Top Chesterfield rentals with pool or private pool - England

Explore Chesterfield rentals with pools

THE LOFT, pet friendly, character holiday cottage in Millthorpe

Sleeps 7 · 3 bedrooms · 1 bathroom

Indoor heated swimming pool - available all year round

Premier Host

Cosy Cottage with all year indoor pool, set in 9 acres of garden, amazing views

Sleeps 4 · 2 bedrooms · 1 bathroom

Premier Host

Charming cottage by a stream with trails from the doorstep in the peak district

Sleeps 4 · 2 bedrooms · 2 bathrooms

Fabulous house in the centre of Bakewell, Peak District sleeps up to 10

Sleeps 10 · 4 bedrooms · 2 bathrooms

Top rated rentals with pools - Chesterfield

Premier Host

Idyllic

Well equipped, clean, comfortble and in a stunning location. The views were idyllic and our kids loved running around the grounds and using the pool.We had a fabulous stay and hope to return!

Natalie E.

Stayed May 2025

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Frequently asked questions

How much does it cost to stay in a holiday home with a pool in Chesterfield?

Where you stay, when you prefer to travel and the length of your trip will influence how much you pay for a holiday home with a pool in Chesterfield. Key in your travel details on Bookabach, then book the right one for you and get ready to make a splash.

When is the best time to book a holiday home with a pool in Chesterfield?

The type of weather will help dictate when it's the ideal time to enjoy a poolside retreat. Many visitors to Derbyshire stay in a Chesterfield holiday home with a pool in February, when average temperatures range from 0.56 ºC (1ºC) to 6 ºC (6ºC).

What holiday homes with a pool in Chesterfield have nice views?

Bookabach has a range of awesome holiday homes with a pool in Chesterfield, including houses with views of historic areas. When you aren't seeing the sights, relax by going for a swim and gaze at scenes that are an attraction in themselves.