Here are Annapolis listings for rentals and roommates -- find yourself a whole new living arrangement by choosing from apartments, homes for rent, and other rooms for rent.

Also, if you're only passing through Annapolis for a brief period of time, find short term rentals or vacation rentals.

245 King George St
	245 King George St Annapolis, MD $6,500 Vacation Rentals, Unknown  NEW! Recently renovated 5 bedroom, 3.5 bathroom stately home located in the heart of historic downtown Annapolis. Only one block from USNA and one block from St. John's College. Just around the corner......

1257 Pine Hill Dr
	1257 Pine Hill Dr Annapolis, MD $3,395 Vacation Rentals, Unknown Renovated, single level three bedroom two full bathroom single-level Rancher home with a carport and large fully fenced back yard and deck in the water-privileged Cape St Claire Community of......

216 Parker Ave
	216 Parker Ave Annapolis, MD $3,495 Vacation Rentals, Unknown Fantastic four-bedroom, three-bathroom single-family home with a fully fenced-in backyard in the Parole Heights community of Annapolis. Large, open-plan living area, dining, and a beautiful kitchen......

1252 Pram Pl
	1252 Pram Pl Annapolis, MD $4,600 Vacation Rentals, Unknown Pictures coming soon . Newly upgraded 4br 2.5 bath home in desirable Annapolis Cove. White oak hardwood floors throughout. A large fenced-in backyard, perfect for entertaining. Water privileges......

209 Claude St
	209 Claude St Annapolis, MD $4,500 Vacation Rentals, Unknown Immaculate, newly-renovated, three-bedroom, two full bathroom single family corner house in West Annapolis. Great full-size front porch as you walk up the home. Spacious living room, dining area,......

1 N Cherry Grove Ave
	1 N Cherry Grove Ave Annapolis, MD $2,475 Vacation Rentals, Unknown One of a kind historic 2 bedroom rental in Annapolis with garage. Updated modern recessed led lighting and ceiling fans (e.g. Haiku.) High ceilings. Wood floors. New heat pump for AC and heat.......

324 Windell Ave
	324 Windell Ave Annapolis, MD $3,795 Vacation Rentals, Unknown Immaculate three-level, four-bedroom, three-and-a-half bathroom single-family home with one car garage in the Homewood community of Annapolis. Open-plan first-floor living and dining space with......

1018 Wells Ave
	1018 Wells Ave Annapolis, MD $2,995 Vacation Rentals, Unknown Spacious, three-bedroom, 2.5-bathroom, 3-level single-family home with a fully fenced back yard and off-street parking in the heart of Eastport, Annapolis. Open living area with a modern kitchen,......

106 Lancaster Ct
	106 Lancaster Ct Annapolis, MD $2,350 Vacation Rentals, Unknown VERY PRIVATE AND PEACEFUL ,A NEWLY RENOVATED ,SUNNY TWO BED ROOM ,ONE BATH ,WALKOUT BASEMENT APARTMENT, ALL NEW VERY THING APPLIANCES CABINETS GRANITE COUNTER TOPS .LOCATED IN A QUIET NEIGHBORHOOD......

Locust Ave
	Locust Ave Annapolis, MD $2,100 Vacation Rentals, Unknown In the popular neighborhood of Homewood. Currently occupied this month so... Property viewing by arrangement with the landlord after a rental application. PLEASE READ ALL DETAILS. THANK YOU. Full......

Lancaster Ct
	Lancaster Ct Annapolis, MD $2,350 Vacation Rentals, Unknown VERY PRIVATE AND PEACEFUL ,A NEWLY RENOVATED ,SUNNY TWO BED ROOM ,ONE BATH ,WALKOUT BASEMENT APARTMENT, ALL NEW VERY THING APPLIANCES CABINETS GRANITE COUNTER TOPS .LOCATED IN A QUIET NEIGHBORHOOD......

14 Silopanna Rd
	14 Silopanna Rd Annapolis, MD $2,495 Vacation Rentals, Unknown Great 4 bedroom, 1 bath cape cod with hardwood floors and central AC. Completely remodeled kitchen, open plan living area and large fully fenced back yard with storage shed. Superb location, close......

