Chesterton holiday rentals
We found 148 holiday rentals — enter your dates for availability
Discover a selection of 30 homes, 47 apartments and other holiday rentals in Chesterton that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
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Find the best place to stay - Chesterton

The Modern Cambridge Studio 1
Sleeps 3 · 1 bedroom · 1 bathroom

Victorian 2 Bedroom Home near the river Cam
Sleeps 5 · 2 bedrooms · 1 bathroom

Pass the Keys | Charming Cottage in the City Centre | Free Parking
Sleeps 4 · 2 bedrooms · 1 bathroom

Cosy City Centre Flat
Sleeps 4 · 1 bedroom · 1 bathroom

Turing Locke Cambridge
Sleeps 2 · 1 bedroom

Charles Hope Cambridge
Sleeps 2 · 1 bedroom
Top rated rentals - Chesterton

Stay in Cambridge
The apartment was in a great quiet location and suited our needs with two bedrooms, a main bathroom, and an ensuite, kitchen and living area. Without a car, we caught a taxi to and from the train station. It was a short walk to Tesco for supplies and a very pleasant, longer walk beside the River Cam to the centre of Cambridge. The host, Rebecca, happened to be there when we arrived at the 3pm check-in time and was very helpful with advice.
Mark R.
Stayed July 2025

Well situated in Cambridge
The house was very well located and well set up for a few days stay in Cambridge. Easy access to all the city has to offer. Excellent communication made for a very easy process.
Craig M.
Stayed Oct 2023
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Chesterton for a holiday rental?
April is the most popular month to visit Chesterton, as the charm of spring captivates visitors eager to explore this picturesque village in England. The peak season spans from March to May, during which the warmer weather and blooming landscapes create a great backdrop for outdoor activities and sightseeing. During this time, you can enjoy strolls through local parks, visit nearby attractions, and immerse yourself in the vibrant setting that comes with the arrival of spring.Temperatures in April typically range from 5 to 15 degrees Celsius, making it a comfortable option for those who enjoy exploring the outdoors. This mild climate is ideal for leisurely walks along the scenic trails or visiting the quaint shops and cafés that Chesterton has to offer. The sights become even more enjoyable as flowers begin to bloom, enhancing the village's natural beauty.If you're looking for a more budget-friendly time to visit, consider December. While it falls into the low season, this month offers a great experience with festive decorations and a chance to enjoy a quieter atmosphere. You can relish in the holiday spirit, visit local markets, and experience the charm of Chesterton without the hustle and bustle of peak tourism.Ultimately, the best time to book a holiday rental in Chesterton depends on whether you prefer the lively spring season with its vibrant activities or the peacefulness of winter, allowing you to enjoy the village at a more relaxed pace.
Are all fees included in the Chesterton holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Chesterton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Chesterton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Chesterton holiday homes?
You can find great discounts on holiday homes in Chesterton on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Chesterton holiday home booking on Stayz?
To find Chesterton holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Chesterton?
A long-stay holiday home in Chesterton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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.
How early should I book a Chesterton holiday home?
Book your Chesterton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Chesterton?
Prices for holiday homes in Chesterton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Chesterton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ 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.
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.
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.
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