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

For a two-day trip, you should definitely visit the United States Naval Academy, the Maryland State House and the Annapolis City Dock. You can easily walk between these attractions, and there's lots to see and do in the area.

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 Renovation In Historic District With 2 Parking Spots -Walk Everywhere are the most popular ones.

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

The best neighbourhoods for renting an apartment in Annapolis are probably Downtown, Eastport and the Harbour. They're all within walking distance of the city centre and offer a variety of housing options.

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

Directly Across From Usna Gate One & Steps From The Waterfront And Main Street , Beautiful Condo - Water View Near City Dock and Your Annapolis Adventure Starts Here are the best apartments with a pool in Annapolis, MD.

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

Annapolis is full of history! The Maryland State House, the United States Naval Academy, and the William Paca House and Garden are all must-sees for anyone interested in the city's past. You can also find some interesting historical sites around the city dock.

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

The best apartments with a jacuzzi in Annapolis, MD are Charming Annapolis Waterview Home , Charming Annapolis Victorian and Bay View Studio Apartment .

What makes Annapolis, MD unique or famous?

Annapolis is known as the sailing capital of the world, and it's also the capital of Maryland. It's a beautiful city with a rich history and a vibrant culture. The Naval Academy is a major draw, and the city's historic district is full of charming shops and restaurants.

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 , Athens Of America - Annapolis Apartment One B and Cozy 2br Home W\/ Parking In Downtown Annapolis .

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

The Annapolis Farmers Market on West Street is a great place to find local produce, baked goods, and crafts. You can also find some delicious street food vendors at the City Dock and on Market Street.

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

The best pet friendly apartments in Annapolis, MD are Brand New Renovation In Historic District With 2 Parking Spots -Walk Everywhere , Renovated Historic Home Located Downtown With Parking - Walk Everywhere and Directly Across From Usna Gate One & Steps From The Waterfront And Main Street .

How is the public transportation system in Annapolis, MD?

Annapolis has a good public transportation system, although it's not as extensive as in some larger cities. The Annapolis Area Transit (AAT) operates buses throughout the city and surrounding areas. There's also a water taxi service that operates between the City Dock and various locations on the Severn River.

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

Brand New Renovation In Historic District With 2 Parking Spots -Walk Everywhere , 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 many events throughout the year, but some of the most popular include the Annapolis Arts Festival in June, the Annapolis Maritime Museum's Wine on the Water Festival in August, and the Annapolis Christmas Parade in December.

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

Amenities typically included in apartments in Annapolis vary depending on the building and the price range. However, many apartments offer basic amenities such as laundry facilities, parking, and a fitness centre. Some higher-end apartments may also offer concierge services, swimming pools, and other luxury features.

What leisure activities are available for relaxation in Annapolis, MD?

Annapolis offers a variety of leisure activities for relaxation. You can take a walk along the waterfront, visit one of the many parks, or go for a bike ride on the scenic trails. The city also has a number of museums, art galleries, and theatres.

Annapolis, MD Holiday Apartments and Self Contained

9.9 17 reviews

Luxury Waterfront Home Pier Mins To Dta

apartment, Crownsville

This waterfront property in Crownsville offers direct access to the Severn River, with Downtown Annapolis 11 kilometres away and the U.S. Naval Academy 13 kilometres distant.
This four-bedroom holiday home sleeps 12 guests and features a gourmet kitchen, complimentary kayaks and paddleboards, and a private deep-water pier.

10 16 reviews

Spacious 4br | Pet-friendly, Sleeps 10

apartment, Highland Beach

This Highland Beach apartment, a spacious four-bedroom property, is situated in a peaceful neighbourhood approximately 16 kilometres from Annapolis city centre, offering easy access to its restaurants and waterfront attractions.
Sleeping up to ten guests, this holiday home boasts a fully equipped kitchen with dishwasher, a private garden, free parking, and high-speed Wi-Fi, alongside modern amenities such as smart TVs.

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.

10 64 reviews

Pet Friendly | Park Free & Walk To Usna Stadium

apartment, Annapolis

This charming home is located in West Annapolis, just 2.4 kilometres from the Naval Academy, 2.6 kilometres from downtown Annapolis, and 0.5 kilometres from the Navy Stadium. The property benefits from excellent ratings for location, cleanliness, and overall experience.
The four-bedroom house comfortably accommodates up to ten guests and features a spacious living room, a basement lounge area, and a private bar and gym in the garage. Guests can enjoy a fully equipped kitchen, a fenced-in backyard, and a fitness centre, all within walking distance of restaurants, shops, and attractions.

