What are the must-see attractions for a 2 days stay in Annapolis, MD?

For a two-day trip, you'll want to see the United States Naval Academy, the State House, and the Annapolis Maritime Museum. You can also take a stroll along the harbour and enjoy the views.

What are the best apartments in Annapolis, MD?

Among the apartments in Annapolis, MD, Step Out To Main Street From A Chic Loft , Modern Apartment Over The Heart Of Main Street and Brand New Reno In Historic Dist W 2 Parking Spots are the most popular ones.

Which neighborhoods in Annapolis, MD are best for renting an apartment?

Downtown Annapolis is a popular choice, but you'll find more affordable options in neighborhoods like Eastport, West Annapolis, and the Harbour area. These places are all within easy reach of the city centre.

What are the best apartments with a pool in Annapolis, MD?

Beautiful Condo - Water View Near City Dock , Annapolis Waterfront Condo - Unit #: A-203 and Waterfront Oasis Of Annapolis Star are the best apartments with a pool in Annapolis, MD.

What are the top cultural and historical sites in Annapolis, MD?

Annapolis is steeped in history. The Maryland State House, the oldest state capitol building still in use in the United States, is a must-see. The William Paca House and Garden is another great option, and you can learn about the city's maritime history at the Annapolis Maritime Museum.

What are the best apartments with a jacuzzi in Annapolis, MD?

The best apartments with a jacuzzi in Annapolis, MD are 2a One Bedroom Annapolis Apartment , Bay View Studio Apartment and Eastport Bungalow .

What makes Annapolis, MD unique or famous?

Annapolis is known as the sailing capital of the United States. It's home to the United States Naval Academy and has a rich maritime history. The city's beautiful harbour, charming historic district, and vibrant arts scene also contribute to its unique character.

What are the best apartments for families and kids in Annapolis, MD?

The best apartments for families and kids in Annapolis, MD are South River Park Apartment , 2a One Bedroom Annapolis Apartment and Beautiful Condo - Water View Near City Dock .

Where can you find the best local markets and street food in Annapolis, MD?

The Annapolis Farmers Market is a great spot for local produce and artisanal goods. For street food, head to the City Dock area, where you'll find a variety of vendors selling everything from seafood to ice cream.

What are the best pet friendly apartments in Annapolis, MD?

The best pet friendly apartments in Annapolis, MD are Brand New Reno In Historic Dist W 2 Parking Spots , Pet Friendly Garden Apartment Near Annapolis and Eastport Bungalow .

How is the public transportation system in Annapolis, MD?

Annapolis has a limited public transportation system. The best way to get around is by car. However, there are buses and water taxis available, especially during peak tourist season.

What are the best apartments with parking in Annapolis, MD?

Brand New Reno In Historic Dist W 2 Parking Spots , Annapolis Condominium In The Heart Of The Historic Center and Charming Row House In Historic District are the best apartments with parking in Annapolis, MD.

Which seasonal events or festivals should apartment renters look forward to in Annapolis, MD?

Annapolis has a lively events calendar throughout the year. The Annapolis Sailboat Show in October is a popular event, as is the Annapolis Christmas Festival in December. The city also hosts a number of smaller festivals and events throughout the year.

What amenities are typically included in apartments in Annapolis, MD?

Amenities vary depending on the apartment, but you'll often find central heating, a washing machine and dryer, and parking included. Some apartments may also offer additional amenities like a swimming pool or fitness centre.

Annapolis, MD Apartments and Condos For Rent

9.6 28 reviews

Historic Downtown House With Off Street Parking

apartment, Annapolis

This four-bedroom, two-bathroom Annapolis holiday home is situated in the Historic District, within a 2.4km walk of the US Naval Academy and the Maynard-Burgess House, and very close to Ellen O. Moyer Nature Park and the Maryland Federation of Art.
The property offers free Wi-Fi, a fully equipped kitchen including a fridge, microwave, and dishwasher, a garden, parking, and accommodates up to eight guests, perfect for families or groups exploring Annapolis' attractions.

