Vacation rentals with a patio in Annapolis

The exterior of a charming historic building features a welcoming front porch adorned with seating. Lush green trees and blooming flowers enhance the inviting atmosphere. American flags are displayed, highlighting the traditional character of the neighborhood.

4.99 out of 5 average rating, 132 reviews

Elegant & Authentic Annapolis

Enjoy comfortable elegance in this historic beauty on one of the prettiest streets in Downtown Annapolis--Main Street and the Water only 2 blocks away. This private unit is the full main level with its own eat-in kitchen, living room, front porch and back patio. Bedroom features queen size bed, dresser and walk-in closet. Bathroom has shower/tub and counterspace for your comfort. Street parking is available or public garage parking is a short stroll away. Relish this quiet & convenient location.

4.95 out of 5 average rating, 227 reviews

Sailboats are moored in a serene marina, with soft waves reflecting the sunlight. The docks are lined with wooden posts, guiding the view to a lush green shoreline in the background. A peaceful atmosphere is created by the gentle ripples and warm evening light.

Home in Edgewater

Annapolis Area Waterside Retreat

This Rhode River home is your perfect getaway to the Annapolis area - whether you’re looking to get away to a unique home overlooking incredible sunsets, a fun weekend with friends along the water, a family trip to the Chesapeake, or a private work retreat away from the bustle of the city, this home has it all. The house is a short drive from DC or Baltimore and unlike any Airbnb this side of the Chesapeake - it is on a 3 acre marina just minutes from Annapolis but private and away from it all!

4.96 out of 5 average rating, 180 reviews

The exterior of a historic townhome is showcased, featuring red brick walls and black shutters. Lush greenery and colorful flowers enhance the garden area. A flag may be seen hanging from the building, set against a clear blue sky.

Townhouse in Annapolis

Historic 3 Bedroom Downtown Annapolis Townhome

Be close to everything when you stay at this centrally-located, historic townhome! Located steps from the Naval Academy, Downtown Restaurants, Bars, Shopping, and Festivals. Enjoy and relax on your large private, fenced-in patio or in your modern living room. While the restaurant scene is mouth-watering in Annapolis, you can also stay "home" and cook in your gourmet kitchen. Explore all that Annapolis has to offer from the comfort of your home away from home! No on-site parking but lots of off.

4.94 out of 5 average rating, 195 reviews

A spacious sleeping area features a king bed with a light-colored coverlet, accompanied by bedside lamps on either side. A colorful nautical painting adorns the blue accent wall, while ample natural light fills the room through a window, which is set behind the bed.

Guest suite in Arnold

Cozy 1-Bedroom Retreat Near Annapolis, Sleeps 4

**NEW HOT TUB BEING INSTALLED (available after 3/16)* This updated suite is designed for comfort & convenience. Enjoy a king bed and a LoveSac sofa that converts into a queen bed, perfect for 2-4 guests. The suite includes a private en-suite bathroom, high-speed internet, a fully furnished kitchen, and a coffee bar to make you feel right at home. Located just 4 miles from Annapolis, you're close to all the best spots. Whether you’re here to relax or explore, this suite has everything you need!

A welcoming living area features a light-colored sofa and an upholstered armchair, positioned around a central wooden coffee table. A unique area rug with intricate patterns adds warmth. The kitchen area, visible in the background, is equipped with modern appliances and a breakfast bar with stools.

4.96 out of 5 average rating, 111 reviews

Funky Uptown Apt meets Downtown - Hist District

Location location location where Uptown meets Downtown in the Historic District. 1/2 block to Dinner Under The ✨ , First Sunday Arts. Tsu, 49 West, Level in the front yard Ramshead, Stan and Joes and Reynold's Tavern in the back. EVERYTHING Annapolis (USNA, Stadium, Statehouse, Ego Alley, Main St, Eastport) is walking distance from this unique 2nd floor unit w elevated deck for morning coffee as Jazz wafts in, full kitchen, w/d, clawfoot shower/tub, MBR with Queen, BR2 with Full. LR w/sofa

A spacious living area is depicted with plush teal seating arranged around a coffee table. A modern entertainment unit is positioned against a wall, while large sliding doors open to a private balcony. Natural light enhances the warm tones of the decor.

4.97 out of 5 average rating, 117 reviews

1 bedroom -king in Annapolis- low cleaning fee

Brand New Vacation Rental – Prime Annapolis Location! 1 bedroom. Experience the best of Annapolis in this newly renovated, beautifully furnished 1-bedroom condo with a king bed and NO chore list! This open-concept retreat offers a bright, modern interior and a private balcony to unwind. Start your day with a scenic walk through Truxton Park trails or head to the boat ramp to catch a water taxi to downtown Annapolis! Whether you're here for relaxation or adventure, this is the perfect spot.

4.93 out of 5 average rating, 110 reviews

A charming exterior is displayed, featuring a white wooden facade and a welcoming entrance. A brick pathway leads to the door, which is illuminated by a warm light fixture. Decorative greenery frames the doorway, enhancing the home's inviting character.

