
Apartment vacation rentals in Annapolis
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Annapolis

Total vacation rentals
Explore 80 vacation rentals in Annapolis

Nightly prices starting at
Annapolis vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 5,400 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Annapolis vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Annapolis rentals

4.9 Average rating
Annapolis stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated apartment rentals in Annapolis
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Butchershill-Clean, KingBed, Parking, next to Park
My name is John S Marsiglia. Always clean, very comfortable New King Mattress, 100feet to beautiful park, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" TV, streaming , free Prime tv ,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, beautiful bathroom, dual shower heads&seats, private full laundry

Gybeset Eastport Inn
Enjoy exclusive use of this boutique hotel-styled upstairs apartment in a beautifully restored 1930s craftsman-style building in the heart of Eastport. Private off-street parking. Short walk to downtown Annapolis. Just a few doors away from one of the hottest restaurants in Annapolis, Vin 909. A seasonal farmers' market is located across the street along with restaurants and other amenities. Hotel-like services available for longer stays. Fully licensed by City of Annapolis for AirBnb operation.

Boutique by the Bay
Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.

CIRCA 1885-Historic Annapolis-USNA GATE 1
A stunning home, "Circa 1885" is a restored piece of Annapolis history. Sitting at one of the two major gateways that lead to downtown, our beautifully renovated home sits on the corner of King George and Randall Streets. A distinctive yellow PRIVATE entry door at 4 Randall Street leads to this rental apartment that boasts 2 large bedrooms (K,Q), family room with pull out sofa, 1 bath with antique claw foot tub/shower and a full eat in kitchen. Everything Annapolis is within a 2 block walk.

Charming 18th C. Apt in DTA
Lower level furnished apartment in one of Historic Annapolis's 10 oldest private residences. Boasts lovely wood, brick & ornamental ironwork Covered keyless entry King Henredon bed Exec desk & chair TV w/ Roku Decorative fireplace Iron & board Robe & slippers Claw foot tub w/ shower Beverage station (coffee maker,mugs wine&bottle opener, glasses, ice bucket, flutes) Microwave Fridge/freezer Cutlery Plates & napkins Bistro table & stools for 2 Limited free street parking 8p-8a

Perfect Eastport location
Our nautically inspired 2 bedroom apartment puts you in the middle of the best of annapolis. Walk to Davis Pub, Carrols Creek, The Boatyard, Charthouse or Blackwall Hitch or stroll leisurely to DTA. Visit the Maritime Museum or many other historic landmarks Annapolis has to offer. Relax in your private courtyard . Your space gives you access in over a 1000 sq feet space. We have hosted many yachtsman and navy families from around the country in our private lower level apartment.

King George Hideaway
Perfect location for all that downtown Annapolis offers, right across from USNA gate 2. Super convenient, park your car and walk everywhere! Lots of shopping, restaurants, tours, cruises & nightlife. The unit is located on the 3rd floor. My place is perfect for couples, solo and business travelers. There is a large living room space with a full pull out couch, tv and dining table. The bedroom has a queen bed with a tv. There is a small full kitchen and updated bathroom.

Blue Crab Lodge
Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

Luxury escape in DC now with a private Deck!
History and luxury meet in your rental which is a meticulously renovated luxury floor which includes top of the line amenities, private rooftop deck with Pergola, dual sided gas fireplace, luxurious and spacious bathroom including washer dryer, solar powered black-out blinds and leading gourmet coffee machine! We are close to Capital Hill, Brookland, Ivy City, Union Market, & H street corridor and a 10 minute Uber ride from Union Station. Free parking is provided onsite!

A place unique on sue creek
Enjoy your private apartment and deck on the water or come sit down by the waterfront and watch the Ospreys, herons, ducks and the occasional eagle. Fishing off the pier and possible small boat docking available. We are close to Rocky Point golf club, Baltimore yacht club, 20 minutes from Camden Yards and M&T stadium. We are 38 minutes from BWI. You will have private parking in a quiet safe neighborhood. Sorry, no pets allowed.

Charming, Chic Downtown Annapolis Apartment #1
In the heart of Downtown Annapolis. One block from Main Street/West Street/Church Circle. Close proximity to USNA, Ego Alley, Eastport, State House, shops, galleries, restaurants/bars and all other DTA amenities. This private apartment has an open floor plan and is elegantly decorated (with a modern twist). One Full Bathroom with tiled shower. One Bedroom with walk-in closet (with W/D).

Private Annapolis Inlaw Apartment
In-law apartment in beautiful Annapolis home. Close to downtown Annapolis but also has easy access to major highways. Quiet neighborhood. Private front entrance to apartment. In addition to king size bed in bedroom there are two queen size blow up beds as well as a large sectional sofa. So it comfortably sleeps 4. Off street parking for 2-3 vehicles.
Popular amenities for Annapolis apartment rentals
Weekly apartment rentals

Lovely Lodging on Capitol Hill (lower level)

Cute room, kitchenette & deck! Heart of Del Ray

Escape to a Sunny Apartment in a Quiet D.C. Suburb

Elegant Green Studio In The Heart of Old Town

Safe, quiet neighborhood close to downtown!

Celebrate Summer In Your Private Pool & Hot Tub

Charming Studio in the heart of St. Michael's, MD.

Romantic Wtrfnt Flat w Hot Tub@Chesapeake Paradise
Private apartment rentals

Beautiful Historic Home next to City Dock + USNA

Oasis in the woods

Elegant Uptown Condo w/Parking

Modern Eastport Getaway, Near Historic Annapolis

Spa Creek Condo | Pool, Deck & Parking

Annapolis Main Street Modern Apartment

The Sail Loft

Cozy Eastport Hideaway | Walk to City Dock & USNA
Apartment rentals with a hot tub

Kone Oasis- hot tub, pool, theater/game rm.

Resort studio apt w/ pool, hot tub, fire pit, gym

Central and Stylish DC Apartment

German style Apt w optional Hot Tub 4 addition fee

Cozy 1 bedroom suite with jet tub near US capitol.

Private Hot Tub Garden Suite / Roland Park Mansion

National Harbor ~ 2Br ~ Sleeps 8

National Harbor 1BR W/ King Bed & Full Kitchen
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 679 | ﺩ.ﺇ 676 | ﺩ.ﺇ 657 | ﺩ.ﺇ 690 | ﺩ.ﺇ 779 | ﺩ.ﺇ 716 | ﺩ.ﺇ 760 | ﺩ.ﺇ 716 | ﺩ.ﺇ 775 | ﺩ.ﺇ 852 | ﺩ.ﺇ 727 | ﺩ.ﺇ 701 |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
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- Georgetown University
- M&T Bank Stadium
- National Mall
- The White House
- Nationals Park
- Walter E Washington Convention Center
- Baltimore Convention Center
- FedExField
- Oriole Park at Camden Yards
- Federal Hill Park
- Johns Hopkins University
- Arlington National Cemetery
- National Museum of African American History and Culture
- Washington Monument
- The Anthem
- Georgetown Waterfront Park
- Capital One Arena
- Betterton Beach
- CFG Bank Arena
- National Harbor
- Smithsonian National Zoological Park
- Howard University
- Merriweather Post Pavilion
- Patterson Park





