Holiday rentals in Middle Assendon

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Top-rated holiday rentals in Middle Assendon

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A garden terrace is shown with a table and four chairs, offering a view of a lush green pasture where horses graze. A wooden fence delineates the space, enhancing the rural ambiance.
Barn in Henley-on-Thames

Idyllic, Rural Barn in Henley on Thames.

The Barn is equipped with everything you need to have a relaxing stay in the countryside. It overlooks 10 acres of pasture, with its own private garden terrace and entrance. The picturesque river and town centre of Henley on Thames is a level one mile walk (approximately), and offers a variety of shops, pubs and restaurants. This is a great location for a relaxing break and the perfect spot to use as a base to explore the beautiful Chiltern Hills National Landscape! *Now with upgraded WiFi*

4.84 out of 5 average rating, 160 reviews
Superhost
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 in Henley-on-Thames

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.

4.91 out of 5 average rating, 402 reviews
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

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.

4.98 out of 5 average rating, 55 reviews
Top guest favourite
Apartment in Henley-on-Thames

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.

4.99 out of 5 average rating, 223 reviews
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

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.

4.99 out of 5 average rating, 174 reviews
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

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!

4.97 out of 5 average rating, 39 reviews
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

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.

4.96 out of 5 average rating, 417 reviews
Top guest favourite
Home in South Oxfordshire

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.

5.0 out of 5 average rating, 15 reviews
Guest favourite
An expansive view of the countryside reveals green fields bordered by a wooden fence. The landscape features trees with autumn foliage, set against a clear blue sky. Distant farmhouses are visible among rolling hills, evoking the peaceful charm of rural life.
Home in Skirmett

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.

4.92 out of 5 average rating, 145 reviews
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

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.

4.95 out of 5 average rating, 225 reviews
Top guest favourite
The exterior of the cottage is showcased, featuring a charming wooden façade with a light green front door. Lush greenery surrounds the property, including neatly trimmed hedges and small decorative plants in pots. A gravel pathway leads to the entrance, under a partly cloudy sky.
Home in Henley-on-Thames

The Little Cottage At The Barn

This cottage is for those who want a peaceful location but also want to be able to walk into the beautiful town of Henley on Thames, or perhaps take one of the footpaths up into the Chiltern hills. It is a part of a charming barn conversion, with its own garden and parking at the end of a secluded private road. Recently refurbished it offers a relaxing environment with comfortable 'cottage chic' decor.

4.98 out of 5 average rating, 99 reviews
Top guest favourite
A well-appointed bedroom features a spacious bed adorned with a rich purple throw. Natural light enters through multiple windows with white plantation shutters. A full-length mirror and two bedside tables complement the contemporary decor, creating a relaxed and comfortable ambiance.
Cottage in Heath

Modern Cottage with Rural Views

A stylish countryside cottage with sweeping views of farmland and woodland, best enjoyed from the garden terrace. Step outside to discover scenic country walks and a characterful pub and restaurant just 100 metres away (The Bottle & Glass Inn). Perfect for families or groups of friends, the cottage offers a peaceful escape while being only 3 miles from Henley-on-Thames and 4 miles from Reading.

4.97 out of 5 average rating, 156 reviews

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