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  • Thimble Cottage - Cotswolds - 1050024 - photo 1

Thimble Cottage

(Ref. 1050024)

Winchcombe, Gloucestershire Show on map


Sykes rating

  • 4 Guests

  • 2 Bedrooms

  • 1 Bathroom

  • Pets Yes


  • Open fire
  • Garden / Patio
  • Cot available
  • Highchair available
  • Pub/shop < 1 mile
  • Washing machine
  • Dishwasher
  • Broadband / WiFi

Reviews & Ratings

Accuracy of the listing
Facilities and Maintenance
  • All reviews
  • cottage (40)
  • lovely (21)
  • everything (19)
  • thimble (18)
  • our (16)
  • location (15)

45 Customer Reviews

  • "Absolutely beautiful cottage in a stunning location."

    Incredibly well maintained, comfortable, pretty and well equipped property. Fully enclosed rear garden and very dog friendly.

    Thank you for your lovely review. We are so pleased you enjoyed your visit to Winchcombe and Thimble Cottage. We would love to welcome you back in the future. Thank you Property Owner

    Reviewed by Linda5.0Apr 2024

  • "Excellent return stay."

    Only slight negatives - which in no way would deter a return visit - are ‘leaky’ bath plug & bathroom a little on the chilly side. Thimble Cottage is cosy, comfortable & well-equipped for self-catering. It has a much-loved feel to it & is well-maintained. The owners are especially good at leaving lovely, individually tailored welcome messages & treats.

    Thank you for your 5 star review which is greatly appreciated. It was a pleasure to welcome you back to Thimble Cottage again. Thank you for your comments which are receiving our attention, feedback from guests is always welcomed. We wish you a very Happy New Year and would love to welcome you back again. Kind Regards Sue & Sophie Property Owner

    Reviewed by Patricia5.0Jan 2024

  • "Lovely cottage, a great base to explore the Cotswolds."

    Thank you for your lovely feedback. We are so pleased you had a great time. We would love to welcome you back again in the future. Property Owner

    Reviewed by Jo-ann5.0Nov 2023

  • "Have already your cottage to our friends."

    We immediately felt at home and Bliss enjoyed the biscuits.

    Thank you for your lovely review. We are so pleased you had a lovely time at Thimble Cottage. We would love to welcome you back. Property Owner

    Reviewed by Keith5.0Nov 2023

  • "Absolutely perfect place to stay."

    The cottage was so well equipped and well looked after, everything you could think of was provided even essentials for the dog which was a lovely touch. The garden was such a bonus to be able to let out the dog first thing in the morning. We were so lucky with the weather and made the most of visiting other places of interest. I would definitely recommend this property and the service provided.

    Reviewed by Jane5.0Jun 2023

  • "Amazing cottage, so comfortable and clean."

    Great location, would definitely recommend. Thanks for the welcome treats for our dog too.

    Thanks for your lovely review Chris. We are so pleased you had a great time. We would love to welcome you back anytime. Kind Regards Sue Property Owner

    Reviewed by Chris5.0May 2023

  • "Thimble Cottage is a perfect base for exploring the Cotswolds."

    It is well equipped, tastefully furnished, perfect for dog lovers. A big thank-you to the owners, all the positive reviews are fully justified.

    Thank you for your lovely review. It was a pleasure to welcome you to Thimble Cottage. We are so pleased you had a great holiday and enjoyed your stay. We would love to welcome you back. Thank you. Property Owner

    Reviewed by John5.0Apr 2023

  • "Thimble Cottage is immaculately kept and provided everything we needed for a relaxing and enjoyable stay."

    Communication with the owner was excellent and access was straightforward. Winchcombe, and this lovely cottage, is highly recommended.

    Thank you for your great feedback Sally. It means a lot to us and we are so pleased you had a wonderful time. We would love to welcome you back. Kind Regards Sophie Property Owner

    Reviewed by Sally5.0Feb 2023

  • "We've stayed in Thimble Cottage on a few occasions now."

    It's perfect for our needs. Location, comfort, facilties. Cannot be faulted. A gem...

    Thank you for your lovely review Patrick. We hope to welcome you back again. Take care and have a lovely Christmas. Property Owner

    Reviewed by Patrick5.0Nov 2022

  • "A cosy cottage in the centre of Winchcombe with a beautiful church steps away."

