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, 178 reviews

Hidden Gem in Downtown Bethesda

DaleRating, 5 stars3 weeks ago
A wonderful stay over Memorial Day weekend. Close to the city and walkable to downtown Bethesda with great shops and restaurants. Hannah was very communicative and helpful. The place was utterly charming and romantic.
Guesthouse in Annapolis
4.88 out of 5 average rating, 197 reviews

Annapolis Guesthouse - Completely Separate Space

KirkRating, 5 stars5 days ago
This unit is detached from the main house but connected by a covered walkway. The common area, kitchen, bathroom and two bedrooms are as described in the listing. It was a very comfortable, exceptionally clean, and peaceful space. We remarked several times while there that it was very enjoyable and that it would be a find place to return in the future.
Top Guest favourite
Guesthouse in Annapolis
4.94 out of 5 average rating, 106 reviews

Carriage House near Navy Stadium, parking, pets

RobertRating, 5 stars2 weeks ago
We had an amazing stay at this property! The space was exactly as described. Ingrid was incredibly responsive and thoughtful, providing clear instructions and great local recommendations. The location was perfect—quiet, safe, and close to everything we needed. We’d absolutely stay here again and highly recommend it to anyone looking for a hassle-free and relaxing stay.
Guest favourite
Guesthouse in Frederick
4.97 out of 5 average rating, 339 reviews

The Shady Bear Cabin

CassidyRating, 5 stars1 week ago
This is a beautiful, private place with amazing nature. We saw deer and hummingbirds, and they were pretty close to us. This place has a wonderful cat (Mr. Moo) who will give you much love! It is a bummer that we didn’t see dogs, but we got to see the chickens and got eggs from them! Amazing place! Although we may not hear beautiful sounds like others mentioned, we felt the peace and mindless presence. We enjoyed our time, and it was a perfect place for our short retreat.
Top Guest favourite
Guesthouse in Crownsville
4.98 out of 5 average rating, 66 reviews

The Studio on the Severn (Waterfront)

SarahRating, 5 stars1 week ago
This air bnb was a slice of paradise. The view is the water was breathtaking. The hosts left a lovely breakfast bread for us. Everything about this stay felt like a comforting hug. Thank you!
Superhost
Guesthouse in Herndon
4.76 out of 5 average rating, 220 reviews

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

Mary BernadetteRating, 5 stars1 month 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
Superhost
Guesthouse in Frederick
4.83 out of 5 average rating, 36 reviews

The Wander Inn

KristinaRating, 5 stars1 month ago
I stayed for a little over a month while waiting to close on my house and really enjoyed it. Rani left out fresh fruit and provided breakfast items that came in handy and saved me some money on eating out. I slept comfortably each night and the radiator in the bathroom is better than any space heater. When I was feeling a little down I’d pop out back and watch the horses and a cute pair of cardinals. The view is gorgeous. I also became friendly with sweet gray cat and their bouncy, adorable dogs. All this made it feel like being at home. Rani was kind, welcoming, and warm in every interaction. Some after work chats were such a good reprieve from the stress of the office. 10/10 place.
Guest favourite
Guesthouse in Frederick
4.98 out of 5 average rating, 183 reviews

Romantic Getaway - Heated Spa Open Year Round

MelissaRating, 5 stars2 weeks ago
Beautiful home and a beautiful location. It was a relaxing environment with very accommodating host. Felt comfortable and would stay again.

Guesthouses with a patio

Guest favourite
Guesthouse in Bethesda
4.87 out of 5 average rating, 68 reviews

Nutrition Library Suite, Bethesda NIH Neighborhood

JoanneRating, 5 stars1 month ago
Pure praise for Amanda and what she has done with the space. It’s exactly as described, very clean. Attention to detail with labels and well thought out amenities . I will definitely return.
Guest favourite
Guesthouse in Glen Burnie
4.93 out of 5 average rating, 345 reviews

The Crab House - a Private, Waterfront Guest House

AlejandroRating, 5 stars2 weeks ago
Me and my wife had an amazing time at the crab house. We loved the views. Extremely peaceful and quiet. Would rebook if we are ever in the area again.
Top Guest favourite
Guesthouse in Washington
4.95 out of 5 average rating, 213 reviews

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

MariellaRating, 5 stars2 weeks ago
Alma’s place was fully renovated, beautiful finishes, gorgeous floors, super comfortable beds and impecable bathrooms. Kitchen was modern and had everything needed for cooking. Excellent location and walking distance grocery store. Alma was friendly and promptly answer all of our questions. She also allowed us to leave our luggage before check in time. We had a wonderful time and will be back for sure!
Superhost
Guesthouse in Silver Spring
4.75 out of 5 average rating, 12 reviews

Enchanting Backyard Tiny House, Bells & Whistles!

