Guesthouse holiday rentals in Howard County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Howard County guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Bethesda
4.97 out of 5 average rating, 173 reviews

Hidden Gem in Downtown Bethesda

KevinRating, 5 stars3 weeks ago
Annette and David were great hosts. My wife and I had a couple questions and they responded quickly and pleasantly. We had a minor key mishap and they were very understanding and helpful. The place is perfect for a couple. Easy walk to the Metro station and close to some fun eating/drinking spots in Bethesda. Overall, an excellent place to stay to explore DC.
Guesthouse in Annapolis
4.88 out of 5 average rating, 194 reviews

Annapolis Guesthouse - Completely Separate Space

PeteRating, 5 stars1 day ago
Hosts were lovely, incluing their sweet dog! Quiet, clean, with all we needed including coffee.
Top Guest favourite
Guesthouse in Annapolis
4.94 out of 5 average rating, 103 reviews

Carriage House near Navy Stadium, parking, pets

RachelRating, 5 stars4 weeks ago
Ingrid and Jay were very welcoming - they made us feel like family friends instead of Airbnb guests. The carriage home was charming and decorated nicely. It felt like home for the weekend!
Guest favourite
Guesthouse in Frederick
4.97 out of 5 average rating, 335 reviews

The Shady Bear Cabin

SteveRating, 5 stars1 month ago
Gerry’s place is just what I needed to disconnect. Close to some good hiking and outdoor activities. The place itself has everything you need for a short peaceful stay. Gerry himself was very welcoming and hospitable. I loved this place. I will definitely favorite to go back sometime.
Top Guest favourite
Guesthouse in Crownsville
4.98 out of 5 average rating, 64 reviews

The Studio on the Severn (Waterfront)

MeganRating, 5 stars4 months ago
We were in and out but the cleanliness and privacy of the space were beyond expectations. A perfect little resting spot in Arnold!!
Superhost
Guesthouse in Herndon
4.76 out of 5 average rating, 220 reviews

Historic Herndon In-law house, kitchen. By IAD.

Mary BernadetteRating, 5 stars5 days ago
Very beautiful Airbnb !!! Private and very quiet neighborhood , everything we needed was in the unit down to the Keurig pods , extra perk for the rice cooker and Instapot. The bed was spacious and very comfortable It was like being in our own oasis Lots of memorable moments and will always cherish our time there Check out as a breeze and will definitely come back again if we need another get away
Guest favourite
Guesthouse in Frederick
4.88 out of 5 average rating, 33 reviews

The Wander Inn

BrandonRating, 5 stars1 month ago
We stayed here for 5 months and it was awesome! Rani is such a wonderful host, always willing to help us out. The location was great and close to a lot of attractions. Thank you again for hosting us.
Superhost
Guesthouse in Glen Burnie
4.81 out of 5 average rating, 176 reviews

Private 1 bedroom house

MichelleRating, 5 stars3 weeks ago
Nice quiet neighborhood, host was very flexible and accommodating

Guesthouses with a patio

Guest favourite
Guesthouse in Glen Burnie
4.93 out of 5 average rating, 334 reviews

The Crab House - a Private, Waterfront Guest House

RosaRating, 5 stars3 weeks ago
This guesthouse is situated right on the water in a quiet, private neighborhood that is located close to restaurants, shopping, and recreation. The ambiance is relaxed, and we immediately felt at home. The decor is stylish in the gorgeous kitchen, and the heated bathroom facilities are spacious and accommodating. The bed was particularly comfortable, and the living room faces large windows and a continuous view of the waterfront. We enjoyed our stay in this location and highly recommend this property. We hope to visit again when we are in the area.
Guest favourite
Guesthouse in Arnold
4.88 out of 5 average rating, 16 reviews

Adorable 1 BR guest house with water views, deck

LauraRating, 5 stars6 months ago
Clean and cute and just as described. Perfect for a long weekend away in Annapolis for the boat show!
Top Guest favourite
Guesthouse in Washington
4.95 out of 5 average rating, 204 reviews

GardenLevel 4BR/2.5BA-Parking+By Convention Center

StephenRating, 5 stars1 week ago
Great place to stay and a great location for getting around.
Guest favourite
Guesthouse in Silver Spring
4.92 out of 5 average rating, 49 reviews

Private guesthouse in heart of Silver Spring

SaraRating, 5 stars4 weeks ago
Alice's place was ideal. Very clean and comfortable. We were visiting family for a week and the location allowed us to be in easy reach of them. I would highly recommend this very quiet little place to stay. It was very easy and quick to communicate with Alice.
Top Guest favourite
Guesthouse in Washington
4.98 out of 5 average rating, 226 reviews

Gorgeous Two-Story Guesthouse w/ Driveway & W/D

JinRating, 5 stars2 days ago
I just finished my stay at Alice’s for a week. I’m a DC local and needed a place to stay while I had work being done in my house and I work from home. It’s everything I needed, a spacious, 2 level, modern, very comfortable home with a cozy living area to relax, nice dining table where I was able to work with high speed WiFi, kitchen with Nespresso :) The bed was very comfortable and bathrooms were clean and equipped with everything I needed. Alice was extremely responsive during the entire stay. I do have a car so having a parking spot in addition to the street parking was a plus! I didn’t have the time to use the patio but that is a great bonus as well for some outdoor space. Overall, excellent experience and I will stay here again in the future 10/10 recommend!
Guest favourite
Guesthouse in Washington
4.96 out of 5 average rating, 102 reviews