Apartment in Annapolis

Historic Annapolis Rental Minutes from Downtown

Immerse yourself in all Annapolis has to offer in this newly restored historic home. This charming rental neighbors the Naval Academy and is just a 5 minute walk to the heart of downtown Annapolis. This home has 2 bedroom and 1 full bath. This is the perfect place to stay whether you're looking to explore historic Annapolis, the Naval Academy grounds, or even taking a day trip to Washington D.C. Inside the home you'll find cozy furniture, new finishing's, and wifi throughout the house.

Apartment in Saint Michaels

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.

4.98 out of 5 average rating, 126 reviews

Blue Crab Lodge

Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

The front exterior of the home features vibrant, blooming flowerbeds with a variety of blue and pink flowers. Two hanging planters with yellow flowers adorn the entryway, while a charming red door stands out against the yellow walls. A small seating area with dark chairs is visible on the porch.

5 out of 5 average rating, 182 reviews

Historic & sunny home steps from USNA/downtown

This beautiful and cozy 3-bedroom, 2.5 bath home built in 1900 is located on Prince George Street, one block from Annapolis City Dock and Gate 1 (main gate) of the US Naval Academy. Filled with sunlit, spacious rooms and equipped with numerous amenities (incl. gas fireplace), this home can sleep up to 8 (on 4 beds in the 3 bedrooms and 1 futon in a private room in the basement) and offers a combination of location and charm that is hard to beat!

A living area features a gray couch adorned with decorative pillows against a light wall. A recliner is positioned nearby, and a wall-mounted Smart TV is visible. A dresser with a plant sits below the TV. Natural light streams in through nearby windows.

4.96 out of 5 average rating, 124 reviews

1st Floor Condo in Annapolis

This newly renovated, 1st floor studio is perfectly located just across Spa Creek from historic Annapolis in Eastport. Within easy walking distance of restaurants (3 min), Main Street/City Dock (10 min) & USNA's Gate 1 entrance (14 min), our studio includes a full kitchen, high-speed wifi, free onsite parking lot, a secure building entrance, dock and a rooftop patio (with a seasonal pool) that offers beautiful views of downtown Annapolis.

5 out of 5 average rating, 104 reviews

A modern kitchen is highlighted by sleek white cabinetry and a large island with seating for four. Stainless steel appliances are positioned for convenience, and natural light fills the space through a window overlooking the backyard.

Townhouse in Annapolis

Beautiful Downtown Annapolis Townhome!

Beautiful Remodeled Townhome ! We have thought of everything you will need for an amazing stay. Fully loaded kitchen , 3 and 1/2 Baths , Wonderful Upgraded Mattresses that will ensure a great nights sleep, Big screen TV's Back yard courtyard with gas firepit. And the best part....... Walking distance to Downtown Annapolis with Shopping , Dining and much more bring the whole family to this great place with lots of room for fun.

Place to stay in Glen Burnie

A wooden pier stretches into the water, flanked by lush greenery. A rainbow arcs above the serene landscape, with gentle waves lapping at the edge of the sandy shore. Trees and homes line the distant banks, completing the tranquil waterfront scene.

4.93 out of 5 average rating, 382 reviews

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Popular amenities for Annapolis patio rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.95 out of 5 average rating, 221 reviews

A bright living area features a blue L-shaped sofa, accompanied by an accent chair. Artwork hangs on the white walls, while large windows invite natural light and showcase the outdoor patio area with seating.

Apartment in Old Town

1/2 Block From King Street, King Bed Free Parking

Apartment in Upper Marlboro

4.95 out of 5 average rating, 187 reviews

Kone Oasis- hot tub, pool, theater/game rm.

Superhost

A spacious living area features a comfortable blue sofa and two armchairs, arranged around a round coffee table on a colorful area rug. Large windows allow natural light to brighten the room, complemented by a dining table visible in the background.

Apartment in Crystal City

4.9 out of 5 average rating, 133 reviews

LuxOasis | 2BD 2BA | Family | DC | Pool&Gym

Apartment in Mount Pleasant

A serene backyard setting features a tree adorned with decorative lights, illuminating the space. Two colorful hammocks are positioned beneath the tree. A wooden deck in the background overlooks the area, surrounded by lush greenery and gravel pathways.

4.86 out of 5 average rating, 108 reviews

Rock Creek Sanctuary

Apartment in Capitol Hill

A cozy living area features a dark grey sofa with a decorative pillow, accompanied by two wooden chairs with woven backs. A round black coffee table sits in the center, and a small side table is placed beside the sofa. Natural light filters into the space.

4.99 out of 5 average rating, 137 reviews

Modern, Light-Filled Capitol Hill 2BR w/ Parking

4.95 out of 5 average rating, 103 reviews

Apartment in Takoma Park

Rustic 3BR Apt Stay | Minutes from D.C

Apartment in Mount Pleasant

A living area features a blue velour chaise lounge sofa and a stylish coffee table atop a light rug. A flat-screen TV is mounted on a wooden cabinet, which contrasts with the white brick walls. Natural light from windows illuminates the space, creating a welcoming ambiance.

