through the trees. Walk down the hill to the creek to launch a boat, fish or watch the spectacular sunsets. The cottage has a sleeping loft with twin beds and a sofa bed in main living area. Furnished and equipped for short to longer stays close to Cove Point, Calvert Cliffs and across the river from PAX Naval Air station. Minimum stay is 2 nights. Just updated with cable tv and wifi. New flooring. Deep cleaned between guests.

Comfortable Bungalow near Historic Harpers Ferry!

The Bungalow is located near the Potomac River and is very close to Harpers Ferry, WV, Antietam National Battlefield, historic Sharpsburg, MD, the C&O canal and other local attractions. The Bungalow has a spacious feel and includes a full kitchen, 1 full bath, washer/dryer and sleeps 4. Pets are welcome! The well water is tested safe, but contains minor amounts of hydrogen sulfide which produces some odor (please see below). The neighbors lot could use some tidying, but it's out of view.

Astoundingly Charming Bungalow, Bells & Whistles!

This unique property offers its guests the best of both worlds: a single-family house with a large, fenced dog-friendly backyard and a multi-car driveway, within walking distance of the Silver Spring and Takoma Park Metro Stations as well as all the shops, restaurants, bars, and theaters of downtown Silver Spring, MD. Hop on the Metro to play in DC and come back to a comfortable home with a full kitchen, off-street parking, outdoor space, and neighbors who are the friendliest of people.

The Purple Pad - Ocean City MD beach block cottage

Dive into the history of this unique and memorable place. The Purple Pad is an Ocean City Maryland iconic bungalow / cottage just steps to the beach. Great rooftop deck to eat Maryland crabs or just to watch the cars go by. 3 bedroom plus a den (we use as a bedroom) + 2 bath Super roomy living room area which makes for a relaxing and enjoyable stay. Guests to provide their own linens. There are local linen rental companies. Ocean view from the rooftop deck

Boatyard Bungalow, 6 beds; 2 Full Baths-Waterfront

The original schoolhouse for Edgemere that was built in 1898 and converted to a residential home/marina in the 1950s. With over 2,200 sq. ft., it's a perfect environment for wedding venue preparations, family and friend reunions. Please don't exceed maximum number of twelve (12) guests at any one time in the house, during the day; or ten (10) staying the night in the house. Additional Pirate & Mermaid Bath House on property will be available by end of May 2024.

Private bungalow with fire pit near Easton, Denton

- High-speed Internet - Premium Samsung washer and dryer - Fire Pit - Level 2 EV Charger - Two (2) cruiser bicycles - Memory foam mattresses - Full kitchen - Smart TV - Quiet, secluded space with easy access - 5 minutes to Denton - 15 minutes to Easton - 15 minutes to Centreville - 30 minutes to St. Michaels Located just minutes from both Easton and Tuckahoe State Park, you'll have endless opportunities for outdoor adventure.