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Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992
Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992

Lovely, cosy Cotswold retreat ideal for rural and romantic breaks

Bedrooms 1
Property type cottage
Minimum Stay 3 - 7 nights
Popular Features
  • Fireplace
  • Free Wifi
  • Washing Machine
  • Parking


About the property

Central Winchcombe, Cotswolds England - 5 Minutes to Pubs, Shops, Country Walks

Lovely one bedroom country cottage with a modern contemporary twist in the heart of this Cotswold village with its welcoming pubs and shops; ideal for romantic breaks with large bath and walk in shower for two; beautiful country walking and cycling; spectacular scenery in all seasons; the Cotswold and Winchcombe Way paths pass through the town and Cotswold highlights such as Broadway, Bourton on the Water, Cirencester, the villages known as the Slaughters, Tewkesbury and Stratford-upon -Avon are all within 20 miles of the cottage. The cottage is very well placed for Cheltenham Race Course and Sudeley Castle which hosts a Spectacle of Light show every December is just 10 minutes walk downhill. Up to 2 small dogs welcome.

Jay D
Member since: 2014
Premier Partner

This partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks English, French
Calendar last updated:
21 February, 2018

About Jay D

Carol and Jay are both country lovers and keen walkers who grew up in Worcestershire.

We have held a variety of jobs and have lived in different parts of the UK but rate the Cotswolds for its beauty and variety, while being well-placed for transport links. We embarked on our property venture after a mutual friend's funeral and contemplating life ahead. We hope to build a small business as an alternative to the cut and thrust of city life as we get older. We think there is a gap in the market for small, deluxe cottages for couples or single people wanting a "home from home" but also the added comfort of all modern amenities. We have tried to create this atmosphere in our cottage as well as providing a romantic, ideal country bolt hole.

Jay D purchased this cottage in 2013

Why Jay D chose Winchcombe

This is in an area of outstanding natural beauty as well as being well-located for the key sites in the Cotswolds, as well as the Cheltenham Race Course, Prestbury Hill racing, Stratford- upon- Avon, Gloucester with its historic dockyard, mediaeval Tewkesbury and Worcester cathedral. All these places are readily accessible by bus, train and or car. Winchcombe is very popular with walkers and cyclists, being on both the Cotswold and the Winchcombe Way. All paths are well sign-posted, offering gentle and steep country walks to suit all levels of experience and the surrounding countryside offers delightful unspoilt villages and charming olde world pubs with a variety of cuisine. The town is very authentic and unspoilt and boasts at least 5 public houses, a Michelin starred restaurant within minutes of the cottage and a variety of cafes and interesting shops. It offers both country life as well as proximity to other pursuits and is a year round destination.

What makes this cottage unique

The cottage is in the heart of the community and it is possible to leave the car and walk to all amenities within 5 minutes. Recently refurbished, we offer superior, comfortable accommodation while keeping the integrity of the country Bolt Hole. There is a lounge with a period working fireplace, 2 comfortable sofas, TV, DVD player and free WiFi. The newly fitted deluxe bathroom has a bath big enough for two and luxurious white towels are provided as well as towelling robes and slippers (on request) for that special occasion. The dining room seats four comfortably and the patio garden with table and chairs is self-contained and private and can be accessed from the modern, well-equipped kitchen It is spacious enough for breakfasts, aperitifs and meals outside in the summer. There is a shed for cycles and plenty of room for muddy boots.

Guestbook comments from the owner

"We had a very good and enjoyable stay at Penny Cottage. My wife was impressed with the amount and variety of kitchen utensils, quality of glasses etc"

July 2014

"You have thought of everything we could possibly need during our stay and more. Thank you"

August 2014
Apr 2014
  • 1 of 1


Accommodation and facilities for this holiday cottage in Winchcombe in Winchcombe

