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.

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......

17533 Dunton Rd

17533 Dunton Rd

Annapolis, MD
$1,750
Vacation Rentals, Unknown
This gorgeous one bedroom, one bathroom apartment on the outskirts of Annapolis must be seen to be believed. Monthly rental rate includes all utilities, cable TV and high speed internet access.......

55 Pinkney St

55 Pinkney St

Annapolis, MD
$1,800
Vacation Rentals, Unknown
Charming little home located in Downtown Annapolis. This two bedroom home is perfect for small families or couples! - stackable washer/dryer - fully loaded kitchen including fridge, stove/oven,......

1294 Virginia St

1294 Virginia St

Annapolis, MD
$4,600
Vacation Rentals, Unknown
Absolutely BEAUTIFUL, custom Traynor built, craftsman home! Open concept with tall ceilings and loads of character. The home features 5 bedrooms, 3 full baths, a finished basement, granite counter......

689 Genessee St

689 Genessee St

Annapolis, MD
$3,300
Vacation Rentals, Unknown
Great home in a family-friendly neighborhood zoned to the best elementary school around, West Annapolis Elementary! 3 bedrooms upstairs, 4 bathrooms and a fully finished basement with a......

815 Cedar Park Rd

815 Cedar Park Rd

Annapolis, MD
$2,500
Vacation Rentals, Unknown
3 BR/ 2 BA Dutch Colonial - Location. Location, Location. Germantown-Homewood neighborhood in the City of Annapolis. Easy walking distance to the Naval Academy and Historic Downtown/City Dock.......

7 Steele Ave

7 Steele Ave

Annapolis, MD
$3,500
Vacation Rentals, Unknown
Tenant Occupied 24 hour Notice of ALL showings Prime Rental in Excellent Murray Hill Location. This 3 Bedroom Cape Cod features an updated kitchen with Stainless Steel Appliances, updated main......

2615 Compass Dr

2615 Compass Dr

Annapolis, MD
$2,395
Vacation Rentals, Unknown
Great two-bedroom, 2 bathroom home with an attached garage in the 55+ community of Heritage Harbour in Annapolis. Perfectly located in the community, close to all the amenities, yet away from the......

1199 Highview Dr

1199 Highview Dr

Annapolis, MD
$1,200
Vacation Rentals, Unknown
Couple seeking an individual or another couple to share a home in Cape St. Claire, Annapolis, MD. The home is equipped with a sunroom, deck, shed, washer & dryer, fenced in backyard, hot tub, level......

1610 Laurel Ln

1610 Laurel Ln

Annapolis, MD
$7,000
Vacation Rentals, Unknown
Spectacular Annapolis Waterfront Home in Amberley Community. This beautifully renovated 3 level home features 4 bedroom (2 master bedroom suites) 3 1/2 baths. Gourmet kitchen with gas cooking,......

919 Windsor Ave

919 Windsor Ave

Annapolis, MD
$2,800
Vacation Rentals, Unknown
This is a cozy 3 bedroom, 2.5 bath single family home in the sought-after Eastport community. This home has hardwood floors, extra storage space, and a lovely front porch. It also has a deck and a......

Windsor Ave

Windsor Ave

Annapolis, MD
$2,800
Vacation Rentals, Unknown
This is a cozy 3 bedroom, 2.5 bath single family home in the sought-after Eastport community. This home has hardwood floors, extra storage space, and a lovely front porch. It also has a deck and a......

59 Sleepy Hollow Rd

59 Sleepy Hollow Rd

Annapolis, MD
$3,595
Vacation Rentals, Unknown
Great four-bedroom, three-bathroom, split-level home in the water-privileged Lindamoor on the Severn community of Annapolis. Spacious open-plan living area, dining room, and kitchen with access to......

1096 Magothy Cir

1096 Magothy Cir

Annapolis, MD
$1,650
Vacation Rentals, Unknown
Completely renovated waterfront home with private 2nd floor bedroom with cathedral knotty pine ceilings, fan, expansive views of the bay, 18' x 20' room large closet, TV with cable, Verizon FiOS,......

1118 Bay Ridge Ave

1118 Bay Ridge Ave

Annapolis, MD
$2,900
Vacation Rentals, Unknown
OPEN HOUSE: Sunday 2/11 10:00AM - 12:00PM Adorable Eastport Cottage available immediately. Hardwood floors and open kitchen. Amazing natural light in open living space with skylights. Energy......

328 Edgemere Dr

328 Edgemere Dr

Annapolis, MD
$3,500
Vacation Rentals, Unknown
Large 4-bedroom 2-bath rancher/rambler in the highly desirable water-oriented community of Hillsmere! The community of Hillsmere offers countless amenities such as a community beach with panoramic......

1934 Carrollton Rd

1934 Carrollton Rd

Annapolis, MD
$4,300
Vacation Rentals, Unknown
Tours available starting March 1st. Beautifully updated mid-century modern home is found just over the Naval Academy Bridge in the highly sought after neighborhood of Pendennis Mount. Among the......

207 Ash Ln

207 Ash Ln

Annapolis, MD
$2,850
Vacation Rentals, Unknown
Enjoy over 1/2 an acre property for ultimate relaxation. Open the windows to hear the birds chirping in the morning, or sit under the tree in your hammock. Take your dog on a 1/2 mile walk down to......

321 Hillsmere Dr

321 Hillsmere Dr

Annapolis, MD
$3,450
Vacation Rentals, Unknown
Recently renovated home in hillsmere estates with access to private community beach and park. In a great neighborhood and kids friendly community. Close to downtown, bayridge shopping center and......

7 Mizzen Ct

7 Mizzen Ct

Annapolis, MD
$2,450
Vacation Rentals, Unknown
COMING SOON! Great townhouse with 2 master suites! Newer flooring. Wood burning fireplace with patio out back. Close to Eastport and Downtown Annapolis! Community Pool. Smaller pets considered case......

Annapolis, MD

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