
Holiday rentals with breakfast in Southern Maryland
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Top-rated Holiday Accommodation with Breakfast in Southern Maryland
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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.
4.97 out of 5 average rating, 1118 reviews
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.
4.98 out of 5 average rating, 347 reviews
The Heart of Del Ray
Enjoy the best of old and new! Separate apartment in a fully renovated 1920 American Foursquare located in the eclectic Del Ray neighborhood of Alexandria, Virginia, where "Main Street Still Exists." A top-to-bottom renovation provides guests with luxury accommodations in a sparkling clean lower level suite with separate entrance. With free street parking, perfect for business or vacation, guests can easily walk to Mount Vernon Avenue's restaurants, shops, coffee houses, bars and galleries.
5.0 out of 5 average rating, 286 reviews
Secluded Waterfront:Kayaks, Sunrises & Unwind
This is a place you come when you need space: real space, quiet, and room to breathe. Set on 18 private acres along the Chesapeake Bay, our Ridge retreat offers a rare kind of calm: uninterrupted nature, open water views, and the feeling of being completely removed from noise, crowds, and schedules-- just land, water, sky, and time. Days unfold slowly with kayaking, crabbing, exploring the land. Evenings end by the fire under dark skies. This is not a tourist destination—it’s a true reset.
4.89 out of 5 average rating, 80 reviews
Smallwood St Pk, DC, Blackstone, Grill, Parking
Start your mornings right—step into the kitchen through your private entrance and sip coffee as you watch the sunrise from the covered porch. This spacious home comfortably sleeps groups with 4 bedrooms and 10 twin beds, ideal for large families, fishing trips, or retreats. Enjoy the cozy working fireplace, full bathroom, and in-home laundry for added convenience during your stay. 🎣 Bass fishermen welcome—there’s plenty of room to bring your gear and unwind after a great day on the water.
4.89 out of 5 average rating, 9 reviews
Riverfront Chalet Kayak/Canoe, pier, breakfast!
This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is Solomon’s island. This is a safe space for all🥰
4.98 out of 5 average rating, 392 reviews
Chez Alice in Alexandria, Virginia
Spacious 4BR Home Near Old Town Alexandria & Washington, DC This comfortable and beautifully maintained 4-bedroom, 3-bathroom retreat is perfectly located just minutes from Old Town Alexandria and a short trip to the Smithsonian museums, monuments, and historic landmarks of Washington, DC. Very close to the Arlington National Cemetary. Enjoy a new kitchen ideal for cooking and gathering, as well as spacious common areas designed for relaxation. The home has three full bathrooms.
5.0 out of 5 average rating, 14 reviews
Peaceful Farmhouse Retreat in Colonial Beach
Winterbury Farm, located in Colonial Beach, is a beautiful secluded house built in the 1800's on 5 acres. Here you will find chickens roaming, a lovely garden and peaceful views. The Farm is the perfect location; just a short 10 minute drive to the golf-cart friendly town of Colonial Beach and less than 20 minutes to Dahlgren. We have beautiful state parks nearby as well as lovely wineries. The house is divided up like a duplex with the hosts living on site but it is very private.
4.97 out of 5 average rating, 37 reviews
Its always a good day by the water!
Enjoy our private Loft apartment with exclusive beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. You have a private entrance, so come and go as you please! Note: We are a peanut-free and smoke free property. RELAX in our chic, private loft just minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. You will have private access to our amazing beach-- just a 5 minute drive away. Please let us know if you plan to use it!
5.0 out of 5 average rating, 427 reviews
T&T’s Comfy Artists’ Retreat BnB
You’ll love this private walk-out basement of a family home for its incredibly comfy queen bed, big screen UHDTV w/Netflix, great bath/shower, WiFi, separate bedroom, well lit living room w/breakfast nook (fridge, microwave, coffee, tea), yard w/trampoline, playground, and tennis. Enjoy 1300sf near Potomac Mills Outlets, 6-min walk to free DC commute, I-95 HOV lanes to DC (1/2hr, 23 miles), kayaking, golf, and museums. Great for singles and families with kids.
4.9 out of 5 average rating, 334 reviews
Breton Bay Guesthouse ~ ~ No cleaning fee
Located in the preferred Breton Bay Golf & Country Club neighborhood, this immaculate guesthouse is a 900 square foot detached dwelling with fully equipped kitchen, living room, separate large bedroom, bathroom with shower, washer and dryer, and balcony. Will consider setting up the space to accommodate your child and/or infant/toddler. Plenty of parking -- enough room for your personal watercraft or small boat!
5.0 out of 5 average rating, 54 reviews
Lovely Lower Level 2 Bedroom Suite - Dog Friendly
This cozy 2-bedroom basement apartment, featuring queen beds, is centrally located in King George—just 30 mins to Fredericksburg, 15 mins to Colonial Beach, and a short drive to Dahlgren. Off Rt. 301, it's ideal for both short and extended stays. It has a private entrance, outdoor area with a fire pit and gas grill. Dogs are welcome with a small cleaning fee (see details).
4.99 out of 5 average rating, 71 reviewsPopular amenities for Southern Maryland Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Waterfront, Pool, Dock, Stunning Views! Sleeps 10

