Vacation rentals with a patio in Shady Side

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Top-rated patio rentals in Shady Side

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Guest favorite

A charming, two-story yellow house is framed by a white picket fence and a gravel driveway. The house features a metal roof, large windows, and a welcoming front porch with two entry lamps. Lush greenery surrounds the home, enhancing the inviting exterior.

Home in Solomons

4.96 out of 5 average rating, 26 reviews

Solomons Yellow House - Waterfront

This is a beautiful completely renovated light filled historic waterfront 3 bedroom house in the Avondale section of Solomons, MD. Solomons is a historic fishing village on the Western Shore of the Chesapeake Bay and is bounded by the Patuxent River to the South. Baltimore and DC are less than an hour away. The property slopes gently down to a private & protected cove of the Chesapeake Bay. There is a crab shack and dock where sunsets can be viewed and cocktails appreciated.

Top guest favorite

Home in Colonial Beach

5 out of 5 average rating, 12 reviews

Riverside Retreat Villa-New, Expansive Water Views

Kick back & relax in luxury Villa with direct waterviews, steps to the river and with style. The views are breathtaking from both inside and out. A gorgeous kitchen, desk nook, open floorplan is perfect for socializing. Step outside, enjoy the patio, take a stroll on Beach enjoying the best views in town. The open yard is great for games, play, or just having some elbow room. Rare find = Covered parking! Golf cart rental option! Enjoy the peacefulness, beaches, boardwalk, restaurant & Fun!

Guest favorite

A comfortable outdoor seating area features a plush turquoise couch beside a patio heater. A white picket fence encloses the space, offering views of lush greenery and trees in the background. The serene setting is inviting for relaxation and social gatherings.

Home in Chesapeake Beach

4.96 out of 5 average rating, 53 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

A modern kitchen is presented with stainless steel appliances and a spacious center island. Pendant lights hang over sleek bar stools, while blue tile backsplashes complement the light cabinetry. Natural wood flooring adds warmth, and ample counter space is available for cooking and entertaining.

Home in Annapolis

5 out of 5 average rating, 13 reviews

Stylish & New | Pet Friendly | Walkable Downtown

This stunning detached, comfortable, pet-friendly home, designed by Stylish Stays, is the perfect place for a stay in THE HEART of Downtown Annapolis. This highly walkable property is located in the Arts District, w/ close by shops, restaurants, bars, waterfront, State House, and Naval Academy! ☞ 15+ seconds to great restaurants! ☞ 13 min walk to State House ☞ 15 Min walk to Navy-Marine Memorial Stadium ☞ 19 Min walk to City Dock ☞ 35 Min drive to Baltimore ☞ 40 Min drive to DC ☞ Fenced Yard

Guest favorite

A private patio area features wooden decking and comfortable seating options, including a lounge chair and a seating arrangement around a wooden table. The space is enclosed by tall gray walls, with greenery visible in the background, adding a touch of nature.

Apartment in NoMa

4.9 out of 5 average rating, 124 reviews

Union Market apt w/private patio

Discover the ultimate urban retreat! Our Airbnb is perfectly located 2 blocks from the Noma metro, you'll be able to enjoy seamless access to all of DC's iconic landmarks and attractions. Surrounded by the vibrant Union Market neighborhood, you will have access to one of the city's trendiest areas as well as a diverse culinary scene. Guests enjoy a spacious private patio for relaxation and memorable moments. Ideal for exploring D.C. hassle-free! Book now and experience the best of the city!

Guest favorite

A spacious deck offers outdoor seating, including a large dining table and comfortable chairs, overlooking the serene waterfront. Lush trees frame the scene, and the calm water reflects the clear sky, creating a peaceful environment for relaxation.

Home in Riva

4.93 out of 5 average rating, 29 reviews

Waterfront Annapolis Getaway!