9.8 226 reviews

Country House On The Bay

apartment, Arnold

This apartment is located in Arnold, Maryland, just a short distance from Annapolis and the Naval Academy, offering stunning views of the Chesapeake Bay and direct beach access. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The self-catering property can accommodate up to 10 guests and offers a spacious and private layout, with the entire first floor dedicated to guests. Amenities include a fully equipped kitchen, a dining room, a wrap-around deck, a garden, and a private bath house, making it perfect for families and groups looking for a comfortable and enjoyable stay.

10 4 reviews

Family Home On Mayo Peninsula | Deck | Sleeps 10

apartment, Mayo

This Edgewater holiday home in Mayo is situated 4.5km from Triton Beach and within 9.6km of Sand Point Marsh, South River Golf Links, London Town, and the Smithsonian Environmental Research Center.
This 138 square metre property boasts three bedrooms, two bathrooms, sleeps ten guests, and includes a fully equipped kitchen, private patio, garden, free Wi-Fi, and parking.

9.9 58 reviews

Elegant Uptown Condo W/parking

apartment, Annapolis

This Annapolis condo is centrally located, within easy walking distance of City Dock, the United States Naval Academy, and Navy-Marine Corps Memorial Stadium.
The two-bedroom, two-bathroom apartment offers in-unit laundry, a private patio, and secure garage parking for one car, comfortably accommodating four guests.

9.8 50 reviews

Bungalow Basement In Annapolis

apartment, Annapolis

This Annapolis basement flat, situated in the Homewood neighbourhood, is a short walk from the United States Naval Academy and West Street, approximately 2.4 kilometres from City Dock.
The self-contained apartment sleeps two, boasts a full kitchen with dishwasher, in-unit laundry, Wi-Fi, and a private entrance, offering easy access to the Poplar walking and biking trail and ample street parking.

10 13 reviews

Uptown Annapolis - Peaceful, Sparkling, 1 Bed/1 Bath Apartment, Sleeps 3-4

apartment, Annapolis

This Annapolis waterfront property, near Brewer Hill, is a short walk (under 1 km) from People's Brewer Hill Cemetery and Maryland Hall for Creative Arts, and 2.7 km from the United States Naval Academy.
This 70 square metre house offers two bedrooms, one bathroom, plus a sofa bed, sleeping up to four guests, and boasts a fully equipped kitchen, garden, terrace, spa, parking, and laundry facilities.

10 188 reviews

Historic Renovated Home In The Heart Of Downtown

apartment, Annapolis

This East Street property in Annapolis city centre is ideally located less than 0.32 kilometres from the US Naval Academy, City Dock, and the Annapolis Yacht Club.
This four-bedroom, two-bathroom house offers 223 square metres of space, including a kitchen with dishwasher, a private garden, parking, and can accommodate up to eight guests, boasting a screened-in porch and two porches with views of the Maryland State House.

9.9 31 reviews

Historic Row Home | Hot Tub - 1 Block From Gate 1!

apartment, Annapolis

This three-storey house, perfect for families and pets, is situated in central Annapolis, a short walk from the US Naval Academy, St. John's College, and City Dock.
Offering three bedrooms, two bathrooms, sleeping up to nine guests, the property boasts a chef's kitchen, multiple outdoor spaces including a BBQ grill, and is equipped with air conditioning and internet access.

9.8 89 reviews

Spacious Luxe Usna Home - Pool, Hot Tub, Grill

apartment, Annapolis

This five-bedroom Annapolis house, a short walk from the United States Naval Academy and Main and West Streets' restaurants, offers convenient access to Annapolis's key attractions.
Sleeping fourteen guests, this spacious three-storey property boasts five bathrooms, a fully equipped kitchen including a dishwasher, and a gas grill; nearby parking is available.

Best family friendly Annapolis, MD Holiday Apartments and Self Contained Accommodations

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

10 204 reviews

Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis /Usna

apartment, Mayo

This waterfront property is located in Mayo, just 6 kilometres from Triton Beach, Sand Point Marsh, and South River Golf Links, making it ideal for exploring the area's natural beauty. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The spacious home can accommodate up to 8 guests and offers a range of amenities perfect for families and groups, including a private patio, fireplace, barbecue grills, a fully equipped kitchen, a fitness centre, a swimming pool, and a spa. Enjoy stunning views, direct access to the water, and easy access to local attractions.

