Tiny house vacation rentals in Delmarva Peninsula

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Popular amenities for Delmarva Peninsula tiny house rentals

Family-friendly tiny house rentals

Superhost
Two wooden Adirondack chairs are positioned on a weathered dock, facing towards a calm waterway. A shaded structure is visible on the left, while boats are anchored in the distance against a backdrop of blue skies dotted with white clouds.
Cottage in Chincoteague
4.72 out of 5 average rating, 99 reviews

SNUG HARBOR waterfront cottage with a grand view!

AlexandraRating, 5 stars1 week ago
We ABSOLUTELY loved our visit, and plan to return and stay with Basia! Our weekend consisted of rainy weather and she offered us a covered porch which was well worth it!! Each morning we had a peaceful water view with the horses in the distance. I don’t think it could get any better. The boat tour was SO much fun. Basia stayed in contact with us about when would be the better time to go. She really looked out for us when the weather would be at its peak. Her recommendations never failed to impress. Thank you SO much for having us!! We plan to be back.
Superhost
Farm stay in Frederick
4.75 out of 5 average rating, 24 reviews

Unique Smokehouse on historic Manor House grounds!

KrissyRating, 5 stars2 weeks ago
I came here to have a few days in nature by myself and I’m really glad I chose Joe’s place. I was able to mediate outside surrounded by a beautiful pasture and farm animals. It was healing. The space is also exactly as described. It’s quirky (in a good way) and comfortable. I would definitely stay here again.
Guest favorite
A welcoming covered porch features two white chairs at the entrance of a pink home. Well-maintained shrubs and seasonal flowers border the porch area, while natural light streams through large windows, enhancing the cheerful exterior surrounded by greenery.
Guesthouse in Galesville
4.95 out of 5 average rating, 170 reviews

Nautical Charm and relaxing waterview!

LeeRating, 5 stars6 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.
Top guest favorite
A red cabin is surrounded by tall trees, with sunlight filtering through the leaves. The cabin features a screened-in porch at the front and several windows, inviting natural light into the interior. A patio area is visible in the foreground.
Cabin in Deltaville
4.97 out of 5 average rating, 292 reviews

"The Little Red Cabin" aka The Galley

JuliaRating, 5 stars1 week ago
We loved the little red cabin, great location! Everything was perfectly explained, easy check in and check out. Definitely looking forward to staying again!
Guest favorite
A wooden bear sculpture stands beside the green front door, holding a carved sign that reads 'WELCOME.' The bear is positioned on a log stump, with a stone pathway and partially visible wooden porch nearby, creating an inviting entrance.
Guesthouse in Frederick
4.97 out of 5 average rating, 338 reviews

The Shady Bear Cabin

KatieRating, 5 stars2 weeks ago
We highly recommend staying at the Shady Bear Cabin! It's close to town but peaceful enough to feel like you're on a vacation. Gerry is a wonderful host - very friendly and helpful. The cabin had just enough of everything we needed for the weekend stay. If we ever need to rent near Frederick again, we will definitely be repeat customers! Special shoutout to Mr. Moo, the sweetest cat concierge <3
Superhost
The A-frame cabin features a striking triangular shape, framed by tall trees. Large windows allow for ample natural light, illuminating the modern interior. A set of wooden steps leads to the entrance, with two outdoor chairs positioned on the porch, inviting relaxation.
Cabin in Maurice River
4.92 out of 5 average rating, 71 reviews

Lokal A Frame - Modern on the Maurice River

TianaRating, 5 stars3 months ago
Loved this place for a small weekend get away with friends. It was so peaceful and relaxing.
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, 736 reviews

Urban Cottage,MD minutes from DC/National Harbor

DianneRating, 5 stars2 weeks ago
We enjoyed our stay in Masha's delightful Urban Cottage and would definitely consider booking there again. It was a lovely atmosphere surrounded by trees in a forest setting, while still being easily accessible from DC.
Top guest favorite
A spacious living area is captured, featuring modern decor and large windows allowing natural light. A 72" TV is positioned against the wall, accompanied by a comfortable seating arrangement. A dining area with stylish bar stools and a patterned area rug enhances the inviting atmosphere.
Apartment in Lewes
4.96 out of 5 average rating, 594 reviews

Sandy Blessings

WilliamRating, 5 stars2 days ago
My girlfriend and I had an amazing time staying here. It is so close to everything so we were able to shoot over to the beach at a moments notice. Patty provided an incredible amount of food recommendations as well as information for events that were going on. I highly recommend spending some time visiting the town of Lewis and watching a sunset at Savanah Beach.

