Vacation rentals in Chiltern District

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chiltern District

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in Amersham

4.96 out of 5 average rating, 307 reviews

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.

Aug 22 – 29

R2,162 ZAR per night

Guest favorite

Guest suite in Hertfordshire

4.93 out of 5 average rating, 204 reviews

Beautiful rural setting a short walk from town

Delightful 1-bedroom detached annex in the grounds of an 1895 Rothschild house. Situated in the historic conservation area of Tring, the property has beautiful views of Tring Park and is situated a few minutes' walk from the town centre, restaurants and bars. Only 1 mile from Tring station. Trains run 3 times an hour, direct to Euston in 40 minutes. Perfectly situated for Tring Park School, Tring Natural History Museum, Ashridge Estate, the Ridgeway, Harry Potter, Whipsnade Zoo, the Chilterns.

Aug 22 – 29

R2,437 ZAR per night

Guest favorite

Cottage in Amersham, Bucks

4.98 out of 5 average rating, 118 reviews

Delightful, rural, modern cottage, large garden.

Spectacular , quiet, rural cottage. This newly built 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.

Oct 4 – 11

R5,420 ZAR per night

Guest favorite

Cottage in Sarratt

5.0 out of 5 average rating, 187 reviews

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.

Feb 6 – 13

R4,041 ZAR per night

Guest favorite

Guest suite in Buckinghamshire

4.94 out of 5 average rating, 215 reviews

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.

Nov 2 – 9

R1,783 ZAR per night

Guest favorite

Apartment in Berkhamsted

4.98 out of 5 average rating, 220 reviews

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.

Mar 26 – Apr 2

R2,289 ZAR per night

Guest favorite

Cabin in Potten End

4.96 out of 5 average rating, 1349 reviews

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.

Sep 9 – 16

R3,547 ZAR per night

Guest favorite

Casa particular in Wendover, Buckinghamshire

4.89 out of 5 average rating, 226 reviews

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. The surrounding area has some renowned country walks and cycle paths.

May 23 – 30

R1,937 ZAR per night

Guest favorite

Guest suite in Chipperfield

4.95 out of 5 average rating, 361 reviews

Southcot Chalet

Garden Chalet, peaceful self contained Chalet set behind our house in Chipperfield. Large self contained double room with ensuite set in 2 acres of garden You have your own front door so can come and go as you wish. We will respect your privacy. There is a bistro table at the front and bench at the back. Teas , coffee, continental breakfast all left for you A 15 minutes walk to the village, pubs, cafe and shop. Close to train stations in to London ( 30 mins)

Oct 13 – 20

R2,129 ZAR per night

Guest favorite

Guest suite in Buckinghamshire

4.96 out of 5 average rating, 105 reviews

Private Annex for two guests (+) in Chess Valley

Relax, rejuvenate in your own Chiltern retreat whilst being only 35 minutes by train to London. Located in an AONB in the Chess valley you can from your private entrance enjoy walking, cycling, bird watching and sight seeing. The sitting room opens onto the comfortable double bedroom with an en suite shower room. The Garden room, bedroom and bathroom are separated from the rest of the house Beverages, breakfast pack, towels and toiletries. are provided.

Oct 7 – 14

R2,334 ZAR per night

Guest favorite

Apartment in Cookham

4.94 out of 5 average rating, 513 reviews

Old Butchers Wine Cellar 15th Century Apartment

Our restored 15th century apartment is in a unique position on Cookham High Street, located within 500 meters to 7 different restaurants and pubs and four Michelin Star restaurants within 3 miles. Situated above our beautiful wine shop with a pop up wine bar on Thursday, Friday and Saturday nights. We have very comfortable beds, 100% cotton sheets and towels. The perfect choice for couples, business travellers and families.

