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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 nights


About the property

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

Lovely country retreat with a modern twist in the heart of this lovely, preserved, historic Cotswold town ideal for romantic breaks, walkers and small dogs; beautiful walking and cycling countryside; the Cotswold and Winchcombe Way paths pass through the town and Broadway, Bourton on the Water, Cirencester, Tewkesbury and Stratford-upon -Avon are all within 20 miles of the cottage. The cottage is well paced for Cheltenham Race Course and Sudeley Castle is 10 minutes walk.

Jay D
Member since: 2014
Speaks English
Calendar last updated:
13 May, 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 Tewkesbury district

This is in an area of outstanding natural beauty as well as being well-located for the Cotswolds and Cheltenham Race Course, Oxford, Tewkesbury, Stratford- upon- Avon, Bristol, Gloucester and Worcester. All these towns are readily accessible and 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 pubs. The town is very historic and authentic and boasts at least 5 public houses, a Michelin starred restaurant within minutes of the cottage and a variety of cafes and interesting shops. The cottage is extremely well-placed for the Cheltenham racecourse as well as the Jazz and Literary festivals held in Cheltenham every year. It was chosen because it offers both country life as well as proximity to other pursuits.

What makes this cottage unique

The cottage is in the heart of the town 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 2 comfortable sofas, TV, DVD player and free WiFi. There is a large open fire (logs are available in season). The newly fitted deluxe bathroom has a bath big enough for two and towelling robes and slippers can be provided on request for that special occasion and some extra luxury. The dining room seats four and can accommodate an extra person if necessary. The patio garden with table and chairs can be accessed from the modern well-equipped kitchen and 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 Gloucestershire

Property Type:
  • cottage
  • Self-catering
House Rules:
  • Max. occupancy: 2
  • non smoking only ...
  • pets considered ...
  • not suitable for children ...
Location Type:
  • rural
  • town
  • Away From It All
  • Historic
  • Romantic
  • Fireplace ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • 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 ...
  • Barbecue ...
  • 1 bicycles
  • Long-term Renters Welcome
  • wheelchair inaccessible ...
  • arboretum
  • autumn foliage
  • churches
  • forests
  • library
  • restaurants
Leisure Activities:
  • bird watching
  • horse riding
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • massage therapist
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 -
(24 traveller reviews)


Great stay again!

  • 5 of 5

Thank you for a lovely stay again. As before the cottage was great, walking in the snow and coming back to a lovely log fire was even better.

  • Review Submitted: Feb 25, 2017
  • Date of Stay: Feb 2017
  • Source: Owners Direct, from HomeAway
Owner's Response: Glad it all went well. You are always welcome. Great guests.
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Beautiful cottage - very thoughtfully arranged!

  • 5 of 5

Very clear instructions and good communication from owners. Lovely little property with a good fireplace! Will definitely be back!

  • Review Submitted: Dec 23, 2016
  • Date of Stay: Dec 2016
  • Source: Owners Direct, from HomeAway
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1 0

Lovely cottage

  • 5 of 5

The cottage was lovely and had everything we needed. Lovely bathroom and really comfortable bed. Perfect location for us to explore Winchcombe and the Cotswolds. Looking forward to coming back, hopefully soon!

  • Review Submitted: Dec 14, 2016
  • Date of Stay: Dec 2016
  • Source: Owners Direct, from HomeAway
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Excellent cottage for a well earned break

  • 5 of 5

This cottage has everything. Great location in the centre of Winchcombe which has a selection of good pubs and restaurants - and a nice coffee shop just a few doors down the road.

The cottage is immaculate, warm and welcoming. Deceptively large there is plenty of space to laze around in front of the fire.

The huge bathroom is defintely a winner with massive bath and shower.

We had bad weather when we were in Winchcombe however the cottage ensured we could relax and feel very comfortable.

Would highly recommend

  • Review Submitted: Dec 14, 2016
  • Date of Stay: Dec 2016
  • Source: Owners Direct, from HomeAway
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Perfect setting home from home

  • 5 of 5

We had a 3 night stay early November to celebrate our Anniversary. The cottage was very welcoming as were the owners who kindly left us a bottle of prosecco and chocolates on our arrival, a thoughtful touch. The town was pretty, shops and pubs welcoming and surrounding area very scenic. Cottage was so cosy and warm with the open fire, we found it hard to leave each day. Will love to go back in the summertime. Overall a great weekend. Would recommend to family and friends.

  • Review Submitted: Nov 30, 2016
  • Date of Stay: Nov 2016
  • Source: Owners Direct, from HomeAway
Owner's Response: We are so pleased your anniversary weekend was such a success. We specialise in providing the perfect ambiance for a romantic break, open fire, candles and even fluffy robes on request. We encourage all couples to book as soon as possible if they have a special date. Valentines' weekend is already snapped up. !
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Cosy cottage from which to explore the Cotswolds

  • 4 of 5

This cottage is ideal for 2 people with a cosy yet spacious feel. Be aware though that the steps are steep and with narrow treads, but after a while we got used to them. The furnishings and fixtures are very good. The cottage was very clean on arrival.

Winchcombe is a lovely town with lots to see and do, and good eating outlets. It's a great place from which to explore the Cotswolds with places to visit in every direction. A recommended place to stay.

  • Review Submitted: Oct 30, 2016
  • Date of Stay: Oct 2016
  • Source: Owners Direct, from HomeAway
Owner's Response: Thank you for the recommendation and found our cottage suitable. We aim to make Penny Cottage cosy and comfortable for our guests. We are pleased you enjoyed your stay in this lovely part of England and hope you will return. The stairs are steep as this is a very old authentic cottage. We do provide a hand rail and advise people to take extra care going up and down.
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Prices & Availability

Rental rates

Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
Spring Holiday
25 May 2017 - 2 Jun 2017
3 night minimum stay
for 3 nights
August Bank holiday
24 Aug 2017 - 1 Sep 2017
3 night minimum stay
for 3 nights
Christmas/New Year 2016
22 Dec 2017 - 31 Dec 2017
3 night minimum stay
for 3 nights
My Standard Rate
3 night minimum stay
for 3 nights

Additional pricing information

Refundable Damage Deposit £50
Pet Fee £25

Booking Notes:
Full payment is required within 6 weeks of booking; There is an additional £25 extra cleaning fee for pets per week; maximum 2 well behaved small dogs. Cheltenham Race Festival , Chrsitmas and New Year and all Bank Holiday weekends will attract a minimum night rate of not less than £85. There will be a security deposit of £50 per visit refundable within 7 days of departure provided there dis 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 attract a higher pro rata rate

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

100% refund for cancellations more than 30 days before check-in date.
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