145 King George St
	145 King George St Annapolis, MD $2,700 Vacation Rentals, Unknown This 3-bedroom, 1.5-bath townhome is conveniently located near USNA Gate 1, St. John's College, and the State Capitol Building. It offers complete walkability to all of downtown Annapolis's......

2189 Glenfield Rd
	2189 Glenfield Rd Annapolis, MD $3,100 Vacation Rentals, Unknown Spacious 4 bedroom 3 full bath rancher style home with full basement, patio area and upper decks with woodland views in the Rolling Knolls community of Annapolis. Hardwood floors, large family room......

93 Great Lake Dr
	93 Great Lake Dr Annapolis, MD $3,000 Vacation Rentals, Unknown Ranch style home situated minutes from the water! Kitchen with granite counter, stainless appliances and ceramic tile floor! Hardwood floors throughout upper level. Master bedroom with attached......

108 Marquise Ln
	108 Marquise Ln Annapolis, MD $6,500 Vacation Rentals, Unknown Available 6/1/24 - Fully Furnished Short term/Long term Rental! This 3 bedroom/3.5 bathroom home features: open concept living, a chef's kitchen, Full downstairs with an extra an queen bed,......

2720 Gingerview Ln
	2720 Gingerview Ln Annapolis, MD $3,500 Vacation Rentals, Unknown Large 2 bedroom, 4 full bathroom, 3 story townhome in Riva Trace. Townhome has 2 balconies perfect for relaxing and looking out at the South River during the summer months. Each bedroom has its own......

1114 Smithville St
	1114 Smithville St Annapolis, MD $2,195 Vacation Rentals, Unknown AVAILABLE April 19th - Updated 2 BR 1.5 bath home. Off Street parking, fence rear area for privacy. Do9considered with reference and pet fee. MIN CREDIT SCORE OF 625 AND GROSS HOUSEHOLD INCOME OF......

711 Shelton Ave
	711 Shelton Ave Annapolis, MD $4,095 Vacation Rentals, Unknown Uptown living with 4 spacious floors of living space. New in 2015, this open concept 4 Bedroom/4.5 Bath Extra Wide End Unit Townhome features hardwood floors throughout the Main Level, a cozy gas......

3730 Thomas Point Rd
	3730 Thomas Point Rd Annapolis, MD $4,800 Vacation Rentals, Unknown Waterfront home in Oakwood Community w/ unsurpassed views of S. River and Bay. New gourmet kitchen w/ island. Main level MBR bath. Spacious open living area, F/R with wood-burning F/P. Hard wood FL......

Beach Dr
	Beach Dr Annapolis, MD $1,500 Vacation Rentals, Unknown lower apartment unit (B) for lease in the Hillsmere Community. Monthly rent $1500.00 + $75-electric assessment. Cable and all other utilities included. Available beach pass. Two + miles to downtown......

233 Old Mill Bottom Rd S
	233 Old Mill Bottom Rd S Annapolis, MD $3,500 Vacation Rentals, Unknown Fantastic opportunity to rent a renovated 1931 home located in Annapolis - tucked away in the woods providing 100% privacy. The open-concept kitchen has plenty of natural light with SS GE......

1194 Ramblewood Dr
	1194 Ramblewood Dr Annapolis, MD $3,495 Vacation Rentals, Unknown Updated 4 Bedroom + office, 3 bathroom split foyer single-family home in the water privileged community of Cape St Claire. Updated kitchen with granite countertops breakfast island and open plan......

Harness Creek Rd
	Harness Creek Rd Annapolis, MD $500 Vacation Rentals, Unknown This apartment is located on the first floor with a balcony and terrace in a new building. It is simple, cosy, modern, and bright. Entering the house you can find an open kitchen with all......

979 Dogwood Tree Dr
	979 Dogwood Tree Dr Annapolis, MD $4,000 Vacation Rentals, Unknown Welcome home to this charming 4 bedroom, 2 bathroom single family property in Annapolis! Built in 1972, this cozy home features hardwood floors, a fireplace, and modern amenities including a......

978 Dogwood Tree Dr
	978 Dogwood Tree Dr Annapolis, MD $2,400 Vacation Rentals, Unknown This rancher is located in a spirited waterfront community, Cape St Claire, that includes beaches, playgrounds and schools.The one-floor home features all appliances, generous attic storage and two......

