Vacation rentals in Penwood

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Top-rated vacation rentals in Penwood

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Top guest favorite
A welcoming entrance is framed by a rustic wooden gate and lush greenery. The shepherd's hut is visible in the background, with a soft sunset illuminating the sky and reflecting off the structure. Pathways bordered by wildflowers lead towards the fields beyond.
Shepherd’s hut in Ewelme
4.99 out of 5 average rating, 621 reviews

Luxury Shepherd's Hut with stunning sunset views!

Welcome to Honeysuckle, our luxury shepherd's hut with stunning views across the fields in the Chilterns. In the evenings sit and watch the sun go down around your fire pit or stay cosy indoors with your log burner. We are a working farm and you may see the tractor trundle past feeding our herds of Texal sheep (Lambing right in front of you in March/April 2025!) and Limousin cows grazing in fields, or watch the many birds. You have your own secluded, fenced and private garden area with seating.

Guest favorite
A modern, separate unit is set within a private garden, framed by wooden fencing. The entrance features a stone pathway leading to expansive glass doors, allowing natural light to fill the interior. Lush green grass surrounds the unit, enhancing its outdoor appeal.
Guesthouse in Newbury
4.89 out of 5 average rating, 168 reviews

⭐⭐⭐⭐⭐ Self Contained Annexe with a Super King bed

The Annexe has its own off-road parking space. The Annexe is a 10 minute walk from the town centre and also only a 5 minute drive to the M4. A wide variety of excellent pubs, restaurants, shops and supermarkets are all within walking distance. Highclere Castle (Downton Abbey) is 15 minutes by car. Vodafone Headquarters is a 15 minute walk, or 5 minutes by car. Newbury Racecourse is a 15 minute walk, or 5 minutes by car. Newbury railway station is a 15 minute walk, or 5 minutes by car.

Top guest favorite
The exterior of the cottage is presented, featuring a brick façade and a slate roof. Two windows adorn the front, allowing natural light into the interior. A small paved area is visible in front, furnished with two chairs and a table, in addition to well-maintained greenery.
Cottage in Peasemore
4.98 out of 5 average rating, 238 reviews

Beautifully renovated cottage - Prince's Forge

Prince's Forge is a newly converted cottage with its own private parking and courtyard garden, located on the edge of the downland village of Peasemore. It is situated on a quiet country lane, in an Area of Outstanding Natural Beauty (AONB), and has views across the neighbouring fields. It is within easy reach of the A34 and M4, and the local market towns of Newbury, Wantage and Hungerford. The nearest pub for good food and a drink is a short walk away and the local farm shop is close by.

Top guest favorite
The exterior of a charming stone cottage is framed by vibrant flower beds. Two large windows allow light to fill the entrance, accented by a welcoming blue door. A lavender patch adds a pop of color in the garden, enhancing the cottage's quaint appeal.
Home in Bourton
4.98 out of 5 average rating, 138 reviews

Cosy historic cottage near Cotswolds & Ridgeway

Stylishly decorated, spacious house in pretty Vale of White Horse village, southern edge of Cotswolds. Thoughtfully equipped and homely. Surrounded by stunning views to the Ridgeway. Great walking, village with pubs/deli/farm shop/groceries 1.5 miles away. Lovely pubs in surrounding villages. Open log fire. One king (en suite shower/WC), one double. Family bathroom/WC. Fabulous kitchen. Pets welcome, securely enclosed gardens. Friendly host. Great broadband. EV charger 100m away (cost).

Top guest favorite
Tiny home in Overton
4.97 out of 5 average rating, 458 reviews

Tranquil Garden Studio Retreat

- Stylish Garden Studio with picturesque garden 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

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
4.95 out of 5 average rating, 126 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 Downton Abbey was filmed. 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. 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, 169 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
The exterior of the studio flat features red brick walls accented with green climbing plants. A white door with a simple handle is framed by a small shrubbery, while a window with white trim is visible above, contributing to the charming appearance.
Condo in Monk Sherborne
4.92 out of 5 average rating, 140 reviews

Stunning studio flat in countryside setting

We live in a quiet and tranquil village surrounded by beautiful fields and countryside. Our studio flat is recently refurbished and is separate to our family home with its own access. There are many pretty walks around the area and several pubs in easy proximity. We have a village shop, and both Basingstoke and Tadley are 10 minutes by car. Basingstoke hospital and the railway station are also a 10 minute drive. We offer private parking (off road) for 1 car.

Top guest favorite
A contemporary studio apartment is positioned along the riverbank, featuring a modern design with large glass windows. A graceful weeping willow tree frames the scene, adding a natural element to the tranquil waterfront setting. Gentle ripples are visible on the water's surface.
Loft in Henley-on-Thames
4.94 out of 5 average rating, 211 reviews

Luxury Boathouse Apartment - central Henley

The Boathouse is a completely private studio apartment with wonderful river views. Furnished to a high standard with luxury bed linens and towels, and fully equipped with everything you could need. The perfect location for the Henley Royal Regatta, Henley Festival and The Rewind Festival Relaxing location that is perfect for watching the world and river go by, but also close enough to the hustle and bustle of the town and it's many restaurants and cafes.

Guest favorite
The modern barn conversion features a combination of wooden and brick exterior, showcasing tall windows that provide natural light. A hedge surrounds the building, adding greenery to the landscape, while the roof has metal accents, emphasizing its contemporary design.
Barn in Overton
4.92 out of 5 average rating, 129 reviews

Hazel - Heath Row Barn

Hazel is one of two self-catering flats, within a modern barn conversion. Situated in a rural location, near the village of Overton. First floor flat, with two bedrooms and a spacious living area, it is perfectly situated to enjoy country walks while close enough to Overton which has a large range of independent shops, pubs, restaurants and takeaways. A great place to get away from it all and enjoy the countryside, while still being close to amenities.

Top guest favorite
The exterior of a charming cottage is depicted, featuring a sloping roof and blue walls. Vibrant flower boxes with yellow and orange blooms adorn the windows, while a dark front door complements the overall design. A gravel pathway leads to the entrance, surrounded by greenery.
Bungalow in Tutts Clump
4.96 out of 5 average rating, 335 reviews

Garden Cottage..pretty countryside location

Our cottage is in a great little hamlet in Berkshire and is the perfect location for walking and exploring the countryside and the towns of Newbury and Reading.The cottage itself is open plan and is very light and airy with a modern mediterranean feel to it. It has two lovely bedrooms and two bathrooms. It is located in an area of outstanding natural beauty and is perfect for a quiet getaway or a busy shopping spree!

Top guest favorite
A green wooden cabin is set within a spacious lawn, surrounded by tall trees. The cabin features a covered patio area with a table and chairs, while a white umbrella provides shade. Sunlight filters through the trees, creating a serene outdoor setting.
Guest suite in Highclere
4.98 out of 5 average rating, 124 reviews

Foxglove Studio

Lovely hideaway for the discerning guest - visitors to Downton Abbey, accommodation for local shoots or simply a base for those who wish to enjoy the wide array of local walks. The studio also lends itself to anyone who wishes to pitch a tent outside and enjoy a camp fire in the wood as the evening sun sets. Summer bookings June-September weekends two night minimum.

Popular amenities for Penwood vacation rentals

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