Chesham holiday homes

We found 385 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Chesham to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as parking and a fireplace. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Why visit Chesham

  • Scenic Landscapes: Enjoy stunning views across Chesham, particularly from the northern side, showcasing lush greenery and beautiful countryside.
  • Historic Charm: Explore the town's rich history through its historic houses and charming architecture, offering a glimpse into its past.
  • Outdoor Activities: Engage in family-friendly adventures with ample opportunities for leisurely strolls and outdoor fun in picturesque settings.
  • Community Atmosphere: Experience the warm, welcoming vibe of the town centre, filled with friendly locals and quaint shops.
  • Waterside Relaxation: Unwind by the serene waterside area, ideal for relaxation and enjoying the natural surroundings.

Top attractions near Chesham

Chesham, England, is an ideal destination for outdoor and family holidays, offering a blend of scenic beauty and cultural experiences. Visitors can explore historic houses, enjoy leisure activities, and even visit a film studio. The town is perfect for those seeking family-friendly adventures while immersing themselves in local culture and history. Whether it’s a leisurely stroll or an engaging outing, Chesham has something to offer everyone.

  • Warner Bros. Studio Tour London: Experience a family-friendly film studio adventure, just 13km away from Chesham, blending cinematic magic with local charm.
  • Windsor Castle: Discover romance and cultural heritage at this storied castle, located 26km from Chesham, perfect for history enthusiasts.
  • Chiltern Hills: Embrace the great outdoors in these scenic hills, 11km from Chesham, ideal for nature walks and breathtaking views.

Things to do recommended for couples

Discover Chesham’s enchanting charm on a romantic getaway. Enjoy cosy walks, delightful local cafés, and scenic countryside drives perfect for couples. Experience the quaint beauty of this historic market town and create lasting memories together.

Things to do recommended for families

Families visiting Chesham can enjoy a delightful day exploring local parks and heritage sites, perfect for kids. Experience interactive exhibits at nearby museums and take scenic walks through the town's charming streets, offering a unique local adventure.

Things to do recommended for groups

Gather your mates for an adrenaline-filled day at Go Ape at Wendover Woods, a zipline ropes course located 11km from Chesham with plenty of adventure and outdoor vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

Whether you're journeying with a group, travelling as a family, bringing along your pets, or interested in extended stays, be sure to select filters that match your priorities. Here are some Vrbo booking tips for you.

  • Traveling to Chesham with a group: Consider how many bedrooms you'll require, along with features like a complete kitchen or an outdoor area for group get-togethers. Luckily, you can use filters on Vrbo to search for all of these and more.
  • Traveling to Chesham with young kids: Travelling with young kids can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Chesham: For many, a family holiday wouldn’t be the same without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly options come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Chesham: If you’re after holiday rentals that offer discounts for month-long stays, you’ve come to the right spot. By applying the appropriate filter, you can effortlessly discover and save on monthly rentals. You might also want to include a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Chesham

Chesham, England, offers a delightful blend of scenic beauty and charming community vibes. Explore the bustling town centre filled with friendly locals and quaint shops. Take in stunning views across Chesham, especially from the north side, where you can appreciate the lush landscapes. The desirable waterside area provides a serene spot for relaxation, making it perfect for families and outdoor enthusiasts. Enjoy a refreshing and welcoming atmosphere during your visit to this lovely city.

  • Slough: Located 23km from Chesham, Slough is an energetic city that offers a mix of family-friendly activities and cultural experiences. Visitors can explore the bustling shopping area, perfect for picking up local goods and souvenirs. Golf enthusiasts will appreciate the nearby golf courses. Attractions such as a theme park and a historic castle provide memorable experiences, while the city’s symbolic landmarks offer unique photo opportunities. Slough's diverse atmosphere ensures there's something for everyone, making it a great day trip option.
  • Amersham: Just 5km away from Chesham, Amersham is a charming town known for its outdoor activities and cultural treasures. The town boasts inviting shopping areas and an entertainment arena that hosts various events. Families will enjoy the local theatre, which showcases a range of performances. Don't miss the opportunity to explore nearby landmarks, including a sports facility stadium and a national park, perfect for a day out in nature. Amersham’s quaint streets and rich history make it a delightful spot for visitors seeking a relaxed yet engaging experience.
  • Watford: Situated 16km from Chesham, Watford is a vibrant city that combines family fun with cultural highlights. The city is home to popular golf courses and a lively theatre scene, offering entertainment for all ages. Shopping enthusiasts will find a variety of stores to explore. Notable local attractions include a renowned film studio and a sports facility stadium, providing unique insights into the world of film and sports. Watford's dynamic atmosphere makes it an excellent destination for a city-themed adventure.

