
Vacation rentals in Penwood
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Penwood
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Spacious self contained cottage - parking and wifi
Self contained 1 bed cottage set in the private grounds of an old farm house. The property is close to Newbury, a quaint market town with great transport links to London. There are many amenities close by including Newbury racecourse, golf clubs, Highclere Castle as well as a plethora of great pubs, restaurants and fantastic walks. It's great for couples, friends & solo travellers. Plus it is ideal for business travellers due to is proximity to Vodafone HQ, AWE plus many more businesses.

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

The Old Dairy at Heads Hill Farm
Set on a former dairy farm, on the Berkshire/Hampshire border, The Old Dairy is a recently converted ground floor studio flat finished to a superb standard. With views towards Watership Down, located off a quiet country lane leading directly into the Greenham Common nature reserve; it offers a very restful, rural retreat. Ideal for cyclists, hikers and nature-lovers, red kite circle overhead, deer wander through, so much nature to enjoy. Close to Highclere Castle, Newbury Racecourse.

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.

Roomy self-contained annex near Highclere Castle
Within 5 minutes drive of Highclere Castle (Downton Abbey) set in the North Wessex area of outstanding natural beauty on the edge of a dark sky area. Close to Newbury, 1 hour to Oxford, Windsor, Bath, Winchester and Stonehenge. London 1 hour by train from Newbury Station 15 minutes away. There are a variety of places to eat close by ranging from cosy pubs to fine dining restaurants. Vine Annex sleeps 4 one king sized double, one single and one small single in twin room.

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.
Popular amenities for Penwood vacation rentals
Other great vacation rentals in Penwood

English Country Garden - Converted 2bed/bath barn

Beautiful Two Bedroom Cottage

Thatched Grade ll property in Ashford Hill

Forest Cabin & IR Sauna near Goodwood & Cowdray

Cottage in Highclere

Light and airy self contained annex

Hatton Barn - luxury retreat. (Sauna coming!)

Cedar Cabin
Destinations to explore
- New Forest National Park
- Wembley Stadium
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Cotswolds AONB
- University of Oxford
- Goodwood Motor Circuit
- Stonehenge
- South Downs National Park
- Blenheim Palace
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Longleat Safari Park
- Windsor Castle
- LEGOLAND® Windsor Resort
- Southbourne Beach
- Cheltenham Racecourse
- Bracklesham Bay
- Lower Mill Estate
- Hampton Court Palace
- Highclere Castle
- Boscombe Beach
- Mudeford Quay





