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
4.99 out of 5 average rating, 591 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
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
4.9 out of 5 average rating, 373 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.

Top guest favorite
A modern kitchen area is featured with sleek black cabinets and a stylish countertop. Natural light is brought in through a skylight and large windows. A wooden dining table accompanied by chairs is seen, creating a welcoming space for meals.
Tiny home
4.91 out of 5 average rating, 357 reviews

The Cabin, a Gorgeous Hideaway in Henley on Thames

The Cabin, Henley on Thames is a gorgeous space for you to enjoy your holiday. Surrounded by nature, guests have the pleasure of pheasants, deers, foxes and Red Kites. Located in the back garden of our house you can walk straight into fields and the beautiful Chiltern hills. Its only a 5 minute drive/ 15 minute walk from the centre of the historic town of Henley on Thames. Newly built it features underfloor heating, and brand new designer fittings. Access via woodland path or garden stairs.

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
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.

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
4.95 out of 5 average rating, 127 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
4.98 out of 5 average rating, 264 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
5 out of 5 average rating, 233 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
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
4.96 out of 5 average rating, 380 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.

Top guest favorite
Apartment
4.97 out of 5 average rating, 229 reviews

Cosy annexe by shops/parking 19 min walk to Henley

The Hoppy Annexe is a self-contained space, set in a little garden on a peaceful road with free parking, a 15-20 minute walk down the hill to Henley town centre. It is suitable for either a single person or a couple - there's a standard sized double bed, ensuite bathroom with shower and a small kitchenette. Beautiful countryside walking routes are just a minutes away and Henley town centre, with its shops, cafes, restaurants and river front is within easy reach.

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
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 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
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