624 Tayman Dr
	624 Tayman Dr Annapolis, MD $5,250 Vacation Rentals, Unknown Welcome HOME IN SOUGHT-AFTER HILLSMERE! Get ready to fall in love with this 4 bedroom, 3 full bath Annapolis home, just 1 block from the community beach. Enjoy a cup of coffee on your welcoming......

1247 Ramblewood Dr
	1247 Ramblewood Dr Annapolis, MD $3,500 Vacation Rentals, Unknown Discover the perfect blend of modern comfort and outdoor adventure in this beautifully renovated Cape St. Claire gem, a stone's throw from Broadneck High School. Introducing a recently updated......

61 Shaw St
	61 Shaw St Annapolis, MD $2,650 Vacation Rentals, Unknown Annapolis townhome Freshly painted, new appliances . 3 bedroom 2.5 bath Available March 15, 2024...

1158 Green Holly Dr
	1158 Green Holly Dr Annapolis, MD $2,500 Vacation Rentals, Unknown Single family home located in the family friendly neighborhood of Cape St. Claire. Nestled in a quiet cul-de-sac, there is little to no traffic and very quiet. With 2 bedrooms, 1 bathroom and an......

501 Harbor Dr
	501 Harbor Dr Annapolis, MD $3,950 Vacation Rentals, Unknown Fantastic four-bedroom, three-bathroom cape cod style single-family home with a private driveway and oversized garage in the water-privileged Hillsmere community of Annapolis. Spacious living room......

403 Merryman Rd
	403 Merryman Rd Annapolis, MD $4,500 Vacation Rentals, Unknown Large Colonial located in the sought-after community of Heritage right here in Annapolis! Prime location backing to woods situated next to community open space with pool/clubhouse beyond! Renovated......

1193 Bayview Vis
	1193 Bayview Vis Annapolis, MD $3,000 Vacation Rentals, Unknown Welcome to Bayview Vista, located in the coveted Cape St. Claire community. This 4 bedroom, 2.5 bath home is painted a neutral grey tone and the carpeting is almost brand new. The main level is an......

501 Knollwood Dr
	501 Knollwood Dr Annapolis, MD $1,300 Vacation Rentals, Unknown Newly renovated 1 bedroom, 1 bath lower level with seperate entrance single family house in Rolling Knolls....

1217 Tyler Ave
	1217 Tyler Ave Annapolis, MD $2,400 Vacation Rentals, Unknown This home is located in the middle of Annapolis City. This charming 3 BR, 1.5 BA home has all new flooring and carpeting, freshly painted, and the bathroom(s) recently renovated. The kitchen is......

Friar Trl
	Friar Trl Annapolis, MD $2,800 Vacation Rentals, Unknown Charming furnished cape cod cottage available for summer months or longer. Located in lovely gated waterfront community of Epping Forest on the Severn River. Private beach, clubhouse, tennis courts......

1406 Regent St
	1406 Regent St Annapolis, MD $3,295 Vacation Rentals, Unknown Fantastic three-bed, 2.5-bath single-family home with an attached one-car garage and fully fenced backyard in the Knightsbridge community of Annapolis. The main living area has a spacious living......

216 Cape Saint John Rd
	216 Cape Saint John Rd Annapolis, MD $5,000 Vacation Rentals, Unknown Absolutely beautiful custom-built home located in Cape Saint John. The home features nearly 3300 sq/ft of living. 3 bedrooms, 3 full bathrooms, situated in the back of the neighborhood with views......

1942 Fairfax Rd
	1942 Fairfax Rd Annapolis, MD $3,395 Vacation Rentals, Unknown Modern three-bedroom, two-bathroom single-family home in Annapolis with a large, fully fenced backyard. The main living area has a beautiful kitchen with granite counters, stainless steel......

731 Rosedale St
	731 Rosedale St Annapolis, MD $2,695 Vacation Rentals, Unknown Great 3 bedroom, 2.5 bath single-family home in Cedar Park community, close to the Navy Stadium and downtown Annapolis. Features spacious living and dining areas, a large back yard and deck, eat-in......