Oct 25 – Nov 1

R3,183 ZAR per night

Guest favorite

Home in Berkhamsted

4.99 out of 5 average rating, 217 reviews

Cosy Victorian cottage in central Berkhamsted

Renovated beautiful cottage with open plan living on the ground floor with corner sofa and gas stove. French doors are leading out to a private courtyard garden. Well appointed kitchen with hob, oven and dishwasher. Washing machine in separate lobby leading through to a ground floor shower room / WC. Upstairs there are 2 bedrooms , a main bedroom with king-size bed and a twin room with 2 single beds. Self check in

Jun 20 – 27

R2,485 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chiltern District vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Chiltern District's top sights

Wycombe Swan Theatre29 locals recommend

The Rye10 locals recommend

Eden Shopping Centre32 locals recommend

crazy bear29 locals recommend

Hughenden Park6 locals recommend

National Trust - Hughenden38 locals recommend

Other great vacation rentals in Chiltern District

Guest favorite

Home in Wooburn Green

4.93 out of 5 average rating, 112 reviews

18th century cottage

Apr 1 – 8

R2,625 ZAR per night

Guest favorite

Guest suite in Kings Langley

4.94 out of 5 average rating, 212 reviews

Self-catering annex near Leavesden film studios

Mar 1 – 8

R2,556 ZAR per night

Guest favorite

Barn in Buckinghamshire

4.96 out of 5 average rating, 137 reviews

Fantastic s/c barn in "secret" Chiltern valley

Dec 27 – Jan 3

R2,099 ZAR per night

Guest favorite

Condo in Hertfordshire

4.98 out of 5 average rating, 106 reviews

No 1 The Mews, Tring

Oct 20 – 27

R1,988 ZAR per night

Guest favorite

Apartment in Berkhamsted

4.94 out of 5 average rating, 159 reviews

Modern Victorian in the Heart of Berkhamsted

Mar 2 – 9

R2,338 ZAR per night

Guest favorite

Farm stay in Headbourne Worthy

5.0 out of 5 average rating, 234 reviews

A Unique Farm Retreat

Jan 30 – Feb 6

R4,054 ZAR per night

Guest favorite

Tiny home in Holmer Green

5.0 out of 5 average rating, 19 reviews

The Stable Lodge

Jun 3 – 8

R2,468 ZAR per night

Guest favorite

Place to stay in Bovingdon

5.0 out of 5 average rating, 23 reviews

Stunning Romantic Rural Retreat with breakfast

Feb 7 – 14

R2,747 ZAR per night

Show all

Quick stats about vacation rentals in Chiltern District

Total rentals
520 properties
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
190 properties are a good fit for families
Total number of reviews
16K reviews

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 110 vacation rentals in Knotty Green, over 80 vacation rentals in Flaunden, and over 260 vacation rentals in Holmer Green.
What are the most popular amenities for Cottage Rentals in Chiltern District?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with a kitchen, over 30 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 190 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Chiltern District have wifi?
Absolutely! We offer over 210 house rentals with wifi in Chiltern District. Enjoy a tailored experience with all the comforts you desire.
Do tent rentals in Chiltern District have free parking?
Absolutely! We offer over 10 tent rentals with free parking in Chiltern District. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chiltern District have a kitchen?
Absolutely! We offer over 100 apartment 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 200 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 $50 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 Chiltern District?
Four-legged friends are welcome in Chiltern District. Choose from more than 130 vacation rentals for guests traveling with pets.
Are there Chiltern District vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Chiltern District, available on Airbnb. Make a splash and soak up the sun in style!

Vacation rentals in Chiltern District

Top-rated vacation rentals in Chiltern District

Vacation rentals for every style

Apartments

Cottages

Houses

Popular amenities for Chiltern District vacation rentals

Stay near Chiltern District's top sights

Other great vacation rentals in Chiltern District

Home in Wooburn Green

Guest suite in Kings Langley

Barn in Buckinghamshire

Condo in Hertfordshire

Apartment in Berkhamsted

Farm stay in Headbourne Worthy

Tiny home in Holmer Green

Place to stay in Bovingdon

Quick stats about vacation rentals in Chiltern District

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Chiltern District?

What are the most popular amenities for Cottage Rentals in Chiltern District?

Are there family-friendly vacation rentals in Chiltern District?

Do house rentals in Chiltern District have wifi?

Do tent rentals in Chiltern District have free parking?

Do apartment rentals in Chiltern District have a kitchen?

Are there vacation rentals with a dedicated workspace in Chiltern District?

How much does it cost to stay in guesthouse rentals in Chiltern District?

Are there pet-friendly vacation rentals in Chiltern District?

Are there Chiltern District vacation rentals on Airbnb with pools?

Destinations to explore