No reviews

Stadium 2-block Walk Commissioning Week Home

apartment, Annapolis

This 3-bedroom, 3-bathroom flat offers a prime location in Annapolis, situated within 1 kilometre of the Naval Academy Stadium, St. John's College, the Naval Academy, and downtown Annapolis.
This well-equipped residence, accommodating up to 5 guests, features a full kitchen, dining room, air conditioning, internet, and private driveway parking, with access to exercise equipment and potential availability for TAD ensigns.

No reviews

Desired Bay Ridge Modern Home With Vintage Charm

apartment, Annapolis

This modern house with vintage charm is located in the Bay Ridge community of Annapolis, just a short walk from the local beaches and marina, five kilometres from the Naval Academy and the city centre.
The property has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It offers a spacious and open layout with a sun-filled kitchen/great room, a formal dining room, a vintage living room, a flexible den/guest room, a large master suite with an ensuite bathroom, a secluded backyard with a patio and gardens, and a fitness centre.

9.9 29 reviews

Historic Downtown Annapolis W/ Rooftop Deck

apartment, Annapolis

This Annapolis townhome, situated on Fleet Street in the city centre, is a half block from Main Street Circle and Annapolis City Dock, offering easy access to shops, restaurants, and the US Naval Academy.
The two-bedroom property, sleeping up to six guests, features a fully equipped kitchen, two outdoor patios (one rooftop), a comfortable living room with a smart TV, and modern amenities including air conditioning and a dishwasher.

9.9 291 reviews

Charming Cottage 2 Parking Spot Easy Walk Downtown

apartment, Annapolis

This charming cottage is located on a quiet residential street in Annapolis Art District, just a short walk (less than 1 kilometre) from the Naval Academy, Navy Stadium, shops, bars, restaurants, and City Docks. The property has consistently received excellent reviews for its location, cleanliness, and overall experience.
The cottage offers 117 square metres of living space, with two bedrooms, two bathrooms, and a capacity for six guests. It is fully equipped with modern amenities, including a garden with a patio set and BBQ grill, a jacuzzi, and parking for two vehicles.

10 79 reviews

Charming Eastport Capecod

apartment, Annapolis

This four-bedroom home in Eastport is located just 1.6 kilometres from downtown Annapolis, City Dock, and shops, offering easy access to the city's main attractions. The area is popular for its local pubs and restaurants, making it an ideal location for those seeking a vibrant and convenient stay. The property has consistently received excellent ratings for its cleanliness, location, and user experience.
The property boasts a spacious open-plan kitchen and living room, perfect for entertaining up to 10 guests. Guests can enjoy the large private backyard with a patio, fire pit, and grill, perfect for al fresco dining and relaxation.

9.6 16 reviews

Charming Cottage By The Bay With Hot Tub, Gourmet Kitchen & Community Beach

apartment, Highland Beach

This charming three-bedroom cottage is located in Arundel on the Bay, a neighbourhood in Annapolis, just a block from the Chesapeake Bay and a 10-minute drive from Annapolis City Dock, Quiet Waters Park, and the US Naval Academy. This highly-rated property offers a peaceful retreat with easy access to the area's attractions.
The cottage spans 139 square metres and comfortably accommodates up to eight guests. Enjoy a range of amenities, including a private beach, a fishing pier, a hot tub, and a fire pit, perfect for relaxing and enjoying the Chesapeake Bay.

10 26 reviews

Cozy, Waterfront, 5br 4ba House W 2 Decks Near Usna & Downtown

apartment, Highland Beach

This Highland Beach waterfront property, a five-minute walk from the Chesapeake Bay and historic Highland Beach, is situated a short drive from Annapolis city centre, the United States Naval Academy, and Quiet Waters Park.
The five-bedroom, four-bathroom house sleeps ten guests, boasts a well-equipped kitchen, two spacious decks with stunning waterfront views, a tennis court, ample parking, and offers access to free Wi-Fi and a home office/fitness room.

