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Vacation rentals with beach access in Chesapeak Ranch Estates

Find and book unique beach access rentals on Airbnb

Top-rated beach access rentals in Chesapeak Ranch Estates

Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

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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.

4.93 out of 5 average rating, 214 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 peaceful sleeping area features a neatly made bed with floral-patterned bedding in blue tones. A wooden nightstand holds a book and a small plant, while a warm light illuminates the wall, creating a cozy ambiance.

5 out of 5 average rating, 382 reviews

Treetop Loft Retreat w/ Private Beach Access

Come experience our tucked-away loft 5 minutes from beaches, 10 minutes to Solomons and Calvert Cliffs. Totally private above-garage apartment with 17 stairs. Our open-concept space, has a bedroom area, bathroom, workspace, living room & kitchen. Enjoy quick Wi-Fi, a 40" Smart TV, a cozy queen bed, and comfy lounge chairs. Choose to stay in or adventure out. NOTE: Smoke-free & peanut-free property as we are allergic to both. Scent Free in your space. Air Purifier. Melaluca cleaning products

Top guest favorite

The charming beach house features a white picket fence and a welcoming front porch. A large anchor motif is displayed prominently above the door. Surrounding greenery provides a natural backdrop, enhancing the cozy exterior aesthetics in a tranquil setting.

Cottage in Lusby

4.98 out of 5 average rating, 280 reviews

Gettin to the point. ( Cove Point Beach)

Our beach house is for you to enjoy Cove Point Beach, which is only 500 ft away. The kitchen is fully stocked, or use the outdoor grill on the side of the house.PLEASE NON SMOKERS ONLY. One dog allowed on a cases by case bases with a one time pet fee of $65.00. No children under 8 years old. Walk to the beach, but only park your vehicle in our driveway, not on beach inlets. A gas fireplace in the living room. A beautiful sun porch area to enjoy. Enjoy walking on this private community beach.

Top guest favorite

The exterior of a single-story beach house is visible, featuring white siding and landscaped areas. A stone pathway leads to a cozy outdoor seating area with light cushions. Lush greenery and mature trees are present, contributing to a serene atmosphere.

4.99 out of 5 average rating, 225 reviews

Cove Point Cottage with Chesapeake Bay views

Welcome to our beach house, just a block from the Cove Point Beach on the Chesapeake Bay. Start your beach day by grabbing the beach wagon from the shed, loading it up with beach chairs, towels, and your cooler. A short stroll takes you to the beach, where you can spend the day searching for shark teeth and shells or swimming in the bay's refreshing waters. After a day in the sun, rinse off in our outdoor shower. Our shady patio provides the perfect spot to relax and enjoy the evening breeze.

Top guest favorite

The historic home features a charming exterior with a mix of white clapboard and dark shingles. An inviting porch is framed by green shutters and surrounded by well-maintained landscaping. A gravel driveway leads to the front entrance, enhancing the property’s welcoming appeal.

5 out of 5 average rating, 151 reviews

Historic Rousby Hall, Waterfront, Pool, Beach

**Heated pool open to Nov 2. Thanksgiving chef dinner options** Rousby Hall is a stunning 5-star waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee additional).

A spacious living area features a dark couch adorned with pillows, complemented by a light-colored chaise lounge. Large windows with striped curtains frame panoramic water views. A decorative area rug and a wooden coffee table enhance the room's inviting atmosphere.

Loft in Solomons

4.95 out of 5 average rating, 177 reviews

Stunning Waterfront Chef's Loft

Looking for a truly unique getaway? You've found it in the Chef's Loft. Located at the top of our recreational cooking school, it offers stunning panoramic water views from every window! While you're here, take part in one of our cooking classes. All guests receive a 10% discount. The loft is close to area museums, a sculpture garden, fishing, hiking trails, fossil hunting, wine tasting and more! Discover why Coastal Living Magazine named Solomons one of the "happiest places in America!"

Top guest favorite

A sunset view is revealed over the Chesapeake Bay, with warm colors reflecting on the water. Wooden deck furniture is positioned to enjoy the scenery, framed by tall trees along the shoreline. Gentle waves are visible in the foreground, enhancing the serene atmosphere.

4.95 out of 5 average rating, 178 reviews

Waterfront Home on the Chesapeake Bay-Pvt Beach

A commanding view of the Chesapeake Bay. Enjoy walking the beach to Calvert Cliffs, bike to parks, art and cultural events. Enjoy the private beach with plenty of fine sand and gentle waves, great for teaching little one's water skills, playing with your canine companion or fishing/crabbing off the beach. You’ll love this waterfront hideaway because of the location, views, and the ambiance. My place is suburb for couples, solo adventurers, business travelers, families, and canine friends.

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, 222 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.

