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

Search Hotels with Swimming Pool in Portland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Portland Hotels with Swimming Pool

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Portland hotels with a pool

A rectangular swimming pool with a built-in ladder, surrounded by stone tiles. There are lounge chairs and a small table with a blue cover on the right side.
A white house with a stone wall and garden in front.
A coastal house with a lighthouse, stone walls, and a grassy lawn.
A panoramic view from a high vantage point, overlooking a coastal landscape with grassy areas and a body of water.

1. Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge
Portland
  • Escape to a secluded cottage with 24-hour access to a sparkling outdoor pool, nestled within a tranquil garden setting.
₹55,912
₹67,095 total
includes taxes & fees
2 Nov - 3 Nov
Old Higher Lighthouse Branscombe Lodge
A rectangular swimming pool with a blue cover, surrounded by lounge chairs and a stone wall.
A coastal view from a high vantage point with a grassy area and a railing.
A coastal property with a white house, a stone wall, and a grassy lawn.
A circular room with a wooden floor and purple seating. A large telescope is mounted on the wall.

2. Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
Portland
₹55,912
₹67,095 total
includes taxes & fees
9 Nov - 10 Nov
Old Higher Lighthouse Stopes Cottage
A balcony with wicker furniture, a glass table, and a view of the sea and buildings.
A modern kitchen with a glass dining table, black chairs, and a view of the sea.
A wide, pebbled beach with a clear sky and calm sea.
A modern living room with a sofa, a glass coffee table, a TV, and a balcony with a view.

3. Bear's Apartment

Bear's Apartment
Portland
  • Dive into a 24-hour indoor swimming oasis at this coastal cottage near Chesil Beach with individually furnished rooms.
₹60,321
₹72,385 total
includes taxes & fees
1 Nov - 2 Nov
Bear's Apartment
An indoor swimming pool with a glass ceiling, clear poolside railing, and a no diving sign.
A bar area with a tap system, shelves of liquor bottles, and a display of beer taps.
A neatly made bed with white linens, a black headboard, and a bedside table with a lamp.
A bar area with a wooden counter, two chairs, a wine glass, a bottle, and a vase with flowers.

4. Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt
Melcombe Regis
  • Sparkling indoor pool awaits for year-round swims just steps from Weymouth Beach.
₹9,394
₹11,272 total
includes taxes & fees
22 Nov - 23 Nov
Best Western Weymouth Hotel Rembrandt
A cozy living room with a sofa, a radiator, a clock, and a view of houses through large windows.
A living room with a sofa, TV, fireplace, and a view of houses outside.
A bedroom with a bed, bedside tables, a nightstand, a wall-mounted shelf with a 'Love' sign, and a window with curtains.
A bathroom with a shower, a sink, a mirror, and a toilet.

5. Littlesea Holiday Park - Holiday Accommodation 19270

Littlesea Holiday Park - Holiday Accommodation 19270
Weymouth
₹41,827
₹50,192 total
includes taxes & fees
7 Nov - 8 Nov
Littlesea Holiday Park - Holiday Accommodation 19270
A coastal beach with a prominent rock arch formation, sandy shores, and cliffs.
A modern kitchen with a marble countertop, black chairs, and a central island with a bottle and glasses.
A modern bedroom with a large bed, two bedside tables, a fan, and a view of the outside.
A modern kitchen with a marble island, dining area with wooden chairs, and a TV mounted on the wall.

6. Agua de Plata, 26 Wakeling Island, Silverlake

Agua de Plata, 26 Wakeling Island, Silverlake
Dorchester
  • Island paradise offers 24-hour pool, playground, hiking trails, and nearby golf course.
₹87,094
₹104,513 total
includes taxes & fees
28 Oct - 29 Oct
Agua de Plata, 26 Wakeling Island, Silverlake
A swimming pool with inflatable toys, a stone wall, and a view of a lake and hills.
A patio with a wooden table and benches, a barbecue grill, and a tall chimney.
A living room with a sofa, coffee table, TV, and a view of a grassy area with a white picket fence.
A cozy living room with a wooden table, two sofas, and a fireplace.

7. Freshwater Beach Holiday Park - Holiday Accommodation 12281

Freshwater Beach Holiday Park - Holiday Accommodation 12281
Bridport
₹58,189
₹69,827 total
includes taxes & fees
1 Nov - 2 Nov
Freshwater Beach Holiday Park - Holiday Accommodation 12281
A swimming pool with metal ladders, surrounded by a wooden fence.
A rustic dining area with a wooden table and chairs, a television mounted on the wall, and a shelf with ceramic dishes.
A rustic brick building with a patio area, outdoor seating, and a garden with flowering plants.
A cozy living room with a fireplace, two sofas, a coffee table, and a bookshelf.

8. Churn House

Churn House
Dorchester
₹85,051
₹102,061 total
includes taxes & fees
31 Oct - 1 Nov
Churn House
An indoor swimming pool with clear water, tiled walls, and a bench along the side.
A residential backyard with a white deck, a patio table with chairs, and various potted plants and flowers.
A coastal area with a sandy beach, a cliff, and a row of beach houses.
A bedroom with a bed, nightstands, a wooden shelf, and two wall-mounted lamps.

9. Freshwater Beach Holiday Park - Holiday Accommodation 17116

Freshwater Beach Holiday Park - Holiday Accommodation 17116
Bridport
₹61,288
₹73,546 total
includes taxes & fees
31 Oct - 1 Nov
Freshwater Beach Holiday Park - Holiday Accommodation 17116
View all properties

Choose what matters most at hotels with a pool in Portland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Portland Hotel Reviews

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

8/10 Good
"Breakfast was excellent, location is good. We are a family and they put us in a 3 bed room so great for the kids. Only negative was the shower, low water pressure and not very hot water. Would stay there again."
Phillip 1-night trip
Posted 2 days ago
Best Western Weymouth Hotel Rembrandt
Moonfleet Manor

Moonfleet Manor

10/10 Excellent
"Very clean hotel with friendly staff and lovely location"
Peter 1-night trip
Posted 6 days ago
Moonfleet Manor

Frequently asked questions

What are some accommodation options with pools in Portland?
Heights Hotel: Provides kitchens, a communal pool and televisions. The Aqua: Hotel located near Weymouth Beach. Features a full-service spa, an indoor pool and a health club.
What is there to see and do in Portland?
Surround yourself with nature at Portland Bill and Weymouth Bay. Discover sights such as Portland Harbour, Portland Bill Lighthouse and Dorset and East Devon Coast during your stay. 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.