Photo by Nicholas Greenfield

Westerham holiday rentals

We found 571 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Westerham to find one that's perfect for your trip. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a pool. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

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Why visit Westerham

  • Historic landmarks: Explore notable local monuments and historic houses that showcase the rich heritage of Westerham.
  • Urban parks: Enjoy leisurely strolls in vibrant parks providing a refreshing retreat in the heart of the town.
  • Cultural charm: Immerse yourself in the traditional British atmosphere and friendly community spirit.
  • Outdoor adventures: Engage in a variety of outdoor activities, perfect for families and couples alike.
  • Local experiences: Discover the unique blend of leisure, history, and cultural discoveries that define Westerham.

Popular types of accommodation in Westerham

Discover Westerham, England – a charming town offering a delightful blend of attractions, historic landmarks and engaging experiences. Enjoy a variety of accommodation options, including apartments, private holiday homes and cosy cottages. Whether you seek a homestay or are searching for guesthouses and holiday rentals, Westerham provides ideal settings for a memorable stay. Explore local culture, savour traditional British charm and relax in a town that truly feels like home.

  • Apartments: A favoured choice for visitors, offering modern amenities and a home-like atmosphere for a comfortable stay.
  • Private Holiday Homes: Ideal for families or groups, these homes provide space and privacy, allowing guests to enjoy a personalised experience.
  • Cottages: Charming and cosy, these quaint dwellings offer a traditional atmosphere and are often surrounded by picturesque landscapes.
  • Condos: A practical option, combining the convenience of apartments with additional facilities, perfect for longer stays.
  • Guest Houses: Offering a warm and welcoming environment, these provide a more intimate experience with the chance to connect with fellow travellers.**

Top attractions near Westerham

Westerham in England offers a blend of outdoor adventures, cultural discoveries, and family-friendly pursuits. Visitors can enjoy urban parks, historic houses, and leisure centres, all set against a backdrop of rich heritage. The town's attractions, including a notable local monument, provide a charming mix of leisure and exploration, ensuring a delightful experience for all who seek a blend of nature, history, and community spirit.

  • Hever Castle and Gardens: A stunning historical castle surrounded by beautiful gardens, Hever Castle offers a glimpse into the Tudor era with its rich history, romantic architecture, and enchanting landscapes.
  • Brands Hatch Circuit: Known for its exhilarating motorsport events, Brands Hatch Circuit provides an adrenaline-fuelled experience for racing enthusiasts, with the opportunity to witness thrilling races and enjoy the vibrant atmosphere.
  • Clapham Common: This expansive urban park is perfect for families, featuring lush greenery, playgrounds, and picnic spots, making it an ideal place for outdoor relaxation and leisure activities.

Things to do recommended for couples

Planning a romantic escape in Westerham? Enjoy a cable car journey at IFS Cloud Royal Docks Station, 27km away, or at IFS Cloud Greenwich Peninsula Station, 26km away. Both offer delightful outdoor adventures perfect for couples seeking a memorable local experience.

Things to do recommended for families

Families can immerse themselves in local history at Westerham's charming heritage centres and enjoy scenic countryside walks, perfect for a family outing.

Things to do recommended for groups

Groups visiting Westerham can enjoy the thrilling motorRacing at Brands Hatch Circuit, located 16km away, and Arena Essex Raceway, situated 29km away, offering sports and adventure vibes for an exhilarating group experience.

*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 Westerham

Whether travelling in a group, as a family, with your pets or seeking extended stays, ensure that you select the appropriate filters. Here are some Stayz booking suggestions for you.

  • Traveling to Westerham with a group: Consider how many bedrooms you'll require, as well as facilities like a fully-equipped kitchen or outdoor space for a group get-together. Luckily, you can refine your search for all of these, and much more, on Stayz.
  • Traveling to Westerham with young kids: Travelling with young children can present its challenges. It’s essential to prioritise their comfort and safety, along with ensuring access to suitable amenities, such as a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Westerham: For many, a family holiday simply isn’t complete without the presence of their beloved pet. If you share this sentiment, explore Stayz properties that welcome pets. Many of these accommodations offer feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Westerham: If you're seeking holiday lets offering discounts for month-long stays or more, you've come to the right place. By applying the appropriate filter, you can effortlessly discover and save on monthly hires. Remember to include options like a parking space, a well-equipped kitchen or a private pool in your search too.

Where to stay in Westerham

Discover the charm of Westerham, where a blend of outdoor adventures and cultural experiences awaits. Stroll through the vibrant Westerham centre, enjoy a relaxing day amid friendly locals, and explore the captivating landmarks that define this historic city. Perfect for a budget-friendly, romantic getaway or a family-friendly adventure, Westerham offers a nice stay for every traveller.

