The Best Hotels with a Pool in Gloucester, MA from AED 846 in 2026

Q: What are some accommodations with pools in Gloucester?

Ocean House Hotel at Bass Rocks : Hotel located near Good Harbor Beach. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. The Vista : Hotel, 9-minute walk from Good Harbor Beach. Offers continental, an outdoor pool, and free self parking.

A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

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Our top choices for Gloucester hotels with a pool

1. Ocean House Hotel at Bass Rocks

East Gloucester

Seasonal heated pool meets Atlantic views at this beachside retreat by the water.

AED 1,121 total

includes taxes & fees

3 Sep - 4 Sep

2. Atlantis Oceanfront Inn

East Gloucester

Discover oceanfront serenity at this Cape Ann retreat, where the outdoor pool offers a refreshing escape with stunning sea views.

AED 1,424 total

includes taxes & fees

30 Aug - 31 Aug

Double Room, Ground Floor | View from room

3. The Vista

East Gloucester

Dive into serenity at this oceanfront hotel with a sparkling pool and beautiful beach views nearby.

AED 960 total

includes taxes & fees

17 Aug - 18 Aug

4. Sea Lion Motel and Cottages

East Gloucester

Float in the sparkling outdoor pool with serene garden views at this quiet Gloucester motel just steps from Good Harbor Beach.

AED 853 total

includes taxes & fees

10 Aug - 11 Aug

5. Rockport Inn And Suites

Rockport

Splash into vacation mode at this clean, well-maintained indoor pool with year-round access and welcoming vibes.

AED 846 total

includes taxes & fees

30 Aug - 31 Aug

6. Emerson Inn

Rockport

Scenic seasonal pool awaits at historic Georgian hotel, with terrace views and beachfront dining at Emerson Inn.

AED 1,264 total

includes taxes & fees

6 Aug - 7 Aug

7. Harbor Light Inn

Marblehead Historic District

Dive into this harbor-side pool retreat with plush loungers and colonial charm, all steps from Marblehead's treasures.

AED 1,363 total

includes taxes & fees

9 Aug - 10 Aug

8. Salem Waterfront Hotel & Suites

Salem

Discover the refreshing sanctuary of Salem's indoor pool retreat, where serene swimming meets maritime charm.

AED 1,009 total

includes taxes & fees

10 Aug - 11 Aug

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Choose what matters most at hotels with a pool in Gloucester

Breakfast included

Hot tub

Top Gloucester Hotel Reviews

Ashworth by the Sea

10/10 Excellent

"Na"

Frequently asked questions

What are some accommodations with pools in Gloucester?

Ocean House Hotel at Bass Rocks: Hotel located near Good Harbor Beach. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. The Vista: Hotel, 9-minute walk from Good Harbor Beach. Offers continental, an outdoor pool, and free self parking.

What is there to see and do in Gloucester?

Surround yourself with nature at Pavilion Beach and Half Moon Beach. During your stay, check out sights such as Capt Bill & Sons Whale Watch, Cape Ann Museum, and Maritime Gloucester. Visitors to Gloucester speak highly of the natural attractions, including the beautiful ocean views.

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

Taking into account the local weather in Gloucester can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 34°F. The snowiest months in Gloucester are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.

What's the best way to travel around Gloucester?

Knowing the transportation options in Gloucester can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Gloucester Station or West Gloucester Station. Gloucester might not have many public transit choices so consider renting a car to explore more.

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