Best time to go to Chesham

If you're planning a trip to Chesham, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January39.6°F (4.2°C)Light RainMostly CloudyAverage
February40.6°F (4.8°C)No Rain (Dry)Mostly CloudyAverage
March43.9°F (6.6°C)No Rain (Dry)Mostly CloudySlightly High
April48.2°F (9.0°C)No Rain (Dry)Mostly CloudySlightly High
May53.6°F (12.0°C)Light RainMostly CloudyAverage
June59.5°F (15.3°C)Light RainMostly CloudyAverage
July63.5°F (17.5°C)Light RainMostly CloudySlightly High
August63.0°F (17.2°C)Light RainMostly SunnyAverage
September59.0°F (15.0°C)No Rain (Dry)Mostly SunnyAverage
October53.1°F (11.7°C)Light RainMostly CloudySlightly Low
November46.0°F (7.8°C)Light RainMostly CloudySlightly Low
December41.9°F (5.5°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is a breeze

Are you hoping to save some cash on your next adventure? Being flexible with your travel dates can really help, as prices often vary. Additionally, booking a longer stay usually leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or arrange and review your travel plans. You can easily find properties you've saved and booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Rustic Chesham will entice you

Enjoy the musicals and other features of Chesham. Travellers to this welcoming city praise the sporting events, bars and restaurants. Wembley Stadium and Warner Bros. Studio Tour London are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Chesham

Are you hoping to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Chesham a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Warner Bros. Studio Tour London (8.3 mi / 13.3 km)
  • The Snow Centre (6.7 mi / 10.7 km)
  • The Grove (7.7 mi / 12.4 km)
  • Warner Bros. Studios Leavesden (8.1 mi / 13 km)
  • Moor Park Golf Club (9 mi / 14.5 km)
  • ZSL Whipsnade Zoo (9.5 mi / 15.3 km)

Exploring the natural features in Chesham

Whether you're an active traveller or just want to appreciate the scenery, Chesham is a great place to get outside. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Ashridge Estate (6.3 mi / 10.1 km)
  • Chiltern Hills (7.2 mi / 11.6 km)
  • Dunstable Downs (10.9 mi / 17.5 km)
  • Dorney Lake (15.7 mi / 25.3 km)
  • Northwick Park (15.8 mi / 25.4 km)
  • Thames Path (18.5 mi / 29.8 km)

Travelling to and around Chesham

The nearest airport is in London (LTN-Luton), located 15.1 mi (24.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Heathrow Airport (LHR), which is 18.1 mi (29.1 km) away.

Catch a ride on the metro at Chesham Underground Station to easily navigate the city.

