Smith Island, MD Inns from $100

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Recommended hotels in Smith Island

A marina at sunset with boats docked and buildings in the background.

1. Come out and enjoy Autumn at the HH Ranch on Smith Island.

Smith Island

Samantha J.

$303 nightly

Oct 16 - Oct 17

Total with taxes and fees

A row of white houses by a lake with American flags.

2. Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

Smith Island

Margaret A.

$326 nightly

Oct 13 - Oct 14

Total with taxes and fees

A hotel with a swimming pool, outdoor seating, and a view of the water.

3. Rodeway Inn at Somers Cove Marina

Crisfield

Casey

$89 nightly

Nov 3 - Nov 4

Total with taxes and fees

A room with a wooden bench, a lamp, a wicker basket, and a window with sheer curtains.

4. Cottage near the Bay

Crisfield

Karen J.

$176 nightly

Oct 13 - Oct 14

Total with taxes and fees

A bedroom with a bed, bedside tables, a lamp, and a painting on the wall.

5. Newly updated 3 bedroom cottage with Solo Stove fire pit

Reedville

Luis A.

$239 nightly

Oct 12 - Oct 13

Total with taxes and fees

A sandy beach with footprints, a pier in the distance, and a clear sky.

6. Tangier Escape, great place get away from it all on Deal Island, MD.

Deal Island Historic District

Jennifer P.

$232 nightly

Oct 18 - Oct 19

Total with taxes and fees

A large, historic house with multiple chimneys, a spacious lawn, and a sunset sky.

7. Kingsbay Mansion & Vacation Houses

Marion Station

Tracy

$361 nightly

Oct 13 - Oct 14

Total with taxes and fees

A wooden double door with glass panels, a porch with a railing, and a view of the outdoors.

8. Swanendele Inn at St. Mary's Maryland

Ridge

Heinz J.

$335 nightly

Nov 2 - Nov 3

Total with taxes and fees

A modern kitchen with wooden ceiling, white cabinets, stainless steel appliances, and a central island with seating.

9. Unique Tangier Cottage w/ Chesapeake Bay Views!

Tangier

Tim B.

$368 nightly

Oct 12 - Oct 13

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.

10. Deal Island Bay Cottage

Deal Island

"We loved this place! We were in town for baseball. It is very nice and has all the comforts of home. Kitchen big and well equipped, house was clean and very well furnished. Nice bathrooms and a lovely screened in back porch. It is very near a beautiful beach on the bay that has some of the most beautiful sunsets you will ever see. We really enjoyed this perk!! Prompt communication and everything was as described. I highly recommend this rental!!"

Harold B.

$243 nightly

Oct 14 - Oct 15

Total with taxes and fees

A white door with a glass panel and a sunflower decoration, flanked by two wall-mounted lanterns.

11. Reelin&Relaxin Spacious Farmhouse Reedville, VA Sleeps 8: 3 Bdrm 2 full bathroom

Reedville

Anonymous traveler

$339 nightly

Oct 12 - Oct 13

Total with taxes and fees

12. Unique Tangier Cottage w/ Chesapeake Bay Views!

Tangier

$358 nightly

Oct 12 - Oct 13

Total with taxes and fees

A spacious room with a high ceiling, large windows, a ceiling fan, a dining area with a table and chairs, and a sofa.

13. Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Point Lookout

sandi c.

$398 nightly

Oct 26 - Oct 27

Total with taxes and fees

A covered outdoor deck with a view of a lake, wooden furniture, and a ceiling fan.

14. Bayfront Oasis with Heated Pool, Hot Tub & Playground! Family & Pet friendly!

Reedville

holly u.

$1,246 nightly

Oct 13 - Oct 14

Total with taxes and fees

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Top Smith Island Hotel Reviews

Historic home on Smith Island w/ dock!

10/10 Excellent

"We were very happy to stay at the Pearl. It was very cute and comfortable. We found everything satisfactory. We would definitely stay there again."

Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

10/10 Excellent

"What a charming house! Great location and view of the water. Very clean, well-organized and stocked with everything that you could possibly need. We used the golf cart which is definitely the way to get around the island. Great experience and great owners."

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

10/10 Excellent

"This is the 2nd year I’ve rented this home on the Chesapeake, and I’ll definitely be back! Missy has thought of every comfort and convenience! The home is clean, spotless, bright and welcoming! The kitchen has all you’d ever need! The view is breathtaking; I was up every morning before sunrise to welcome the gorgeous day, and get out on the beach to see what the latest high tide brought in! The screened porch is my favorite viewing place, and this year Missy has added a deck in front of the screened porch which is wonderful! I really can’t recommend this perfect cottage too much!!!"

Find out more about Smith Island

Smith Island Inns information

Number of reviews	217
Accommodation	0 Inns
Lowest Price	$100
Highest Price	$1,337

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Check prices for these dates

Recommended hotels in Smith Island

1. Come out and enjoy Autumn at the HH Ranch on Smith Island.