Holiday rentals with a patio in Maryland

Bahia Breeze - Beachfront Cottage

For retirees, families, or individuals looking for a peaceful stay, this is your place. This property offers fun summers and a laid back atmosphere in the winter. Relax in the front porch and enjoy the sunrise over the water. The outside area is fully fenced in with a private backyard, deck equipped with a bbq grill. Walking distance to Breezy Point Beach and a marina. Easy commute to DC, Metro Area Annapolis, Baltimore, and Joint Base Andrews. Free Parking| Free Wifi Bring your bikes/ kayaks

Stylish & New | Pet Friendly | Walkable Downtown

This stunning detached, comfortable, pet-friendly home, designed by Stylish Stays, is the perfect place for a stay in THE HEART of Downtown Annapolis. This highly walkable property is located in the Arts District, w/ close by shops, restaurants, bars, waterfront, State House, and Naval Academy! ☞ 15+ seconds to great restaurants! ☞ 13 min walk to State House ☞ 15 Min walk to Navy-Marine Memorial Stadium ☞ 19 Min walk to City Dock ☞ 35 Min drive to Baltimore ☞ 40 Min drive to DC ☞ Fenced Yard

The Tiny House @ Deep Creek Lake

The Tiny House @ Deep Creek is centrally located to everything! Across from the lake, you are a short drive to the kayak launch, public fishing, eateries, coffee and rentable boat docks. Five minutes from WISP resort and just around the bend from Deep Creek Lake State Park. Tall trees, lake views and relaxation await in one of the coolest little properties Deep Creek has to offer. A full size kitchen and bath, vaulted ceilings, large green space for the pups, and the best fire pit in Maryland!

Hot Tub Haven: Annapolis Backyard Oasis!

A serene escape awaits you at our cozy 4-bedroom retreat, just minutes away from Historic Downtown Annapolis. As the sun sets, the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Historic Annapolis has to offer!

Waterfront Annapolis Getaway!

Escape to this serene waterfront house in Annapolis, perfect for couples seeking a peaceful retreat. Nestled on the picturesque South River, this charming home offers stunning waterfront views and tranquil decks where you can unwind and soak in the beauty. Enjoy cozy evenings by the water, dine alfresco on the deck, and explore nearby attractions. With its serene ambiance and beautiful surroundings, this is the ideal spot for a romantic getaway. Book now for an unforgettable escape!

The Sunset House

Spacious 5-bedroom, 3-bathroom home in Charlestown, MD, perfect for families and groups! Enjoy 2 king beds, 3 queen beds, a fully stocked kitchen, and a cozy outdoor entertaining area with a grill, fire pit (wood provided), and a relaxing hot tub. Just 1.5 blocks from the Chesapeake Bay, with kayaks and paddleboards available for your adventures. Plenty of games included for added fun. Ideal for your next getaway! Bringing a boat? Utilize the mooring while you stay!

Cottage in Bel Air

This two bedroom home offers upscale furnishings, sunlit rooms, private deck with grill, outdoor fire pit, and a dedicated work space. You’re within walking distance from shops, restaurants, breweries and the entrance to walking/biking trail. The backyard is fully fenced and pets are welcome. The home is located in a quiet residential neighborhood and will be perfect for your weekend getaway.

Small, peaceful getaway

Approximately 10 miles from downtown Cambridge, MD. Relax in this newly remodeled home with nearby water access. (Choptank River & Chesapeake Bay)Quiet country setting with the amenities of home. Great location for biking, kayaking or sitting under the stars by the backyard firepit. Most days a family of deer can be seen in field across the road as well as Bald Eagles & Heron.

Beach Haven Hideout

We are a small enclave of condos, perched high on a bluff, overlooking the Chesapeake Bay. From the deck you have wonderful views of the beach and the best Bay sunsets! We are no more than 100 steps to the beach, where you have a picnic pavilion, beach volleyball, and BBQ area with communal grills and picnic tables. This is the perfect getaway for small families or couples.