
Vacation rentals in Chiltern
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Top-rated vacation rentals in Chiltern
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Peaceful, self-contained apartment on two levels
Overlooking private garden, situated in historic old town of Amersham, the apartment, once lived in by Roald Dahl, is close to restaurants, pubs, coffee shops plus fashion boutiques. Own entrance, fitted kitchen with electric hob, oven, microwave, fridge, washing machine. Also sitting room with sofa-bed, TV & DVD player, double bedroom with TV, bathroom with bath and separate shower unit. Full central heating, free Wi-Fi. Secluded outside seating area. Unlimited free parking in High Street.

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.

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.

Stunning spacious Riverside House in the Chilterns
Stunning Riverside house with modern & spacious living. River Chess flows outside the king size bedroom with wonderful views of the countryside beyond. The property includes wet room, kitchen, huge sitting/dining room (double sofa bed) fibre broadband & beautiful conservatory with views to a second river. There is private access to the Chess Valley walk. Nearby Amersham, Chesham & Chalfont Underground take you to London in 30 mins. Harry Potter World is 15min away. Heathrow is 25 mins away

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.

1 bed apartment. Village location. Heathrow 25mins
This one bedroom apartment is annexed within our family home but benefits from its own entrance and facilities. Quiet village location but easy access to transport links (Heathrow is 20 mins drive, London 35 mins on the train). We are on the edge of the Chilterns, an UNESCO recognised Area of Outstanding Natural Beauty. We are taking bookings using the Covid19 guidelines and legislation set out on the UK government website. If the road map changes then availability may also need to change.

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.

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

Romantic Oak Cabin Berkhamsted
This cosy luxurious self contained oak frame 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, this is perfect for outdoor lovers but equally suitable for a romantic night in. 1.5 miles down the road, the popular market town of Berkhamsted is offering atmospheric pubs and bars for a special treat out. The cabin offers comfortable, spacious living with King size bed.
Popular amenities for Chiltern vacation rentals
Other great vacation rentals in Chiltern

Chalfont St Peter garden guesthouse in quiet area

The Swillet Studio

Secluded Amersham ensuite Barn ,with parking

Stylish Character Home | Old Amersham Market Town

Self-contained cabin

Charming garden flat in Berkhamsted

Beautiful, spacious lodge, lovely gardens

The Bakehouse, detached cottage
When is the best time to visit Chiltern?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,136 ZAR | R2,136 ZAR | R2,240 ZAR | R2,292 ZAR | R2,310 ZAR | R2,292 ZAR | R2,466 ZAR | R2,448 ZAR | R2,327 ZAR | R2,240 ZAR | R2,136 ZAR | R2,188 ZAR |
| 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 120 vacation rentals in Knotty Green, over 90 vacation rentals in Flaunden, and over 260 vacation rentals in Holmer 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 apartment rentals in Chiltern District have wifi?
Absolutely! We offer over 90 apartment rentals with wifi in Chiltern District. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Chiltern District have free parking?
Absolutely! We offer over 20 cottage rentals with free parking in Chiltern District. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chiltern District have a kitchen?
Absolutely! We offer over 200 house 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 guesthouse rentals in Chiltern District?
Experience the best of Chiltern District with our guesthouse rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about vacation rentals in Chiltern

Total vacation rentals
Explore 510 vacation rentals in Chiltern

Nightly prices starting at
Chiltern vacation rentals start at R347 ZAR per night before taxes and fees

Verified guest reviews
Over 19,940 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
490 of Chiltern vacation rentals include wi-fi 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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