DC Treehouse - Charming, private 1-bdrm ADU in DC

JohnnyRating, 5 stars1 week ago
I stayed in Chris’ Treehouse just over two weeks. It’s a beautiful carriage apartment and looked just like the pictures. For me, the distance from places was fine and he was super responsive to anything I needed the whole time. I’d would definitely stay there again. Was able to get plenty of food and grocery deliveries there with ease. Book this place!!!
Guest favourite
Guesthouse in Washington
4.89 out of 5 average rating, 237 reviews

Adorable English Basement on 15th St

CarlRating, 5 stars3 weeks ago
Love this location. Directly across the street from a beautiful park. Great neighborhood to walk and explore. Convenient to public transportation.
Guest favourite
Guesthouse in Hydes
5 out of 5 average rating, 5 reviews

The Cottage at Merryland Farm

ShelbyRating, 5 stars3 weeks ago
The cottage was spectacular! We were in town for a party and had a very quick turnaround. The cottage was perfect for our needs. Clean, plenty of space, comfy bed, cozy lines. It was the perfect place to rest and recharge from our very jammed packed days. We can't wait to go again and be able to stay longer. Ellen was an amazing host! She communicated well and often, answered questions quickly and was an absolute joy to work with. Thank you so much!

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Annapolis
4.9 out of 5 average rating, 103 reviews

Private Cottage on gated estate

RoseRating, 5 stars1 month ago
We were in and out alot as were in Annapolis for a family baptism. The accommodations were wonderful. We had no problems.
Guest favourite
Guesthouse in Annapolis
4.9 out of 5 average rating, 281 reviews

Calico Cottage Guest House, king bed, free parking

LindsayRating, 5 stars3 days ago
Was such a nice and comfortable stay. Loved the outside areas that were available. Felt very homey and safe! Thank you also for the assorted teas I loved this as an avid tea drinker. Will be back for sure! Host was also very responsive and helpful.
Top Guest favourite
Guesthouse in Annapolis
5 out of 5 average rating, 156 reviews

Private Art-Filled Guesthouse near Naval Academy

CameronRating, 5 stars4 months ago
Came in from North Carolina for first time in Annapolis and was a great location to the Navy football stadium. Walking distance to great food and local stores. Linda has a great place and was very nice to chat with coming and going from the property. 10/10 stay!
Guest favourite
Guesthouse in Washington
4.99 out of 5 average rating, 112 reviews

Luxurious 1Bed Carriage House, 1.5 Blocks to Metro

MelanieRating, 5 stars8 months ago
I enjoyed my stay at the beautiful carriage house in the Shaw neighborhood. It was a perfect spot to work from during the day — Wi-Fi was strong and there’s a cute little office nook. And it’s close to transit for exploring DC!Chris was a welcoming and friendly host, very responsive. A few things to note: the kitchen includes a dishwasher, stove, fridge, and microwave. However it’s not outfitted for cooking full meals. There’s also construction happening directly outside — in my experience, from the hours of ~8am-5pm, inclusive of Saturday. Overall, a wonderful stay!
Superhost
Guesthouse in Baltimore
4.83 out of 5 average rating, 205 reviews

Cottage in beautiful Mount Washington

Mary LynnRating, 5 stars2 weeks ago
Candace is an exceptional host.
Superhost
Guesthouse in Washington
4.85 out of 5 average rating, 208 reviews

Fresh Motif • Guest Suite of Historic Row House

StephanieRating, 5 stars4 months ago
We recently booked Namastays’ place when a family member became very ill and was in the hospital. The hosts were super accommodating of our needs around seeing to the care of our hospitalized family member and their place offered a comfortable and relaxing retreat after long days spent at the hospital. It was such a blessing to have someplace like Namastays’ for us to work from. It allowed us the space to focus on what we needed to do for our family without having to worry. Super grateful the experience we had here, highly recommend these hosts and their place.
Guest favourite
Guesthouse in Washington
4.96 out of 5 average rating, 187 reviews

Garden Suite

ErikaRating, 5 stars1 month ago
I really loved my stay at Farida’s place! The space was spacious, gorgeous, bright, warm, and cozy and had everything one might need for a comfortable stay. Farida truly thought of everything and I appreciated the little touches that made her place stand out from others. I absolutely loved the neighborhood and it was an easy walk to shopping and great restaurants, in addition to being super close to Rock Creek for running. Farida was incredibly friendly, responsive, and accommodating! I really enjoyed meeting her and wish we had had more time to chat! Check in and check out couldn’t have been easier. I look forward to staying at Farida’s place when I am back in the area!
Top Guest favourite
Guesthouse in Annapolis
4.99 out of 5 average rating, 134 reviews

Garden View, a spacious 1 bedroom with loft.

LouiseRating, 5 stars4 days ago
From the moment I arrived I felt relaxed. Getting in was easy and the instructions were spot on. I loved everything about the place and knowing that the host was living on the premises was comforting and never intrusive. I look forward to returning in the near future.

Destinations to explore