    I enjoyed the bells in the early morning. We walked around the hills and pathways of the town. The owner had provided a wealth of information which was very useful

    Thank you for your great review Heather. We are so pleased you had a wonderful stay at Thimble Cottage. Property Owner

    Reviewed by Heather4.4Nov 2022

  • "An absolute gem of a cottage!"

    Perfect for our October getaway and the location was fantastic. Could have stayed in this village alone! The hosts were fabulous and went the extra mile for my husbands birthday - so thoughtful and kind. Made the trip extra special. Thank you!

    Thank you so much for your fabulous review Nikita. We are so pleased you enjoyed your stay in Winchcombe and at Thimble Cottage. We would love to welcome you and your lovely family back anytime. Thanks Sophie Property Owner

    Reviewed by Nikita5.0Oct 2022

  • "Beautiful cottage which we loved staying in."

    The owner went the extra mile to make us feel welcome and was very helpful when we contacted her both before and during the stay. It felt very personalised as there were things to welcome both our dog and our children to the cottage. Thimble Cottage is really well equipped and a very relaxing place to stay. Downstairs in particular was lovely and cool during a heatwave due to the stone walls. We loved exploring Winchcombe and the surrounding area. A perfect place for a lovely week away! Thank you!

    Thank you so much for your really great review Catherine. It was a real pleasure having you and your family to stay at Thimble Cottage. I know it’s a long journey for you, but you and your family and Clover will always be welcome here. Enjoy the rest of your summer. Thanks again. Property Owner

    Reviewed by Catherine5.0Aug 2022

  • "A lovely, old cottage in the centre of this picturesque Cotswold town which is a good centre for visiting the many local attractions."

    The cottage is comfortable and well equipped with a lovely rear garden.

    Thank you very much for your great review David. We are pleased you had a lovely stay at Thimble Cottage and we would love to welcome you back. Many Thanks. Property Owner

    Reviewed by David5.0Jul 2022

  • "We really enjoyed our stay in Thimble Cottage!"

    The cottage was very clean and comfortable, with everything we needed. It’s beautifully decorated and looks even nicer than the photos. We appreciated the wine and coffee etc. The location was perfect as we could work to pubs and cafes just along the street. We would happily stay there again and definitely recommend. It was sometimes a little hard to find a parking space but we were able to find one further along the road.

    Thank you so much for your lovely review. We are very pleased you had a great stay and enjoyed the cottage. Winchcombe is a beautiful place and we look forward to welcoming you back. Property Owner

    Reviewed by Anna5.0Jul 2022

  • "Beautiful Cotswold cottage."

    Just what we we’re looking for. Really good location , clean , comfortable and excellent communication from the owner. Couldn’t have asked for more.

    Such a lovely review.. Thank you Emma. We are so pleased you had a lovely time. We look forward to welcoming you back in the future. Sophie Property Owner

    Reviewed by Emma5.0Jun 2022

  • "We had a lovely stay at Thimble Cottage."

    It was cosy, clean and welcoming. The kitchen was well equipped and everything was good quality. It’s in a great location for local amenities (Coop) and sights (we loved Sudeley Castle). Would definitely like to return.

    Thank you for your lovely review. We are so pleased you enjoyed your stay and we look forward to welcoming you back. Many Thanks Sophie Property Owner

    Reviewed by Ruth5.0Jun 2022

  • "Nice cottage with good facilities."

    Only downside was the downstairs bathroom (could be a bit awkward in the middle of the night) and the quite busy road outside the front door. Winchcombe is a beautiful place.

    Thank you for your review. We are really pleased that you enjoyed Thimble Cottage and had a lovely stay in Winchcombe. The cottage is centrally located, Winchcombe was busier than usual that weekend due to local events being held in the town. The bathroom in the cottage is located downstairs as per the booking description we hope this wasn’t too inconvenient for you, many of these historic properties have bathroom facilities situated on the ground floor. Thank you again for your review. Property Owner

    Reviewed by Guy3.8May 2022

  • "A cosy comfortable cottage in a charming town, convenient for touring the Cotswolds."