  • Biggin Hill: Nestled in the Westerham area, Biggin Hill offers travellers a blend of cultural exploration and outdoor adventure. Its attractions include a golf course and an arena entertainment facility, inviting visitors to engage in both leisurely and spirited pursuits. The neighbourhood proudly boasts a monument and significant architectural landmarks, which echo the rich historical tapestry of the region. A visit to Biggin Hill provides a balanced travel experience, combining the allure of outdoor activities with a deep sense of cultural heritage.
  • Brasted: Located within the Westerham vicinity, Brasted is a charming village ideal for those seeking a romantic and culturally enriched escape. The local amenities, such as a golf course and golfing opportunities, complement the village’s historical charm, highlighted by a castle, historic house, and other significant landmarks. Brasted’s atmosphere is steeped in history, offering visitors a serene retreat where romance and culture intertwine amidst scenic landscapes.
  • Tatsfield: Situated in the Westerham area, Tatsfield is a welcoming village that caters to family-oriented and business-themed explorations. With a shopping centre and mall, along with access to golfing facilities, Tatsfield presents a balanced urban experience. The area is further enriched by its proximity to natural parks, providing a refreshing escape into nature. Tatsfield’s blend of city-style conveniences and natural beauty makes it an appealing destination for diverse travellers.

Best time to go to Westerham

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.3°F (4.6°C)Light RainMostly CloudyAverageSlightly Low
February41.4°F (5.2°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March44.6°F (7.0°C)No Rain (Dry)Mostly CloudyAverageAverage
April48.9°F (9.4°C)No Rain (Dry)Mostly SunnySlightly HighAverage
May54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
June60.4°F (15.8°C)Light RainMostly SunnyAverageSlightly High
July64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly High
August64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
September59.9°F (15.5°C)No Rain (Dry)Mostly SunnySlightly HighAverage
October54.1°F (12.3°C)Light RainMostly CloudySlightly LowAverage
November46.9°F (8.3°C)Light RainMostly CloudySlightly LowSlightly Low
December42.8°F (6.0°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Stayz is simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings since prices fluctuate. Furthermore, opting for a longer stay often results in even better deals. To discover the ideal Stayz property that fits your budget, utilise our filters to search by price, location, and type of holiday rental. We're here to help you find the perfect accommodation for your needs.

Stayz Trips: Planning as easy as it gets

Stayz's Trip Board offers a handy platform for you to create new journeys, resume your planning from where you last stopped, or review and arrange your travel plans. You'll discover the properties you've saved or booked neatly organised under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The friendly city of Westerham awaits you

The countryside and surrounding scenery provide a peaceful ambience to your holiday home in Westerham. Travellers especially like the restaurants, bars and golfing in this welcoming and relaxing city. The Arena and Big Ben are just a couple of the must-see attractions in the area. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Westerham

Are you searching for attractions to visit while you're in the area? Venture out of your holiday home and experience everything that makes Westerham a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Westerham Golf Club (1 mi / 1.7 km)
  • Godstone Farm (6.1 mi / 9.8 km)
  • Lingfield Park Racecourse and Golf Club (7.5 mi / 12.1 km)
  • Brands Hatch Circuit (10.1 mi / 16.3 km)
  • Reigate Hill Golf Club (10.1 mi / 16.3 km)
  • Kingswood Golf Club (12.1 mi / 19.4 km)

Exploring the natural landscape of Westerham

Whether you're looking for adventure or just want to appreciate the scenery, Westerham is a great place to get outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Hyde Park (19.5 mi / 31.4 km)
  • Leicester Square (18.9 mi / 30.5 km)
  • Hever Castle and Gardens (5.8 mi / 9.4 km)
  • Penshurst Place and Gardens (8 mi / 12.9 km)
  • Chislehurst Caves (9.7 mi / 15.6 km)
  • Crystal Palace Park (12.4 mi / 19.9 km)

How to get to and around Westerham

The nearest airport is in Gatwick Airport (LGW), located 12.8 mi (20.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into London (LCY-London City), which is 16.4 mi (26.4 km) away.

