Find a property or collection

CLOSE
Skip to content
Book Now
2
1
1
1
4.7/5

Hidden behind a gated drive on the edge of Winchcombe, an ancient market town, Paddock Cottage is a bijou hideaway just for two. The traditional red brick exterior hides a thoughtfully designed space, which provides every creature comfort whilst the clean lines and stylish furnishings ensure this cottage feels light and airy. There’s a spacious bedroom, an open plan living and kitchen area and a private patio to the rear, overlooking a tree-lined paddock. It’s the perfect place from which to explore the north Cotswolds, the delights of Regency Cheltenham and enjoy exceptional walks.

Overview

As you drive through the gates and along the gentle curves of the drive, the scene is set for a rather special experience. The Paddock Cottage forms one end of the low red brick building on your right-hand side as you enter the courtyard. The other end is its sister holiday let, Chestnut Cottage. This lovely retreat is surrounded by beautiful countryside yet only a mile from Winchcombe and Sudeley Castle and Gardens.

Compact and bijou, yet with everything you could possibly need, Paddock Cottage has been stylishly and thoughtfully designed to maximise the space available. Pale shades of green, yellow, and blue create a calm and relaxing space, whilst the modern furnishings bring a sense of urban luxe to this rural retreat. The open-plan living area has a well-equipped kitchenette and a plump, comfy sofa, creating a cosy place to relax. There’s a sunny bedroom with double doors to a private patio and the smart shower room features dark green tiles and a corner shower.

To the rear of Paddock Cottage lies the field which gives rise to its name. A private enclosed patio furnished with a table and chairs overlooks this peaceful expanse of green. Linger for a while and listen to the sound of the birds in the trees, watch the sunsets and enjoy meals prepared on the charcoal barbecue.

Ground Floor


Entrance Hall:
Leave muddy wellies outside on the wrought iron boot stand before stepping through the front door into Paddock Cottage. The small entrance hall houses a shoe rack and coat hooks for outdoor gear.

Kitchen/Living Room:
This well thought out space has a well-equipped kitchen area complete with a washer-dryer, slimline dishwasher, microwave-combi oven, and a two-ring induction hob. The pale grey units are topped with wooden work surfaces creating a modern, yet rustic feel. A large window overlooks the courtyard and allows plenty of natural light. The rest of the space creates a welcoming living area with a plump sofa, large Smart TV and large window overlooking the green swathe of paddock beyond.

Bedroom:
This pretty bedroom has a gentle woodland feel with a William Morris bedspread on the double bed and tree silhouettes on both the pendant lampshade and reading lamps that sit on the bedside tables. The botanical prints and artwork, further enhance the nature-based design. Cosy rugs sit on either side of the bed for keeping toes toasty and a stylish wood hanging rail provides space for hanging clothes. A pale wooden dressing table with a large mirror and a plush stool sits on one side of the double doors, which lead out to a private patio. It’s a lovely place to enjoy lazy mornings as the sun creeps across the field in front of you.

Shower Room:
This smart shower room features dark, charcoal grey tiles underfoot and fabulous dark green wall tiles. The corner shower makes great use of the space as does the vanity unit which has a hand basin with storage underneath. There’s also a W.C, wall mirror and frosted window which lets in the natural night.

Outside

The private enclosed patio overlooks the tree-lined paddock. It’s a peaceful spot to enjoy a barbecue or just relax and soak up the sounds of the countryside. There is parking for two cars in the courtyard at the front of the cottage.

Facilities

Indoor

Bedroom One - Double

1 Bathroom - Shower Room With WC And Handbasin

Hairdryer - 1

Hob - 2-ring

Microwave

Toaster

Fridge

Freezer - Compartment In Fridge

Coffee Machine - Nespresso

Dishwasher

Washing Machine

Tumble Dryer

WiFi *Please Note That Speeds Are For Guidance Only And Are Not Guaranteed - 12-24 Mbps

TV - Smart

Board Games

Travel Cot (cot Linen Not Provided)

Highchair

Outdoor

Dog Friendly - 1 Well-behaved Dog Is Welcome For An Additional Fee

Garden - Fully Enclosed

Outdoor Dining Area

BBQ - Please Provide Your Own Charcoal

Parking - Off-road Parking For 2 Cars

On your Doorstep

Supermarkets and Shopping
The historic town of Winchcombe has a small Co-Op and a Morrisons Daily for your everyday needs. You will also find Vale and Hills butchers, a florist, North’s Bakery and a deli at William’s of Winchcombe. Just outside Winchcombe, Hayles Fruit Farm (3.5 miles) offers a fabulous selection if pick your own depending on the season and has a farm shop and café on site which is popular with walkers in the area.