Escape to this serene waterfront house in Annapolis, perfect for couples seeking a peaceful retreat. Nestled on the picturesque South River, this charming home offers stunning waterfront views and tranquil decks where you can unwind and soak in the beauty. Enjoy cozy evenings by the water, dine alfresco on the deck, and explore nearby attractions. With its serene ambiance and beautiful surroundings, this is the ideal spot for a romantic getaway. Book now for an unforgettable escape!

Guest favorite

A clear blue pool invites relaxation, surrounded by a textured patio. The deck slopes gracefully to the rear of the house, where outdoor seating is visible. Lush greenery lines the space, complementing the serene atmosphere. Safety equipment is strategically placed near the pool area.

Home in Annandale

4.96 out of 5 average rating, 24 reviews

Suburban Paradise: Minutes to DC

Escape to this serene Airbnb just outside Washington, DC. Enjoy modern interiors with a spacious living area, a fully equipped kitchen, and comfortable beds for a restful stay. Unwind in the private outdoor space featuring a sparkling pool and cozy firepit. Located less than half a mile from Backlick Park and a short drive from DC's top attractions, this home offers the perfect blend of tranquility and convenience.

Top guest favorite

An open living area features comfortable seating, a dining table, and a wood-burning stove. Natural light floods in from the sliding glass doors, which lead to the deck. A patterned area rug complements the wooden floors, offering a cozy yet spacious ambiance.

Home in Cambridge

4.98 out of 5 average rating, 53 reviews

Small, peaceful getaway

Approximately 10 miles from downtown Cambridge, MD. Relax in this newly remodeled home with nearby water access. (Choptank River & Chesapeake Bay)Quiet country setting with the amenities of home. Great location for biking, kayaking or sitting under the stars by the backyard firepit. Most days a family of deer can be seen in field across the road as well as Bald Eagles & Heron.

Guest favorite

A spacious deck with a wooden surface overlooks the water, framed by a black railing. The sky displays a mix of clouds and blue, enhancing the tranquil atmosphere. The waterfront setting offers a view of the shoreline and distant docks.

Home in Stevensville

4.94 out of 5 average rating, 18 reviews

Bayou on the Bay

This exceptional bayfront retreat boasts breathtaking views and contemporary elegance, making it an ideal escape. Situated close to top-notch restaurants and the Naval Academy, guests can indulge in the picturesque bay vistas while unwinding in our luxurious jacuzzi. We look forward to welcoming you soon and invite you to inquire about our exclusive wedding packages.

Guest favorite

A modern kitchen features stainless steel appliances, including a large refrigerator and a gas range. White cabinetry contrasts with dark countertops. Two patterned rugs are placed on the wood floor, creating a defined cooking area, with organized storage visible in cabinets.

Home in Annapolis

4.92 out of 5 average rating, 112 reviews

Historic Downtown House with Off Street Parking

Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park your car off street (up to 3 cars) and you won't need it again! Gourmet kitchen fully stocked and ready for entertaining, enjoy the outdoor space. The whole group will enjoy easy access to everything from this centrally located place.

Top guest favorite

A charming pathway curves through a manicured lawn, bordered by white fencing and decorative elements. A lantern stands beside a patio with metal chairs, inviting relaxation. The exterior of the house features colorful accents and large windows, enhancing the welcoming appearance.

Cabin in North Beach

4.93 out of 5 average rating, 59 reviews

1943 Beach House Walk to Town & Beach & Boardwalk.

Enjoy small beach town living. Great walking town to everything. Park your car , no need to drive anywhere. Resturaunts and waterfront literally in sight from front yard. Private backyard to grill or relax on screen porch. Coffee and Laptop on front patio to watch the neighbors walking to town.

Superhost

Home in Pentagon City

4.93 out of 5 average rating, 167 reviews

LA Inspired Glasshouse 4min DC| Hot Tub +Ping Pong

VIDEO TOUR : https://youtu.be/CKEXB4I5cv4 L.A. Inspired Modern Glasshome located 5 minutes from DC on a 1/4 acre with a stunning view of the Pentagon and Capitol building. Togetherness, Passion, and exuberance all come to mind. Homes are built by us but experiences are made by you!