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Tiny house holiday rentals in Delmarva Peninsula

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Top-rated tiny home rentals in Delmarva Peninsula

Guests agree: these tiny home rentals are highly rated for location, cleanliness and more.

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Tiny home in Cambridge

4.89 out of 5 average rating, 500 reviews

Blackwater Tiny Cabin on Snakehead Creek

The Solar Powered Tiny Cabin is located on a farmette 5 min away from Blackwater Refuge! It is an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! Staying the cabin will make your visit even more memorable!The Tiny Cabin is now located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!

Guest favourite

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 295 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Inquire first on pets, there is a 40 lb. weight limit total, can be split up between 2 small dogs or 1 at 40lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

Guest favourite

Tiny home in Accomac

4.93 out of 5 average rating, 442 reviews

Little Red House on a Farm - Quiet Rural Waterview

The Little Red House VA is a tiny house with big charm. This rural cottage on a 50 acre farm is nestled between peaceful fields, woods, marsh and creek. Curated with hygge comfort and efficiency in mind, you'll love the natural light and serene decor. • Epic stargazing • Heavenly private outdoor shower • Firepit with wood provided • Ample open spaces • Peace and quiet for sleeping • Comfy patio seating for chilling, coffee, and cocktails • Fast Starlink WIFI. • Proud Superhost for 10+ years!

Guest favourite

Tiny home in Snow Hill

4.89 out of 5 average rating, 226 reviews

Private cottage and gardens/comfortable queen bed.

Private cottage and gardens, comfortable Queen bed, full bath and kitchenette, within walking distance to historic Snow Hill. 30 min. drive to Ocean city and Assateague Island National park. This cottage was once a old school woodworking shop which is now on display at the old iron furnace town museum nearby. This beautiful three hundred year old town sits on the beautiful Pocomoke river with canoe, kayak, and bike rentals. Museums, art galleries, speciality shops, food and entertainment.

Guest favourite

Guest house in White Stone

4.98 out of 5 average rating, 145 reviews

Waterfront Guesthouse I on the Rappahannock

The “Marsh 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 beautiful water views and includes access to our private beach & dock with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with jetted tub, covered patio and carport. The 2nd floor features a large bedroom, king bed and attached 1/2 bath.

Guest favourite

Home in Ocean View

4.92 out of 5 average rating, 530 reviews

Tiny House at Good Earth, near Bethany Beach

A custom-built "Tiny House" located right between our new dinner theater and our 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 TVs and internet in the units but the quality of service is not guaranteed. We are in a rural area and sometimes it's slow or not working at all. If TV and internet are super important for your stay we may not be the right fit.

Guest favourite

Tiny home in Selbyville

4.98 out of 5 average rating, 214 reviews

Destination Location! Farm Animals, Tours, Beaches

Scratch staying in a tiny house off your bucket list! Escape the Ocean City crowds and slow life down at this Garden Hideaway. Situated on a ranch just minutes from the beach, this unique home has a barnyard of fuzzy animals ready to greet you each day. Curated to both inspire joy and create presence, enjoy a simple morning and sip coffee with Fonzie the alpaca, Charlotte the mini-pig and a front yard of silly goats sure to entertain. This is a magical stay that we know you'll love!

Guest favourite

Tiny home in Cape Charles

4.98 out of 5 average rating, 275 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.

Guest favourite

Cottage in Saint Michaels

4.99 out of 5 average rating, 138 reviews

La Casita on Harris Creek, St. Michaels

Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

Guest favourite

Cabin in Cape Charles

4.96 out of 5 average rating, 101 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, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Guest favourite

Cottage in Onancock

4.97 out of 5 average rating, 198 reviews

Escape to the Eastern Shore - Upscale Waterfront

A waterfront getaway at the newly renovated Westview Cottage on Onancock Creek just off the Chesapeake Bay. Wake up to beautiful water views through floor-to-ceiling glass doors. A private, peaceful escape in the country conveniently surrounded by fields and wildlife complete with a dock for crabbing and fishing (seasonal) 4 MI to Downtown Onancock & Restaurants 4.5 MI to Walmart 25 Mi to Camp Silver Beach 35 MI to Chincoteague Island 39 MI to Cape Charles

