Vacation rentals in Checkendon

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Top-rated vacation rentals in Checkendon

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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, 616 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 favourite
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, 109 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 favourite
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 favourite
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, 106 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 favourite
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
4.96 out of 5 average rating, 136 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 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, 279 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 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, 241 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 favourite
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 favourite
The exterior of the annex is presented, featuring a wooden facade with a tiled roof. A welcoming entrance with large glass doors is visible, surrounded by well-maintained greenery and a grassy area. Fields and trees can be seen in the background under a clear blue sky.
Guesthouse in Pamber End
4.98 out of 5 average rating, 162 reviews

Quiet self contained annex

Fully functional self contained annex for single occupancy (located in close proximity to family house) but in a quiet location with lovely views across fields and no disturbance from main residence. Secure off road parking with latest kitchen facilities for those that want to cook or a nice local pub/restaurant in walking distance for those that don't. (Unable to offer long term lets or double occupancy)

Guest favourite
A charming exterior of The Lodge is shown, featuring a well-maintained garden with colorful flowers and potted plants. Large glass doors open to a bright interior, complemented by windows beneath a sloped roof. A seating area with chairs is visible on the patio.
Home in Wallingford
4.89 out of 5 average rating, 123 reviews

Secluded rural lodge minutes walk from town

"I had a wonderful stay here while doing research at HR Wallingford..very comfortable and welcoming. I will miss the raspberries! Jack E. Southampton" The Lodge offers private, self-catering accommodation for 1-2 in a rural setting away from traffic with lovely views yet it is only a few minutes walk away from the amenities that the historical town of Wallingford has to offer.

Guest favourite
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
4.9 out of 5 average rating, 131 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.

Top guest favourite
The two-story studio features a traditional design with black wooden beams and white exterior walls. A small balcony with double doors is visible on the upper level, overlooking a picturesque garden area. The ground floor consists of a spacious garage entrance.
Guesthouse in Goring
4.98 out of 5 average rating, 156 reviews

The White House at Wayland

The studio is situated on a quiet private road overlooking an area of outstanding natural beauty, within easy walking distance to the riverside village of Goring-on-Thames. The self contained studio is a two story accommodation which is bright, airy and beautifully furnished with a private entrance. Breakfast basket and fresh ground coffee will be included

Popular amenities for Checkendon vacation rentals

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  2. United Kingdom
  3. England
  4. Oxfordshire
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