Trust-n-travel
4.95 out of 5 average rating, 19 reviews
Luxury Darlington Villa - Near Washington DC
4.87 out of 5 average rating, 76 reviews
Lottsburg's Landing

6 sleep home away from home

Waterfront home 12 miles south of Washington, DC

Clean&Quiet Near by National Harbor한국인 (single A)
4.99 out of 5 average rating, 210 reviews
Basement Bliss Retreat Spacious w/Living Rm & Bar
4.85 out of 5 average rating, 34 reviewsApartment rentals with breakfast

Spacious, modern guest suite near Old Town
4.83 out of 5 average rating, 96 reviews
Lorton Beautiful room students/interns/temp-work
4.64 out of 5 average rating, 11 reviews
Pop's Place
4.82 out of 5 average rating, 38 reviews
Modern 2BR Home | Near DC & Old Town
5.0 out of 5 average rating, 3 reviews
Lovely Lower Level 2 Bedroom Suite - Dog Friendly
4.99 out of 5 average rating, 71 reviewsBed and breakfast rentals with breakfast

Falling Creek - Rm #2
4.95 out of 5 average rating, 234 reviews
Speakeasy Quarters with Retro Arcade & Pool Access
5.0 out of 5 average rating, 7 reviews
Sweet Get Away in Del Ray with Breakfast
4.98 out of 5 average rating, 132 reviews
The Victorian Candle B&B Johnson Room
4.78 out of 5 average rating, 37 reviews
George Brooks House #3 King Jacuzzi
4.69 out of 5 average rating, 16 reviews
Cozy 2BR w/Private Entrance |Near DC, MGM, Harbor
4.81 out of 5 average rating, 16 reviews
15 TO DC 5 Andrews 40 TO B-MORE
4.9 out of 5 average rating, 51 reviews
Chippendale Suite
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Raleigh Holiday rentals
- Virginia Beach Holiday rentals
- Jersey City Holiday rentals
- Wilmington Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Farmstay rentals Southern Maryland
- House rentals Southern Maryland
- Hotel rooms Southern Maryland
- Rentals with lake access Southern Maryland
- RV rentals Southern Maryland
- Cabin rentals Southern Maryland
- Rentals with a hot tub Southern Maryland
- Bed and breakfasts Southern Maryland
- Family-friendly rentals Southern Maryland
- Condo rentals Southern Maryland
- Pet-friendly rentals Southern Maryland
- Private suite rentals Southern Maryland
- Beachfront rentals Southern Maryland
- Guesthouse rentals Southern Maryland
- Rentals with a kayak Southern Maryland
- Rentals with beach access Southern Maryland
- Rentals with pools Southern Maryland
- Cottage rentals Southern Maryland
- Townhouse rentals Southern Maryland
- Rentals with an accessible height toilet Southern Maryland
- Waterfront rentals Southern Maryland
- Apartment rentals Southern Maryland
- Rentals with breakfast Maryland
- Rentals with breakfast United States
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Capital One Arena
- Georgetown Waterfront Park
- Howard University
- Arlington National Cemetery
- Washington Monument
- National Harbor
- National Museum of African American History and Culture
- Smithsonian National Zoological Park
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Smithsonian American Art Museum
- Catholic University Of America
- The Pentagon
- Great Falls Park
- George Mason University
- Lincoln Park
- Breezy Point Beach & Campground
- United States Naval Academy
- United States Capitol





