Find Hotels with a Pool in Princess Anne, MD

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Princess Anne Hotels with a Pool

Our top choices for Princess Anne hotels with a pool

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.
$81 nightly
The price is $90
May 24 - May 25
Total with taxes and fees
Econo Lodge Princess Anne

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
Pocomoke City
8.6 out of 10, Excellent, (924 reviews)
  • cleanliness
    Sparkling indoor pool creates year-round relaxation oasis at this charming rural retreat.
$93 nightly
The price is $104
May 18 - May 19
Total with taxes and fees
Best Western Plus Pocomoke City

Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina
2.0 star property
Crisfield
8.6 out of 10, Excellent, (142 reviews)
  • cleanliness
    Serene poolside escapes await at this motel with a summer oasis and garden views.
$100 nightly
The price is $113
May 16 - May 17
Total with taxes and fees
Rodeway Inn at Somers Cove Marina

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Float away in Chincoteague's downtown marina hotel with a seasonal pool and nautical adventures.
$101 nightly
The price is $113
May 20 - May 21
Total with taxes and fees
Waterside Inn

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague
7.2 out of 10, Good, (782 reviews)
  • cleanliness
    Sunny loungers encircle a sparkling pool at this downtown Chincoteague island retreat.
$91 nightly
The price is $102
May 16 - May 17
Total with taxes and fees
Maddox Inn

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (249 reviews)
  • cleanliness
    Coastal getaway with seasonal pool offers laid-back vibes at the bluffs by the beach.
$126 nightly
The price is $142
May 17 - May 18
Total with taxes and fees
Blufin Bungalows & Marina

Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague
7.4 out of 10, Good, (1,000 reviews)
  • cleanliness
    Unwind in the seasonal outdoor pool, where sunny days stretch into island adventures at Atlantic Shores Inn and Suites.
$89 nightly
The price is $100
May 16 - May 17
Total with taxes and fees
Atlantic Shores Inn and Suites

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (558 reviews)
  • cleanliness
    Dive into poolside bliss with a private beach oasis and refreshing outdoor swimming awaiting you in Chincoteague.
$195 nightly
The price is $219
May 19 - May 20
Total with taxes and fees
Key West Cottages

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, (602 reviews)
  • cleanliness
    Splash into spectacular views at this waterfront hotel where poolside serenity meets bay sunsets.
$157 nightly
The price is $176
May 20 - May 21
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (780 reviews)
  • cleanliness
    Dive into waterfront tranquility with a heated indoor pool and relaxing hot tub overlooking the wildlife refuge.
$155 nightly
The price is $174
May 25 - May 26
Total with taxes and fees
Hampton Inn & Suites Chincoteague Waterfront
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.

Choose what matters most at hotels with a pool in Princess Anne

Top Princess Anne Hotel Reviews

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. Wingate by Wyndham Salisbury MD Airport North: Provides a snack bar/deli, a seasonal outdoor pool, and free self parking. Key West Cottages: Features a private beach, a seasonal outdoor pool, and a snack bar/deli. 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.

Explore a world of travel with Expedia