Best Vacation Homes in Chesham
Apartment
- Parking
- TV
- Security/Safety
Cabin
- Air Conditioner
- Parking
- Pet Friendly
Chesham Luxury Rentals
Other
- Air Conditioner
- Parking
- TV
Cottage
- Parking
- Pet Friendly
- TV
House
- Parking
- Pet Friendly
- TV
Chesham Pet Friendly Vacation Rentals
Cottage
- Parking
- Pet Friendly
- TV
Chesham Large Vacation Homes
Apartment
- Parking
- Pet Friendly
- View
House
- Balcony/Terrace
- Security/Safety
- Child Friendly
Apartment
- Parking
- TV
- Security/Safety
Why Choose Rent By Owner for your Chesham Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Chesham
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the region's shoulder seasons when the area offers a pleasant climate and fewer crowds, ensuring you enjoy the authentic experience of this charming destination at the right time.
Peak Season Highlights
Late Spring to Early Summer (May to June)
This is when the area experiences pleasant weather and longer daylight hours, making it ideal for exploring local surroundings. During this time, you can enjoy comfortable temperatures while avoiding the busier holiday crowds.
Average Temperature Daytime: 15-20°C - Nighttime: 8-12°C
Mid to Late Summer (July to August)
Peak summer months bring warmer weather and lively local activity, perfect for making the most of outdoor pursuits. The region sees increased visitors, so booking your vacation rentals early ensures a seamless stay.
Average Temperature Daytime: 20-25°C - Nighttime: 12-15°C
Off-Season Highlights
Late Autumn (October to November)
During this cooler period, the area becomes quieter with fewer tourists, providing a peaceful setting for those looking to relax in comfort. It’s an excellent time to find attractive deals on vacation rentals.
Average Temperature Daytime: 10-14°C - Nighttime: 4-8°C
Winter (December to February)
The winter months offer a serene atmosphere with less crowding, ideal for travelers seeking tranquility. You may also find budget-friendly options on vacation rentals during this season.
Average Temperature Daytime: 6-9°C - Nighttime: 1-3°C
Weekly Weather Forecast for Chesham
How to Book Your Chesham Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Chesham
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private garden or outdoor space perfect for relaxing after exploring the local attractions.
- Take advantage of a spacious patio or terrace, ideal for outdoor dining and entertaining.
- Make use of outdoor furniture that provides comfort while you soak up the scenic views of the area.
- Benefit from access to nearby parks or green spaces for outdoor activities and leisurely walks.
- Explore outdoor recreational facilities such as a barbecue area or fire pit for cozy evenings.
- Discover well-maintained pathways or gardens that invite scenic strolls through the region's picturesque scenery.
- Utilize outdoor parking options to conveniently accommodate your transportation needs during your stay here.
Top Attractions Around Chesham
What attractions are nearby?
In this charming destination, you can enjoy a variety of outdoor activities and explore picturesque countryside trails just moments from your accommodation, making it an ideal spot for both relaxation and adventure in the region.
Family Activities
- Chesham Park & Nature Reserve: Enjoy a family picnic and explore the scenic walking trails within this peaceful green space in the area.
- Chesham Museum: Discover local history and engage your family with interactive exhibits rooted in the region’s rich cultural heritage.
- The Elgiva Theatre: Experience family-friendly performances, from plays to live entertainments, right here in the heart of this charming destination.
- Chesham Moor & Water Gardens: Stroll around these picturesque gardens and enjoy outdoor activities suitable for all ages in the region.
Adult Activities
- Walking along the Chesham Moor and Cheshunt Park: Enjoy scenic strolls by the water and through lush greenery, perfect for a relaxing day out in this charming part of the region.
- Visiting local artisan pubs and cafes: Experience the vibrant food and drink scene at establishments that showcase the area's traditional charm and contemporary flair.
