Holiday rentals in Highmoor

Newly refreshed: Charming Chilterns Cottage

Newly refreshed: Isabel Cottage is a self-contained Grade II listed semi-detached period cottage located in Skirmett, Hambleden Valley, a designated Area of Outstanding Natural Beauty. Character filled sitting room with exposed ceiling timbers, working inglenook fireplace, small office/bureau area, with beautiful views into the rear garden and over rolling countryside. Complete with modern amenities: fitted kitchen/dining room, dw, w&d, two double bedrooms, modern bathroom, fast WiFi, Smart TV

Charming Country Cottage with Lovely Views

This charming character cottage, in Hambleden village, benefits from private parking and will make you feel like you have stepped back in time or onto a film set. It has been newly renovated and furnished, with a calm and relaxing interior. It is conveniently situated, just a short walk from the village shop and lovely local pub. The fabulous countryside and historic villages and towns await you to explore. We look forward to welcoming you and making your stay a memorable and comfortable one.

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.

The Boathouse - Unique Riverside Living in Henley

Is this one of the best river views in Henley? We think so! Set just back from the Thames, this quirky three-floor home is full of character, unusual layouts, and standout features, all centred around the view. Expect an unconventional setup, freestanding baths, and a balcony overlooking the water. A fun, different stay for those who value location and uniqueness over a traditional layout. Central, with parking, ideal for couples or friends looking for something a little out of the ordinary.

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 April 2026!) and Limousin cows grazing in fields, or watch the many birds. You have your own secluded, fenced and private garden area with seating.

A Perfect Pad in Pangbourne!

The house was 'created' in 2020 having originally been part of the village pub - it’s 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.

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.

Guest suite in Checkendon

A newly created annexe situated on the outskirts of Checkendon. Located in an Area of Outstanding Natural Beauty in the heart of the Chilterns you will enjoy rural views out of every window. Their are many beautiful walks and cycle rides on our doorstep as well as a myriad of local pubs, equestrian centres and a farm shop. The small market towns of Wallingford and Henley on Thames are just 10-15 minutes away. There is parking outside next to the stairs to the flat, a car is advised.

The Woodland Retreat With Private Hot Tub Spa

Our brand new listing is a truly unique woodland retreat with a luxury super king bed, dedicated private hot tub & 65 inch tv. Perfect for a couple get-away, this place will take your breath away. Nestled in our remote private woodland on our farm estate this little gem is in touch with nature yet fully fitted with all the home comforts you need. Additionally the woodland retreat includes: 1x private bathroom, a fully fitted outdoor kitchen, WiFi and a bespoke oak outdoor dining table.

The Potting Shed - boutique countryside hideout

A charming rustic retreat with cosy living area & a luxurious bedroom and shower room. The Potting Shed oozes with the charm of the Soho Farmhouse style. Full of character, this unique place blends rustic charm with relaxed, modern comfort — the perfect place to unwind and relax for a romantic countryside break. There are great local pubs in the local area that serve food most days (please check) but there is a very well equipped kitchen should you like to cook for yourselves.

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.

Olcote by Fullards

Nestled in an area of outstanding natural beauty, but on the doorstep of world famous Henley-on-Thames, Olcote has been recently refurbished to provide a luxury retreat with private gardens overlooking the countryside. Olcote offers four bedrooms, 3.5 bathrooms, a further reception room with a double sofa bed, an open plan fully equipped luxury kitchen, a relaxing lounge area and dedicated workspace. Olcote comfortably sleeps 10 guests and welcomes well behaved pets.