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
2.0 star property
Princess Anne
6.6 out of 10, (684 reviews)
  • cleanliness
    Bask in the sun at this charming motel with a seasonal outdoor pool, loungers for relaxing, and complimentary breakfast.
"Everything was great. It was a one-night stay and I slept very well. The pool area was clean and nice treat from the heat. Check-in was fast and very professional, and Mrs. Bivens was very helpful. Overall, a nice stay."
United States
Ken
The price is AED 297
AED 330 total
includes taxes & fees
17 May - 18 May
Econo Lodge Princess Anne
Indoor pool

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
Pocomoke City
8.6 out of 10, Excellent, (923 reviews)
  • cleanliness
    Sparkling indoor pool creates year-round relaxation oasis at this charming rural retreat.
"With the exception of the renovations, we really enjoyed all of the amenities such as the pool and the gym."
United States
Shameeka
The price is AED 400
AED 448 total
includes taxes & fees
10 May - 11 May
Best Western Plus Pocomoke City
Deluxe Single Room, 1 King Bed, Balcony, Pool View | Balcony

Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina
2.0 star property
Crisfield
8.6 out of 10, Excellent, (141 reviews)
  • cleanliness
    Serene poolside escapes await at this motel with a summer oasis and garden views.
"kids enjoyed the pool"
United States
Jeremy
The price is AED 367
AED 415 total
includes taxes & fees
17 May - 18 May
Rodeway Inn at Somers Cove Marina
Seasonal outdoor pool

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Float away in Chincoteague's downtown marina hotel with a seasonal pool and nautical adventures.
"Easy check-in, warm pool and great fishing/crabbing pier!"
United States
Tamara
The price is AED 364
AED 409 total
includes taxes & fees
10 May - 11 May
Waterside Inn
Pillowtop beds, desk, blackout drapes, iron/ironing board

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague
7.2 out of 10, Good, (780 reviews)
  • cleanliness
    Sunny loungers encircle a sparkling pool at this downtown Chincoteague island retreat.
"The pool is very clean"
United States
Jordan
The price is AED 334
AED 375 total
includes taxes & fees
11 May - 12 May
Maddox Inn
Outdoor pool

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (555 reviews)
  • cleanliness
    Dive into poolside bliss with a private beach oasis and refreshing outdoor swimming awaiting you in Chincoteague.
"The pool was a lovely touch and a perfect way to relax."
United States
Ruth
The price is AED 701
AED 788 total
includes taxes & fees
21 May - 22 May
Key West Cottages
Seasonal outdoor pool

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (246 reviews)
  • cleanliness
    Coastal getaway with seasonal pool offers laid-back vibes at the bluffs by the beach.
"Very clean with amazing views and the pool is so nice."
United States
Christophe
The price is AED 560
AED 629 total
includes taxes & fees
14 May - 15 May
Blufin Bungalows & Marina
Outdoor pool, sun loungers

Wingate by Wyndham Salisbury MD Airport North

Wingate by Wyndham Salisbury MD Airport North
3.0 star property
Salisbury
8.2 out of 10, Very Good, (1,008 reviews)
  • cleanliness
    Splash into relaxation at the seasonal pool with loungers for effortless summer unwinding.
"Loved relaxing by and swimming in the well kept pool and pool area."
United States
Janet
The price is AED 314
AED 366 total
includes taxes & fees
11 May - 12 May
Wingate by Wyndham Salisbury MD Airport North
Outdoor pool

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
3.0 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (600 reviews)
  • cleanliness
    Splash into spectacular views at this waterfront hotel where poolside serenity meets bay sunsets.
"Beautiful hotel, nice staff, great small pool with amazing view"
United States
Linor
The price is AED 639
AED 718 total
includes taxes & fees
11 May - 12 May
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Lobby

Home2 Suites By Hilton Salisbury Fruitland

Home2 Suites By Hilton Salisbury Fruitland
3.0 star property
Fruitland
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful Hotel"
United States
Marco
The price is AED 444
AED 497 total
includes taxes & fees
26 May - 27 May
Home2 Suites By Hilton Salisbury Fruitland
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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Choose what matters most at hotels with a pool in Princess Anne

Breakfast included
Hot tub

Top Princess Anne Hotel Reviews

Waterside Inn

Waterside Inn

10/10 Excellent
"Breakfast was great. Staff over the top friendly and helpful. We loved the hot tub, balcony and views. This is a gem!! "
James 2-night trip
Posted 3 hours ago
Waterside Inn

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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. Blufin Bungalows & Marina: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Key West Cottages: Provides a private beach, a seasonal outdoor pool, and a snack bar/deli. Wingate by Wyndham Salisbury MD Airport North: Features a snack bar/deli, a seasonal outdoor pool, and free self parking. Comfort Suites Chincoteague Island Bayfront Resort: Offers an indoor pool, an outdoor pool, and a snack bar/deli.
What is there to see and do in Princess Anne?
Make a point to visit attractions like Mount Vernon Beach and Monie Island. During your stay, check out sights such as Somerset County Library, Princess Anne Town Hall, and Hytche athletic Center. 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.