Holiday rentals with a washing machine and dryer in Annapolis

4.96 out of 5 average rating, 425 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, 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.

4.99 out of 5 average rating, 167 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.

Cottage in Edgewater

Waterfront Chesapeake Bay Sunrises & Fishing Pier!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

5 out of 5 average rating, 186 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.

4.88 out of 5 average rating, 112 reviews

The bedroom features a plush queen bed dressed in neutral linens, complemented by two bedside lamps and coastal-themed artwork. A cozy sitting area includes a light blue armchair and a small table. Ample storage is provided by a closet with sliding doors.

Guest house in Annapolis

Cozy Retreat w/Private Beach Access

Welcome to our charming Annapolis retreat! Nestled in a quiet community on the Chesapeake bay, Barefoot Cottage offers a perfect blend of comfort and convenience. Enjoy a stroll around iconic landmarks, savor local cuisine, or unwind with a walk on the beach. Thoughtful interiors and modern amenities, our Airbnb promises a memorable stay for your solo trip, couples romantic getaway, sailing enthusiasts or USNA visitor. Book now for an unforgettable experience in this historic maritime city!

4.9 out of 5 average rating, 313 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.

4.94 out of 5 average rating, 405 reviews

A bright and welcoming dining saloon is visible, featuring a polished table surrounded by comfortable couches. Soft lighting highlights the rich wood finishes, and a television is mounted on the wall. Skylights above allow natural light to fill the space.

Boat in Annapolis

Stay aboard the S/V MY STUDIO on Annapolis Harbor

Discover life aboard a comfortably equipped sailing yacht. Great for couples on a weekend getaway, and child friendly for families looking to include their little pirates. Hands down this is a wonderful way to visit Historic Annapolis and Naval Academy. We love the opportunity to share our boat, and help create a memorable vacation. Weather permitting, Private Sailing Cruises can be arranged during your stay for an additional charge. Cheers, and I look forward to welcoming you aboard.

4.96 out of 5 average rating, 303 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.

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, 164 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, 188 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.

4.91 out of 5 average rating, 532 reviews

A cozy living area is highlighted by red sofas and a decorative coffee table. A cheerful lamp casts warm light, while natural light filters through windows. The open layout leads to a dining space, accentuated by framed artwork on the walls.

Guest suite in Edgewater

South River Park Apartment

Located minutes from Annapolis, the in-law apartment offers access to Baltimore and DC in under an hour. The apartment offers its own entrance, full kitchen, one bathroom, one bedroom, tile floors, pullout sofa, Wifi, and parking. The apartment is registered with the Anne Arundel County Dept. of Inspections & Permits, #STR-15, for short term rentals.

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

4.91 out of 5 average rating, 820 reviews

An eclectic studio apartment displays a spacious bed and a patterned throw atop it. Sunlight filters through tall windows, reflecting off decorative wall art. A piano and a book-filled shelving unit add character, while plants bring life to the room's corners.

Flat in Union Square

South-Facing Studio Overlooking Union Square Park

4.99 out of 5 average rating, 115 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

4.94 out of 5 average rating, 190 reviews

A spacious studio layout features a cozy king-sized bed positioned towards the back. A comfortable couch and coffee table are located in the foreground, accompanied by a TV on a stand. Bright overhead lighting illuminates the space, enhancing the open feel.

Flat in Columbia Heights

Private, spacious basement suite; great location

4.92 out of 5 average rating, 459 reviews

A welcoming living space features a modern sectional sofa adorned with patterned pillows and a sleek coffee table. Nearby, a dining area with a round table and chairs is complemented by natural light from a window. A stainless steel refrigerator and decorative artwork enhance the ambiance.

Flat in Silver Spring

Escape to a Sunny Apartment in a Quiet D.C. Suburb

4.96 out of 5 average rating, 250 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, 266 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!

4.97 out of 5 average rating, 281 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 place unique on sue creek

4.97 out of 5 average rating, 276 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

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, 115 reviews

4 bedrooms, 7 beds, 3 bath completely updated

The front porch features a welcoming red door and blue Adirondack chairs. Stone steps lead to the porch, adorned with a large pot of yellow flowers and a matching red planter. White railings frame the porch, enhancing its charming appearance.

4.99 out of 5 average rating, 176 reviews

Charming house; walk to everywhere in Annapolis

4.92 out of 5 average rating, 156 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

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.

4.91 out of 5 average rating, 104 reviews

Waterfront Oasis in Eastport-Easy Walk to Downtown

A Bullfrog hot tub is situated under a wooden gazebo, with water glistening in sunlight. A plush robe is draped over the edge alongside a straw hat and a rolled towel. A grassy area and wooden privacy fence complete the serene outdoor setting.

4.98 out of 5 average rating, 121 reviews

Fall Oasis - hot tub, fire pit, fully fenced

5 out of 5 average rating, 59 reviews

Bay Home in Annapolis with Private Dock

A two-story historic home features a welcoming front porch with white railings and floral decorations. The façade displays a combination of green siding and red shutters, with large windows allowing light to illuminate the interior. A subtly lit sky transitions from purple to blue in the background.

4.98 out of 5 average rating, 48 reviews

Charming Annapolis Townhome

A bright bedroom features a spacious bed with green bedding and decorative pillows. A large mirror stands on one side, and a small wooden table with a lamp and a plant is positioned nearby. Two windows allow natural light to fill the room, creating a cheerful ambiance.

4.9 out of 5 average rating, 102 reviews

Annapolis Charm –Bright 3BR in Downtown

Apartment rentals with a washing machine and dryer

4.87 out of 5 average rating, 166 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, 114 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

Apartment in Capitol Hill

A spacious living area features light-colored walls and hardwood flooring, with a large sectional sofa adorned with patterned throw pillows. A decorative area rug lies beneath a wooden coffee table, while a flat-screen TV is mounted on the wall. Windows allow natural light to fill the space.

4.9 out of 5 average rating, 520 reviews

Capitol Hill 2-BD/1.5-BA - Prime location!

4.98 out of 5 average rating, 130 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.

4.95 out of 5 average rating, 127 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, 308 reviews

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

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