Holiday rentals in Highmoor

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.

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.

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.

Beautiful Henley apartment w/ secure gated parking

A beautiful mews apartment right in the centre of Henley with gated parking. A first floor Georgian flat with 2 spacious bedrooms, 2 bathrooms and a sofa bed in the sitting room to sleep a total of 5. A perfect place to stay for couples, friends or families. It looks out onto Market Square but the flat has sound insulation so very quiet. Henley has a number of restaurants, cafes, supermarkets and pubs - all on your doorstep and Henley Regatta is walking distance from the apartment.

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.

Outstanding quality secluded country cottage

Quiet getaway just an hour from Central London located in the heart of the Chilterns with immediate access to large nature reserve yet only a 5 min drive to Henley on Thames. Stylish and spacious contemporary bungalow, secluded garden, ideal for walking or biking enthusiasts, horse back riding easily available. Wide selection of top quality restaurants on your doorstep as well as being just 40 mins from Oxford and Reading. Not suitable for children Pls check arrival guide!

Water's Edge

Water's edge is a well loved family home, it is by no means in a modern condition but the view and location is a truly unique spot with one of the most iconic views of Henley at the finish line of Henley Regatta. Enjoy leisurely walks, boutique shops, cafes & art galleries, everything is in easy reach from this riverside side home. An electric launcher boat is available to hire during April to August at an additional charge of £300 per day subject to river conditions.

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.

Fabulous Farm House in Skirmett

Valentine Farm House is newly refurbished to the highest standard and provides a wonderful base for a quick break or a longer stay, in the picturesque village of Skirmett, situated in the Hambleden Valley. Immerse yourself in country living in the Chilterns and enjoy the fantastic atmosphere of rural life. With horses to admire, right on your door step and unlimited walks, bike rides and local pubs to pop into, you're going to be falling in love with Valentine Farm.

Countryside Escape

A stylish countryside escape perfect for couples and families with children. Warm, comfortable interiors and a peaceful setting to relax, just a short drive from Oxford. - Master bedroom - second bedroom - spare bedroom with sofa bed - Hot water available - Upstairs shower and loo Downstairs loo For guests arriving by train, we are happy to assist with local station pickup arrangements upon request to ensure a smooth and comfortable arrival experience.