Vacation rentals in Huntingtown

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Top-rated vacation rentals in Huntingtown

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Top guest favorite

A comfortable living area is framed by large windows showcasing a vibrant sunset over the water. Soft furnishings include two chairs with decorative pillows and a coffee table. Plants are positioned thoughtfully, enhancing the serene atmosphere.

Home in North Beach

5 out of 5 average rating, 153 reviews

Waterfront, Dog-friendly, Hot Tub, Peleton

A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l winter dates**

Top guest favorite

The farmhouse exterior is illuminated under evening light, showcasing a spacious front porch adorned with potted plants and hanging floral arrangements. Soft landscape lighting highlights the pathway lined with manicured grass and decorative stones, creating a welcoming entrance.

Farm stay in Huntingtown

5 out of 5 average rating, 75 reviews

Luxury Farmette -Private & Secluded-1hr to DC

Plan your tranquil getaway to the countryside and escape to a luxury dream farmhouse. Located on 5 acres, the fully renovated home offers peace in a quiet, private location. Guests have access to a pool and outdoor shower, fire pit, a covered grilling area and a playground for children. The home is located approximately 1hr from Washington DC and is the perfect place for a retreat, family vacation and everything in between! Plenty of parking available for those traveling with boat/camper/RV.

Guest favorite

A light-filled living area features a comfortable gray sofa and an entertainment unit with a flat-screen TV. Artwork depicting a serene beach scene and palm trees enhances the space. A potted plant adds a touch of greenery next to the seating area.

Cottage in Chesapeake Beach

4.93 out of 5 average rating, 92 reviews

Cozy Getaway - Breezy Point Beach

If you're planning a family trip, this 2 bedroom, 1 bathroom beach cottage will not dissapoint. Enjoy a cup of coffee or tea watching the sunrise from the screened-in porch. Listen to the waves while reading a book on the porch swing. Breezy Point Beach is located just steps away from a fun filled day of beach activities. For fishing and crabbing enthusiasts, there is a 200-foot pier for your pleasure. Jet Ski| Waterpark | Golfcourse mins away. Wheelchair Friendly| Free Parking| Free Wifi

Top guest favorite

An open living space features a vibrant wall art piece and comfortable seating, including a recliner and a sofa. A dining area with four chairs is visible, along with a well-equipped kitchen. Light-colored cabinetry complements the neutral tile flooring, creating a welcoming environment.

Apartment in Lexington Park

4.97 out of 5 average rating, 135 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.

Guest favorite

A spacious living area features natural light streaming through large windows, illuminating two soft sofas and an adjacent dining area. An eat-in kitchen with modern appliances is visible, alongside a neutral-toned dining table set for two. A cozy rug adds warmth to the design.

Apartment in Huntingtown

4.88 out of 5 average rating, 48 reviews

In Huntingtown, Maryland - Close to the Beach

Private 1 bedroom apartment w/1 queen bed and a private entrance on a working animal sanctuary including a bathroom, eat in kitchen, work space, living room with 3 sofas & private washer/dryer. Surrounded by trees in Calvert County, your stay will be peaceful. You can interact with the critters or observe from afar. We currently have; geese, ducks, chickens, turkeys, a pig, parrots, emus, cats. Please note, if you have any mobility issues this may not be a good choice for your stay.

Top guest favorite

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.

Apartment in Port Republic

4.96 out of 5 average rating, 223 reviews

Serenity Suite on Chesapeake Bay

Come enjoy our waterfront home on the scenic Calvert Cliffs. Relax by the water under mature shade trees. 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 and enjoy dinner on Solomon’s Island. Then open the windows to listen to waves overnight.

Top guest favorite

Two white Adirondack chairs are placed on a grassy area, facing a calm body of water. A sliver of rainbow is visible in the sky above the horizon. Lush greenery surrounds the scene, with a large tree providing shade.

