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, 558 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 riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.

Cabin in Reading

4.98 out of 5 average rating, 411 reviews

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Charming, riverside log cabin on the bank of the Kennett, overlooking a nature reserve. Privately located in my back garden there is a large open plan room with 2 double sofa beds, sleeping 4, a slate bed pool table & Hi Fi system. There's a luxury en suite bathroom with copper bathtub, shower, basin & WC. There are basic kitchen facilities with kettle, toaster, double hot plate, microwave & grill, sink & refrigerator/freezer. A veranda with 2 bbq's & seats plus lower deck overlook the river.

Guest favorite

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 Oxfordshire

4.89 out of 5 average rating, 203 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 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, 515 reviews

Spacious country retreat or romantic mini break

A country hideout above our detached oak framed barn. Stylishly furnished in a rustic luxury theme ensuring this little 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) but 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 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, 117 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, 245 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 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, 158 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 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, 219 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 Paddington.

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, 370 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

A bedroom features a standard double bed with a blue and white striped duvet. Nightstands with matching lamps are on either side. Wooden paddles adorn the wall above the bed, while a door leads outside. Natural light enters through a nearby window.

Apartment in Oxfordshire

4.97 out of 5 average rating, 223 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 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 Gifford

4.92 out of 5 average rating, 144 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 ******* Check out no later than 10 am please as we need plenty of time to prepare for our incoming guests.

Top guest favorite

A spacious sitting area features a light-colored sectional sofa, two armchairs, and a coffee table centered on a textured rug. Wide glass doors lead to a lush private outdoor space, while soft lighting enhances the neutral decor.

Bungalow in Tidmarsh

4.94 out of 5 average rating, 218 reviews

Self Contained Detached Property on the River Pang

Our annexe is light and spacious and people have told me the photographs do not do it justice!! We are just 2 minutes walk to a lovely local thatched pub, and a couple of minutes drive to other restaurants and dining, public transport and family-friendly activities in the centre of Pangbourne which has a station (trains to London take 35 mins via Reading) It is ideal for couples, business travellers, and families with children.