
Vacation rentals in Chesham
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Top-rated vacation rentals in Chesham
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Nook at Pine View - set in Roald Dahl Country
The Nook at Pine View, is set within the Chiltern Hills in a designated Area of Outstanding Natural Beauty. In the heart of "Roald Dahl Country", Cobblers Hill is famously written within the pages of "Danny Champion of the World". The Nook benefits from stunning rural views and the peace & quiet of country living but with easy access to award-winning restaurants, pubs & cafes all just a short drive. A 45 min train to London. The surrounding area has some renowned country walks and cycle paths.

The Nest, a cosy, stylish annex loft
Kick back and relax in this quiet, stylish, self contained studio. Cosy, well-equipped and environmentally friendly, this 1st-floor annex is situated in the Chiltern village of Bellingdon, just North of the market town of Chesham. The perfect location for those exploring the Chilterns, designated an ‘Area of Outstanding Natural Beauty’ walking, cycling or for those working locally, away from their home. The name is inspired by the 50+ species of bird found locally, including the Red Kites.

Stunning Chiltern Views from Old Amersham Bungalow
NEW BUNGALOW Kyteway is a self-contained detached studio between the historic town of Old Amersham and the rolling Chiltern Hills. Offering fully equipped kitchen, spacious shower room, double bed in sleeping area, dining table, storage, and sofa bed. BEAUTIFUL VIEWS from private dining patio & separate sun terrace. Short walk to historic old town and easy access to new town (inc station to London) on foot, by car, or local bus. Adjacent to countryside footpaths. Unrestricted on-street parking.

Tiles Farm Studio - Heart of the Chilterns
Welcome & thank you for considering a stay at Tiles farm, located near Chesham in the heart of the Chilterns. Our annex provides a light & modern place to explore, relax or simply somewhere to stay for work. The annex benefits from its own private entrance, very fast broadband, parking for up to two vehicles, beautiful views of the surrounding countryside, small patio & communal gardens. There is a compact kitchen with hob, fridge & microwave/oven. There is a private bathroom with small shower

Romantic Oak Cabin Berkhamsted
This cosy luxurious self contained oak framed cabin offers the perfect peaceful setting for a relaxing getaway. Listen out and you may hear the owls at night. Backing onto the National Trust Ashridge Forest, perfect for outdoor lovers yet equally suitable for a romantic night in. 1.5 miles away, the popular market town of Berkhamsted, offering atmospheric pubs and bars for a special night out. The cabin offers cozy spacious living with King size bed on a mezzanine floor! STRICT NO PET POLICY!

Stunning riverside house in the heart of Chilterns
Unique opportunity to stay in the heart of the stunning Chilterns only 30 mins from London. The River Chess flows past the bedroom with wonderful views of countryside beyond. Property offers large sitting/dining room (dbl sofa bed) wet room, kitchen & sunny conservatory. Fibre broadband. Glorious walking on Chess Valley Walk. Nearby Amersham, Chalfont, Chesham & Chenies all offer superb restaurants/pubs/shops & Met line tube to Baker St/Marylebone. Harry Potter World 15min, Heathrow 25min away

Bright self-contained annexe with its own garden
This recently renovated, self-contained, quiet and bright annexe has everything you need for a relaxing stay in the Chilterns. It offers own entrance, open plan living area with a kitchen and a small table, bathroom and a bedroom with a king sized bed. Enjoy your morning coffee or a picnic in the sunshine in your own little garden with table and comfortable chairs. Conveniently located, only 8 min walk to Amersham station and 1 min walk to the high street with many cafes, shops and restaurants.

The Stables in Historic Berkhamsted
Welcome to one of the most historic parts of Berkhamsted - the hilltop site of Old Berkhamsted Place, and the original Grade 2* listed barn which remains, reputedly, the largest medieval barn in the counties of Beds, Bucks & Herts. The Stables is a spotlessly chic cottage for 2 with large gardens & parking, offering luxury linen & towels, wi-fi & TV. Ideal town/country position - 10mins walk to town centre with cafes, restos, boutiques and antique stores, and train to London is only 35mins!

Charming 1 bedroom place with parking.
Relax in the beautiful Chilterns in a comfortable self contained suite with En-suite shower, dining area, 40" Smart TV, fridge. Pub 15 minute stroll away. Nearby towns of Chesham & Amersham have transport links into London and offer a host of restaurants and shops. The Chilterns AONB is well renowned among walkers. We are convenient for The Harry Potter studios (20 min drive) The property is self contained and totally separate from the owner's house so you can come and go as you please.

Cosy 1-bed annexe in the Chilterns
Stonehouse annexe is a self-contained extension within a 350 year old Grade 2 listed property. Potten End is situated just outside the perimeter of Ashridge Estate, with the lovely town of Berkhamsted 5 minutes' drive away. The village has two pubs, a village store-cum-café, and Berkhamsted has many quality pubs and restaurants. The main house is lived in by Trevor, and Graham lives a few miles away. We are both keen cyclists and walkers and can offer guidance about the local area.

Renearth - Private, modern double bed studio apt.
Our ground floor studio apartment is conveniently located to Amersham town centre with easy access to London via the Metropolitan and Chiltern lines. The apartment is attached to our house with its own private entrance. It consists of a fully fitted kitchen, spacious bathroom, comfortable, cosy bedroom and its own secluded patio. Located in a quiet Close, with footpath access to Amersham town centre with numerous shops and restaurants. Close by is the historic town of Old Amersham.

Fantastic s/c barn in "secret" Chiltern valley
Fantastic self-contained spacious accommodation which forms part of a Grade II listed barn conversion tucked away in a beautiful hidden Chiltern valley; perfect for walking and cycling from the doorstep but also only four miles from both Berkhamsted and Chesham stations with easy access to London. The accommodation comprises of four good-sized, newly decorated rooms, all closed off from the owners who live in the other part of the barn but who are on hand should you need them.
Popular amenities for Chesham vacation rentals
Other great vacation rentals in Chesham

Peaceful, self-contained apartment on two levels

Cosy Victorian cottage in central Berkhamsted

Luxury Glamping Retreat near London

Delightful, rural, modern cottage, large garden.

Large Luxury Studio Apartment

Crestyl Cottage riverside barn for 2 with hot tub

The Stable Lodge

The Stables at Little Reddings
When is the best time to visit Chesham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ437 | ﺩ.ﺇ367 | ﺩ.ﺇ375 | ﺩ.ﺇ400 | ﺩ.ﺇ389 | ﺩ.ﺇ415 | ﺩ.ﺇ419 | ﺩ.ﺇ389 | ﺩ.ﺇ382 | ﺩ.ﺇ345 | ﺩ.ﺇ331 | ﺩ.ﺇ459 |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
Frequently Asked Questions
What are the most popular amenities for House Rentals in Chesham?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Chesham have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Chesham. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Chesham?
Experience the best of Chesham with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chesham?
Four-legged friends are welcome in Chesham. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Chesham have wifi?
Absolutely! We offer over 20 house rentals with wifi in Chesham. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Chesham?
Yes! Work meets play with ease at over 10 house rentals in Chesham featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Chesham?
Make yourself at home in Chesham by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Asheridge, over 100 vacation rentals in Chartridge, and over 60 vacation rentals in Chesham.
Are there family-friendly house rentals in Chesham?
Chesham has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about vacation rentals in Chesham

Total vacation rentals
Explore 30 vacation rentals in Chesham

Nightly prices starting at
Chesham vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 2,570 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Chesham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesham rentals

4.8 Average rating
Chesham stays are highly rated by guests—averaging 4.8 out of 5!
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