Property Type:
  • cottage
  • Self-catering
House Rules:
  • Check-in: 16:00
  • /
  • Check-out: 11:00
  • Max. occupancy: 2
  • Min. age of primary renter: 18
  • Not suitable for children ...
  • Parties/events not allowed
  • Pets considered ...
  • Non smoking only ...
  • Please empty all rubbish into bin outside on departure (bags provided).
  • Brown towels are provided for muddy paws and fake tans - please use these rather than the white.
  • Please do not leave dirty crockery for the cleaner
Location Type:
  • rural
  • town
  • village
  • Away From It All
  • Historic
  • Romantic
  • Tourist Attractions
  • Fireplace ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine
  • Free Wifi
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator
  • Hob
  • Toaster
  • Dining ...
  • Dining Room
  • seating for 4 people
  • 1 Bathroom
  • Bathroom 1 - Toilet , Bath (no shower) , Shower Enclosure , Spacious
  • One bathroom. Spacious with new white suite, includes large bath for 2 and a separate walk in shower
  • 1 Bedroom, Sleeps 2
  • Description of sleeping capacity: Sleeps 2 Notes on bedrooms: 1 king-size bed, goose down and/or hypo-allergenic duvets and all linen including luxury towels provided; wardrobe, 5 drawer chest of drawers, full length mirror in hall outside
  • Books ...
  • DVD Player
  • Stereo ...
  • Television
  • Video Library ...
  • Bicycles ...
  • Terrace ...
  • Golf ...
  • Garden ...
  • 1 bicycles
  • wheelchair inaccessible ...
  • arboretum
  • autumn foliage
  • churches
  • forests
  • library
  • museums
  • restaurants
  • ruins
Leisure Activities:
  • bird watching
  • horse riding
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • equestrian events
  • golf
  • hiking
Notes on accommodation: The stairs to bedroom, bathroom and garden are very steep and are unsuitable for those with mobility issues or small children and/or those carrying babies, including heavily pregnant women. On street parking from 5.00 pm to 8.00 a.m. at no charge. Daytime parking in Back Lane car park (£1 per day). Car park is adjacent to library, 5 mins walk from cottage. The garden is enclosed and secure from the road. Outside: Patio with table and chairs; bike shed Steps up to large enclosed lawned area Utility Room: Cupboard for boots and coats Cleaning / Towels / Linen / Maid service: All linen including towels and tea towels provided; change once per week; Hairdryer and fan in bedroom Bathrobes and slippers provided at £5 per person per week; please request at time of booking Other: Dining room off kitchen, table seats four


Excellent! 4.6/5 -
(42 traveller reviews)

78% Complete
11% Complete
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Lovely, cosy Cotswold retreat ideal for rural and romantic breaks
average rating of 4.642857 based on 43 reviews

Penny Cottage was quaint and comfortable! Loved the bath and comfy bed, as well as the cozy fire!

  • 5 of 5

Carol immediately when we called her to help us get the heat adjusted and provided us with small needs. We had a good chat with her and others in this working class village. Walking the country side was enjoyable and beautiful even in the mist!

  • Review Submitted: 11-Jan-2018
  • Date of Stay: January 2018
  • Source: HomeAway
Owner's Response: Thank you for your resounding review. We are pleased you found the cottage cosy abd comfortable and we are pleased the weather didn't detract from this lovely part of England.
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Fantastic cosy warm cottage

  • 5 of 5

We loved our time at the cottage, the information provided before we arrived was incredibly helpful and set us up perfectly. The cottage itself was stunning and everything is such a high quality, Carol and Jay have put in such an effort and it was all the lovely little touches that made all the difference (we contemplated taking the duvet it was that comfortable...!). There was no noise from the neighbour’s parrot but the warning of such again shows how attentive Jay and Carol are. As promised, they are on hand to assist with any queries and issues and happy to do whatever they can during the stay to make it extra special. It was the perfect little cottage for us and our pet puggle, who was equally at home, in a lovely part of the Cotswolds. In the very high possibility we return to this part of the world, Carol and Jay will be the first people we call!

  • Review Submitted: 28-Jan-2018
  • Date of Stay: January 2018
  • Source: HomeAway
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Charming cottage

  • 4 of 5

We had a lovely stay over New Year in this super little town. Nice shops and pubs. Penny Cottage was very comfortable and had everything we needed. A most relaxing time.

  • Review Submitted: 04-Jan-2018
  • Date of Stay: December 2017
  • Source: HomeAway
Owner's Response: We are glad you enjoyed your stay and thank you for your positive comments.
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Needs Maintainence

  • 1 of 5

Taps in kitchen are broken, bedroom door does not close properly allowing our dog access to the bedroom. The stairs are very dangerous, i fell from the top to bottom injuring myself. There is a parrot in the adjoining garden which is very noisy ALL THE TIME, the property is very draughty and cold.

