Vacation rentals in Winterbrook

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Top-rated vacation rentals in Winterbrook

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Top guest favorite
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, 627 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 March/April 2025!) 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 favorite
A two-story loft apartment is presented in black timber, featuring a sleek, minimalistic design. The entrance is accessed through a blue door, with three skylights above illuminating the interior. Two cars are parked in a covered area, surrounded by gravel and greenery.
Guesthouse in Wallingford
4.97 out of 5 average rating, 114 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 favorite
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
4.93 out of 5 average rating, 158 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 favorite
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, 226 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.
Apartment in Wallingford
4.94 out of 5 average rating, 316 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.

Top guest favorite
Lush greenery frames a view of rolling hills in the distance, with a hint of a historic structure visible atop the hill. Delicate white flowers and vibrant leaves intertwine, creating a natural vignette that invites serene outdoor contemplation.
Apartment in Dorchester
4.99 out of 5 average rating, 138 reviews

The Nest mini suite…. Rural escape

Take a break and unwind at this peaceful oasis. Nestled alongside the meandering river Thames in the south Oxfordshire countryside you’ll find Dorchester. Steeped in history, once a bustling Roman town and a prominent route for pilgrims. We are situated right on the edge of the village; no where near busy roads so it’s blissfully quiet - just the sheep in the field and the church bells. We have some lovely pubs and a great farm shop selling local produce. And Oxford is only 15 mins away!

Superhost
A charming exterior of a two-story barn is nestled among greenery and flowering plants. The roof features wooden shingles, and the upper windows allow natural light to flood in, showcasing a serene landscape of rolling hills and fields in the background.
Home in Ipsden
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 favorite
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, 285 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 favorite
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.
Apartment in Wallingford
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 favorite
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, 245 reviews

A Perfect Pad in Pangbourne!

The house was 'created' in 2020 having originally been part of the village pub - its 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.

Top guest favorite
A spacious bedroom is highlighted by wood-paneled walls and warm lighting. A large bed is adorned with soft linens, complemented by decorative pillows. A cozy seating area includes an armchair, while artwork and plants add character to the room. Soft rugs are placed on the wooden floor.
Guesthouse in Oxfordshire
4.96 out of 5 average rating, 582 reviews

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.

Top guest favorite
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
4.96 out of 5 average rating, 391 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 vacation rentals

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