Vacation rentals in Checkendon

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Top-rated vacation rentals in Checkendon

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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, 612 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 Oxfordshire
4.97 out of 5 average rating, 107 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.

Guest favorite
Chalet in Benson
4.91 out of 5 average rating, 291 reviews

Mizpah Ecolodge

A light & sunny open-plan lodge, with private deck & lovely views over open fields. Fully equipped kitchen, TV, wifi, king size bed, sofa bed, dining table, shower room and utility room with washing machine. It has a strong environmental theme throughout the building being highly insulated, built using natural materials and equipped with solar panels, heat recovery ventilation & upcycled furniture. Across the drive, there’s an 8 acre fenced field great for dog owners to exercise their dog.

Top guest favorite
An open plan living area is highlighted by vaulted ceilings and natural wood beams. A kitchenette with modern appliances is complemented by a breakfast bar featuring two stools. Natural light streams in through large glass doors, leading to a cozy seating area and inviting decor.
Guest suite in Brightwell Baldwin
4.98 out of 5 average rating, 104 reviews

Delightful, open plan studio in Brightwell Baldwin

Delightful 1 bedroom detached studio with private entrance and onsite parking. Character, spacious open plan living, beautifully furnished, vaulted ceilings and large walk-in shower room. Outside seating area with lovely views over main garden. Ideal for a relaxing break with local walks and renowned country pub less than a 10 min walk. Brightwell Baldwin is a small hamlet close to the market and historic town of Watlington. Henley-on-Thames and Oxford City Centre are a short drive away.

Top guest favorite
A light and airy sitting area features a comfortable couch adorned with decorative bird-themed pillows. A large wall art piece depicting a waterfront scene is displayed above, while a small plant sits on a side table. Natural light enters through a nearby window.
Guesthouse in West Berkshire
4.95 out of 5 average rating, 131 reviews

A relaxing retreat close to the Thames.

The Studio is a self contained space attached to our home. It has an open plan area with a kitchen, dining , sitting and sleeping space as well as a separate shower room. Access is through a private entrance at the front of the house. Purley on Thames is a small village in West Berkshire with good access to Reading, Pangbourne and Oxford by car. The Studio is a 10 min walk away from Mapledurham Lock on the Thames path and there are also some lovely walks through nearby Sulham woods.

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, 274 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.

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, 238 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 bright red hot air balloon floats above a serene rural setting, with lush trees providing a green backdrop. A quaint building with a thatched roof is visible in the foreground, surrounded by open grassy space and vibrant foliage.
Guesthouse in Checkendon
4.99 out of 5 average rating, 164 reviews

Idyllic 2 room studio-style guesthouse with views

Take time out & unwind in this rural setting with lots of opportunities to be active, great cafes & pubs to walk & cycle to. On the edge of the village, surrounded by fields with walking/cycling/riding; paddle boarding nearby, and easy road access to Henley, Goring, Oxford & Reading. This newly converted annexe is flexible, spacious, light & airy. Access to all the garden is encouraged and can potentially involve additional camping, guided mountain biking, and personal training.

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, 561 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 just 50m from the doorstep 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 Gifford
4.96 out of 5 average rating, 387 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.

Guest favorite
A spacious grassy area is captured under a wide-open sky filled with scattered clouds. The landscape features gentle hills in the distance, framed by trees. A black dog rests on the grass, with pot plants visible nearby.
Guest suite in Goring
4.91 out of 5 average rating, 129 reviews

The Snug.

This stylish place to stay is perfect for walking in the beautiful surrounding countryside. The Ridgeway and Chilton Hills and the Thames Path all accessible from the village. The mainline station provides access to Oxford, Reading and London Paddington. The historical market town of Wallingford on Thames is approximately 5 miles away and Henley on Thames is 12 miles away.

Guest favorite
A sitting area is presented with a dark velvet sofa adorned with soft pink cushions. A sleek floor lamp stands beside a large window, allowing natural light to illuminate the room. Framed art pieces are hung on the wall, adding character to the space.
Guesthouse in Whitchurch Hill
4.96 out of 5 average rating, 146 reviews

Beautiful country cottage

Beautiful, newly-renovated and private one-bed cottage annexed to our home set in a large, mature garden near to Panbourne and Goring (both on the Thames) Henley-on-Thames and Oxford. Private outside area available. Superb area for walks, cycling (we can provide space to keep bikes) and adventures on the river. Excellent range of restaurants and pubs nearby.

Popular amenities for Checkendon vacation rentals

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