    Thank you for your review. We are so pleased you had a lovely trip and enjoyed the Cotswolds. Property Owner

    Reviewed by Linda5.0May 2022

  • "I have stayed in many holiday lets and Thimble Cottage is probably the best I have stayed in."

    Beautifully set out. Clean and bright and with many "extras" which I've not enjoyed elsewhere. Totally enclosed garden which was marvellous for our dog. Also garden not set up that you would be frightened to let the dog to have free access. The welcoming food items for dog and humans hugely appreciated. Abundance of all household items and cleaning equipment. Didn't need to buy anything like that. Just cannot speak too well about the house and also the town of Winchcombe itself. Made to feel welcome wherever we went.

    Thank you for your kind review. We are so pleased you enjoyed your holiday and it was nice to meet you both. Property Owner

    Reviewed by Mike5.0Mar 2022

  • "Fantastic stay, will definitely be back and would thoroughly recommend."

    Thank you for your lovely review. We are pleased you had a great stay and look forward to welcoming you back. Property Owner

    Reviewed by Elena5.0Mar 2022

  • "This was a real home from home, which was great for us going away with a toddler and a baby!"

    There so many thoughtful little touches and the cottage had everything we needed. Everything was clean and tidy and we had a very comfortable stay. We arrived on the day of storm Eunice and a power cut in the town, the owner made contact and ensured we were ok and comfortable without intruding on our holiday. Even offering us food! The area has lots of beautiful places to visit and We had a great week in Thimble Cottage.

    Reviewed by Rebecca5.0Feb 2022

  • "Really charming and cosy cottage."

    Excellent location for village and walks. Super dog-friendly. Hope to return soon.

    Reviewed by Jane4.7Feb 2022

  • "Lovely and clean and a beautiful Christmas tree ."

    All we needed was there, Thankyou

    Reviewed by Philip5.0Dec 2021

  • "Ohh Thimble Cottage - what a beautiful place - absolutely everything we needed and more to make a very special week - just perfect in every way ."

    We’ll be back x

    Reviewed by Angela5.0Dec 2021

  • "A charming small cottage in a lovely village with everything we needed."

    We chose this area as it was convenient to visit our son at Cheltenham Uni, Park Campus. The cottage is attractively decorated, comfortable and completely dog friendly, the garden was completely enclosed and safe for her. We had no problem finding roadside parking in November. The village has a number of pubs and restaurants, Honey Bea's cafe was lovely having a choice of gluten free cakes for me. The local hardware store was useful to replace forgotten mobile cables and to buy further logs for the cottages cosy fire. The welcome basket was much appreciated by us and the dog. Thank you, we had a lovely week, I wouldn't hesitate to recommend Thimble Cottage.

    Reviewed by Jeanette5.0Nov 2021

  • "We had a fantastic holiday in Thimble Cottage, it was a beautiful, everything was there that you could ask for."

    Very highly recommended.

    Reviewed by Sharon5.0Sep 2021

  • "Lovely cottage in a lovely little town."

    Cottage has everything you need and the long garden is great for dogs.Very thoughtful welcome pack,including doggy stuff! The cottage is deceptively spacious and full of character.Despite have no dedicated parking we had no issues getting parked more or less straight outside even in August. Highly recommended!

    Reviewed by Paul5.0Aug 2021

  • "Thimble cottage had everything we needed for a very enjoyable weeks stay."

    It was tidy and very clean, perfectly positioned a couple of minutes walk from the park, dog friendly pubs and food places. Despite no actual parking, we never found it a problem to find a spot on the street either directly outside or a few cars away up the road. We had a lovely time in this gorgeous cottage in a beautiful location and would like to say a huge thank you to the owners who obviously put a lot of thought and effort into ensuring their client's stay is a pleasant and relaxing one.

    Reviewed by Nicola4.7Aug 2021

  • "The little welcoming touches, the care put into the cottage."

    Reviewed by Karen5.0Jun 2021

  • "A lovely little cottage, perfectly located and beautifully appointed!"

    Lovely little touches and everything, including the nibbles, wine, biscuits, milk and fruit supplied, of a very high standard.

    Reviewed by Ann5.0May 2021

  • "Our car didn't move for the whole week."

