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.

1 of 1 pages1 / 1
Top guest favorite
An open-plan living space features a modern kitchen with dark cabinetry and stainless steel appliances. A spacious lounge area contains a comfortable black sofa, while a dining table with several chairs is positioned nearby. Abundant natural light streams in through large windows, illuminating the wood-look flooring.
Apartment in Highclere
5 out of 5 average rating, 151 reviews

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.

Top guest favorite
The exterior of the barn showcases a traditional design with a weathered wooden façade and a pitched roof. Large glass doors provide a view into the interior, while the surrounding area features a gravel pathway and potted plants, set against a backdrop of trees.
Guesthouse in Highclere
4.96 out of 5 average rating, 274 reviews

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.

Top guest favorite
A spacious room features a king size bed with light blue bedding. A small dining table is positioned nearby, complemented by rattan seating. A kitchenette with a microwave and fridge is visible, along with a TV. Natural light filters in through two windows.
Guest suite in Kintbury
4.87 out of 5 average rating, 335 reviews

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.

Top guest favorite
The exterior of a detached two-story annex featuring grey siding and a large gravel parking area. Solar panels are installed on the roof. Two garage doors are visible, and the main entrance is flanked by two windows, providing natural light to the space.
Apartment in Woolton Hill
4.95 out of 5 average rating, 101 reviews

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.

Top guest favorite
The Pigsty features a unique domed structure with a blend of dark and natural wood accents. A small outdoor seating area with a round table and two chairs is positioned at the entrance, surrounded by lush greenery and potted plants.
Hut in Winchester
4.98 out of 5 average rating, 638 reviews

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.

Top guest favorite
A private entrance to the cottage is framed by brick pillars with lanterns. A gravel driveway leads through lush, green grounds towards a spacious farmhouse nestled under towering trees. Autumn foliage adds warmth to the inviting landscape.
Bungalow in Headley
4.91 out of 5 average rating, 159 reviews

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.

Top guest favorite
Tiny home in Overton
4.97 out of 5 average rating, 483 reviews

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

Superhost
The exterior of the converted building features a gravel driveway leading to glass doors. Brick walls provide a rustic charm, while lush gardens and manicured landscaping are visible in the background, framed by fencing and greenery.
Condo in Thatcham
4.81 out of 5 average rating, 205 reviews

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.

Top guest favorite
A gravelled outdoor area features modern seating arrangements, set against a backdrop of lush greenery and woven fencing. Purple flowers enhance the space, adding a touch of color. The seating area is designed for relaxation and outdoor dining.
Guesthouse in Highclere
4.96 out of 5 average rating, 141 reviews

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.

Top guest favorite
A wooden gate stands slightly open, framed by gravel parking and surrounded by a wooden fence. The sky displays soft hues of orange and pink as the sun sets, with silhouettes of trees in the background creating a serene atmosphere.
Apartment in Highclere
4.93 out of 5 average rating, 194 reviews

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.

Guest favorite
An A-frame structure is framed by trees and surrounded by blooming bluebells. Light filters through the open front, illuminating the interior where a seating area is presented. The natural setting offers a serene escape, with vibrant flowers in the foreground enhancing the tranquil scene.
Hut in Ovington
4.97 out of 5 average rating, 166 reviews

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!

Top guest favorite
A charming thatched cottage is surrounded by green grass and trees. The rustic structure features a wooden exterior and multiple windows that provide natural light. A simple picket fence adds to the character of the property, enhancing the rural ambiance.
Barn in Ecchinswell
4.92 out of 5 average rating, 402 reviews

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

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Penwood