Book Hotels in Smith Island, MD

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Top Smith Island hotels

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell MD
This cottage features laundry facilities.
"Very nice place, clean and comfortable."

Reviewed on Aug 16, 2026

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Opens in a new windowPet-Friendly Smith Island Cottage w/ Golf Cart!
Spacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island

Spacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island

Smith Island MD
This vacation home features a garden, laundry facilities, and barbecue grills.
Amazing Adventure
"Amazing adventure! Peaceful! Beautiful! Privacy! Gourmet Kitchen! The house is set back from the neighborhood on a large lot. The decks are new and comfortably furnished. We cooked breakfast and dinner for 3 days and the well-equipped kitchen was perfect. Our days started and ended with gourmet meals, ..."

Reviewed on Jun 18, 2025

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Opens in a new windowSpacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island
Come out and enjoy Autumn at the HH Ranch on Smith Island.

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

Smith Island MD
$303 nightly
The price is $334 total per night from Oct 17 to Oct 18
$334 total
Oct 17 - Oct 18
Total with taxes and fees
A gym is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
"Chris was very responsive and the house was lovely."

Reviewed on Oct 14, 2026

Opens in a new windowCome out and enjoy Autumn at the HH Ranch on Smith Island.
Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

Dameron MD
This vacation home features a garden, laundry facilities, and barbecue grills.
"The Bay Estate is an absolute gorgeous property. However, host was not good at communicating and CLEANING CREWS NEED TO DO BETTER JOB!We had 11 mo old and 16 mo old babies with us; on day one, crawling and walking on the floors turned their knees/feet brown; the floors need a good mopping. The grill/sink ..."

Reviewed on Jul 27, 2026

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Opens in a new windowPrivate Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay
Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island MD
This vacation home features a garden, laundry facilities, and barbecue grills.
"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."

Reviewed on Oct 7, 2026

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Opens in a new windowHistoric home on Smith Island w/ dock!
"Heron's Nest" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip Included

"Heron's Nest" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip Included

Heathsville VA
This apartment features a garden, laundry facilities, and barbecue grills.
"Very cozy cottage in a very quiet marina. Great place to get away and just decompress. Hosts are extremely friendly and welcoming, the cottage was exceptionally clean. A couple small towns close by have all amenities you could reasonably hope for within striking distance. Thank you!"

Reviewed on Oct 13, 2026

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Opens in a new window "Heron's Nest" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip Included
Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

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

Smith Island MD
This vacation home features laundry facilities.
"Super clean and provided all necessary means, but food. lol"

Reviewed on Oct 11, 2026

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Opens in a new windowCharming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart
Water Front 1 bedroom house on tranquil Smith Island

Water Front 1 bedroom house on tranquil Smith Island

Smith Island MD
This vacation home features laundry facilities.
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Opens in a new windowWater Front 1 bedroom house on tranquil Smith Island
Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina

2 out of 5
700 Norris Harbor Dr Crisfield MD
Fully refundable
$93 nightly
The price is $106 total per night from Nov 5 to Nov 6
$106 total
Nov 5 - Nov 6
Total with taxes and fees
An outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A garden and a picnic area are also ...
Opens in a new windowRodeway Inn at Somers Cove Marina
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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.

Frequently asked questions

What are the top kid-friendly hotels in Smith Island?
Family getaways are where the best memories are made, but traveling with youngsters can be challenging. These kid-friendly Smith Island hotels offer perks designed to keep travelers of all ages comfortable and happy: Blue Heron Cottage On Smiths Island will help make your getaway the best one yet. It features plenty of nice touches, such as a barbecue grill and a fridge. Alternatively, spend your Smith Island break at IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK. Make the most of a playground, cycling and more here.
Where can I find cheap hotels in Smith Island?
At Travelocity you'll find really nice hotels in Smith Island at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Smith Island rather than in Smith Island. We may find you even better rates, too.
How do I find the best Smith Island hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Smith Island then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Smith Island?
The cheapest hotel in Smith Island is $106. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Smith Island?
There are 199 hotels in Smith Island on Travelocity.
What are the best hotels in Smith Island?
Smith Island has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Smith Island for you!
When is the best time to visit Smith Island?
If you want the joy of a fun-filled trip in peak season, visit Smith Island during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Smith Island?
Based on historic data is usually the cheapest month to visit Smith Island. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Smith Island?
There are multiple hotels in Smith Island that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Smith Island. We have plenty of kid-friendly hotels in Smith Island to choose from on Travelocity!
Why book a hotel in Smith Island through Travelocity?
Because we have the top hotels in Smith Island! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Smith Island on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Smith Island hotel reviews by fellow wanderers

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

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

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Chris was very responsive and the house was lovely."
A verified traveler stayed at Come out and enjoy Autumn at the HH Ranch on Smith Island.
Come out and enjoy Autumn at the HH Ranch on Smith Island.

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