Vacation rentals in Chiltern District

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Top-rated holiday rentals in Chiltern District

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

Guest favourite
Guest suite in Amersham
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.
23 – 30 Jan
4.96 out of 5 average rating, 304 reviews
Guest favourite
Cottage in Amersham, Bucks
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.
18 – 25 Aug
4.98 out of 5 average rating, 117 reviews
Guest favourite
Home in Seer Green
Modern Eco-Annex set within Meadow
We would love to welcome you to stay in our peaceful and modern self-contained property set with 1.6 acres of meadow garden. The house has been designed to make the most of the natural light and surroundings. The property is adjacent to the main house, is completely detached, and is separated by a large courtyard ensuring guests have complete privacy. A perfect place to escape into nature, visit historic towns and villages, or base yourself to work remotely with easy access to central London.
4 – 11 Oct
4.82 out of 5 average rating, 117 reviews

Popular amenities for Chiltern District holiday rentals

Stay near Chiltern District's top sights

Wycombe Swan Theatre29 locals recommend
crazy bear29 locals recommend
National Trust - Hughenden38 locals recommend
Eden Shopping Centre32 locals recommend
Sainsbury's17 locals recommend
The Rye10 locals recommend

Other great holiday rentals in Chiltern District

Guest favourite
Guest suite in Chipperfield
Southcot Chalet
12 – 19 Oct
4.95 out of 5 average rating, 350 reviews
Guest favourite
Apartment in Cookham
Old Butchers Wine Cellar 15th Century Apartment
3 – 10 Dec
4.94 out of 5 average rating, 501 reviews
Guest favourite
Apartment in Berkhamsted
Modern Victorian in the Heart of Berkhamsted
15 – 22 Jan
4.94 out of 5 average rating, 158 reviews
Guest favourite
Home in Wooburn Green
18th century cottage
30 Jan – 6 Feb
4.93 out of 5 average rating, 102 reviews
Guest favourite
Home in Buckinghamshire
The Olde Dairy renovated barn
3 – 10 Sept
4.95 out of 5 average rating, 282 reviews
Guest favourite
Barn in Buckinghamshire
Fantastic s/c barn in "secret" Chiltern valley
22 – 29 Aug
4.95 out of 5 average rating, 133 reviews
Superhost
Guesthouse in Bennett End
Mary's Cabin
3 – 10 Sept
4.88 out of 5 average rating, 399 reviews
Guest favourite
Apartment in Bourne End
Cosy Studio Flat on Rural Thames
2 – 9 Dec
4.94 out of 5 average rating, 139 reviews
Guest favourite
Guesthouse in Cookham
Warm and Cosy Riverside Snug
6 – 13 Jan
4.89 out of 5 average rating, 473 reviews
Guest favourite
Guest suite in Hertfordshire
Gorgeous self-contained studio in Hertfordshire
7 – 14 Aug
5.0 out of 5 average rating, 42 reviews
Guest favourite
Cabin in Penn
'Little Pines' romantic log cabin in mature garden
20 – 27 Aug
4.83 out of 5 average rating, 92 reviews
Guest favourite
Guesthouse in Owlswick
The Old Music Studio - idyllic retreat
15 – 22 Dec
4.99 out of 5 average rating, 88 reviews

Quick stats about holiday rentals in Chiltern District

Total rentals

500 properties

Rentals with dedicated workspaces

190 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

140 properties allow pets

Family-friendly rentals

170 properties are a good fit for families

Total number of reviews

16K reviews

Destinations to explore