Vacation rentals in Penwood

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Top-rated vacation rentals in Penwood

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Top guest favorite

A modern kitchen area features light cabinetry, a wooden countertop, and stainless steel appliances. Soft lighting illuminates the space, while a cozy seating area with a light-colored sofa is visible nearby. The staircase leading to the upper level is partially visible in the background.

Tiny home in Saint Mary Bourne

4.99 out of 5 average rating, 220 reviews

Quaint Newly Converted Home

In the picturesque village of St Mary Bourne, an area of outstanding beauty, you will find our newly converted one bedroom self-contained cottage with a king sized bed and all the amenities you need for a relaxing stay within the stunning Bourne Valley. Located centrally, you are within walking distance to the village shop/cafe, two award winning pubs and the historic church. Lovely walks nearby including the famous Test Way. Relax and enjoy our beautiful cottage. Strictly no infants or animals

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, 237 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.

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, 303 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

5 out of 5 average rating, 43 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

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, 125 reviews

Newly Refurbished Spacious Flat : Highclere

A newly refurbished flat on the edge of the Highclere castle estate. 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 takeaway pizzas. A 10 minute drive from Newbury and all its amenities. As well as Highclere Castle, we are ideally located for Newbury Races, Hungerford, Bombay Sapphire Gin Distillery and Watership Down.

Guest favorite

An open-plan living space showcases exposed wooden beams and a cozy lounge area. A spacious bed occupies one corner, while a dining table with chairs sits nearby. A coffee table and television are also present, inviting relaxation and comfort.

Barn in Hurstbourne Tarrant

4.88 out of 5 average rating, 306 reviews

The Hayloft, a spacious and charming period barn

The Hayloft is a stunning, converted early 19th century barn with old wooden beams and period charm. It sits in the pretty village of Hurstbourne Tarrant in the heart of the Test Valley surrounded by beautiful countryside providing walks on the famous Test Way. There are some great local pubs close by. Stonehenge, Highclere Castle and the Bombay Sapphire Distillery are all near, as well as the quaint market towns of Stockbridge and Hungerford and the ancient cathedral city of Winchester.

Top guest favorite

Lush green lawns frame the barn, with a variety of colorful flowers adding vibrancy to the landscape. Mature trees provide shade, and a neatly trimmed hedge delineates the property. The rustic barn structure can be glimpsed through the greenery, enhancing the natural setting.

Barn in Tadley

4.97 out of 5 average rating, 330 reviews

Luxurious Country Barn in a stunning location

A very special romantic & comfortable barn in a stunning quiet rural setting. Private entrance, a vast 30ft sitting room/games room/dining rm; huge 60" Smart TV with Bose surround sound system, 3 comfy sofas, 8 ft snooker table, darts board and electric disco ball. A huge new walk-in power shower. Mezzanine double bedroom with a luxurious bespoke bed. Beautiful views over open fields with horses & chickens. Stunning rural walks. Near M4 & M3. 10 mins to Basingstoke, Newbury 15 mins.

Top guest favorite

A landscaped gravel garden features a variety of low-maintenance plants and shrubs, creating a serene outdoor space. The two-story structure in the background has large windows that invite natural light, with a wooden fence providing privacy along the perimeter.

Condo in West Berkshire

4.89 out of 5 average rating, 119 reviews

The Hay Loft at Heads Hill Farm

Set on a former dairy farm, on the Berkshire/Hampshire border, The Hay Loft is a recently converted first floor studio flat finished to a superb standard. With views of Watership Down, The Hay Loft is 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 Hampshire

4.95 out of 5 average rating, 112 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, where Downtown Abbey was filmed. Secluded garden area with seating and BBQ for outdoor dining. The annexe is completely separate from our house with its own entrance and there's an allocated parking space. 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 Hampshire

4.94 out of 5 average rating, 129 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.

Top guest favorite

An aerial view captures the rustic exterior of The Annexe, showcasing a charming wooden structure with a sloped roof. Surrounded by lush greenery, a stone pathway leads to the entrance, while a gravel driveway provides parking space off to the side.

Guest suite in Hampshire

4.94 out of 5 average rating, 84 reviews

Charming annexe, Newtown Common. Nr Newbury Berks

The Annexe offers a unique, positive environment. Renovated to very high standards, it is an ideal country retreat or a relaxing space after a hard day at work. It’s location is rural but super fast fibre optic broadband installed. The nearest town is Newbury - about 5 minutes drive away. In addition, it is only a 10 minute drive to Highclere Castle, of Downton Abbey fame. Horris Hill school is within walking distance and St Gabriel’s a 2 minute drive.

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

4.94 out of 5 average rating, 294 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.