The historic city of Annapolis is located in Maryland, USA. This city is best known for the United States sailboats show and its historic Maryland statehouse. Thanks to the United States sailboat show, Annapolis has grown to be a popular tourist destination. There are also other amenities which makes Annapolis preferable such as, naval academy, Banneker Douglass museum and the bricked streets which are lined with classy shops, boutiques, hotels restaurants, and cafes. If you choose Annapolis as your destination, to make your stay better, check out these affordable vacation rentals in Annapolis, Maryland. Book the one that suits you best, as you will not be disappointed.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.
1. Condominium in the heart of the historic city (from USD 265)
At an affordable price, you can secure this three-bedroom home located in the historic town centre of Annapolis downtown. This apartment is located on the main street close to several amenities including restaurants, shops and coffee bars. For maximum comfort during your stay, the apartment is packed with one queen bed with very comfortable mattress in the bedrooms, a fully equipped kitchen with granite countertops and stainless appliances, stereo and 42-inch flat screen in the living room, and a private bathroom with a walking-shower and a water closet. Come with your old family and enjoy the Annapolis water, sites, live music entertainments and piano bars.
Top guest reviews
Amenities & Room:
great apartment is very comfortablethere is one more set of stairs inside the front doorThe outside temp was warm so returning to the condothere are 4 flights of stairs to climb to get thereThe condo is spacious clean and very comfortable; and the rooftop deck is the icing on the cakeCleanliness:
It was exactly as described andthe place is spacious cleanquiet and can easily accommodate 6 personsHost:
Christina was a quick communicator and made the check in and out processes more than simplethe Christina was very attentive to our emailsChristina is an absolute gem of a person/rental owner/host; communication with her and the check-in process was seamless and worry-freeStairs and absence of private parking was not an issue for us but may need to be taken in consideration by some Communication with the owner was easy and cordial Thanks Christina for the great e...We arrived after dark and the owner prepped the place by turning on the lights Very nice after traveling all day Comfortable space and temperatureRead more reviewsLocation:
Great place to stay for a visit to Annapolis everything in walking distancegot everything you need if you want to cook and is also close to main street restaurants if you don'tVery conveniently situated close to Main streetThis was an ideal location for a "stay-cation"As locals to the area
2. A bright and cosy home near everything (from USD 275)
While you are here, you should enjoy this beautiful two-bedroom home located at the heart of Annapolis only five minutes away from several amenities including shops, bars, restaurants and hotels. If you book this accommodation you should expect it to have modern in house amenities such as a cable TV, air conditioning, fire extinguisher and a music system. If you are in Annapolis for football games, couple getaways or family getaway this is the place you should rather be. Towels, linen and toiletries are also provided by the host.
Top guest reviews
Amenities & Room:
The beds were extremely comfortable and the kitchen modern and well stockedThe kitchen is well-equiped and the beds were very comfortableThe house was great Plenty of room and the beds were comfortableAll you could ask for - a little home away from homeThe additional charges should be transparent when agreeing to the rentalCleanliness:
The property was sparkling cleanIt was very clean and had everything we neededThe unit was also very cleanThis was important as parking was very limited and once parked we were hesitant to move the car House very clean and comfortable for 4 adults and one teenHost:
well appointed and exceeded our expectationsLove this property and will definitely be returning for more trips in the futureand I fell in love with the City AccommodationsThe Hosts quickly answered any?all questions both beforehand and throughout our stay Highly recommend this property and look forward to returningLoved the character & charm affiliated with this quaint homeRead more reviewsLocation:
Easy walk to good restaurantsHouse is beautifully kept and in a great neighborhood a few minutes walk to downtown yetEgo Alley (walking distance) perfect for leisurlely people and boat watching from sidewalk cafes25 Steps to the Naval Academy and 2 short blocks to the MarketPlace City Dock and ShoppingIt was a great location with easy access to downtown and the Naval Academy
3. Charming home in the historic District
This is a very clean, spacious and charming accommodation located in a very safe and quiet residential street at the heart of Annapolis. If you book this accommodation, you will be within a walking distance to shops, restaurants, coffee shops, pubs and few blocks away from United States Naval Academy and Main Street. The accommodation features two bedrooms and has the capability to accommodate up to six guests. The most important in-house features include comfy beds, private bathroom, a study table, large dining room, fully equipped kitchen; washer, dryer, free WIFI, flat-screen TV, coffee maker, iron box, and polished wooden floorboards to offer warmth. This accommodation is perfect for family and friends’ getaways.
