Bed and breakfast holiday rentals in Southern Maryland

Find and book unique bed and breakfasts on Airbnb

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Popular amenities for Southern Maryland bed and breakfasts

Family-Friendly Bed and Breakfasts

Guest favourite
Private room in Washington
4.96 out of 5 average rating, 208 reviews

Charming bdrm in 110+yr home w/wood fireplace

JonathanRating, 5 stars5 days ago
Phil is one of a kind. I booked with him because his home is in the same neighborhood as the family I was visiting. I was expecting just a place to stay, but Phil's place is an experience. What a kind, gentle soul. He cooks a great breakfast, but it's the conversation that comes with it that makes a stay with Phil worth it.
Superhost
Home in Spotsylvania Courthouse
4.94 out of 5 average rating, 34 reviews

The Riddick House

TanyRating, 5 stars24 months ago
What a wonderful house and pleasant experience at the Riddick House at Stevenson Ridge! We came for the weekend to celebrate our anniversary and it was perfect. We will be coming back and highly recommend to everyone! Great hosts, quick and easy communication made our stay enjoyable!
Private room in Ashland
4.91 out of 5 average rating, 180 reviews

A Unique Guesthouse with $20. Gift C. to Brewery

ReneeRating, 5 stars1 month ago
This historical guest house is full of charm and personality! Our host was very helpful, and provided the best homemade goodies. As expected with an older property, there were a few quirks—but nothing that took away from the overall experience. If you appreciate history and character over modern polish, this place is a gem!
Private room in Kilmarnock
4.75 out of 5 average rating, 28 reviews

Elegance Room - Back INN Time

LeighRating, 5 stars3 weeks ago
My mom and I had a lovely night away at Lisette’s place. The room was perfect for 2 people for the night and was very comfortable. We really enjoyed the delicious breakfast made by Lisette before we checked out. The grounds were very peaceful, and I was able to enjoy a little time on the front porch to have a glass of wine and read (while mom napped). The Inn is convenient to everything we wanted to do and not far from the shops and restaurants In Kilmarnock. I’m already planning a return trip!
Private room in Kilmarnock
4.78 out of 5 average rating, 9 reviews

Romance Room - Back INN Time

KarinRating, 5 stars28 months ago
Lisette was immediately available to meet us when we arrived. Our room was ready and in nice shape. This is our second stay at the B&B. Her Breakfasts are amazing - she always has a fresh fruit course, a main course and a sweet baked good. Yesterday was fresh pineapple with yogurt and granola, sauteed ham and eggs, glazed sweet role, coffee and juice. We did not go on our adventures hungry! Lisette and her husband made us feel like family and we enjoyed talking with them over breakfast. We will definitely be back. If you enjoy historic inns, this one will be a treat.
Private room in Kilmarnock
5 out of 5 average rating, 3 reviews

Inspiration Room - Back INN Time

JorgeRating, 5 stars20 months ago
We had a lovely visit to Back INN Time. The hosts were friendly and made our stay wonderful. We were greeted with freshly baked cookies and enjoyed a very well-appointed room with an en suite bathroom, luxurious thread count sheets, and other nice touches like chocolates and a magnifying makeup mirror by the sink. The breakfast was indescribably amazing. Absolutely one of the best breakfasts I can ever remember having at a bed-and-breakfast. The location was easily accessible to the center of Kilmarnock. We would definitely return.
Private room in Saint Michaels
4.64 out of 5 average rating, 14 reviews

George Brooks House #3 King Jacuzzi

MatthewRating, 5 stars22 months ago
We loved our stay at this bed and breakfast. It was the perfect place to spend the weekend in St. Michaels since it's in a historic and peaceful setting and right by town for restaurants and the harbor. It was a great place to relax and was very easy to go in and out during the weekend. Check-in and check-out was very easy plus a great breakfast and lots of available beverages.
Private room in Kilmarnock
4.75 out of 5 average rating, 4 reviews

Relaxation Room - Back INN Time

SamanthaRating, 5 stars36 months ago
A very comfortable bed and breakfast in a sleepy coastal town. My mom and I stayed here for one night before catching the ferry to Tangier. The room was well-sized with a small private bath. Breakfast in the morning was thoughtful, tasty and served with a side of good conversation.

Bed and breakfast rentals with breakfast

Guest favourite
Private room in Washington
5 out of 5 average rating, 11 reviews

All Inclusive - Spacious Room #2 with Free Parking

LorieRating, 5 stars4 months ago
We found Davids place in time to go to some Inauguration events! What a great find...the location was 3 miles from the Capital, getting around the city was easy, there is a grocery store nearby. We were there in a cold snap and he kept the place warm. The kitchen, hall and bathroom were easy to share with others. We had a parking spot off the entrance to the building, the rooms also have there own lock so we always felt safe. Would stay again.
Guest favourite
Private room in Waldorf
4.96 out of 5 average rating, 83 reviews

The Atrium with Luxury Backyard Retreat

CoreyRating, 5 stars1 month ago
This was hands down the best Air BNB I’ve been too in a long time! My kids loved it and it was so clean and peaceful! Great hosts! Great vibes!
Private room in Caret
5 out of 5 average rating, 4 reviews

