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, 309 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.

Jan 30 – Feb 6

€ 107 per night

Guest favorite

Guest suite in Hertfordshire

4.93 out of 5 average rating, 205 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.

Dec 18 – 25

€ 118 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.

Oct 18 – 25

€ 199 per night

Guest favorite

Guest suite in Buckinghamshire

4.94 out of 5 average rating, 218 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.

Feb 18 – 25

€ 88 per night

Guest favorite

Apartment in Berkhamsted

4.98 out of 5 average rating, 221 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.

Nov 9 – 16

€ 113 per night

Guest favorite

Guesthouse in Radnage

4.99 out of 5 average rating, 169 reviews

Chilterns Country Escape

Perfect for your escape to the country, a self-contained annexe set in the Area of Outstanding Natural Beauty that is The Chilterns, yet only a short drive from the M40 motorway, London and Oxford. There is everything that you need, whether for overnight or a longer stay, with a well equipped kitchen. Come for the peace and quiet, admire the wildlife, explore the unspoiled countryside on foot or by bicycle or enjoy the wealth of top class local restaurants and tourist attractions.

Dec 15 – 22

€ 229 per night

Guest favorite

Cabin in Potten End

4.96 out of 5 average rating, 1353 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 30 – Oct 7

€ 179 per night

Guest favorite

Casa particular in Wendover, Buckinghamshire

4.89 out of 5 average rating, 227 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 26 – Aug 2

€ 101 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)

Mar 9 – 16

€ 105 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.

Aug 17 – 24

€ 112 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!

Feb 10 – 17

€ 129 per night

Guest favorite

Apartment in Cookham

4.94 out of 5 average rating, 516 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.

Jan 27 – Feb 3

€ 164 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

Berkhamsted Castle25 locals recommend

Other great vacation rentals in Chiltern District

Guest favorite

Barn in Buckinghamshire

4.96 out of 5 average rating, 137 reviews

Fantastic s/c barn in "secret" Chiltern valley

Dec 24 – 31

€ 106 per night

Guest favorite

Cottage in Amersham, Bucks

4.98 out of 5 average rating, 118 reviews

Delightful, rural, modern cottage, large garden.

Oct 6 – 13

€ 273 per night

Guest favorite

Apartment in Bourne End

4.94 out of 5 average rating, 143 reviews

Cosy Studio Flat on Rural Thames

Apr 26 – May 3

€ 95 per night

Guest favorite

Guesthouse in Edlesborough

4.99 out of 5 average rating, 145 reviews

The Ridgeway Lodge close to Ivinghoe Beacon

Jul 23 – 30

€ 94 per night

Guest favorite

Condo in Hertfordshire

4.98 out of 5 average rating, 108 reviews

No 1 The Mews, Tring

Jan 27 – Feb 3

€ 102 per night

Guest favorite

Barn in Buckinghamshire

4.96 out of 5 average rating, 217 reviews

Beautiful cosy Dinky Barn in Chiltern market town

Sep 19 – 26

€ 160 per night

Guest favorite

Cottage in High Wycombe

4.97 out of 5 average rating, 245 reviews

Chiltern Barn at Wheeler End, Buckinghamshire

May 19 – 26

€ 133 per night

Guest favorite

Guesthouse in Oxfordshire

4.97 out of 5 average rating, 349 reviews

Stunning country retreat/romantic mini break

Dec 31 – Jan 7

€ 163 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 260 vacation rentals in Holmer Green, over 80 vacation rentals in Flaunden, and over 110 vacation rentals in Knotty 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 30 homes with wifi, over 20 homes with a kitchen, 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 guesthouse rentals in Chiltern District have wifi?
Absolutely! We offer over 20 guesthouse 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 house rentals in Chiltern District have a kitchen?
Absolutely! We offer over 180 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 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 farmstay rentals in Chiltern District?
Experience the best of Chiltern District with our farmstay 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

Cottages

Apartments

Popular amenities for Chiltern District vacation rentals

Stay near Chiltern District's top sights

Other great vacation rentals in Chiltern District

Barn in Buckinghamshire

Cottage in Amersham, Bucks

Apartment in Bourne End

Guesthouse in Edlesborough

Condo in Hertfordshire

Barn in Buckinghamshire

Cottage in High Wycombe

Guesthouse in Oxfordshire

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 guesthouse rentals in Chiltern District have wifi?

Do farmstay rentals in Chiltern District have free parking?

Do house 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 farmstay 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