1/31
Choose dates for accurate prices
Cosy Cotswold Cottage - Penny Cottage - pet friendly - sleeps 2
9.3
Fantastic
- 2 People
- 1 Bedroom
- 1 Bathroom
- Cottage
- No pets allowed
- WiFi
Well-equipped kitchen
Cook delicious meals in a well-equipped kitchen.
Well-equipped kitchen
Cook delicious meals in a well-equipped kitchen.
Penny Cottage is in the heart of the former Saxon town of Winchcombe. It is a traditional Cotswold cottage with a working inglenook fireplace. It has been offering guest accommodation for short breaks for almost ten years.
Winchcombe is on the Cotswold Way. From the cottage guests have access to miles of country walks from the front door. Sudeley Castle, the resting place of the only Queen of England to be buried outside a royal palace, is within walking distance. A variety of pubs and restaurants can all be found within a 5 minute walk. The town also boasts a variety of independent shops, and two small supermarkets.
The space
There is an enclosed garden to the rear of the cottage.
Please note: there is a refrigerator in the kitchen. It has an ice box. There is no freezer. The stairs are steep.
Guest access: Guests will have sole use of the cottage.
Towels and bed linen are provided. Previous guests have commented on how comfortable the bed is.
Other things to note
There are parking restrictions immediately outside the cottage, though there is free parking for an hour. There is a car park (£1 per day) which is a two-minute walk from the rear of the cottage, via the back gate. It is an old cottage and the stairs are steep. For that reason we do not accept children and the cottage is not advertised as suitable for those with mobility issues. Winchcombe is a working town, surrounded by farmland. Don't be surprised if you see farm machinery driving past the cottage and/or through the town. Cheltenham Racecourse is 7 miles from Winchcombe. Prescott Hill Climb is within 5 miles. It is 45 miles to Stratford-upon-Avon, a journey which should take less than an hour. There are many National Trust Properties within easy reach. If you enjoy walking, have a look at the Winchcombe Welcomes Walkers website. There are far too many footpaths to mention here!
There are occasionally power cuts in Winchcombe which can mean that the heating system re-sets itself/switches off. Unfortunately, my own home is not on the same circuit as Penny Cottage. That means if there is a power outage at the cottage I will not be aware of it immediately that it happens. Any problems can usually be dealt with immediately by contacting Carol
Winchcombe is on the Cotswold Way. From the cottage guests have access to miles of country walks from the front door. Sudeley Castle, the resting place of the only Queen of England to be buried outside a royal palace, is within walking distance. A variety of pubs and restaurants can all be found within a 5 minute walk. The town also boasts a variety of independent shops, and two small supermarkets.
The space
There is an enclosed garden to the rear of the cottage.
Please note: there is a refrigerator in the kitchen. It has an ice box. There is no freezer. The stairs are steep.
Guest access: Guests will have sole use of the cottage.
Towels and bed linen are provided. Previous guests have commented on how comfortable the bed is.
Other things to note
There are parking restrictions immediately outside the cottage, though there is free parking for an hour. There is a car park (£1 per day) which is a two-minute walk from the rear of the cottage, via the back gate. It is an old cottage and the stairs are steep. For that reason we do not accept children and the cottage is not advertised as suitable for those with mobility issues. Winchcombe is a working town, surrounded by farmland. Don't be surprised if you see farm machinery driving past the cottage and/or through the town. Cheltenham Racecourse is 7 miles from Winchcombe. Prescott Hill Climb is within 5 miles. It is 45 miles to Stratford-upon-Avon, a journey which should take less than an hour. There are many National Trust Properties within easy reach. If you enjoy walking, have a look at the Winchcombe Welcomes Walkers website. There are far too many footpaths to mention here!
There are occasionally power cuts in Winchcombe which can mean that the heating system re-sets itself/switches off. Unfortunately, my own home is not on the same circuit as Penny Cottage. That means if there is a power outage at the cottage I will not be aware of it immediately that it happens. Any problems can usually be dealt with immediately by contacting Carol
What this place offers you
WiFi
TV
Garden
Dishwasher
Fridge
Microwave
Heating
Barrierfree
Sleeping arrangements
Bedroom
1 Kingsize bed
Where you'll stay

Explore map
House rules
- Check-in and check-out times will be communicated after booking
- Adults only
- Pets not allowed
- Smoking not allowed
Guest reviews
9.3
Fantastic
Exceptional
10.0
Ann L., May 2025
Property nice and small for up to 2 people, and is on the High Street - not far from the Coop, Sudely Castle, bus route, Cotswold Way, and various other activities - quiet location - compact and had everything you needed - great for self catering. I was there for the walking festival and not far from the meeting point of the village hall for all of the 3 days of walking
Exceptional
10.0
Sarah H., Sept 2025
Lovely, clean welcoming cottage. Very well equipped too. Winchcombe & the castle are beautiful.
Very good
8.0
Pan, Jul 2025
I was here for fantasy forest 2025, this cottage suited me for that, though I would note I hit my head multiple times on low door frames and low beams, these had been communicated by the owner prior to my arrival so it’s my poor coordination skills to blame. I’m 6ft3 btw.
Garden feels like it could...

Vrbo
Our verified partner Vrbo will manage your reservation.
1M+ reviews
9.5 / 10 Average rating
Instant booking confirmation
Need help?
You can find answers to frequently asked questions here.
Didn't find the right accommodation?
Continue searchShape the future of Holidu and earn up to €30
Join our user testing community and take part in a 30-minute video call to share your insights and improve your experience!
