Self Catering

5 Vineyard Street

No 5 Vineyard street is a newly renovated traditional Cotswold stone cottage perfectly positioned in the centre of Winchcombe,angieslist literally on the Cotswolds and Winchcombe Way. The cottage comprises a flagstone floored and beamed sitting room, a well equipped kitchen, sunroom, secure garden, 2 double bedrooms and a modern shower room. There is easy parking directly outside the cottage and after a day enjoying the fabulous countryside, many local hostelries and shops are just easy strolls to enjoy your evenings.

5 Vineyard Street, Winchcombe GL54 5LP
07825 013305 /

6 Vineyard Street

A delightful two bedroom cottage in the heart of Winchcombe, sympathetically restored with the highest standard of angieslistfixtures and fittings and is a luxurious place to stay. The cottage has a flagstone floored sitting room with fireplace and working log burning stove. There is a fully fitted kitchen and delightful seating area overlooking the pretty courtyard garden. Off the kitchen is a beautiful bathroom with bath and separate shower enclosure to relax after a long day’s walk.
A king size double bedroom on the first floor and two full size single beds on the second floor. The White Company linen and towels are provided in keeping with the luxurious feel to the cottage.

Situated on the Cotswold Way and only a short walk to the gates of Sudeley Castle you are perfectly positioned to enjoy a wonderful escape in the beautiful Cotswolds.

6 Vineyard Street, Winchcombe GL54 5LP
01242 604901 /

Bells Cottage

Bells Cottage has one bedroom with a superking sized four poster bed, the sitting room has a double sofa bed. We also have a cot/toddler bed. We accept well behaved dogs, and have a secure rear garden with teak garden furniture. Our kitchen is well equipped, we provide a welcome basket and general necessities including tea and coffee (Nespresso machine provided) milk sugar etc. We provide all linen and towels and have a washing machine, tumble dryer, dishwasher, fridge, freezer. The house has central heating and a log burner effect gas fire in an inglenook fireplace in the sitting room. High speed broadband is also available.

All booking enquiries should be made by telephone to Deborah Kelly.

Church Road, Alderton, near Winchcombe GL20 8NR
07799 473400 /

Feather Cotswold Cottages

A small selection of beautiful holiday cottages that sleep 2-6 people based in and around Winchcombe.

The cottages have been renovated and restored with quirky interior design features and a feeling of luxury and style. There is private parking for at least one car at every cottage. They all have cosy log burners, gardens, stylish interiors and great links to Cheltenham and the surrounding area.

Winchcombe, Cheltenham, Gloucestershire
07967 391379 /

Fern Cottage

Fern Cottage is a mid-terrace cottage in the centre of Winchcombe. The property is full of rustic features and character, you will enjoy its charm within this lovely Cotswold market town.

Hosting two bedrooms; a king-size which can be separated to become a twin, and a double, along with a bathroom containing a shower over bath, this property can sleep up to four people. There is also a kitchen/diner and a sitting room with gas fire.

To the outside at the back there is a lovely patio with seating, a long garden which leads to the off-road parking in the lane at the rear.

Winchcombe, Cheltenham, Gloucestershire

Homelands Holiday apartment

Homelands occupies a quiet semi-rural position with free private parking and access to an EV Charging point on our drive. The location looks out over the Cotswold Area of Outstanding Natural Beauty and is within walking distance of Cleeve Hill. We have a comfortable and well-appointed self-catering Apartment sleeping 1-4 people. Homelands is in the ‘Green Tourism’ scheme for its excellent environmental credentials. Free WiFi and a well-equipped fitted kitchen and sitting/dining room compliment the king-size en-suite bedrooms

Butts Lane, Woodmancote, Gloucestershire GL52 9QH
01242 677227 /

Nikolaus Cottage

Located just a short walk from the heart of the ancient Saxon town of Winchcombe you will find our beautiful 2-bedroom, dog friendly holiday cottage. One bedroom features a king sized bed and the other room is presented with twin beds. With all the comforts of any modern home, coupled with unique charm and character throughout – including exposed beams, stonework, copper-topped gas fireplace and west facing garden with views over the local countryside.

17th Century Cottage

This recently refurbed 2 bedroom Cotswold Cottage is set in one of the most sought after Cotswold Villages, Winchcombe. Its set behind the High St where there are many wonderful shops, restaurants and country pubs all but a few steps away.

