Find Hotels with a Pool in Princess Anne, MD

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Check availability on Princess Anne Hotels with a Pool

Our top choices for Princess Anne hotels with a pool

Seasonal outdoor pool, open 9 AM to 9 PM, sun loungers
Econo Lodge Princess Anne

Econo Lodge Princess Anne

Econo Lodge Princess Anne
2.0 star property
Princess Anne
6.6 out of 10, (666)
"Yea"
United States
Chileshe
The price is AED 281
AED 312 total
includes taxes & fees
11 Jan - 12 January 2026
Econo Lodge Princess Anne
Indoor pool, open 10:00 AM to 10:00 PM, sun loungers
Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland
2.5 star property
Fruitland
9.2 out of 10, Wonderful, (1000)
"Amazingly friendly staff. Welcoming and heart warming, had to extend a night due to car issues, they were able to facilitate us with no issues, and being a part of hilton honors it's like going home."
United States
Haitham
The price is AED 291
AED 326 total
includes taxes & fees
2 Jan - 3 January 2026
Hampton Inn & Suites Salisbury/Fruitland
Seasonal outdoor pool
Waterside Inn

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1002)
"great staff, good rates, nice views, good beds, nice pier"
United States
Roy
Waterside Inn
Exterior
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel
2.5 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1000)
"Very clean and courteous staff!"
United States
Nancy
The price is AED 247
AED 332 total
includes taxes & fees
4 Jan - 5 January 2026
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Outdoor pool
Key West Cottages

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (488)
"We love Key West Cottages!"
United States
Jonathan
Key West Cottages
Outdoor pool
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
2.5 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (578)
"Spencer was very helpful on the phone, and the staff who checked us in and out were very nice and polite. The room and breakfast were top notch as well :)"
United States
John
The price is AED 426
AED 478 total
includes taxes & fees
15 Dec - 16 Dec
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Indoor pool, outdoor pool, pool umbrellas, sun loungers
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
Downtown Chincoteague
9.6 out of 10, Exceptional, (1001)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
The price is AED 350
AED 397 total
includes taxes & fees
18 Dec - 19 Dec
Comfort Suites Chincoteague Island Bayfront Resort
Seasonal outdoor pool
Blufin Bungalows & Marina

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (207)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina
Outdoor pool
Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG

Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG

Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG
2.5 star property
Delmar
8.2 out of 10, Very Good, (829)
"Convenient location to my travel plans "
United States
James
The price is AED 279
AED 313 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG
Sports facility
Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury
3.0 star property
Salisbury
8.6 out of 10, Excellent, (959)
"Staff was very nice and kind. Hotel was clean and organized "
United States
Gokhan
The price is AED 393
AED 441 total
includes taxes & fees
19 Dec - 20 Dec
Courtyard by Marriott Salisbury
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.
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Top Princess Anne Hotel Reviews

Days Inn by Wyndham Salisbury

Days Inn by Wyndham Salisbury

10/10 Excellent
"Peaceful "
Kwame 1-night trip
Posted 3 days ago
Days Inn by Wyndham Salisbury

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Frequently asked questions

What are some accommodations with pools in Princess Anne?
Econo Lodge Princess Anne: Features continental, a seasonal outdoor pool, and free self parking. Americas Best Value Inn Princess Anne: Provides buffet, an indoor pool, and complimentary wired internet access. Hampton Inn & Suites Salisbury/Fruitland: Features complimentary wired internet access, an indoor pool, and free self parking. Courtyard by Marriott Salisbury: Features a private beach, a seasonal outdoor pool, and a snack bar/deli. Hampton Inn Salisbury: Offers daily, an indoor pool, and free self parking.
What is there to see and do in Princess Anne?
Make a point to visit attractions like Mount Vernon Beach and Manokin Park. During your stay, check out sights such as Somerset County Library, Princess Anne Town Hall, and Teackle Mansion. You'll also discover lots of options for restaurants in Princess Anne.
When is the best time to book a hotel with a pool in Princess Anne?
You may want to consider a place to stay that offers an outdoor pool if you plan to visit Princess Anne in the hottest months of July, August, or June when the average temp is 75°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 42°F.