Eating Out
  • The Lion Inn, Winchcombe – classic pub food served in beautifully historic surroundings (1 mile)
  • Restaurant 5 North Street, Winchcombe – exquisite food prepared by a passionate chef with a fantastic reputation (1 mile)
  • The Mount Inn, Stanton – far-reaching views accompany your meals and drinks at this rural country pub (6 miles)
  • The Ivy, Cheltenham – the perfect choice for sophisticated dining in a stunning location (8 miles)
Walks

Winchcombe’s rolling countryside is a true walkers’ paradise, with plenty of options for casual, seasoned, and hardy walkers. Winchcombe itself is a “walkers are welcome” town, a special status awarded to towns and villages which go above and beyond with their walking amenities, making it a fantastic destination for groups in search of a walking break.

The small lane leading to the entrance to Postlip House is also a public footpath that leads to the Cotswold Way and Winchcombe. Turn right out of the black double gates until you come to the River Isbourne. At the river, turn left and follow the footpath to a local road junction. Follow this road to the right. You will shortly come to the Cotswold Way which takes you into Winchcombe and joins with the Winchcombe Way. Trace your footsteps back or make a large loop eventually back to Postlip House Cottages via a combination of the Winchcombe Way, Cotswold Way, and local footpaths.

Places to Visit
  • Gloucestershire Warwickshire Steam Railway, Winchcombe – journey through the Cotswolds on a steam train taking in the countryside views (2 miles)
  • Hailes Abbey, Hailes – ruins of a medieval abbey with a museum telling its history (3 miles)
  • Cotswold Farm Park, Guiting Power – a popular day out for families to meet the rare farm breeds (7.5 miles)
  • Broadway Tower, Broadway – enjoy the fabulous views from this iconic landmark and visit the café during your time here (9 miles)
Travel:
  • Train - Cheltenham Spa railway station (7.7 miles) has regular services from London Paddington as well as the north and west of England.
  • Taxis - Cleeveline Taxis; Abbey Private Hire
There is so much to discover in the Cotswolds, why not have a look at some of our favourite Bolthole Retreats Experiences.

Points of Note

This property has a check-in time of 16:00 and a check-out time of 10:00

  • Book with us to get exclusive discounts to top attractions and experiences.
  • 1 well-behaved dog is permitted at Paddock Cottage for an additional fee.
  • There is no dining table in Paddock Cottage.

Spread the cost of your holiday balance with our flexible payment plan

Handpicked by us

Why we love this

  • A walkers paradise, with the Cotswold Way just moments away.
  • Can be booked with The Hayloft and Chestnut Cottage for groups wanting to stay together while enjoying their own space.
  • Historic Winchcombe offers the perfect mix of character, culture, and countryside, making it one of the Cotswolds’ most loved towns.
Discover more

The Location

The Paddock Cottage sits in the grounds of the grand 1880s residence of Postlip House, located just a mile from the historic Cotswold town of Winchcombe, home of Sudeley Castle & Gardens. The town has a wide range of excellent pubs, restaurants, food shops independent galleries, boutiques, and antique centres - all easily accessible via country footpaths or by car. This is also one of the best walking areas in the Cotswolds, with the Cotswold Way, the Winchcombe Way, and the Isbourne Way all on the doorstep.

And relax..

Why book with us

1.

Guaranteed
best price

Book your holiday home directly with us for the best possible price. Because we work exclusively with our owners; we guarantee you won’t find our properties cheaper elsewhere.

2.

Guaranteed
best price

Book your holiday home directly with us for the best possible price. Because we work exclusively with our owners; we guarantee you won’t find our properties cheaper elsewhere.

3.

Guaranteed
best price

Book your holiday home directly with us for the best possible price. Because we work exclusively with our owners; we guarantee you won’t find our properties cheaper elsewhere.

Read our reviews

Paddock

Verified Up Front Reviews
Peaceful and comfortable cottage with friendly and helpful managers. Peaceful and comfortable cottage with friendly and helpful managers.

Guest

Peaceful and comfortable cottage with friendly and helpful managers.

Judith

Cosy little cottage close to Winchcombe. Highly recommend a stay here.

Joseph

Excell

Verified Up Front Reviews
We had an absolutely delightful stay at Paddock Cottage, the cottage is very well equipped and very comfortable, I would happily stay here again, the local area is stunning! Perfect for a short break or a longer stay!

Teresa Higgs

We had an absolutely delightful stay at Paddock Cottage, the cottage is very well equipped and very comfortable, I would happily stay here again, the local area is stunning! Perfect for a short break or a longer stay!

Teresa

Wonderful holiday hideaway

Verified Up Front Reviews
We had a wonderful much needed holiday at Paddock Cottage.Although in an out of the way place, it was easy to find thanks to great directions from the owners.The cottage was very clean, comfortable and beautifully furnished.A welcoming bottle of fizz and some milk was a lovely welcoming surprise.Winchcombe is the perfect place from which to explore, with so many lovely places within easy travel distance.It was hard adjusting back to congestion and busy pace of everyday life after the peace and charm of the Cotswalds.

Janis Matthews

Peaceful beautiful surroundings, extremely tranquil, made you feel like you were in the middle of nowhere. Amenities met all needs, and the bedroom had an amazing view of the surrounding field. Will definitely go again.