A collection of various fossilized shark teeth is displayed on an orange background. The teeth are of different sizes and shapes, showcasing both small and large specimens, with some exhibiting intricate details. The vibrant color of the background contrasts with the dark tones of the teeth.

4.95 out of 5 average rating, 112 reviews

Soul Oasis - home on the Chesapeake Bay

You can hear the waves of the Chesapeake Bay from the new trex deck. The beach is a short walk away where you can find fossils and sharks teeth and see plenty of nature. A great place to relax and unwind. You will hear the sounds of all kinds of birds, see lots of very tiny frogs in spring and summer and maybe some deer! You can also expect to see/hear aircraft from Pax River Base fly overhead! Book your stay today and let the magic of the woods and water wash away your cares.

Top guest favorite

The exterior of a renovated beach house is depicted, featuring a wide entrance with steps leading to a spacious deck. The deck is furnished with a dining set and a shaded lounge area, while greenery surrounds the property, enhancing its tranquil setting.

5 out of 5 average rating, 199 reviews

Cove Point Beach Home 1 &1/2 blocks to Beach

"Welcome to our Beach House, located in the unique peaceful private beach community of Cove Point. You'll enjoy the tranquility and the beauty of living less than a 2 min walk to the sandy beach and just a few away from Solomon's Island, MD. Our home was just renovated and is ready for your family to enjoy, offering beach necessities (wagon, chairs, umbrella, & toys) and recreational equipment (bikes & kayaks). This will be your home away from home.

A historical lighthouse and keeper's home are situated on a grassy expanse, with the coastal water visible in the background. The lighthouse features a white tower topped with a black lantern, while the two-story white cottage includes a welcoming porch and large windows.

Lighthouse in Lusby

4.97 out of 5 average rating, 108 reviews

Cove Point Lighthouse Keeper's House- Side B

UPDATE: CPLH Reservations are paused until August 12th. Please check back for future dates! Listed on the National Register of Historic Places and cared for by the Calvert Marine Museum (CMM), the Cove Point Lighthouse historic site has been lovingly restored and re-purposed so that it can be enjoyed by all. The active lighthouse and keeper's home sit on a seven-acre point of land in one of the narrowest points of the Chesapeake Bay.

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.

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.

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Popular amenities for Chesapeak Ranch Estates beach access rentals

Free parking on premises

Air conditioning

Apartment rentals with beach access

The exterior of a two-story beach house is shown, featuring white siding and dark shutters. A welcoming front porch is visible, adorned with a small American flag. A pathway leads through green grass to the entrance, surrounded by landscaped shrubs.

Apartment in North Beach

4.89 out of 5 average rating, 90 reviews

Spacious Beach House Top Floors - Walk Everywhere!

A comfortable sleeping area features a spacious bed adorned with a decorative quilt and neatly folded towels. A cozy seating area is located beside large windows that provide views of the surrounding forest. A brick fireplace adds a natural element to the room.

Apartment in Port Republic

4.93 out of 5 average rating, 118 reviews

Bayview Apartment with a private entrance.

A serene waterfront scene is captured at sunset, displaying calm water reflecting soft hues of orange and blue. Silhouettes of trees line the shore, while gentle ripples can be seen across the surface, creating a peaceful atmosphere.

Apartment in Deale

4.91 out of 5 average rating, 620 reviews

Romantic Wtrfrnt Flat+Solarium@Chesapeake Paradise

Top guest favorite

A vibrant sunset is captured over calm waters, casting warm hues of orange and yellow. The silhouette of trees frames the scene, creating a serene view of the horizon where the sun reflects on the water, enhancing the tranquil atmosphere.

Apartment in Lexington Park

4.97 out of 5 average rating, 29 reviews

Heron Cove

A bright living area features large windows that provide ample natural light and views of the outdoors. A neutral-colored rug lays on the flooring, while a television is mounted on the wall. A decorative plant adds a touch of greenery to the space.

Apartment in Saint Leonard

5 out of 5 average rating, 10 reviews

The Loft at Flag Harbor

Top guest favorite

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.

Apartment in Lexington Park

4.97 out of 5 average rating, 585 reviews

Historic St. Mary's City, MD

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

Top guest favorite

A serene view of the St. Mary's River is framed by a white awning. Calm waters reflect the clear blue sky and a single sailboat is visible in the distance. Lush greenery lines the far shore, enhancing the peaceful atmosphere.

Apartment in Lexington Park

5 out of 5 average rating, 394 reviews

Adorable Waterfront Apartment Weekend Getaway

House rentals with beach access

Top guest favorite

A set of two red folding chairs encircle a small wooden table adorned with colorful dishes. The table overlooks a serene expanse of water, with a grassy area extending towards the water's edge. Natural light bathes the scene, creating a relaxed ambiance.

