Guesthouse vacation rentals in Delmarva Peninsula

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Delmarva Peninsula guesthouse rentals

Family-friendly guest house rentals

Guest favorite
A small deck is presented with two chairs positioned on a wooden surface. A decorative mat is placed by the door, while a potted plant adds a touch of greenery. A beach umbrella stands nearby, providing shade.
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 favorite
Guesthouse in Ocean City
4.94 out of 5 average rating, 270 reviews

Cozy Private Cottage Near The Beach

JesseRating, 5 stars1 week ago
We very much enjoyed Maia's cottage. It is cute but with modern construction and amenities. The size is perfect for two people. The heat pumps are easy to use. The linens and bedding are very nice. The neighborhood is quiet and shady and the garden is pretty. Maia messaged us to welcome us and we had no issues during our stay. We would gladly stay again.
Superhost
The exterior of the carriage house is shown, featuring light-colored wooden siding, large windows, and a welcoming entrance. Surrounding the building is a landscaped area with brick pathways and greenery, creating a pleasant outdoor space.
Guesthouse in Chestertown
4.88 out of 5 average rating, 170 reviews

Cozy Carriage House

PatrickRating, 5 stars1 month ago
The property was exactly as advertised. I thoroughly enjoyed my stay. It was very quiet which I liked very much. Roland was very helpful with check in and made our stay very nice.
Guest favorite
A cottage is surrounded by a spacious yard with colorful autumn leaves. The structure features large windows, and a deck is visible at the back, offering access to outdoor seating. Mature trees provide a natural backdrop, enhancing the tranquil country setting.
Guesthouse in Lewes
4.95 out of 5 average rating, 187 reviews

Very private and cozy, Country Cottage

CalebRating, 5 stars6 months ago
A peaceful stay for visiting and recovering from the busy nearby towns. We stayed for a fall weekend getaway and Zully's listing was perfect for us. My partner and I enjoyed the privacy and quiet nature of the property. It was a well needed contrast to the busy restaurants, beaches, and park we visited, which were only a 20-minute drive away. It was our dog's first Airbnb stay, and she loved it even more than us. The property has a very large yard with ample walking space. There are also well cared for chickens on the property, which our dog loved watching through the window.
Top guest favorite
A charming outdoor space showcases a fire pit surrounded by four Adirondack chairs in red and white. A hanging chair adds an inviting touch. Soft garden lights illuminate the area, while lush greenery and potted flowers complete the tranquil setting.
Guesthouse in Annapolis
4.94 out of 5 average rating, 102 reviews

Carriage House near Navy Stadium, parking, pets

RachelRating, 5 stars2 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!
Superhost
Guesthouse in Herndon
4.76 out of 5 average rating, 219 reviews

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

JenniferRating, 5 stars4 months ago
I've stayed here multiple times; it's my go-to when I need solitude and space to work on projects. I'll be back!
Guest favorite
The interior of the cottage features a vaulted wooden ceiling with beams, creating an open atmosphere. A spacious sectional sofa faces a wood-burning stove. The kitchen is equipped with modern appliances, while light streams through large windows draped in sheer curtains.
Guesthouse in Fort Washington
4.93 out of 5 average rating, 731 reviews

Urban Cottage,MD minutes from DC/National Harbor

PerlaRating, 5 stars2 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
A private outdoor seating area is framed by a tree, featuring a glass table and two chairs. The patio is surrounded by greenery, and the sliding doors of the guest house are visible in the background, providing a connection to the interior.
Guesthouse in Glen Burnie
4.81 out of 5 average rating, 174 reviews

Private 1 bedroom house

AndreRating, 5 stars2 weeks ago
Really nice place. really quiet and beautiful back yard.

Guest house rentals with a patio

Top guest favorite
A loft bedroom features a spacious bed adorned with a patterned duvet and decorative pillows. A cozy armchair sits in the corner, complemented by a dark wooden dresser with a television. Natural light filters through a large window, illuminating the soft green walls.
Guesthouse in Yorktown
4.97 out of 5 average rating, 275 reviews

Charming Yorktown Battlefield Cottage

DeniseRating, 5 stars4 days 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 favorite
A hammock is suspended between two trees, providing a serene spot to relax. The view overlooks a calm body of water framed by lush greenery and sunlight filtering through the leaves, creating a tranquil connection with nature.
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 favorite
An outdoor seating area features two vibrant red chairs placed on a mulch bed. A small table stands between the chairs, surrounded by greenery and decorative plants. A bright red door provides an inviting entrance, while a vintage wrought iron fence encloses the area for privacy.
Guesthouse in Catonsville
4.97 out of 5 average rating, 261 reviews

Fox Cottage *Pet Friendly*

TheresaRating, 5 stars2 days ago
Stacey’s place was great just as pictured nice and clean and easy to communicate
Guest favorite
A two-story accessory dwelling unit features a combination of brick and siding exterior, with large windows allowing natural light. A set of stairs leads to the entrance, and the surrounding area is shaded by trees, contributing to a tranquil outdoor setting.
Guesthouse in Washington
4.96 out of 5 average rating, 101 reviews

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

JohnnyRating, 5 stars3 days 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 favorite
The entrance area features a small wooden desk paired with a grey chair, positioned against a neutral-toned wall. A sleek white chair is situated nearby. A door with a window leads to the outside, complemented by a potted plant on a windowsill and a wall mirror.
Guesthouse in Washington
4.89 out of 5 average rating, 237 reviews

Adorable English Basement on 15th St

CarlRating, 5 stars2 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 favorite
A bright studio guesthouse features vaulted ceilings and hardwood flooring. Natural light fills the space through multiple windows. A cozy sofa is positioned near a side table, while a spacious bed is located against the opposite wall, accented by a blue dresser.
Guesthouse in Towson
4.98 out of 5 average rating, 160 reviews

Sunny Guesthouse steps from Towson!

