Search the Best Cabins in Smith Island

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Recommended hotels in Smith Island

9.8 out of 10, Exceptional, (15)
"The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much. "
United States
David
$326 nightly
The price is $346
Dec 16 - Dec 17
Total with taxes and fees
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
2.0 star property
8.6 out of 10, Excellent, (126)
"Room was very clean. Person at desk was very nice at check in time. "
United States
Phyllis
$85 nightly
The price is $96
Dec 26 - Dec 27
Total with taxes and fees
Rodeway Inn at Somers Cove Marina
5.0 star property
9.8 out of 10, Exceptional, (32)
"Everything was perfect! Breakfast was amazing! The breakfast cakes to die for! Apple, Peach and Banana EXCELLENT! My mom told us about this amazing getaway! We so enjoyed it! "
United States
Jamsine
$615 nightly
The price is $683
Dec 14 - Dec 15
Total with taxes and fees
Swanendele Inn at St. Mary's Maryland

Cottage in Deal Island

Deal Island Bay Cottage
9.6 out of 10, Exceptional, (58)
"We got every year and stay here, it’s great! "
United States
Margaret H.
$246 nightly
The price is $261
Dec 14 - Dec 15
Total with taxes and fees
Deal Island Bay Cottage

Vacation Home in Crisfield

Cottage near the Bay
8.8 out of 10, Excellent, (52)
"Srea was quiet, peaceful, plenty of information provided about the area restaurants, grocery stores, etc. Enjoyed our stay."
United States
Darla J M.
$176 nightly
The price is $187
Dec 20 - Dec 21
Total with taxes and fees
Cottage near the Bay
9.8 out of 10, Exceptional, (18)
"Nice place "
United States
Luis A.
$221 nightly
The price is $237
Dec 14 - Dec 15
Total with taxes and fees
Newly updated 3 bedroom cottage with Solo Stove fire pit
10.0 out of 10, Exceptional, (26)
"We stayed while visiting for a family member graduation. The property was wonderful; the kitchen was well supplied and the little ones loved the games! Everything was very clean and comfortable. The owner was very responsive with any questions I had. We plan on staying here again the next time we are in town!"
United States
Sarah B.
$345 nightly
The price is $370
Dec 15 - Dec 16
Total with taxes and fees
Reelin&Relaxin Spacious Farmhouse Reedville, VA Sleeps 8: 3 Bdrm 2 full bathroom
9.4 out of 10, Exceptional, (8)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
United States
Marc C.
$285 nightly
The price is $315
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Vacation Home in Deal Island Historic District

Tangier Escape, great place get away from it all on Deal Island, MD.
$194 nightly
The price is $206
Jan 6 - Jan 7, 2026
Total with taxes and fees
Tangier Escape, great place get away from it all on Deal Island, MD.

Kingsbay Mansion & Vacation Houses

Kingsbay Mansion & Vacation Houses
3.5 star property
9.8 out of 10, Exceptional, (28)
"An overall excellent place to stay, relax and rest "
United States
Tracy
$395 nightly
The price is $439
Jan 13 - Jan 14, 2026
Total with taxes and fees
Kingsbay Mansion & Vacation Houses
8.0 out of 10, Very Good, (1)
"We had a great time. The host was very welcoming and helpful. Hope to go back again."
United States
holly u.
$962 nightly
The price is $1,032
Dec 14 - Dec 15
Total with taxes and fees
Bayfront Oasis with Heated Pool, Hot Tub & Playground! Family & Pet friendly!
2.0 star property
10.0 out of 10, Exceptional, (1)
Luxury 4-Bedroom Waterfront Beachfront Home with Bay Views & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Smith Island Hotel Reviews

Find out more about Smith Island

Smith Island Cabin Rentals information

Number of reviews
327
Accommodation
2 Cabin Rentals
Lowest Price
$96
Highest Price
$1,032