10 14 reviews

Sailing Off Gloucester

apartment, Annapolis

This newly renovated historic dwelling is located in downtown Annapolis, just 100 metres from Main Street, offering proximity to the United States Naval Academy and a blend of historic character with modern comfort.
This family-friendly residence accommodates up to six guests across three bedrooms and two bathrooms, featuring air conditioning, a full kitchen with a dishwasher, and off-street parking, with a garden also available.

10 22 reviews

Game Days & Family Stays At Dog-friendly Home Near Navy Stadium W Private Fenced-in Yard

apartment, Annapolis

This four-bedroom Annapolis holiday home, situated in the Admiral Heights neighbourhood, is 1.1km from the Navy-Marine Corps Memorial Stadium and 3.2km from both the city centre and the United States Naval Academy.
Sleeping nine guests comfortably, this self-catering property boasts a private garden with fire pit, a fully equipped kitchen with stainless steel appliances, two bathrooms, and parking, all within easy reach of Annapolis's key attractions.

10 142 reviews

Charming Garden Row Home, Easy 4 Block Walk To The Heart Of Annapolis.

apartment, Annapolis

This property is located in Annapolis' Historic District, just a short walk (less than 1 kilometre) from Chase Lloyd House and the U.S. Naval Academy. It has received excellent user ratings, making it a popular choice for travellers.
This charming house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The kitchen is fully equipped with a fridge, microwave, dishwasher, and a private garden, allowing guests to enjoy meals at home and relax outdoors.

10 60 reviews

Updated Eastport Gem With Outdoor Fireplace!!

apartment, Annapolis

This Eastport Peninsula house in Annapolis is a short walk from numerous restaurants and shops, offering convenient access to the area's attractions.
Sleeping 6-10 guests, this three-bedroom, two-bathroom property boasts a spacious family room with a gas fireplace, a large fenced backyard with a wood-burning fireplace, a second-floor balcony, a full-size washer and dryer, and ample off-street parking.

Best family friendly Annapolis, MD apartment rentals

Among the 720 accommodations in Annapolis, MD, here are the 4 best family friendly apartments

10 9 reviews

Walk To Shops & Dining From Dog-friendly Apartment W Parking & Private Backyard

apartment, Annapolis

This Eastport flat in Annapolis is situated less than 1.6km from the United States Naval Academy, offering easy access to this historic landmark.
The self-catering apartment, sleeping up to four adults in a king-size bedroom and a queen-size cot, boasts a private fenced backyard, full kitchen, washer/dryer, high-speed internet, and keyless entry; one to two driveway parking spaces are also available.

9.8 7 reviews

Annapolis/eastport 4 Br W/ Game Room - Walk Everywhere!

apartment, Annapolis

This spacious four-bedroom, three-bathroom flat offers excellent accommodation in Annapolis's prime Eastport district, just a short walk from local amenities and within 1.6 kilometres of City Dock/Ego Alley and the Navy Yard.
This family-friendly residence boasts 260 square metres of living space, accommodating up to thirteen guests with air conditioning, a full kitchen, and a garden featuring two patio areas and two fire pits, alongside a dedicated game room with pool, shuffleboard, and darts.

9.9 469 reviews

Relaxing Water Views - Mill Creek Cottage

apartment, Arnold

This charming cottage is situated just a few kilometres from downtown Annapolis and the US Naval Academy, offering a tranquil escape in a wooded setting overlooking Mill Creek. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The cottage features two bedrooms and one bathroom, comfortably accommodating up to four guests. It comes equipped with modern amenities such as a fully equipped kitchen, air conditioning, a garden, and a covered porch with stunning water views, perfect for enjoying the peaceful surroundings.

9.8 153 reviews

Downtown Annapolis King George 3rd Floor Hideaway

apartment, Annapolis

This one-bedroom flat is situated in the heart of Downtown Annapolis, just 2.3 kilometres from the Annapolis Harbour and a 48-kilometre drive from Carroll Park. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The 65 square metre flat offers a separate bedroom, living room, and bathroom, providing ample space for relaxation. Guests can enjoy a private garden, a terrace, free Wi-Fi, and a fully equipped kitchen with a fridge and microwave.

