The Best Hotels with a Pool in Millsboro, DE from ₩115,256 in 2026

Q: What are some accommodations with pools in Millsboro?

Grand Hotel Ocean City Oceanfront : Hotel, 1-minute walk from Ocean City Beach. Features an indoor pool, an outdoor pool, and 4 restaurants. Princess Royale Oceanfront Resort : Hotel, 1-minute walk from Ocean City Beach. Offers a full-service spa, an indoor pool, and a snack bar/deli. Fenwick Inn : Hotel, 3-minute walk from Ocean City Beach. Provides a snack bar/deli, an indoor pool, and daily. Howard Johnson by Wyndham Ocean City Oceanfront : Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Hyatt Place Ocean City / Oceanfront : Hotel, 1-minute walk from Ocean City Beach. Offers a seasonal outdoor pool, an indoor pool, and a snack bar/deli.

A stretch along the sandy beach of Cape Henlopen State Park, Delaware taken at sunrise.

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Our top choices for Millsboro hotels with a pool

Sea Esta Motel II

Millsboro

Soak up summer splendor at this tranquil motel, where a refreshing seasonal outdoor pool invites leisurely afternoons in the sun.

₩147,011 total

includes taxes & fees

Jun 10 - Jun 11

Hotel Bethany Beach

Bethany Beach

Splash into sunny days with a clean, inviting outdoor pool and deluxe loungers for ultimate relaxation.

₩175,810 total

includes taxes & fees

Jun 11 - Jun 12

Seasonal outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas

Microtel Inn & Suites By Wyndham Rehoboth Beach

Midway

Splash into seaside relaxation at this coastal hotel with a seasonal outdoor pool.

₩161,019 total

includes taxes & fees

Jun 14 - Jun 15

Atlantic Oceanside Dewey

Dewey Beach

Dive into seaside bliss at this renovated hotel with direct beach access, a seasonal outdoor pool, and bicycles for rent.

₩200,705 total

includes taxes & fees

Jun 14 - Jun 15

Surf Club Oceanfront Hotel

Dewey Beach

Dive into relaxation at this hotel's sparkling oceanfront pool with sunrise vistas and beachfront convenience.

₩961,980 total

includes taxes & fees

Jul 4 - Jul 5

The Bay Resort

Dewey Beach

Sun-soaked afternoons by the seasonal outdoor pool make for relaxing bay retreat moments.

₩201,697 total

includes taxes & fees

Jun 15 - Jun 16

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, sun loungers

Beach Bum West-O Motel

West Ocean City

Float effortlessly in the seasonal outdoor pool, perfect for a sun-soaked beach vacation.

₩141,901 total

includes taxes & fees

Jun 17 - Jun 18

The Waypoint

West Rehoboth

₩268,423 total

includes taxes & fees

Jun 16 - Jun 17

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Choose what matters most at hotels with a pool in Millsboro

Breakfast included

Hot tub

Top Millsboro Hotel Reviews

Tidelands Caribbean Hotel and Suites

2/10 Terrible

"Our room was disgusting. The sheets were dirty the bed had piss stains the refrigerator didn’t work and the bathroom was falling apart and just nasty."

Grand Hotel Ocean City Oceanfront

6/10 Okay

"My stay at the Grand Hotel Ocean City Oceanfront was a mix of pros and cons. On the positive side, the room was spacious and very clean, which I truly appreciated. However, the check-in experience was disappointing; the staff member who assisted me was unwelcoming and acted quite rudely, making me feel as though they were talking down to me. While the accommodations were great, the customer service left much to be desired."

Crystal Beach Hotel

4/10 Poor

"There were several issues with our room. The first-floor balcony door would not lock, and it took about two hours for maintenance to fix it. The couch mattress was heavily stained, the pillowcases were dirty, and there were dead bugs on the floor upon arrival. Staff brought multiple replacement mattresses before eventually finding an acceptable solution. The staff were friendly, professional, and worked hard to resolve the problems, which I appreciated. However, the condition of the room and an unexpected $30 charge at check-in despite having prepaid through Expedia significantly impacted our stay. While I value the staff’s efforts, I would not choose to stay at this hotel again."

Frequently asked questions

What are some accommodations with pools in Millsboro?

Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Features an indoor pool, an outdoor pool, and 4 restaurants. Princess Royale Oceanfront Resort: Hotel, 1-minute walk from Ocean City Beach. Offers a full-service spa, an indoor pool, and a snack bar/deli. Fenwick Inn: Hotel, 3-minute walk from Ocean City Beach. Provides a snack bar/deli, an indoor pool, and daily. Howard Johnson by Wyndham Ocean City Oceanfront: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Hyatt Place Ocean City / Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Offers a seasonal outdoor pool, an indoor pool, and a snack bar/deli.

What is there to see and do in Millsboro?

Make a point to visit attractions like 2nd Time Designs. Discover sights such as Baywood Greens Golf Course, Delaware Seashore State Park, and Nanticoke Indian Museum during your stay. Take in the natural beauty of Millsboro with the beaches.

When is the best time to book a hotel with a pool in Millsboro?

You may want to consider a place to stay that offers an outdoor pool if you plan to visit Millsboro in the hottest months of July, August, or June when the average temperature is 74°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 41°F.

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