Holiday Rentals in Annapolis
Find the holiday rentals that appeal to you the most
The best holiday rentals in Annapolis
Check out our pick of great holiday rentals in Annapolis
- Scored out of 10, guest rating 8.2Very good - What previous guests thought, 302 reviewsFromUS$1541 night, 2 adults
- Scored out of 10, guest rating 8.9Fabulous - What previous guests thought, 16 reviewsFromUS$1151 night, 2 adults
- Scored out of 10, guest rating 8.5Very good - What previous guests thought, 17 reviewsFromUS$3221 night, 2 adults
- Scored out of 10, guest rating 9.6Exceptional - What previous guests thought, 9 reviews
- Scored out of 10, guest rating 9.4Superb - What previous guests thought, 11 reviews
- Scored out of 10, guest rating 9.8Exceptional - What previous guests thought, 7 reviews
- Scored out of 10, guest rating 9.4Superb - What previous guests thought, 7 reviews
- Scored out of 10, guest rating 8.9Fabulous - What previous guests thought, 14 reviews
- Scored out of 10, guest rating 8.9Fabulous - What previous guests thought, 9 reviews
- Scored out of 10, guest rating 8.6Fabulous - What previous guests thought, 7 reviews
- Scored out of 10, guest rating 8.5Very good - What previous guests thought, 6 reviews
- Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 16 reviews
- Scored out of 10, guest rating 9.6Exceptional - What previous guests thought, 12 reviews
- Scored out of 10, guest rating 9.6Exceptional - What previous guests thought, 7 reviews
- Scored out of 10, guest rating 8.7Fabulous - What previous guests thought, 7 reviews
- Scored out of 10, guest rating 9.2Superb - What previous guests thought, 120 reviews
- Scored out of 10, guest rating 9.1Superb - What previous guests thought, 14 reviews
- Scored out of 10, guest rating 9.6Exceptional - What previous guests thought, 7 reviews
- Scored out of 10, guest rating 9.4Superb - What previous guests thought, 5 reviews
Most booked holiday rentals in Annapolis and surroundings in the past month
Popular with guests booking holiday rentals in Annapolis
Scored out of 10, guest rating 7.5Good - What previous guests thought, 2 reviewsPopular with guests booking holiday rentals in Annapolis
Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 16 reviewsPopular with guests booking holiday rentals in Annapolis
Scored out of 10, guest rating 9.0Superb - What previous guests thought, 1 reviewPopular with guests booking holiday rentals in Annapolis
Scored out of 10, guest rating 9.8Exceptional - What previous guests thought, 4 reviewsPopular with guests booking holiday rentals in Annapolis
Scored out of 10, guest rating 8.5Very good - What previous guests thought, 2 reviewsPopular with guests booking holiday rentals in Annapolis
Scored out of 10, guest rating 9.4Superb - What previous guests thought, 11 reviewsPopular with guests booking holiday rentals in Annapolis
Scored out of 10, guest rating 8.5Very good - What previous guests thought, 6 reviewsPopular with guests booking holiday rentals in Annapolis
Scored out of 10, guest rating 8.0Very good - What previous guests thought, 3 reviewsPopular with guests booking holiday rentals in Annapolis
Scored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewPopular with guests booking holiday rentals in Annapolis
Scored out of 10, guest rating 8.2Very good - What previous guests thought, 302 reviews
These holiday rentals in Annapolis and nearby have options with free cancellation
Entire Private 2 bedrooms house, nice neighborhood
ArnoldFree cancellation options availableScored out of 10, guest rating 8.9Fabulous - What previous guests thought, 16 reviewsBoasting a hot tub, Entire Private 2 bedrooms house, nice neighborhood is located in Arnold.
From US$332.31 per nightDowntown Annapolis
AnnapolisFree cancellation options availableBoasting air-conditioned accommodation with a patio, Downtown Annapolis is set in Annapolis.
