Vacation rentals in Chiltern District

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Top-rated vacation rentals in Chiltern District

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Guest favorite

Guest suite in Amersham

4.96 out of 5 average rating, 306 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.

Nov 14 – 21

$98 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.

Feb 4 – 11

$101 per night

Guest favorite

Cottage in Sarratt

5.0 out of 5 average rating, 185 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 4 – 11

$183 per night

Guest favorite

Guest suite in Buckinghamshire

4.94 out of 5 average rating, 213 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.

Oct 27 – Nov 3

$81 per night

Guest favorite

Apartment in Berkhamsted

4.98 out of 5 average rating, 219 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.

Sep 16 – 23

$104 per night

Guest favorite

Cabin in Potten End

4.96 out of 5 average rating, 1346 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

$160 per night

Guest favorite

Barn in Buckinghamshire

4.96 out of 5 average rating, 137 reviews

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.

Nov 3 – 10

$95 per night

Guest favorite

Casa particular in Wendover, Buckinghamshire

4.89 out of 5 average rating, 224 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.

Jul 8 – 15

$87 per night

Guest favorite

Guest suite in Chipperfield

4.95 out of 5 average rating, 359 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)

Mar 5 – 12

$96 per night

Guest favorite

Guest suite in Buckinghamshire

4.96 out of 5 average rating, 106 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.

Sep 11 – 18

$105 per night

Guest favorite

Home in Wooburn Green

4.93 out of 5 average rating, 112 reviews

18th century cottage

Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stair gates top and bottom. Parking spaces at the front and use of the pretty garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London and Oxford, close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

Nov 11 – 18

$119 per night

Guest favorite

Apartment in Cookham

4.94 out of 5 average rating, 511 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.

Feb 14 – 21

$143 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

Superhost

Guesthouse in Bennett End

4.87 out of 5 average rating, 403 reviews

Mary's Cabin

Jul 26 – Aug 2

$68 per night

Guest favorite

Cottage in Buckinghamshire

4.87 out of 5 average rating, 158 reviews

Stunning Chiltern Views from Old Amersham Bungalow

Jan 4 – 11

$103 per night

Guest favorite

Home in Buckinghamshire

4.89 out of 5 average rating, 139 reviews

Mews house in the center of Great Missenden

Oct 19 – 26

$170 per night

Guest favorite

Guest suite in Chalfont St Peter

4.92 out of 5 average rating, 253 reviews

Stand-alone studio with private parking & access

Jul 9 – 14

$77 per night

Guest favorite

Cottage in Amersham, Bucks

4.98 out of 5 average rating, 117 reviews

Delightful, rural, modern cottage, large garden.

Sep 25 – Oct 2

$244 per night

Guest favorite

Tiny home in Holmer Green

5.0 out of 5 average rating, 18 reviews

The Stable Lodge

Sep 7 – 12

$111 per night

Guest favorite

Cottage in Chartridge

4.83 out of 5 average rating, 59 reviews

The Stables

Sep 7 – 14

$104 per night

Guest favorite

Guest suite in Hertfordshire

5.0 out of 5 average rating, 43 reviews

Gorgeous self-contained studio in Hertfordshire

Sep 3 – 10

$99 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 80 vacation rentals in Flaunden, over 260 vacation rentals in Holmer Green, and over 110 vacation rentals in Knotty Green.
What are the most popular amenities for Apartment Rentals in Chiltern District?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 100 homes with a kitchen, over 90 homes with wifi, over 80 homes with free parking, 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 private suite rentals in Chiltern District have wifi?
Absolutely! We offer over 10 private suite rentals with wifi in Chiltern District. Enjoy a tailored experience with all the comforts you desire.
Do farmstay rentals in Chiltern District have free parking?
Absolutely! We offer over 10 farmstay rentals with free parking in Chiltern District. Enjoy a tailored experience with all the comforts you desire.
Do guesthouse rentals in Chiltern District have a kitchen?
Absolutely! We offer over 10 guesthouse 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 cabin rentals in Chiltern District?
Experience the best of Chiltern District with our cabin 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.
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

Houses

Apartments

Cottages

Popular amenities for Chiltern District vacation rentals

Stay near Chiltern District's top sights

Other great vacation rentals in Chiltern District

Guesthouse in Bennett End

Cottage in Buckinghamshire

Home in Buckinghamshire

Guest suite in Chalfont St Peter

Cottage in Amersham, Bucks

Tiny home in Holmer Green

Cottage in Chartridge

Guest suite in Hertfordshire

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 Apartment Rentals in Chiltern District?

Are there family-friendly vacation rentals in Chiltern District?

Do private suite rentals in Chiltern District have wifi?

Do farmstay rentals in Chiltern District have free parking?

Do guesthouse 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 cabin 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