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 Beach Haven
4.89 out of 5 average rating, 101 reviews

Oceanside "Carriage House" style

RobertRating, 5 stars7 months ago
Great host and location, comfortable digs, well stocked, and a nice outdoor shower for after the beach. A perfect choice for a couple who wants to spend some time on LBI. Bonus points for the beach chairs!
Top Guest favourite
Guesthouse in Ocean City
4.94 out of 5 average rating, 272 reviews

Cozy Private Cottage Near The Beach

CatalinaRating, 5 stars1 week ago
I was looking for a few nights away from the city to be in the quiet outdoors and this cozy cottage definitely fit that description!
Top Guest favourite
Guesthouse in Annapolis
4.94 out of 5 average rating, 102 reviews

Carriage House near Navy Stadium, parking, pets

RachelRating, 5 stars3 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.
Guest favourite
Guesthouse in Fort Washington
4.93 out of 5 average rating, 731 reviews

Urban Cottage,MD minutes from DC/National Harbor

PerlaRating, 5 stars3 weeks ago
We were pleasantly surprised with the proximity of the Airbnb to our destinations. It was warm, inviting, and cutely decorated with an authentic cabin-feel right outside of DC. I wish we could have stayed longer. We would love to come back.
Superhost
Guesthouse in Glen Burnie
4.81 out of 5 average rating, 176 reviews

Private 1 bedroom house

MichelleRating, 5 stars2 weeks ago
Nice quiet neighborhood, host was very flexible and accommodating
Guest favourite
Guesthouse in Glen Allen
4.84 out of 5 average rating, 550 reviews

Private and Quiet Pool House Convenient Location

MelanieRating, 5 stars6 days ago
We had a wonderful stay! The hosts were so responsive and so friendly. They were very accommodating and very understanding that we had a small child there were children’s books and the environment was so clean. I would 100% stay again and I’m so happy with the experience that we had.
Top Guest favourite
Guesthouse in Smithsburg
4.97 out of 5 average rating, 734 reviews

Jewel Vinsota Artist's Guesthouse

YiRating, 5 stars1 week ago
My partner, pup, and I had a lovely and cozy stay!! Lots of thoughtful touches, cool artwork, and supplies. We enjoyed using the fire pit right by the creek, our dog was obsessed with the sun room, and we loved exploring the sculpture garden!

Guesthouses with a patio

Top Guest favourite
Guesthouse in Church Road
5 out of 5 average rating, 202 reviews

Heron Rock: Lakefront Cottage on Lake Chesdin

MichaelRating, 5 stars1 week ago
Once again we had a delightful stay at our VA happy place. Such beautiful surroundings and a charming house. Ann and Jim are wonderful hosts, Everytime we've been blessed to visit. If you're looking for a lovely place, on the lake, with exceptional accommodations and hosts, this is your place!
Top Guest favourite
Guesthouse in Yorktown
4.97 out of 5 average rating, 276 reviews

Charming Yorktown Battlefield Cottage

DeniseRating, 5 stars1 week ago
We enjoyed our stay. The cottage was delightful. The kitchen has everything you need to prepare simple meals. The chairs in the living area and the chair in the bedroom were very comfortable. The area was very quiet and close to major attractions. Great communication with Brad and David.
Top Guest favourite
Guesthouse in Gloucester
5 out of 5 average rating, 133 reviews

Creekside Guesthouse - Dock and Pool on 10 acres

ChristineRating, 5 stars6 months ago
Bluebird is truly a vacation paradise. The perfect Serenity from the craziness of the wedding weekend. Well appointed space and kitchen. Loved our kayaking adventure day and campfire nights. Truly a relaxing atmosphere! Great host too, we felt very welcome!
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.
Top Guest favourite
Guesthouse in Towson
4.98 out of 5 average rating, 161 reviews

Sunny Guesthouse steps from Towson!

MeganRating, 5 stars1 week ago
I cannot recommend this Airbnb enough! From the moment we arrived, everything exceeded our expectations. The space was spotless, beautifully decorated, and exactly as described in the listing—if not better. The bed was super comfortable, the kitchenette had everything we needed, and the small touches (like fresh coffee and local recommendations) made it feel like home. The host was incredibly responsive and thoughtful, even checking in to make sure we had everything we needed. The location was perfect—close to great restaurants, shops, and attractions, but still quiet and peaceful at night. We’re already talking about coming back. Thank you for such a wonderful stay!
Top Guest favourite
Guesthouse in Edgewater
4.98 out of 5 average rating, 105 reviews

1 large room efficiency in detached garage.