Annapolis, Maryland, United States
631 meters (0.4 ft) from Annapolis City DockSuperhost
Accommodates: 6
Top guest reviews
Amenities & Room:
the beds were super comfy and we had everything we neededthe entire space was very comfortable especially the bedscomfy beds coffee and a nice bottle of wine was there on my arrivalthe bedrooms were comfortable and we found the space perfect for our two kidsCleanliness:
very clean and comfortablevery clean and comfortableami and sean’s place was spotless gorgeous and incredibly convenientclean beautifully decorated and well-stockedami & sean were great hosts the house was clean cozy and comfortableHost:
the hosts are very hospitable and welcominghosts were very helpful and engagedthey were so helpful and quick to respondwould 100% stay again the hosts was very helpful and kindour hosts provided everything we needed and made our stay really niceRead more reviewsLocation:
awesome location and wonderful housegreat location quiet but very walkablethe location was amazing very short walking distance to main street and nice neighborhoodright in the middle of annapolis and easy to walk everywherevery nice place and location is within walking distance to the center of town
4. Spacious loft at the centre of the city (from USD 105)
Looking for the best accommodation in Annapolis? Then this luxurious apartment should be your first and maybe only option. It is located only five minutes from the town centre of Annapolis close to several amenities including shops, pubs and restaurants. The accommodation features important amenities such as comfy beds, a sofa bed, unlimited internet access and a kitchen which is fully equipped with a fridge, microwave, sink, oven, dishwasher and coffee maker, flat-screen TV and hangers. This accommodation is highly preferred by guests because they offer the best customer care services and the place is of high hygiene. Come enjoy!
Top guest reviews
Amenities & Room:
nice view of the capitol dome from the living room windowbed was comfortable and all amenities well appointedCleanliness:
it was incredibly clean and comfortableit was very clean and matt is very accommodatingstylish fun and cleanthe place was spotless and very nicely appointed insidesparkling clean super cuteHost:
matt is an awesome hostmatt was great host and simple to check-in/checkout) matt was a great host and very accommodatingmatt was responsive provide clear instructions was accommodating of our request to drop our bags earlythe entire check-in process was so simple and matt was very friendlyRead more reviewsLocation:
great location for walking to everythingperfect location and a great placeperfect location and wonderful loftgreat location for easy access to downtown annapoliswe loved being walking distance from everything
5. Unique apartment on Main Street (from USD 129)
Come and experience an unforgettable holiday in Annapolis by booking this unique apartment located in downtown Main Street. Its location gives easy access to restaurants, pubs, shops and all that Annapolis has to offer. This accommodation is spacious enough for up to six guests and it is furnished with modern amenities such as a cable TV, a comfy couch and air conditioning. As for your sleeping arrangements, all the bedroom have comfy beds, a dressing table and a wardrobe. For those who prefer preparing their own meals, the kitchen is fully equipped with a microwave, toaster, fridge and oven. If you are looking for the perfect holiday getaway experience look no more. This is the place to be.
Top guest reviews
Amenities & Room:
the beds were super comfortablecomfortable bed and with earplugs just in case slept great every nighttwo comfortable bedrooms nice sitting room and a kitchenettewe had a heater on (the apartment was pretty chilly) and the tv at the same timethe place was beautiful and the beds were very comfortableCleanliness:
clean and spacious spaceclean and spacious 2 bedroomplace was super clean and spectacularthe unit was really clean updated and set up wellapartment very clean with extremely comfortable bedsHost:
helpful and nice hostmatt was an amazing hostmatt was an awesome hostrestaurant staff was very friendly and respectful of our privacynice touches from the host mattRead more reviewsLocation:
great location on main stwe loved the location it was close to everythinggreat location easy access to downtownthe location was excellent with everything in walking distancegreat location right in the middle of everything
6. Newly renovated apartment in downtown Annapolis (from USD 218)
Now that you have decided that Annapolis will be your vacation destination, come and enjoy this newly renovated apartment located at the heart of Annapolis. It is located within the walking distance of some of the best shops, pubs, and restaurants in Annapolis. Thanks to its spacious nature, the accommodation can comfortably accommodate up to four guests. For maximum comfort during your stay, the accommodation features a queen bed, fresh sheets and towels, a fully packed kitchen with utensils, a microwave, a fridge, and a dishwasher. As for your entertainment, the living room is equipped with a convertible futon, flat-screen TV, free WIFI, front porch, central heating, and air conditioner. This apartment is ideal for long-stay family getaways. You won’t be disappointed.
Top guest reviews
Amenities & Room:
The railcar layout of the place with one room leading to the next was oddI think it was because of the holidayPlenty of room for a dad and three kidsThe kitchen was equipped with table settings a coffeemaker and some other basicsbut the rooms suited our needs for planning and preparing our day tripsCleanliness:
Very pleasantly decorated Very clean and walking distance to everythingHighly recommend Very clean and comfortable Washer and dryer come in handyVery clean recently updated and fully equippedWalking distance to everything clean comfortable and overall neat little placeVery clean comfortable and excellent communicationHost:
The unit was clean didn't lack for anything and easily sleeps 4 though with one rather small bath it would be tight for that many Spoke with the owner who is a very nice guy he immediately fi...Clean well maintained and comfortablethe owner was very easy to work with and everything we needed was availableParking pass was awesome to have We are in love with Annapolis and excited to continue visiting for the next 4 yearsshops ice cream pet-friendly 40 minute boat ride Naval AcademyRead more reviewsLocation:
Short walk to Annapolis Parking is not a problem at allMost sights within walking distance Big plusa sea of white uniforms walking all aroundWe really liked that it was just a short walk to Main streetThe location was ideal for visiting my daughter during her plebe summer parent weekend
7. Great location and easy access (from USD 167)
This is one of the best accommodations that you can find in Annapolis. Given its demand, only a minimum of two nights booking is processed here. This gorgeous apartment offers the modern amenities such as a big and spacious living room with a very comfy pull-out couch, a flat-screen TV, a queen-size bed and another TV in the bedroom. For those who like cooking, the kitchen is fully equipped with everything you may need including a microwave, stove, family-sized fridge, and Keurig. For a small family getaway, you won’t be disappointed.
