Holiday rentals with a washing machine and dryer in Annapolis

The layout of the home is depicted in an illustrated floor plan, showcasing three distinct areas. Each level features various rooms, including bedrooms, a living space, and a kitchen area, with labels indicating the functions of different spaces.

4.98 out of 5 average rating, 126 reviews

Villa Annapolitana • Parking 1 min • USNA 4 min

Our 1700s home offers a perfect blend of luxury and comfort. With three beautiful bedrooms, three bathrooms, and a sleek lounge area, it’s a perfect place to relax and unwind. The fully stacked kitchen is ready and waiting for you to cook a perfect meal and enjoy a glass of wine. The location is ideal, with the US Naval Academy just a 5-minute walk away. If you are looking for a peaceful escape or a fun vacation, our property has something for everyone. ✔ King Beds ✔ Smart TVs ✔ Sport Equipment

4.96 out of 5 average rating, 430 reviews

A spacious living area features large windows that allow natural light to fill the space, showcasing views of the surrounding greenery. Comfortable seating is arranged around a low table, with a television mounted on the wall, and decorative shelves filled with various items.

Cottage in Annapolis

Relaxing Water Views - Mill Creek Cottage

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

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, 124 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.

5 out of 5 average rating, 191 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.

4.9 out of 5 average rating, 318 reviews

The entrance of the guest cottage is framed by a charming picket fence, featuring a blue door and a welcoming porch. A small table with two chairs and an umbrella is situated on a wooden deck, surrounded by lush greenery.

Guest house in Annapolis

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

A relaxing hot tub is positioned surrounded by lush greenery and soft grass. Two wine glasses and a bottle are placed on a wooden tray, suggesting a tranquil atmosphere. The bubbling water is gently steaming under a clear blue sky.

4.91 out of 5 average rating, 145 reviews

The Naval Nook 1.3 mi. from Downtown Annapolis

Welcome to your home away from home at the Naval Nook! ~ 4 min. Uber from Downtown Annapolis ~ Brand New Hot Tub ~ Cool Electric AC ~ King Bed ~ Sunroom with Daybed and Trundle ~ Zero Gravity Chairs ~ Outdoor Dining table ~ Beautiful Spacious & Comfortable bedrooms ~ Couch w/ Queen Bed pullout ~ 4 Smart TVs in each bedroom & living room ~ Tiled showers w/ shampoo & conditioner ~ Fully equipped kitchen ~ Luxurious Linens ~ Luxury Electric Fireplace Airbnb Registration #: STR23-145225

4.96 out of 5 average rating, 310 reviews

A round swimming pool is centrally located, surrounded by lounge chairs and a wooden deck. Sailboats are visible in the marina beyond, with lush greenery lining the water's edge. An umbrella provides shade over a seating area, adding to the tranquil outdoor setting.

Apartment in Annapolis

Annapolis Waterfront Condo - Unit #: A-203

BOOK NOW SUMMER 2026 SPRING and FALL BOAT SHOW 1 bed/bath condo, sleeps 4 max, covered comfortable water facing deck, reserved parking! .5 mile walk to dwnt Annapolis and the Naval Academy, 1.9mi to the Navy Football, .25 mi. to boatshows! Great views - 2nd flr. condo (12 stairs, no elevator.) Pool Memorial to Labor Day: MWTh 4pm-8 Tues: Closed FSS and Holidays: 12pm-8 The pool is one of the best places to be on a hot summer day. If hours are unacceptable, pls select another location.

The open-concept living space features hardwood floors and large windows allowing natural light. A neutral-colored sofa with side cushions is positioned near a coffee table. A dining table accommodates multiple guests, while the kitchen showcases modern appliances and cabinetry.

4.98 out of 5 average rating, 121 reviews

Charming Downtwn Home- Private Parking Patio&Yard!

Welcome home to this Annapolis gem. An adorable 1930 American foursquare with private driveway, located on a quiet cul-de-sac off in downtowns Art's District. This cozy, three bedroom home can hold you and nine guests with plenty of sleeping arrangements for everyone. Enjoy a spacious backyard patio with string lights and deck chairs giving you and your guests plenty outdoor entertaining options. This house is fully furnished. Short walk to everything downtown offers, it just needs you!

