
Holiday rentals in Middle Assendon
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Top-rated holiday rentals in Middle Assendon
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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, 397 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.
4.67 out of 5 average rating, 30 reviews
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, 222 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.
5.0 out of 5 average rating, 10 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!
4.97 out of 5 average rating, 39 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.
4.96 out of 5 average rating, 416 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.
5.0 out of 5 average rating, 13 reviews
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, 143 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.
4.95 out of 5 average rating, 224 reviews
Luxurious Barn between Marlow & Henley
A luxurious 2 bedroom detached maisonette barn with garden, terrace and outstanding views over the Chiltern Hills.Situated in the picturesque village of Medemenham, 2 miles from Marlow and 5 miles from Henley-on-Thames. Located opposite Danesfield House Hotel and with stunning woodland walks accessible straight from the property and easy access to the River and Harleyford Golf Course . The property has 2 parking spaces, air conditioning ,wifi .
4.93 out of 5 average rating, 210 reviews
Forest Cabin, Henley on Thames.
Our beautiful Forest Cabin is nestled in the stunning woodlands, on a private estate, just outside Henley On Thames, Oxfordshire. Come and relax, unwind and take time out of the hustle and bustle at Red Kite Retreats. Forest cabin is one of 5 unique cabins hidden in woodlands waiting for you to discover it and start your rural adventure. Sit in front of the Log burner in the Autumn/Winter .
4.96 out of 5 average rating, 45 reviews
The Stag in the Chiltern Hills
Welcome to The Stag in the Chilterns hills— a peaceful countryside retreat tucked away in the charming hamlet of Fawley, deep within the beautiful Chiltern Hills. Surrounded by rolling countryside, woodland walks, and traditional English villages, this stylish two-bedroom home is the perfect escape for families, couples, walkers, and weekend getaways.
4.91 out of 5 average rating, 11 reviewsPopular amenities for Middle Assendon holiday rentals
Other great holiday rentals in Middle Assendon

Historic Luxury Townhouse in Marlow
4.97 out of 5 average rating, 61 reviews
Modern 2 Bedroom Victorian Gem in Henley-On-Thames
4.88 out of 5 average rating, 49 reviews
Guest suite in Checkendon
4.98 out of 5 average rating, 53 reviews
Idyllic, Rural Barn in Henley on Thames.
4.84 out of 5 average rating, 157 reviews
Amazing views & space - 5 mins from Henley!
5.0 out of 5 average rating, 73 reviews
Old Thatched Cottage
4.93 out of 5 average rating, 14 reviews
Beautiful Cottage with Tennis, Gym and Games Barn
5.0 out of 5 average rating, 4 reviews
The Willow nest, a character river vibe annex
5.0 out of 5 average rating, 8 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Cotswolds AONB
- Goodwood Motor Circuit
- University of Oxford
- Victoria Park
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Stonehenge
- Buckingham Palace





