Tiny house vacation rentals in Delmarva Peninsula

Find and book unique tiny house rentals on Airbnb

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Popular amenities for Delmarva Peninsula tiny house rentals

Family-friendly tiny house rentals

Superhost
Cottage in Chincoteague
4.71 out of 5 average rating, 97 reviews

SNUG HARBOR waterfront cottage with a grand view!

NicRating, 5 stars6 months ago
Great little cabins by the water, easy to rent kayaks and boat tours directly from the host, Basia, who is very friendly and communicative. Local bar/seafood restaurant a short walk away.
Top guest favourite
Tiny homes in Bethesda
4.96 out of 5 average rating, 369 reviews

Middleton Cottage, near NIH; Free Parking Permit

MadisonRating, 5 stars1 month ago
Great space, highly recommend!
Guest favourite
Guesthouse in Galesville
4.95 out of 5 average rating, 170 reviews

Nautical Charm and relaxing waterview!

LeeRating, 5 stars5 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.
Superhost
Cabin in Maurice River
4.92 out of 5 average rating, 71 reviews

Lokal A Frame - Modern on the Maurice River

TianaRating, 5 stars1 month ago
Loved this place for a small weekend get away with friends. It was so peaceful and relaxing.
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 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
Guesthouse in Glen Burnie
4.81 out of 5 average rating, 175 reviews

Private 1 bedroom house

MichelleRating, 5 stars2 weeks ago
Nice quiet neighborhood, host was very flexible and accommodating
Superhost
Cabin in Williamsburg
4.68 out of 5 average rating, 59 reviews

Pet Friendly Deluxe Cabin in Williamsburg, VA

NataliaRating, 5 stars8 months ago
My husband and I along with our 2 dogs had great weekend stay at the Williamsburg campground. The cabin was just very clean and comfortable with all we needed for the weekend. The campground itself was wonderful with plenty of things to do, although we were there to explore Williamsburg and surrounding areas. overall a great stay and would definitely return again!!
Top guest favourite
Apartment in Lewes
4.96 out of 5 average rating, 588 reviews

Sandy Blessings

KristenRating, 5 stars4 weeks ago
Patty ‘s place was a wonderful retreat for a peaceful and relaxing weekend. The home is comfortably furnished with gorgeous decor. There were even fresh flowers! Appreciated the large sofa and the gigantic TV. Enjoyed the nature views throughout the many windows,, it was private and secluded. It was nice waking up to gentle bird song. There were plenty of fantastic restaurants nearby, the location is close to beaches and parks. Patty was easy to communicate with and responsive with any messages. It was a great stay, and if in the area again, would definitely return to this Airbnb.

Tiny house rentals with an outdoor patio

Guest favourite
Tiny homes in Lewes
4.95 out of 5 average rating, 150 reviews

Cozy Woodland Cottage

KerryRating, 5 stars2 days ago
I recently had the pleasure of staying at Katherine’s place, and I can't recommend it enough! After a rough night at a hotel, my daughter and I found ourselves in need of last-minute accommodations, and Katherine graciously welcomed us into her home. The space was exactly as described—clean, peaceful, and comfortable. It provided the perfect sanctuary for us to unwind and recharge. Katherine was an incredible host, going above and beyond to ensure our comfort. Her breakfast recommendation was excellent and an added delight to our stay. We will definitely return in the future! Thank you, Katherine, for turning our weekend around! Your place is a hidden gem!!
Top guest favourite
Tiny homes in Falls Church
4.99 out of 5 average rating, 136 reviews

"Log-Out"

DavidRating, 5 stars4 days ago
This was my third time staying here, and I will make it number 4 when I return to the area later this year. 10/10 would recommend.
Top guest favourite
Guesthouse in Yorktown
4.97 out of 5 average rating, 275 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.
Guest favourite
Cottage in Charlestown
4.96 out of 5 average rating, 164 reviews

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

Joseph & TracyRating, 5 stars4 days ago
The property is beautiful, its just like the pictures. The location is peaceful and quite. Its a perfect spot to just to relax and reconnect. Can't say enough good things about the cottage. Clean, Bed was nice, view was amazing, Hot tub, kayaks, plenty of firewood for a beach fire. During our stay we went to main street in North East it was about a 7 minute drive. It was a nice little town to walk. Chesapeake Coffee Co for a breakfast sandwich and a coffee. We had lunch at Woody's crab shack. Ordered in pizza from Bella Pizza, Went to Nauti Goose. I was underwhelmed at all restaurants and by all meals. If we come back again, I'd get groceries to cook, there is a grill to use (we didn't) and stay in, just take in the view and enjoy the peaceful waves. We would defiantly recommend and hopefully be back again soon.
Guest favourite
Tiny homes in Milford
4.93 out of 5 average rating, 67 reviews

Peaceful Possibilities - Tiny Home with Farm View

JessicaRating, 5 stars1 week ago
The Tiny Home was the perfect place to spend the night while at DE Turf for the weekend. It was super clean and the guest instructions were simple and clear. The cozy atmosphere and location made our brief stay very enjoyable. The Tiny Home is a wonderful little gem!
Guest favourite
Barn in Richmond
4.93 out of 5 average rating, 311 reviews