Tiny house rentals with a patio

Guest favorite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes
4.95 out of 5 average rating, 160 reviews

Cozy Woodland Cottage

KathrynRating, 5 stars1 day ago
Beautiful setting and property. Nestled in a natural setting near a pond with the soothing sound of a water feature. Comfortable bed and well stocked kitchen and bathroom. Very private with quaint town and restaurants within a 1 mile drive.
Top guest favorite
The interior showcases a cozy living area with a vibrant rug and striped sofa, complemented by a round dining table. Light streams through large windows, illuminating the space. A staircase leads to an upper sleeping loft, enhancing the open feel of the log cabin.
Tiny home in Falls Church
4.98 out of 5 average rating, 144 reviews

"Log-Out"

AngieRating, 5 stars1 week ago
We loved Tommy and Sheryl’s tiny cabin! It was super clean, beautiful and offered everything we needed for a comfortable stay. Great hosts ~ Thank you both!!!
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, 280 reviews

Charming Yorktown Battlefield Cottage

AmberRating, 5 stars3 weeks ago
I mean, what an INCREDIBLE location! This was our very first time visiting this breathtaking area and the cottage at Brad and David’s was the most quaint little place to stay! Price was absolutely fair and was perfect for my husband and I! My ONE thing to mention- is I think the mattress and pillows are past the best parts of their lives and could stand to be replaced… it appears the mattress is a spring mattress, and on a metal bed frame was far from comfortable and the pillows are on the flat side… BUT- don’t let that stop you from visiting this wonderful cottage for your colonial area trip!
Guest favorite
A charming exterior of a 1920s house is depicted, featuring a welcoming pink entrance door framed by decorative white lattice. Surrounding the entrance, a grassy lawn and trees create a pleasant outdoor setting under a clear blue sky.
Tiny home in Cape Charles
4.89 out of 5 average rating, 124 reviews

Summer Camp Tiny Cottage Walk to the beach & shops

GusRating, 5 stars1 week ago
The stay was very nice, it made for the perfect getaway for a few days! We especially appreciated the noise machine in the bedroom and the hammock out back! We'll be sure to check back whenever we're looking to stay in Cape Charles again!
Top guest favorite
A hammock chair hangs from a wooden structure, offering a relaxed seating option. Nearby, a fire pit is visible among scattered rocks. New greenery emerges around the area, enhancing the natural surroundings of the cabin.
Cabin in Myersville
4.98 out of 5 average rating, 138 reviews

Sleepy Hollow Log Cabin

Brittne NoelleRating, 5 stars6 days ago
My husband and I had a wonderful stay this past weekend! If I could give more stars I would and I’ll be definitely bringing my children with us next time. Everything that we needed was easily accessible and clearly labeled so we had no issues during our stay. The property was stunning and I loved reading about Jesus while looking around such a great touch. I hope God continues to bless them and provide in all the ways they need. Thank you for the wonderful stay 😊
Top guest favorite
A modern barn-style exterior is shown with a soft twilight glow. Inside, a cozy loft bedroom features a spacious bed adorned with decorative pillows. A bright dining area is visible, highlighting wooden accents and seating. Two playful goats are seen exploring their cozy enclosure.
Loft in Pocomoke City
4.99 out of 5 average rating, 89 reviews

Cozy Barn Loft: Country Views & Central to Beaches

KristaRating, 5 stars1 week ago
We really enjoyed our stay at the loft! It was right like the pictures and it was very clean. the farm fresh eggs were a fun touch! :) The fun little touches, like the snacks on the table, the eggs in the fridge and the binder of local things to do were really appreciated! highly recommend this place!
Guest favorite
The cottage is surrounded by lush greenery and autumn foliage. The exterior showcases a combination of siding and a shingled roof. A screened porch offers a welcoming entrance, while a black grill is positioned nearby. Various outdoor elements, including tall grasses, enhance the inviting curb appeal.
Cottage in Sussex County
4.97 out of 5 average rating, 122 reviews

Private Cottage * 1 bedroom+loft * Rehoboth Beach

JulieRating, 5 stars3 weeks ago
Fantastic cottage with everything you need including bikes and a parking pass! Amazing value!!
Guest favorite
An open-concept studio features exposed brick walls and modern finishes. A compact kitchen area includes stainless steel appliances. A cozy seating area is adorned with a green chair, while a light-colored rug lies on the polished floor, contributing to a warm and inviting ambiance.
Barn in Richmond
4.93 out of 5 average rating, 323 reviews

Cozy Carriage House Conversion

PatRating, 5 stars2 days ago
This was a sweet spot near the park and walking distance to coffee shops and restaurants! We had two outdoor areas of sitting to read with plenty of privacy. I was a great stay!

