Vacation rentals in Breezy Point

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Top-rated vacation rentals in Breezy Point

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Guest favorite

The vintage A-frame home is nestled amongst trees, featuring a deck with a canopy in the foreground. A stone path leads to the entrance, where large windows allow for ample natural light. The surrounding landscape is adorned with greenery and decorative plants.

Cabin in Lusby

4.92 out of 5 average rating, 217 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

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**

Guest favorite

A modern living area is furnished with a spacious gray sectional sofa and a bright blue accent chair. Colorful artwork adorns the walls, and a decorative plant adds a touch of greenery. Natural light fills the room, reflected by a soft blue rug beneath a white coffee table.

Home in Chesapeake Beach

4.97 out of 5 average rating, 58 reviews

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

Top guest favorite

The image displays a one-room apartment featuring a king bed, kitchen area, and dining table. Soft lighting enhances the modern décor, with decorative rugs and artwork adorning the walls. A window allows natural light to brighten the space, creating a functional and inviting atmosphere.

Apartment in North Beach

4.96 out of 5 average rating, 140 reviews

Bayside Oasis of Southern Maryland

1 1/2 blocks from the beautiful Chesapeake Bay. Walk to boardwalk, restaurants and shopping. Beach opens, with some restrictions, May 28, 2021. Free beach pass provided. Quiet friendly town where everyone knows your name. King bed, private bath with shower (no tub). Free WiFi, private off street parking, 45” TCL-Roku TV, Echo Dot, Keurig w/pods for coffee and tea, full kitchen (no dishwasher), beach chairs, beach towels, dishes, flatware, pots pans. Chesapeake Beach is 1-mile south on Rt 262.

Top guest favorite

Two light blue Adirondack chairs are positioned on a wooden dock, facing a calm river. The sun sets over the water, casting a warm glow across the surface and creating a serene atmosphere. A weathered wooden table is placed nearby, enhancing the inviting scene.

Guest suite in Lusby

4.98 out of 5 average rating, 357 reviews

Riverfront Chalet Kayak/Canoe, pier, breakfast!

This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is Solomon’s island. This is a safe space for all🥰

Top guest favorite

A bright sun porch features a round glass dining table surrounded by four light-colored chairs. Large windows provide views of the waterfront, allowing natural light to fill the space. A cozy seating area is visible in the background, offering a serene atmosphere.

Home in Leonardtown

5 out of 5 average rating, 134 reviews

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

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.

Superhost

A collage showcases various areas of Breezy Bay Home. The living room features a comfortable gray sofa and modern decor. Outdoor views reveal a sandy beach and tranquil waters. A well-lit bedroom with a bed displays soft linens, while a spacious exterior highlights ample decking.

Home in Chesapeake Beach

4.89 out of 5 average rating, 47 reviews

Chesapeake Beach Charm: Cozy Home with Bay views

Embrace coastal living at our Breezy Point home, where convenience meets beachfront charm. The property boasts family-friendly features including direct beach access, a spacious double deck with BBQ gas grill, and a screened porch for serene evenings. Inside, essential amenities like a washer/dryer enhance your stay. Located just a short drive from the historic sites of Annapolis and the bustling city of Washington D.C., it’s the perfect base for exploration and relaxation.

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

An open concept living area features a combination of seating, including two armchairs and a side table. A dining area with a striking blue rug and wooden chairs is visible in the background, alongside a well-lit kitchen area with modern appliances.

Guesthouse in Owings

4.92 out of 5 average rating, 116 reviews

Patuxent River View

🌊 Nestled near North Beach, Herrington Harbor, Herrington on the Bay, and Chesapeake Beach, this serene guest house offers a peaceful escape for travelers of all kinds—whether you’re exploring local sights, reconnecting with nature, visiting family, or just passing through. Guests enjoy thoughtful amenities at no extra cost: a fully stocked kitchen, complimentary coffee and tea, high-speed WiFi, a pool and gazebo, and more comforts to make you feel right at home.

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.