A serene waterfront scene captures a view of the Severn River dotted with sailboats against the backdrop of the Chesapeake Bay Bridge. Inset shows the contemporary home with a landscaped yard and a driveway leading to a modern garage.

5 out of 5 average rating, 136 reviews

Luxury Waterfront Annapolis/ Private Beach & Dock

Stunning Contemporary Home recently renovated on the Severn River with magnificent views of the Chesapeake Bay Bridge, a private dock & gorgeous sand beach w/ games, fire pit & hammock. Just minutes to downtown. Water views from all rooms, two propane fireplaces, designer kitchen, wine unit, electronic blackout shades, private office, screened-in porch, front patio w/grill. Master bedroom w/stand-alone tub & walk-in closet. Private road w/room for 3 cars. Spectacular Sunrises.

4.95 out of 5 average rating, 115 reviews

Guest suite in Annapolis

Annapolis Garden Suite

Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

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, 172 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!

4.99 out of 5 average rating, 192 reviews

An aerial view captures the waterfront cottage situated on the South River. The property is surrounded by water and greenery, featuring a manicured lawn with a patio area. A private dock is visible, leading from the house to the water, alongside a pool nestled within the landscaping.

Guest house in Annapolis

Coastal Waterfront 1 Bedroom Cottage

This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.

Popular amenities for Annapolis washing machine and dryer rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a washing machine and dryer

4.95 out of 5 average rating, 173 reviews

Flat in Upper Marlboro

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

4.99 out of 5 average rating, 117 reviews

A charming corner of a historic building is showcased, featuring a prominent American flag flanked by potted greenery. The view extends down a quiet street, with a glimpse of an adjacent building in the background, enhancing the setting of Annapolis's historic district.

Flat in Annapolis

CIRCA 1885-Historic Annapolis-USNA GATE 1

4.99 out of 5 average rating, 282 reviews

A row of charming brick townhouses is presented, each with distinct colors and architectural details. A well-kept front yard features low-maintenance landscaping, with a small table set in the outdoor area. The street is lined with trees, enhancing the neighborhood's appeal.

Flat in Capitol Hill

Capitol Hill-1BR basement apt-Free parking

4.96 out of 5 average rating, 255 reviews

A spacious studio interior features a king bed positioned near a sloped ceiling. A seating area includes a gray sofa and a recliner, complemented by a coffee table. A wooden dining table is set for two, and large windows provide ample natural light.

Flat in Chestertown

Chestertown Private cottage with NFL Sun Ticket

4.98 out of 5 average rating, 268 reviews

A spacious living area is highlighted by large angled windows, allowing natural light to fill the space. A comfortable sectional sofa is complemented by a coffee table, while a kitchenette is visible in the background. An attached image shows a private outdoor deck with seating.

Flat in Woodridge

Luxury escape in DC now with a private Deck!

4.88 out of 5 average rating, 101 reviews

A king bed is dressed in a richly colored quilt featuring intricate patterns of gold and purple. Two decorative pillows add texture, while the exposed brick wall provides a historic backdrop. A bedside lamp casts a warm glow on the space.

Flat in Annapolis

Charming 18th C. Apt in DTA

4.97 out of 5 average rating, 287 reviews

A serene view showcases the landscaped yard, featuring blooming pink flower clusters in the foreground. A large tree stands in the center with a backdrop of greenery and a peaceful waterway. The two nearby structures are connected by a deck, reflecting the tranquil surroundings.

Flat in Essex

A unique place on sue creek

4.96 out of 5 average rating, 277 reviews

A cozy living area features a brown leather sofa next to a white coffee table. A decorative rug with star patterns lies on the floor. A green potted plant adds a natural touch, complemented by a television on a media unit. Light enters from the window.

Flat in Chester

Cozy Waterfront Apartment Chester, MD

House rentals with a washing machine and dryer

5 out of 5 average rating, 160 reviews

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

Waterfront, Dog-friendly, Hot Tub, Peleton

A modern kitchen is presented with stainless steel appliances, including an oven and microwave. White cabinetry and open shelving provide storage, while a dark countertop contrasts with light walls. Light streams in through a window, illuminating the space and highlighting the wooden floor.

