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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
Popular Features
  • Fireplace
  • Barbecue
  • Free Wifi
  • Washing Machine
  • Parking


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:
20 September, 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 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
  • Away From It All
  • Historic
  • Romantic
  • 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
  • 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 -
(32 traveller reviews)

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Lovely, cosy Cotswold retreat ideal for rural and romantic breaks
average rating of 4.71875 based on 33 reviews
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: Aug 30, 2017
  • Date of Stay: Aug 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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Lovely cottage

  • 5 of 5

Amazing time, location is lovely surrounding areas are beautiful

  • Review Submitted: Aug 19, 2017
  • Date of Stay: Aug 2017
  • Source: HomeAway
Owner's Response: Thanks for the positive feedback and to come again. Jay and Carol
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Excellent location- very clean

  • 5 of 5

Excellent location within Winchcombe as it's near the shops, and dog friendly pubs. We used it as base to visit Cotswold Wildlife Park and the Motoring and Toy Museum (also dog friendly attractions). No car park spec but you can unload at the front and park at the back -only £1.00 a day. Car park is very easy to access from the back entrance (you can see the car park from the back entrance). We will be booking again!

  • Review Submitted: Aug 3, 2017
  • Date of Stay: Jul 2017
  • Source: HomeAway
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Excellent quality accommodation in the heart of a superb village

  • 5 of 5

Highly recommend this very well appointed cottage. So comfortable and clean. Fab little back garden with easy access to the parking and literally a 3 minute walk from all the lovely shops and pubs. Really lovely.

  • Review Submitted: Jul 9, 2017
  • Date of Stay: Jul 2017
  • Source: HomeAway
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Great location

  • 3 of 5

The cottage was quite cosy and in a great location to visit all the lovely villages and places of interest in the Cotswolds.We loved the huge modern bathroom and the comfy bed.We didn't much like the overgrown and unswept backyard and the state in which the oven and the oven utensils had been left.Car parking was easy and cheap,the car park being only yards away from the back gate.

  • Review Submitted: Jun 28, 2017
  • Date of Stay: Jun 2017
  • Source: Owners Direct, from HomeAway
Owner's Response: Dear Frank and partner Thank you for your review. We apologise for the state of the patio. We have received a number of comments from guests and are working hard with our gardener to address your concerns about the patio. You left the cottage in an immaculate state and we were surprised about the comments regarding the oven. Our cleaner is working with us to make make sure the next guests do not experience any failure in standards. Kind regards Jay and Carol
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Cosy and well equipped

  • 5 of 5

Firstly, thanks for the welcome gift!

Lovely cottage, very well equipped kitchen and a particularly lovely bathroom. Very comfy bed and quality bedding. Comfy sofas in the front room.

I hesitate saying anything negative, but the patio area would benefit from a weeding and sweeping session as it felt too unwelcoming to sit outside.

Winchcombe is a delightful village and we really enjoyed our stay.

  • Review Submitted: Jun 4, 2017
  • Date of Stay: May 2017
  • Source: HomeAway
Owner's Response: Thank you for your positive review. We shall certainly pay more attention to the patio and garden now that summer has finally arrived. Jay and Carol
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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 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
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

Pet Fee £25
Damage Deposit £50

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

  • 50% refund for cancellations more than 14 days before check-in date.
  • 100% refund for cancellations more than 30 days before check-in date.
Ask Owner a Question