Home in Chesapeake Beach

4.97 out of 5 average rating, 30 reviews

Mid-Century Modern: Direct Private Beach Access

Wake up in the morning to the sounds of seabirds calling and waves lapping on the beach. A huge bank of windows and sliding glass doors makes the Bay the centerpiece of the entire living and kitchen areas. The house draws you outside to enjoy a morning cup of coffee on the veranda, before heading down the stone steps to enjoy a day on the private beach, or you might simply enjoy relaxing with a book in the hammock, while listening to music on our built in speaker system.

Guest favorite

A bright living area features large windows that allow natural light to fill the space. Two comfortable sofas are positioned near a patterned area rug. A round coffee table and a small accent table provide surface space, complemented by soft drapes framing the windows.

Home in Prince Frederick

4.93 out of 5 average rating, 28 reviews

Chesapeake Escape

Stylish Chesapeake retreat just one block from the Bay! Stroll to the beach, enjoy fossil hunting, hiking, and sunrise views, and take day trips to DC or Annapolis with ease. Launch jet skis or kayaks from the nearby community ramp, and enjoy seasonal crabbing, fishing, and hunting. Newly renovated with a peaceful, modern design, it’s ideal for couples, families, or solo travelers. Settle in with fast Wi-Fi, smart TV, and plenty of parking—your coastal escape awaits!

Top guest favorite

A spacious king-size bed is framed by natural wood, complemented by matching nightstands with lamps on either side. Soft pillows adorn the bed, and a decorative piece hangs on the wall nearby, enhancing the serene atmosphere in the room.

Guesthouse in Brandywine

5 out of 5 average rating, 47 reviews

Quiet cottage in the woods. King-bed suite.

Take it easy at this unique and tranquil getaway. Open floor plan with all the modern conveniences. King size bed, with space for an additional queen size air mattress. Washer, dryer, shower/bathtub. Note, there is no smoking or vaping allowed inside the Cottage, and absolutely no "4/20" products allowed on the property. Two night minimum for all reservations, and due to documented medical allergy concerns we are unable to host pets/animals of any kind.

Top guest favorite

A charming single-story house is framed by vibrant pink flowering trees. The facade features yellow siding, blue shutters, and a turquoise front door. A white picket fence encloses the front yard, which is well-maintained with green grass and landscaping.

Home in North Beach

4.97 out of 5 average rating, 161 reviews

Beach Home | King Bds | Firepit | Backyard Dining

Welcome to A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, restaurants, and wetlands. We have a private, landscaped backyard perfect for dining and lounging. We provide beach passes, beach gear, games, a Pack & Play, and tips for jet ski rentals and day trips. The shed has a huge Smart TV. Fully-equipped kitchen. Single-story living with 2 bedrooms, accessible shower on the ground floor.

Guest favorite

A wooden staircase illuminated by soft lights leads down to a private dock. Reflections of trees and evening sky are seen on the calm water of St. Leonard Creek. A sailboat is moored at the end of the dock, adding to the serene waterside ambiance.

Cabin in Lusby

4.9 out of 5 average rating, 283 reviews

Peaceful Waterfront Retreat on The Bay

Escape to a serene waterside cabin with a private dock on quiet St. Leonard Creek, just an hour from Washington, DC. This rustic studio offers a cozy retreat for solo travelers, couples, or small families looking for peace and relaxation. Whether you're here to unwind, work remotely, or explore the outdoors, you'll find plenty to enjoy—including two kayaks, two canoes, and stunning waterfront views.

Guest favorite

Vacation home in Chesapeake Beach

4.99 out of 5 average rating, 73 reviews

Chesapeake Bay Apartment w/Free Season Beach Pass!

Brookeside is an apartment above a garage, private from the main house. There is one bedroom, bathroom, and large living room with a pullout couch and cot. We are located just a few miles from a casino, waterpark, and beaches. From here it is very easy to explore everything on the western shore from Southern Maryland, DC, Baltimore, and historic Annapolis.