A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Annapolis apartments

Interior

1. Dean Street's Lower Deck House!

Dean Street's Lower Deck House!
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time—the location is fantastic and our dog loved the backyard! A great base to rest and recover between adventures in Annapolis. "
United States
Nathaniel R.
Dean Street's Lower Deck House!
Outdoor pool, a heated pool

2. Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star
Annapolis
10.0 out of 10, Exceptional, (88 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is AED 810
AED 1,581 total
includes taxes & fees
2 Sep - 3 Sep
Waterfront Oasis of Annapolis Star
Coffee/tea maker, fridge, microwave, oven

3. 18th Cent. Charm in Historic Downtown Annapolis

18th Cent. Charm in Historic Downtown Annapolis
Historic District
9.0 out of 10, Wonderful, (14 reviews)
"Jen was an amazing host. The property was meticulously maintained. She made sure we had everything we needed! Shen created an environment where we could socialize with other guests or keep to ourselves. She made plenty of recommendations for local eateries and entertainment. We would definitely stay again!"
United States
Maureens B.
The price is AED 951
AED 1,696 total
includes taxes & fees
11 Sep - 12 Sep
18th Cent. Charm in Historic Downtown Annapolis
Exterior

4. Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Admiral Heights
10.0 out of 10, Exceptional, (54 reviews)
"Great stay in Annapolis. The property is gorgeous. Everything you need for a great weekend in Annapolis. "
United States
Jennifer G.
The price is AED 1,405
AED 1,828 total
includes taxes & fees
2 Sep - 3 Sep
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Coffee/tea maker, fridge, microwave, oven

5. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (6 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is AED 707
AED 1,790 total
includes taxes & fees
2 Sep - 3 Sep
Pool Loft Suite | Bay Access & Beach Passes
Smart TV

6. Cozy 1-bedroom studio in pleasant Crofton with AC

Cozy 1-bedroom studio in pleasant Crofton with AC
Crofton
9.0 out of 10, Wonderful, (2 reviews)
"Host was very friendly and accommodating. The location is wonderful. Lots of shops and festivities nearby could not have asked for better. Her cat was also very friendly "
United States
Michaela C.
The price is AED 407
AED 547 total
includes taxes & fees
2 Sep - 3 Sep
Cozy 1-bedroom studio in pleasant Crofton with AC
Exterior detail

7. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very Good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is AED 479
AED 1,225 total
includes taxes & fees
2 Sep - 3 Sep
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Beach

8. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (28 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is AED 433
AED 1,057 total
includes taxes & fees
2 Sep - 3 Sep
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
TV

9. Central Apartment w/ Private Deck & Pet-Friendly

Central Apartment w/ Private Deck & Pet-Friendly
Harmans Woods
2.0 out of 10, (1 review)
The price is AED 382
AED 871 total
includes taxes & fees
7 Sep - 8 Sep
Central Apartment w/ Private Deck & Pet-Friendly
Marina

10. Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
9.8 out of 10, Exceptional, (212 reviews)
"We enjoyed our stay. It was a cute little place and perfect for 3 of us. The area is pretty quiet for the most part. We would definitely stay here again."
United States
Tammy
The price is AED 231
AED 861 total
includes taxes & fees
2 Sep - 3 Sep
Cozy Fells Point Gem / In The Heart of Fells Point
Desk, laptop workspace, soundproofing, iron/ironing board

11. Harbor free indoor parking

Harbor free indoor parking
4.0 star property
Downtown Baltimore
The price is AED 657
AED 1,287 total
includes taxes & fees
2 Sep - 3 Sep
Harbor free indoor parking
Smart TV

12. Cozy Modern Micro Apt in the Heart of Fells Point!

Cozy Modern Micro Apt in the Heart of Fells Point!
Fells Point
9.0 out of 10, Wonderful, (40 reviews)
"We had such a great trip! The place was perfect and exactly how pictured! "
United States
Reagan C.
The price is AED 380
AED 910 total
includes taxes & fees
2 Sep - 3 Sep
Cozy Modern Micro Apt in the Heart of Fells Point!
Exterior

13. 5 Mi to Main St! Cozy Couple's Escape in Laurel

5 Mi to Main St! Cozy Couple's Escape in Laurel
South Laurel
10.0 out of 10, Exceptional, (2 reviews)
"The host was super nice and accommodating and the place was clean and quiet. Thanks for hosting me."
United States
Sam N.
The price is AED 264
AED 855 total
includes taxes & fees
8 Sep - 9 Sep
5 Mi to Main St! Cozy Couple's Escape in Laurel
Outdoor dining

14. Sleek and Cozy Micro Fells Point Residence!

Sleek and Cozy Micro Fells Point Residence!
Fells Point
8.8 out of 10, Excellent, (46 reviews)
"Good location, clean and quick response from owner."
United States
Michael O.
The price is AED 380
AED 914 total
includes taxes & fees
3 Sep - 4 Sep
Sleek and Cozy Micro Fells Point Residence!
Interior

15. Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC

Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC
Greektown
9.8 out of 10, Exceptional, (16 reviews)
"The house was clean and the beds were comfortable. "
United States
Karen B.
The price is AED 463
AED 899 total
includes taxes & fees
2 Sep - 3 Sep
Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC
Exterior detail

16. Comfy Cozy 2BD/1.5BA apt in Federal Hill

Comfy Cozy 2BD/1.5BA apt in Federal Hill
South Baltimore
10.0 out of 10, Exceptional, (1 review)
"Two things I would say first, whoever installed the toilet paper holders, installed them upside down and when you try to unroll The paper it would fall off of the holder. Secondly, if you could put darker shades on the windows to block out the light. Other than that, it was a perfect trip."
United States
John F.
The price is AED 353
AED 1,177 total
includes taxes & fees
2 Sep - 3 Sep
Comfy Cozy 2BD/1.5BA apt in Federal Hill
Dining

17. Charming Federal Hill! One Bedroom With Vibes

Charming Federal Hill! One Bedroom With Vibes
Sharp Leadenhall
9.8 out of 10, Exceptional, (51 reviews)
"I stay here when I'm in town for business and it is so much better than a hotel room! Everything you need and more! Comfortable bed, walkable and host is great!"
United States
Emily W.
The price is AED 251
AED 795 total
includes taxes & fees
7 Sep - 8 Sep
Charming Federal Hill! One Bedroom With Vibes
Apartment | Living area | Flat-screen TV

18. Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
7.6 out of 10, Good, (15 reviews)
"Great space for the price. Walking distance to the stadium and the ball park. Quiet neighborhood with friendly occupants. Would’ve given 5 stars if the unit was clean but it was not, the table and floors were sticky, window sill was covered with dead fruit flies, and I even had a fly glue strip get stuck to my hand when I tried to look through the blinds…😩The bathtub also needs replacing."
United States
Denise
The price is AED 311
AED 438 total
includes taxes & fees
7 Sep - 8 Sep
Entire House 1BD King Bed near Downtown
1 bedroom, iron/ironing board, WiFi, bed sheets

19. Modern Fed Hill studio: steps to pubs/city vibes!

Modern Fed Hill studio: steps to pubs/city vibes!
South Baltimore
10.0 out of 10, Exceptional, (1 review)
"The location of the apartment is in one of the more beautiful areas of Baltimore, and along with many of the other apartments and townhomes, has a very historic/antique feel to it. This little refurbished apartment was once a shop of some sort with the large bay windows and staging area for props or designs on display. This quaint studio dripped with old timey character and modern style. The area was neat and clean with minimal items to clutter and only essential items provided....
United States
Nichole M.
The price is AED 364
AED 802 total
includes taxes & fees
15 Sep - 16 Sep
Modern Fed Hill studio: steps to pubs/city vibes!
Interior

20. Private ground-level studio suite

Private ground-level studio suite
North Laurel
10.0 out of 10, Exceptional, (1 review)
"Very attentive host. Pleasant stay. "
United States
alysha d.
The price is AED 273
AED 721 total
includes taxes & fees
2 Sep - 3 Sep
Private ground-level studio suite
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Annapolis Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"We loved the Graduate hotel. It was a great location downtown Annapolis, walking distance to coffee and restaurants. The room was wonderful, and the nautical theming was very cute. My kids loved the PT boat beds."
Shawna N 1-night trip
Posted 1 hour ago
Graduate by Hilton Annapolis

Frequently asked questions

What's it like to stay at an apartment in Annapolis?
You'll find 47 apartments to choose from in Annapolis for your vacation. While in the area, you might want to visit the college campus and array of shops.
How do you know if an apartment is the best choice for your stay?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, but also for families wanting the conveniences of home.
What's the top apartment for a stay in Annapolis?
Waterfront Oasis of Annapolis Star: Includes a private pool, free WiFi, and fireplaces. Access to an outdoor pool is available on site. Annapolis Spa Retreat, Sauna, Jacuzzi, King Bed Couples Quiet Loft Apt. Getaway: Free WiFi, sofa beds, and jetted bathtubs are included. Onsite laundry facilities and a hot tub are on site. Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!: Free WiFi, private balconies, and Smart TVs are included.
How many apartments will I find in Annapolis?
Expedia has 47 apartments to book in Annapolis.
What will the weather be like when I travel to Annapolis?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Annapolis. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Annapolis is 52 inches.
What should I see in Annapolis?
Travelers appreciate Annapolis for its college atmosphere and shops. Family-friendly attractions include Annapolis Maritime Museum and Maryland Renaissance Festival, whereas Maryland Quiet Waters Park and Bay Ridge Beach are a couple of great spots to enjoy the outdoors. Other places in town to visit include Maryland State House and William Paca House.
What's the best way to get to and around Annapolis?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Fort Meade, MD (FME-Tipton), which is located 16.2 mi (26.1 km) from the city center. Otherwise, you can search for flights to Baltimore Washington Intl. Airport (BWI), which is 16.8 mi (27 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.