Vacation rentals in Penwood

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Top-rated vacation rentals in Penwood

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Guest favorite

Tiny home in Saint Mary Bourne

4.98 out of 5 average rating, 100 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

Oct 3 – 10

G$28,625 GYD per night

Guest favorite

Guest suite in Hampshire

4.99 out of 5 average rating, 250 reviews

The Snug - perfect for Bombay Sapphire experiences

Welcome to The Snug, our beautiful escape in Bombay Sapphire territory, on the banks of the River Test. Extended to include front door access from London St. Your suite incorporates an open plan lounge and kitchenette, wifi tv, breakfast bar, fridge, combination oven / microwave, washing machine etc through to a separate shower room and large comfy bedroom c/w luxurious cast iron bath. The Snug is beautifully furnished, clean and airy (think White Company) Visit and enjoy our home. Jem & Mark xx

Sep 18 – 25

G$17,715 GYD per night

Guest favorite

Farm stay in Headbourne Worthy

5.0 out of 5 average rating, 233 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.

Jan 30 – Feb 6

G$43,949 GYD per night

Guest favorite

Cabin in Overton

4.97 out of 5 average rating, 286 reviews

Peaceful Garden Studio with lake and river views

Step into a world of tranquility with the stylish Garden Studio. Nestled in idyllic gardens, this self-contained, interior designed space offers a sunny terrace and stunning elevated views of lakes and the River Test, perfect for unwinding and relaxing. With glorious walks on the doorstep, close to Bombay Sapphire, Highclere Castle and a stone's throw from Overton village, there's plenty to do. Conveniently near the station with ample parking, stay here to escape city life, retreat and relax.

Sep 28 – Oct 5

G$21,129 GYD per night

Guest favorite

Condo in West Berkshire

4.84 out of 5 average rating, 134 reviews

The Old Dairy at Heads Hill Farm

Set on a former dairy farm, on the Berkshire/Hampshire border, The Old Dairy is a newly 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 and we even have a tame local peacock! Close to Highclere Castle, Newbury Racecourse.

Sep 3 – 10

G$21,963 GYD per night

Guest favorite

Barn in Hurstbourne Tarrant

4.91 out of 5 average rating, 238 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. Our superb local pub is just across the road. Stonehenge, Highclere Castle and the Bombay Sapphire Distillery are all nearby, as well as the quaint market towns of Stockbridge and Hungerford and the ancient cathedral city of Winchester.

Sep 15 – 22

G$27,290 GYD per night

Guest favorite

Guest suite in Kintbury

4.87 out of 5 average rating, 259 reviews

The Annex

This is a self contained annex above a double garage (please note low roof angles in places) with an independent door. It has a kings 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.

Jun 21 – 28

G$16,440 GYD per night

Guest favorite

Cottage in Newbury

4.99 out of 5 average rating, 142 reviews

Idyllic entire romantic riverside thatched cottage

Newly and lovingly restored thatched cottage in beautiful countryside on the banks of the River Lambourn. Tranquil. Superfast broadband. Traditional but comfortable, a perfect getaway for relaxation or working remotely. Easy links to the M4 and London (1hr 15 from Chiswick/car) and Heathrow (1hr/car) Oxford, Hungerford South facing garden to front of cottage (9m x 6m) Flower borders/lawn/table chairs. Loungers on request View onto river from cottage Good walking nearby Car advisable

Aug 12 – 19

G$32,196 GYD per night

Guest favorite

Guesthouse in Highclere

4.98 out of 5 average rating, 149 reviews

Hawks Barn: New getaway barn with stunning views.

Hawks Barn is a newly 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 stations to Paddington and Waterloo. Opposite the main house, with ample parking the barn has a king bedroom and a twin bedroom. Downstairs is a modern sitting room with a 7-seater l-shaped sofa, large TV, fully fitted kitchen, and a dining and work space.

Feb 26 – Mar 5

G$32,054 GYD per night

Guest favorite

Barn in Ecchinswell

4.96 out of 5 average rating, 138 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.

Feb 24 – Mar 3

G$21,342 GYD per night

Guest favorite

Cottage in Ashford Hill

4.92 out of 5 average rating, 228 reviews

Thatched Grade ll property in Ashford Hill

A detached, Grade ll, 200 year old thatched cottage in the small village of Ashford Hill, close to Newbury. My husband Andy and I own this one bedroom cottage, which has been carefully furnished and has parking and a small dedicated outdoor space.. It is an ideal base to explore the local area. Guests can visit Highclere Castle (Downton Abbey), attend the races at Newbury Race Course or enjoy the walks in the surrounding area including Watership Down.

Oct 22 – 29

G$20,061 GYD per night

Guest favorite

Apartment in Kintbury

4.95 out of 5 average rating, 188 reviews

Four Oaks, Kintbury. Private self-catering annex.

Situated on the edge of the picturesque village of Kintbury in an area of outstanding natural beauty. The first floor annex with it's own entrance via stairs to the side of the main house has private, comfortable living accommodation with kitchen, dinning and lounge area; double bedroom and en-suite shower room. There is an outside area to sit on those warm sunny days.

May 22 – 29

G$21,342 GYD per night