Holiday houses in Winterbrook

Castle Loft, Central Wallingford

Wallingford was once home to one of the strongest and most important castles in England. In 1067 William the Conqueror instructed the building of the castle on his way to London to take the throne. In 1502 Henry VIII inherited the castle. On 17 November 1652 Cromwell’s Council of State ordered its demolition, making way for this newly built loft apartment within the castle boundary. Just 3 minutes walk from shops bars and restaurants, downstairs shower & cloakroom, gas central heating and WIFI.

Self-contained apartment. Pets welcome.

The apartment is only a short walk away from Wallingford town centre yet the village offers its own rural charm. The newly refurbished The Bell pub, offers a great selection of ales, wines and food and is within walking distance. IMPORTANT: ******* Check in, from 2 pm. Please do not arrive any earlier without first consulting us AirBnB will implement a hefty service fee for all hosts from 25 April, hence the price jump. We have not increased our rates in 4 years but will now have to sadly.

17th Century Barn in quiet country village

A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

The Old Foundry Wallingford Apartment & Parking

Welcome to our spacious 1-bedroom apartment in historic Wallingford! Situated in a converted Old Foundry, it blends history with modern comforts. Large windows flood the rooms with natural light, creating a bright atmosphere. With allocated parking and a south-facing garden, it is the perfect retreat for a memorable stay. Ideal location to explore local shops, restaurants, and attractions. We provide a comfortable bed, modern bathroom, and fast Wi-Fi. Friendly team available for assistance.

Luxury Shepherd's Hut with stunning sunset views!

Welcome to Honeysuckle, our luxury shepherd's hut with stunning views across the fields in the Chilterns. In the evenings sit and watch the sun go down around your fire pit or stay cosy indoors with your log burner. We are a working farm and you may see the tractor trundle past feeding our herds of Texal sheep (Lambing right in front of you in April 2026!) and Limousin cows grazing in fields, or watch the many birds. You have your own secluded, fenced and private garden area with seating.

The Little Barn

This newly built, spacious and stylish one bedroom cottage is set in the picture perfect village of Brightwell-cum-Sotwell, located in South Oxfordshire. Peaceful and private it is brilliantly located for tranquil walks, or exploring the history of nearby Wallingford or Oxford. Airy and spacious, the cottage is well equipped and modern. Well situated for courses at the Bach Centre, as it is a gentle stroll through the village to get there. Long lets welcome, please contact for rates.

Luxury lantern topped Shepherds Wagon

Converted 1941 Howitzer Trailer found on a farm, lovingly converted to a home from home. Recently changed to run using Solar Energy. Contains King size bed, kitchen with convection microwave oven & grill, induction hob, fridge with freezer box, bathroom with full size shower, electric heating, TV & WIFI. Armchairs, folding table and chairs. Small patio area with barbeque and loungers, parking for one car. Rural location with views over open fields. Small village with shop and pub.

Town centre apartment with parking

We invite you to stay in our spacious 1-bedroom apartment in central Wallingford. Situated on the 2nd floor of a historic building in the beautiful town square. The apartment has one bright and airy bedroom with a comfortable King size bed, a modern bathroom with shower over bath and a well appointed kitchen/lounge/diner. The convenient location is ideal for exploring Wallingford, Oxford and the surrounding areas. With allocated parking it is the perfect retreat for a memorable stay.

Stunning country retreat or romantic mini break

A country hideout above our detached oak framed barn. Stylishly furnished in a rustic luxury theme ensuring this retreat ticks all boxes to make your stay comfortable & cosy! Very spacious and an ideal place to come and relax for a romantic countryside break. Fantastic pub in the neighbouring village that serves food most days (please check) and there is a very well equipped kitchen should you like to cook for yourselves. Easy access to Oxfordshire best countryside walks too.

Luxury self-contained Annexe with balcony Jacuzzi

Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony and Jacuzzi.

Gardeners’ Cottage (Georgian stable conversion)

An entirely self contained cottage, recently converted from a Georgian stable and gardeners’ lodge. While adjacent to the owners property it is entirely separate, with its own secure parking and EV charger. Located in a small village, with two pubs on doorstep. Market town of Wallingford (setting for “Midsomer Murders”) is short walk, many amenities including boat rides on the River Thames an outdoor heated pool (summer), great restaurants and shops including Waitrose.

Cosy retreat Stunning country walks Welcoming pubs

🏞️ Much-loved, picturesque village in the Chilterns Area of Outstanding Natural Beauty 🌳Ridgeway & Thames Path (see Time Out article for ideas) 🍏 Great food shops and restaurants in village 🌷Spring flowers 🚘 Private parking 🏡 Garden 🚄 55 mins to London by train, 10 min walk to station. 🚴🏻‍♀️ Fantastic walking 🏊🏻‍♀️ Wild swimming, cycling 🦔🦉Wildlife and birds 🚣🏽 25 mins to Henley & Oxford.