A coastal town with colorful houses, a prominent hill in the background, and a clear blue sky.

Hotels with Swimming Pools in Portland

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Check availability on Portland Hotels with Swimming Pools

Our top choices for Portland hotels with a pool

Property grounds

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
  • cleanliness
    Dive into a 24-hour indoor swimming oasis at this coastal cottage near Chesil Beach with individually furnished rooms.
The price is S$991
includes taxes & fees
18 Jul - 19 Jul
Bear's Apartment
Pool

Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
  • cleanliness
    Escape to a secluded cottage with 24-hour access to a sparkling outdoor pool, nestled within a tranquil garden setting.
The price is S$1,423
includes taxes & fees
19 Jul - 20 Jul
Old Higher Lighthouse Branscombe Lodge
Pool

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is S$3,138
includes taxes & fees
7 Aug - 8 Aug
Old Higher Lighthouse Stopes Cottage
Outdoor dining

39 Greenlands, Littlesea Holiday Park

39 Greenlands, Littlesea Holiday Park
3.0 star property
Weymouth
The price is S$593
includes taxes & fees
26 Jul - 27 Jul
39 Greenlands, Littlesea Holiday Park
Indoor pool

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt
3.0 star property
Weymouth
8.4 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Sparkling indoor pool awaits for year-round swims just steps from Weymouth Beach.
The price is S$224
includes taxes & fees
2 Aug - 3 Aug
Best Western Weymouth Hotel Rembrandt
Outdoor dining

Littlesea Holiday Park - Holiday Accommodation 19270

Littlesea Holiday Park - Holiday Accommodation 19270
2.5 star property
Weymouth
The price is S$1,313
includes taxes & fees
8 Aug - 9 Aug
Littlesea Holiday Park - Holiday Accommodation 19270
Beach

Agua de Plata, 16 Wakeling Island, Silverlake

Agua de Plata, 16 Wakeling Island, Silverlake
3.0 star property
Dorchester
8.0 out of 10, Very good, (1 review)
  • cleanliness
    Island paradise offers 24-hour pool, playground, hiking trails, and nearby golf course.
The price is S$1,430
includes taxes & fees
17 Jul - 18 Jul
Agua de Plata, 16 Wakeling Island, Silverlake
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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Choose what matters most at hotels with a pool in Portland

Breakfast included
4 stars

Top Portland Hotel Reviews

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

10/10 Excellent
"The room was clean and spacious. Staff were so friendly and helpful and answered any questions we had. Location is excellent with a 10 minute walk onto the sea front and bus stop just outside for those who dont want to walk. The leisure facilities are fantastic with use of the pool, sauna, jacuzzi and steam room"
Bianca 3-night trip
Posted 22 hours ago
Best Western Weymouth Hotel Rembrandt

Frequently asked questions

What are some accommodation options with pools in Portland?
Heights Hotel: Cottage located near Chesil Beach. Provides televisions, a communal pool and laundry facilities. The Aqua: Hotel located near Weymouth Beach. Offers a full-service spa, an indoor pool and a health club.
What is there to see and do in Portland?
Explore places such as Durdle Door while you're in the area. Make a point to visit attractions such as Church Ope Cove and Osprey Leisure Centre. Travellers love Portland for its array of dining options.
When is the best time to book a hotel with a pool in Portland?
Taking the local weather in Portland into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 16°C, while the coldest months are February and January, with an average of 8°C. Average annual precipitation for Portland is 818 mm.