Best Annapolis, MD apartments rentals with a pool

Among the 720 accommodations in Annapolis, MD, here are the 4 best apartment with a pool

10 15 reviews

Spa Creek Condo | Pool, Deck & Parking

apartment, Annapolis

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.

10 1 review

Luxury Annapolis Condo, Fully Remodeled, Rooftop Pool & Marina, Free Parking, 0.3 Mi To Downtown. Perfect For Navy Games, Academy Visits, Or A Waterfront Getaway.

apartment, Annapolis

This Eastport condominium provides waterfront access near Annapolis marinas and sailing events, situated within walking distance of downtown Annapolis and its dining options, as well as cultural attractions such as the Annapolis Maritime Museum and The Colonial Players.
This one-bedroom condominium accommodates up to four guests, featuring a fully stocked kitchen, a king bedroom with memory foam beds, a luxurious rainfall shower, and two dedicated parking spaces, complemented by a rooftop pool with harbour views.

10 30 reviews

Prime Eastport Location - Waterfront Condo With Parking

apartment, Annapolis

This Annapolis apartment, situated in Eastport, is less than 2km from Spa Creek and the United States Naval Academy, offering easy access to the Kunta Kinte-Alex Haley Memorial and Maynard-Burgess House within a 15-minute drive.
The three-bedroom, two-bathroom property sleeps seven guests and includes a full kitchen, terrace, free Wi-Fi, on-site parking, and swimming pool access; nearby attractions include the Naval Academy and the Chesapeake Bay.

10 3 reviews

Lakefront Retreat 6br | Private Pool

apartment, Highland Beach

This six-bedroom, four-bathroom Highland Beach waterfront property, situated on Lake Ogleton near the Chesapeake Bay, offers stunning views and private pier access.
Sleeping up to twelve guests, this luxury apartment boasts a Frank Lloyd Wright-inspired design, featuring a gourmet kitchen with top-of-the-line appliances, multiple fireplaces, and a rooftop deck; free parking for four cars is also available.

Frequently Asked Questions about apartment rentals in Annapolis, MD

What are the must-see attractions for a 2 days stay in Annapolis, MD?
For a two-day trip, you'll want to see the United States Naval Academy, the State House, and the Annapolis Maritime Museum. You can also take a stroll along the harbour and enjoy the views.
What are the best apartments in Annapolis, MD?
Among the apartments in Annapolis, MD, Step Out To Main Street From A Chic Loft, Modern Apartment Over The Heart Of Main Street and Brand New Reno In Historic Dist W 2 Parking Spots are the most popular ones.
Which neighborhoods in Annapolis, MD are best for renting an apartment?
Downtown Annapolis is a popular choice, but you'll find more affordable options in neighborhoods like Eastport, West Annapolis, and the Harbour area. These places are all within easy reach of the city centre.
What are the best apartments with a pool in Annapolis, MD?
Beautiful Condo - Water View Near City Dock, Annapolis Waterfront Condo - Unit #: A-203 and Waterfront Oasis Of Annapolis Star are the best apartments with a pool in Annapolis, MD.
What are the top cultural and historical sites in Annapolis, MD?
Annapolis is steeped in history. The Maryland State House, the oldest state capitol building still in use in the United States, is a must-see. The William Paca House and Garden is another great option, and you can learn about the city's maritime history at the Annapolis Maritime Museum.
What are the best apartments with a jacuzzi in Annapolis, MD?
The best apartments with a jacuzzi in Annapolis, MD are 2a One Bedroom Annapolis Apartment, Bay View Studio Apartment and Eastport Bungalow.
What makes Annapolis, MD unique or famous?
Annapolis is known as the sailing capital of the United States. It's home to the United States Naval Academy and has a rich maritime history. The city's beautiful harbour, charming historic district, and vibrant arts scene also contribute to its unique character.
What are the best apartments for families and kids in Annapolis, MD?
The best apartments for families and kids in Annapolis, MD are South River Park Apartment, 2a One Bedroom Annapolis Apartment and Beautiful Condo - Water View Near City Dock.
Where can you find the best local markets and street food in Annapolis, MD?
The Annapolis Farmers Market is a great spot for local produce and artisanal goods. For street food, head to the City Dock area, where you'll find a variety of vendors selling everything from seafood to ice cream.
What are the best pet friendly apartments in Annapolis, MD?
The best pet friendly apartments in Annapolis, MD are Brand New Reno In Historic Dist W 2 Parking Spots, Pet Friendly Garden Apartment Near Annapolis and Eastport Bungalow.
How is the public transportation system in Annapolis, MD?
Annapolis has a limited public transportation system. The best way to get around is by car. However, there are buses and water taxis available, especially during peak tourist season.
What are the best apartments with parking in Annapolis, MD?
Brand New Reno In Historic Dist W 2 Parking Spots, Annapolis Condominium In The Heart Of The Historic Center and Charming Row House In Historic District are the best apartments with parking in Annapolis, MD.
Which seasonal events or festivals should apartment renters look forward to in Annapolis, MD?
Annapolis has a lively events calendar throughout the year. The Annapolis Sailboat Show in October is a popular event, as is the Annapolis Christmas Festival in December. The city also hosts a number of smaller festivals and events throughout the year.
What amenities are typically included in apartments in Annapolis, MD?
Amenities vary depending on the apartment, but you'll often find central heating, a washing machine and dryer, and parking included. Some apartments may also offer additional amenities like a swimming pool or fitness centre.

