
Family-friendly vacation rentals in Chiltern
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Top-rated family-friendly rentals in Chiltern
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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. A 45 min train to London. The surrounding area has some renowned country walks and cycle paths.

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.

Stunning spacious riverside house in the Chilterns
Unique opportunity to stay in the heart of the stunning Chilterns with modern & spacious living. The River Chess flows past the bed with wonderful views of countryside beyond. Property offers large sitting/dining room (dbl sofa bed), wet room, kitchen & conservatory. Fibre broadband. Glorious walking on the Chess Valley Walk. Nearby Amersham, Chalfont & Chenies offer superb restaurants/shops and the Metropolitan line tube to central London (30 mins). Harry Potter World 15min, Heathrow 25min away

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.

Bright self-contained annexe with its own garden
This recently renovated, self-contained, quiet and bright annexe has everything you need for a relaxing stay in the Chilterns. It offers own entrance, open plan living area with a kitchen and a small table, bathroom and a bedroom with a king sized bed. Enjoy your morning coffee or a picnic in the sunshine in your own little garden with table and comfortable chairs. Conveniently located, only 8 min walk to Amersham station and 1 min walk to the high street with many cafes, shops and restaurants.

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.

The Stables in Historic Berkhamsted
Welcome to one of the most historic parts of Berkhamsted - the hilltop site of Old Berkhamsted Place, and the original Grade 2* listed barn which remains, reputedly, the largest medieval barn in the counties of Beds, Bucks & Herts. The Stables is a spotlessly chic cottage for 2 with large gardens & parking, offering luxury linen & towels, wi-fi & TV. Ideal town/country position - 10mins walk to town centre with cafes, restos, boutiques and antique stores, and train to London is only 35mins!

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.

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.

Renearth - Private, modern double bed studio apt.
Our ground floor studio apartment is conveniently located to Amersham town centre with easy access to London via the Metropolitan and Chiltern lines. The apartment is attached to our house with its own private entrance. It consists of a fully fitted kitchen, spacious bathroom, comfortable, cosy bedroom and its own secluded patio. Located in a quiet Close, with footpath access to Amersham town centre with numerous shops and restaurants. Close by is the historic town of Old Amersham.

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 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.
Popular amenities for Chiltern family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Cedar Cabin in an Ancient Village nr Oxford

Dassett Cabin - retreat, relax, romance, rewild

The Woodland Cabin with Private Hot Tub Spa

Luxury self-contained Annexe with balcony Jacuzzi

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

White Cottage Annexe with riverside garden hot tub

Tree House - Hot Tub on balcony

Farm stay in Buckinghamshire
Family- and pet-friendly home rentals

The High Street Gallery,

Luxury Shepherd's Hut with stunning sunset views!

Charming Cottage, dogs welcome, private garden .

Rural self contained Oak Barn with log burner

Lovely annex, courtyard garden and private access

Magical Marlow town centre

18th century cottage

Character Victorian Terrace in Central Tring
Family-friendly home rentals with a pool

The Pool House

Luxury Battersea studio w open fire, close to Park

Luxury retreat with extensive leisure facilities

Bell Tent Glamping Single unit, self contained.

The Coach House

Stunning 1 Bed in Battersea w/ Pool, Gym & Rooftop

Escape to Country Living at its Finest!

Spacious Designer Garden Flat in Hackney
When is the best time to visit Chiltern?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,685 GYD | G$36,175 GYD | G$40,148 GYD | G$39,939 GYD | G$41,612 GYD | G$48,094 GYD | G$49,140 GYD | G$52,486 GYD | G$51,022 GYD | G$40,776 GYD | G$37,848 GYD | G$42,030 GYD |
| 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 |
Quick stats about vacation rentals that are family-friendly in Chiltern

Total vacation rentals
Explore 210 vacation rentals in Chiltern

Nightly prices starting at
Chiltern vacation rentals start at G$8,364 GYD per night before taxes and fees

Verified guest reviews
Over 5,710 verified reviews to help you choose

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
210 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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- Tower Bridge
- Big Ben
- Paddington
- British Museum
- Natural History Museum
- Covent Garden
- London Bridge
- Marble Arch
- Tottenham Court Road
- Buckingham Palace
- Kings Cross
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- The O2
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- Trafalgar Square
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