
Search Hotels with Pool in Chesapeake Beach
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Chesapeake Beach Hotels with Pool
Tonight
27 Aug - 28 AugTomorrow
28 Aug - 29 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sep - 6 SepOur top choices for Chesapeake Beach hotels with a pool




1. Rod 'N' Reel Resort
Rod 'N' Reel ResortChesapeake Beach
- Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
฿3,226
฿4,669 total
includes taxes & fees
3 Sept - 4 Sept




2. Holiday Inn Express Prince Frederick by IHG
Holiday Inn Express Prince Frederick by IHGPrince Frederick
- Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.
฿3,596
฿4,354 total
includes taxes & fees
6 Sept - 7 Sept




3. Springhill Suites by Marriott Prince Frederick
Springhill Suites by Marriott Prince FrederickPrince Frederick
- Splash into relaxation with a sparkling indoor pool and hot tub at this refreshing retreat.
฿3,862
฿4,287 total
includes taxes & fees
30 Aug - 31 Aug




4. St Michaels Inn
St Michaels InnSt. Michaels
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
฿2,922
฿3,215 total
includes taxes & fees
31 Aug - 1 Sept




5. Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
- Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
฿4,903
฿5,394 total
includes taxes & fees
30 Aug - 31 Aug




6. Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour MarinaDeale
- Pool paradise meets scenic marina views for a refreshing escape on the water.
฿6,512
฿7,424 total
includes taxes & fees
8 Sept - 9 Sept




7. Sonesta ES Suites Annapolis
Sonesta ES Suites AnnapolisEdgewater
- Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness centre.
฿3,214
฿3,664 total
includes taxes & fees
23 Sept - 24 Sept




8. The Tilghman Island Inn
The Tilghman Island InnTilghman
- Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
฿6,701
฿7,371 total
includes taxes & fees
16 Sept - 17 Sept
View all properties
Top Chesapeake Beach Hotel Reviews
St Michaels Inn
8/10 Good
"My room was wonderful! Great comfort of the bed. Peaceful. The breakfast was lack luster with all carbs. Nothing sugar free for diabetics. Lots of construction and painting during my stay. Would stay here again, however!"
Holiday Inn Express Prince Frederick by IHG
10/10 Excellent
"Front desk staff were very friendly, and helpful, and I was greeted upon coming downstairs, or coming in the front door. Breakfast both mornings of my stay was excellent, with offerings I don’t usually see at most hotels. Entire hotel was clean, fresh, and up to date looking. Will definitely stay here again when I am in the area!"
Sonesta ES Suites Annapolis
10/10 Excellent
"Spacious rooms, very good breakfast selection, even had tacos for breakfast!"
Rod 'N' Reel Resort
10/10 Excellent
"The staff went out of their way for me and I complimented them on how well they took care of the property"
Holiday Inn Express Waldorf by IHG
10/10 Excellent
"The best part was the pool for me!!! Have Sciatic Nerve Damage I've been wanting to do some Aquatics! I finally got a chance to a great start! Water was COLD 略 but I adjusted! If the water was heated it would've been GRAND❤️❤️❤️I'll be still sitting in there till this day藍藍藍Thank you so much for your wonderful hospitality! I will be back!! ⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐"
Springhill Suites by Marriott Prince Frederick
10/10 Excellent
"I loved the hotel however, the bathroom shower curtain bar was leaning forward and needs to be adjusted. Water from the shower kept getting all over the floor and we had to use the towels to soak up the floor water. So I called and they never brought new ones. I went to the front desk and they never brought new ones. On my way out I mentioned it and got points on my Marriott account. Did not do me any good. Thank goodness we had access to the pool towels. I gave a low rating on maintenance because the wallpaper seams in the bathrooms are starting to separate and look cruddy. The bed was comfortable and the food was decent. Staff are friendly except the guy who swore because I asked him where the ice machine was. All else good."







