
Holiday houses in Middle Assendon
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Top-rated holiday rentals in Middle Assendon
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The Woodland Cabin with Private Hot Tub Spa
Step into a world of peace and privacy in a secluded cabin. The perfect setting for romance, relaxation and a touch of luxury. Soak under the stars in the private hot tub, cozy up by the wood burner, the scent of countryside air and the sound of birdsong. With a comfy double bed, fitted bathroom, kitchenette, gas BBQ. Surrounded by scenic walking trails, charming pubs, and nearby heritage spots, this is the perfect romantic retreat to slow down, reconnect, and create unforgettable memories.

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.

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.

Luxury barn with stunning outdoor swimming pool
Perfect for days spent exploring Henley on Thames and the Chiltern Hills Lazy days lounging beside the shared swimming pool with private outdoor seating area by pool Close to Henley on Thames with its many annual events... Henley Arts Trail - May Henley Royal Regatta - July Henley Festival - July Thames Traditional Boat Rally - July Rewind Festival - July Henley Literary Festival - September Christmas Festival - November .....and so much more to do and see in this fabulous Town.

Luxury self-contained Annexe with balcony Jacuzzi
Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony and Jacuzzi.

Red Kite Cabin, Henley on Thames
Relax, rest and unwind in our beautiful cabin. Red Kite Cabin is a stunning hidden gem within our Red kite Retreats, one of 4 unique huts that sit in the heart of woodland on a private estate, just outside Henley-On-Thames. Red Kite cabin offers a peaceful get away from the hustle and bustle of the outside world. Why not stay during the Autumn and Winter months? Cosy up in front of the log burners ( All accommodation comes with heating i.e. radiators or underfloor heating)

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.

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.

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.
Popular amenities for Middle Assendon holiday rentals
Other great holiday rentals in Middle Assendon

Newly refreshed: Charming Chilterns Cottage

Tranquil haven with stunning views.

The Henley Hideaway

Amazing views & space - 5 mins from Henley!

Hilltop Shepherds Hut with Hot Tub and Tennis

Modern Barn 3 miles from Henley

The Willow nest, a character river vibe annex

Spacious studio in a converted Barn
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Emirates Stadium
- Tower Bridge
- Silverstone Circuit
- Clapham Common
- Cotswolds AONB
- Goodwood Motor Circuit
- University of Oxford
- Thorpe Park Resort
- Buckingham Palace
- Stonehenge
- Blenheim Palace
- Chessington World of Adventures Resort
- Alexandra Palace
- South Downs National Park
- London Stadium





