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Compare 18 Cottages in Annapolis with updated reviews, rates, and availability.

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1730)
"Friendly and helpful staff and lovely rooms including foyer and meeting rooms. Individual room could have used a bath mat for floor and grab bars and mat in shower for safety sake. Would definitely stay there again."
The price is AED 474
AED 662 total
includes taxes & fees
31 Mar - 1 Apr
Historic Inns of Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1007)
"Hotel have close the hot tub and pool did not run the water. Very upset that the hotel Employee in the front desk mention the pool hours but did not mentioned that the jacuzzi was close and pool did not run the water."
The price is AED 404
AED 461 total
includes taxes & fees
1 Apr - 2 Apr
Crowne Plaza Annapolis by IHG

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1011)
"The bedcwas so comfortable, so were the pillows. The breakfast included was great. First time we have had a cheese omelet. It was so much better than the normal scrambled eggs you get at other hotels. We only stayed one night but we would definitely stay there again. "
The price is AED 325
AED 370 total
includes taxes & fees
30 Mar - 31 Mar
Country Inn & Suites by Radisson, Annapolis, MD

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1003)
"I loved it "
The price is AED 474
AED 540 total
includes taxes & fees
25 Mar - 26 Mar
The Westin Annapolis

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1004)
"Second time staying here. In 2024 parking sucked and I forgot on the second booking. Far walk so I had to valet in 2024 "
The price is AED 309
AED 352 total
includes taxes & fees
7 Apr - 8 Apr
Hilton Garden Inn Annapolis Downtown

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (986)
"Nice & Clean"
The price is AED 342
AED 389 total
includes taxes & fees
30 Mar - 31 Mar
Courtyard by Marriott Annapolis

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (807)
"Good "
The price is AED 702
AED 801 total
includes taxes & fees
20 Apr - 21 Apr
Annapolis Waterfront Hotel, Autograph Collection

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1004)
"It was fine. Very tasteful and calming decor. Especially lighting. But like many hotels, outrageously loud AC/heat system. "
The price is AED 373
AED 425 total
includes taxes & fees
22 Apr - 23 Apr
SpringHill Suites by Marriott Annapolis

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1005)
"Nice hotel, easy walk to harbour and navy academy. Our room was large and nicely decorated, with a comfortable bed. "
The price is AED 559
AED 637 total
includes taxes & fees
20 Apr - 21 Apr
Graduate by Hilton Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.2 out of 10, Wonderful, (83)
"Very easy to access and close to many attractions"
The price is AED 511
AED 582 total
includes taxes & fees
25 Mar - 26 Mar
Fairfield Inn & Suites By Marriott Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1006)
"nice hotel, friendly staff "
The price is AED 343
AED 391 total
includes taxes & fees
31 Mar - 1 Apr
DoubleTree by Hilton Hotel Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very Good, (1003)
"Lack of staff"
The price is AED 291
AED 332 total
includes taxes & fees
30 Mar - 31 Mar
Hampton Inn & Suites Annapolis

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very Good, (1001)
"Breakfast "
The price is AED 342
AED 389 total
includes taxes & fees
30 Mar - 31 Mar
Holiday Inn Express & Suites Annapolis by IHG

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1005)
" Very clean rooms and property "
The price is AED 291
AED 332 total
includes taxes & fees
27 Mar - 28 Mar
Best Western Annapolis

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very Good, (1000)
"Accomodations were great, staff was nice enough to check me in early than advertised after a long road trip. Staff was excellent to deal with."
The price is AED 340
AED 388 total
includes taxes & fees
30 Mar - 31 Mar
Hilton Garden Inn Annapolis

Residence Inn By Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (20)
"Everything "
The price is AED 591
AED 674 total
includes taxes & fees
17 Apr - 18 Apr
Residence Inn By Marriott Annapolis

Candlewood Suites Annapolis by IHG

2.5 star property
6.0 out of 10, (830)
"Clean hotel, polite staff. The shower took quite a while to warm up, but no other complaints. It was a nice quiet stay. "
The price is AED 311
AED 354 total
includes taxes & fees
27 Mar - 28 Mar
Candlewood Suites Annapolis by IHG

134 Prince - Luxury Boutique Hotel

2.5 star property
9.6 out of 10, Exceptional, (20)
"Great boutique hotel for an overnight. Terrific location and accommodating staff. Couldn't have been a better stay. "
The price is AED 1,306
AED 1,489 total
includes taxes & fees
25 Mar - 26 Mar
134 Prince - Luxury Boutique Hotel

Red Roof Inn Annapolis

2.0 star property
7.2 out of 10, Good, (319)
"The property is right off one of the main roads and is a great place for a convenient rest stop. "
The price is AED 294
AED 335 total
includes taxes & fees
25 Mar - 26 Mar
Red Roof Inn Annapolis

Village Inn

2.0 star property
6.2 out of 10, (473)
"The road leading to the hotel was trashy and homely."
The price is AED 305
AED 348 total
includes taxes & fees
25 Mar - 26 Mar
Village Inn
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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Other property types in Annapolis

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (209)
"Perfect Location - Easy Process - Comfortable Home!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Historic Annapolis Home 1.5 blocks from center of town.

10.0 out of 10, Exceptional, (34)
"Great wx and weekend visit to the Naval Academy. Walking distance to everything and neighborhood was a nice getaway from main street "
Historic Annapolis Home 1.5 blocks from center of town.

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

2.5 star property
10.0 out of 10, Exceptional, (15)
"First time in Annapolis to watch East Carolina win the Military Bowl and tour the Naval Academy.Great location, cute, clean, and comfortable place in a fun town with lots of great restaurants and bars."
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
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.

Frequently asked questions

How much do cottages in Annapolis cost?
Cottages in Annapolis range between AED 1,469 and AED 1,469 per night. These properties offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Annapolis?
You can choose from 18 cottages in Annapolis. No matter if you’re vacationing with the family or planning a weekend retreat with your buddies, Expedia can help you find the right place to reacquaint yourself with nature.
Why book your cottage in Annapolis with Expedia?
Expedia has some terrific cottages in Annapolis, so get ready for an unforgettable vacation on nature’s doorstep. If you have a budget, click on how much you’d like to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with free WiFi or a pool. We’ll help you find the perfect fit whatever your trip looks like.
How can I find cheap cottages in Annapolis?
Expedia is here to help you track down cheap cottages in Annapolis. To find the perfect stay in a few quick clicks, try out the filter tool to refine your search by amenities, budget and star rating.