10 189 reviews

Quiet Waterfront

apartment, Annapolis

This Annapolis waterfront guesthouse, situated in Anne Arundel County, is approximately 8 kilometres from Annapolis city centre and 11 kilometres from City Dock, offering easy access to the city's attractions.
Sleeping six guests comfortably, this three-bedroom, three-bathroom property boasts a fully equipped kitchen, on-site water activities including kayak and paddle boat use, and access to a gated community's clubhouse, swimming beach and tennis court.

10 20 reviews

Family Oasis|spa Shower|near Usna Stadium & Dta

apartment, Annapolis

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.

10 12 reviews

Dog Friendly! Next To Navy Stadium And Dta Shuttle!

apartment, Annapolis

This Annapolis holiday home is situated less than 1.6km from the U.S. Naval Academy and the Navy-Marine Corps Memorial Stadium, offering easy access to Helen Avalynne Tawes Garden and Peters Cove within a 10-minute drive.
The 111 square metre property comprises two bedrooms, one bathroom, and accommodates up to six guests, featuring a fully equipped kitchen, private patio, garden, parking, and free Wi-Fi.

Best Annapolis, MD Holiday Apartments and Self Contained Accommodations in Annapolis, MD with a pool

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

10 87 reviews

Waterfront Oasis Of Annapolis Star

apartment, Arnold

This flat is situated in Annapolis, just a short distance from the Maryland World War II Memorial, Jonas Green State Park, and the Naval Health Clinic. It has received excellent reviews from previous guests.
The apartment is well-equipped and includes a kitchen with a fridge, microwave, and dishwasher. It also offers a range of amenities, such as a private pool, a fireplace, a terrace, and free Wi-Fi.

10 1 review

Usna King Stay! Private Hot Tub & In-ground Pool

apartment, Crownsville

This Crownsville flat is located in a district offering proximity to local landmarks, with precise location details available for convenient access to nearby attractions.
This spacious apartment accommodates up to 14 guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning, a swimming pool, jacuzzi, and garden, making it ideal for groups seeking a comfortable stay.

No reviews

Rooftop Pool And Spa Creek Views - Luxurious Waterfront Retreat

apartment, Annapolis

This waterfront condo in a quiet Eastport cul-de-sac offers Spa Creek views and is located 800 metres from downtown Annapolis and 1.3 kilometres from the U.S. Naval Academy.
This family-friendly apartment features two bedrooms and two bathrooms, accommodating up to seven guests, with amenities including air conditioning, a swimming pool, a furnished balcony, and off-street parking for two cars.

No reviews

Spa Creek Condo Pool Deck & Parking

apartment, Annapolis

This Annapolis flat is located a 13-minute walk from Annapolis Harbour and 42 kilometres from Baltimore's Inner Harbour.
This one-bedroom flat offers 60 square metres of space for up to seven guests, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, free WiFi, and private parking, with access to a communal swimming pool and a balcony.

