Chesterton vacation rentals

We found 160 vacation rentals — enter your dates for availability

Discover a selection of 30 homes, 44 apartments, and other vacation rentals in Chesterton that are perfect for your trip. Whether you're going on vacation with family or friends, vacation rentals have the best amenities for hanging out with the people that matter most, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
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Find out more about Chesterton

Find out more about Chesterton

Why visit Chesterton

  1. Cultural Heritage: Explore historic colleges and charming churches that reflect Chesterton's rich history.
  2. Family-Friendly Activities: Enjoy a variety of outdoor adventures and attractions perfect for families.
  3. Tranquil Parks: Relax in lovely urban parks that provide a serene escape from the hustle and bustle.
  4. Welcoming Community: Experience the warmth of friendly locals and picturesque neighbourhoods.
  5. Diverse Accommodation: Choose from cozy apartments to charming cottages for a memorable stay.

Popular types of accommodation around Chesterton

Discover the perfect getaway with our vacation rentals in Chesterton. Whether you're looking for a cozy apartment, a spacious private vacation home, or a charming cottage, we have a variety of options to suit your needs. Chesterton vacation rentals offer transparency, savings, and reassurance, ensuring a memorable stay. Explore our listings today and find the ideal accommodation for your next adventure in this beautiful Canadian destination.

  • Apartments: The top choice for visitors in Chesterton, offering modern amenities and convenient locations for an enjoyable stay.
  • Houses: A popular option for those seeking a home-like atmosphere, perfect for families or groups.
  • Cottages: These quaint retreats provide a charming and cozy environment for a peaceful getaway.
  • Cabins: Ideal for nature enthusiasts, cabins offer a rustic and serene escape amidst beautiful surroundings.
  • Villas: Luxurious accommodations that combine elegance and comfort, perfect for a memorable holiday experience.**

Top attractions around Chesterton

Chesterton, Cambridge, is perfect for family-friendly and culturally rich outdoor vacations. Visitors can explore historic colleges and universities, charming churches, and lovely urban parks. With a variety of attractions catering to culture enthusiasts and families alike, Chesterton offers an inviting experience for travellers looking to immerse themselves in local heritage and enjoy the outdoors.

  1. King's College: An iconic institution renowned for its stunning Gothic architecture and rich history, offering a glimpse into the vibrant academic culture of Cambridge.
  2. The River Cam: A picturesque river perfect for leisurely punting or cycling along its banks, providing scenic views and a serene outdoor atmosphere.
  3. King's College Chapel: A magnificent chapel famous for its intricate fan-vaulted ceiling and exquisite stained glass, embodying the cultural heritage of the university.

Things to do recommended for couples

For a romantic getaway in Chesterton, indulge in delightful afternoon tea at The Orchard Tea Garden, embark on an exhilarating adventure with Virtual Aviation, or savour exquisite wines at Chilford Hall Vineyard. Each experience offers a unique blend of romance and charm, perfect for couples.

Things to do recommended for families

Families visiting Chesterton can unwind at The Backs, a serene recreational area just 1.6km away, or enjoy outdoor fun at Milton Country Park, located 3.2km away. For sports enthusiasts, the National Stud, 16.1km away, offers an exciting sports atmosphere.

Things to do recommended for groups

Enjoy a night at the Cambridge Corn Exchange for a cultural experience, explore the vibrant Cambridge Market Square for local goods, and shop at the Grand Arcade Shopping Centre for family-friendly entertainment—all within 1.6km from Chesterton, perfect for your group adventure!

What do I need to keep in mind when booking a vacation around Chesterton

When planning your trip, whether you're travelling with a group, family, pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Chesterton with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Chesterton with young kids: Travelling with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Chesterton: For many families, a vacation isn't truly fulfilled without their furry companions. If that resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting Chesterton: If you’re seeking vacation rentals with special offers for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to include options like parking, a well-equipped kitchen, or a private pool in your search.

Where to stay around Chesterton

Chesterton, a charming neighbourhood in Cambridge, offers a delightful blend of family-friendly activities and cultural experiences. Explore the tranquil surroundings, where friendly locals welcome you to their picturesque homes. Just a short distance away, you'll find beautiful beaches and lush outdoor spaces perfect for relaxation. Whether you're on a budget or seeking a bit of luxury, Chesterton and its nearby regions promise a memorable vacation filled with warmth and exploration.

  • Cambridge City Centre: Located 1.4km from Chesterton, Cambridge City Centre is the vibrant heart of this historic city. Known for its rich cultural scene, the area is a hub for education, theatre, and music, drawing visitors from around the world. As you wander through the streets, you’ll encounter stunning historic college universities, beautiful urban parks, and various cultural venues. Whether you're attending a concert, exploring the intricate architecture, or enjoying a leisurely stroll in the park, Cambridge City Centre offers a delightful mix of culture and urban life.
  • Arbury: Also situated 1.4km from Chesterton, Arbury is a charming neighbourhood that combines culture and outdoor experiences. This area is perfect for families looking to enjoy educational opportunities alongside entertainment. Visitors can explore local theatres and music venues, as well as the renowned botanical gardens, which provide a serene escape. The historic college universities and picturesque historic sites nearby make Arbury a delightful spot for those seeking a blend of nature and history.
  • Milton: Located 3.2km from Chesterton, Milton is a quaint village that caters to families and business travellers alike. Popular for its recreational areas and water park, this village offers a plethora of outdoor activities to keep everyone entertained. With close proximity to stadiums and historic college universities, Milton boasts a unique blend of sports and education. Explore the local sports facilities or enjoy a day out in nature, making it a perfect stop for a relaxing family getaway.

