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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 - 4 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 typical Cotswold village with its welcoming pubs , cafes and plentiful shops; ideal for romantic breaks with a large bath and walk in shower for two; beautiful country walking and cycling; spectacular scenery in all seasons. The Cotswold and Winchcombe Way footpaths pass through the town and highlights such as Broadway, Bourton on the Water, Cirencester, the villages known as the Slaughters, Tewkesbury and Stratford-upon -Avon are all within 5-20 miles of the cottage. The cottage is very well placed for the world famous Cheltenham Race Course. Sudeley Castle which hosts a Spectacle of Light show every December is just 10 minutes walk downhill. we are one of the few cottages to welcome your well behaved dog.

Jay and Carol
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:
20 April, 2018

About Jay and Carol

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 and Carol purchased this cottage in 2013

Why Jay and Carol 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 with 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
  • Long-term Renters Welcome
  • 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 upstairs and to 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 -
(44 traveller reviews)

77% Complete
13% Complete
6% Complete
0% Complete
2% Complete
Lovely, cosy Cotswold retreat ideal for rural and romantic breaks
average rating of 4.6363635 based on 45 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 and comfortable and we are pleased the weather didn't detract from this lovely part of England.
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Arizona, USA

Cozy cottage in the heart of Winchcombe village

  • 4 of 5

The place is well located and near restaurants,cafes, stores and supermarket. You can do everything by foot. The kitchen was well equipped and the bathroom was large and updated. The bedroom is on the smaller size. The photos show exactly how the cottage looks like. The cottage was clean with clean towels and linen. Despite having a modern bathroom there are a few details in other areas of the cottage that could use some renovation.

  • Review Submitted: 18-Apr-2018
  • Date of Stay: April 2018
  • Source: VRBO, from HomeAway
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Perfect Picturesque and Charming

  • 5 of 5

Penny Cottage was beautiful and we thoroughly enjoyed our 3 night stay. It's situated down the road from shops, a selection of country pubs and the best food at The Lion Inn. Carol was a brilliant host in making sure we were okay. The cottage itself was warm and cosy and the nights sleep in the bed was incredible as was the shower and bath! (do note the 'how-to' with regards to the water temperature). Also DO be careful of the beam in the bedroom by the window! (caught me out a couple of times despite the warnings!)

There were NO negatives to our stay here and we'd love to come back during the summer months with a dryer climate to enjoy the garden!

  • Review Submitted: 03-Apr-2018
  • Date of Stay: March 2018
  • Source: Owners Direct, from HomeAway
Owner's Response: You are very welcome Robert. You and your partner left the place in immaculate condition which was very much appreciated. Thank you for that and for such a resounding review. We also hope the weather is better for your next visit. Jay and Carol
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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
Owner's Response: Thank you so much for your comments, especially after the previous visitors' negativity. We would be delighted to welcome you and your pet back any time. Jay and Carol
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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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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.