4.92 out of 5 average rating, 138 reviews

Eastport Haven House

The historic home is framed by vibrant trees, with its white exterior accented by red shutters. A white picket fence encloses the front yard, creating a charming and inviting entrance. Subtle shadows play across the facade, enhancing the seasonal beauty.

4.99 out of 5 average rating, 160 reviews

Crab Cakes and Football Historic District

A modern kitchen features a large marble island with seating for several guests. White cabinetry and a stainless steel stove create a clean aesthetic. Natural light filters in through multiple windows, illuminating the thoughtful decor, including a chandelier and a vase with fresh flowers on the island.

4.98 out of 5 average rating, 146 reviews

Gorgeous Historic Downtown Annapolis House

A welcoming living space is highlighted by natural light streaming through large windows. A light beige sofa is positioned alongside a wooden dining table with a yellow décor piece. A bright yellow door provides a striking focal point, complementing the greenery in the room.

5 out of 5 average rating, 21 reviews

Historic + Modern Home | Just Steps to Waterfront

A waterfront home is showcased, featuring a multi-level design with balconies offering views of the water. The landscaped yard is bordered by greenery, while wooden pilings line the shore. Adjacent properties are visible, contributing to a harmonious neighborhood setting.

4.92 out of 5 average rating, 107 reviews

Waterfront Oasis in Eastport-Easy Walk to Downtown

4.98 out of 5 average rating, 169 reviews

Two adirondack chairs in blue and teal are positioned on a wooden pier, facing the sunset over calm waters. A small white table sits between them, holding two coffee mugs. The vibrant orange and pink hues of the sky reflect on the water's surface.

Home in Edgewater

Waterfront Chesapeake Bay Sunrises & Fishing Pier!

4.96 out of 5 average rating, 164 reviews

A screened-in porch provides a serene setting with two wicker chairs facing a small table. Peaceful views of the calm waterfront and surrounding greenery are visible, enhancing the connection with nature.

Home in Glen Burnie

12 M to Naval Acadmey | Waterfront

Apartment rentals with a washing machine and dryer

4.87 out of 5 average rating, 168 reviews

A welcoming living area features two brown leather sofas adorned with blue patterned cushions. A wooden coffee table sits atop a blue geometric rug, and a small potted plant decorates the table. Natural light streams in from two windows beside the front door.

Apartment in Annapolis

Capts Qrtrs - Awesome downtown Annapolis location!

4.91 out of 5 average rating, 116 reviews

A well-lit bedroom features a spacious bed with decorative pillows, complemented by two bedside lamps. A small seating area is visible beside the bed, and a wooden shelf displays several items. Natural light enters through a large window with light curtains.

Apartment in Bethesda

Bijou Space in Downtown Bethesda

4.97 out of 5 average rating, 133 reviews

A scenic view is captured from the balcony, showcasing a blend of rooftops and greenery with a gentle road winding through the neighborhood. The sunset casts a warm hue, illuminating the buildings and trees, providing a serene atmosphere.

Apartment in Chevy Chase

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

Apartment in Dupont Circle

A framed artwork featuring three dogs against a dark backdrop is displayed on a textured brick wall. The image includes a full moon positioned above the dogs. A leather tufted sofa is situated below the artwork, accompanied by patterned cushions.

4.96 out of 5 average rating, 135 reviews

Lux in heart of DC social scene, free parking!

Apartment in Capitol Hill

A modern living room features a spacious gray sofa paired with two armchairs, set against a light wall. Art pieces are hung above the sofa, and natural light enters through a large window. A dining area with a round table and four chairs is visible in the background.

4.98 out of 5 average rating, 313 reviews

Hill East BnB - Modern Style and Comfort 3BR/3BA

Apartment in Capitol Hill

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.

4.94 out of 5 average rating, 162 reviews

Light-filled Private Oasis / Close to Capitol Bldg

Apartment in Braddock Road Metro

The bedroom features a spacious bed layered with soft white linens and an accent blanket. A bedside lamp offers focused lighting. A door leads to a closet space, while large windows allow natural light to illuminate the area. A plush, light-colored rug adds comfort underfoot.

4.86 out of 5 average rating, 237 reviews

Private Apt-Old Town Alexandria-Self Check In