Vacation rentals in Checkendon

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Checkendon

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
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, 585 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.

Guest favorite
The charming thatched cottage features a distinctive roof and traditional black and white timber framework. The outdoor space includes neatly trimmed hedges, a flower bed with roses, and a gravel pathway leading to the entrance. Large windows provide natural light to the inviting facade.
Cottage in South Moreton
4.9 out of 5 average rating, 365 reviews

Period cottage, cosy sittingroom individual host

Self contained part of charming thatched cottage in this attractive South Oxfordshire village, between Didcot (2.5 miles) and Wallingford (3.5 miles). The accommodation has its own entrance, sitting room - with inglenook fireplace (only use electric fire provided) - and steep, winding stairs leading to the large bedroom with vaulted ceiling and superking bed. Guests will have sole use of the adjoining bathroom. Period features also include low beams, but rule out a shower. Not for children.

Guest favorite
A vibrant sunflower stands prominently in the foreground, framed by lush greenery. Behind it, a converted wooden horsebox can be seen, surrounded by a trellis and various plants, offering a glimpse of the rustic setting and natural beauty.
Tiny home in Oxfordshire
4.91 out of 5 average rating, 235 reviews

Bedford Horsebox Tiny House

Cosy and light converted wooden 7.5 T Bedford horsebox with oak flooring and panelling, comfy raised double bed above cab and double futon style sofa bed. Double French doors open onto a private deck with beautiful views over fields onto the Chiltern Hills. Private space for outdoor dining in the summer and wood burner inside for cosy evenings during winter. Fully equipped kitchen with 2 ring gas hob, microwave & fridge with small freezer compartment. Shower room with basin and macerator toilet

Top guest favorite
The exterior of a converted barn is visible, showcasing a rustic structure with a clock tower. Large windows framed in wood offer glimpses of the welcoming interior. Well-maintained greenery and flower beds surround a gravel courtyard, creating a tranquil outdoor space.
Barn in Henley-on-Thames
4.98 out of 5 average rating, 52 reviews

Two Bed Large Countryside Barn with Indoor Pool

‘The Clock Tower ’- is a unique and stylish converted barn with oak beams and high ceilings. This 2 bed (2 bath) is cosy and full of charm in the heart of the countryside, close to Henley-on-Thames. Indoor pool. Sleeps 4 (2 Large Doubles) Stunning views, beautiful walks, great pubs, restaurants, and historic places to visit only a short stroll or distance away. An ideal getaway for a weekend or longer stay in the Oxfordshire countryside. Henley-on-Thames 6 miles, Reading station 6.5 miles

Top guest favorite
An outdoor terrace is furnished with a long bench and a vibrant table covered in a decorative tablecloth, ideal for dining. A collection of flowers and a bottle of wine are displayed on the table, complemented by the surrounding greenery and brick pathway.
Guest suite in Henley-on-Thames
4.91 out of 5 average rating, 32 reviews

Countryside retreat set within beautiful woodlands

Our self contained annex sits in a Peaceful & Rural location with stunning countryside views of the bluebell woodlands beyond. Located only 3 miles from the historic town of Henley on Thames and within view of the beautiful National Trust’s Grey’s Court, we are ideally located to explore the local area whilst remaining secluded away from the hustle and bustle . Walkers & bikers are spoilt for choice with footpaths leading from the garden including one that leads to a wonderful local pub.

Top guest favorite
A spacious bedroom features a comfortable king-sized bed alongside a lounge area with a large single sofa bed. Large windows allow natural light to fill the room. A television is positioned near a coffee table adorned with a vase of flowers, enhancing the relaxing ambiance.
Guesthouse in Goring
5 out of 5 average rating, 17 reviews

Goring River Retreat with Gym and Wellness area

Situated in the heart of Goring, enjoy easy access to local shops, restaurants and cafes from this perfectly located home. Within the grounds of one of Goring's iconic old houses, this newly built annex is a stones throw from the river and just a 10min walk from the train station. There is ample parking onsite, with free car charging. We can provide extras to enhance your stay inc, laundry facilities, private gym, ice-bath and sauna; as well as Personal Training, SUP hire/lessons and yoga.

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, 126 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, 260 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, 232 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, 163 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 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, 377 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 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, 122 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.

Popular amenities for Checkendon vacation rentals

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