Frequently asked questions

What are the best cabins near Smith Island?
Escape to the outdoors without forgoing the comforts at one of our 33 cabins in and around Smith Island. Whether you have fun or relaxation on your itinerary, Cabin At Holdens Creek On Eastern Shore Of Va promises both. Alternatively, book Cabin - Chincoteague Island Koa and kick back among wonderful natural surroundings.
Are there cheap cabins in Smith Island?
Priced between $96 and $1,032 per night, getting away with friends is affordable and easy. Book one of our cheap cabins in Smith Island and enjoy an adventure-filled escape without breaking your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best family cabins near Smith Island?
Give the youngsters a vacation they won't forget in one of our Smith Island family cabins. Premium Log Cabin In Williamsburg is a favorite option. It comes with lots of great amenities to make everybody feel at home, including a bunk bed and a swimming pool. Alternatively, create some magic new memories with the family at Anvil Campground. Children's activities and boat tours are just a couple of the things to take advantage of here.
What are the best river cabins near Smith Island?
If you're seeking a comfy place to stay close to the water, a Smith Island river cabin is the perfect choice. Settle in at Chesapeake Bay Secluded Waterfront Log Cabin and let all your troubles scurry away downstream. Amenities here include a wood stove and a nearby marina. Another leading riverside escape is X - Large, 2bedroom Poolside Cabin Perfect For Family Vacation. It features on-site watersports, a nearby marina and more.
What are the best cabins with pools near Smith Island?
Put on your swimsuit and enjoy a relaxing dip whenever your heart desires when you select one of our cabin rentals with a pool. Premium Log Cabin In Williamsburg is a hit with travelers. A swimming pool and a firepit are some other amenities you can make use of here. Alternatively, enjoy a break from the hustle and bustle at Cabin - Wonderful Wooded Gem With Free Wifi. In addition to a pool, this cabin comes with a swimming pool and a tennis court.
What are some great Smith Island cabins?
When you want to spend your vacation surrounded by nature but aren't fond of wrestling with tent poles, a cabin is a perfect solution. Lock in a few nights at Waterfront Ridge Retreat Cabin On St Jeromes Creek. This property comes with a water view, a deck and more. Alternatively, experience comfort and outdoor fun combined at Chesapeake Bay Secluded Waterfront Log Cabin. A water view and a deck are among this escape's amenities.
What are the best weekend cabin rentals in Smith Island?
It doesn't get better than a weekend cabin getaway after a tiring week at work. Swap the office cubicle for a few days or more in the outdoors at Cabin At Holdens Creek On Eastern Shore Of Va. A fireplace and a barbecue grill are a few of the amenities it offers. Emails will also be the furthest thing from your mind at Waterfront Ridge Retreat Cabin On St Jeromes Creek. Stay here and take advantage of a patio and a firepit.
What are the best cabin prices in Smith Island?
With prices starting from only $96 a night for a cabin rental in Smith Island, there's no reason to wrestle with that hard-to-pitch tent.
Can I find log cabins in Smith Island?
Kick off your day with a hot cup of coffee in your cute log cabin and then try some shore fishing and quad biking. Sound heavenly? You'll want to check out Chesapeake Bay Secluded Waterfront Log Cabin. Another escape that comes with lots of comfort and character is Premium Log Cabin In Williamsburg. Activities like parasailing and hiking will add to the fun times here.
What are the highest-rated cabins in Smith Island?
Expedia adventurers keep going back to Cabin At Holdens Creek On Eastern Shore Of Va. This superb option comes with plenty of useful amenities including a fireplace and a barbecue grill. It's not hard to see why Waterfront Ridge Retreat Cabin On St Jeromes Creek is also a favorite with travelers. Conveniences like a patio and a firepit will help make your stay even more memorable.
Why should I book a cabin in Smith Island?
Affordability, outdoor activities, rustic charm — there are plenty of great reasons to opt for a Smith Island cabin. Leave behind the noise of the city and hear the sounds of birds and nature instead. There's tons of adventure within striking distance too. Whether you're vacationing with friends, family or your sweetie, you'll locate the perfect cabin on Expedia.
What are the top nature cabins in Smith Island?
Escape to Chesapeake Bay Secluded Waterfront Log Cabin and let all your cares drift away. Fun activities like nearby motor boating and nearby sailing help make this river cabin in Smith Island a favorite with many travelers. X - Large, 2bedroom Poolside Cabin Perfect For Family Vacation is another retreat where you can kick back among nature. If you're looking for outdoor excitement, go nearby sailing and nearby snorkeling.

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