Chesterfield cottages

Check out our 438 cottage rentals and start making plans for your trip to Chesterfield. Whether you’d like to be in Spital, Hasland, Wingerworth or another well-known neighbourhood, Vrbo’s charming and cosy cottages offer more room to move compared to a hotel.

Prices vary according to length of stay, season and property location, so enter your trip details to browse what’s available. Whatever your plans or budget, Vrbo has cottage rentals in Chesterfield suited to guests of every type.

It all comes down to your budget, your ideal weather and if you prefer the liveliness of the busy season or a more relaxing atmosphere. Located in Derbyshire, February attracts the most visitors to Chesterfield, when temperatures average between 1ºC (34ºF) and 6ºC (43ºF). Browse the availability of Vrbo’s cottage rentals year-round and then pick your favourite.

Let your stresses drift away as you kick back and gaze at the views of historic areas from your inviting cottage rental in Chesterfield. Use our filters to search for cottages with outdoor areas, such as a deck or patio, so you can appreciate your surroundings even more.

For a welcome change of scenery, you can’t top our lakeside cottage rentals. Try our “Location” filter and then check the box marked “Lake” to see if you can find any cosy cottages that’ll put you close to the water in Chesterfield. Spend your days chasing adventures or just enjoy seeing gorgeous sunrises and sunsets shimmering across the lake.

Ponds Forge International Sports Centre, Peace Gardens and Millennium Gallery are terrific attractions that’ll keep the whole family occupied in Chesterfield. There’s nothing like travel to bring everyone together, so browse our cottage rentals in this vibrant destination.

With Vrbo you’ll never have to share your cottage rental with others, whether you’re searching for a rustic stay in the countryside or an upmarket pad by the beach. Another awesome reason to book with us? You can filter your search by amenities, your budget and more to find a cottage rental that matches your needs and style. Also, our One Key™ rewards programme lets you earn and redeem OneKeyCash™* on eligible bookings made through Vrbo. Plus, our flexible cancellation policies and first-rate customer support also ensure a stress-free trip. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.