The taps in the bathroom sink are hard to use with wet hands, and the mattress is very lumpy and could do with changing. Winchcome is a lovely town but we would not recommend staying at this property.

  • Review Submitted: 29-Dec-2017
  • Date of Stay: December 2017
  • Source: Owners Direct, from HomeAway
Owner's Response: We were really surprised to receive your review, especially given your comments in our visitors’ book which state: “ We had a lovely stay over Christmas. Penny Cottage was decorated in preparation which was a surprise. Thank you.” You did not raise any complaints during your stay, Our cottage is cosy, clean and well maintained. Everything was working properly at Xmas. We do warn visitors to take care on the stairs and are sorry if you were genuinely injured. Most of our visitors rave about the bed and mattress, including those who arrived a few days after you. As for the parrot next door, you are the only guests to have mentioned it in 3 years. We hope that any future visitors will read your comments in the context of all the positive reviews we have received before and after your visit.
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0 2

Great location, clean and very comfortable!

  • 5 of 5

Really good location, thoroughly enjoyed our visit to Winchcombe. The accommodation was clean, comfortable and had every amenity you could need. Would definitely stay again!

  • Review Submitted: 18-Dec-2017
  • Date of Stay: December 2017
  • Source: HomeAway
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Wonderful cosy cottage

  • 5 of 5

Have just returned from a two night stay in this beautiful cosy cottage in Winchcombe. It is home from home with a fully equipped kitchen, very comfortable bed with lovely bed linen and spacious accommodation. The working open fire was the icing on the cake.

The owners are great at communicating and providing all the information to make your stay as stress free and comfortable as possible and this is also reflected in the cottage with lots of information on the cottage and local area.

It's the perfect getaway and well located to explore the surrounding villages and towns in this beautiful part of the country. My only regret is that we didn't stay longer!

Would definitely recommend Penny Cottage and hope to be able to visit again. Thank you Jay and Carol :)

  • Review Submitted: 25-Nov-2017
  • Date of Stay: November 2017
  • Source: Owners Direct, from HomeAway
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Nearest Airport
30 Miles
Bristol or Birmingham
Nearest Barpub
100 Metres
The Lion pub
Nearest Golf
0.5 Miles
Winchcombe Hill
Nearest Train
8 Miles
Nearest Motorway
6 Miles
Nearest Restaurant
100 Metres
No 5
Car: not necessary

Special interest holidays:

Walkers and cyclists welcome


Car useful but well served by buses to and from Cheltenham and Tewkesbury


Cheltenham 8 miles, Tewkesbury 6 miles

Further Details:

Michelin starred restaurant No 5 within 10 mins walk of property; excellent local pubs and antique shops

easy access to Cheltenham Race course; the place to be during Gold Cup week


Prices & Availability

Ask Owner a Question

Additional pricing information

Pet Fee £25
Damage Deposit £100

Booking Notes:
Full payment is required within 6 weeks of booking; There is an additional £25 extra cleaning fee per pet per week; maximum 2 small well behaved dogs who are not allowed on bed linen please. Cheltenham Race Festival , Christmas and New Year. Valentine's Night and all Bank Holiday weekends will attract a minimum night rate of not less than £85. A security deposit of £50 is charged per visit. This is fully refundable within 7 days of departure provided there is no discernible or irrevocable damage. Pet owners please note that we will decuct money if you allow dogs to soli bedding and towels.

Logs provided for the first open fire between 31st October and 31 March only.

Minimum 3 nights break; 2 night breaks considered but will attract a higher pro rata rate during high season

Please note that we do not accept payments on the day of arrival or after the accommodation has been occupied.

Also, cancellations made within 4 weeks of your arrival may not qualify for a full refund unless there are exceptional circumstances such as illness.

Changeover Day:
Friday to Friday, Friday to Monday, or Monday to Friday but can be flexible; please ask on booking.

Notes on prices:
The cottage costs from £55 per night for a minimum of 3 nights. Bank Holiday weekends, the Cheltenham and Paddy Power race weeks and Fri and Sat night only bookings between April and October will attract a higher pro rata or premium rate. Please request prices on application. Longer bookings can be as low as £50 per couple per night. Please ask on enquiry.

Owner's Cancellation Policy

  • 50% refund for cancellations more than 14 days before check-in date.
  • 100% refund for cancellations more than 30 days before check-in date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.