LesleyRating, 5 stars1 week ago
I have stayed here a couple of times while visiting my daughter at the Naval Academy. The apartment is absolutely perfect for just the two of us, and the location is great. It is a few miles to DTA, but it is an easy drive with plenty of restaurants and shopping without the congestion of DTA. Mrs. Jocelyn is a wonderful host and she is always so accommodating. I love staying here when I come to Annapolis.
Top Guest favourite
Guesthouse in Annapolis
4.99 out of 5 average rating, 161 reviews

Coastal Waterfront 1 Bedroom Cottage

YevheniiaRating, 5 stars1 week ago
We had an extraordinary and very peaceful weekend at this beautiful property. The view is absolutely breathtaking, and the house itself is both stylish and incredibly comfortable. Cheri and Tim are wonderful hosts—attentive, welcoming, and thoughtful throughout our stay. We truly felt at home. Highly recommend this place to anyone looking for a relaxing and memorable getaway!
Guest favourite
Guesthouse in Richmond
4.95 out of 5 average rating, 258 reviews

Funky & colorful private guesthouse with parking!

VivianaRating, 5 stars1 week ago
The cutest little spot that’s so close to great spots in the city! A cozy stay and wonderfully designed.

Guest house rentals with a washing machine and dryer

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!
Top Guest favourite
Guesthouse in Falls Church
4.98 out of 5 average rating, 177 reviews

Beautiful New Apartment Surrounded by Nature

PatriciaRating, 5 stars2 weeks ago
We absolutely loved our stay here! Beautiful neighborhood and surroundings. Quiet, private and easy access/walkable to places to eat and shop. The apartment had everything we needed! So well done, made great use of the space. Sleeping was quiet and comfortable. Can't say enough!! Would definitely stay here again. Easy access to DC! Host was very quick with response. Definitely recommend!!!
Guest favourite
Guesthouse in North Cape May
4.93 out of 5 average rating, 129 reviews

Cape Cottage

DoreenRating, 5 stars8 months ago
First time visit to Cape May for my daughter and I. We had privacy, we’re able to sleep in, see the local area and do our laundry on site. Kristie was very responsive!!!!
Superhost
Guesthouse in Herndon
4.76 out of 5 average rating, 220 reviews

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

Mary BernadetteRating, 5 stars2 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
Top Guest favourite
Guesthouse in Arlington
4.97 out of 5 average rating, 181 reviews

Spacious Guest House 10-15 min to DC

ElizabethRating, 5 stars5 days ago
Absolutely loved our stay at Mona's guest house in Arlington! From the moment we arrived, we felt right at home. The guest house itself was spotless, comfortable and cozy. The location can’t be beat—quiet, yet close to everything we wanted to explore in Arlington and nearby DC. Highly recommend this gem to anyone looking for a peaceful, welcoming retreat in the area. We can’t wait to come back. Thank you, Mona!
Superhost
Guesthouse in Washington
4.85 out of 5 average rating, 208 reviews

Fresh Motif • Guest Suite of Historic Row House

StephanieRating, 5 stars3 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 Alexandria
4.92 out of 5 average rating, 144 reviews

Cozy Studio with 2 FREE Parking Spots On-Site

BrittneyRating, 5 stars4 days ago
I stayed here for one night to break up a long road trip and it was the perfect little spot!! The place was very clean, bed was super comfy, and it was in a great area. Highly recommend 😊
Top Guest favourite
Guesthouse in Quinton
4.98 out of 5 average rating, 118 reviews

Cozy Farm Apartment in New Kent, VA

DawnRating, 5 stars2 weeks ago
No words! We absolutely loved this place! Totally private. It is above their detached two car garage and so perfect. Absolutely immaculate. I appreciated that she was fine with us checking in at 10:30pm and we left each morning at 7am. Perfect location to hit Richmond, Yorktown, Jamestown and Williamsburg in the one day/two nights that we had. The steep stairs to climb up above the garage were well worth the privacy. I am very hopeful that we can come back and stay again someday for 4-5 nights to do this area with more time. She was so friendly to message with. We loved watching them waking up their farm while we sipped our provided keurig cups.

Destinations to explore