
Holiday rentals with breakfast in Annapolis
Find and book unique rentals with breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Annapolis

Total holiday rentals
Explore 10 holiday rentals in Annapolis

Nightly prices starting at
Annapolis holiday rentals start at $78 SGD per night before taxes and fees

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Over 1,800 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Annapolis holiday rentals include wifi access

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

4.8 Average rating
Annapolis stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with breakfast in Annapolis
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

Rachel's BnB
A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

Alice’s DelRay Cottage-Elegant/EV enabled Retreat
This is a beautiful 1938 cottage with gardens on all 4 sides of the property for drinks w/ Friends or grilling with Family. There are multiple skylight sources of natural light. The office space will support any collaboration requirement. Relax in the gardens while your car is plugged into the ChargePoint EV Charger. This is a very comfortable house for any season or length of stay. The house, patios and gardens make an excellent gathering spot for friends and associates to reconnect and relax.

Beautiful and spacious 3 bedroom
Beautifully decorated and spacious home in a charming, Alexandria neighborhood near the King Street metro and the shops and restaurants of Old Town. Just a 16 minute drive to downtown Washington DC, with a chef's kitchen and a relaxing great room. The house is also just a 10 minute drive to the new MGM Casino or the Gaylord Resort and Convention Center at National Harbor. The "no parties in house" rule is strictly followed. If you want to have a party or an event, this is not the place for you.

Just Like Home - Private Entrance Apt in DMV Area
288 SQ FT PRIVATE ENTRANCE Mother-in-law suite/ studio apt, full bed, sleeper sofa, roll-away single bed, full kitchen, bathroom with small shower stall, 65” Smart TV w/cable, Netflix & WiFi. No guests under 12 years of age. Location: Ft. Meade (14.4 miles), Annapolis (15 m), Andrews AFB (19 m), Washington DC (19 m), Baltimore (29 m) Nearby airports: DCA (23 m), BWI (27 m), IAD (48 m) Public Transportation: Metro Bus Stop (0.2 m), New Carrollton Station Metrorail, Amtrak, & Greyhound (9 m)

Old Bay Bungalow
This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Cozy Retreat Bungalow 20 min to downtown Baltimore
Welcome home! Whether you are in town for business or leisure, this home will meet your needs at a very competitive price, and we are only 20 minutes from downtown Baltimore. If you're looking for a clean, comfortable, airy, and memorable home for your trip, congratulations, you just found it! No more worries about finding parking, handling the noise from neighbors above or below you, or sharing the house with anybody else. The entire house is all yours to enjoy. You will enjoy your stay here!

Luxury 4 Bedroom - Pool/HotTub/Fire Pit
*PLEASE READ OUR LISTING AND HOUSE RULES IN, PRIOR TO BOOKING OUR HOME. SEASONAL POOL/ HOT TUB DATES* Welcome to your beautiful and spacious home away from home! Featuring 4 beautifully decorated bedrooms and 2.5 bathrooms, each designed with comfort and style in mind. Relax in our spacious living areas, take a plunge in the pool & hot tub or lounge by the fire pit in the huge backyard! Experience luxury and comfort in our beautiful home and make unforgettable memories with your loved ones!

Annapolis Garden Suite
Welcome to our oasis, tucked away on a forested residential street. ~7 minutes from the Annapolis Towne Centre, ~15m from the coast, and ~30m from Baltimore and DC. Tl;dr: This is a private ground-level guest suite. Inside, you’ll find 3 beds, 2 bedrooms, 1 desk, 1 kitchen with a dishwasher, oven, Nespresso/pour over, 2 TVs, a laundry room, fast wifi, a pool, patio and a forest view. We live on the top floor (separated by stairs and a deadbolt; no shared indoor spaces; separate entrances).

Urban 1-Bedrm. Apt. Overlooking Union Square Park
The south-facing, 2nd floor 1-bedroom apartment of an owner-occupied historic townhouse overlooks historic Union Square Park in Baltimore City. Located 2 doors from the author, H.L. Mencken's home place, the neighborhood is primarily residential , but very convenient to the Inner Harbor. The apartment has a full kitchen (with light breakfast items), historic details & eclectic furnishings. Street parking is easy. The space is good for couples and solo adventurers, and business travelers.

Perfect Location by Fed Hill Park 2Bdr/2.5Ba
Our spacious home is waiting for you! You'll love this home's unbeatable & safe location in the heart of Baltimore’s Inner Harbor! Located within walking distance of Federal Hill Park, Convention Center, Orioles & Raven's Stadiums, National Aquarium, Maryland Science Center, M8 Beer, Sagamore Distillery, Fort McHenry, Restaurants/Nightlife/Bars, Farmer’s Market, Shopping, Breweries, Business District, & MARC Train/Metro/Lightrail. Ideal for singles, couples, families, & business travelers.

Lil’ House - A Serene Tiny Home Experience
Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.

Enchanted! 1BR Apt near DCA in quiet neighborhood
Full accomodations and amenneties with plenty of space. Books, Movies and Games are available for rainy days. Curl up by the fireplace on cool nights. Although the listing says "not suitable for kids 2-12" I leave that decision up to you. It is not childproof for younger children so I don't want to be responsible for your child's safety, however kids are welcome. An infant would be fine but you will have provide the bed and bedding and take care of safeguarding.
Popular amenities for rentals with breakfast in Annapolis
House rentals with breakfast

Waterfront, Pool, Dock, Stunning Views! Sleeps 10

Lovely Garden Level Basement Apt.

Capitol Hill B&B-Steps to Metro, Dining, & Museums

Downtown Silver Spring Ranch home!

Cozy DT Silver Spring Free breakfast and 2 parking

Monumental Escape: Free Parking & EV Charger

VIBES! *Breakfast*Free Parking*Piano*King Bed*

Spacious NE DC Retreat - Room for the Whole Family
Apartment rentals with breakfast

THE INN ON CAPITOL HILL

Your Private DC Retreat Near Capitol Hill!

Capitol Hill's perfect location! Bright & clean!

Spacious studio apt, Super location, Parking

Heart of Sykesville! 2 Bedroom Suite! Walk to town

Bright & Modern 2 BR• Prime Downtown DC Location

Rare Find Spacious Basement Apartment with Parking

Chic 2 bedroom condo around U Street corridor
Bed and breakfast rentals with breakfast

Breakfast, Free Parking & Easy Walk to Mall, Wharf

Suburban Sanctuary

Charming bdrm in 110+yr home w/wood fireplace

Cozy private room in Annapolis home

Rustic & Elegant Private Bed & Bath

Hotel Room in Dupont Circle Washington DC

Orvis way Delta Unit

Bedroom with full bed in Quiet Shared Home
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- Rentals with breakfast Anne Arundel County
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- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- Nationals Park
- Walter E Washington Convention Center
- Baltimore Convention Center
- Oriole Park at Camden Yards
- FedExField
- Federal Hill Park
- Johns Hopkins University
- Arlington National Cemetery
- National Museum of African American History and Culture
- Washington Monument
- The Anthem
- Capital One Arena
- Georgetown Waterfront Park
- Betterton Beach
- National Harbor
- CFG Bank Arena
- Howard University
- Smithsonian National Zoological Park
- Patterson Park
- Merriweather Post Pavilion