Top guest reviews
Amenities & Room:
Got to our stay late; no trouble getting in Bed nearly filled the room but was comfortable and welcome after nine hours on the roadKing George Pied-a-Terre is a wonderful apartment in a historic row housePlenty of room for our stuff and a nice family/sitting roomWe were perfectly located with almost immediate access to everything we needed or wanted to doApartment was clean and cozy LovedHost:
The apartment we had was wonderful Updated kitchenette with modern appliancesthe unit is functional clean and in a great locationJulann was very responsive to all our pre-trip questionsso we love the whole historical atmosphereThis is a great location with really easy access to Gate 1 and DTA Julann was very responsive and helpful throughout our stayRead more reviewsLocation:
It is in the perfect location for a visit to downtown Annapolis and surrounding areaVery convenient to walk to USNA Gate 1 from here Beautiful view of the Chapel Dome HostIt is within walking distance of USNA and the inner harbor restaurants bars and shopsPerfect spot for Academy events or a visit to annapolis Easy walk to restaurants and shopping Comfy accomdationsKing George Street is busy during the day but otherwise fairly quiet and convenient to downtown Annapolis Would gladly stay there again
8. Cozy home close to the city dock
For the perfect vacation experience in Annapolis, you should book this cosy apartment located in a gorgeous environment three minutes’ drive from the historic town centre. Given its spacious nature, the accommodation can easily accommodate up to three guests. It consists of a single bedroom, a living room, kitchen and a private bathroom. For maximum comfort, the guest is offered amenities including unlimited access to the internet and flat-screen TV. For those who prefer to prepare their own meals, the kitchen is a fully equipped kitchen with all basics like microwave, oven, toaster, unit sink and fridge. This place is ideal for business travellers, romantic couples, and solo adventurers. Come experience the charm.
Annapolis, Maryland, United States
4.24 km (2.7 mi) from Annapolis City DockTop guest reviews
Amenities & Room:
nathalie was very flexible and made sure that our stay was as comfortable and worry-free as possiblegreat location attentive host tv the size of a computer screen (in the bedroom not the living room)we had a lovely stay in this apartmentwe felt very relaxed welcomed (email hidden by airbnb) fy bedCleanliness:
it is clean and cozyit was very clean and all went wellvery clean quiet comfortable placeit was clean comfortable and quietnathalie place was clean quiet and bed was greatHost:
she was very responsive with any questions or concernsnathalie was a wonderful hostour host was very easy to work withthe space is wonderful and she is a wonderful hostthe host is super nice and is always on the line to answer our needsRead more reviewsLocation:
very cute cozy apartment in a great locationit was a great location for the priceperfect location for the archives and downtowngreat little place close to everythinggreat cozy place close to plenty of restaurants and the mall
9. Renovated historic home in Annapolis
Come and unwind in this three-bedroom home located the heart of downtown Annapolis. The first thing you will love about this accommodation is its strategic position near a historic church, the Main Street, Annapolis City Dock, and Gate #1 of USNA. By booking this accommodation, you will be able to enjoy their facilities including the wood floor, tin copper ceiling, block counters, comfortable dining table, outdoor grill and queen-size beds. This home can comfortably accommodate up to six guests and you can request for an additional queen air mattress. Come enjoy the charm of this historic home in downtown Annapolis. This accommodation is ideal for team bonding, larger groups and wedding parties.
532 meters (0.4 ft) from Annapolis City DockAccommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Amenities & Room:
Parking was an ease with the pass providedwe had everything we needed in the well-stocked kitchenThe property is well appointed with comfortable modern conveniences in an older homeWe had a comfortable 4 night stay for 4 adults in historic AnnapolisVery cozy & comfortable home Highly recommendCleanliness:
The home was very clean and Meghan (property manager)Very comfortable & nicely furnished- had everything that I needed Clean & MeganThe property manager was very accessible and lovely (as indicated through her helpful texts in response to our queries)The house had everything we needed and the five of us (all adults) were very comfortableHost:
was so helpful and graciousPerfect location Very responsive and helpful home ownerleft me some helpful tips about the CVS basically being a "mini mart" - very good salads thereWe had the best vacationWe had high hopes but were disappointedRead more reviewsLocation:
Great location: just around corner from neighborhood park walk to town and tobut the times we did eat at the housePerfect location that is indeed walking distance from DTA and USNA Quaint street with really nice neighbors tooI have never slept betterUpstairs bath a little small but not a deal breaker
Explore Annapolis
Whether you are here for business or just for fun when you are Annapolis you are never out of options to stay. Check them out, book one and enjoy.
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