Compare temporary rentals in Annapolis, MD from 100+ providers!

This Annapolis home is located in a quiet residential neighborhood, just a 10-minute drive from the bustling downtown area and close to major shopping centers like Whole Foods and Target. The property consistently receives excellent ratings for cleanliness, location, and overall guest experience.
This spacious house has four bedrooms and two bathrooms, comfortably accommodating up to 11 guests. Enjoy modern amenities like air conditioning, a full kitchen with a fridge and microwave, and a private yard, perfect for relaxing or enjoying outdoor activities.

This Annapolis apartment is conveniently located in the downtown area, within walking distance of the US Naval Academy, the Navy-Marine Corps Memorial Stadium, and other popular attractions. The apartment consistently receives excellent guest reviews, highlighting its comfortable and well-maintained accommodations.
The four-bedroom home comfortably sleeps eight guests and features a spacious living room, a separate TV/play room, and a private fenced-in backyard with a patio and front porch. Amenities include a fully equipped kitchen, air conditioning, parking, and internet access, making it perfect for families or groups of friends exploring Annapolis.

This charming Craftsman-style home is located in West Annapolis, just a block from popular restaurants and three blocks from the Navy-Marine Corps Memorial Stadium, offering a convenient location for exploring the city. The apartment consistently receives excellent reviews from guests, highlighting its comfortable and family-friendly atmosphere.
This spacious rental comfortably accommodates up to 8 adults and 2 children, with 4 bedrooms and 3 bathrooms, making it perfect for families or groups. The home features a private fenced-in backyard with a patio, a playset for children, and backyard games, as well as amenities like high-speed internet, flatscreen TVs, luxury linens, complimentary toiletries, a washer and dryer, and parking for up to 4 cars.

This 1-bedroom condo in Eastport offers direct marina access on Spa Creek, located 0.3 miles from Historic Downtown Annapolis, 1 mile from the U.S. Naval Academy, and 1.9 miles from Navy Stadium.
This fully remodeled residence accommodates up to 4 guests and features a king bedroom, a queen sleeper sofa, a spa-like bathroom, a well-equipped kitchen with an air fryer and coffee station, dedicated workspace with fast Wi-Fi, and includes two parking spaces, with seasonal access to a rooftop pool and terrace.

This Arnold apartment is conveniently located within 3 miles of Maryland World War II Memorial, Jonas Green State Park, and Naval Health Clinic, offering easy access to local attractions. Guests consistently rate this rental "excellent," making it a popular choice for travelers.
The apartment is family-friendly and pet-friendly, featuring a private pool, fireplace, fully equipped kitchen, and modern amenities like a microwave, coffee/tea maker, free WiFi, and a Smart TV. Enjoy the convenience of air conditioning, a terrace or balcony, a garden, and parking, as well as the relaxation of the swimming pool and water park.

This Annapolis Historic District home is less than a mile from Peters Cove and the U.S. Naval Academy, with the Stanton School & Community Center and First Baptist Church within a 10-minute walk.
This two-bedroom, two-bathroom vacation rental sleeps six, features a fully equipped kitchen, private balcony, free WiFi, and charcoal grills, offering easy access to Annapolis attractions.

This Annapolis Historic District home is a short walk from Annapolis City Dock and the U.S. Naval Academy, and steps from 14 Fleet Street and The Colonial Players.
This two-bedroom, three-bathroom vacation rental sleeps four guests and features a fully equipped kitchen, in-house TV, a relaxing balcony, and convenient on-site parking.

This restored Greek Revival home is a 3-bedroom, 3-bathroom house for rent in Annapolis, located directly across from the U.S. Naval Academy and a short walk to the Navy Chapel and Gate 3.
This family-friendly rental accommodates up to 8 guests and features a well-stocked kitchen, air conditioning, a terrace, a garden, and an in-unit washer/dryer, with a patio and grill coming soon for outdoor enjoyment.

This 1700s home is located in Annapolis, just a short 5-minute walk from the US Naval Academy.
The three-bedroom house features a fully equipped kitchen, a dedicated workspace, and a comfortable basement lounge with gym equipment, accommodating up to 7 guests.

This Annapolis bungalow is located in a family-friendly neighborhood, three blocks from the U.S. Naval Academy and within a mile of downtown Annapolis's restaurants and bars, offering easy access to the city's attractions and the waterfront via a free shuttle.
The three-bedroom, two-and-a-half-bathroom home comfortably sleeps six to seven guests and features a large backyard with a grill, on-site parking for two cars, plus children's toys and games.

This one-bedroom apartment is located in Annapolis' historic district, just a short walk from Main Street, the Naval Academy, and the downtown waterfront. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has a comfortable full bed, a queen pull-out sleeper sofa, and a fully equipped kitchen, making it suitable for up to four guests. It includes a washer and dryer, darkening shades, and a digital Yale lock for privacy, along with air conditioning, internet access, and parking.

This Annapolis vacation home is located within a mile of Spa Creek and the U.S. Naval Academy, placing you within walking distance of the Annapolis Maritime Museum and Maynard-Burgess House. The home has earned excellent user ratings, indicating a comfortable and enjoyable stay for travelers.
This 1500 square foot home offers three bedrooms and can accommodate up to eight guests. Enjoy amenities like a fully equipped kitchen, a private garden, a terrace, and a spa, making this the perfect spot to relax and explore Annapolis.

This Annapolis townhome is located in the President's Hill neighborhood, just a short walk from the Art's District, historic downtown, the Naval Academy, and the stadium. It has received excellent ratings for location, cleanliness, and user experience.
The townhome has two bedrooms, a queen sleeper sofa, and 1.5 bathrooms, comfortably accommodating up to six guests. You'll enjoy a private patio with dining space, a shared fenced-in backyard, a gas grill, a firepit, a fully equipped kitchen, and in-unit laundry.

This charming Cape Cod-style house is located in the Eastport district of Annapolis, just a short walk from restaurants, pubs, and a mile from downtown, City Dock, and shopping. The apartment has received excellent ratings for its cleanliness, location, and overall user experience.
This four-bedroom, two-bathroom home comfortably sleeps 10 guests, making it ideal for families or groups. The fully equipped kitchen features a large island with a wine fridge, perfect for preparing meals, while the private backyard offers a patio, fire pit, and grill for outdoor relaxation and entertaining.

This four-bedroom, one-bathroom apartment is located in Annapolis's Historic District, offering easy access to Annapolis Harbor, the Annapolis Civil Rights Plaque, ARTFX Gallery of Fine Crafts and Arts, and Navy-Marine Corps Memorial Stadium.
This accommodation accommodates up to six guests and provides air conditioning, internet, an iron, and a hair dryer for a comfortable stay.

This updated Eastport cottage is located a 15-minute walk from Downtown Annapolis, providing convenient access to marinas, waterfront dining, and local shops.
This 2-bedroom, 2-bathroom residence accommodates up to 4 guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning and a private backyard.