Holiday rentals with a patio in Parole

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.

5 out of 5 average rating, 120 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.

4.96 out of 5 average rating, 208 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!

5 out of 5 average rating, 187 reviews

The exterior of the cottage is framed by vibrant flowerbeds filled with blooming roses and lush green shrubs. A well-manicured path leads to the entrance, flanked by tall greenery, with glimpses of the sparkling water visible in the background.

Home in Shady Side

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

The Cottage at Silver Water is a serene 5-star retreat for those who value tranquility over spectacle. Nestled along the Chesapeake, it offers front-row seats to mesmerizing sunsets, where golden light shimmers across the water. Inside, Nordic-inspired design pairs with quiet luxury, featuring award-winning mattresses and sumptuous bedding for deeply restorative sleep. Here, time slows, and luxury isn’t just seen—it’s felt. Discover why so many guests long to return by reading our reviews.

5 out of 5 average rating, 102 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

Location, location! "Hilltop Hideaway" is a private basement apartment just 16 miles from BWI airport, 10 miles from Fort Meade and Annapolis, and less than 30 miles to Baltimore and Washington, DC! Nestled in a wooded setting on 2 acres, it is perfect for 1-2 adults (25yrs old or older). Not suited for children. Offers living space, bathroom, kitchenette w/microwave, toaster oven, coffee maker, crock pot, apartment size fridge and separate dining nook. Private key code entrance and parking.

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, 117 reviews

4 bedrooms, 7 beds, 3 bath completely updated

Not your typical Airbnb. This is our vacation house too and we have it stocked so you can enjoy all of the amenities of home, without having to bring them yourself. Full kitchen with fresh coffee beans, K cups, and tea provided for starters. Breakfast starters provided too. Everything you need if you want to cook. Games for inside (including PS5), and backyard games too. 3 bedrooms on ground floor so no constantly having to go up and down steps. We love our place and know you will too.

4.97 out of 5 average rating, 116 reviews

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.

Apartment in Annapolis

Welcome to Annapolis-very 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.

4.92 out of 5 average rating, 157 reviews

A welcoming living area features a comfortable sectional sofa with a cozy ottoman at the center, positioned on a soft area rug. Natural light fills the space through multiple windows, highlighting the vaulted ceiling with exposed beams and the decorative 'GATHER' sign on the wall.

Home in Edgewater

Spacious 3 Bedrooms House+Patio+Playground

Spacious 3 bedrooms house with functional patio + private playround located in Edgewater, only 15 mins drive to downtown Annapolis. Fully equipped with designer furnitures, with a sense of home! Huge dining room and fully functional kitchen, perfect to enjoy a great evening with your friends and family! Bedrooms are equipped with your own desks if you want to do some works even in your vacation. Easily fit 2 cars in private driveway. Very quiet neighborhood with proximity to everything!

4.85 out of 5 average rating, 155 reviews

Outdoor seating is provided under a wooden pergola, featuring four stylish chairs and a table. A patterned area rug enhances the space, while potted plants add greenery. Bright cushions bring a pop of color, inviting guests to relax among the surrounding trees.

Guest suite in Arnold

Cozy Comfort Close to Annapolis & USNA

Private first-floor 2- bedroom guest apartment, a quiet retreat in a lovely residential neighborhood 7.5 miles to Annapolis & USNA. Large living room, mini sit-in kitchen, bathroom, and laundry room. It’s ideal for travelers who want privacy, and a little more space than the usual stay. Sip your morning coffee in the gazebo and unwind after day trips fireside on the comfy sectional. The kitchen is ideal for enjoying light cooking or take outs. Comfy queen sized beds with crisp linens.

4.93 out of 5 average rating, 109 reviews

The exterior of the farmhouse showcases a large, white structure with multiple windows and a spacious lawn surrounded by trees. The scene is complemented by a clear sky, creating a serene environment. Outdoor seating appears to be arranged on the patio, inviting relaxation.

