Holiday Homes in Annapolis
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Our top choices for Annapolis holiday homes
Neptune by the Water - Pet Friendly Fenced Yard
Neptune by the Water - Pet Friendly Fenced YardCape Saint Claire
9.8 out of 10, Exceptional, (11 reviews)
"Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! "
Lisa S.
The price is €495
includes taxes & fees
15 Jan - 16 Jan
Annapolis Retreat - 7 mins from downtown Annapolis!
Annapolis Retreat - 7 mins from downtown Annapolis!Hillsmere
10.0 out of 10, Exceptional, (5 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
Paul C.
The price is €468
includes taxes & fees
15 Jan - 16 Jan
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and DowntownHomewood
9.8 out of 10, Exceptional, (8 reviews)
"Our family gathered for a special celebration and loved the home! It was roomy and had everything we needed for our stay. The location was perfect for getting around."
Jeanie W.
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Bay Ridge unit by Downtown Annapolis and Quiet Waters ParkAnnapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
William
The price is €427
includes taxes & fees
15 Jan - 16 Jan
Charming Pet-Friendly Stay - Near Bay & Beaches.
Charming Pet-Friendly Stay - Near Bay & Beaches.Annapolis
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and very convenient location for our trip. "
Greg S.
Cozy 2br home w/ parking in downtown Annapolis
Cozy 2br home w/ parking in downtown AnnapolisHistoric District
10.0 out of 10, Exceptional, (73 reviews)
"Great location!"
Burton S.
The price is €290
includes taxes & fees
20 Jan - 21 Jan
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community BeachArundel on the Bay
9.8 out of 10, Exceptional, (11 reviews)
"Great communication with the host, easy check in.. nice property. "
Henry P.
The price is €483
includes taxes & fees
20 Jan - 21 Jan
Fisher House: Steps From USNA + Covered Parking!
Fisher House: Steps From USNA + Covered Parking!Historic District
10.0 out of 10, Exceptional, (14 reviews)
"Great house and location. Great communication. We had a great time there!"
Barbara S.
The price is €791
includes taxes & fees
27 Jan - 28 Jan
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.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Annapolis Hotel Reviews
Candlewood Suites Annapolis by IHG
10/10 Excellent
Find out more about Annapolis
Annapolis Holiday Homes information
Number of reviews | 286 |
|---|---|
Accommodation | 294 Holiday Homes |
Lowest Price | €230 |
Highest Price | €1,119 |