Top Weymouth and Portland District rentals with pool or private pool - England

Explore Weymouth and Portland District rentals with pools

Hot Tub & Heated Pool in this Bournemouth Residence, for Large Group Gatherings

Sleeps 23 · 5 bedrooms · 4 bathrooms

Skydeck Holiday home with fabulous views over Chesil Beach and Portland Harbour

Sleeps 6 · 2 bedrooms · 1+ bathroom

Premier Host

Everdene (OI14), Lakeside Property with Hot Tub at Silverlake, Dorset

Sleeps 12 · 5 bedrooms · 5 bathrooms

Top rated rentals with pools - Weymouth and Portland District

Premier Host

What a glorious place!

Beautiful place, so well appointed and thoughtfully kitted out that it made our little holiday just perfect. Cracking views of the Fleet and Portland - great for bird watching and sunsets. I really hope I can stay again one day.

Eleanor R.

Stayed Apr 2025

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Frequently asked questions

Are there any holiday homes with a pool in Weymouth and Portland District?

With 14 holiday homes with a pool to choose from in Weymouth and Portland District, you're sure to find "the one." Whether you're organising a couples getaway or travelling with the extended family, Stayz has properties to suit guests looking for some poolside R&R.

How much does it cost to stay in a holiday home with a pool in Weymouth and Portland District?

A range of factors will influence the price of a holiday home with a pool in Weymouth and Portland District, such as the size of the property and when and how long you're staying. All you have to do is enter your travel dates and preferences to find a house where you can have a splashing great time.

When is the best time to book a holiday home with a pool in Weymouth and Portland District?

Think about travelling in July, when the mercury ranges from around 15ºC (15ºC) to 18ºC (18ºC). This is the most popular time of year to get a holiday home with a pool in Weymouth and Portland District.

What holiday homes with a pool in Weymouth and Portland District have nice views?

From lounging poolside to practicing your cannonballs, a holiday home with a pool offers fun and excitement by the water. Throw in some fantastic views and you'll never want your getaway to end. Try our easy-to-use filters to tailor your search for a Weymouth and Portland District stay that has all the conveniences you want and vistas that enrich the experience.