4.97 out of 5 average rating, 171 reviews

Osprey's roost: Spring and summer 2025

Top guest favorite

A firepit surrounded by two black chairs is set on gravel, offering a cozy outdoor space. A wooden pathway leads to the water’s edge, where colorful kayaks are visible along the serene lakeshore, with lush greenery framing the scene.

5 out of 5 average rating, 48 reviews

ChesapeakeWaterfront - HotTub_FirePit_Kayak_Arcade

A spacious waterfront home is showcased, featuring a large porch and neatly manicured lawns. The property includes a sandy beach leading to the calm waters of Fishing Creek, with a picturesque background of trees and a second building in the distance.

Home in Woolford

5 out of 5 average rating, 126 reviews

Starboard on McKeil Point, w/heated pool & hot tub

Top guest favorite

An aerial view captures the waterfront home surrounded by lush greenery with a private dock visible by the water. The neatly maintained property features landscaped lawns and nearby homes, illustrating a serene setting alongside Neale Sound.

Home in North Highland

4.99 out of 5 average rating, 107 reviews

Waterfront 4-BR home w/ hot tub & charging station

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

Four black Adirondack chairs are arranged on a lush green lawn, facing the calm waters of Chesapeake Bay. Gentle waves reflect the bright blue sky, offering a serene view. Small bushes line the edge of the property, providing a natural border.

4.98 out of 5 average rating, 99 reviews

Waterfront with sweeping bay view & private beach

Top guest favorite

A modern kitchen features a granite countertop and stainless steel appliances, including a microwave and refrigerator. Bar stools are positioned at the counter, complemented by decorative golden accents. Natural light illuminates the space, enhancing the sleek cabinetry and stylish backsplash.

4.96 out of 5 average rating, 50 reviews

Our Bay House-Your Home Away from Home!

A scenic pathway lined with vibrant yellow flowers leads toward a charming cottage, nestled amid lush greenery. The cottage features a welcoming porch, surrounded by climbing vines, providing an inviting connection to the outdoor space and a view of the nearby water.

Home in Montross

4.98 out of 5 average rating, 166 reviews

Beach Please! River cottage w/private beach & dock

Other vacation rentals with beach access

Top guest favorite

Home in Piney Point

5 out of 5 average rating, 36 reviews

Waterfront Studio | Bikes & Kayaks | Beach Access

Two dark grey Adirondack chairs are positioned on a sandy beach, set against a backdrop of tall grasses and distant beachfront houses. The scene conveys a calm coastal atmosphere, inviting relaxation and beachside conversation.

4.91 out of 5 average rating, 77 reviews

Beachfront Oasis with Amazing Views

Top guest favorite

The cottage is set in a peaceful wooded area, featuring a sloping green lawn and surrounding trees. A stone pathway leads to the porch, which is bordered by a white railing. The clear blue sky and sunlight enhance the serene atmosphere.

Cottage in Hollywood

5 out of 5 average rating, 45 reviews

The Little Blue Cottage

Top guest favorite

A peaceful waterfront retreat is nestled among trees, showcasing a two-story blue house with a spacious deck. The property features a rock shoreline leading to a calm beach area, offering a serene setting by the water. The surrounding landscape is lush and inviting.

5 out of 5 average rating, 31 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

Top guest favorite

A wooden pier extends into calm waters surrounded by lush greenery. A cozy living space features a large window with natural light, showcasing modern furniture and a kitchenette equipped with essential appliances. The image also displays a fishing boat and kayaking equipment ready for use.

Guest suite in Lusby

4.98 out of 5 average rating, 86 reviews

Waterfront on St. Leonard Creek at Fort Hill

A spacious living area is featured, showcasing a floral-patterned sofa and a glass coffee table. Decorative elements such as potted plants and an ornate display cabinet with collectibles create a homey environment. Natural light fills the space from large windows, enhancing the warm tones of the decor.

4.81 out of 5 average rating, 52 reviews

Waterfront home with three bedrooms,3 full baths

An aerial view showcases a lush green landscape surrounding a peaceful shoreline. The sandy beach meets calm waters, framed by dense trees. The varied colors of the water create a serene contrast against the vibrant greenery, presenting a tranquil natural setting.

Cottage in Lusby

4.76 out of 5 average rating, 58 reviews

Hot Tub Hideaway by Shark Tooth Shores

A spacious living area features a long sectional sofa with light-colored fabric, complemented by modern armchairs. Large windows allow natural light and showcase views of the Chesapeake Bay. A sleek fireplace is centered on the grey stone wall, adding warmth to the open space.

5 out of 5 average rating, 14 reviews

Driftwood Haven, Chesapeake Bay views throughout

Destinations to explore