Guesthouse holiday rentals in Delmarva Peninsula

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Delmarva Peninsula guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Richmond
4.97 out of 5 average rating, 479 reviews

Outdoor Explorer's Dream Studio,James River Park

DeborahRating, 5 stars2 weeks ago
Outdoor Adventures Dream was a good location for us since it was only 5 minutes away from our family. The space was nicely decorated and clean. The bed was comfy and it was just what we needed since we spent most of our time with family for meals, etc.
Superhost
Guesthouse in Chestertown
4.88 out of 5 average rating, 172 reviews

Cozy Carriage House

LindseyRating, 5 stars2 months ago
Great place! We will definitely book this apartment again!
Guest favourite
Guesthouse in Lewes
4.95 out of 5 average rating, 191 reviews

Very private and cozy, Country Cottage

JulieRating, 5 stars2 days ago
Comfy cottage nicely decorated. Comfortable bed and furniture. Close to everything and the host was great.
Guest favourite
Guesthouse in Galesville
4.95 out of 5 average rating, 171 reviews

Nautical Charm and relaxing waterview!

StanleyRating, 5 starstoday
Felt like a home-away-from-home! So much more than a hotel room. Very peaceful area with a very good view. Bed was comfortable. It was obvious that Pam cares about her clients I will be recommending this to others.
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
Top Guest favourite
Guesthouse in West Cape May
4.96 out of 5 average rating, 182 reviews

Dog Friendly Cape May Cottage

EdwardRating, 5 stars3 days ago
Mike and Lisa's cottage was a perfect place for us and our senior dogs.They went above and beyond to make all of us feel welcomed.They were very helpful in recommendations on places to go and directions. The cottage was perfect for our needs and very quiet and peaceful. We would definitely stay again with them and recommend to anyone looking for a quiet/peaceful place to relax,but yet close enough to everything in cape may.Thanks again
Superhost
Guesthouse in Oxford
4.83 out of 5 average rating, 134 reviews

Bonfield Bungalow

StaceyRating, 5 stars2 weeks ago
Will’s place was great! The perfect spot for a getaway for 2. We loved it and will look forward to our next visit! Thanks Will!
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 Mount Airy
4.96 out of 5 average rating, 125 reviews

Treasured Hideaway on the Hill

DianeRating, 5 stars2 weeks ago
The bed is probably the most important thing for us when choosing a rental. The master bedroom bed was excellent. The second bedroom, not so much. But if you don’t have back issues, it’s ok. We are really bed snobs 🥺
Top Guest favourite
Guesthouse in Elk Mills
4.98 out of 5 average rating, 120 reviews

Private Country Guesthouse Getaway Minutes from UD

JJRating, 5 stars1 day ago
Perfect spot for visiting family in the area. Immaculately clean, cozy, all the amenities we could need, and super comfortable beds. Katelyn was such a warm and gracious host - we appreciated the special local touches (delicious cider donuts) and her incredibly kind hospitality. The pool was perfect and we thoroughly enjoyed it. We truly couldn't have hoped for a more wonderful stay and hope to return again! Our many thanks for an ideal stay!
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, 244 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!
Guest favourite
Guesthouse in Alexandria
4.92 out of 5 average rating, 145 reviews

The Guest Suite

KyleRating, 5 stars1 day ago
Very comfortable stay! Grateful for the dog friendly accommodations while in town for a wedding. The suite was well equipped and nice to have a kitchen for light meal prep. Convenient location with Uber for wedding events. Lindsey was very responsive and friendly. Would stay here again!
Top Guest favourite
Guesthouse in Towson
4.98 out of 5 average rating, 166 reviews

Sunny Guesthouse steps from Towson!

BarbraaRating, 5 stars1 week ago
Megan's Sunny Guesthouse has become our home away from home when we go to Baltimore to visit our grand kids. It is a spacious room over a garage that was once an office. Has a small kitchenette, small desk, sofa, TV and table for eating and a nice shower. In addition, Megan is a very responsive host. Great find.
Guest favourite
Guesthouse in Petersburgh
4.95 out of 5 average rating, 178 reviews

"Lofty Cottage" Adorable 1-Bedroom Guest House

CoreyRating, 5 stars1 week ago
Was a nice little cottage my girlfriend and i enjoyed our stay if i visit the area again i would book this little cottage get away tracey communicate well and made sure that we were enjoying our stay and that there were no issues 5 stars all the way
Top Guest favourite
Guesthouse in Edgewater
4.98 out of 5 average rating, 116 reviews

1 large room efficiency in detached garage.

ThomasRating, 5 stars5 days ago
5 stars for sure! The detached garage was even nicer than the photos! The neighborhood was so peaceful and had coffee just a short walk away. Rams Head on Stage was a blast of a concert venue too! Thanks Jocelyn for the awesome stay, pets, and local recommendations :) I would absolutely stay here again and strongly recommend

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!
Top Guest favourite
Guesthouse in Atlantic City
4.97 out of 5 average rating, 179 reviews

Ocean & Boardwalk Views-Studio Apt-NO Cleaning Fee

JerryRating, 5 stars2 weeks ago
I dont even know where to start… Mark was absolutely amazing friendly the place was beautiful clean felt like home! Kept us up to date with everything going on in town! Great restaurant ideas! The spa was amazing! Super clean and private! I don’t usually do reviews but Mark 100% deserves it he has worked hard on making an amazing getaway! Look forward to seeing you in august!! Thank you for everything my friend!
Top Guest favourite
Guesthouse in Alexandria
5 out of 5 average rating, 225 reviews

Sunny, Stylish Carriage House with a View

SandyRating, 5 stars2 weeks ago
Beautiful place, just as described. Clean, quiet, comfortable, bright and airy, even on the rainy day when we checked in. Best check in directions, with photos, we have encountered in a while. We will stay here again next time we visit Alexandria.
Top Guest favourite
Guesthouse in Falls Church
4.98 out of 5 average rating, 185 reviews

Beautiful New Apartment Surrounded by Nature

JudithRating, 5 stars1 week ago
Peaceful, bucolic accommodations, close to areas in Northern VA and DC especially if traveling by car.
Guest favourite
Guesthouse in Alexandria
4.92 out of 5 average rating, 155 reviews

Charming Studio with Free Parking & Private Entry

SuzanneRating, 5 starstoday
We thoroughly enjoyed our stay! The place was cozy and private with our own bathroom/shower, microwave/mini fridge, and washer/dryer. Everything was just as described and the complimentary water bottles were a nice added bonus. Would stay again!
Guest favourite
Guesthouse in Annapolis
4.86 out of 5 average rating, 101 reviews

Chesapeake Bay Escape | Cozy Retreat

JacquelineRating, 5 stars4 weeks ago
We loved our weekend stay at Melanie’s place!! It was clean, easy to access and a lovely location!! She was super helpful with our questions about the areas and places she recommended. Definitely recommend!!
Top Guest favourite
Guesthouse in Arlington
5 out of 5 average rating, 216 reviews

Private Sunny Cottage with King Bed + Yard / Patio

MarkRating, 5 starstoday
Great stay…will definitely use again for extended stays in the area for business!
Guest favourite
Guesthouse in Herndon
4.91 out of 5 average rating, 103 reviews

Modern Sugarland Apt-Metro/IAD

TashaRating, 5 stars1 month ago
Descriptions of the place were accurate. Good location and like that there is off street parking. Felt safe as a solo traveler. Host was responsive and friendly. Would recommend and stay again.

Destinations to explore