Popular destinations

Best Annapolis, MD apartment rentals with air conditioning

10 4 reviews

Bay Ridge House By Quiet Waters Park, Thomas Point Park

apartment, Annapolis

This modern home is located in a peaceful residential area in Annapolis, just a 5-minute walk from Quiet Waters Park and a 10-minute drive to the city centre. It has consistently received excellent user ratings, highlighting its appeal for travellers.
The property offers 93 square metres of living space, including 2 bedrooms and 1 bathroom, comfortably accommodating up to 5 guests. Amenities include a fully equipped kitchen, air conditioning, parking, internet access, and a large yard, ensuring a comfortable and enjoyable stay.

9.8 113 reviews

Walk To Usna, Main St W Free Off-site Parking

apartment, Annapolis

This charming house is situated in Annapolis' Historic District, just a kilometre from The Colonial Players and the U.S. Naval Academy, making it a great base for exploring the city’s rich history and culture. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The house has four bedrooms and can accommodate up to eight guests, making it ideal for families or groups of friends. Guests can enjoy the fully equipped kitchen, a comfortable living space, a dedicated library, a terrace, a garden, a spa, and private parking.

9.9 78 reviews

Annapolis Small House In Historic District.

apartment, Annapolis

This charming house is located in historic downtown Annapolis, just a short walk from the US Naval Academy, the city dock, and shops and restaurants. The accommodation has been highly rated by previous guests, receiving excellent scores for location, cleanliness, and overall experience.
The house features one bedroom and one bathroom, comfortably sleeping up to four guests. Amenities include a fully equipped kitchen, a private patio with access to the city dock, a queen-size bed, a queen-size sleeper sofa, Wi-Fi, and a TV.

9.9 22 reviews

Coffee Break Cove: Waterfront Home In Annapolis

apartment, Annapolis

This three-bedroom, three-bathroom Annapolis waterfront apartment, situated in a quiet neighbourhood approximately 1.6km from Historic Annapolis and the United States Naval Academy, boasts stunning 180-degree views of Lake Hillsmere.
The property offers ample parking for up to seven cars, a full kitchen, a large garden with a gas fire pit, and sleeps six guests comfortably, with access to a fitness centre and is within easy reach of Quiet Waters Park.

Best pet-friendly Annapolis, MD apartment rentals

9.7 93 reviews

Annapolis Escape @Gate 1 And Harbor Free Parking

apartment, Annapolis

This ground-floor Annapolis apartment is centrally located, just 0.16 km from Annapolis Harbour and adjacent to the United States Naval Academy.
The self-catering flat offers a private patio, sleeps four guests in a queen bed and full-size sofa bed, and includes a fully equipped kitchen, high-speed internet, and parking.