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 should definitely visit the United States Naval Academy, the Maryland State House and the Annapolis City Dock. You can easily walk between these attractions, and there's lots to see and do in the area.
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 Renovation In Historic District With 2 Parking Spots -Walk Everywhere are the most popular ones.
Which neighborhoods in Annapolis, MD are best for renting an apartment?
The best neighbourhoods for renting an apartment in Annapolis are probably Downtown, Eastport and the Harbour. They're all within walking distance of the city centre and offer a variety of housing options.
What are the best apartments with a pool in Annapolis, MD?
Directly Across From Usna Gate One & Steps From The Waterfront And Main Street, Beautiful Condo - Water View Near City Dock and Your Annapolis Adventure Starts Here are the best apartments with a pool in Annapolis, MD.
What are the top cultural and historical sites in Annapolis, MD?
Annapolis is full of history! The Maryland State House, the United States Naval Academy, and the William Paca House and Garden are all must-sees for anyone interested in the city's past. You can also find some interesting historical sites around the city dock.
What are the best apartments with a jacuzzi in Annapolis, MD?
The best apartments with a jacuzzi in Annapolis, MD are Charming Annapolis Waterview Home, Charming Annapolis Victorian and Bay View Studio Apartment.
What makes Annapolis, MD unique or famous?
Annapolis is known as the sailing capital of the world, and it's also the capital of Maryland. It's a beautiful city with a rich history and a vibrant culture. The Naval Academy is a major draw, and the city's historic district is full of charming shops and restaurants.
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, Athens Of America - Annapolis Apartment One B and Cozy 2br Home W\/ Parking In Downtown Annapolis.
Where can you find the best local markets and street food in Annapolis, MD?
The Annapolis Farmers Market on West Street is a great place to find local produce, baked goods, and crafts. You can also find some delicious street food vendors at the City Dock and on Market Street.
What are the best pet friendly apartments in Annapolis, MD?
The best pet friendly apartments in Annapolis, MD are Brand New Renovation In Historic District With 2 Parking Spots -Walk Everywhere, Renovated Historic Home Located Downtown With Parking - Walk Everywhere and Directly Across From Usna Gate One & Steps From The Waterfront And Main Street.
How is the public transportation system in Annapolis, MD?
Annapolis has a good public transportation system, although it's not as extensive as in some larger cities. The Annapolis Area Transit (AAT) operates buses throughout the city and surrounding areas. There's also a water taxi service that operates between the City Dock and various locations on the Severn River.
What are the best apartments with parking in Annapolis, MD?
Brand New Renovation In Historic District With 2 Parking Spots -Walk Everywhere, 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 many events throughout the year, but some of the most popular include the Annapolis Arts Festival in June, the Annapolis Maritime Museum's Wine on the Water Festival in August, and the Annapolis Christmas Parade in December.
What amenities are typically included in apartments in Annapolis, MD?
Amenities typically included in apartments in Annapolis vary depending on the building and the price range. However, many apartments offer basic amenities such as laundry facilities, parking, and a fitness centre. Some higher-end apartments may also offer concierge services, swimming pools, and other luxury features.
What leisure activities are available for relaxation in Annapolis, MD?
Annapolis offers a variety of leisure activities for relaxation. You can take a walk along the waterfront, visit one of the many parks, or go for a bike ride on the scenic trails. The city also has a number of museums, art galleries, and theatres.

Popular destinations

Best Annapolis, MD holiday apartments with air conditioning

9.9 82 reviews

Stay Retro Naptown

apartment, Annapolis

This Eastport house, situated near the Eastport Shopping Centre and a short walk from Annapolis city centre, offers easy access to the city's attractions.
Sleeping eight guests across four queen-bed bedrooms, this Annapolis property boasts two bathrooms, a fully equipped kitchen with fridge, freezer and microwave, in-unit laundry, a large garden with grill, screened porch, driveway parking for two cars, and a retro 1970s theme.

9.7 21 reviews

Nautical Cottage In Annapolis

apartment, Annapolis

This Annapolis cottage is situated in a peaceful neighbourhood, approximately 13km from Annapolis city centre and 6km from Route 50, offering easy access to both the historic district and major transport links.
The 900 sq ft property comprises two bedrooms, one bathroom, and a fully equipped kitchen including a freezer, microwave, and dishwasher; it comfortably sleeps four guests and boasts a garden and parking.

10 1 review

Chsapeake Bay Meets Nantucket, 5 Bedrooms,3.5 Bath

apartment, Stevensville

This Stevensville flat offers direct bay views from its front and wildlife-rich Carter Creek vistas from its rear, situated across from the bay.
This waterside dwelling accommodates up to 13 guests across five bedrooms and 3.5 bathrooms, featuring air conditioning, internet, a kitchen, and abundant wildlife viewing opportunities on Carter Creek.

10 5 reviews

South River Waterfront | Pier, Hot Tub & Elevator

apartment, Riva

"The Fritz" is a waterfront house located on the South River in Riva, Maryland, just 8 kilometers from Annapolis and its historic downtown. The accommodation has received excellent ratings for location, cleanliness, and overall experience.
The house has three bedrooms and four bathrooms, accommodating up to eight guests. Guests can enjoy a gourmet kitchen, a private pier, a hot tub, and spacious living areas with breathtaking river views.

