Hotels with Swimming Pools in Rockland

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Check availability on Rockland Hotels with Swimming Pools

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Rockland hotels with a pool

Indoor pool
Trade Winds on the Bay

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.4 out of 10, Very good, (325)
"Very nice place to stay. Staff helpful and friendly."
Canada
Dan
Trade Winds on the Bay
Indoor pool, open 8:30 AM to 8:30 PM, pool loungers
The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport
2.5 star property
Rockport
9.6 out of 10, Exceptional, (1005)
"Plenty of room, quiet, and the staff were very kind "
United States
Edith
The price is S$175
includes taxes & fees
26 Jan - 27 Jan, 2026
The Country Inn at Camden Rockport
Indoor pool
Hampton Inn & Suites Rockland

Hampton Inn & Suites Rockland

Hampton Inn & Suites Rockland
2.5 star property
Thomaston
9.2 out of 10, Wonderful, (529)
"We enjoyed our stay, our dog was welcomed and our room was great. Will stay again."
United States
Robert
The price is S$183
includes taxes & fees
11 Jan - 12 Jan, 2026
Hampton Inn & Suites Rockland
Seasonal outdoor pool
Ledges by the Bay

Ledges by the Bay

Ledges by the Bay
2.5 star property
Rockport
8.6 out of 10, Excellent, (1001)
"The staff was very helpful. The view is next level gorgeous. The room is clean and very nice. "
United States
Lorri
The price is S$163
includes taxes & fees
31 Dec - 1 Jan, 2026
Ledges by the Bay
2 outdoor pools, a heated pool, pool umbrellas, pool loungers
Strawberry Hill Seaside Inn

Strawberry Hill Seaside Inn

Strawberry Hill Seaside Inn
2.5 star property
Rockport
9.8 out of 10, Exceptional, (828)
"Great stay !"
United States
Patrick
The price is S$213
includes taxes & fees
30 Jan - 31 Jan, 2026
Strawberry Hill Seaside Inn
Outdoor dining
16 Bay View

16 Bay View

16 Bay View
3.5 star property
Camden
9.6 out of 10, Exceptional, (533)
"Tremendously friendly and attentive staff. Cozy room for a rainy weekend getaway."
United States
Craig
The price is S$314
includes taxes & fees
4 Jan - 5 Jan, 2026
16 Bay View
Property entrance
Grand Harbor Inn

Grand Harbor Inn

Grand Harbor Inn
3.5 star property
Camden
9.8 out of 10, Exceptional, (214)
"Wonderful, charming hotel"
United States
ISABELLE
The price is S$296
includes taxes & fees
7 Jan - 8 Jan, 2026
Grand Harbor 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.
View all properties

Top Rockland Hotel Reviews

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

10/10 Excellent
"Room was clean, hotel staff were accommodating, and pool was great!"
Lindsay 2-night trip
Posted 4 days ago
The Country Inn at Camden Rockport

Frequently asked questions

What are some accommodation options with pools in Rockland?
Trade Winds on the Bay: Features a health club, an indoor pool and free self parking. Rockland Harbor Hotel: Features a health club, an indoor pool and daily. Harborline Hotel: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. 250 Main Hotel: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. The Country Inn at Camden Rockport: Provides daily, an indoor pool and free self parking.
What is there to see and do in Rockland?
The picturesque setting of Rockland Harbor Park and Sandy Beach showcase the area's natural beauty. Discover sights such as Maine Lighthouse Museum, Rockland Ferry Terminal and Rockland Breakwater Lighthouse during your stay. Broaden your horizons with the local museums in Rockland.
When is the best time to book a hotel with a pool in Rockland?
Taking the local weather in Rockland into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 17°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Rockland are January, March, December and February, with each month seeing an average of 17 cm of snowfall.

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