Annapolis Holiday Rentals
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Our top choices for Annapolis holiday rentals
The price is HK$1,459
HK$4,426 total
includes taxes & fees
27 Jul - 28 Jul
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNAHistoric District
10.0 out of 10, Exceptional, (4 reviews)
"Very nice, comfortable, convenient property. Host was very communicative. "
Brian L.
The price is HK$2,204
HK$4,882 total
includes taxes & fees
28 Jul - 29 Jul
18th Cent. Charm in Historic Downtown Annapolis
18th Cent. Charm in Historic Downtown AnnapolisHistoric 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!"
Maureens B.
The price is HK$1,687
HK$3,157 total
includes taxes & fees
27 Jul - 28 Jul
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Annapolis Gem- Tranquil 4 BR Murray Hill VictorianHistoric District
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive to questions and very easy to communicate with. The house was amazing and so close to downtown. Would definitely stay again!"
Colleen W.
The price is HK$2,055
HK$5,651 total
includes taxes & fees
27 Jul - 28 Jul
Sailboat Experience in Annapolis
Sailboat Experience in AnnapolisParole
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,688
HK$2,140 total
includes taxes & fees
27 Jul - 28 Jul
Luxe Row Home Steps to USNA Gate 3!
Luxe Row Home Steps to USNA Gate 3!Historic District
10.0 out of 10, Exceptional, (7 reviews)
"Very recent remodel, and all top notch. You can tell the owners put their heart and soul into this property. All the rooms have been very nicely done. Bathrooms were beautifully done. Beds were comfortable. The area is very peaceful and quiet. We really enjoyed the back yard space also. Sat at patio table and used grill. Large TV’s everywhere! We were able to sit at patio table, grill some burgers and watch Final Four games from TV in kitchen area. If you have a Midshipman, this property is...
Brian S.
The price is HK$1,694
HK$10,076 total
includes taxes & fees
3 Aug - 4 Aug
Chapel Gate 3BR Steps to City Dock & Naval Academy
Chapel Gate 3BR Steps to City Dock & Naval AcademyHistoric District
The price is HK$1,694
HK$4,196 total
includes taxes & fees
27 Jul - 28 Jul
Cute bungalow blocks to Stadium
Cute bungalow blocks to StadiumAdmiral Heights
9.8 out of 10, Exceptional, (10 reviews)
"Great property. Third time staying at property while visiting Annapolis. "
Holly W.
The price is HK$1,623
HK$4,156 total
includes taxes & fees
27 Jul - 28 Jul
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
Country Inn & Suites by Radisson, Annapolis, MD
8/10 Good
Find out more about Annapolis
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