DaliaRating, 5 stars3 weeks ago
Such a beautiful, peaceful and whimsical home to stay in. The property is just as beautiful. Everything was clean and just as pictured. The hosts are very responsive. I would definitely stay here again!
Top Guest favourite
Guesthouse in Washington
4.98 out of 5 average rating, 238 reviews

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

JulienRating, 5 stars1 week ago
very nice, clean, spacious and convenient place. we enjoyed staying there very much and would consider staying there again next time we visit DC
Guest favourite
Guesthouse in Washington
4.96 out of 5 average rating, 107 reviews

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

DeniseRating, 5 stars3 weeks ago
My husband and I had a delightful stay at Chris Zarconi's Airbnb. We were in town for our son's graduation, and having this lovely place to come home to in-between events, was very comforting and peaceful. I enjoyed morning coffee listening to the birds outside the sliding door. The neighborhood was lovely and I was able to walk each morning. I would definitely come again should I need a place to stay in DC.
Guest favourite
Guesthouse in Washington
4.88 out of 5 average rating, 245 reviews

Adorable English Basement on 15th St

AlexRating, 5 stars1 week ago
Enjoyed a great stay here during World Pride! Very walkable to the Metro. Felt safe walking around late at night. Space was clean with a very comfortable bed. Would definitely recommend!
Top Guest favourite
Guesthouse in Hydes
5 out of 5 average rating, 8 reviews

The Cottage at Merryland Farm

TriciaRating, 5 stars1 month ago
This place is almost indescribable - the beauty of the 180 acre holding, full of exquisite and well treated thoroughbreds. The cottage is scenically located amidst all the green grass and fencing with the white cottage, as well as a number of other white outbuildings. The setting is very tranquil and the lack of city noise creates and atmosphere where silence is priceless. The bed was very spacious and comfortable with a window that allowed me to gaze out at the land from the moment I opened my eyes.

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Annapolis
4.91 out of 5 average rating, 107 reviews

Private Cottage on gated estate

JhonaRating, 5 stars1 month ago
Donald's place was great! Even better than advertised. We were a party of 5 attending an Annapolis graduation, and we couldn't have been more satisfied. Our hosts Donald and Julie were fantastic! Its a quiet, peaceful neighborhood with free beach. We highly recommend it!
Guest favourite
Guesthouse in Annapolis
4.9 out of 5 average rating, 290 reviews

Calico Cottage Guest House, king bed, free parking

KatherineRating, 5 stars1 week ago
Ann was extremely accommodating for me as I had to book the cottage so last minute. She get it all ready within a couple hours for me and made adjustments to her own schedule with a contractor for me to stay and make sure it was peaceful while I was working remotely. This is above and beyond what I needed and the consideration after she already helped get me in was just the cherry on top. The location is so perfect. Tucked away enough from downtown Annapolis for some peace and quiet, but close enough to enjoy every the town has to offer. The bed is big and comfy and it just feels like the perfect, quaint place to stay. I highly recommend staying at Ann’s cottage!
Top Guest favourite
Guesthouse in Annapolis
5 out of 5 average rating, 160 reviews

Private Art-Filled Guesthouse near Naval Academy

LindaRating, 5 stars1 week ago
We had a fantastic stay at Linda & Jerry’s guesthouse! Answered all our questions, it’s located in a quiet, peaceful neighborhood but still very close to downtown—super convenient. The space was spotless, well-maintained, and had everything we needed. Highly recommended for anyone looking for a clean and comfortable place to stay! We would definitely stay here again!
Top Guest favourite
Guesthouse in Washington
4.99 out of 5 average rating, 113 reviews

Luxurious 1Bed Carriage House, 1.5 Blocks to Metro

RayaRating, 5 stars9 months ago
Our stay in DC could not have been more enjoyable. Everything was clean, thought out, and the location is ideal. The space is curated to be simple yet have everything you may need or want. Just close enough to the national mall for a quick bike ride. And private enough for low noise and safety. The recommendations from Chris were appreciated. Our host was very responsive. 10 out of 10, would book again.
Guest favourite
Guesthouse in Baltimore
4.87 out of 5 average rating, 220 reviews

Woodberry Studio Retreat

ShomariRating, 5 stars2 weeks ago
Cheryl’s place is an absolute gem in charm city. The space gives chic, urban, grown-up treehouse. The decorations and small touches were a bonus. It’s obvious that the house put a lot of thought into their guest experience, adding some simple but helpful touches: an extension cord because the outlets are a bit far, ample cleaning supplies, and the guide to the local area. I felt right at home. The place was quiet and I never had a concern for safety or an issue with parking.
Superhost
Guesthouse in Baltimore
4.84 out of 5 average rating, 208 reviews

Cottage in beautiful Mount Washington

ReginaldRating, 5 stars2 weeks ago
Candace was an excellent and thoughtful host. She offered great recommendations to help us explore the community. Our stay was peaceful and restful. The property feels suburban or even rural despite being in the city and just minutes from the interstate. We often saw dear, rabbits, and foxes in the woods beside the cottage. Great experience!
Guest favourite
Guesthouse in Washington
4.96 out of 5 average rating, 192 reviews

Garden Suite

EllenRating, 5 stars1 week ago
Farida’s garden suite was an urban oasis! It’s in a gorgeous neighborhood on a coveted street in DC, equidistant between two avenues that have grocery stores, restaurants, coffee shops, the metro - basically everything you need within a 1/2 mile. Farida was very friendly, communicative, and hospitable, and she addressed any and all of my questions promptly. The suite is charming, the bed is very comfortable, and the space is light-filled and quiet. I loved my stay and hope to return soon!
Top Guest favourite
Guesthouse in Annapolis
4.99 out of 5 average rating, 136 reviews

Garden View, a spacious 1 bedroom with loft.

MarieRating, 5 stars3 weeks ago
Sally’s place was a perfect ‘getaway’ to get some work and dissertation writing in. She was super nice to bring me an office chair, and her husband provided freshly baked cookies! My dog, Bagel, loved watching the wildlife out the window. The neighborhood is cute and peaceful but also close to anything you want to do or eat. The thoughtful touches and top-notch stock of kitchen items made my stay so enjoyable. I didn’t get to enjoy the backyard amenities but will be back for that and to explore more. Wonderful place and hosts, plus an adorable furry host!

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