    Historic town and wonderful countryside on the doorstep. Communication with owners excellent. The brilliant welcome pack including presents for our dog gave the impression of owners who care about their cottage and your trip. It might seem a bit mundane but small details like leaving enough dishwasher tablets for the whole week add to the impression that everything has been thought through carefully. Thanks for a lovely week

    Reviewed by Philip5.0May 2021

  • "The hosts Susan and her family were so helpful and accommodating."

    The attention to detail that they made to ensure our stay was welcoming and so spotless in relation to cleanliness, was second to none. We felt that the books and helpful advice on the area was superb. With respect to Covid the attention to following and implementing regulations was unfaltering. The area is steeped in history and within the town the individual characteristics you would expect. . We had a wonderful stay and cannot wait to return.

    Reviewed by Kathy5.0Apr 2021

  • "Lovely little cottage in Winchcombe, close to all the villages of the Cotswolds, we loved the town itself, lovely walks nearby, nice pubs (even better when all restrictions are lifted)."

    The cottage was very clean, lots of little homely and welcoming gestures, thank you for the wine!! The owner’s communication was great too.

    Reviewed by Cherie4.7Apr 2021

  • "Wonderful stay at the cottage !"

    The location is beautiful in a small town with lots of lovely walks and a village close by to wonder. We found the cottage had everything we needed for a weeks stay with our dog, he particularly loved the garden! We will definately look to stay again! On arrival they had left us the essentials, milk, sugar, teabags etc. Which we really appreciated. Whole cottage was spotless and the soft furnishings made it feel cosey abs homely. Thanks for a lovely week.

    Reviewed by Daniella4.4Apr 2021

  • "Thimble Cottage is a lovely little bolthole, with lots of attention to detail, and a perfect location in Winchcombe and the Cotswolds."

    It was clean and cosy, and the owner went out of her way to be welcoming (arranging a few little surprises for my partner's birthday!). Recommended.

    Reviewed by Sarah5.0Apr 2021

  • "Beautiful cottage with everything you need in a very good location."

    Winchcombe is a beautiful town and with lots of lovely, cosy looking restaurants once things return back to normal. We visited Bibury, Bourton on Water, lower slaughter, Stratford upon Avon and Broadway which are all close by. The dog basket/ treats were a lovely touch as was the wine and Christmas card left for us. Would recommend staying here to anyone.

    Reviewed by Siobhan5.0Dec 2020

  • "Thimble Cottage was very clean, very cosy and tastefully decorated with everything we needed."

    We’d only mark it down slightly for comfort because we didn’t find the bed to be too comfortable, but that could be just because we’re used to a memory foam mattress. The welcome wine and biscuits went down nicely once we’d lit the log burner. Winchcombe was also a pleasant surprise with some nice places to eat within easy walking distance.

    Reviewed by James4.7Dec 2020

  • "Excellent cottage in a brilliant location"

    Reviewed by Martin5.0Oct 2020

  • "Thimble Cottage is really a delightful place to stay."

    We said we'd be arriving after dark, so our hosts made sure the heating and lights were on. We found wine, biscuits and milk waiting for us - and even nicer, a colouring book and sweets for our five year old. We've stayed in a lot of places but nowhere has left a welcome pack for our child before, so that was a really nice touch. The cottage is really well equipped - plenty of loo roll, dishwasher tablets etc as well as all the crockery and kitchenware you'd need. The cottage is charming, with a bigger garden than you'd think from the photos, and it's really close to local services - a nice deli and bakery a five minute walk away, Co-op a 2 minute drive. Parking is a little tricky so don't expect to be able to park right outside! The only issue we had - and I feel churlish mentioning it really when the cottage is so nice - is that my husband and I found the double bed quite uncomfortable. I appreciate that getting a substantial mattress up the narrow stairs is probably challenging! I might suggest a mattress topper to give the bed a more luxurious feel and to fit with the standard of the rest of the cottage. Overall, we really enjoyed our break and would certainly consider booking here again. We stay in the Cotswolds every autumn but haven't visited Winchcombe before but shall certainly be back! Oh, and in terms of Covid security the cottage was extremely clean and I certainly had no concerns there.

