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Holiday houses in Winding Wood

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Top-rated holiday rentals in Winding Wood

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Top Guest favourite
A cozy living room is presented with two soft sofas, a footrest, and a small coffee table. Shelves against the wall are lined with books and decorative items. Warm lighting is provided by a lamp beside a nearby plant, enhancing the inviting ambiance.
Cottage in Gloucestershire
5 out of 5 average rating, 229 reviews

Luxury Old Sorting Office in Cotswold town centre

Cosy character barn conversion nestled in a medieval alley in the heart of Fairford, formerly used as the town's post office mailing and sorting rooms. Two boutique luxury bedrooms, both en-suite. Large fully equipped kitchen, generous living space. Pretty, enclosed stone walled garden. We're next door to a lovely 15th century inn with a choice of other pubs nearby; Italian restaurant; local shops; pharmacy; cafes and takeaways on hand - a perfect base to explore this lovely part of the world

Guest favourite
A tranquil garden setting features a stone cottage in the background, surrounded by lush greenery and colorful flowers. A small table is set with dishes, and two light-colored chairs are positioned for outdoor dining. The scene offers a quiet place to enjoy nature.
Cottage in Poulton
4.95 out of 5 average rating, 262 reviews

Charming Cotswold Cottage and Garden near Bibury

Welcome to our much loved cottage, a stones throw from Bibury right in the heart of the Cotswolds. Experience a quintessential historic English country cottage with roaring kitchen log fire, with an abundance of original features that make this a totally unique stay. With naturally crafted finishes, lime washes and natural materials throughout, eco products and toiletries we have created an eco retreat in the Cotswolds surrounded by natural beauty. Small solo dogs accommodated upon request.

Top Guest favourite
The sitting room features large double-aspect sash windows that fill the space with natural light. A comfortable gray sofa, a wooden dining table with two chairs, and a flat-screen TV are visible. A sliding door leads to a balcony with views of the surrounding greenery.
Apartment in West Hendred
5 out of 5 average rating, 143 reviews

Secluded Luxury Apartment

Welcome to our peaceful first-floor apartment, recently converted for quiet luxury with iconic mid-century design pieces, antique finds, and contemporary artwork from your professional artist hosts. Accessible via a wide spiral staircase, this private retreat features a spacious and comfortable sitting room with light-filled double-aspect sash windows, a balcony with idyllic paddock views, a mini-kitchen and a large separate bedroom. Perfect for couples, business travelers, sorry, no infants.

Top Guest favourite
The exterior of Rosemary Cottage is showcased with Cotswold stone walls and a traditional roof. A gravel pathway leads to the welcoming entrance, framed by greenery. Natural light highlights the structure, and neighboring cottages can be seen in the background, indicative of the village charm.
Home in Bibury
4.97 out of 5 average rating, 158 reviews

Cosy cottage in Bibury & parking

Rosemary Cottage is a charming Grade II Listed 17th-century Cotswold stone cottage in the heart of Bibury, “the most beautiful village in England.” Just a 2-min walk to Arlington Row and close to the tranquil River Coln, it blends original features like exposed beams with modern comforts. Featuring two cozy bedrooms, a real fire and off-street parking. Ideally situated for wedding venues, countryside walks and with the Swan Inn pub less than 5 min walk - it’s the perfect countryside retreat.

Top Guest favourite
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 Oxfordshire
4.98 out of 5 average rating, 137 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 favourite
The exterior of a unique stone dovecote is displayed, featuring a rounded structure topped with a conical roof. A single door is visible at the base, framed by flowers and greenery. Sunlight casts soft shadows on the textured stone walls, enhancing its rustic charm.
Guesthouse in Bibury
4.98 out of 5 average rating, 531 reviews

Bibury Hidden Dovecote (Grade II Listed)

We are delighted to reopen the dovecote after some essential improvements. We can now offer availability from this spring. A completely unique experience. This converted dovecote has a stunning bathroom, copper bath, wet room shower and beautiful double bedroom with terrace. Situated in a quiet but central location in Bibury with parking and breakfast. Perfect for a secret romantic break. Situated conveniently for Burford, Cirencester and Cheltenham, you can explore South Cotswolds.