Tiny house rentals with outdoor seating

Superhost
The interior showcases a cozy living area with a green sofa adorned with colorful cushions. Above, a loft bed is visible, with records decorating the walls. Natural light streams through the windows, enhancing the unique design. Steps lead to the sleeping area, highlighting the space's charm.
Tiny home in Lincoln
4.85 out of 5 average rating, 289 reviews

Tiny house w/ Pool on water near Beaches / turf

CaseyRating, 5 stars1 week ago
Definitely one of the cutest Airbnbs I’ve ever stayed in. Indoor decor was awesome, and felt very spacious for a tiny home. Easy check-in with a private driveway. Comfy bed with a skylight. What more could you ask for? :)
Top guest favorite
A cozy outdoor space is illuminated by string lights, enhancing a welcoming atmosphere. Comfortable seating is arranged around a sandy area bordered by greenery. Decorative elements, such as a hanging basket and patterned rug, complement the rustic charm of the setting.
Tiny home in Ocean View
4.97 out of 5 average rating, 151 reviews

The Bohemian Rhapsody

FaithRating, 5 starstoday
Whitney was an excellent host! She greeted us with a tour, and was incredibly flexible with our changing schedule due to an infant. She left thoughtful touches - even purchasing a book for our little one!! Her place was exactly as described and we had an excellent stay.
Superhost
A spacious studio apartment features a queen-size bed dressed in blue and white bedding, and a double twin trundle bed that functions as a couch. The kitchen area is equipped with modern appliances. Light streams in through a window, enhancing the airy atmosphere.
Guest suite in Rehoboth Beach
4.87 out of 5 average rating, 359 reviews

Rehoboth Beach Farmhouse Studio *Pet Friendly*

DottieRating, 5 stars3 weeks ago
The unit was a perfect spot, close to everything we needed but quiet and peaceful. unfortunately the weather didn't cooperate, but the firepit, grassy lawn and access to 2 bicycles were absolute pluses. We will book again if we have the opportunity.
Top guest favorite
The exterior of the cottage is shown, featuring a gray facade with white trim and a bright yellow front door. Two black chairs are positioned in front, and a small, manicured lawn extends towards the trees in the background.
Guesthouse in Williamsburg
4.98 out of 5 average rating, 371 reviews

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

JessicaRating, 5 stars1 week ago
We had a perfect stay at the Freedom Cottage. It may have been our best Airbnb stay yet. The cottage was spotlessly clean, well thought out and very comfortable. I really enjoyed the history behind the cottage/land and the dining recommendations left in the coffee table book. The bed was incredibly comfortable which is rare when away from home. The location of the cottage was close in proximity to nearly all attractions we visited during our stay. Highly recommend Freedom Cottage to anyone visiting Williamsburg. Tara was a great host!
Guest favorite
A white stairway leads to the entrance of the guest house, surrounded by trees and natural landscaping. The calm waters of Onancock Creek are visible in the background, with a glimpse of moored boats and the shoreline beyond.
Guesthouse in Onancock
4.92 out of 5 average rating, 234 reviews

NEWLY Renovated -- Waterfront Getaway

AnnRating, 5 stars1 week ago
The cottage was a great place to relax after our drive and exploring different areas on The Virginia Eastern Shore. Beautiful waterfront, picturesque surroundings and lots of stars at night. Very peaceful. A very good location to explore VA small towns and especially close enough to Historic Cape Charles! The cottage was more than stocked with everything we would have needed! Exceptionally clean. We would definitely visit again and hope to chat with Pat who was an outstanding and responsive e host!
Guest favorite
A modern living area features a well-equipped kitchen with stainless steel appliances and an island with seating. Comfortable sofas are arranged around a central coffee table. Large windows provide abundant natural light and views of the surrounding water, enhancing the inviting ambiance.
Houseboat in Annapolis
4.98 out of 5 average rating, 129 reviews

Condo Houseboat

PaulRating, 5 stars1 week ago
We loved our stay on the houseboat. It was larger than we expected and was very comfortable. We had most of what we needed in terms of appliances and utensils. It was very private and quiet with beautiful views of the creek area and the passing boats. Having the facilities of the yacht club was also very convenient. We never needed to drive as there are a number of restaurants and activities within walking distance.
Top guest favorite
A cozy cottage stands amidst lush green trees, showcasing a welcoming front porch with a circular doormat. Large windows allow natural light to filter in, complemented by the inviting wooden door, creating a harmonious blend with the surrounding forest.
Tiny home in West Point
4.96 out of 5 average rating, 271 reviews

The Cozy Cottage At Grateful Meadows

JoshuaRating, 5 stars2 weeks ago
Words cannot describe how wonderful our stay was. The location, the accommodations, and the ā€˜residents’ of Grateful Meadows were absolutely magical. We really enjoyed our time there, and are extremely thankful we found it. Such a great experience, thank you!
Top guest favorite
A tiny room features a curved design set on a grassy area. Steps lead to a front porch with railing, while large windows invite natural light. A patio umbrella is positioned nearby, enhancing the outdoor space for relaxation.
Tiny home in Machipongo
4.98 out of 5 average rating, 312 reviews

Machipongo Glamper

ZoeRating, 5 stars1 day ago
My best friend & I had the best stay! We were here in 2023 & we came back to celebrate her birthday. The Glamper is so cozy & has amazing AC! Jennifer was so kind & took our photo in front of her beautiful hydrangea bush. Cape Charles is 20 minutes away & a beautiful winery is right next door to the Airbnb! One of our favorite stays & we will definitely be back! Thanks Jennifer! šŸŒž

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