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Tiny house vacation rentals in Maryland

Find and book unique tiny house rentals on Airbnb

Top-rated tiny house rentals in Maryland

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

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Tiny home in Cambridge

4.89 out of 5 average rating, 496 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!

Aug 28 – Sep 4

G$18,501 GYD per night

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 294 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.

Jul 21 – 28

G$17,232 GYD per night

Cottage in Annapolis

4.94 out of 5 average rating, 314 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!

Aug 14 – 21

G$35,679 GYD per night

Guesthouse in Annapolis

4.9 out of 5 average rating, 207 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.

Dec 13 – 20

G$20,453 GYD per night

Cottage in Glen Burnie

4.92 out of 5 average rating, 141 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.

Mar 26 – Apr 2

G$16,770 GYD per night

Guesthouse in Annapolis

4.97 out of 5 average rating, 156 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.

Nov 16 – 23

G$29,289 GYD per night

Cabin in Oakland

4.98 out of 5 average rating, 158 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.

Jun 26 – Jul 3

G$28,615 GYD per night

Guesthouse in Myersville

4.93 out of 5 average rating, 190 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.

Jul 15 – 22

G$19,088 GYD per night

Guesthouse in Fort Washington

4.92 out of 5 average rating, 670 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.

Feb 7 – 14

G$40,924 GYD per night

Guesthouse in Bushwood

4.92 out of 5 average rating, 143 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.

Dec 11 – 18

G$18,653 GYD per night

Cottage in Saint Michaels

4.99 out of 5 average rating, 136 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.

Jun 4 – 11

G$116,607 GYD per night

Tiny home in Bethesda

4.96 out of 5 average rating, 322 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.

Jan 9 – 16

G$23,924 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Bungalows

Intimate homes. inviting architecture

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Maryland tiny house rentals

Free parking on premises

Air conditioning

Family-friendly tiny house rentals

Guesthouse in Frederick

4.97 out of 5 average rating, 316 reviews

The Shady Bear Cabin

Feb 6 – 13

G$29,934 GYD per night

Cabin in Boonsboro

4.94 out of 5 average rating, 372 reviews

Little Lodge

Jan 24 – 31

G$45,624 GYD per night

Cabin in Frostburg

4.92 out of 5 average rating, 133 reviews

Big Savage Guest Cabin

Jul 8 – 15

G$24,497 GYD per night

Guesthouse in Galesville

4.95 out of 5 average rating, 163 reviews

Gorgeous water view studio!

Sep 2 – 9

G$37,567 GYD per night

Guesthouse in Bethesda

4.97 out of 5 average rating, 144 reviews

Hidden Gem in Downtown Bethesda

Jul 19 – 26

G$28,549 GYD per night

Guesthouse in Keedysville

4.98 out of 5 average rating, 190 reviews

City Dog Farm

May 13 – 20

G$26,231 GYD per night

Guesthouse in Glen Burnie

4.81 out of 5 average rating, 155 reviews

Private 1 bedroom house

Dec 24 – 31

G$26,221 GYD per night

Guesthouse in Glenwood

4.94 out of 5 average rating, 160 reviews

The Caretaker's Cottage-Historic Roundabout Hills

Oct 26 – Nov 2

G$37,908 GYD per night

Tiny house rentals with a patio

Cottage in Oakland

4.95 out of 5 average rating, 185 reviews

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

Nov 6 – 13

G$60,939 GYD per night

Cabin in Myersville

4.98 out of 5 average rating, 61 reviews

Sleepy Hollow Log Cabin

Nov 28 – Dec 5

G$29,541 GYD per night

Cottage in Charlestown

4.98 out of 5 average rating, 55 reviews

Long Beach Cottage, (romantic couple’s getaway)

Dec 24 – 31

G$131,575 GYD per night

Houseboat in Kent Narrows

4.97 out of 5 average rating, 68 reviews

Cass-N-Reel Luxury Houseboat

Apr 4 – 11

G$36,568 GYD per night

Home in Lusby

4.92 out of 5 average rating, 37 reviews

Soul Oasis - home on the Chesapeake Bay

Nov 29 – Dec 6

G$32,761 GYD per night

Tiny home in Bowie

4.89 out of 5 average rating, 71 reviews

Access to Private Guest House with Patio/Firepit

Aug 29 – Sep 5

G$32,489 GYD per night

Loft in Pocomoke City

4.98 out of 5 average rating, 57 reviews

Cozy Barn Loft: Country Views & Central to Beaches

Dec 11 – 18

G$30,517 GYD per night

Tiny home in Swanton

5.0 out of 5 average rating, 9 reviews

Tiny House-Dream Catcher Cabin #4

Jul 12 – 19

G$17,875 GYD per night

Tiny house rentals with outdoor seating

Guesthouse in Annapolis

4.87 out of 5 average rating, 312 reviews

Chesapeake Birdhouse Studio

Oct 2 – 9

G$25,321 GYD per night

Guesthouse in Westminster

4.87 out of 5 average rating, 276 reviews

The Pig Shed Writer’s Retreat at Barter Lady Farm

Oct 16 – 23

G$22,009 GYD per night

Tiny home in Oakland

4.98 out of 5 average rating, 168 reviews

The Original Hob

Sep 12 – 19

G$27,746 GYD per night

Tiny home in Hancock

4.95 out of 5 average rating, 151 reviews

Ridge top tiny house - mountain side views

Aug 26 – Sep 2

G$38,680 GYD per night

Cabin in Middletown

4.91 out of 5 average rating, 361 reviews

Charming vintage cabin in the ❤️ of Middletown.

Aug 17 – 24

G$31,478 GYD per night

Guesthouse in Owings Mills

4.97 out of 5 average rating, 119 reviews

Shamrock cabin with hot tub, large yard

Jun 11 – 18

G$19,140 GYD per night

Tiny home in Silver Spring

4.85 out of 5 average rating, 338 reviews

★Cozy Tiny House★ Private and Quiet

Jul 6 – 11

G$38,020 GYD per night

Tiny home in Knoxville

4.95 out of 5 average rating, 116 reviews

“Ginger" the Tiny Zen House at Tiny Haven!

Jun 18 – 25

G$39,739 GYD per night

Destinations to explore