Find Hotels with a Pool in Chesapeake Beach, MD

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Check availability on Chesapeake Beach Hotels with a Pool

Our top choices for Chesapeake Beach hotels with a pool

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
The price is AED 348
AED 459 total
includes taxes & fees
17 Mar - 18 Mar
Rod 'N' Reel Resort

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (372 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is AED 331
AED 364 total
includes taxes & fees
11 Mar - 12 Mar
Knapps Narrows Marina & Inn

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (646 reviews)
  • cleanliness
    Dive into serene poolside relaxation at this suburban hotel with a sparkling outdoor pool.
The price is AED 449
AED 498 total
includes taxes & fees
20 Mar - 21 Mar
Hilton Garden Inn Solomons

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is AED 338
AED 372 total
includes taxes & fees
22 Mar - 23 Mar
St Michaels Inn

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (478 reviews)
  • cleanliness
    Pool paradise meets scenic marina views for a refreshing escape on the water.
The price is AED 559
AED 637 total
includes taxes & fees
11 Mar - 12 Mar
Anchored Inn at Hidden Harbour Marina

Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (701 reviews)
  • cleanliness
    Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.
The price is AED 422
AED 510 total
includes taxes & fees
1 Apr - 2 Apr
Holiday Inn Express Prince Frederick by IHG

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
  • cleanliness
    Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
The price is AED 457
AED 665 total
includes taxes & fees
16 Mar - 17 Mar
Wylder Tilghman Island

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (124 reviews)
  • cleanliness
    Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
The price is AED 588
AED 646 total
includes taxes & fees
11 Mar - 12 Mar
The Tilghman Island Inn

Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (949 reviews)
  • cleanliness
    Splash into relaxation with a sparkling indoor pool and hot tub at this refreshing retreat.
The price is AED 434
AED 482 total
includes taxes & fees
31 Mar - 1 Apr
Springhill Suites by Marriott Prince Frederick

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (131 reviews)
  • cleanliness
    Splash into luxury at this B&B near St. Michaels Winery, with access to a nearby pool for sun-soaked afternoons.
The price is AED 547
AED 602 total
includes taxes & fees
11 Mar - 12 Mar
Parsonage Inn
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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Frequently asked questions

What are some hotels with pools in Chesapeake Beach?
Rod 'N' Reel Resort: Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Mid-Century Modern on Private Beach, Designed by Award Winning Architect!: Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. Spark by Hilton Waldorf: Offers buffet, an indoor pool, and free self parking. Sonesta ES Suites Annapolis: Provides a snack bar/deli, an indoor pool, and daily. Holiday Inn Express Waldorf by IHG: Offers daily, a seasonal outdoor pool, and free self parking.
What is there to see and do in Chesapeake Beach?
Make a point to visit attractions like Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. During your stay, check out sights such as Rod n Reel Charter Fishing, Bruce Gabrielson's Surf Art Gallery and Museum, and Breezy Point Beach. The beaches and restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Chesapeake Beach?
You may want to consider an accommodation with an outdoor swimming pool if you plan to visit Chesapeake Beach in the hottest months of July, August, or June when the average temperature is 75°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 40°F.