Holiday houses in Middle Assendon

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Top-rated holiday rentals in Middle Assendon

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Guest favourite
The exterior of a charming stone barn is illuminated at night, highlighting its rustic architecture. Soft lighting from below enhances the textures of the stone walls and draws attention to the barn doors. A sculptural feature is visible in the foreground, adding interest to the serene landscape.
Barn in Great Milton
4.95 out of 5 average rating, 240 reviews

17th Century Barn in quiet country village

A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

ValueLocationLong stay

Guest favourite
A scenic view is provided, showcasing rolling hills and a peaceful countryside. The sky is bright with scattered clouds, while a lush, green lawn in the foreground complements the natural landscape. The surrounding foliage frames the view, enhancing the tranquil atmosphere.
Home in Hambleden
4.89 out of 5 average rating, 90 reviews

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.

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Guest favourite
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
4.91 out of 5 average rating, 393 reviews

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.

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Superhost
Home in Henley-on-Thames
4.66 out of 5 average rating, 29 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.

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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.
Apartment in South Oxfordshire
4.98 out of 5 average rating, 51 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.

FamilyLocationComfort

Top Guest favourite
A modern wooden cabin blends into its woodland surroundings, featuring large glass windows that offer views of the forest. An outdoor kitchen is visible beside a spacious dining table crafted from natural wood. Comfortable seating arrangements create a welcoming outdoor space.
Tiny home in Aylesbury
4.97 out of 5 average rating, 479 reviews

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.

LocationFamilyView

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!

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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, 413 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.

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Top Guest favourite
Home in South Oxfordshire
5.0 out of 5 average rating, 10 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.

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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, 223 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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Superhost
Home in Woodcote
4.85 out of 5 average rating, 27 reviews

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.

LocationFamilyDecor

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
4.98 out of 5 average rating, 97 reviews

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.

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