Cozy Carriage House Conversion

EchoRating, 5 stars6 days ago
Had a great at Catherine‘s place for three days! The house is very comfortable, clean, and close to different restaurants/coffee shops/outdoor space. I appreciated the recommendations provided when I got to the house! I would recommend this place for anyone looking for a cute and quaint stay in the Richmond area!
Guest favourite
Cottage in Sussex County
4.97 out of 5 average rating, 120 reviews

Private Cottage * 1 bedroom+loft * Rehoboth Beach

SharonRating, 5 stars1 week ago
Cleopatra's place was cozy and clean, except for the pollen on the screened in porch, which I learned is typical during the spring off-season time when we visited (in mid-April). Cleopatra is very responsive and the place and looked just like the photos. The house is nicely situated away from the hustle and bustle of the boardwalk and surrounding area, but still within walking distance to the beach and town. It was lovely to come back for a break away from the crowds, and to prepare some simple meals in the well-equipped kitchen. We discovered a nice walking trail on the last day, which is also possible to cycle on, and only wished we knew about it before! My only complaint is that the bicycles were in disrepair. Though functional, they need some maintenance and repairs. But they might already be upgraded for the next guests given how responsive Cleopatra is! We still managed to explore and enjoy the area. Highly recommend walking near the lake as well as the beach!
Top guest favourite
Houseboat in Kent Narrows
4.96 out of 5 average rating, 139 reviews

Cass-N-Reel Luxury Houseboat

KevinRating, 5 stars1 day ago
We had an AMAZING three days at Cass-N-Reel Houseboat! Kirby was an attentive and caring host, with great communication skills! The house boat we named The Loveboat, was beautiful, the bed was very comfortable, and we loved sitting on the covered back deck watching the ducks, Blue Heron and boats. We also appreciated the snacks and gift cards to wonderful local restaurants! We were sad to leave and would love to come back!

Tiny house rentals with outdoor seating

Top guest favourite
Guesthouse in Dennis
4.94 out of 5 average rating, 348 reviews

Shore Cottage~minutes to beach, wine, brews

SamanthaRating, 5 stars1 month ago
Host was responsive and added personal touches to our stay! House was very clean, quiet, and had everything we could need.
Guest favourite
Tiny homes in Galloway
4.93 out of 5 average rating, 137 reviews

Dock side studio with water views!

RebeccaRating, 5 stars2 weeks ago
This is a special location right on a marsh creek, but also close to all the amenities you need within a short distance. Short drive to wildlife refuges and the Pine Barrens. Amazing views, and Billie is a very thorough and responsive host. We enjoyed our stay!
Guest favourite
Guesthouse in Annapolis
4.9 out of 5 average rating, 277 reviews

Calico Cottage Guest House, king bed, free parking

WillRating, 5 stars1 week ago
Ann’s place was the perfect little getaway. Close to downtown Annapolis and the Annapolis mall. A peaceful and cozy place to escape to.
Superhost
Guest suite in Rehoboth Beach
4.87 out of 5 average rating, 354 reviews

Rehoboth Beach Farmhouse Studio *Pet Friendly*

TashaRating, 5 stars1 month ago
The listing looked exactly like the photos. The house is far enough off the main drag that road noise was minimal in March, but very conveniently located a short distance the Rehoboth boardwalk, outlets, Lewes, and Cape Henlopen. Reno was super responsive and everything was well-appointed. We would definitely stay here again!
Top guest favourite
Guesthouse in Williamsburg
4.98 out of 5 average rating, 363 reviews

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

ShuanRating, 5 stars1 week ago
Freedom Cottage is as described. Host communicated very well. Everything that we needed for the stay was there besides food, which made it very convenient. Was clean, cozy, and quiet. It’s away from all the hustle and bustle of the tourist area which is nice. I would recommend.
Top guest favourite
Home in Colonial Beach
4.97 out of 5 average rating, 121 reviews

Sunnyside Up - Dog Friendly Waterfront Cottage

RebeccaRating, 5 stars3 weeks ago
This lovely Colonial Beach house was the perfect spot for my birthday celebration! The home was absolutely charming and styled perfectly for a beach escape. It had everything you’d need as a guest, which made the stay super comfortable. The huge yard that wrapped all the way around the house was amazing—especially for my dogs to run and play. And to top it all off, the private dock just across the way provided peaceful, relaxing moments by the water. I couldn’t have asked for a better experience!
Top guest favourite
Tiny homes in West Point
4.96 out of 5 average rating, 268 reviews

The Cozy Cottage At Grateful Meadows

AlexandraRating, 5 stars2 weeks ago
My partner and I had an amazing time at Victoria's place for a birthday celebration. It was extremely cozy, peaceful, and relaxing. Archer and Marley make the best welcome committee-- we had a great time making friends with the kind animals at the sanctuary. We were a short drive to Williamsburg, where we enjoyed lots of great food options, but we found ourselves missing the cottage and itching to return. There is lots to do on the property such as pool, darts, or relaxing on the L-shaped couch while enjoying a show. During our stay, we didn't have any issues with spotty wifi and were able to binge watch The Pitt without a problem. Overall, Victoria has a wonderful home and is a very thoughtful host. We hope to return soon!
Guest favourite
Guesthouse in Annapolis
4.88 out of 5 average rating, 360 reviews

Chesapeake Birdhouse Studio

LaraRating, 5 stars1 week ago
Perfect space for a weekend getaway - easy walking distance to everything Eastport has to offer and just a quick 10min walk over the bridge to downtown Annapolis. Would definitely stay here again!

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