Holiday rentals near Chesterfield Market

We found 1,896 holiday rentals — enter your dates for availability

Scroll through and discover private holiday rentals near Chesterfield Market that can be your home away from home. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Chesterfield Market

Showing deals for:17 July - 24 July

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What are the best holiday rentals near Chesterfield Market?
The best holiday rentals near Chesterfield Market are typically found right in the town of Chesterfield, offering easy access to the market and local attractions. You can choose from charming cottages, many with historical character, or opt for private holiday houses that provide more space and privacy. If you are willing to drive a bit further, renting in nearby villages can be an affordable option for finding larger properties.

Many of these holiday rentals offer practical amenities so you can have a comfortable stay, including laundry facilities for longer stays and gardens for outdoor relaxation. Pets are often permitted, which is great for guests travelling with their furry companions. These homes are ideal for families or groups looking to explore the local area.
Are there any cheap holiday rentals near Chesterfield Market?
There are several affordable holiday rentals near Chesterfield Market, especially if you are flexible with location and travel dates. Budget-friendly stays typically start around AU$95 per night in areas like Chesterfield. Some stays even drop below this price in January during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include free amenities such as WiFi, toiletries, and self-parking, and can range from cosy cottages to modest private homes, providing a clean, comfortable base for exploration.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Chesterfield Market while keeping costs down.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Chesterfield Market?
There are 24 pet-friendly holiday rentals near Chesterfield Market, primarily consisting of cottages and private homes in Chesterfield and the surrounding areas. These properties often feature amenities such as private gardens, easy access to outdoor spaces, and comfortable living areas, ensuring a pleasant stay for both guests and their pets. Many properties also offer the convenience of pets staying free.

When searching for the best pet-friendly holiday rentals near Chesterfield Market, always review the specific house rules regarding pet size, breed restrictions, or any additional fees. Chesterfield Market itself is generally welcoming to pets in its outdoor areas.
What are the best family holiday rentals near Chesterfield Market?
There are approximately 16 family-friendly holiday homes available near Chesterfield Market, primarily consisting of charming cottages and private holiday houses. These properties typically offer ample space, often featuring multiple bedrooms and bathrooms to comfortably accommodate groups. Essential family amenities such as fully equipped kitchens, gardens or patios for outdoor play, and often washer/dryers are common, alongside entertainment options like books.

When selecting your ideal family holiday rental, prioritise properties that provide separate spaces for adults and children to relax, and look for practical features like a well-equipped kitchen to make meal preparation easier. Choosing a home close to Chesterfield Market means less travel time and more opportunity to explore the local area.
Are there any luxury holiday rentals near Chesterfield Market?
There are several luxury holiday rentals near Chesterfield Market that combine the local scenery with modern comfort. These properties often feature amenities such as fireplaces, premium bedding, and bathrobes. Guests can also find properties with onsite golf and tennis courts, including outdoor tennis.

These homes are ideal for families or larger groups, offering conveniences like comfortable living spaces. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Chesterfield Market?
Holiday rentals near Chesterfield Market offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around AU$95 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around AU$185 per night, offering more comfort and privacy. Upscale options can cost AU$255 or more per night, especially for properties with additional amenities or more space.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Chesterfield Market?
When planning your stay near Chesterfield Market, several areas offer excellent holiday rental options.

The town centre itself provides properties within easy walking distance of Chesterfield Market, giving guests immediate access to the historic market, shops, and eateries. This is great for those who enjoy being in the heart of the activity.

For a slightly quieter experience, consider areas just outside the immediate town centre, such as Brampton. Properties here often offer a more residential feel while still being a short drive or bus ride from Chesterfield Market and its attractions.

Another excellent option is the area around Hasland, which offers a good selection of holiday rentals. These properties are conveniently located for accessing Chesterfield Market, as well as providing good connections to the wider Derbyshire region for those wishing to explore further.
What is the cheapest month to stay near Chesterfield Market?
The cheapest time to find holiday rentals near Chesterfield Market is typically during the late Winter (January to early March), excluding any major local festivals or school holidays. January is frequently the cheapest month, often providing better deals on properties and homes. Guests can often find various savings during these months, along with greater availability of holiday rentals.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.