Book Hotels in Smith Island, MD

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Top Smith Island hotels

1 min Walk to Beach July 20-29 Available: Hideaway in Hays Beach Chesapeake Bay

1 min Walk to Beach July 20-29 Available: Hideaway in Hays Beach Chesapeake Bay

Scotland
Limo/town car service, a garden, and a picnic area are available at this cottage. There's fun for all ages with a playground and an arcade/game room, and childcare ...
Great location!
"Really enjoyed our time here. The outdoor space in the back was great with the swing and the fire pits. Our kids loved walking to the beach everyday and catching crabs."

Reviewed on Jul 5, 2025

1 min Walk to Beach July 20-29 Available: Hideaway in Hays Beach Chesapeake Bay
Pet-Friendly Smith Island Cottage w/ Golf Cart!

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell
This cottage features laundry facilities.
Amazing
"My sister and I have always wanted to visit Smith Island. This house was perfect! Well appointed, comfortable, great location and terrific host. The golf cart was such a huge bonus. We had amazing water tours, walked, relaxed, spotted more birds than we could count. Everyone on the island was beyond ..."

Reviewed on Jul 4, 2025

Pet-Friendly Smith Island Cottage w/ Golf Cart!
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

Smith Island
$278 nightly
The price is $294 total per night from Aug 3 to Aug 4
$294 total
Aug 3 - Aug 4
Total includes taxes and fees
This cottage features a garden, laundry facilities, and barbecue grills.
"House was as defined but the host was very protective of her property. Also felt she was expecting us to follow her suggestions for transportation. Also, in description of property it should mention that shoes are not allowed in the house."

Reviewed on Jul 19, 2025

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Smith Island
$326 nightly
The price is $346 total per night from Jul 30 to Jul 31
$346 total
Jul 30 - Jul 31
Total includes 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.
"This was a last min trip so it was a lot of info to gather in less a day but we did it and we made the ferry on time and we got here on a very hot and humid day. The ferry ride was fun and the dog didn’t seem to mind it. We should have mapped out where the house was better because when we arrived ..."

Reviewed on Jul 13, 2025

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included
Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island
This vacation home features a garden, laundry facilities, and barbecue grills.
"The hosts did an EXCELLENT job of communicating before and during our stay. They made great recommendations for local activities and food. The house had everything we needed for our stay, and the AC worked like a champ! We would absolutely recommend a stay at the Pearl!"

Reviewed on Jul 18, 2025

Historic home on Smith Island w/ dock!
Cottage near the Bay

Cottage near the Bay

Crisfield
$178 nightly
The price is $189 total per night from Jul 27 to Jul 28
$189 total
Jul 27 - Jul 28
Total includes taxes and fees
This vacation home featured laundry facilities and barbecue grills.
"First time trying this style rental and I’m absolutely happy with the decision. The host was very accommodating and available to answer questions I had plenty of local information on hand to do things very family-friendly fun."

Reviewed on Jul 19, 2025

Cottage near the Bay
Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina

2 out of 5
700 Norris Harbor Dr, Crisfield, MD
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $106 total per night from Jul 28 to Jul 29
$106 total
Jul 28 - Jul 29
Total includes 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 ...
Wonderful staff, very clean!!
"This hotel was spotless, the location safe, and the staff amazing and helpful. Would definately stay here again. Front desk very knowledgeable about area and restaurents. Thanks for a great stay!!"

Reviewed on Jul 13, 2025

Rodeway Inn at Somers Cove Marina
Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island

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

Smith Island
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

Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
'river's Edge Retreat With Kayaks & River Access!

'river's Edge Retreat With Kayaks & River Access!

3 out of 5
Reedville
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and barbecue grills. A ...
'river's Edge Retreat With Kayaks & River Access!
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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 184 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