Find short term rentals in Annapolis, MD at the best prices

This Annapolis property is situated minutes' drive from the United States Naval Academy and Annapolis city centre, also within walking distance of the Marine Corps Stadium.
The three-bedroom, two-bathroom house offers 750 sq ft of patio space alongside a private garden, BBQ, high-speed internet (4x4 router/10 GBPS), and accommodates up to six guests.

Nautical Oasis, a single-storey house in Annapolis, is situated less than 2.4km from the US Naval Academy Stadium, Anne Arundel Medical Center, and Annapolis city centre.
This three-bedroom, two-bathroom property sleeps seven, boasting a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a private garden with fire pit, and a luxurious spa shower; guests can enjoy the entire house privately.

This Eastport holiday home is situated less than 1.6km from Annapolis Harbour and the United States Naval Academy, with the Annapolis Maritime Museum and Spa Creek within a 10-minute drive.
The three-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, private patio, garden, spa, and free Wi-Fi; barbecue facilities are available for outdoor dining.

This Mayo holiday home is situated near Londontowne Marina, a short drive from Historic London Town & Gardens, and within 32 kilometres of the United States Naval Academy and Annapolis city centre.
This three-bedroom, two-bathroom property sleeps seven, offering a private boat slip, private beach, gated playground, and access to community amenities including further beaches and boat ramps; features include a fully equipped kitchen, air conditioning, parking, and a fully fenced backyard.

This 6-bedroom, 4-bathroom residence in Arnold, Maryland, offers a secluded 1.8-acre setting with sunset views, conveniently located a short drive from local beaches, restaurants, and nightlife, as well as golf at Severna Park Golf Center and Bay Hills Golf Club.
This pet-friendly holiday home features two kitchens, two living areas, and a deck with a BBQ, providing ample space for up to 15 guests, with proximity to attractions such as Helen Avalynne Tawes Garden and French Soldiers Monument, and within driving distance of events at Alumni Hall and Navy-Marine Corps Memorial Stadium.

This six-bedroom, five-bathroom flat is situated in the Hillsmere district of Annapolis, offering convenient access to Great Frogs Winery, just a short walk away, and Maryland Quiet Waters Park, a mere 1-minute drive.
This property accommodates up to 12 guests and includes amenities such as Wi-Fi, a dishwasher, microwave, oven, barbecue, fireplace, and in-unit laundry facilities.

This charming cottage is located in Annapolis' Historic District, just a short walk from the City Dock and within easy reach of the State House and other key landmarks. The cottage is situated in a quiet neighbourhood, offering a peaceful retreat from the bustling city centre.
The cottage is a spacious two-bedroom property that can comfortably accommodate up to eight guests. It features a modern kitchen, a private patio with a BBQ, and a comfortable living area with an electric fireplace, a 55" Roku TV, and a full daybed.

This historic dwelling is located in the heart of Annapolis' Historic District, just a short walk from City Dock, the US Naval Academy, and Main Street, offering easy access to the city's attractions and amenities. The apartment has received excellent user ratings, reflecting its high standard of comfort and service.
The spacious home features six bedrooms, five bathrooms, and can accommodate up to 16 guests, spanning a generous 353 square metres. Amenities include a fully equipped kitchen, a spa, air conditioning, and a private patio, offering a comfortable and enjoyable stay for families and groups.

This waterfront residence is situated in the Bay Ridge district of Annapolis, offering direct views of the Chesapeake Bay and close proximity to Sandy Point State Park, approximately 5 kilometres away.
This spacious 311 square metre dwelling accommodates up to 10 guests with four bedrooms and three bathrooms, featuring air conditioning, a well-equipped kitchen, a rec room with a wet bar, and direct beach access for enjoying water sports like jet skiing and kayaking.

This waterfront property in Annapolis offers direct access to the historic downtown waterfront, sailing, marinas, and Chesapeake Bay views, situated a mere 500 meters from local seafood restaurants, boutiques, and the Naval Academy.
This spacious 550 square meter flat provides accommodation for up to 14 guests across five bedrooms and five bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, and parking.

This charming house is located in Annapolis' Historic District, just a short walk from the U.S. Naval Academy, Ellen O. Moyer Nature Park, Maynard-Burgess House, and the Banneker Douglass Museum. It has received excellent ratings for location, cleanliness, and user experience.
The property offers 186 square metres of space with four bedrooms, comfortably accommodating up to eight guests. Enjoy the garden, patio, barbecue grills, and modern conveniences like free Wi-Fi, a fully equipped kitchen, and a spa.

This Annapolis holiday home is situated 0.6km from the Dr Aris T Allen Memorial and 4.7km from the United States Naval Academy, offering easy access to key Annapolis attractions.
Sleeping up to 10 guests, this three-bedroom property boasts a fully equipped kitchen, two bathrooms, a private balcony, garden, parking, and is pet-friendly; nearby amenities include the Wild Bird Center and St John's College.

This 1.5-storey townhouse in Annapolis is situated a few minutes' walk from the stadium, offering convenient access to local events.
This 214 square metre residence accommodates up to 10 guests, featuring a chef's kitchen with GE Café appliances, a spa-like master bathroom, and a fully finished basement, with keypad entry for secure access.

This apartment is located in Edgewater, Maryland, a 5-minute drive from the Londontowne Public Gardens and a 15-20 minute drive from Annapolis, the state capital. The apartment has received excellent ratings for cleanliness, location, and user experience.
The property can accommodate up to 15 guests in its 6 bedrooms and 6 bathrooms. Guests can enjoy a range of amenities, including a hot tub, a furnished waterfront deck, an outdoor shower, a private pier and beach entry on the South River, a large lower level recreation room, and a gourmet kitchen with double ovens, two cooktops, a warming drawer, a double-sized refrigerator, a wine cooler, and an ice maker.

This Eastport condo provides waterfront living on Spa Creek, a mere 500-metre walk from Downtown Annapolis and the US Naval Academy.
This one-bedroom flat, accommodating up to four guests, features a fully equipped kitchen, air conditioning, a swimming pool, garden, and parking for two vehicles, with a covered deck offering direct Spa Creek views and seasonal access to a shared dock.

This Annapolis property is centrally located, a short walk from the United States Naval Academy and 2.1 kilometres from Annapolis city centre, offering easy access to shops, restaurants, and historical sites.
The three-bedroom, two-bathroom house sleeps seven guests and boasts a spacious backyard with additional parking, alongside a fully equipped kitchen, air conditioning, and excellent guest reviews.