
Tiny house holiday rentals in Delmarva Peninsula
Find and book unique tiny house rentals on Airbnb
Top-rated tiny house rentals in Delmarva Peninsula
Guests agree: These tiny house rentals are highly rated for location, cleanliness and more.

Tiny House at Good Earth, near Bethany Beach
A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!
4.9 out of 5 average rating, 644 reviews
La Casita on Harris Creek, St. Michaels
La Casita on Harris Creek is an architecturally unique guest house situated on a private 40-acre farm in the heart of the Chesapeake Bay, 5 min by car to Saint Michaels, MD. The guesthouse, adjacent to the owner's main farm house, features an upstairs loft, open plan first floor TV/WiFi, full bath/shower, galley kitchen/ cook top stove, microwave, stainless refrigerator, microwave, stainless refrigerator. An adjacent private pool is available for guests. TALBOT COUNTY LICENSE NUMBER STRN 26-39
4.98 out of 5 average rating, 204 reviews
Wake Up With Farm Animals! Tiny House near OCMD
🦙 Wake UP WITH FARM ANIMALS AT THE BEACH ⛱ Scratch off tiny house living off your bucket list and wake up to the cheerful sounds of barnyard animals surrounding this one-of-a-kind escape. The Garden Hideaway is thoughtfully designed to inspire joy, slow you down, and reconnect you with the simple things in life—all while being just minutes from the beach! This cozy tiny home features a comfortable queen-size bed for 2 guests, with the option to add a 3rd guest for a small fee. 🐐 Tiny home. B
4.96 out of 5 average rating, 358 reviews
Soul Oasis - home on the Chesapeake Bay
Listen to the waves of the Chesapeake Bay from the trex deck. There are 2 private community beaches in the neighborhood where you can find fossils and sharks teeth. A great place to relax and unwind. You will hear the sounds of all kinds of birds, see lots of very tiny frogs in spring and summer and maybe some deer around the house! You can also expect to see/hear aircraft from Pax River Base fly overhead! Book your stay today and let the magic of the woods and water wash away your cares.
4.95 out of 5 average rating, 146 reviews
The Little House on the Farm, Water Access
Peaceful, Quaint & located on the Little Blackwater River, & 1.5 miles from the Blackwater National Wildlife Refuge & The Harriet Tubman Underground Railroad State Park & Museum. A bird watching, kayaking, and bicycling paradise awaits. Perfect for a couples retreat, girls getaway or a solo vacation to relax & unwind. Hunters and Fishermen are welcome also! Route 50 & downtown Cambridge are 10 mins away for local eateries and shopping! This is the perfect location to explore the Eastern Shore!
4.98 out of 5 average rating, 247 reviews
Pretty Byrd Cottage, a Victorian Bayfront Getaway!
Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!
4.95 out of 5 average rating, 166 reviews
Contemporary 1 Bedroom 2 level home
The unit has keyless entry system, A/C, brand new full size W/D, large patio w/grill, remote controlled open&close sky lights w/built in shades, new carpet, YoutubeTV/Netflix/Hulu/Amazon Prime Video & walk to the beach and attractions w/out crossing **pet friendly** **LOCATION** Intersection of Washington st & Jefferson St. supplied for guest: sheets blankets bath towels Shampoo/conditioner soap toilet paper paper towels trash bags Back pack type beach chairs (3) Beach umbrella Bikes (2)
4.81 out of 5 average rating, 764 reviews
Waterfront Guesthouse I on the Rappahannock
The “Bay House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has a beautiful Bay view and includes access to our private beach & dock (w/ guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath w/ jetted tub, covered patio and carport. The 2nd floor features a large bedroom, king bed and 1/2 bath.
4.99 out of 5 average rating, 234 reviews
Ultimate Cabin Farm Stay Cape Charles
Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, feed the Alpacas, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.
4.96 out of 5 average rating, 264 reviews
Urban Cottage, MD minutes from DC/National Harbor
Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.
4.92 out of 5 average rating, 777 reviews
Cozy Woodland Cottage
Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.
4.94 out of 5 average rating, 240 reviews
The Laughing King Retreat Honeymoon Island Cottage
Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.
4.98 out of 5 average rating, 362 reviewsPopular amenities for Delmarva Peninsula tiny house rentals
Family-friendly tiny house rentals

Cozy Cottage Hideaway
4.99 out of 5 average rating, 107 reviews
The Cozy Cottage At Grateful Meadows
4.96 out of 5 average rating, 299 reviews
Tiny A-Frame Retreat in the Woods
4.9 out of 5 average rating, 156 reviews
The Bohemian Rhapsody
4.96 out of 5 average rating, 193 reviews
Waterfront Cottage Near Herrington and North Beach
4.97 out of 5 average rating, 381 reviews
Unique Tiny House Getaway on An Historic Farm
4.92 out of 5 average rating, 106 reviews
Nautical Charm and Relaxing Waterview!
4.95 out of 5 average rating, 188 reviews
Marshfield Guesthouse on river near Williamsburg
4.98 out of 5 average rating, 360 reviewsTiny house rentals with a patio

Cass-N-Reel Luxury Houseboat
4.97 out of 5 average rating, 187 reviews
Cozy Carriage House Conversion
4.93 out of 5 average rating, 404 reviews
Log Out
4.96 out of 5 average rating, 203 reviews
Private Cottage * 1 bedroom+loft * Rehoboth Beach
4.96 out of 5 average rating, 144 reviews
Summer Camp Tiny Cottage Walk to the beach & shops
4.91 out of 5 average rating, 186 reviews
Delightful Tiny Cottage in Historic Downtown
4.89 out of 5 average rating, 252 reviews
Access to Private Guest House with Patio/Firepit
4.85 out of 5 average rating, 118 reviews
*Peaceful *Newly *Renovated 2 Bedroom 1 Bath
4.79 out of 5 average rating, 126 reviewsTiny house rentals with outdoor seating

Blackwater Tiny Cabin on Snakehead Creek
4.89 out of 5 average rating, 701 reviews
“Cabana by the Bay”-tiny home on a pier!
4.96 out of 5 average rating, 742 reviews
Eastern Shore Romantic Waterfront Getaway Upscale
4.95 out of 5 average rating, 261 reviews
Little Red House on a Rural Farm for Stargazing
4.94 out of 5 average rating, 542 reviews
Stargazer Tiny Cabin
4.95 out of 5 average rating, 235 reviews
The Barkin’ B & B
4.99 out of 5 average rating, 224 reviews
Tiny house w/ Pool on water near Beaches / turf
4.88 out of 5 average rating, 360 reviews
Historic St.Mary's City at the Lazy Bear Cottage
4.98 out of 5 average rating, 414 reviewsDestinations to explore
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