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Vacation rentals with outdoor seating in Chesapeak Ranch Estates

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Chesapeak Ranch Estates

Guests agree: these outdoor seating 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.

4.92 out of 5 average rating, 216 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

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

A serene outdoor setting features a hot tub surrounded by trees, overlooking the lake. A wooden pathway leads from the hot tub to the pier, where boats can be launched. A fire pit with seating is nearby, inviting relaxation in nature.

4.98 out of 5 average rating, 100 reviews

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

Welcome to The Lake House - our freshly updated 3 bedroom, 3 bath cabin on Lake Vista with views of the Patuxent River/Chesapeake Bay from the private pier. Enjoy everything Southern Maryland has to offer all within a 10 minute drive - Calvert Cliffs, Flag Ponds, Solomons Island - hiking, fishing, boating and beaches. Located just 90 minutes outside DC, The Lake House will become your new go-to retreat from the hustle. Come relax and make memories on the water with your family and friends.

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, 383 reviews

Treetop Loft Retreat w/ Private Beach Access

Choose to stay in or adventure out: Experience our tucked-away loft 5 mins from beaches, 10 mins to Solomons & Calvert Cliffs. Totally private above-garage apartment with 17 stairs. Our open-concept space, has a bedroom area, bathroom, workspace, living room & kitchen. Enjoy fast Wi-Fi, a 40" Smart TV, a cozy queen bed w/ heated mattress pad, and fireplace. 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 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, 227 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, 153 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).

Top guest favorite

The exterior of a two-story house is showcased, featuring light blue siding and white railings. A grassy area is visible in front, with four gray Adirondack chairs arranged around a circular fire pit on a stone patio. The sun casts a warm glow over the scene.

Home in Solomons

5 out of 5 average rating, 104 reviews

The Little House on Back Creek

Get away and relax at this peaceful, very private and centrally-located home in the heart of Solomons Island on Back Creek with beautiful water views overlooking Solomons Harbour. The property is shared with Jacqueline Morgan Day Spa and The Blue Shell Gifts and Décor. Just a quick walk to a enjoy a massage, facial, mani/pedi, salon services and shopping! Enjoy fishing, kayaking, bicycling, walk to so many great restaurants nearby and bring your boat! Docking is available during your stay.

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, 356 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

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, 134 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 favorite

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.

Apartment in Solomons

4.99 out of 5 average rating, 306 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

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, 113 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, 200 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.

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Popular amenities for Chesapeak Ranch Estates outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

A serene waterfront view is presented, featuring a wooden dock extending over still water. Lush green grass fills the foreground, while trees line the opposite bank, creating a natural backdrop under a partly cloudy blue sky.

Home in Woolford

4.93 out of 5 average rating, 163 reviews

Waterfront Getaway with Dock

A charming two-story home is set against a clear blue sky, featuring a white exterior and a welcoming front pathway made of stone. Lush green grass surrounds the house, complemented by a white picket fence and well-maintained landscaping.

Home in Solomons

4.92 out of 5 average rating, 112 reviews

Roomy 6 bedroom home in the heart of Solomons, MD

A private beach area is depicted with soft, sandy ground, featuring two beach chairs under a blue umbrella. Calm waters extend to the horizon, complemented by a wooden dock and a distant view of the opposite shore under a clear, blue sky.

Home in Montross

4.92 out of 5 average rating, 217 reviews

The Glebe

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 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

A spacious living area features a large white sectional sofa adorned with nautical-themed cushions. A patterned area rug anchors the seating space, while a kitchen bar with wooden stools invites social gatherings. Large windows allow natural light to illuminate the room.

Home in Broomes Island

4.89 out of 5 average rating, 135 reviews

Gorgeous Waterfront 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, 167 reviews

Beach Please! River cottage w/private beach & dock

A stone pathway leads to a two-story house with white siding and turquoise accents. A fenced yard features a well-maintained lawn. The entrance is adorned with a porch that includes two chairs, providing a welcoming space for relaxation. Overhead, the sky presents a mix of clouds.

Home in Solomons

4.89 out of 5 average rating, 148 reviews

Perfect spot for a Vacay!

Apartment rentals with outdoor seating

A hot tub bubbles gently near a clear blue pool surrounded by greenery. In the background, a hammock is visible, inviting relaxation in a serene outdoor setting. The area is shaded by trees, enhancing a peaceful atmosphere.

Apartment in Upper Marlboro

4.94 out of 5 average rating, 155 reviews

DC Oasis- hot tub, pool, theater/game rm, & more

Top guest favorite

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.

Apartment in Saint Michaels

4.97 out of 5 average rating, 110 reviews

Blue Crab Lodge

An outdoor patio area features a stone wall with a planter and a small table with two chairs. A lantern is positioned on the table, surrounded by a quiet natural setting of trees and greenery.

Apartment in Port Republic

4.89 out of 5 average rating, 9 reviews

Peninsula Pad

Top guest favorite

A weathered wooden shed is positioned near the water, adorned with a wall emblem. A sturdy picnic table and two folding chairs are set on the expansive wooden deck. A storage box and fishing gear are nearby, enhancing the outdoor recreational area.

Apartment in California

4.98 out of 5 average rating, 88 reviews

Blue Heron on Little Kingston Creek

Top guest favorite

A serene scene along the Choptank River features a wooden deck leading to a dock, with several boat slips visible in the distance. A sculpture of a heron stands amidst a landscaped area, complemented by a bench nestled under a tree, providing a tranquil waterfront view.

Apartment in Cambridge

4.98 out of 5 average rating, 206 reviews

Private apt above garage w/ pier and water access

Top guest favorite

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.

Apartment in Leonardtown

4.98 out of 5 average rating, 143 reviews

Stunning Sunsets on Breton Bay, Seaside apartment

A cozy living area features a dark leather sofa and two blue chairs arranged around a round coffee table. Soft lighting is provided by stylish lamps on both ends. Framed artwork lines the walls, and natural light streams through the curtains.

Apartment in Cambridge

4.9 out of 5 average rating, 140 reviews

Little Slice of Cambridge. 2 bedroom, pet friendly

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, 586 reviews

Historic St. Mary's City, MD

Condo rentals with outdoor seating

A bright kitchen area features electric appliances, including a microwave and oven, set against vibrant blue cabinetry. A wooden dining table is adorned with a floral centerpiece and a plaid runner, providing a warm gathering space for meals.

Condo in Oxford

4.97 out of 5 average rating, 136 reviews

Cozy Oxford Getaway

A vibrant nighttime view of a waterfront scene features a large Ferris wheel illuminated in red, white, and blue lights. Nearby buildings are also lit up, reflecting on the calm water below, creating a lively atmosphere.

Condo in Fort Washington

4.88 out of 5 average rating, 32 reviews

National Harbor Area Hidden Gem

An aerial view captures the condo building with a red roof, framed by a sandy beach and the Chesapeake Bay. A wooden pier extends into the water, where gentle waves create rippling patterns. The surrounding area includes a path lined with trees and beachgoers enjoying the day.

Condo in North Beach

4.97 out of 5 average rating, 34 reviews

Unbelievable beach views for 6

A spacious rooftop deck is presented, featuring comfortable seating arranged around a fire pit. A patterned area rug adds texture to the wooden surface. Clear views of the sky and surrounding greenery create an inviting atmosphere for relaxation.

Condo in Colonial Beach

4.97 out of 5 average rating, 59 reviews

Rooftop bay and river views

Destinations to explore