Vacation rentals in Winding Wood

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Top-rated vacation rentals in Winding Wood

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Guest favorite

Farm stay in Headbourne Worthy

5.0 out of 5 average rating, 235 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$44,101 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 3 – 10

G$16,497 GYD per night

Guest favorite

Barn in Hurstbourne Tarrant

4.91 out of 5 average rating, 239 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 20 – 27

G$27,385 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

Sep 19 – 26

G$33,800 GYD per night

Guest favorite

Loft in Letcombe Regis

5.0 out of 5 average rating, 150 reviews

The Stable Loft, Oxfordshire

A beautiful, secluded apartment, the Stable Loft has been lovingly restored into the perfect countryside retreat. The Loft is tucked away by a stream on the edge of a pretty village boasting beautiful scenery, lovely walks and an award-winning pub. Nestled at the foot of the Ridgeway, Letcombe Regis is the perfect location for walking or cycling holidays, as well as a wonderful spot for those who want some peace, quiet and culture, with the historic city of Oxford less than 20 miles away.

Dec 11 – 18

G$25,563 GYD per night

Guest favorite

Cottage in Peasemore

4.99 out of 5 average rating, 175 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.

Nov 17 – 24

G$29,631 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.

Jan 12 – 19

G$31,935 GYD per night

Guest favorite

Guesthouse in Wiltshire

4.93 out of 5 average rating, 181 reviews

The Annexe at the Coppice - Self contained

Shalbourne is a beautiful village about 3 miles from Hungerford and 8 miles from Marlborough and in an area of outstanding natural beauty. We have a friendly village pub which has a large and varied menu and a village shop which serves delicious fresh coffee and pastries. The Annexe is a comfortable twin-bedded studio set in our 2 acre garden which has far reaching views over the surrounding countryside. There are great walks and cycle rides from our front door.

Jun 13 – 20

G$18,142 GYD per night

Guest favorite

Barn in Ecchinswell

4.96 out of 5 average rating, 139 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.

Nov 21 – 28

G$21,263 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 23 – 30

G$21,416 GYD per night

Guest favorite

Cottage in Ramsbury

4.93 out of 5 average rating, 273 reviews

Secluded & Quiet Coach House

An original Coach House - in the heart of Ramsbury, a quintessential English village. 5 miles from Hungerford, Marlborough & M4 junction 14. The house is in our quiet garden, with your own private access from the street. It is spacious, light & recently decorated. Ramsbury is a stunning village on the river Kennet which is in an area of outstanding natural beauty.

Aug 16 – 23

G$26,395 GYD per night

Superhost

Cabin in Froxfield

4.91 out of 5 average rating, 182 reviews

Open Plan Barn near Hungerford and Marlborough

The space is a sumptuous and comfy open plan barn adjacent to a Manor House set in 5 acres of garden. The barn is located near to popular Hungerford and renown Marlborough. A couple or single person could stay. No pets or babies allowed. They'll be a selection of cereals, bread, butter, jam and marmalade for you to have for breakfast.

Mar 16 – 23

G$25,674 GYD per night