Cozy 2br home w/ parking in downtown Annapolis
AnnapolisFree cancellation options availableScored out of 10, guest rating 7.0Good - What previous guests thought, 4 reviewsSet in Annapolis, 2.2 km from Annapolis Harbor and 48 km from Sports Legends Museum At Camden Yards, Cozy 2br home w/ parking in downtown Annapolis offers a garden and air conditioning.
Spectacular Location Two Bedroom State Circle Apartment
AnnapolisFree cancellation options availableScored out of 10, guest rating 8.8Fabulous - What previous guests thought, 16 reviewsLocated in Annapolis, 2.4 km from Annapolis Harbor and 48 km from Sports Legends Museum At Camden Yards, Spectacular Location Two Bedroom State Circle Apartment offers a garden and air conditioning.
The Little House
AnnapolisFree cancellation options availableScored out of 10, guest rating 4.0Disappointing - What previous guests thought, 1 reviewBoasting air-conditioned accommodation with a patio, The Little House is set in Annapolis.
St Johns Adjacent
AnnapolisFree cancellation options availableBoasting air-conditioned accommodation with a patio, St Johns Adjacent is situated in Annapolis.
Anchors Aweigh
AnnapolisFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewFeaturing air-conditioned accommodation with a patio, Anchors Aweigh is set in Annapolis.
Seas The Bay
AnnapolisFree cancellation options availableScored out of 10, guest rating 8.0Very good - What previous guests thought, 1 reviewBoasting air-conditioned accommodation with a patio, Seas The Bay is situated in Annapolis.
Highly rated holiday rentals in Annapolis and nearby
Chase Creek Retreat
Annapolis8.0+ review scoreScored out of 10, guest rating 8.5Very good - What previous guests thought, 6 reviewsSituated in Annapolis, 13 km from Annapolis Harbor and 38 km from Sports Legends Museum At Camden Yards, Chase Creek Retreat features a restaurant.
Searenity Stays
Edgewater8.0+ review scoreScored out of 10, guest rating 9.6Exceptional - What previous guests thought, 12 reviewsSet in Edgewater in the Maryland region and Triton Beach reachable within 700 metres, Searenity Stays offers accommodation with free WiFi, a children's playground, a private beach area and free...
Enjoy breakfast in Annapolis and nearby
The Master Shipwright
AnnapolisBreakfast optionsBoasting air-conditioned accommodation with a balcony, The Master Shipwright is situated in Annapolis. Guests staying at this holiday home have access to a patio.
Harrison Hall
AnnapolisBreakfast optionsScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewBoasting air-conditioned accommodation with a patio, Harrison Hall is set in Annapolis.
Ensign's Ridge
AnnapolisBreakfast optionsBoasting air-conditioned accommodation with a patio, Ensign's Ridge is situated in Annapolis.
Base Camp on the Lake
AnnapolisBreakfast optionsLocated in Annapolis, 1.6 km from Bay Ridge Beach and 7.2 km from Annapolis Harbor, Base Camp on the Lake offers air conditioning. A hot tub is available for guests.
Annapolis Bay Ridge Retreat
AnnapolisBreakfast optionsLocated in Annapolis, 1.6 km from Bay Ridge Beach and 7.2 km from Annapolis Harbor, Annapolis Bay Ridge Retreat offers air conditioning.
The Ship's Bridge
AnnapolisBreakfast optionsScored out of 10, guest rating 9.0Superb - What previous guests thought, 1 reviewBoasting air-conditioned accommodation with a balcony, The Ship's Bridge is situated in Annapolis. This beachfront property offers access to a terrace.
The Compass Rose by Leavetown Vacations
AnnapolisBreakfast optionsScored out of 10, guest rating 8.5Very good - What previous guests thought, 2 reviewsFeaturing air-conditioned accommodation with a balcony, The Compass Rose by Leavetown Vacations is situated in Annapolis. This property offers access to a terrace and free private parking.
Bella Chateau
AnnapolisBreakfast optionsScored out of 10, guest rating 9.0Superb - What previous guests thought, 1 reviewBoasting air-conditioned accommodation with a patio, Bella Chateau is situated in Annapolis.