The cottage is 17th Century and has recently been renovated to a very high standard. Furnished with decorative antiques through out. It has a small courtyard garden area where you can sit and relax.

The village is famous for Sudley Castle and its gardens, as well as many fabulous walks, as well as the best walk in The Cotswolds, The Cotswold Way without needing to get in your car and drive.

We will always leave you a starter pack which includes: Cotswold biscuits, milk, dish washer tabs, washing machine tabs, hand wash, washing up liquid, cling film, foil, salt, pepper, logs and kindling.

On the beds are crisp clean Egyptian Cotton sheets. In the main bedroom is a huge hand carved 4 poster, Super King Size, bed.

Telephone David Nicholas  07507 721337 or email

The Nest

The Nest duplex apartment sleeps four and is situated in the heart of Winchcombe, very convenient for shops, eating out and local attractions. The apartment has recently been renovated to a high specification with exposed beams and stonework, wifi, smart TVs, coffee maker and decking area. A dog is welcome for a small charge.

Adjacent is the Nook apartment which sleeps two and can be booked together.

Minimum stay two nights and a discount is offered if booked through this website.

For availability please go to our website

The Nook

The Nook apartment sleeps two and is situated in the heart of Winchcombe, very convenient for shops, eating out and local attractions. The apartment has recently been renovated to a high specification with exposed beams and stonework, wifi, smart TVs, coffee maker and decking area. A dog is welcome for a small charge.

Adjacent is the Nest apartment which sleeps four and can be booked together.

Minimum stay two nights and a discount is offered if booked through this website.

High Street,  Winchcombe, Gloucestershire GL54 5LJ
07870 564 485 /

Penny Cottage

Cosy Cotswold Cottage.  Pet friendly.  Sleeps 2 (king size bed).  Central Winchcombe.
Sitting room with inglenook fireplace, dining room, well equipped kitchen, bedroom, large bathroom with bath and walk-in shower, and a secure garden.
On street parking, subject to restrictions (or nearby car park accessible via rear of property).

Sudeley Castle Country Cottages

Sudeley Castle Cottages are the ideal choice for a walking or touring holiday, or simply as an escape into the Cotswold countryside.Located on the edge of the Sudeley estate these charming Cotswold holiday cottages are just a few minutes’ walk from the historic town of Winchcombe with its many pubs and a Michelin Star restaurant. Nestled in the rolling hills of the Cotswold countryside, the eleven castle cottages are set around a central courtyard with landscaped gardens and ample parking.

Castle Street, Winchcombe GL54 5JA

The Old Stables

The Old Stables is a delightful stable conversion situated on a working farm and only 300 yards from the Cotswold Way National Trail. The garden has magnificent views looking towards the Malvern Hills and set in beautiful countryside. Situated approx 3 ½ miles from Winchcombe. There are two bedrooms, one with a double bed and one with twin beds, two bathrooms and an open plan sitting room/kitchen/dinning area. Ample parking for two cars.

Farmcote, Near Winchcombe GL54 5AU
01242 603860 /

The Vine

The Vine is a quiet place to rest and unwind on the outskirts of the Cotswold town of Winchcombe. A luxury house wing with your own entrance overlooking the garden and fields beyond. This property has been finished to an exceptionally high standard with John Lewis king size bed, White Company linen and Heals of London hand made sofa. The bathroom has a slipper bath and separate shower enclosure. The kitchenette provides you with a combination microwave oven, single unit hob, fridge with freezer compartment and a slimline dishwasher.

Parking is easy as the property comes with its own in and out driveway where guests can park one car. The owners live next door and are at hand if you need anything to assist with your stay.

The Vine @ Grendon, Langley Road, Winchcombe GL54 5QP
01242 604901 /

Slightly further afield

Fleming Cottage

Fleming Cottage is a delightful retreat nestled in the picturesque Cotswolds, approx 30 mins drive from Winchcombe.  This 3-bedroom home, offers a high standard of cleanliness, boasting super comfy beds and quality amenities. We offer a pet-free environment, ideal for walking or cycling enthusiasts.
Benefits include a lockable bike shed,  EV charge point and parking for up to three cars.  You’ll have superfast WIFI and easy access to a local grocery store for last minute provisions. Winchcombe Walkers can benefit from a 20% discount on 3+night stays by using the code WINCHCOMBE20

Cheryl Phillpot