
Holiday rentals in Chiltern
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Top-rated holiday rentals in Chiltern
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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.

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.

Woodland Lodge 7 min walk to tube/station
Nestled at the foot of a beautiful woodland garden, The Lodge is clearly separated from the main house. Tucked away in its own peaceful wooded setting, the property offers a rare blend of tranquillity and convenience. Just a short walk from the village and only 7 minutes from the station, with fast trains reaching central London in 30 minutes. Whether you're visiting for work or leisure, this self-contained cabin provides a tranquil base with modern comforts and beautiful natural surroundings.

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!

Crestyl Cottage riverside barn for 2 with hot tub
Crestyl Cottage is a delightful self contained country cottage in Sarratt - providing the perfect place to relax, walk, cycle, birdwatch and fish for carp in our small private lake. We provide high end accommodation for 2 adults in an area which has plenty to offer in the heart of the stunning Chess Valley. Crestyl Cottage is a conversion of a redundant barn, originally used for watercress seed drying which has been converted into self catering holiday accommodation with wood fired hot tub.

Apartment 24 GERRARDS CROSS
Delightful fully self-contained luxury one double bed apartment with own private entrance (your host is an interior designer). 10 minute level walk to Gerrards Cross village with a vast variety of restaurants, supermarkets and shops. Located 25 minutes from London Marylebone by use of Chiltern Railway Services at Gerrards Cross Station (10-15 minute walk from property) and no more than 40 minute drive from London Heathrow. This accommodation will provide a home away from home experience.

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.

The Car House, Berkhamsted
Light and airy contemporary self contained apartment with all the facilities you would expect including parking. Located in a quiet area of Berkhamsted within walking distance of the town centre, golf course and railway station (35 minutes to Euston). Beautiful bathroom/wet room with robes and toiletries supplied. Bread, cereals, preserves, milk, tea and coffee are supplied for breakfast. If you need quiet time in the evenings to study, unwind or just chill out you will find it here.

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.

Delightful, rural, modern cottage, large garden.
Spectacular , quiet, rural cottage. This cottage contains a large maisonette room with a super-king bed and a downstairs room with two double beds, ideal for up to 4 children who can share or two adults who prefer double beds. The bathroom has a bath with a shower in it. There is a fully operating kitchen/dining room. Lots of walks nearby either to the pubs in Little Missenden, Penn woods and Penn Street or further into Old Amersham. Shared use of a large garden and tennis court.

The Stable Lodge
The Lodge is light, airy and modern, whilst providing original character and features. An ideal romantic getaway for couples, those visiting family and friends, or somewhere to base yourself for a weekend of walking in the chilterns; this cosy, self-contained lodge is perfect for those looking to get away from it all. Set on a working stable yard surrounded by private ancient woodland accessible to guests. Private fenced garden, however not secure on one side for a determined dog.

Large Luxury Studio Apartment
My Studio Apartment is bright and airy perfect loft style living in the Historic Market town of Berkhamsted. The Studio is equidistant between town and country, Berkhamsted Golf Club is just over 5 mins walk away, whilst the the High St with an abundance of stylish coffee shops, boutiques & restaurants a 12 min walk. The Grand Union canal is a 10 min stroll down the hill with many canal side pubs to while away a few hours. Berkhamsted Station a 12 min walk, be in London in 30 min
Popular amenities for Chiltern holiday rentals
Other great holiday rentals in Chiltern

The Old Raj, Wendover

Annexe at Lime Tree House, Wendover

Stunning Festive Romantic Retreat (with Breakfast)

The Potting Shed

Stunning first floor apartment

Beautiful, spacious lodge, lovely gardens

Private annexe adjoining Chilterns family home

Beautiful Countryside Retreat
When is the best time to visit Chiltern?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £92 | £92 | £96 | £98 | £99 | £98 | £106 | £105 | £100 | £96 | £92 | £94 |
| Avg. temp | 5°C | 5°C | 8°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 5°C |
Frequently Asked Questions
Where should I stay in Chiltern District?
Make yourself at home in Chiltern District by choosing from our most frequently booked neighborhoods. We have over 270 vacation rentals in Holmer Green, over 90 vacation rentals in Flaunden, and over 120 vacation rentals in Knotty Green.
What are the most popular amenities for Private Suite Rentals in Chiltern District?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Chiltern District?
Chiltern District has more than 200 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do guesthouse rentals in Chiltern District have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Chiltern District. Enjoy a tailored experience with all the comforts you desire.
Do guesthouse rentals in Chiltern District have free parking?
Absolutely! We offer over 20 guesthouse rentals with free parking in Chiltern District. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Chiltern District have a kitchen?
Absolutely! We offer over 20 cottage rentals with a kitchen in Chiltern District. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Chiltern District?
Yes! Work meets play with ease at over 210 vacation rentals in Chiltern District featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in cabin rentals in Chiltern District?
Experience the best of Chiltern District with our cabin rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about holiday rentals in Chiltern

Total holiday rentals
Explore 540 holiday rentals in Chiltern

Nightly prices starting at
Chiltern holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 19,820 verified reviews to help you choose

Family-friendly holiday rentals
210 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wifi availability
510 of Chiltern holiday rentals include wifi access

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

4.8 Average rating
Chiltern stays are highly rated by guests – averaging 4.8 out of 5!
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- Tower Bridge
- Big Ben
- Paddington
- British Museum
- Natural History Museum
- Covent Garden
- London Bridge
- Marble Arch
- Tottenham Court Road
- Buckingham Palace
- Kings Cross
- Hampstead Heath
- The O2
- St Pancras International
- Piccadilly Theatre
- Trafalgar Square
- Battersea Power Station (disused)
- Emirates Stadium
- ExCeL London
- Royal Albert Hall
- Wembley Stadium
- Olympia Events
- Russell Square
- Borough Market




