Apartment holiday rentals in Southern Maryland

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Top-rated apartment rentals in Southern Maryland

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Top guest favourite
A serene sunset over the Patuxent River, with warm hues reflecting on the water. Boats are anchored near a private pier, and a bridge spans the horizon. Fencing and grassy areas frame the scene, adding to the tranquil coastal atmosphere.
Flat in California
4.93 out of 5 average rating, 239 reviews

Our Little Piece of Heaven

Our cozy studio apartment sets on the Patuxent River. With the perfect views of Myrtle Beach, Point Patient and Thomas Johnson Bridge. Relax watching the boats and birds or take a walk along the water for a lovely neighborhood to stroll for 2.5 miles. Your favorite moments may be when you wake to see the sun rise and again to see the orange sky set. Just over the bridge from the popular Solomon's Island which is full of fabulous restaurants, boat rentals, charter fishing and summer concerts.

Guest favourite
The exterior of a historic building features a stone foundation with steps leading to an entrance, surrounded by landscaped greenery. A street lamp and a banner highlighting Occoquan's history are visible, enhancing the charming character of the area.
Flat in Occoquan
4.84 out of 5 average rating, 699 reviews

The Ellicott in Historic Occoquan(30 Mins to DC)

Spacious and tastefully decorated one bedroom condo in the heart of walkable historic Occoquan. Full kitchen and w/d, a comfortable queen bedroom, full bathroom, work station & one free onsite parking spot. The Town of Occoquan offers unique experiences (kayaking, fishing, birdwatching and shopping) all within walking distance. Excellent dining choices from award winning restaurants to casual eateries. Mins to I-95, 123, VRE. D.C. (35min); Quantico (25min); Potomac Mills (10min). Tysons (25min).

Top guest favourite
A cozy living area is shown, featuring a gray sofa with cushions and two soft ottomans. A wooden desk with a chair is positioned to the left, while a bright window allows natural light to fill the space. A small plant and framed artwork add a touch of decor.
Flat in Leonardtown
4.97 out of 5 average rating, 103 reviews

Retreat at Fenwick

This cozy one bedroom apartment is the perfect place to unwind & relax. Located in the heart of downtown Leonardtown, the Retreat at Fenwick is steps away from many delicious dining opportunities, unique and fun shopping at local boutiques, and entertainment experiences. It includes free wifi, a full kitchen & complimentary coffee bar, a charming eat-in dining space, queen size bed, full size pull out sofa bed, a cozy electric fireplace, workspace, and twin bunkbeds that are great for kids!

Top guest favourite
A cozy daybed is adorned with a variety of decorative pillows in soft colors. Large windows allow ample natural light, highlighting the warm tones of the space. A modern floor lamp stands nearby, creating a comfortable nook for relaxation.
Flat in Fredericksburg
4.95 out of 5 average rating, 245 reviews

Apartment, centrally located Historic DnTwnFXBG!

Immerse yourself in the charm of Fredericksburg's historic district with this captivating 1st-floor apartment with nearly 500 sqft, a group of up to 4 will sleep comfortably. Boasting a modern-boho style, this delightful space offers a large bedroom, full bathroom, & a fully-equipped kitchen that opens up to a spacious living and dining area. A large screen TV in the living space provides indoor entertainment after a night out! This is 1 of 3 of our apartment listings in the building!

Top guest favourite
The image captures a serene waterfront scene, showcasing a long wooden dock extending into the calm river. Lush greenery lines the riverbank, while a clear blue sky with scattered clouds provides a picturesque backdrop. The tranquil water reflects the surrounding landscape.
Flat in Lexington Park
4.97 out of 5 average rating, 602 reviews

Historic St. Mary's City, MD

1,000 square foot two-bedroom, one bath waterfront apartment features separate entrance and a screened-in porch overlooking the St. Mary’s River. Property has a large dock and a small private beach. Jellyfish, crabs, and oysters make swimming challenging, although many swim off the dock in the deeper water. No Diving! Dogs are welcome. We just ask that they be on a leash. The apartment is attached to part of the house where we reside, although it is sealed off and nothing is shared.

