Holiday Rentals in Annapolis
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Holiday Rentals for every style
Find the right holiday rental for you in Annapolis
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, 303 reviewsFromUS$1651 night, 2 adults
- Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 16 reviewsFromUS$1151 night, 2 adults
- Scored out of 10, guest rating 9.3Superb - What previous guests thought, 15 reviews
- Scored out of 10, guest rating 9.6Exceptional - What previous guests thought, 9 reviews
- Scored out of 10, guest rating 9.8Exceptional - What previous guests thought, 6 reviews
- Scored out of 10, guest rating 9.4Superb - 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, 14 reviews
- Scored out of 10, guest rating 7.6Good - What previous guests thought, 5 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, 122 reviews
- Scored out of 10, guest rating 9.2Superb - What previous guests thought, 15 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
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
Popular with guests booking holiday rentals in Annapolis
These holiday rentals in Annapolis and nearby have options with free cancellation
Entire Private 2 bedrooms house, nice neighborhood
Boasting a hot tub, Entire Private 2 bedrooms house, nice neighborhood is located in Arnold.
Downtown Annapolis
Boasting air-conditioned accommodation with a patio, Downtown Annapolis is set in Annapolis.
Cozy 2br home w/ parking in downtown Annapolis
Set 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.
The Little House
Boasting air-conditioned accommodation with a patio, The Little House is set in Annapolis.
Anchors Aweigh
Featuring air-conditioned accommodation with a patio, Anchors Aweigh is set in Annapolis.
Seas The Bay
Boasting air-conditioned accommodation with a patio, Seas The Bay is situated in Annapolis.
The Master Shipwright
Boasting 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
Boasting air-conditioned accommodation with a patio, Harrison Hall is set in Annapolis.
Highly rated holiday rentals in Annapolis and nearby
Searenity Stays
Set 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
Base Camp on the Lake
Located 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
Located 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
Boasting air-conditioned accommodation with a balcony, The Ship's Bridge is situated in Annapolis. This beachfront property offers access to a terrace.
Bella Chateau
Boasting air-conditioned accommodation with a patio, Bella Chateau is situated in Annapolis.
The Salty Crab
Situated in Annapolis, less than 1 km from Bay Ridge Beach and 7.1 km from Annapolis Harbor, The Salty Crab offers air conditioning. This beachfront property offers access to a patio.
Thomas Point Tranquility
Boasting air-conditioned accommodation with a private pool, Thomas Point Tranquility is set in Annapolis. This holiday home offers accommodation with a patio.
Coastal Edgewater Home with Private Hot Tub!
Located in Annapolis, 20 km from Annapolis Harbor and 36 km from Addison Road-Seat Pleasant, Coastal Edgewater Home with Private Hot Tub! offers air conditioning.
