Book Hotels in Smith Island, MD

Start date: Check-in selected.
To Date
End date: Check-out

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Smith Island hotels

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 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

Get rates
Opens in a new windowSpacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand

Scotland MD
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 ...
Hideaway at Hayes Beach was amazing It was a wonderful place to spend Christmas with our family. We were lucky enough to get snow! My husband and I enjoy walking so it was a prefect place to for it. Would definitely recommend this place

Reviewed on Dec 28, 2025

Get rates
Opens in a new windowA Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand
Waterfront Rivah Home with EV Charger and Gourmet Kitchen

Waterfront Rivah Home with EV Charger and Gourmet Kitchen

Heathsville VA
This vacation home features a garden, laundry facilities, and barbecue grills.
This property is absolutely beautiful from the house to the surrounding area. Mary and Larry are terrific hosts and communicate well. We had the pleasure of staying over Christmas with family and fur babies. The house was beautifully decorated which made you feel right at home. The beds were comfortable, ...

Reviewed on Jan 9, 2026

Get rates
Opens in a new windowWaterfront Rivah Home with EV Charger and Gourmet Kitchen
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

Smith Island MD
$274 nightly
The price is $290 total per night from Jan 28 to Jan 29
$290 total
Jan 28 - Jan 29
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.
Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host.

Reviewed on Oct 28, 2025

Opens in a new windowKayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

Reedville VA
This vacation home features a garden, laundry facilities, and barbecue grills.
Very clean, nicely decorated and had all the items we needed. Great location, right on the water with large firepit that we got to enjoy. Excellent communication by owner! I will definitely be looking to stay here again.

Reviewed on Jan 2, 2026

Get rates
Opens in a new windowSecluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Reedville VA
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Inside house was clean. Wifi didn't work. Bad cell coverage. Pool heater not working. Damaged pool tile. Exposed Elec conduit on dock. Cute place if better maintained.

Reviewed on Sep 22, 2025

Get rates
Opens in a new windowPrivate infinity pool, plus your own dock, kayaks, and bikes on the waterfront!
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 enjoyed ourselves besides the weather that turned bad, fall is not the best time to visit Smith Island, everything was operating on limited hours.

Reviewed on Oct 3, 2025

Get rates
Opens in a new windowHistoric home on Smith Island w/ dock!
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
$85 nightly
The price is $96 total per night from Feb 1 to Feb 2
$96 total
Feb 1 - Feb 2
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 ...
Wonderful hotel staff Very clean room for a very good rate

Reviewed on Jan 10, 2026

Opens in a new windowRodeway Inn at Somers Cove Marina
Waterfront 5BR Getaway with AC, Private Dock & Scenic Heathsville Views

Waterfront 5BR Getaway with AC, Private Dock & Scenic Heathsville Views

2 out of 5
Heathsville VA
This vacation home features a garden, laundry facilities, and barbecue grills.
Get rates
Opens in a new windowWaterfront 5BR Getaway with AC, Private Dock & Scenic Heathsville Views
Don't see what you're looking for?
See all available properties in Smith Island
View all properties
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 $96. 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 195 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

Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina

5 out of 5
Posted 9 days ago
Travelocity Verified Review
"Wonderful hotel staff Very clean room for a very good rate"
A verified traveler stayed at Rodeway Inn at Somers Cove Marina
Rodeway Inn at Somers Cove Marina

Explore More Ways to Travel with Travelocity