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Vacation rentals in Middle Assendon

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Top-rated vacation rentals in Middle Assendon

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Top guest favorite
A welcoming entrance is framed by a rustic wooden gate and lush greenery. The shepherd's hut is visible in the background, with a soft sunset illuminating the sky and reflecting off the structure. Pathways bordered by wildflowers lead towards the fields beyond.
Shepherd’s hut in Ewelme
4.99 out of 5 average rating, 567 reviews

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.

Top guest favorite
A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.
Cabin in Reading
4.98 out of 5 average rating, 416 reviews

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Charming, riverside log cabin on the bank of the Kennett, overlooking a nature reserve. Privately located in my back garden there is a large open plan room with 2 double sofa beds, sleeping 4, a slate bed pool table & Hi Fi system. There's a luxury en suite bathroom with copper bathtub, shower, basin & WC. There are basic kitchen facilities with kettle, toaster, double hot plate, microwave & grill, sink & refrigerator/freezer. A veranda with 2 bbq's & seats plus lower deck overlook the river.

Guest favorite
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 Oxfordshire
4.91 out of 5 average rating, 339 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.

Top guest favorite
A detached house with a brick and stucco exterior is visible. A paved driveway accommodates two vehicles, including a dark sedan and a blue SUV. Landscaping features a short hedge and a gravel area, framed by blue skies and a few scattered clouds.
Guesthouse in Berkshire
4.98 out of 5 average rating, 144 reviews

Self-contained studio Wokingham

A self-contained newly build 20 m2 studio with separate entrance and parking. The studio is comprised of an en-suite bathroom, a super-king bed, a tall boy and a work desk. A kitchenette just next to the room with fridge freezer, microwave, kettle, toaster, coffee machine, washing machine and a tumble dryer. “The kitchenette doesn’t have a stove or an oven.” The studio is brand new and built to high standards. The studio is a 15 minutes walk to Wokingham train station and town centre.

Top guest favorite
A cozy bedroom features a wooden bed with colorful patterned pillows. Accented with stained glass windows, the room is filled with natural light. An armchair and a decorative wall art piece add to the inviting decor, creating a comfortable space for relaxation.
Shepherd’s hut in Ipsden
4.98 out of 5 average rating, 248 reviews

Luxury lantern topped Shepherds Wagon

Converted 1941 Howitzer Trailer found on a farm, lovingly converted to a home from home. Recently changed to run using Solar Energy. Contains King size bed, kitchen with convection microwave oven & grill, induction hob, fridge with freezer box, bathroom with full size shower, electric heating, TV & WIFI. Armchairs, folding table and chairs. Small patio area with barbeque and loungers, parking for one car. Rural location with views over open fields. Small village with shop and pub.

Top guest favorite
The living room features a stylish grey sofa with yellow accents, paired with a navy chair. A marble fireplace sits against a light-colored wall, and a large round mirror reflects natural light. A television is positioned on a wooden stand, complemented by a small side table.
Condo in Oxfordshire
4.99 out of 5 average rating, 199 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.

Top guest favorite
A bright living area features a spacious gray sofa with red accent pillows and a large checkered ottoman. Skylights provide natural light, while framed art decorates the walls. A dining table is situated nearby, with sliding doors leading to an outdoor terrace.
Home in Pangbourne
5 out of 5 average rating, 222 reviews

A Perfect Pad in Pangbourne!

The house was 'created' in 2020 having originally been part of the village pub - its 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.

Guest favorite
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 Oxfordshire
4.87 out of 5 average rating, 137 reviews

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 Area of Outstanding Natural Beauty.

Superhost
A well-lit bedroom features a spacious bed with decorative pillows and a soft gray blanket. Two bedside tables with lamps flank the bed, while a full-length mirror and artwork enhance the decor. Natural light enters through the double doors leading to a small outdoor area.
Apartment in Oxfordshire
4.86 out of 5 average rating, 119 reviews

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.

Top guest favorite
A bedroom features a standard double bed with a blue and white striped duvet. Nightstands with matching lamps are on either side. Wooden paddles adorn the wall above the bed, while a door leads outside. Natural light enters through a nearby window.
Apartment in Oxfordshire
4.97 out of 5 average rating, 225 reviews

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.

Top guest favorite
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
4.94 out of 5 average rating, 202 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.

Guest favorite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.98 out of 5 average rating, 291 reviews

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Popular amenities for Middle Assendon vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Oxfordshire
  5. Middle Assendon