Home in Chester

Waterfront Farmhouse Meets Modern Luxury

Enjoy all that the Eastern Shore has to offer while staying at the neoclassical 19th-century "Osprey's Reach" farmhouse. Osprey's Reach blends the original character of Kent Island with modern comforts of a full house restoration, all while enjoying stunning sunsets over the Chesapeake, from the private dock or poolside. Kent Island is centrally located for short day trips to Annapolis, Easton, St. Michael's or Chestertown, with family-friendly dining and shopping options on-island.

4.9 out of 5 average rating, 132 reviews

The guest suite features a cozy sleeping area with a spacious bed dressed in white linens. A television is mounted on the wall opposite a large window draped with blue curtains. A colorful artwork adorns the wall, complementing the neutral tones of the room.

Guest suite in Adelphi

Guest suite in Hillandale

Welcome to our cozy guest suite in Adelphi, MD. Our fully equipped suite is perfect for solo travelers, couples, or small families. Enjoy modern furnishings, a kitchen, bathroom, and outdoor deck space. Conveniently located near restaurants, shops, parks, and public transportation, our suite is the ideal base for exploring the area. Whether you're here for business or leisure, we look forward to providing you with a comfortable and enjoyable stay.

4.94 out of 5 average rating, 201 reviews

A serene backyard space features a rectangular pool surrounded by a spacious patio. Lounge chairs are positioned near the water, with a shaded gazebo offering seating nearby. The area is bordered by lush greenery, providing a sense of privacy and tranquility.

Guest suite in Arnold

Coastal Comfort Suite Near Annapolis, Hottub, EV

Our pool is closed for the season; however, our hot tub is open! Ideal for a couple's retreat, this king suite guest room has a seating area, mounted TV, and coffee bar, microwave, and mini-fridge. An ensuite bathroom provides a luxurious shower and a spacious closet. The pool and hot tub are seasonal. Please don’t hesitate to reach out with any questions, concerns, or expectations so that we can address them prior to your stay.

Guest house 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, 363 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 rentals with patio in Parole

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.96 out of 5 average rating, 168 reviews

A light-filled living space features a large, plush sectional sofa adorned with decorative pillows. A round coffee table sits at the center, surrounded by a tasteful area rug. A small dining area is visible, with a wooden table and chairs, and greenery is provided by a nearby potted plant.

Flat in Washington

Subway & Easy Parking! Sunny 2 Bdrm w/ King Bed

4.94 out of 5 average rating, 162 reviews

Flat in Upper Marlboro

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

Flat in Federal Hill - Montgomery

A cozy living area features a leather sofa accented with patterned cushions. A black coffee table sits on a textured rug, while a flat-screen TV is mounted on the wall. Natural light enters through a window with blinds, illuminating the warm wooden flooring.

4.82 out of 5 average rating, 175 reviews

Charming Federal Hill! One Bedroom With Vibes

4.86 out of 5 average rating, 100 reviews

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.

Flat in Mount Pleasant

Rock Creek Sanctuary

4.97 out of 5 average rating, 160 reviews

A bright sleeping area features a queen-sized bed with a light-colored quilt and decorative pillows. Two nightstands with lamps are positioned on either side of the bed against a bold turquoise wall. Framed artwork and a small plant add a touch of character to the room.

Flat in Del Ray

Cute room, basic kitchenette & deck! Pet friendly

4.92 out of 5 average rating, 106 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.

Flat in Annapolis

Historic Annapolis Rental Minutes from Downtown

4.99 out of 5 average rating, 354 reviews

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.

Flat in Mount Pleasant

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

4.86 out of 5 average rating, 129 reviews

A modern living area features a comfortable green sofa with plush throw pillows, accompanied by two round wooden coffee tables. Natural light floods the space through large windows, highlighting a cozy seating area with a stylish hanging chair. The walls display tasteful decor elements.