Top guest favourite
Flat in Lexington Park
4.97 out of 5 average rating, 144 reviews

Serene setting great location surrounded by woods

The one-bedroom apartment will sleep 2 adults and 1 child under 18. In a serene setting with woods, a fish pond, and a comfortable patio. Separate code lock entrance. Well-equipped kitchen. Free WiFi, two TVs with Netflix and Amazon Prime. There is also a cedar sauna. Parking is on the property. Apartment situated near shops, restaurants, St. Mary's College and the Patuxent River Naval Air Station. 15 minutes from Chesapeake Bay, 1 hour to DC beltway. French and German also spoken.

Top guest favourite
Two adirondack chairs and a small table are positioned on a grassy area overlooking Breton Bay. A vibrant sunset casts warm colors across the sky, reflecting on the calm water. The pier is visible in the distance, enhancing the serene scenery.
Flat in Leonardtown
4.98 out of 5 average rating, 145 reviews

Stunning Sunsets on Breton Bay, Seaside apartment

Charming efficiency apartment decorated with a coastal theme overlooks Breton Bay. Use of pier for hanging out... or crabbing and fishing. Apartment is in the second floor of detached garage on the premises of a private home. Beautiful serene surroundings 5 min. from downtown Leonardtown with shopping, restaurants and events. Area offers historical sites, wonderful parks, a large Mennonite and Amish community, great restaurants and friendly people! 25 minutes from Solomons Island.

Top guest favourite
A light-filled entryway features two comfortable armchairs beside a small round table adorned with a flower vase. Natural light filters through the large windows, revealing a view of blooming pink flowers outside. The space is complemented by a stylish door with a modern light fixture.
Flat in Solomons
4.99 out of 5 average rating, 322 reviews

Walk to famous Tiki Bar on Solomons Island!

Cute studio apartment on charming Solomons Island. Walking distance to restaurants, live music, boat and kayak rentals. The kitchen has a full sized refrigerator, microwave, toaster, two burner hot plate and coffee maker. We provide all bedding and bath towels for two people. Enjoy your coffee ( provided) or wine on the deck in the fenced in side yard. One well-behaved pet is welcome. Please make sure you pay the pet fee. We also have a boat slip across the street that you can rent

Top guest favourite
Flat in Washington
4.95 out of 5 average rating, 123 reviews

History Buffs & Foodies Welcome! Metro & Parking

Imagine being just a couple of blocks from the U.S. Capitol Building, the Metro, and a quick stroll to the National Mall-this is YOUR spot! This modern English basement apartment is on one of the best streets in Capitol Hill. Step outside your front door and enjoy local parks, restaurants, and shops all within walking distance. Fully equipped kitchen for meals at home and plenty of room to relax after a day of exploring the city, you'll feel right at home in this Capitol Hill gem.

Top guest favourite
An exterior view showcases a wooden staircase leading to the entrance of the accommodation. The stairs are surrounded by trees, with a pathway made of stone tiles visible in the foreground. The rustic brick wall of the building adds character to the serene natural setting.
Flat in Ashland
4.98 out of 5 average rating, 102 reviews

Ashland Aerie

Relax in this peaceful, stylish space for one, located north of Richmond. Park in the carport and go upstairs (21 steps) to enjoy privacy, convenience, and safety - with kitchenette, small washer/dryer, smart TV, desk, and exterior cameras. Ashland, less than three miles south, has restaurants (many), grocery stores, laundromats, a movie theater, a public library, churches, a post office, and Randolph Macon College. King’s Dominion and Meadow Event Park are six miles north.

Top guest favourite
A bright yellow building features large blue shutters and a welcoming entrance. A sign is placed outside, and vibrant flowers border the steps. In the background, another structure is visible, along with flags proudly displayed.
Flat in Saint Michaels
4.98 out of 5 average rating, 126 reviews

Blue Crab Lodge

Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

Top guest favourite
A red umbrella provides shade over a square table with a glass top, accompanied by two cushioned chairs. Lush green grass surrounds the seating area, framed by tall trees and distant views of the water, creating a serene outdoor space.
Flat in Port Republic
4.96 out of 5 average rating, 235 reviews

Serenity Suite on Chesapeake Bay

Come enjoy our waterfront home on the scenic Calvert Cliffs. Take in beautiful Bay views in Adirondack chairs with stunning vistas. Photograph wildlife. Comfortable ½ mile walk to private community bay shoreline. Have breakfast in the yard while enjoying the sunrise. Stroll the community shoreline and explore fossil hunting, hike at nearby trails. No pets are allowed because I have a severe allergic reaction to pet hair and dander. Thanks for your understanding.

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