MeganRating, 5 stars6 days 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!
Guest favorite
A shaded patio area features a stone-like surface and is bordered by greenery. A metal chair and small table are positioned for relaxation under the trees, with natural light creating dappled shadows across the space.
Guesthouse in Petersburgh
4.95 out of 5 average rating, 173 reviews

"Lofty Cottage" Adorable 1-Bedroom Guest House

DevinRating, 5 stars2 months ago
Everything was simply beautiful. By far my favorite stay! Thank you for everything
Top guest favorite
The exterior features a clean facade with light-colored siding and a white door, complemented by a window with dark shutters. A small garden area is present beneath the window, accentuated by green plants and decorative elements. The well-maintained lawn adds to the overall appeal.
Guesthouse in Edgewater
4.98 out of 5 average rating, 104 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.

Guest house rentals with a washer and dryer

Guest favorite
A modern brick structure is illuminated from within, revealing large windows that showcase the interior design. Two green chairs are positioned on the lawn, surrounded by well-maintained greenery, emphasizing the inviting outdoor space.
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 favorite
A shaded picnic pavilion is surrounded by well-maintained grass in a city park. Nearby, playground equipment is visible, along with several picnic tables positioned under the pavilion. Tall trees provide ample shade, contributing to a serene outdoor setting.
Guesthouse in Falls Church
4.98 out of 5 average rating, 176 reviews

Beautiful New Apartment Surrounded by Nature

MelanieRating, 5 stars2 weeks ago
Very clean, well stocked, quiet, with shopping and food nearby.
Superhost
A welcoming entrance features a white door that opens into a modern interior space. Soft lighting illuminates the area, highlighting the textured light-colored brick walls. A black mailbox is mounted near the door, adding a functional touch to the inviting entryway.
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 favorite
The inviting studio features a full-size bed dressed in a vibrant yellow blanket, complemented by decorative pillows. A modern wall art piece is displayed above the nightstand, and a doorway leads to a well-appointed bathroom, visible in the background.
Guesthouse in Alexandria
4.91 out of 5 average rating, 141 reviews

Cozy Studio with 2 FREE Parking Spots On-Site

HeatherRating, 5 stars1 week ago
Brits place was perfect for the weekend. She was so nice and the room had everything I needed. :)
Guest favorite
A compact kitchen features wooden countertops and an array of storage options. Natural light enters through a window, illuminating the white cabinetry and a dark kitchen island. Wooden beams accentuate the ceiling, while decorative items add a touch of character to the walls.
Guesthouse in Lewes
4.93 out of 5 average rating, 321 reviews

Pied a Mer- Downtown Lewes Cottage!

DevenRating, 5 stars6 months ago
Great little AirBnB for a weekend in Lewes. This AirBnB is walkable to everything, 10 minute walk to downtown! Space was very clean. This is a perfect AirBnB if you need a place to sleep and you plan to be out and about!
Top guest favorite
A view from the deck showcases expansive green pastures bordered by trees. Fenced areas and horse barns are visible in the distance along a gravel path, creating a serene rural landscape under a partly cloudy sky.
Guesthouse in Quinton
4.98 out of 5 average rating, 117 reviews

Cozy Farm Apartment in New Kent, VA

DawnRating, 5 stars1 week 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.
Top guest favorite
The living space features high ceilings with large windows allowing ample natural light. An inviting sofa faces a wall-mounted television, while a decorative table sits in front. Sliding glass doors open to a shared outdoor area, enhancing the connection with nature.
Guesthouse in Arlington
5 out of 5 average rating, 212 reviews

Private Sunny Cottage with King Bed + Yard / Patio

ShelleyRating, 5 stars2 weeks ago
Our stay was truly home away from home - we felt safe and comfortable. We spent most of our trip in DC -an easy 15 min walk to the Metro. We would gladly stay here again.
Top guest favorite
The bathroom features a spacious walk-in shower with beautifully tiled walls, a decorative border, and a glass-block window allowing natural light. A dark, curved vanity with a sink complements the elegant design, while a white shower curtain provides privacy.
Guesthouse in Washington
4.97 out of 5 average rating, 225 reviews

Spacious, Private, Capitol Hill Carriage House

ScottRating, 5 stars2 weeks ago
This is the second time my wife and I have stayed in this Airbnb and there’s a reason we came back. Phenomenal location, it simply cannot be beat. The place is absolutely beautiful and cozy, Melinda is very kind and responsive, and getting around the city from this location is fun and easy to get around. If you’re debating where to stay, stay here end of discussion!

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