
Holiday houses in Middle Assendon
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Top-rated holiday rentals in Middle Assendon
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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 March/April 2025!) and Limousin cows grazing in fields, or watch the many birds. You have your own secluded, fenced and private garden area with seating.

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*

Countryside retreat set within beautiful woodlands
Our self contained annex sits in a Peaceful & Rural location with stunning countryside views of the bluebell woodlands beyond. Located only 3 miles from the historic town of Henley on Thames and within view of the beautiful National Trust’s Grey’s Court, we are ideally located to explore the local area whilst remaining secluded away from the hustle and bustle . Walkers & bikers are spoilt for choice with footpaths leading from the garden including one that leads to a wonderful local pub.

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.

Completely separate self-contained studio flat
Self-contained double room with en-suite shower room and kitchen area. Private access and parking. Completely private stand-alone studio but part of our home. Suitable for professional person/couple for short let periods. Ideal Monday-Friday but good for weekends to visit local area too. Free wi-fi, TV. A car is essential. Located in White Waltham village just outside Maidenhead. Easy access to Junction 8/9 of M4 and Maidenhead station. Also handy for Windsor, Henley, Ascot, Reading

Delightful, open plan studio in Brightwell Baldwin
Delightful 1 bedroom detached studio with private entrance and onsite parking. Character, spacious open plan living, beautifully furnished, vaulted ceilings and large walk-in shower room. Outside seating area with lovely views over main garden. Ideal for a relaxing break with local walks and renowned country pub less than a 10 min walk. Brightwell Baldwin is a small hamlet close to the market and historic town of Watlington. Henley-on-Thames and Oxford City Centre are a short drive away.

Henley apartment with heated pool
Four Star rated first floor apartment in its own self-contained block with heated outdoor swimming pool in an area of outstanding natural beauty. While secluded and peaceful, it’s within easy level walking distance of Henley-on-Thames and its famous stretch of river. The property is ideal for couples or up to 3 guests. In the summer our wonderful HEATED (new for 2025) swimming pool is available to our guests. If you would like exclusive use of the pool please ask at no extra cost.

Elegant Central Henley Apartment
Enjoy the charm of Henley-on-Thames from this elegant, modern apartment on Tuns Lane — right in the heart of town. Parking is easy, with free on-street options and a nearby public car park, both within 5 minutes’ walk. You’ll be just steps from Market Square’s independent shops, pubs, cafés, and restaurants, and a short stroll to the Royal Regatta and Festival sites. The town hall, theatre, and cinema are moments away, and Henley train station is only a 7-minute walk.

Cosy annexe by shops/parking 19 min walk to Henley
The Hoppy Annexe is a self-contained space, set in a little garden on a peaceful road with free parking, a 15-20 minute walk down the hill to Henley town centre. It is suitable for either a single person or a couple - there's a standard sized double bed, ensuite bathroom with shower and a small kitchenette. Beautiful countryside walking routes are just a minutes away and Henley town centre, with its shops, cafes, restaurants and river front is within easy reach.

The Barn at The Grove
The Barn is a self-contained recently converted space in the heart of the Chilterns. It is close to the riverside towns of Henley-on-Thames and Marlow and the surrounding Chiltern countryside. It is located on the edge of the village of Frieth with nearby farm shops and local gastro-pubs within a 5 min drive. The Barn is in a private and peaceful location with off-street parking. It is perfect for couples, solo travellers and small families.

Central Hidden Gem
If it is a base in the centre of Henley's beautiful market town you are seeking, then Central Hidden Gem is the perfect spot. The apartment proudly exhibits a combination of a modern style with contemporary quirks, creating a stylish yet homely air. Sleeping a maximum of five guests across two bedrooms and one sofa bed, Central Hidden Gem is ideal for small families or groups of friends who want to explore all that the town has to offer.

The Courtyard Apartments - Sage
This beautifully appointed apartment, just minutes from Henley-On-Thames town centre, offers a luxurious king bedroom with an en-suite bathroom, rain shower, and a bright, open-plan living, dining, and kitchen area. Guests can enjoy Wi-Fi, a cosy lounge with a smart TV, a shared courtyard, and a fully equipped kitchen. Essentials and premium linens are included.
Popular amenities for Middle Assendon holiday rentals
Other great holiday rentals in Middle Assendon

Quiet Rd, North side town, 6 min walk Town & River

Superb Studio in Stunning Hambleden Valley

Ground floor room with own shower and kitchenette

Spacious loft with en-suite, parking and a view

Sweet Cozy Room near Central Oxford

Pretty home in woods near Marlow and High Wycombe

Single comfortable room ladies only

The garden cabin
Destinations to explore
- Cotswolds AONB
- Tower Bridge
- Paddington
- Big Ben
- British Museum
- London Bridge
- Covent Garden
- Marble Arch
- Natural History Museum
- Buckingham Palace
- Hampstead Heath
- St Pancras International
- Tottenham Court Road
- Kings Cross
- The O2
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square




