Vacation rentals in Penwood

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Top-rated vacation rentals in Penwood

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Guest favorite
A charming English cottage features a moss-covered roof and multiple gabled windows. Lush greenery surrounds the exterior, with well-maintained hedges and an expansive lawn providing an inviting outdoor space. Tall trees cast gentle shadows, creating a serene setting for relaxation.
Cottage in Hampshire
4.89 out of 5 average rating, 108 reviews

English Country Cottage

An ultimate English cottage with nearby Highclere Castle a 10 minute drive away. Lovely walks and pubs nearby and shopping in Newbury town centre. A lovely retreat for couples, friends, artists, writers, and those just looking for a peaceful getaway. The cottage is NOT suitable for children under 12 years of age because of the spiral staircase and pond. NO pets because we have severe allergies. The have fibre optic WiFi, so most of the time it’s brilliant. ***The cottage has very low ceilings.

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, 277 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.

Superhost
A rustic cabin with a dark metal roof and timber exterior is surrounded by trees. Smoke gently rises from a chimney. The front porch, featuring large glass doors, leads to a welcoming seating area. A pathway of stepping stones guides the way through the lawn.
Farm stay in Headbourne Worthy
4.96 out of 5 average rating, 372 reviews

A Unique Farm Retreat

There’s something magical about The Granary. Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester. Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.

Guest favorite
The exterior of the annex features a two-story brick façade with a combination of windows, including two dormer windows on the upper level. A spacious paved area is situated at the front, leading to a wooden door. Surrounding greenery is visible, enhancing the rural setting.
Home in Highclere
4.94 out of 5 average rating, 126 reviews

Ideally situated quiet annex close to Newbury

Situated just outside the village of Highclere and a few minutes drive from Highclere Castle. We are a 10 minute drive to the centre of Newbury and 15 minutes from the M4 (J13). The Annex enjoys rural outlooks over Highclere Estate to the front and Great Pen Wood to the rear. It is a first floor separate annex providing privacy during your stay. The newly decorated cosy two bedroom cottage has a kitchen, sitting area, a separate modern bright bathroom. Private outside space is also available.

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
4.94 out of 5 average rating, 108 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, 646 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 traditional thatched cottage is framed by lush greenery and flowering shrubs alongside a gently flowing river. The cottage features a white door and brick exterior, with a serene garden area visible in front, contributing to the tranquil countryside setting.
Cottage in Newbury
4.98 out of 5 average rating, 253 reviews

Romantic Thatched Riverside Garden Cottage Entire

Lovingly restored thatched cottage in beautiful countryside on the banks of the River Lambourn. Tranquil. Superfast broadband. Traditional comfortable. CAR NECESSARY as no shop or pub in the village itself. STEEP STAIRCASE! Unsuitable for disabled access. By car - M4 to London and Heathrow (1 hr) Oxford/Cotswolds, Hungerford, Wantage South facing garden to front of cottage (9m x 6m) Flower borders/lawn/table chairs. Loungers on request View onto river from cottage Good walks nearby

Top guest favorite
The spacious upstairs living area features exposed wooden beams and tasteful furnishings. A comfortable sofa adorned with decorative pillows is complemented by two armchairs. A coffee table with magazines and a basket sits centrally, while a dining area is visible through an open door leading to the views outside.
Guesthouse in Thatcham
4.99 out of 5 average rating, 355 reviews

Manstone Cottage, Yattendon

Situated just outside the picturesque village of Yattendon, Manstone Cottage is surrounded by beautiful views of rolling country side. Spacious and elegantly furnished, with private parking the cottage is the ideal get away for couples, families or small groups. Within walking distance of the village with it's fantastic pub, shop, cafe, brewery and beauty salon you won't have much need to go far but it's also well situated for access to Newbury, Hungerford, Goring, Pangbourne and Henley.

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, 147 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.

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, 175 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!

Guest favorite
An exterior view of a charming cottage made of stone and brick, featuring a red-tiled roof and multiple large windows. The surrounding area includes well-maintained greenery and a gravel driveway, enhancing the peaceful rural setting.
Home in Hampshire
4.96 out of 5 average rating, 113 reviews

The Old Stables, Derrydown Farm

A spacious cottage - two bedroom, three bathroom - converted from old stables - part of a 15th century traditional Hampshire farmstead in a tranquil edge-of-village setting in the iconic Bourne Valley. Two local pubs and village shop plus historic 12th century church within a 10 minute walk along flat footpaths. One guest described St Mary Bourne as a "Miss Marple village". Anyway it's perfect for a get-away-from-it-all weekend or midweek break.

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, 413 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.

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