Best time to go to Chesterton

If you're planning a trip to Chesterton, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from July to September, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January39.2°F (4.0°C)Light RainMostly CloudyModerately LowSlightly Low
February40.5°F (4.7°C)No Rain (Dry)Mostly CloudyModerately LowSlightly Low
March43.5°F (6.4°C)No Rain (Dry)Mostly CloudyModerately LowAverage
April47.7°F (8.7°C)No Rain (Dry)Mostly CloudyAverageAverage
May53.1°F (11.7°C)Light RainMostly CloudyAverageAverage
June58.8°F (14.9°C)Light RainMostly CloudyAverageAverage
July63.0°F (17.2°C)Light RainMostly CloudyModerately HighSlightly High
August63.1°F (17.3°C)Light RainMostly SunnyModerately HighSlightly High
September59.2°F (15.1°C)No Rain (Dry)Mostly SunnyModerately HighAverage
October53.1°F (11.7°C)Light RainMostly CloudyAverageAverage
November45.9°F (7.7°C)Light RainMostly CloudyAverageSlightly Low
December41.5°F (5.3°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is simple

Are you aiming to save on your upcoming trip? Being flexible with your travel dates can lead to significant savings, as prices tend to vary. Additionally, opting for an extended stay often results in even greater discounts. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a practical platform for planning your journeys, allowing you to easily start new trips, resume where you last stopped, or manage your existing travel arrangements. You can find your saved or booked properties neatly organized under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chesterton?
Apartments are the most popular style of vacation rental in Chesterton, according to our data. Even if you have something different in mind, Vrbo has properties in a variety of sizes and shapes. Browse our many options to find your ideal fit.
How much does it cost to rent a vacation rental in Chesterton?
Property type, length of stay and time of year are some factors that can affect the price of a vacation home. Simply enter your dates of travel to find your dream escape. From cozy cabins to expansive luxury villas, all Vrbo vacation rentals offer amazing value.
How much does it cost to rent a beach house in Chesterton?
When you travel and the style and size of the property will help determine the cost of your beachside vacation rental. Click on your Chesterton travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to pick the features and amenities you want in your vacation home.
Are there pet-friendly vacation rentals in Chesterton?
There are, yes. You'll find 17 vacation homes that roll out the welcome mat in Chesterton on Vrbo. Our furry friends need to get away from it all too, so simply use our search function for pet-friendly vacation rentals to book a property where Fido can get in on the fun.
What are popular rental amenities in Chesterton?
Some of the most popular rental amenities people are looking for in Chesterton are a fireplace, a garden and a barbecue grill. Whether you're traveling with family, your besties or even pets, Vrbo vacation rentals provide the best amenities for ultimate relaxation with your loved ones.
Are there large group vacation rentals in Chesterton?
You'll find two vacation rentals in Chesterton that can accommodate a group of five or more people. From family getaways to events like birthday parties, these stays have ample room to hang out with your favorite people.
Are there vacation rentals in Chesterton that welcome kids?
Bring the whole family together for a fun-packed adventure in Chesterton at one of our 17 family-friendly properties. Lots of these stays feature conveniences that are ideally suited to trips with the kids, like dining rooms, extra bedrooms and patios. Just check the "Properties good for families" filter and pick your favorite.
What are the top attractions for families in Chesterton?
Keep the kids amused at these popular family-friendly attractions in Chesterton:

  • Castle Hill
  • Sedgwick Museum of Earth Sciences
  • Whipple Museum of the History of Science

Are there one-bedroom vacation rentals in Chesterton?
Yes, there are seven one-bedroom properties in Chesterton to pick from. A one-bedroom vacation home is a wonderful choice if it's just two of you or if you're vacationing alone. Toss in more convenience, space and privacy than a regular hotel, and you've got yourself a memorable getaway.
Can I find two-bedroom vacation rentals in Chesterton?
Chesterton has four two-bedroom vacation properties to pick from. Discover a vacation home with all the space and comfort you're looking for at a price that won't break the bank on Vrbo.
Are there vacation rentals with WiFi in Chesterton?
Take your pick of five vacation rentals with WiFi in Chesterton. If you'd like to disconnect from daily life on your escape, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Chesterton?
Pick your travel dates and then make use of our filters to find vacation rentals with ac in Chesterton on Vrbo. With two air-conditioned properties available here, you can enjoy a cool and comfortable break.
How old do you have to be to rent a vacation rental in Chesterton?
You should check with the Chesterton vacation rental you want on Vrbo as the minimum age differs. However, it's generally 16, 18 or 21.
How long can I rent a vacation rental in Chesterton for?
The amount of time you can stay in a Chesterton vacation home for depends on each property. Simply put in your preferred travel dates to find options offering extended stays. They include all you need to make your extended break more enjoyable such as air conditioning and laundries. Some vacation rentals may also offer weekly or monthly discounted prices, so you can stay even longer for less.

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