Flat in Crystal City

ModernBohoOasis | 2BR 2BA | Gym&Pool | Mins to DC

House rentals with a patio

4.95 out of 5 average rating, 41 reviews

A spacious bedroom features a wooden bed frame with a neatly made bed adorned with gray linens. A fluffy blanket is draped across the bed. A bright yellow chair adds a pop of color against the dark blue accent wall, enhancing the room's modern aesthetic.

Home in Upper Marlboro

Spacious Cozy Basement Oasis with Private Entrance

4.88 out of 5 average rating, 17 reviews

Nautical Cottage in Annapolis

A spacious living room features a comfortable gray sofa, two accent chairs, and a wooden coffee table. Natural light streams in through large windows covered by light curtains, while a vibrant plant adds a touch of greenery. A wall-mounted television and artwork of a boat enhance the decor.

4.96 out of 5 average rating, 48 reviews

Cute Downtwn Townhouse *Onsite Parking* & Patio!

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, 166 reviews

Historic & sunny home steps from USNA/downtown

4.92 out of 5 average rating, 25 reviews

A welcoming single-story home with a light green exterior and brick accents is seen. The front yard features well-maintained shrubs and a lawn with fallen leaves. Large windows allow natural light to illuminate the interior, and a porch leads to the front door.

Home in Glen Burnie

Glen Burnie Hideaway

A spacious living room features a large sectional couch adorned with decorative pillows, arranged around a small round coffee table. A light-coloured area rug with blue accents lies beneath. Bright windows allow natural light to fill the room, while a unique light fixture hangs above.

5 out of 5 average rating, 42 reviews

Charming 4BR Annapolis Home <1 Mile to Stadium

4.97 out of 5 average rating, 29 reviews

The exterior of the townhome features a well-maintained front yard with lush greenery and a concrete pathway leading to the entrance. The two-story building has a light-colored facade and an inviting appearance, framed by trees.

Home in Arnold

Cozy Townhouse Minutes from Downtown Annapolis

A bedroom is showcased with a spacious bed covered by a navy blue quilt, complemented by neatly folded towels. Large windows are framed by navy blue curtains, while wooden blinds provide additional light control. A small lamp stands on the bedside table, enhancing the serene ambiance.

4.81 out of 5 average rating, 114 reviews

Cozy 2BR Row House near Naval Academy

Apartment rentals with a patio

Apartment in Bloomingdale

A modern living area is showcased with a cozy sofa and two armchairs arranged around a wooden coffee table. A small workstation is positioned against the wall, while light filters in through multiple windows. A patterned area rug adds texture to the space.

4.89 out of 5 average rating, 139 reviews

Renovated&bright 1-bedroom in heart of DC

Apartment in Capitol Hill

A well-lit living area is featured, showcasing a comfortable sectional couch and a wooden dining table surrounded by light blue chairs. A television is positioned against the wall, and decorative elements such as framed artwork and a bookshelf add character to the space.

4.93 out of 5 average rating, 60 reviews

Cozy Capitol Hill Row Home

Apartment in Capitol Hill

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.

5 out of 5 average rating, 111 reviews

Attractive one-bedroom unit on Capitol Hill

Apartment in Capitol Hill

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.

4.86 out of 5 average rating, 188 reviews

Sunny Apartment in Historic Capitol Hill

4.98 out of 5 average rating, 102 reviews

Apartment in Annapolis

Charming Annapolis Waterfront Condo

4.97 out of 5 average rating, 68 reviews

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.

Apartment in Annapolis

Cozy Annapolis Condo

4.93 out of 5 average rating, 217 reviews

A cozy bedroom is highlighted by a spacious bed, adorned with a light blue bedspread and decorative pillows. Flanking the bed are two nightstands with lamps, and a colorful area rug adds warmth to the hardwood floor.

Apartment in Petworth

Unique, charming garden apartment