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Tiny house holiday rentals in Maryland

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Top-rated tiny home rentals in Maryland

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, 504 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, 296 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

Cottage in Annapolis

4.94 out of 5 average rating, 316 reviews

Wright’s Cottage, Pets Welcome!

We offer a very tiny, mostly original, cottage built in the 1940’s. Located in the community of Bon Haven, large properties and big trees gives one a cozy, country feel, yet so close to bustling Annapolis! There is RV/EV hookup, an outdoor woodstove, and a propane grill for your use. The yard in the back of the cottage is fully fenced so your dog, cat, or maybe, pig or rabbit 🤔can freely play. Everything is very laid back at Wright’s cottage. Come stay and take the time to enjoy being you!

Guest favourite

Guest house in Annapolis

4.91 out of 5 average rating, 211 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Guest favourite

Cottage in Glen Burnie

4.92 out of 5 average rating, 144 reviews

Home away from home

This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

Guest favourite

Guest house in Annapolis

4.97 out of 5 average rating, 159 reviews

Lil’ House - A Serene Tiny Home Experience

Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.

Guest favourite

Cabin in Oakland

4.98 out of 5 average rating, 160 reviews

SUGARBUSH - Sweet Serenity Tiny House

Welcome to SUGARBUSH! "Suga" is a 450 sq. ft. custom built tiny house. She will comfortably accommodate 2 adults or a family with 2 small children. AGE REQUIREMENT to book this space is 25+. At this time we DO NOT allow pets. Suga sits on a 3+ acre lot that use to be used for cross country skiing. She got her name from two trails, Sugarbush Run and Sugarbush Shortcut that ran through the lot! We welcome you to stay and enjoy our wonderful little getaway here in Pleasant Valley.

Guest favourite

Guest house in Myersville

4.93 out of 5 average rating, 196 reviews

Spruce Run Cottage, Farm stay on Catoctin Mountain

The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

Guest favourite

Guest house in Fort Washington

4.92 out of 5 average rating, 676 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.

Guest favourite

Guest house in Bushwood

4.92 out of 5 average rating, 146 reviews

Little House by the water

Serenity - Privacy - Beauty - This little house by the water has it all. New Sealy queen size mattress, well equipped kitchen, Cuisinart coffee maker, full oven, glass topped stove, new refrigerator, and fully screened porch with water view. Perfect for 1 or 2 adults looking to get off the grid and recharge. In St. Mary's County,MD, just 90 minutes south of Washington DC. However, the space is small and it is really a studio apartment as I think the pictures make evident.

Guest favourite

Cottage in Saint Michaels

4.99 out of 5 average rating, 139 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

Tiny home in Bethesda

4.96 out of 5 average rating, 327 reviews

Middleton Cottage, near NIH; Free Parking Permit

Our newly updated charming guest cottage is nestled on a tree-lined residential street in the heart of Bethesda, just two blocks from the Bethesda Metro stop. A vast array of restaurants, clubs, shops, farmer's markets, bike trails, theaters, galleries, parks and more are a quick walk from our front gate. Guests enjoy relaxing in the backyard (which is shared with residents of the main house) and dinning on the patio. Self check-in is easy with a keypad.

Holiday rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes, inviting architecture

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for tiny home rentals in Maryland

Free parking on premises

Air conditioning

Family-friendly tiny home rentals

Guest favourite

Cabin in Frostburg

4.92 out of 5 average rating, 133 reviews

Big Savage Guest Cabin

Guest favourite

Guest house in Frederick

4.97 out of 5 average rating, 316 reviews

The Shady Bear Cabin

Guest favourite

Cabin in Boonsboro

4.94 out of 5 average rating, 373 reviews

Little Lodge

Guest favourite

Guest house in Keedysville

4.98 out of 5 average rating, 191 reviews

City Dog Farm

Guest favourite

Guest house in Glenwood

4.94 out of 5 average rating, 162 reviews

The Caretaker's Cottage-Historic Roundabout Hills

Guest favourite

Guest house in Galesville

4.95 out of 5 average rating, 164 reviews

Gorgeous water view studio!

Guest favourite

Guest house in Bethesda

4.97 out of 5 average rating, 148 reviews

Hidden Gem in Downtown Bethesda

Guest house in Glen Burnie

4.81 out of 5 average rating, 158 reviews

Private 1 bedroom house

Tiny home rentals with a patio

Guest favourite

Cottage in Oakland

4.95 out of 5 average rating, 186 reviews

Pet-Friendly Cozy Home w/Hot Tub & Fire Pit

Guest favourite

Cottage in Charlestown

4.98 out of 5 average rating, 60 reviews

Long Beach Cottage, (romantic couple’s getaway)

Guest favourite

Cabin in Myersville

4.98 out of 5 average rating, 64 reviews

Sleepy Hollow Log Cabin

Guest favourite

Houseboat in Kent Narrows

4.97 out of 5 average rating, 76 reviews

Cass-N-Reel Luxury Houseboat

Guest favourite

Home in Lusby

4.93 out of 5 average rating, 41 reviews

Soul Oasis - home on the Chesapeake Bay

Guest favourite

Tiny home in Bowie

4.89 out of 5 average rating, 73 reviews

Access to Private Guest House with Patio/Firepit

Guest favourite

Loft in Pocomoke City

4.98 out of 5 average rating, 57 reviews

Cozy Barn Loft: Country Views & Central to Beaches

Guest favourite

Tiny home in Nanticoke

4.86 out of 5 average rating, 35 reviews

La Cabaña

Tiny home rentals with outdoor seating

Guest favourite

Tiny home in Oakland

4.97 out of 5 average rating, 169 reviews

The Original Hob

Guest favourite

Tiny home in Hancock

4.95 out of 5 average rating, 153 reviews

Ridge top tiny house - mountain side views

Tiny home in Silver Spring

4.85 out of 5 average rating, 346 reviews

★Cozy Tiny House★ Private and Quiet

Guest favourite

Guest house in Westminster

4.86 out of 5 average rating, 279 reviews

The Pig Shed Writer’s Retreat at Barter Lady Farm

Guest favourite

Cabin in Middletown

4.91 out of 5 average rating, 363 reviews

Charming vintage cabin in the ❤️ of Middletown.

Guest favourite

Guest house in Owings Mills

4.96 out of 5 average rating, 120 reviews

Shamrock cabin with hot tub, large yard

Guest favourite

Guest house in Annapolis

4.87 out of 5 average rating, 316 reviews

Chesapeake Birdhouse Studio

Guest favourite

Tiny home in Knoxville

4.95 out of 5 average rating, 117 reviews

“Ginger" the Tiny Zen House at Tiny Haven!

Destinations to explore