Vacation rentals in Penwood

Newly Refurbished Spacious Flat : Highclere

A newly refurbished flat on the edge of the Highclere castle estate. The flat is attached to our family home. We are in the middle of the village of Highclere on a country lane with many beautiful walks on the doorstep. The accommodation is within walking distance of our local pub 'The Red House' which serves delicious food and takeaways. A 10 minute drive from Newbury and all its amenities. As well as Highclere Castle, we are ideally located for Newbury Races & Bombay Sapphire Gin Distillery.

Hawks Barn: New getaway barn with stunning views.

Hawks Barn is a refurbished, self contained, two bedroom getaway, located a stones throw from Highclere Castle (Downton Abbey). Surrounded by stunning views and walks, the barn is just 10 minutes from Newbury and Whitchurch station to Paddington and Waterloo. Opposite the main house, with parking for 2 cars, the barn has a king bedroom and a twin bedroom, and a small bathroom. Downstairs is a modern sitting room with a 7-seater sofa, large TV, fully fitted kitchen, and a dining and work space.

The Pottery Barn

This is a self contained annex above a double garage (please note low roof angles in places) with an independent door. It has one king size bed with some seating and a TV and dinning table. There is a small kitchenette including a microwave, fridge, kettle and toaster. The ensuite has a basic electric shower and usual amenities. There is internet available. If you would like to bring a child please contact us before to check if suitable. There is parking on the main road or opposite in a Close.

Self contained en suite room (1 of 2)

Kick back and relax in this calm, quiet, stylish space. Newly completed self-contained, en suite in a detached annex to a country house at the edge of a village. Each flat has AC Heating, Luxury wetroom, Breakfast kitchen (coffee machine), bar to eat or work at. Fast broadband. There is a flatscreen with netflix that you can watch in bed or on our large velvet sofa. Enjoy all year round luxury; great for country walks/pubs, Bike trails and easy access to Newbury, A34 and Highclere castle.

The Pigsty

The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

Tranquil Garden Studio Retreat

- Stylish Garden Studio, enjoy birdsong, wildflowers and stunning views - Walkable from Overton station - Pubs, shops & local restaurants close by - Thoughtful touches, local gin, breakfast, fluffy towels - Fast WiFi, dedicated workspace & free parking - Dog-friendly, secure garden with resident, friendly dogs - Scenic walks from the doorstep - Escape from the city and immerse in nature - Close to Bombay Sapphire and Highclere Castle - Perfect for couples, dog owners and solo adventurers

Lovely self-contained annex with outdoor space

A lovely self-contained annex furnished to a high standard in a quiet rural location on the Berkshire/Hampshire border, close to Newbury and Oxford and walking distance to Highclere Castle (Downton Abbey). Fenced secluded garden area with seating and BBQ for outdoor dining. The Annex is completely separate from our house with its own entrance and there's an allocated parking space for one car. Well behaved dogs are always welcome and there are some lovely walks on our doorstep.

Idyllic listed converted barn with tennis court

A stunning 3-bedroom barn conversion nestled in the heart of rural Hampshire, this unique home blends rustic charm with luxury living. Lovingly restored and decorated to an exceptional standard, it features open-plan living, exposed beams, and high-end finishes throughout. Surrounded by countryside, it's a tranquil retreat with modern elegance—perfect for those seeking style, comfort, and serenity with access to a tennis court, plenty of walks and pubs directly from your door.

The Glade at Ladyhill Vineyard near Winchester

Nestled on the edge of an ancient wood in South Downs National Park and with fantastic views over Ladyhill Vineyard and the Hampshire countryside The Glade has a cosy A-Frame to grab a good night sleep, a separate shower room with flushable loo to keep you fresh and a kitchen equip-for-easy glamping. Relax and admire the views, BBQ on the fire pit, spot deer and hare or stroll down the river Itchen to The Bush gastro pub. You’ll return home totally refreshed!

The Pigsty

Escape to a tranquil rural setting in the heart of the Hampshire countryside and in the shadow of Watership Down. Beautiful self-contained accommodation surrounded by gardens in a historic village with easy access to a multitude of walks and local amenities. Nearby attractions include Highclere Castle, Greenham Common, Stone Henge, Newbury and Winchester. Oxford (35 miles), Bath (70 miles) and London 45 minutes on the train from Newbury or Basingstoke.

Thatched Grade ll property in Ashford Hill

A detached, Grade ll, 200 year old thatched cottage in the small village of Ashford Hill, close to Newbury. My husband Andy and I own this one bedroom cottage, which has been carefully furnished and has parking and a small dedicated outdoor space.. It is an ideal base to explore the local area. Guests can visit Highclere Castle (Downton Abbey), attend the races at Newbury Race Course or enjoy the walks in the surrounding area including Watership Down.

The Pool House

Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.