Guest favourite

Tiny home in Cambridge

4.99 out of 5 average rating, 159 reviews

Blackwater Refuge House on The Farm, water access

The Little House on The Farm is located on a beautiful family farm in rural Dorchester County! Located just 1.5 miles from the Blackwater Wildlife Refuge and Harriet Tubman National Park, This space is quaint,yet provides all the basics for a cozy welcoming getaway! Bring your bikes and cycle to the refuge and kayak in the Blackwater River. Kitchen is fully stocked for cooking. Coffee, tea and basic condiments and all linens and towels are provided.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for tiny home rentals in Delmarva Peninsula

Free parking on premises

Air conditioning

Family-friendly tiny home rentals

Home in Rehoboth Beach

4.79 out of 5 average rating, 622 reviews

Contemporary 1 Bedroom 2 level home

Guest favourite

Guest suite in Richmond

4.97 out of 5 average rating, 592 reviews

Forest Hill Modern Guest House

Guest favourite

Castle in Fredericksburg

4.95 out of 5 average rating, 554 reviews

Little Castle

Guest favourite

Tiny home in Bethesda

4.96 out of 5 average rating, 325 reviews

Middleton Cottage, near NIH; Free Parking Permit

Guest favourite

Guest house in Washington

4.9 out of 5 average rating, 411 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

Guest favourite

Guest house in Galesville

4.95 out of 5 average rating, 164 reviews

Gorgeous water view studio!

Guest favourite

Flat in Lewes

4.97 out of 5 average rating, 523 reviews

Sandy Blessings

Guest favourite

Guest house in Fort Washington

4.92 out of 5 average rating, 672 reviews

Urban Cottage,MD minutes from DC/National Harbor

Tiny home rentals with a patio

Guest favourite

Guest house in Myersville

4.93 out of 5 average rating, 193 reviews

Spruce Run Cottage, Farm stay on Catoctin Mountain

Guest favourite

Guest house in Yorktown

4.97 out of 5 average rating, 203 reviews

Charming Yorktown Battlefield Cottage

Guest favourite

Barn in Richmond

4.92 out of 5 average rating, 226 reviews

Cozy Carriage House Conversion

Guest favourite

Treehouse in Richmond

4.89 out of 5 average rating, 123 reviews

Romantic Treehouse for 2 (No Kids) in Little Farm

Guest favourite

Tiny home in Fredericksburg

4.87 out of 5 average rating, 137 reviews

Delightful Tiny Cottage in Historic Downtown

Guest favourite

Guest house in Richmond

4.95 out of 5 average rating, 107 reviews

Not-so-Tiny Home by Scotts Addition w/ Pvt Parking

Guest favourite

Houseboat in Kent Narrows

4.97 out of 5 average rating, 75 reviews

Cass-N-Reel Luxury Houseboat

Guest favourite

Loft in Pocomoke City

4.98 out of 5 average rating, 57 reviews

Cozy Barn Loft: Country Views & Central to Beaches

Tiny home rentals with outdoor seating

Guest favourite

Guest house in Onancock

4.93 out of 5 average rating, 206 reviews

NEWLY Renovated -- Waterfront Getaway

Guest favourite

Tiny home in West Point

4.95 out of 5 average rating, 242 reviews

The Cozy Cottage At Grateful Meadows

Guest favourite

Cottage in Lower Township

5.0 out of 5 average rating, 147 reviews

Octopus Cottage: Hot Tub | Kayaks | Fire Pit

Guest favourite

Cottage in Annapolis

4.94 out of 5 average rating, 316 reviews

Wright’s Cottage, Pets Welcome!

Guest favourite

Guest house in Annapolis

4.97 out of 5 average rating, 158 reviews

Lil’ House - A Serene Tiny Home Experience

Guest favourite

Guest house in Annapolis

4.91 out of 5 average rating, 82 reviews

Calico Cottage Guest House, king bed, free parking

Guest favourite

Guest house in Hammonton

4.99 out of 5 average rating, 223 reviews

The Little House

Guest favourite

Cottage in Urbanna

4.99 out of 5 average rating, 135 reviews

Little Dipper -private beach,Kayaks & paddleboards

Destinations to explore