    Thank you for your lovely review of Thimble Cottage Dr Moss, we are so pleased you had a wonderful holiday and we look forward to welcoming you back. We note your comments with reference to the mattress in the main bedroom. The mattresses we provide are John Lewis quality products and to date we have not had any adverse comments regarding these. We are sure that you will appreciate that mattress comfort is always a matter of personal preference. We are sorry if you didn't find the mattress as comfortable as you would of liked and thank you for letting us know. To address this in the future we will make available mattress toppers to those guests who would require them. Once again Thank you for your great review. Thimble Cottage Property Owner

    Reviewed by Rachel5.0Oct 2020

  • "Thimble cottage is beautiful, well presented and cosey."

    Located on the main street in Winchcombe with all the shops, restaurants and pubs to hand. Every room and furnishings were immaculately clean and smelt lovely and fresh as soon as you opened the door. Furnishings are to a very high standard with everything you could possibly need to make your stay a comfortable one. Plenty of beautiful walks right from the door step which our dogs thoroughly enjoyed, and literally a 10 minutes stroll to Sudeley Castle. The welcome pack left containing fresh flowers, fruit, biscuits, milk in the fridge and a bottle of wine was very thoughtful and very much appreciated, even one for the dogs. A wonderful cottage and a great credit to the owners. Thank you for allowing us to stay.

    Reviewed by Clare5.0Sep 2020

  • "When we arrived we met the owner of the cottage and her daughter who were just ..."

    When we arrived we met the owner of the cottage and her daughter who were just finishing off the deep clean, the cottage was emaculate and smelt wonderful, beds extremely comfortable, garden safe and enclosed for dogs, had brilliant weather and after exploring the Cotswolds were able to enjoy the sunshine in the beautiful garden, highly recommend

    Reviewed by Margaret5.0Sep 2020

  • "Fantastic cottage in great location."

    Everything was perfect

    Reviewed by Sarah5.0Aug 2020

  • "Thimble cottage was a lovely place to stay, it felt welcoming from the moment we walked through the door."

    The welcome wine and 'doggy pack' was a really nice touch. The cottage itself was spotless; the beds were comfortable and the kitchen well equipped. You could walk for miles right from the door - we actually only used our car twice during the entire week! The town itself is really pretty, a couple of good pubs and takeaways for food. In all a great cottage and a lovely weeks holiday.

    Reviewed by Karen5.0Aug 2020

  • "The house is in such a central location with an easy stroll down to the many pubs, butcher, grocers and other shops."

    Plus its an excellent base for beautiful walks right from the doorstop. It's also a lovely place to come back to. Everything is spotless, tastefully decorated and well equipped. Our kids loved the house Netflix subscription on the TV in their room! The kitchen has everything you need to cook meals and the bathrooms are well appointed with lovely shower. There is a good size garden to relax in with some lovely deckchairs hidden away inside. Thanks a for a lovely stay, we would love to come back.

    Reviewed by Tom5.0Aug 2020

  • "Lovely and clean,cozy, as expected it was small but had everything we needed."

    Reviewed by Adrian4.7Aug 2020

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  • Two bedrooms: 1 x king-size bed with Smart TV, 1 x twin with Smart TV
  • Ground-floor bathroom with shower over bath, basin and WC
  • Kitchen/dining room
  • Sitting room with woodburning stove
  • Gas central heating and woodburning stove
  • Electric oven and hob, fridge/freezer, microwave, coffee machine, dishwasher, washing machine, 3 x Smart TV with Netflix, selection of games and books and WiFi
  • Fuel and power inc. in rent
  • Bed linen and towels inc. in rent
  • Travel cot and a highchair available
  • Roadside parking available of a first come, first serve basis
  • Car parks are also available within walking distance
  • Garden with table and chairs directly outside back door with further seating on the second patio overlooking the lawn
  • One dog welcome
  • Sorry, no smoking allowed
  • Shop 0.6 miles, pub 0.3 miles
  • Note: Steep stairs on the staircase If you're booking for the Cheltenham Races week, this property does not accept short breaks for that period.

The property

Brimming with characterful features lies this terraced cottage in the centre of the pretty Cotswolds town of Winchcombe, nestled between Cheltenham and Broadway.