Temple in the Woods- 1 Queen BR- Tranquil

AdinaRating, 5 stars44 months ago
Claudette is a lovely host. Her BnB is immaculate. The setting is a rural and peaceful retreat. She made incredibly delicious breakfasts and was super responsive in communicating before and during our stay. The soaking tub en suite was a perfect lure for a bubble bath. We read and rested and explored nature trails in the larger NN area. And we attended a wedding in Champlain. This was perfectly located for that special event. Thanks Claudette for making our weekend even more special.
Private room in Hollywood
4.86 out of 5 average rating, 29 reviews

The Victorian Candle B&B Johnson Room

DanielRating, 5 stars2 months ago
Beautiful Victorian home. Susan made a huge fantastic breakfast that I was unable to finish!
Top Guest favourite
Private room in Bethesda
5 out of 5 average rating, 19 reviews

Des Affiches Bed and Breakfast - 3rd Floor Queen

MickdaelleRating, 5 stars7 months ago
Very beautiful home and peaceful. The neighborhood was slightly tricky to navigate but absolutely beautiful. Loved getting some local recommendations of things to check out. Leslie & husband were friendly and responsive.
Private room in Washington
4.86 out of 5 average rating, 14 reviews

Woodley Park Guest House: Lovely Room + Breakfast

SarahRating, 5 stars13 months ago
Laura and Raymond are so charming and very gracious hosts. I can't recommend the raisin French toast highly enough! Plus the location is so close to Woodley Park Metro the beautiful home is easy to access.
Superhost
Private room in Washington
5 out of 5 average rating, 4 reviews

Bed and breakfast near Dupont Circle Metro

LisaRating, 5 stars2 months ago
Wonderful B&B close to Adam's Morgan, Kalorama, DuPont Circle. Best for solo travelers or couples. Very clean, private rooms. Excellent and attentive staff. Will stay here again!
Guest favourite
Private room in Annapolis
4.92 out of 5 average rating, 513 reviews

Howard's Cove Retreat

ElenaRating, 5 stars4 days ago
Cathy’s place is exactly how it’s listed, peaceful B&B in a private location. And breakfast with homemade bread was just perfect. Very welcoming place. Thank you.

Bed and breakfast rentals with a patio

Superhost
Private room in Trappe
5 out of 5 average rating, 3 reviews

B&B - Lawson

DianeRating, 5 stars35 months ago
Beautiful, unique and scrumptious hand-crafted breakfasts (locally sourced and in season) were spectacular! Pristine, comfortable, relaxing. Lots of activity options on site (kayaks, golf balls, painting, hammocks, croquet, bikes, swimming pool, huge private river front space). Woody and Michelle are lovely and do everything they can to make guests comfortable on site, and they recommend local spots to enjoy. Blue Ruin in Cambridge was a major highlight - we never would have found it if they hadn't suggested it. The Anchorage 1800 is the perfect place to bring friends & family and make it a group trip weekend!
Private room in Bethesda

Enjoy the good life, work & play

MichelleRating, 5 stars26 months ago
This place is an absolute gem! A beautiful property that is close to town, but also away from it all. The accommodations are comfortable and the hosts are fantastic. Both nights that we were there, we had a great time visiting in the living room with the hosts and other guests. The breakfasts that were provided were better than most restaurants. I'm not joking. The food was wonderful! After visiting The Oaks, other Bed and Breakfast places pale in comparison. It's an excellent place.
Guest favourite
Private room in Broadlands
5 out of 5 average rating, 8 reviews

Cozy B&B you can count on!

RebeccaRating, 5 stars7 months ago
Lipi was an amazing host. I booked this place for my dad and it was the perfect location. The room was clean and tidy, and the bathroom was spotless too. Lipi was very responsive and flexible to work with a last minute booking. She was warm and kind, and provided very clear instructions for the stay. I’d definitely recommend to choose her place, it’s very close to the IAD airport as well as many restaurants.
Guest favourite
Private room in Woodbridge
5 out of 5 average rating, 9 reviews

Comfortable Gem

BrianRating, 5 stars1 week ago
I knew the area and have family that stays in the same community so it was why I picked the place. There is free breakfast every morning and paid dinners. Zoya communicates very well and is a good person to have a conversation with. I would definitely stay again and I only had breakfast once while I was there and it was an amazing portion and delicious
Private room in Fort Washington
5 out of 5 average rating, 10 reviews

Chateau de Glory - 2 bed 1 bath private suite

MuhammadRating, 5 stars11 months ago
It was great experience. I had to change my reservation a bit, but host was very accommodating. I highly recommend it.
Guest favourite
Private room in Washington
5 out of 5 average rating, 5 reviews

Swann House B&B - Room 1

KendallRating, 5 stars1 month ago
The home is immaculate throughout. Our interactions with the host were pleasant, and we felt right at home. We stayed in room 1. It was beautiful and super clean. We slept great on the comfortable mattress and linens. The neighborhood is lovely. We walked to a corner coffee shop for breakfast one morning. We could not have enjoyed ourselves more.
Guest favourite
Private room in Upper Marlboro
4.87 out of 5 average rating, 30 reviews

15 TO DC 5 Andrews 40 TO B-MORE

JoshuaRating, 5 stars2 months ago
Great stay. Clean space-would stay again! Just what I needed.
Superhost
Private room in Washington

Swann House B&B - Room 4

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