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.

%{current} / %{total}1 / 1
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.

Top guest favorite
The spacious studio features a king-size bed with soft bedding and a cozy sitting area with a three-seater sofa. Warm light is provided by thoughtfully placed lamps, and a round mirror enhances the room's openness. Large windows invite natural light into the airy space.
Loft in East Ilsley
4.97 out of 5 average rating, 236 reviews

The Studio at Kennet House : a historic home

A spacious & comfortable Studio. Self contained & private. The Studio is part of the historic ‘Listed’ Grade II* Kennet House, built in 1701 by the Bishop of Oxford, nestled near the village pond, the church & the village pub. The Studio is an airy, calm space: Kitchenette & table 3 seater sofa & smart TV King size bed & dressing table Bathroom: bath with a shower Washing machine, iron & board Entrance hallway: ideal for bikes & boots. The Studio is on the first floor via a private staircase.

Top guest favorite
A charming shepherd's hut is positioned in a serene paddock, showcasing a vibrant sunset in the background. Two light blue chairs are placed outside the hut, with an open view of the surrounding landscape. The sky is painted in shades of orange and gray, creating a peaceful atmosphere.
Shepherd’s hut in Laverstoke
4.95 out of 5 average rating, 152 reviews

Tinkywinky’s Shepherds Hut

In the pretty hamlet of Freefolk you will find a charming secluded Shepherds hut set in 12 acres, and includes a hot tub & pizza oven, WiFi, gas hob, king size bed, sofa, dining table, toilet, shower, fridge freezer, stove, solar electricity and fire pit - it has everything you need. It overlooks our horses, sheep & chickens. A short walk will take you to the award winning Watership Down Inn & Bombay Sapphire distillery. The surrounding area boasts beautiful walks. Dogs & all Logs are free.

Top guest favorite
The peaceful bedroom features a spacious bed with light bedding. Two bedside tables with lamps are positioned beside the bed. A cozy armchair is placed in one corner, and light curtains frame the window filled with natural light.
Guest suite in Winterbourne
4.99 out of 5 average rating, 620 reviews

Self contained annexe in peaceful & rural location

Down a little no through lane this self contained annexe to our house is on the Monarch's Way in a quiet, rural position just 3 miles from the cathedral city of Salisbury. The River Bourne runs close by. The ground floor annexe has a modern but peaceful bedroom with en-suite shower, separate kitchen/living area with double doors on to the patio & a sitting room with sofa bed. Parking for one or two cars. Convenient for anyone working at Porton Down & is 10 minutes from Salisbury by car.

Top guest favorite
The exterior showcases a charming brick cottage with a slate roof. A wooden front door is framed by a decorative wreath, with large windows allowing for natural light. A gravel driveway and secure gate are visible, surrounded by greenery.
Guesthouse in Uffington
4.98 out of 5 average rating, 361 reviews

Walnuts Forge - Self Contained Accomodation

Self contained character converted blacksmiths Forge providing a lounge with two sofa beds, wood burning stove and TV. Newly fitted kitchen and bathroom with walk in shower and a separate double bedroom, patio. Situated on the edge of the village of Uffington in the Oxfordshire countryside at the foot of the historic White Horse hill, Walnuts Forge is perfectly located for walkers or visitors looking for peace and quiet or exploring the Cotswolds or Oxford a few miles away. Secure parking.

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
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.

Top guest favorite
The room features a spacious bed with luxury linens, complemented by a comfortable sofa, ideal for relaxation. A wooden side table displays a small vase with flowers. A door leads to the en suite bathroom, while a mirror adds a sense of depth to the space.
Tiny home in North Waltham
4.92 out of 5 average rating, 142 reviews

Little Box

Cosy little Annex with one bedroom and one bathroom. Perfect size for two (or 2+baby). Double bed with luxury bed linen, comfy sofa, TV and tea & coffee making facilities in the main room. We have a very small fridge for milk or a baby bottle. Black out blind available. En suite with shower, sink and toilet. The terrace is a little sun trap during the summer with seating. Little Box is separate to our home, so you can come and go as you please. Free parking available.

Top guest favorite
A spacious wooden deck is presented, featuring a mix of outdoor seating options, including a cozy sofa set and a round table with two chairs. The deck is surrounded by greenery, and a gentle overhang protects the sitting area, enhancing outdoor enjoyment.
Apartment in Berkshire
4.99 out of 5 average rating, 109 reviews

Cosy Rural Apartment

Kites Nest is charming and well appointed one bedroom apartment on the grounds of Hungerford Park, minutes from the town of Hungerford, a historic market town in the heart of the North Wessex Downs of Outstanding Natural Beauty and is surrounded by stunning countryside and picturesque villages. An ideal location for exploring Berkshire, Hampshire, Wilshire and Oxfordshire and within easy access to the M4 and Hungerford station which gives access to London Paddington.

Popular amenities for Penwood vacation rentals

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