Best apartment offers in Annapolis, MD

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Annapolis, MD apartments
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585 Holiday apartments in Annapolis, MD

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

Among the 585 accommodations in Annapolis, MD, here are the 4 best family friendly holiday apartments

Annapolis Charm –Bright 3br In Downtown - Annapolis, MD
9.8 127 reviews
Annapolis, MD
29/08 – 04/09
NZ$515/nighttotal: NZ$3090 (6 )

Annapolis Charm –Bright 3br In Downtown

3 2
apartment , Annapolis
This private house is located on the edge of Annapolis' historic district, within easy walking distance of the Navy football field and the Naval Academy. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It offers a fully equipped kitchen, multiple living spaces, a private backyard, and a basement area suitable for children.
Walking Distance To Navy Stadium! No Cleaning Fees! - Annapolis, MD
10 15 reviews
Annapolis, MD
17/09 – 22/09
NZ$955/nighttotal: NZ$4775 (5 )

Walking Distance To Navy Stadium! No Cleaning Fees!

3 1
apartment , Naval Academy
This West Annapolis apartment, situated less than 1.6km from the United States Naval Academy and a short walk from the Naval Academy Stadium, offers easy access to local restaurants and shops.
Sleeping eight guests, this three-bedroom, three-bathroom property boasts a fully equipped kitchen (including fridge, microwave, and dishwasher), air conditioning, a garden, a spa, parking, and excellent internet access.
***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere. - Annapolis, MD
10 146 reviews
Annapolis, MD
01/01 – 01/02
NZ$1212/nighttotal: NZ$37572 (31 )

***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.

3 2
apartment , Annapolis
This family-friendly house is located in the city centre of Annapolis, just under 2km from the Annapolis Civil Rights Plaque and the U.S. Naval Academy. The house has consistently received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The property spans 139 square metres and comfortably accommodates up to 10 guests across its three bedrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, a private garden, a terrace, and free Wi-Fi.
Across From Stadium - Walk To Downtown Annapolis. - Annapolis, MD
9.7 193 reviews
Annapolis, MD
03/12 – 06/12
NZ$858/nighttotal: NZ$2574 (3 )

Across From Stadium - Walk To Downtown Annapolis.

1 10
apartment , Annapolis
This four-bedroom house is located in Annapolis, a short distance from Helen Avalynne Tawes Garden and the U.S. Naval Academy. The property has received excellent ratings for location, cleanliness, and overall user experience.
This spacious home comfortably accommodates up to 10 guests, and offers a range of amenities including a fully equipped kitchen, a private garden, a terrace, and free Wi-Fi. Guests can enjoy outdoor barbecues, relax by the fireplace, or explore the nearby attractions.

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

Among the 585 accommodations in Annapolis, MD, here are the 4 best apartments with a pool

Spa Creek Condo | Pool, Deck & Parking - Annapolis, MD
10 5 reviews
Annapolis, MD
17/09 – 22/09
NZ$677/nighttotal: NZ$3385 (5 )

Spa Creek Condo | Pool, Deck & Parking

1 1
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.
Waterfront Oasis Of Annapolis Star - Annapolis, MD
10 81 reviews
Annapolis, MD
24/07 – 29/07
NZ$687/nighttotal: NZ$3435 (5 )

Waterfront Oasis Of Annapolis Star

2 3
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.
Waterfront Suite With Views Of Annapolis, Prime Eastport Location - Annapolis, MD
10 2 reviews
Annapolis, MD
25/06 – 28/06
NZ$961/nighttotal: NZ$2883 (3 )

Waterfront Suite With Views Of Annapolis, Prime Eastport Location

2 2
apartment , Annapolis
This Eastport condominium provides waterfront accommodation on Spa Creek, situated 800 meters from downtown Annapolis and a 15-minute walk to the U.S. Naval Academy.
This two-bedroom flat accommodates up to five guests and features a private furnished balcony with sweeping views of Spa Creek and historic Annapolis, alongside access to a seasonal waterfront swimming pool and high-speed Wi-Fi.
Eastport Apartment - Annapolis, MD
9.7 18 reviews
Annapolis, MD
25/06 – 28/06
NZ$571/nighttotal: NZ$1713 (3 )

Eastport Apartment

1 2
apartment , Annapolis
This Annapolis apartment, ideally located in the city centre, offers easy access to the Annapolis City Dock and the United States Naval Academy, both within a short walking distance (precise distances unstated).
The one-bedroom flat sleeps four, includes a kitchen, air conditioning, parking, and a swimming pool, providing a comfortable base for exploring this historic Maryland city.