No reviews

Dog-friendly House With Yard, Deck, Firepit, Washer/dryer & Ac - Near Golf

apartment, Annapolis

This four-bedroom, two-bathroom flat is located in Annapolis's Murray Hill neighbourhood, offering excellent walkability to attractions such as Annapolis restaurants, art galleries, shops, parks, and the water taxi, and is a short walk from Annapolis Harbour and Ego Alley.
This property accommodates up to ten guests and features a well-equipped kitchen, a formal dining table, a sprawling deck with a barbecue and firepit, a cosy living room with a large television, and a private washer/dryer, with air conditioning and parking provided.

10 14 reviews

Waterfront 2-bedroom Condo On Spa Creek

apartment, Annapolis

This Annapolis Eastport apartment is less than 1.6km from Spa Creek and the United States Naval Academy, and within a 1.6km radius of Annapolis Harbour and the Kunta Kinte Plaque & Alex Haley Memorial.
This two-bedroom, one-bathroom property sleeps six, offering a fully equipped kitchen, private patio, free Wi-Fi, access to a swimming pool, spa, fitness centre, and parking; nearby attractions include the Naval Academy and Annapolis Harbour.

10 6 reviews

Spacious Historic Home With Private Parking In The Heart Of Downtown Annapolis

apartment, Annapolis

This three-bedroom Annapolis holiday home, situated in the Historic District, is less than 0.5km from Annapolis Harbour and Main Street, and a 1km walk from the United States Naval Academy.
Sleeping eight, the property boasts a gourmet kitchen, three bathrooms (including one en-suite with jacuzzi), a formal dining room, covered patio, and fenced backyard, plus two private parking spaces – a significant advantage in this area.

Apartments and Condos in Annapolis, MD

720 Apartments or condos in Annapolis, MD

Historic Downtown House With Off Street Parking

Stadium 2-block Walk Commissioning Week Home

Desired Bay Ridge Modern Home With Vintage Charm

Historic Downtown Annapolis W/ Rooftop Deck

Charming Cottage 2 Parking Spot Easy Walk Downtown

Charming Eastport Capecod

Charming Cottage By The Bay With Hot Tub, Gourmet Kitchen & Community Beach

Cozy, Waterfront, 5br 4ba House W 2 Decks Near Usna & Downtown

Sailing Off Gloucester

Game Days & Family Stays At Dog-friendly Home Near Navy Stadium W Private Fenced-in Yard

Charming Garden Row Home, Easy 4 Block Walk To The Heart Of Annapolis.

Updated Eastport Gem With Outdoor Fireplace!!

Best family friendly Annapolis, MD apartment rentals

Walk To Shops & Dining From Dog-friendly Apartment W Parking & Private Backyard

Annapolis/eastport 4 Br W/ Game Room - Walk Everywhere!

Relaxing Water Views - Mill Creek Cottage

Downtown Annapolis King George 3rd Floor Hideaway

Best Annapolis, MD apartments rentals with a pool

Spa Creek Condo | Pool, Deck & Parking

Luxury Annapolis Condo, Fully Remodeled, Rooftop Pool & Marina, Free Parking, 0.3 Mi To Downtown. Perfect For Navy Games, Academy Visits, Or A Waterfront Getaway.

Prime Eastport Location - Waterfront Condo With Parking

Lakefront Retreat 6br | Private Pool

Frequently Asked Questions about apartment rentals in Annapolis, MD

Popular destinations

Best Annapolis, MD apartment rentals with air conditioning

Bay Ridge House By Quiet Waters Park, Thomas Point Park

Walk To Usna, Main St W Free Off-site Parking

Annapolis Small House In Historic District.

Coffee Break Cove: Waterfront Home In Annapolis

Best pet-friendly Annapolis, MD apartment rentals

Annapolis Escape @Gate 1 And Harbor Free Parking

Dog-friendly House With Yard, Deck, Firepit, Washer/dryer & Ac - Near Golf

Waterfront 2-bedroom Condo On Spa Creek

Spacious Historic Home With Private Parking In The Heart Of Downtown Annapolis