4.99 out of 5 average rating, 386 reviews

Blue House by the Zoo- Mt. Pleasant-AdMo-CoHi

5 out of 5 average rating, 130 reviews

A modern studio apartment is showcased, featuring a queen-sized bed with a patterned throw. A sleek black futon and workspace equipped with a chair are visible. Natural light enters through a large window, illuminating the light wood flooring and stylish kitchen area with a bar countertop.

Apartment in Bethesda

Private Suite - NIH, Metro

House rentals with a patio

A spacious living area showcases a comfortable sectional sofa and a leather armchair beside a decorative rug. A modern fireplace is framed by a white mantel, while a large television is mounted on the wall. A view of the stylish kitchen is visible in the background.

4.98 out of 5 average rating, 85 reviews

Downtown Annapolis Luxury House

5 out of 5 average rating, 105 reviews

A spacious living area, featuring a small sectional couch facing a TV mounted on the wall. A foosball table occupies the foreground, while a dining nook with a round table and chairs is visible in the background. Soft artificial lighting enhances the relaxed setting.

Home in Crownsville

"Hilltop Hideaway"- Private basement suite

The spacious living area features a dark leather sectional sofa, complemented by wooden beams overhead. A large TV is mounted above a fireplace, and a dining area is visible in the background. Natural light floods the space, enhancing the welcoming atmosphere.

4.97 out of 5 average rating, 127 reviews

4 bedrooms, 7 beds, 3 bath completely updated

A modern kitchen is presented with white cabinetry and grey accents. Stainless steel appliances, including a refrigerator and microwave, are integrated. A large island with a light stone countertop serves as a central feature, complemented by overhead pendant lights that illuminate the workspace.

4.85 out of 5 average rating, 94 reviews

Chic Renovation On Fleet Street

The exterior of a two-story gray house is displayed, featuring a covered front porch with white railings. Flags are seen waving from the front, and the home is surrounded by landscaped greenery. Power lines stretch across a partly cloudy sky, adding depth to the scene.

5 out of 5 average rating, 51 reviews

Updated Eastport Gem with Outdoor Fireplace!!

5 out of 5 average rating, 59 reviews

The exterior of a newly built house is depicted, showcasing a grey facade with stone accents. A manicured lawn extends in the foreground, while a porch with white railings and steps leads to the entrance. A tree is positioned near the driveway, with a waterfront view visible in the background.

Home in Stevensville

Away at the Bay: New Home on the Chesapeake Bay!

4.97 out of 5 average rating, 32 reviews

An aerial view showcases the stunning Heron House nestled on a waterfront point, surrounded by lush greenery and water. A spacious deck with outdoor seating and dining is visible, along with nearby boats docked along the shoreline under a twilight sky.

Home in Crownsville

Welcome to Heron House! Annapolis Waterfront Oasis

5 out of 5 average rating, 8 reviews

The Anchored Stay: Spacious, Walkable & Parking

Condo rentals with a patio

Condo in Columbia Heights

The living area features a comfortable sofa adorned with decorative cushions, facing a television set atop a wooden console. A round coffee table is centered on a patterned area rug, complemented by a decorative pouf. Natural light enters through a window, softly illuminating the space.

4.96 out of 5 average rating, 80 reviews

Cozy Condo in Columbia Heights DC, with parking!

5 out of 5 average rating, 112 reviews

A spacious living room features two comfortable armchairs positioned near a round coffee table, which holds a decorative bowl and a selection of books. Warm light from a floor lamp complements natural light streaming through the large window, with framed artwork enhancing the walls.

Condo in Capitol Hill

Attractive one-bedroom unit on Capitol Hill

4.87 out of 5 average rating, 207 reviews

A small dining setup is present featuring a round table and two gray chairs. A framed black-and-white photograph decorates the wall, adding a modern touch. Natural light enters from a nearby window, illuminating the clean and simple design.

Condo in Capitol Hill

Sunny Apartment in Historic Capitol Hill

5 out of 5 average rating, 50 reviews

A private patio space is equipped with a comfortable curved sofa adorned with vibrant blue and green cushions. A dark umbrella provides shade, while a small table nearby holds drinks. The rustic wooden fence and brick wall add a charming backdrop.

Condo in Brookland

The Azure: Lux modern exec suite w/Patio&Fireplace

An open living area is showcased, featuring a light-colored sofa against a wall adorned with framed photographs. A large rug anchors the space, complemented by a round dining table and chairs. Natural light floods in from large sliding doors leading to a balcony.

4.97 out of 5 average rating, 69 reviews

Cozy Annapolis Condo

4.93 out of 5 average rating, 161 reviews

The image features a modern bathroom with a glass shower and striking exposed brick wall. Adjacent to the bathroom, a living area with wood beams highlights a Smart TV and comfortable seating. Natural light is provided through windows, enhancing an inviting atmosphere.

Condo in Navy Yard

DC’s Southwest and Navy Yard Welcomes You!

4.95 out of 5 average rating, 167 reviews

A bright living room features a textured brick wall and a cozy gray sofa adorned with decorative pillows. A glass coffee table sits atop a soft rug near a modern armchair. Natural light fills the space through large windows, enhancing the inviting atmosphere.

Condo in Capitol Hill

Light-filled Private Oasis / Close to Capitol Bldg