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Browse Select Annapolis Cottages

Firefly Cottage at the Cape, community beach, stand alone house, hot tub, pets.
Property grounds
Firefly Cottage at the Cape, community beach, stand alone house, hot tub, pets.
10.0 out of 10, Exceptional, (63)
"Firefly cottage is a beautiful little place, super clean and with every possible convenience - well stocked, with lots of special touches. Terrific hosts and a lovely cottage - we thoroughly enjoyed it! Thank you…. Sheilah"
Firefly Cottage at the Cape, community beach, stand alone house, hot tub, pets.
Waterfront home with beach mins to downtown boat or car Dog-Friendly
Property grounds
Waterfront home with beach mins to downtown boat or car Dog-Friendly
9.8 out of 10, Exceptional, (20)
"The home was beautiful, the setting was stunning, and the check-in and check-out process was a breeze! Our group of 6 cousins had a fantastic time together enjoying the beautiful views and all that Annapolis has to offer. We are already planning a return trip next year!"
Waterfront home with beach mins to downtown boat or car Dog-Friendly
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Property grounds
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
9.8 out of 10, Exceptional, (18)
"Thoroughly enjoyed staying at this cozy cottage It was very clean, had lots of towels, comfortable beds with soft fluffy bedspreads. We also enjoyed sitting outside on the screened in porch when we weren't in the hot tub. The fact that it was in a gated community with lots of gorgeous flowers and trees it felt very private."
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Fridge, microwave, oven, stovetop
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
10.0 out of 10, Exceptional, (21)
"Exactly as advertised Great location Recommend coded integrated keyless entry be installed - eliminate bulky current lock box entry process Excellent property - would stay again"
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Amazing views, short walks to great dining!
Smart TV, Netflix, DVD player, streaming services
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, (66)
"Jim was amazing and answered our questions, etc. almost immediately. He was wonderful and very accommodating. Cozy cottage, loved it."
Amazing views, short walks to great dining!
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Interior
Waterfront Annapolis Home: Fire Pit & Fishing Pier
3.5 star property
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Eastport Cozy Charmer
Fridge, microwave, oven, stovetop
Eastport Cozy Charmer
9.4 out of 10, Exceptional, (3)
"We really enjoyed our stay. We felt very comfortable there, and it worked well for us. Especially liked that there was space to park the boat on the street next to the house."
Eastport Cozy Charmer
Cozy Maryland Retreat Near Sandy Pointe State Park
Interior
Cozy Maryland Retreat Near Sandy Pointe State Park
3.0 star property
Cozy Maryland Retreat Near Sandy Pointe State Park
Cozy Nautical Cottage in Annapolis w/ Beautiful Outdoor Space
Microwave, stovetop, dishwasher
Cozy Nautical Cottage in Annapolis w/ Beautiful Outdoor Space
Cozy Nautical Cottage in Annapolis w/ Beautiful Outdoor Space
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
Interior
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
3.0 star property
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1/2 bathrooms.
Private kitchen
Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1/2 bathrooms.
Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1/2 bathrooms.
Secluded Cozy Cottage in Historic Downtown
Terrace/patio
Secluded Cozy Cottage in Historic Downtown
The price is CA $548
CA $871 total
includes taxes & fees
Jul 23 - Jul 24
Secluded Cozy Cottage in Historic Downtown
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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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Annapolis Cottages information

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Recent Reviews in Annapolis
Expedia verified reviews

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

5/5 Excellent
"You can’t beat the price for the place here ! Very happy with the staff, breakfast, and beautiful rooms. Very roomy. Will come again :)"
A verified traveller stayed at SpringHill Suites by Marriott Annapolis
Posted 11 hours ago
SpringHill Suites by Marriott Annapolis