Holiday rentals with a patio in Essex

Cozy Comfort - only 7.5 Miles to Annapolis & USNA

Close to historic Annapolis, our cozy first floor guest apartment of our home in a quiet large single family home neighborhood. 'The Oasis' is private and spacious with 2-bedrooms, a living room, mini sit-in kitchen, bathroom, and laundry room. Close to waterfront restaurants, B & A trail, Sandy Point Public Beach and Park, festivals, shopping, bowling, miniature golf, wineries and more. Our guests are welcome to enjoy some time relaxing in our wooded backyard with pool (unheated) and gazebo.

Lovely guest house with gourmet kitchen & King bed

If you're looking for a quick getaway or a brewery hopping good time we offer that and everything in-between. Locally offerings include walking trails/ restaurants, and family farms. We are located between Washington D.C. and Baltimore. Only a short 45 minute drive to D.C., you can spend the day exploring the museums and sites that the Nations Capital has to offer. Baltimore is 25 minutes away. A great place to see the National Aquarium. You will love your relaxing stay here in this rural area

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

Fall-Winter Mid-Century Modern Relaxing, Retreat

Discover the ideal blend of style, comfort, and convenience at our Mid-Century Modern home in Silver Spring, MD. This spacious 4-bedroom, 2.5-bathroom property is perfect for families, groups, and pets. With abundant natural light, open living spaces, and a fully equipped kitchen, it’s designed for relaxation. Enjoy seamless indoor-outdoor living, a peaceful backyard, and only 3.5 miles from Washington, DC. Whether it’s a weekend getaway or an extended stay, book now for a memorable retreat.

Cheerful 2-bedroom row house with rooftop deck

Whether traveling for business or for fun, this place will not disappoint! Located in Fells Point, my quaint row house is in an amazing location. The historic Broadway Market (est. 1786), bars, restaurants, and nightlife are all within walking distance. The Inner Harbor, Baltimore’s gem, is a very short drive away, as is the trendy Canton neighborhood. If you are looking to relax, try a stroll in Patterson Park, or maybe enjoy dinner and a glass of wine on the beautiful rooftop deck.

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!

2-Bedroom place with Outdoor Patio on a Vineyard

Beautiful 2-Bedroom guest suite located on a vineyard! Located minutes away from historic downtown Havre de Grace. This private space can fit up to 4 guests. There is a back patio with a fireplace and outdoor furniture right outside the back door. You will be able to enjoy beautiful sunrises and sunsets looking over the vineyard. Wine tastings are available as well as golf driving range, by reservation (Pricing not included). Free parking on premise.

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Peaceful Retreat Near DC

We're long time guests and new hosts, eager to welcome you! This space is on the lower level of our newly renovated home and is easily accessible to DC. Modern living space with cozy living room & fully equipped kitchen. Enjoy our patio, fire pit, and grill. Hike, bike, or enjoy the park, then explore DC’s top attractions a quick bus+metro ride away. Clean, comfortable, and stylish home for your perfect getaway.