Superhost
A rustic courtyard is surrounded by greenery, featuring a charming wagon with a yellow door and a teepee structure. An outdoor fire pit is set on stone paving, complemented by wooden chairs for seating. The scene is bright and inviting with clear blue skies.
Tiny home in Medstead
4.97 out of 5 average rating, 370 reviews

Wagon & The Wigwam Hot Tub

Cosy countryside wagon and a hot tub in a wigwam! Wagon & The Wigwam is a magical, hidden retreat in nature. Set in a private, rustic courtyard in the Hampshire countryside, step into a small world of creative comforts, featuring a sunken hot tub under a teepee! Rustic relaxation at its very best. Lovingly crafted to create a truly unique and relaxing space. Gaze up to the heavens from the Wagon's star lounge or look out across the fields from the Wigwam hot tub while the fire blazes.

Top Guest favourite
A welcoming sitting room features a stone fireplace with neatly stacked logs beside it. Colorful furniture adds warmth, with a wooden table in the center displaying a backgammon set. The space is illuminated by natural light streaming through the window.
Cottage in Bibury
4.95 out of 5 average rating, 185 reviews

Comfortable Cotswold lodge conservatory and garden

Centrally located in a quiet corner in one of the most picturesque villages in the Cotswolds, Saltway Lodge in Bibury is a perfect escape for peace, quiet and fresh air... It is close to Cheltenham renowned (festival) race horse track, literature and jazz festivals as well as the annual airshow at Fairford and much more. The area has many wonderful markets, pubs, spas and walks all within easy reach. A step back in time to the Roman age and beyond but with up to date amenities!

Top Guest favourite
A spacious kitchen area features a large dining table surrounded by wooden chairs. Modern cabinetry and appliances are present, alongside a central island. Natural light enters through a window, highlighting the neutral color palette and original timber beams across the ceiling.
Home in Wiltshire
4.98 out of 5 average rating, 182 reviews

Stunning listed stable conversion, Wiltshire

Escape to this recently converted 18th Century stable, providing spacious luxury accommodation ideal for families and groups of up to 6. A striking contemporary renovation in the heart of the beautiful Pewsey Vale. Modern design combined with the original oak framework has created a unique living space. Marlborough, Avebury and Stonehenge all within easy reach. Surrounded by wonderful walks and challenging cycling. Pewsey Station (2 miles) serves London Paddington (65mins).

Top Guest favourite
A gravel parking area is visible in front of a two-story annexe, framed by frost-covered grass. Two cars are parked near the building, which features a wooden facade and large garage doors. A tree stands nearby, contributing to the tranquil outdoor setting.
Guesthouse in Penton Mewsey
4.97 out of 5 average rating, 189 reviews

Peaceful private annexe with far-reaching views

The first floor annexe is accessed via a covered external staircase. Home from home, cosy but spacious one bed (2 guests) accommodation with living space and kitchen. The balcony is perfect for morning coffee/evening drinks (weather allowing) with far reaching views over the Hampshire countryside. The annexe is adjacent to our home but is entirely private for guests' exclusive use. We will welcome you, and can answer any questions but we will also respect your privacy.

Top Guest favourite
A dining area features a light-colored table covered with a polka dot tablecloth, surrounded by white chairs. A flat-screen TV is mounted on the wall, and double doors offer views to the outside garden area, while soft curtains complement the neutral wall color.
Guesthouse in Wiltshire
4.98 out of 5 average rating, 297 reviews

Self contained studio near Marlborough and Avebury

The property is totally private and provides stylish self contained studio accommodation away from the main house. It comprises a well equipped kitchen area, a luxurious en-suite shower room and a south facing private patio garden which offers lovely views of the surrounding countryside. Situated just two miles from the beautiful market town of Marlborough and near the ancient sites of Avebury and Silbury Hill, it offers the ideal country retreat to relax and unwind.

Guest favourite
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
4.93 out of 5 average rating, 366 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.

Popular amenities for Winding Wood holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Berkshire
  5. Hungerford
  6. Winding Wood