Holiday rentals in Highmoor

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Top-rated holiday rentals in Highmoor

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Top guest favourite
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
4.99 out of 5 average rating, 73 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

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Home in Henley-on-Thames
4.67 out of 5 average rating, 30 reviews

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.

Top guest favourite
Home in Mill End
5.0 out of 5 average rating, 33 reviews

Superb Spacious Farm House

Mill End Farmhouse has 6 bedrooms and is newly refurbished to the highest standard. It provides a wonderful base for a quick break or a longer stay, situated within walking distance of the picturesque village of Hambleden, with a pub and village shop and close to the River Thames. Immerse yourself in country living in the Chilterns and enjoy the fantastic atmosphere of rural life; be it walking, cycling, sight seeing, visiting local pubs or simply relaxing! We look forward to welcoming you.

Top guest favourite
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, 684 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 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.

Top guest favourite
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
5.0 out of 5 average rating, 271 reviews

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.

Top guest favourite
The kitchen area showcases a compact layout with green cabinetry and a light countertop, accompanied by essential appliances. A wooden round table and two chairs are positioned near a window, allowing for natural light to brighten the space. The door leads to the outdoor views.
Flat in South Oxfordshire
4.98 out of 5 average rating, 53 reviews

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.

Top guest favourite
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.
Guest house in South Oxfordshire
4.99 out of 5 average rating, 173 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.

Guest favourite
Home in Henley-on-Thames
5.0 out of 5 average rating, 10 reviews

Stylish 5 bed home in the riverside town of Henley

Surrounded by beautiful chiltern countryside and only a short walk from the town centre of Henley-On-Thames. Recently refurbished to provide a high level of comfort, Flint Cottage offers a unique holiday experience for families and friend groups. The property sits in an elevated position overlooking Henley's vineyards. It's the perfect retreat, for relaxing, enjoying a cosy fire or escaping for a long country walk and pub lunch. The perfect setting to create unforgettable memories.

Guest favourite
A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A white shelving unit displays various items, including vases and artwork. Natural light enters through windows, creating a cozy ambiance. Decorative mirrors add to the room's openness.
Home in Nettlebed
4.97 out of 5 average rating, 39 reviews

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!

Top guest favourite
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, 416 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 favourite
Home in South Oxfordshire
5.0 out of 5 average rating, 13 reviews

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.

Top guest favourite
A contemporary studio apartment is positioned along the riverbank, featuring a modern design with large glass windows. A graceful weeping willow tree frames the scene, adding a natural element to the tranquil waterfront setting. Gentle ripples are visible on the water's surface.
Loft in Henley-on-Thames
4.95 out of 5 average rating, 224 reviews

Luxury Boathouse Apartment - central Henley

The Boathouse is a completely private studio apartment with wonderful river views. Furnished to a high standard with luxury bed linens and towels, and fully equipped with everything you could need. The perfect location for the Henley Royal Regatta, Henley Festival and The Rewind Festival Relaxing location that is perfect for watching the world and river go by, but also close enough to the hustle and bustle of the town and it's many restaurants and cafes.

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