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Best Annapolis, MD holiday apartments with air conditioning

The Naval Nook 1.3 Mi. From Downtown Annapolis - Annapolis, MD
9.8 166 reviews
Annapolis, MD
04/07 – 05/07
NZ$1784/nightfor 1 night

The Naval Nook 1.3 Mi. From Downtown Annapolis

1 2
apartment , Annapolis
This three-bedroom apartment is located in a quiet residential area just 4 kilometres from the centre of Annapolis, making it easy to explore the city's attractions and amenities. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment offers a comfortable living space for up to six guests, with a modern kitchen, spacious bedrooms, and a charming sunroom. It also features high-speed internet, smart TVs, a garden, parking, and a fully equipped kitchen.
Charming Eastport - Annapolis, MD
9.5 292 reviews
Annapolis, MD
06/11 – 08/11
NZ$378/nighttotal: NZ$756 (2 )

Charming Eastport

1 2
apartment , Annapolis
This yacht is located in the charming Eastport district, just a short walk from Downtown Annapolis, the U.S. Naval Academy, and the Annapolis Maritime Museum. The surrounding area offers a quiet and historic escape, with excellent user, location, and cleanliness ratings.
The yacht is a compact and cosy one-bedroom apartment, perfect for couples. It includes a fridge, microwave oven, air conditioning, and parking.
Annapolis Town Center Cottage - Annapolis, MD
10 2 reviews
Annapolis, MD
17/09 – 22/09
NZ$671/nighttotal: NZ$3355 (5 )

Annapolis Town Center Cottage

2 1
apartment , Annapolis
This Annapolis Town Centre cottage is less than 1.6km from Annapolis's historic downtown area, the United States Naval Academy, and the waterfront.
The two-bedroom, two-bathroom holiday home sleeps four guests and features a fully equipped kitchen with fridge, microwave, and dishwasher, plus air conditioning, parking for 2-3 vehicles, and a private backyard; nearby attractions include Maryland Hall for Creative Arts and the Ballet Theatre of Maryland.
Spectacular Location: State Circle Apartment - Annapolis, MD
10 17 reviews
Annapolis, MD
11/09 – 19/09
NZ$741/nighttotal: NZ$5928 (8 )

Spectacular Location: State Circle Apartment

2 4
apartment , Annapolis
This two-bedroom flat is situated in Annapolis' Historic District, just a kilometre from the Thurgood Marshall Memorial and the US Naval Academy, and 500 metres from the Colonial Players theatre. It has been rated excellent by previous guests.
The 74 square metre flat comfortably accommodates up to seven guests. It includes a fully equipped kitchen, two bathrooms, a washing machine, a sofa bed, and a TV, making it ideal for a comfortable stay in Annapolis.

Best pet-friendly Annapolis, MD holiday apartments

Among the 585 accommodations in Annapolis, MD, here are the 4 best pet friendly holiday apartments

Full Home Just Blocks From Downtown Annapolis - Annapolis, MD
9.4 24 reviews
Annapolis, MD
06/11 – 08/11
NZ$1963/nighttotal: NZ$3926 (2 )

Full Home Just Blocks From Downtown Annapolis

4 2
apartment , Annapolis
This four-bedroom apartment is situated just 0.4 kilometres from Annapolis City Dock, placing you within easy reach of the waterfront, restaurants, shops, and historic attractions. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment can accommodate up to eight guests, making it ideal for families or groups of friends. It comes fully equipped with amenities such as a kitchen, air conditioning, parking, internet, and a private outdoor space with a grill, ensuring a comfortable and enjoyable stay.
Usna Home Steps To Stadium Dog-friendly W Parking - Annapolis, MD
10 76 reviews
Annapolis, MD
11/09 – 19/09
NZ$1424/nighttotal: NZ$11392 (8 )

Usna Home Steps To Stadium Dog-friendly W Parking

3 4
apartment , Annapolis
This apartment is located in West Annapolis, just 1.7 kilometres from the Navy-Marine Corps Memorial Stadium, three blocks from shops and restaurants, and two to three blocks from the city centre. The apartment has excellent guest, location and cleanliness ratings.
This spacious three-bedroom home, with two bathrooms, offers 204 square metres of living space and comfortably accommodates up to 11 guests. The property features a private backyard with a hot tub, fire pit, BBQ grill, and a custom outdoor kitchen, as well as a swimming pool, jacuzzi, garden, spa, tennis court, and parking.
Experience Historic Annapolis  Stay In This Unique Dual-suite Home With On-site Parking - Annapolis, MD
10 1 review
Annapolis, MD
11/09 – 19/09
NZ$1425/nighttotal: NZ$11400 (8 )

Experience Historic Annapolis Stay In This Unique Dual-suite Home With On-site Parking

3 4
apartment , Annapolis
This two-unit Annapolis flat is situated in the Historic District, a mere 0.32 kilometres from Main Street and 0.64 kilometres from the United States Naval Academy.
The property comprises two self-contained apartments, sleeping up to 10 guests, each with a fully equipped kitchen, modern amenities including high-speed internet and in-unit laundry, and keyless entry; on-site parking is available for one vehicle.
Renovated Apt In Historic Dist W/2 Parking Spots - Annapolis, MD
9.9 637 reviews
Annapolis, MD
01/01 – 01/02
NZ$257/nighttotal: NZ$7967 (31 )

Renovated Apt In Historic Dist W/2 Parking Spots

2 2
apartment , Annapolis
This two-bedroom apartment is situated in Annapolis's Historic District, just 800 metres from the city centre and a short walk from the free trolley stop connecting to the US Naval Academy, the city's main attractions and the Annapolis Yacht Club.
The 84 square metre apartment is perfect for couples or small groups with a fully equipped kitchen, a private entrance, and two dedicated parking spaces, a rare find in Annapolis.
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