Best pet-friendly Annapolis, MD holiday apartments

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

10 11 reviews

Carriage House With Character!

apartment, Riva

This Riva property, a 2-bedroom house sleeping 6, is situated approximately 16km from Annapolis city centre, offering easy access to Annapolis's historical attractions.
The self-catering dwelling boasts air conditioning, parking, internet access, and a fully equipped kitchen, perfect for exploring the Chesapeake Bay area.

9.9 46 reviews

Scenic Waterfront Retreat Mins To Annapolis W Panoramic Bay/bridge Views & Fenced-in Yard

apartment, Highland Beach

This holiday home is situated in Arundel on the Bay, just 5 kilometres from Bay Bridge Market Place Shopping Center and Maryland Quiet Waters Park, offering a peaceful escape from the hustle and bustle of city life. The property has received excellent ratings for its location, cleanliness, and overall experience.
The 3-bedroom, 2-bathroom property spans 124 square metres and comfortably accommodates up to 8 guests. Guests can enjoy a range of amenities including a fully equipped kitchen, a garden, a terrace, a Jacuzzi, and free Wi-Fi.

9.6 64 reviews

Walk To Waterfront & Usna From Eastport Gem With Fire Pit, Porch & Fenced-in Yard

apartment, Annapolis

This Eastport holiday home is conveniently located within walking distance of the Annapolis Maritime Museum and the United States Naval Academy, and less than 1.6km from Spa Creek and the Kunta Kinte Plaque & Alex Haley Memorial.
The 79 square metre property offers two bedrooms, sleeping up to seven guests, and boasts a fully equipped kitchen, garden with barbecue, a spa, and free Wi-Fi; enjoy nearby attractions and on-site amenities.

9.8 6 reviews

Spacious 5 Br House - 5 Min Walk To N-mc Stadium!

apartment, Annapolis

This Annapolis holiday home, situated in the Germantown neighbourhood, is located two blocks from the Navy-Marine Corps Memorial Stadium and an eight-minute drive (approximately 6.4km) from the United States Naval Academy and Annapolis city centre.
This spacious property boasts 242 square metres of floor area, offering five bedrooms (three main bedrooms and two bunk rooms in the basement), accommodating up to 15 guests and featuring amenities such as a jacuzzi bath, foosball table, and a fully enclosed garden.

Best apartment offers in Annapolis, MD

720 Holiday apartments in Annapolis, MD

Luxury Waterfront Home Pier Mins To Dta

Spacious 4br | Pet-friendly, Sleeps 10

Charming Eastport Capecod

Pet Friendly | Park Free & Walk To Usna Stadium

Country House On The Bay

Family Home On Mayo Peninsula | Deck | Sleeps 10

Elegant Uptown Condo W/parking

Bungalow Basement In Annapolis

Uptown Annapolis - Peaceful, Sparkling, 1 Bed/1 Bath Apartment, Sleeps 3-4

Historic Renovated Home In The Heart Of Downtown

Historic Row Home | Hot Tub - 1 Block From Gate 1!

Spacious Luxe Usna Home - Pool, Hot Tub, Grill

Best family friendly Annapolis, MD Holiday Apartments and Self Contained Accommodations

Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis /Usna

Quiet Waterfront

Family Oasis|spa Shower|near Usna Stadium & Dta

Dog Friendly! Next To Navy Stadium And Dta Shuttle!

Best Annapolis, MD Holiday Apartments and Self Contained Accommodations in Annapolis, MD with a pool

Waterfront Oasis Of Annapolis Star

Usna King Stay! Private Hot Tub & In-ground Pool

Rooftop Pool And Spa Creek Views - Luxurious Waterfront Retreat

Spa Creek Condo Pool Deck & Parking

Frequently asked questions about apartment rentals in Annapolis, MD

Popular destinations

Best Annapolis, MD holiday apartments with air conditioning

Stay Retro Naptown

Nautical Cottage In Annapolis

Chsapeake Bay Meets Nantucket, 5 Bedrooms,3.5 Bath

South River Waterfront | Pier, Hot Tub & Elevator

Best pet-friendly Annapolis, MD holiday apartments

Carriage House With Character!

Scenic Waterfront Retreat Mins To Annapolis W Panoramic Bay/bridge Views & Fenced-in Yard

Walk To Waterfront & Usna From Eastport Gem With Fire Pit, Porch & Fenced-in Yard

Spacious 5 Br House - 5 Min Walk To N-mc Stadium!