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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 2 - 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
Speaks English, French
Calendar last updated:
20 November, 2017

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 Tewkesbury District

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! 4.7/5 -
(36 traveller reviews)

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Lovely, cosy Cotswold retreat ideal for rural and romantic breaks
average rating of 4.7222223 based on 37 reviews

Everything we needed was available

  • 5 of 5

Firstly thank you for allowing us to bring our dogs to your cottage.

As all the other comments say, it is exceptionally clean, well placed for the town centre and surrounding areas.lovely spacious bathroom, free toiletries were a nice touch. Well equipped kitchen and of course a very comfy bed with lovely linen.

Many thanks

  • Review Submitted: 30-Oct-2017
  • Date of Stay: October 2017
  • Source: HomeAway
Owner's Response: Thank you for such a resounding review. Please spread the word. The autumn colours are still astounding. Do come again. Best wishes Jay and Carol
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1 0

Great location, comfy cottage

  • 4 of 5

Clean, warm, well equipped with good location for walks

  • Review Submitted: 16-Nov-2017
  • Date of Stay: November 2017
  • Source: Owners Direct, from HomeAway
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0 0

Cosy Cottage

  • 5 of 5

We had a lovely time staying at this cottage for 3 nights. Lovely fresh towels and crisp white bed linen on a very comfy bed. Cottage is located very centrally in Winchcombe. Car Park at back for £1 per day. Tip though:- Car Park is from 8am to 5.30pm and ticket does not carry over to next day if you put money in at 5.15pm the day before for example. We got caught out. It does carry over to the next day however after 5.30pm. Cottage has everything you need. Very steep stairs though which were fine for us but may not be for others. Would recommend the Pheasant Inn which is a 5 min drive out of Winchcombe. Food was lovely and cheaper than in town. Would highly recommend this cottage.

  • Review Submitted: 08-Oct-2017
  • Date of Stay: October 2017
  • Source: Owners Direct, from HomeAway
Owner's Response: Thank you for your resounding review.
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1 0

so fresh & clean shower was wonderful

  • 5 of 5

we were in need of a rest as we had a very hectic week before we arrived so we chilled out in a very cosy cottage in a really nice location

  • Review Submitted: 26-Sep-2017
  • Date of Stay: September 2017
  • Source: HomeAway
Owner's Response: Thank you so much for your review and fior leaving the cottage in such an immaculate condition. Much appreciated. Please come again (with a discount) if you are thinking of staying in the Cotswolds agsin. Every season has something special to offer. Best Jay and Carol
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1 0
Nashville, Tn. USA

Peaceful reflection of English lifestyles. ..

  • 5 of 5

I loved Penny Cottage from the first moment there...it is quiet, compact and tastefully done. Perfect for a romantic getaway, located in the ideal setting....easy walks to explore the town, which is a great base to work your way through the Cotswolds...

The bedroom is so comfortable, exquisitely decorated, crisp white bedlinen...actually the most comfortable bed I've slept in during my travels...the bathroom is large, a romantic tub to soak away tired muscles after all the long walks and a wonderful rainhead, plus handheld shower, everything sparkling clean and shining!

The kitchen is well equipped to cook a gourmet meal or order in and enjoy the dining room...you can dine alfresco in the garden and enjoy the last vestiges of a beautiful sunset as the Crimson colours wash over the sky...

You will feel right at home...Perfect!

  • Review Submitted: 30-Aug-2017
  • Date of Stay: August 2017
  • Source: HomeAway
Owner's Response: Dear Linda Thank you for talibg the time and trouble to give us such a wonderful review. We really want to impress upon our guests the romantic ambiance and space in our cottage not often given to couples or singletons. I think we should take out shares in the mattress company. Our guests rave about the bed. So glad you enjoyed your stay in Penny Cottage Jay and Carol
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2 0

Lovely cottage

  • 5 of 5

Amazing time, location is lovely surrounding areas are beautiful

  • Review Submitted: 19-Aug-2017
  • Date of Stay: August 2017
  • Source: HomeAway
Owner's Response: Thanks for the positive feedback and to come again. Jay and Carol
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1 0


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

Prices for this holiday cottage in Winchcombe, Gloucestershire

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
Late season
30 Oct 2017 - 18 Dec 2017
2 night minimum stay
for 2 nights
Post Christmas/Early bird
5 Jan 2018 - 9 Feb 2018
3 night minimum stay
for 3 nights
Valentine's Night
12 Feb 2018 - 15 Feb 2018
4 night minimum stay
Cheltenham Gold Cup week
12 Mar 2018 - 18 Mar 2018
7 night minimum stay
Easter 2018
29 Mar 2018 - 7 Apr 2018
3 night minimum stay
for 3 nights
Early Spring holiday
3 May 2018 - 7 May 2018
3 night minimum stay
for 3 nights
Late Spring holiday
24 May 2018 - 29 May 2018
3 night minimum stay
for 3 nights
Christmas and New year 2018
22 Dec 2018 - 2 Jan 2019
3 night minimum stay
for 3 nights
My Standard Rate
3 night minimum stay
for 3 nights

Additional pricing information

Fees No additional mandatory fees
Refundable Damage Deposit £50

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 fare not allowed on bed linen please. Cheltenham Race Festival , Chrsitmas 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.
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