Thimble Cottage has been designed to offer a truly charming getaway for a family with its superb enclosed garden or even a romantic bolthole for those seeking a well-deserved getaway.

Admire the stone-built exterior and the surrounding honey-coloured stone and timbered properties, before making your way into the cottage, which has retained a wealth of original features.

Be welcomed into the cosy sitting room, where contemporary furnishings and TV complement the exposed beams and mellow stone-built fireplace, home to a woodburning stove, offering a perfect space to unwind of an evening.

Move into the kitchen, where you will find a delightful range of appliances to assist you in cooking up a tasty home-cooked meal, whilst your loved ones keep you company at the dining table and plan tomorrows adventure as dinner simmers on the hob.

Concluding the ground floor is the family bathroom, a sleek space with a shower over bath, basin and WC.

A perfect place to relax in the bubbles! Climb the steep stairs of the 400-year-old property to be welcomed by the master bedroom, which is elegantly presented with a king-size bed.

Look forward to snuggling up under the plush bedding before waking up to the anticipation of a day in the Cotswolds.

The second bedroom boasts twin beds, characterful exposed stone walls, oak beams and lovely views over the garden. Continuing to impress is the properties enclosed garden, where your canine companion can stretch his legs and during a balmy afternoon, you can enjoy lunch on the lawn, stretching out in the deckchairs or perhaps pop open a bottle of something to enjoy on the outdoor table.

If you can tear yourself away from this charming abode, immerse yourself in your surroundings by taking a stroll into the town, where an array of pubs and restaurants are awaiting, as well as a number of cafés to enjoy afternoon tea.

Within the town, you will find two small supermarkets and various shops for picking up the essentials, These shops include a baker, and a butcher where you can purchase locally-sourced meat, also a greengrocers for vegetables to cook up your own Cotswold delicacy..

If you are feeling adventurous, you could book onto one of the many guided tours of the town, or soak up the countryside setting further by walking the Cotswold Way, the Gloucestershire Way, the Warden's Way and the Windrush Way.

For a taste of history and offering a superb family day out is the 1000-year-old Sudeley Castle and Gardens, or slightly further afield is the National Trust property of Snowshill Manor and Garden.

Alternatively, the Regency town of Cheltenham, with its famous racecourse, and the city of Gloucester, are both within a scenic drive, The ancient town of Tewkesbury set on the Rivers Severn and Avon is just a short drive from Winchcombe.

Offering a superb selection of amenities and attractions for all to enjoy, Thimble Cottage is a wonderful retreat to enjoy all year around.

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About the location


Cheltenham 8 miles; Broadway 9 miles; Gloucester 17 miles.

The bustling Fairtrade town of Winchcombe, a conservation site, lies above the River Isbourne, midway between Cheltenham and Broadway. Visitors can sample a mouthwatering array of local produce in the town's restaurants, wine bars, tea shops and deli's, or stroll around the eclectic range of local shops, all located along the three main streets, which remain full of character with their honey coloured stone and timbered exterior. The town also plays host to music and arts festivals, country shows and farmers’ markets. Guided walks around the town are on offer throughout the summer months, while Winchcombe lies on the intersection of the Cotswold Way, Gloucestershire Way, Warden's Way and Windrush Way, providing ample walking to suit all abilities. The quintessential English village of Broadway is just a short drive away and offers individual shops and boutiques, art galleries, restaurants and hotels, including the world-renowned Lygon Arms, popular for centuries and now offering spa facilities. The regency spa town of Cheltenham boasts beautiful Georgian architecture and a delightful range of shops, cinemas, theatres, restaurants, pubs and visitor attractions, including the famous racecourse. Many unspoilt Cotswold towns and villages lie to the east, whilst to the west is the waterfront city of Gloucester and the magnificent Royal Forest of Dean. The beautiful World Heritage city of Bath, Shakespeare's birthplace of Stratford-upon-Avon, and Warwick, with its magnificent castle, are all within an hour’s drive.

View more holiday cottages in Winchcombe

If you're booking for the Cheltenham Races week, this property does not accept short breaks for that period.

Please note: this property cannot accept bookings for less than 3 nights.

This property offers the following short breaks:

  • Winter
  • Off-season
  • Last minute
  • Christmas