A person in a kayak on a calm body of water during sunset.

Smith Island Hotel Guide - Hotels with Pool in Smith Island, Maryland

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Check availability on Smith Island Hotels with Pool

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Smith Island hotels with a pool

Deluxe Single Room, 1 King Bed, Balcony, Pool View | Balcony
Bathroom
Room, 2 Double Beds, Accessible, Non Smoking
Lobby

1. Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina
Crisfield
  • Serene poolside escapes await at this motel with a summer oasis and garden views.
€105
includes taxes & fees
20 Sept - 21 Sept
Rodeway Inn at Somers Cove Marina
House, Ensuite, Harbour View (Kingsbay Bayhouse) | Outdoor pool
House, Accessible, Private Bathroom (Kingsbay Dockside) | Private kitchen
House, Accessible, Private Bathroom (Kingsbay Dockside) | Exterior
Exterior

2. Kingsbay Mansion & Vacation Houses

Kingsbay Mansion & Vacation Houses
Marion Station
  • Seaside retreat with a private beach, outdoor pool, and complimentary wifi creates a peaceful coastal getaway.
€329
includes taxes & fees
16 Sept - 17 Sept
Kingsbay Mansion & Vacation Houses
Pool
Outdoor dining
Interior
Interior

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

Bayfront Oasis with Heated Pool, Hot Tub & Playground! Family & Pet friendly!
Reedville
€1,437
includes taxes & fees
1 Sept - 2 Sept
Bayfront Oasis with Heated Pool, Hot Tub & Playground! Family & Pet friendly!
View all properties

Choose what matters most at hotels with a pool in Smith Island

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Smith Island Hotel Reviews

Kingsbay Mansion & Vacation Houses

Kingsbay Mansion & Vacation Houses

10/10 Excellent
"Absolutely wonderful! Luxurious room, gorgeous waterfront property with marvelous gardens, great food and helpful and friendly proprietors."
Stephen 2-night trip
Posted 2 weeks ago
Kingsbay Mansion & Vacation Houses

Frequently asked questions

What are some accommodation options with pools in Smith Island?
Historic home on Smith Island w/ dock!: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Pet-Friendly Smith Island Cottage w/ Golf Cart!: Offers complimentary wireless Internet access, a pool and kitchens. Summer is here on Smith Island! Come out and enjoy a great season on the Bay: Provides a private beach, an outdoor pool and free self parking. Spacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island: Holiday home, 4-minute walk from Chesapeake Bay. 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 Tylerton County Dock and Horse Hammock 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 with an outdoor swimming pool if you'll be visiting Smith Island in the warmest months of July, August or June, when the average temperature is 24°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 6°C.