Frequently asked questions

What is the best area to stay in Westerham when booking a holiday rental?
When considering a holiday rental in Westerham, the charming area surrounding the town centre is an excellent choice. This neighbourhood boasts a delightful blend of historical charm and modern amenities, making it a superb base for exploring. You'll find a range of properties available, from quaint cottages to more spacious family homes, allowing for a variety of preferences and group sizes.One of the standout attractions nearby is the impressive Chartwell, the former home of Sir Winston Churchill, which offers stunning gardens and fascinating insights into his life. Additionally, the picturesque Westerham Green provides a lovely spot for leisurely strolls, and there are several inviting cafes and shops in the vicinity to enjoy. The area's rich history is complemented by beautiful landscapes, making it an ideal setting for a relaxing getaway.
What is the most popular type of holiday rental accomodation in Westerham?
In Westerham, holiday houses are the predominant type of holiday rental, with around 15 available in picturesque settings throughout the town. These homes typically feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Many also come with private gardens or outdoor seating areas, allowing guests to relax and enjoy the charming surroundings. Additionally, there are several apartments scattered across the area, offering a more compact and convenient option for couples or solo travellers.
Are there any family house rentals in Westerham?
In Westerham, there are several family-friendly house rentals available, making it an excellent choice for families seeking a charming getaway. The town's picturesque setting offers various amenities and attractions that cater to visitors of all ages. Many of these homes feature spacious living areas, fully equipped kitchens, and outdoor gardens where children can play and families can gather.Families can explore the nearby Kent countryside, known for its beautiful walking trails and lush landscapes, or visit local attractions like the historical Chartwell, the former home of Winston Churchill, which provides insight into British history and stunning gardens to roam. The vibrant town centre also boasts cafes and shops, allowing families to immerse themselves in local culture.
Are there pet-friendly house rentals in Westerham?
In Westerham, there are several pet-friendly house rentals available, making it a delightful destination for those looking to bring their furry friends along. Many of these holiday homes offer amenities such as well-equipped kitchens, spacious gardens, and comfortable living areas, ensuring a relaxing stay for both you and your pets.The town is surrounded by beautiful countryside, which provides ample opportunities for walking and exploring with your pets. Nearby, you can find the lovely Westerham Green, a picturesque area great for leisurely strolls. Additionally, the nearby Squerryes Court estate offers expansive grounds where dogs are welcome, making it an excellent spot for a day out.
Are there any remote work holiday rentals in Westerham?
In Westerham, there are some excellent options for remote work holiday rentals, with around 18 properties available to choose from. This charming town, known for its historic sites and picturesque surroundings, is an ideal spot for those looking to balance work and leisure. Many of the rentals come equipped with amenities tailored for remote workers, such as free Wi-Fi, dedicated desk spaces, and comfortable chairs to ensure an efficient work environment.While staying in Westerham, you can explore local attractions like the beautiful Chartwell, the former home of Winston Churchill, and the scenic walking trails of the surrounding Kent countryside. The town also offers quaint cafes and restaurants, providing convenient spots to take breaks during your workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Westerham?
In Westerham, popular rental amenities include kitchens, allowing guests to prepare their own meals, and decks or patios where they can enjoy outdoor relaxation. Many holiday rentals also permit pets, suiting travellers who wish to bring their furry companions along. Onsite parking is commonly available, providing convenience for those driving to the area. Additionally, properties often accommodate service animals, ensuring accessibility for all guests.
When is the best time to visit Westerham for a holiday rental?
April marks the beginning of the peak season in Westerham, making it an ideal time for travellers seeking a holiday rental. During this month, visitors can enjoy the beautiful spring blooms and mild temperatures, typically ranging from 5 to 15 degrees Celsius. The vibrant landscapes of Westerham are superb for leisurely walks, and the village's historic sites, such as the charming St. Mary's Church, are easily accessible for sightseeing.As the peak season continues from April through June, outdoor activities abound. Visitors can partake in lovely countryside walks, explore the surrounding gardens, and savour local delicacies at quaint cafes. The atmosphere is lively, with many events and activities, making it a wonderful time for travellers.For those looking for a more budget-friendly option, December offers a quieter experience in Westerham. While the temperatures can be chilly, ranging from 0 to 7 degrees Celsius, the festive decorations and seasonal charm create a special environment. This time of year allows for a more relaxed exploration of the area's attractions without the bustling crowds.Ultimately, the best time to book a holiday rental in Westerham depends on whether you wish to immerse yourself in the vibrant peak season or enjoy a peaceful getaway during the low season.
What are the top attractions in Westerham?
In Westerham, visitors can explore the charming town centre, which features a variety of independent shops and cafes, creating a delightful atmosphere for leisurely strolls. The historic Churchill's House, once the home of Sir Winston Churchill's family, offers insight into the life of the famous Prime Minister and is surrounded by beautiful gardens that are great for a peaceful visit.Nearby, the stunning Westerham Green provides a scenic spot for picnics and relaxation, often hosting local events and markets. Nature enthusiasts can venture to the surrounding Kent countryside, where the picturesque trails of the North Downs Way offer excellent opportunities for walking and enjoying the scenic views.For those interested in history, the nearby Quebec House, the childhood home of General James Wolfe, is also a great attraction, showcasing artefacts and stories from the 18th century.
Are all fees included in the Westerham 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 Westerham holiday homes with parking?
Stayz offers a wide selection of holiday homes in Westerham 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 Westerham holiday homes?
You can find great discounts on holiday homes in Westerham 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 Westerham holiday home booking on Stayz?
To find Westerham 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 Westerham?
A long-stay holiday home in Westerham 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 Westerham holiday home?
Book your Westerham 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 Westerham?
Prices for holiday homes in Westerham 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 Westerham 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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