
Holiday houses in Chiltern Hills
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Top-rated holiday rentals in Chiltern Hills
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A peaceful rural retreat
"A recently refurbished self-contained annex in the midst of beautiful Oxfordshire countryside. Close to the Chilterns, the pretty market towns of Thame and Watlington and just 20 minutes drive from Oxford. There are excellent walks and numerous pubs and restaurants with delicious food and warm fires. The property is a separate annex from the main house and is perfect for a relaxing break. It has a sitting area and kitchen, a bedroom with beautiful views, a superking bed and a modern bathroom.

Beautiful cosy Scandi-barn in Chiltern market town
A beautiful, calm and cosy space designed to feel like a home from home. Lovingly updated and modernised, whilst retaining original character and features to create a unique guest experience. Uber-clean and free from clutter, everything looks & feels fresh for each stay. The kitchen, carpets, paintwork, doors, windows and VELUX roof-lights have been replaced or updated recently. Located with a parking space in a secure, gated courtyard just moments from the town centre of Princes Risborough.

The Old Music Studio - retreat with tennis court
A stay in our former music studio is an immersion in nature. After a walk in the Chilterns and a fireside drink at a country pub, relax on the large comfortable sofa and watch the wildlife in the meadow from the warmth of this cosy retreat. If you’re feeling energetic, play tennis or pickleball on our court or cycle the Phoenix Trail - (Bikes/E-bikes by arrangement.) A perfect hideaway for a romantic break, recreational weekend, peaceful remote working or just recharging your batteries.

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.

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.

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.

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.

Wizards Retreat - 8 Mins to HP Warner Bros Studio!
Welcome to ‘The Wizard’s Retreat’ This Airbnb is perfectly located just an 8-minute drive from Warner Bros. Studios, making it the ideal stay for fans visiting the Harry Potter Tour. There's wizard books to read, games to play & spooky potions to see! Whether it’s a spellbinding weekend with friends, a cosy couple’s getaway, or a family adventure, The Wizard’s Retreat has been designed to capture the wonder and excitement of the wizarding world for all to enjoy!

Luxury 2 bedroom cottage
Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Princes Risborough, 3 Double Bedrooms, Big Garden
This is our lovely end-terraced Edwardian house where you can enjoy country walks in the Chilterns, go for bike rides, or have a BBQ in the beautiful garden. The house is just a short walk from the train station in the medieval market town of Princes Risborough. We have private parking for one car and bicycles are available for the guests to use. The house is ideal for max 4 grown-ups, your pet can be brought on request.

Cutter's Barn
A brick and Stone barn that sleeps 6, Cutter’s Barn has been recently refurbished to a very high standard and is set on a small livestock Farm in stunning rural Buckinghamshire. Magnificent views of rolling hills and valleys on the edge of the Chiltern Hills, but close to Oxford and excellent transport links to London. Cattle and Sheep share the surrounding pastures with abundant wild bird and animal life.

The Hayloft, Downley Common
The Hayloft is situated at Downley Farmhouse in Downley, Buckinghamshire - half way between London and Oxford, close to Marlow and Henley-on-Thames. Downley is a small village set around a common with a friendly local pub, The Le De Spencer Arms, which serves good food. The village has all the necessary local amenities and is within easy reach of all major communication networks and local attractions.
Popular amenities for Chiltern Hills holiday rentals
Other great holiday rentals in Chiltern Hills

Hagrid Hut Themed - Hot Tub - Warner Bro Studio

Dassett Cabin - retreat, relax, romance, rewild

Countryside Retreat with hot tub

Modern Apartment in Haddenham

17th Century Barn near Le Manoir aux Quat’Saisons

The Old Dairy Parlour

Kop Hill Barn in the heart of the Chilterns

Gorgeous CountryCottage overlooking Windsor Castle
Destinations to explore
- Tower Bridge
- Cotswolds AONB
- Big Ben
- London Bridge
- Westminster Abbey
- British Museum
- Covent Garden
- Buckingham Palace
- Hampstead Heath
- The O2
- Trafalgar Square
- St Pancras International
- Emirates Stadium
- Wembley Stadium
- St. Paul's Cathedral
- ExCeL London
- Camden Market
- London Stadium
- Clapham Common
- Alexandra Palace
- Oxford University
- Blenheim Palace
- Primrose Hill
- Queen Elizabeth Olympic Park, London