- Exploring the Chiltern Hills: Take advantage of the extensive walking and cycling trails through this Area of Outstanding Natural Beauty, offering stunning views and fresh air.
- Discovering historic sites and museums: Dive into the area's rich history by visiting nearby heritage sites and engaging exhibits that reveal its cultural significance.
Other Places to Stay in Chesham
Chesham Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Trails: Take advantage of the scenic walking and cycling paths that surround the area to truly experience its natural beauty and tranquil atmosphere.
- Visit Nearby Markets: Immerse yourself in the local culture by exploring bustling markets where you can sample regional delicacies and find unique handmade crafts.
- Discover Hidden Gems: Ask your hosts or locals for recommendations on lesser-known spots that showcase the authentic charm of this destination.
- Plan Day Trips: Use the well-connected transport links to visit nearby towns and countryside attractions, making the most of your stay here.
Transportation Options
- Chiltern Railways: Offering regular train services from Chesham, this is a convenient way to explore the region and connect to London's transit network.
- Buses and Coach Services: Local bus routes provide easy access around Chesham and nearby towns, making it simple to navigate this part of England without a car.
- Car Rentals: Many rental agencies in Chesham enable you to explore the scenic countryside at your own pace, ideal for discovering the area's hidden gems.
- Taxis and Ride-Sharing: Reliable taxi services and ride-sharing options are available here, providing a quick and comfortable means of transportation within the region.
Local Customs Options
- The Chesham Fair: This annual event reflects the area's vibrant community spirit and traditional rural customs, offering visitors a glimpse into local festivities.
- Green Man Festival: Celebrating local folklore and history, this festival is an important cultural tradition that attracts visitors interested in regional heritage.
- Traditional Pantomimes: During the holiday season, attending local pantomimes provides insight into classic British entertainment customs prevalent here.
- Village Green Gatherings: Regular community events on the village green showcase longstanding social traditions that foster a welcoming atmosphere for visitors.
Frequently Asked Questions About Chesham?
1. What are the top vacation rentals in Chesham?
There are a lot of options in Chesham. If you plan on staying in the Chesham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chesham:
- Abodebed - Oval View
- Converted Hop House Apt - Old Amersham - Chilterns - Pass the Keys
- Handleys Ct, Apt 5 - 2 bed luxury
- Thistle Lodge - Quiet Garden Lodge with off road parking
- Well Connected, Light, Stylish City Pad. WiFi inc.
- Grace`s Guesthouse Room 2
- Highcroft House
- KITE VIEW COTTAGE, pet friendly, with a garden in Holmer Green
- Honey Barn - Stunning 4-Bed Rural Paradise
- Honeybee Barn - Stunning 4-Bed Rural Paradise
2. Which vacation homes in Chesham are best for families?
If you are looking for a family-friendly vacation home in Chesham, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chesham:
3. How many Rentbyowner vacation rentals are available in Chesham?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 305 in the Chesham area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Chesham.
4. What is the cancellation policy for vacation rentals in Chesham, England?
Cancellation policies vary by property owner. You should review the specific listing details or contact the host directly to understand their cancellation terms before booking.
5. How do I find the best vacation rental options in Chesham, England?
To find the most suitable accommodation, filter the listings based on your preferences and read the descriptions carefully. You can also reach out to property owners to ask any additional questions about the amenities or location.
6. Are there any additional fees associated with booking a vacation rental in Chesham?
Additional fees such as cleaning, service charges, or security deposits are typically detailed in the listing. Review these details carefully or contact the owner for clarification before completing your reservation.
7. What should I know about the check-in and check-out process at Chesham vacation rentals?
Check-in and check-out procedures differ among properties. Specific instructions, including arrival times and key collection, are provided in the listing or communicated directly by the owner.
8. Is there a minimum stay requirement for vacation rentals in Chesham?
Minimum stay requirements depend on the individual property. You should confirm this information during the booking process or by contacting the property owner directly to ensure your travel plans align.