Frequently asked questions

What is the best area to stay in Chesham when booking a holiday rental?
When considering a holiday rental in Chesham, a popular area to stay is close to the town centre. This location offers convenient access to a variety of amenities, including shops, cafes, and restaurants, making it an ideal base for exploring the area. The charming streets are lined with a mix of historic and modern architecture, providing a picturesque backdrop for your stay.In terms of attractions, the stunning Chesham Bois Common is nearby, offering beautiful green spaces great for leisurely walks or picnics. Additionally, the town is well-known for its historic connections to the Chiltern Hills, where you can enjoy scenic hikes and stunning views of the countryside. There are numerous holiday rental properties available in this area, suiting different preferences and budgets, which makes it easy to find suitable accommodation for your needs.
What is the most popular type of holiday rental accomodation in Chesham?
In Chesham, holiday houses and apartments are the most popular types of holiday rentals, with several available throughout the town. The holiday houses typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups. Many of these homes also feature private gardens and outdoor seating areas where guests can relax and enjoy the tranquil surroundings. On the other hand, the apartments provide a more compact option, often located in convenient areas close to local shops and amenities. These usually come with modern furnishings, kitchen facilities, and comfortable living spaces.
Are there any family house rentals in Chesham?
In Chesham, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The town offers a charming mix of characterful properties, many of which feature spacious living areas, fully equipped kitchens for preparing family meals, and gardens where kids can play and explore.Visitors will find amenities such as cosy lounges, multiple bedrooms for privacy, and sometimes even outdoor dining areas for enjoying meals al fresco. The locale is also conveniently located near scenic spots like the Chiltern Hills, superb for family hikes and outdoor adventures.Additionally, Chesham has access to local parks and playgrounds, ensuring that families have plenty of options for keeping the little ones entertained.
Are there any remote work holiday rentals in Chesham?
In Chesham, there are several remote work holiday rentals available, making it a great choice for those looking to combine work and leisure. Many of these properties come equipped with essential amenities such as free Wi-Fi, dedicated workspaces, and comfortable living areas to help facilitate productivity.Chesham is located in the picturesque Chiltern Hills, known for its scenic beauty and outdoor activities. The town itself offers a charming atmosphere with local shops and cafes, ideal for taking breaks during the workday. Additionally, the surrounding countryside provides plenty of opportunities for walking and exploring nature, allowing for a refreshing escape after hours of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Chesham?
In Chesham, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals with ease. Many properties also feature onsite parking, providing convenient access for those travelling by car. Air conditioning is commonly available to ensure comfort during warmer months. Additional amenities such as blenders for smoothies or cooking, as well as a selection of books for leisurely reading, enhance the home-like experience.
When is the best time to visit Chesham for a holiday rental?
April is an ideal month to visit Chesham, as the countryside comes alive with blooming flowers and mild temperatures, making it superb for outdoor exploration. This transitional period allows travellers to enjoy the stunning landscapes of the Chiltern Hills, which are renowned for their picturesque walking trails and scenic views. The comfortable climate, typically ranging from 5 to 15 degrees Celsius, encourages leisurely strolls through the historic town or visits to local markets.The peak tourist season in Chesham occurs from July to September, when families flock to the area for summer holidays and various outdoor activities. This vibrant time is bolstered by numerous local events and festivals, creating a lively option that enhances the charm of the town. However, for those who prefer a quieter experience while still enjoying pleasant weather, April provides an excellent balance of comfort and tranquillity.For travellers looking for cost-effective options, December is the low season. While it may be colder, this month offers a unique opportunity to experience Chesham's festive spirit, with charming decorations and local holiday markets adding to the charm of the town.
What are the top attractions in Chesham?
In Chesham, visitors can explore a charming market town with a rich history and picturesque surroundings. The town's central area features the historic St. Mary's Church, known for its beautiful architecture and serene churchyard. Nearby, the Chesham Museum offers insights into the local heritage, showcasing artifacts and stories related to the town's development.For outdoor enthusiasts, the surrounding Chiltern Hills provide numerous walking and cycling trails, with lovely views of the countryside. The nearby Lowndes Park is a popular spot for leisurely strolls, picnics, and enjoying the tranquil lake, making it an ideal location for families and nature lovers alike.
Are all fees included in the Chesham holiday homes prices shown on Bookabach?
Bookabach 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 Chesham holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Chesham 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 Chesham holiday homes?
You can find great discounts on holiday homes in Chesham on Bookabach, 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 Chesham holiday home booking on Bookabach?
To find Chesham holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Chesham?
A long-stay holiday home in Chesham 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 Bookabach?
Bookabach'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 Chesham holiday home?
Book your Chesham 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Chesham?
Prices for holiday homes in Chesham 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. Bookabach offers something for every taste and budget, from affordable homes in Chesham to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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