Find Hotels with a Pool in Smith Island, MD

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Smith Island Hotels with a Pool

Tonight
26 Nov - 27 Nov
Tomorrow
27 Nov - 28 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Smith Island Hotels with a Pool

House, Ensuite, Harbor View (Kingsbay Bayhouse) | Exterior
Kingsbay Mansion & Vacation Houses

Kingsbay Mansion & Vacation Houses

3.5 star property
Marion Station
  • Outdoor pool
  • Pool loungers
  • On private beach
9.8 out of 10, Exceptional, (28)
Kayaking enthusiasts splash into adventure from the private beach before cooling off in the refreshing outdoor pool. Barbecue grills and picnic areas invite al fresco dining amid garden surroundings at this serene coastal mansion.
The price is AED 1,436
AED 1,594 total
includes taxes & fees
4 Dec - 5 Dec
Kingsbay Mansion & Vacation Houses
Outdoor pool
Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina

2.0 star property
Crisfield
  • Outdoor pool
8.6 out of 10, Excellent, (123)
Seasonal swimming beckons from July through September at this welcoming motel, where the outdoor pool offers cooling respite. Nearby hiking trails, barbecue facilities, and a picnic area complete the recreational experience for families seeking outdoor adventure.
The price is AED 312
AED 353 total
includes taxes & fees
10 Dec - 11 Dec
Rodeway Inn at Somers Cove Marina
6 bedrooms, desk, iron/ironing board, free WiFi
Bayfront Oasis with Heated Pool, Hot Tub & Playground! Family & Pet friendly!

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

Reedville
  • Outdoor pool
  • Hot tub
8.0 out of 10, Very Good, (1)
The price is AED 2,145
AED 4,261 total
includes taxes & fees
1 Dec - 2 Dec
Bayfront Oasis with Heated Pool, Hot Tub & Playground! Family & Pet friendly!
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now

Top Smith Island Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Smith Island?
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Historic home on Smith Island w/ dock!: Features kitchens, a pool, and televisions. Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island: Features complimentary wireless internet access, a pool, and kitchens.
What is there to see and do in Smith Island?
The picturesque setting of Smith Island and Chesapeake Bay showcase the area's natural beauty. Discover sights such as Horse Hammock and Tylerton County Dock during your stay.
When is the best time to book a hotel with a pool in Smith Island?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Smith Island in the warmest months of July, August, or June when the average temp is 76°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 42°F.