Holiday houses in Winson

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Top-rated holiday rentals in Winson

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Guest favourite

Condo in Bibury

4.84 out of 5 average rating, 170 reviews

Cosy Cotswolds Cottage, Bibury

Double bed flat, open plan living room kitchen. Suit a couple or two friends. Can accommodate children. The lounge sofa converts to a double bed. On site parking for one car. Ramp to front door, premises on one level, easy access for mobility impaired. Great for walking and sightseeing. Easy driving distance from Bourton, Stow, Cheltenham and Cirencester. Tranquil location, close to village centre. This is a no smoking home. 1.75 miles from Cripps Barn and a third of a mile from the Swan Hotel.

19–26 Mar

$246 NZD per night

Guest favourite

Cottage in Stratton

4.97 out of 5 average rating, 463 reviews

Short walk to Cirencester; Cotswolds, walks, pubs

Luxury, boutique accommodation for two, our lovingly restored Victorian stable is fully equipped and stylishly decorated with a Scandi meets Provence feel. Escape here to relax or to explore the historic, scenic and culinary delights of the Cotswolds. It's a short walk to Cirencester with its Roman museum, market, shops, cafes and restaurants, or short drive to Cheltenham with its famous Race Course, Music and Literary Festivals. Historic sites, charming villages, walks and cosy pubs await you

10–17 Aug

$275 NZD per night

Guest favourite

Guest suite in Ampney Crucis

5.0 out of 5 average rating, 269 reviews

The Tallet, Self-Contained Country Annex

The Tallet is perfect for couples, nestled away within the quiet village of Ampney Crucis on the outskirts of Cirencester, a busy little market town at the heart of the Cotswolds. The detached annex is on 2 separate levels, self-contained allowing peace/privacy throughout the stay. Accessed down a shared drive to the end of our cottage garden, benefiting from stunning views of the surrounding countryside. Within walking distance to the Crown at Ampney Brook where you can enjoy drinks/food.

29 Jul – 5 Aug

$224 NZD per night

Superhost

Guesthouse in Bibury

4.83 out of 5 average rating, 353 reviews

The Small House with a Big Welcome

The Small House, is a quaint detached cottage situated just outside the beautiful Cotswold Village of Bibury. Its a short walk to the typically Cotswold charming village of Bibury and just a short drive from Cirencester, and an 8 minute walk away from Arlington Row, owned by the National Trust, which is one of England’s most iconic and photographed sites, it even appears on the inside cover of UK passports! Use the small house as a base to explore and enjoy a true Cotswold experience.

12–19 Jan

$210 NZD per night

Guest favourite

Loft in Chedworth, Cheltenham

4.92 out of 5 average rating, 302 reviews

Shrove, rural idyll with breakfast hamper

Relax and soak in the peace and quiet at Shrove Cottage, an idyllic little gem of a property which is self-contained with its own private entrance, roomy modern bathroom with underfloor heating, fully equipped kitchen and bedroom/sitting room area with beautiful views up the Chedworth Valley. A perfect central location for work, rest and play. Breakfast with home-made bread included for you to prepare and eat at your leisure. Available at Shrove Cottage, Pancake Hill. (URL HIDDEN)

7–14 Apr

$195 NZD per night

Guest favourite

Home in Coln Rogers

4.96 out of 5 average rating, 343 reviews

The ultimate luxury hideaway.

The Priest House is situated in the garden of our home on the edge of the village, next to the beautiful Saxon Church of St Andrews. We are only 1.5 miles from the popular wedding venue of Cripps Barn. The cottage sleeps 2 people in one bedroom. It is ideal for a romantic getaway or just a well earned rest! The accommodation in under the tiled roof, the thatched end is a home office. The garden is for your use only, but we will occasionally need to walk through to get to the office.

1–8 Sep

$398 NZD per night

Guest favourite

Barn in Gloucestershire

4.98 out of 5 average rating, 260 reviews

Luxury medieval barn in Cotswold town centre

Unique barn conversion nestled in a medieval alley in the heart of Fairford - open plan barn living with a snug living room and luxury bathroom. Climb the spiral staircase to the boutique bedroom or relax in the 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!

2–9 Jul

$316 NZD per night

Guest favourite

Cottage in Bibury

4.84 out of 5 average rating, 472 reviews

Bibury Riverside Cottage Grade II listed 6ppl trad

Quintessential, cosy and completely charming Grade II Listed, two bedroom Cotswold stone cottage, at heart of Bibury "the most beautiful village in England." directly opposite the famous Arlington Row & perched across the road from tranquil River Coln. Built in the 17th century, Sackville House retains its beautiful original features of exposed beams, stonework and timber doors. Swan Hotel, Trout Farm&shop<3 min walk. Cribbs Barn & Stone Barn<8 min drive.

17–24 Jan

$419 NZD per night

Guest favourite

Guesthouse in Withington

4.99 out of 5 average rating, 257 reviews

Stylish studio apartment with breakfast hamper.

Nestled in the Cotswold countryside, Pillars Loft offers a hideaway perfect for two, with stylish interiors, modern amenities and luxurious home comforts. Bordering the regency spa town of Cheltenham and the charming market town of Cirencester, Pillars is perfectly located for those looking to enjoy a spot of retail therapy, fine dining or festival scene that Cheltenham is renowned for while also catering for those looking for a peaceful rural retreat.

30 Oct – 6 Nov

$219 NZD per night

Guest favourite

Home in Quenington

4.97 out of 5 average rating, 294 reviews

Sika Cottage, Quenington, the Cotswolds

Sika Cottage is a newly renovated, private and comfortable cottage in the beautiful village of Quenington in the Coln Valley. The cottage is ideal for single people or couples looking to explore the beauty of the Cotswolds - whether through walking, cycling, visiting local attractions, or just looking to relax. The cottage is fully fitted with everything one would require and also comes with a porch and attractive outside garden space.

11–18 Mar

$245 NZD per night

Superhost

Cottage in Chedworth

4.86 out of 5 average rating, 257 reviews

Littlecote Cottage, Cotswolds

Littlecote Cottage is a charming two bedroom, one bathroom cottage, nestled in the picturesque village of Chedworth in the heart of the Cotswolds. Littlecote is tastefully decorated featuring traditional oak beams, exposed brickwork, flagstone floors as well as all modern conveniences. The sitting room features an original inglenook fireplace with wood burning stove (logs provided) and a window seat overlooking Chedworth Valley.

11–18 Jul

$212 NZD per night

Guest favourite

Guesthouse in Cheltenham

4.98 out of 5 average rating, 113 reviews

Leighterton, a beautiful Cotswold hideaway

Leighterton is a new bolthole in the heart of the Cotswold. The small, but perfectly formed, annex offers a beautifully designed, well-equipped space to stay. Surrounded by fields guests can enjoy walks, cycling and exploring neighboring villages. We are also perfectly located for guests of weddings at Cripps and Stone Barn. Located in a separate building next to the main house you have both security and privacy.

8–15 Oct

$257 NZD per night