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, 478 reviews

Outdoor Explorer's Dream Studio,James River Park

MollyRating, 5 stars2 weeks ago
Exactly like the photos! It is a backyard guest house, so it's not the most secluded but the curtains provided good privacy. Clean and tidy room with a nice bathroom. Overall a good stay!
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, 190 reviews

Very private and cozy, Country Cottage

TrevorRating, 5 stars3 days ago
This was the perfect getaway for my family and I. Zully was a great host and incredibly friendly!
Guest favourite
Guesthouse in Galesville
4.95 out of 5 average rating, 170 reviews

Nautical Charm and relaxing waterview!

LeeRating, 5 stars7 months ago
I stayed here visiting family nearby. The place is very clean and set up thoughtfully for guests. I really appreciated that it was already stocked with some coffee and creamers, so I didn't need to go shopping right after arriving. The neighborhood is small but walkable and has two good seafood restaurants a short walk away. Pam provided clear instructions and communication.
Guest favourite
Guesthouse in Frederick
4.97 out of 5 average rating, 339 reviews

The Shady Bear Cabin

CassidyRating, 5 stars6 days 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 West Cape May
4.96 out of 5 average rating, 182 reviews

Dog Friendly Cape May Cottage

EdwardRating, 5 stars1 day 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
Guest favourite
Guesthouse in Glen Allen
4.84 out of 5 average rating, 561 reviews

Private and Quiet Pool House Convenient Location

BrittanyRating, 5 stars4 days ago
Very lovely. Will visit again!
Superhost
Guesthouse in Oxford
4.83 out of 5 average rating, 134 reviews

Bonfield Bungalow

StaceyRating, 5 stars1 week 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!

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 Washington
4.98 out of 5 average rating, 236 reviews

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

MohsinRating, 5 stars3 days ago
we are a family of 4 (2 kids 4 and 7) and travel pretty frequently. Alice’s place was exactly what we needed. The car parking was a huge bonus - the neighborhood is great- a nice little park close by and also a cute coffee shop that’s walkable. The kitchen was fully equipped. Comfy beds- clean - quick responsive host. absolutely perfect! We will definitely stay here next time we are in town 🙌🙌
Guest favourite
Guesthouse in Washington
4.96 out of 5 average rating, 106 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, 243 reviews

Adorable English Basement on 15th St

MarianaRating, 5 stars2 weeks ago
Great apartment for a couple of days in DC. The location is very walkable with cafes and restaurants nearby. Very easy to get to the mall by bus or metro. The parking lot is just across the street at a very reasonable price!
Guest favourite
Guesthouse in Alexandria
4.92 out of 5 average rating, 144 reviews

The Guest Suite

MaiaRating, 5 stars5 days ago
This stay was in a quiet neighborhood, and the host was beyond accommodating. Perfect stay for a work trip!
Top Guest favourite
Guesthouse in Towson
4.98 out of 5 average rating, 165 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, 177 reviews

"Lofty Cottage" Adorable 1-Bedroom Guest House

DennisRating, 5 stars1 week ago
I had a great stay at Tracey Cottage Lofty. The space was clean, quiet, and exactly as described perfect for a peaceful getaway or work trip. Check-in was smooth, and the host was very responsive and accommodating throughout my stay. The environment felt safe and welcoming, with thoughtful touches that made it feel like home. I would definitely recommend this place to anyone looking for comfort and reliability. Thank you for a wonderful experience!
Top Guest favourite
Guesthouse in Edgewater
4.98 out of 5 average rating, 115 reviews

1 large room efficiency in detached garage.

ThomasRating, 5 stars3 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

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 stars6 days ago
Peaceful, bucolic accommodations, close to areas in Northern VA and DC especially if traveling by car.
Guest favourite
Guesthouse in North Cape May
4.93 out of 5 average rating, 129 reviews

Cape Cottage

DoreenRating, 5 stars9 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!!!!
Top Guest favourite
Guesthouse in Richmond
4.97 out of 5 average rating, 451 reviews

A Place of Peace

KerryRating, 5 stars1 week ago
The perfect stay. The prpperty has the most diverse back yard bird collection with various feeders scattered about. (Bluebird, northern cardinal, house sparrow, house finch, blue-grey gnatcatcher, northern rough winged swallow, goldfinch, hummingbird, and more! Pony Pasture is very close and the river offered even more birds. The screened in porch was fabulous. JD the cat did sit in my lap! The toaster oven was perfect for reheating leftovers from restaurants. The fridge was bigger than expected. Everything was in perfect condition and the hosts were gracious and friendly whenever we ran into each other in the back yard. The coffee selection was on point. A+ Highly recommend!
Guest favourite
Guesthouse in Alexandria
4.92 out of 5 average rating, 153 reviews

Charming Studio with Free Parking & Private Entry

LeighRating, 5 stars1 week ago
Brittany's place was perfect. I was traveling alone, and wanted to be within walking distance of the metro. Not only was her place a quick walk to the train, but I was able to walk to a grocery store to pick up a few items, and I had a delicious meal at one of the nearby restaurants. The space has everything you need for a comfortable stay. I would book again if needing to stay in the area.
Guest favourite
Guesthouse in Lewes
4.94 out of 5 average rating, 103 reviews

Crow's nest! Guest house-bike trail-3.7mi to beach

HeatherRating, 5 stars2 weeks ago
My husband and I had a great stay at the Crow's Nest! It was clean, cozy and quiet and the bed was super comfortable! Convenient to all Lewes and Rehoboth have to offer. Even on Memorial Day weekend, it never took us more than a few minutes to get to our favorite restaurants and the beach. Chris & Kate were so friendly, easy to communicate with and had awesome recommendations for places to go or eat in the area! Highly recommend!
Top Guest favourite
Guesthouse in Arlington
5 out of 5 average rating, 215 reviews

Private Sunny Cottage with King Bed + Yard / Patio

SarahRating, 5 stars1 month ago
We had a great stay at Jeremy’s. It was the perfect place to relax after our busy days during our quick trip to DC. Super clean, everything needed to make meals, lots of extra touches that made the stay all that better. Highly recommend!!!
Guest favourite
Guesthouse in Paeonian Springs
4.98 out of 5 average rating, 114 reviews

Bear Mountain Cottage

MeganRating, 5 stars3 weeks ago
We loved the cottage! The cottage is located in a peaceful, private area which is absolutely beautiful and a great little getaway. We really enjoyed the firepit area! The whole cottage was spotless and very well decorated. We would love to come again and stay longer. ☺️

Destinations to explore