Holiday rentals in Winterbrook

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Top-rated holiday rentals in Winterbrook

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Top guest favourite
A modern black-clad exterior of a building is framed by lush greenery and well-maintained plants. The structure features two large windows and a sloped roof, with a pathway leading through the garden towards the entrance.
Guest house in Oxfordshire
4.97 out of 5 average rating, 118 reviews

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.

Top guest favourite
A cozy living area features a light blue couch, complemented by decorative pillows. A wooden table sits nearby, with a selection of colorful magazines displayed. Artworks adorn the walls, adding character, while a vintage mirror reflects the space. Soft lighting is provided by recessed ceiling spots.
Guest suite in Crowmarsh Gifford
4.93 out of 5 average rating, 161 reviews

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.

Top guest favourite
The exterior of a charming stone barn is illuminated at night, highlighting its rustic architecture. Soft lighting from below enhances the textures of the stone walls and draws attention to the barn doors. A sculptural feature is visible in the foreground, adding interest to the serene landscape.
Barn in Great Milton
4.96 out of 5 average rating, 227 reviews

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.

Superhost
An exterior view of a historic brick building with large arched windows, surrounded by lush greenery and flowering lavender plants. The structure's rustic charm is highlighted by its red brick façade and the landscaped garden in the foreground.
Flat in Oxfordshire
4.94 out of 5 average rating, 319 reviews

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.

Superhost
Home in Oxfordshire
4.88 out of 5 average rating, 214 reviews

The Old Barn , Organic Residence, outside seating

2 x king size organic bedroom-en-suites, with off street parking, great base for work or vacation, my Italian cousin Angelo, calls it " Tuscany in the Chilterns " home to "Midsummer Murders" ,"Wind in the Willows" and Agatha Christie's, "Miss Marple & Poirot mysteries", 200 year old country barn two fields from the Thames, beautiful views, and one of a few areas in the UK where you have hills and valleys and a navigable river wrapping around them, encircled by picturesque riverside towns

Top guest favourite
A welcoming entrance is framed by a rustic wooden gate and lush greenery. The shepherd's hut is visible in the background, with a soft sunset illuminating the sky and reflecting off the structure. Pathways bordered by wildflowers lead towards the fields beyond.
Shepherd’s hut in Ewelme
4.99 out of 5 average rating, 637 reviews

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.

Top guest favourite
A bright living area features a spacious gray sofa with red accent pillows and a large checkered ottoman. Skylights provide natural light, while framed art decorates the walls. A dining table is situated nearby, with sliding doors leading to an outdoor terrace.
Home in Pangbourne
5 out of 5 average rating, 249 reviews

A Perfect Pad in Pangbourne!

The house was 'created' in 2020 having originally been part of the village pub - it’s now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe. The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to London Paddington.

Guest favourite
A newly built cottage features a traditional design with a red-tiled roof and wooden siding. Lush green grass surrounds the exterior, accented by flowering plants and hedges. Large windows invite natural light, while trees provide a serene backdrop to the peaceful setting.
Home in Brightwell-cum-Sotwell
4.91 out of 5 average rating, 101 reviews

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.

Top guest favourite
A cozy bedroom features a wooden bed with colorful patterned pillows. Accented with stained glass windows, the room is filled with natural light. An armchair and a decorative wall art piece add to the inviting decor, creating a comfortable space for relaxation.
Shepherd’s hut in Ipsden
4.98 out of 5 average rating, 291 reviews

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.

Guest favourite
A modern living area showcases a well-equipped kitchenette with white cabinets and grey countertops. A dining table for four is surrounded by upholstered chairs, and a cozy lounge area includes a sofa and armchair adorned with yellow cushions. Natural light brightens the space.
Flat in Oxfordshire
4.88 out of 5 average rating, 112 reviews

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.

Top guest favourite
The exterior of the modern annexe is showcased, featuring large glass doors that allow natural light to fill the interior. A spacious balcony is visible above, bordered by glass, and wooden furniture is arranged on the terrace, ideal for outdoor relaxation.
Home in Tetsworth
5 out of 5 average rating, 368 reviews

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.

Top guest favourite
A charming exterior of a converted stable features a combination of dark wooden panels and warm brickwork. Large windows with grid patterns invite natural light, while the entrance is highlighted by a rustic door. A gravel path leads up to the front, framed by greenery.
Cottage in Crowmarsh Gifford
4.96 out of 5 average rating, 394 reviews

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.

Popular amenities for Winterbrook holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Oxfordshire
  5. Winterbrook