Michelle

We had a wonderful much needed holiday at Paddock Cottage. Although in an out of the way place, it was easy to find thanks to great directions from the owners. The cottage was very clean, comfortable and beautifully furnished. A welcoming bottle of fizz and some milk was a lovely welcoming surprise. Winchcombe is the perfect place from which to explore, with so many lovely places within easy travel distance.

Janis

Must have car

Verified Up Front Reviews
I had a terrible experience. They knew I was relying on uber and taxi and I was a single person. I had over $250 in uber and taxi fees to go into town for a 3 day stay because no one could find this location. I did everything they told me to do regarding the info to provide taxis and no one could find me. Plus no one answered the phone when I was trying to check in on a Sunday. Uber driver was lost and there was no one answering the phone to help me. Dirty glasses and wi fi was not working. No one ever came to see if it just needed to be reset. Just terrible. I left a day early and they would not give me any money back since it was prepaid. I had to stay somewhere that was easily findable.

Angela Agel

Super cute cottage, nicely laid out and had everything you need. Great size outdoor patio, comfy bed. The housekeeper was lovely and super willing to help with anything. Would stay again for sure.

Meg

Beautiful Cottage

Verified Up Front Reviews
We loved the Paddock cottage it met all of our needs. The one comment I will make is that if you did need to use the washing machine there didn’t seem to be anywhere to hang your washing up, this is just an observation not a criticism.

Guest

Great Location

Verified Up Front Reviews
We had a lovely stay in Paddock Cottage. Located in a peaceful area. Everything provided that you would need. Would have been good to of had a clothes horse as certain clothes I didn’t want to tumble dry.

Karen Hare

We loved the Paddock Cottage it met all of our needs.

Sharon

We had a lovely stay in Paddock Cottage. Located in a peaceful area. Everything provided that you would need.

Karen

Paddock Cottage Review

Verified Up Front Reviews
Thank you to the owners of Paddock Cottage and Bolthole Retreats. The process was very professional from start to finish. The Cottage itself was fabulous. Very good location, great bed and shower. Sofa and TV was perfect. The kitchen had everything you needed. The Cottage is in great condition and we enjoyed our stay. We will return.

David Hall

Thank you to the owners of Paddock Cottage and Bolthole Retreats. The process was very professional from start to finish. The cottage itself was fabulous. Very good location, great bed and shower. Sofa and TV were perfect. The kitchen had everything you needed. The cottage is in great condition and we enjoyed our stay. We will return.

David

Beautiful high end cottage stay

Verified Up Front Reviews
Lovely spacious top notch cottage out in the countryside, very peaceful and quiet. Plenty of parking, living area way bigger than it looks in the photos and everything you might need is available. Was delighted with the heavy curtains in the bedroom ensuring we weren’t awoken by the sun at the crack of dawn. Beautiful property, just a shame we were out for most of our stay and didn’t enjoy it as much as we would’ve liked to.

Amanda May

Lovely cottage for long weekend

Verified Up Front Reviews
We found the perfect spot halfway our walking tour trough the Cotswold to rest for a couple of days. Lovely cottage, everything you need is there. Nice and clean. Quiet and peacefull environment.

Guest

Perfect stay

Verified Up Front Reviews
Paddock Cottage is a lovely cosy cottage. Beautifully clean, decorated with some lovely touches to give it a homely feel. Set in lovely grounds in a good location for exploring the Cotswolds.

Deborah Wakley

Great stay

Verified Up Front Reviews
Absolutely stunning cottage, perfect for mini getaway. The only issue was the directions, on google maps you have to type "chestnut cottage", otherwise you are directed to the wrong location. Apart from that, would highly recommend this cottage.

Rosie Journet

Wonderful place to be!

Verified Up Front Reviews
The Cottage is really wonderfull, also the garden and the village with little shops and restaurants is nearby, We would love to come back!

Jana Bucholski

Lovely Stay

Verified Up Front Reviews
We had a lovely stay at Paddock Cottage for a few nights! The weather was a bit rainy and the cottage was perfect to get dried off and warm! Really nice decor and amenities and perfect for us with our Spaniel

Becky Johnson

Perfect cottage for two

Verified Up Front Reviews
This is a lovely cottage, perfect for a short stay. It's very clean, comfortable and well appointed. It's in a peaceful location which meant we had quiet nights and undisturbed sleep. The only slight issue I had was with the overhead shower because I don't like having to wash and style my hair every day. A height adjustable shower would have been perfect. And no, a shower cap is not the answer.

Guest

Everything there that we needed for a weekend away to a wedding.we had a great outlook

Verified Up Front Reviews
We had a great vista and lots of wildlife squirrels bring in abundance. There was everything in the cottage you would need for a short break of even a week away.

Alan Blowers

A beautiful stay in Winchcombe

Verified Up Front Reviews
The Paddock is in a pretty & tranquil setting, well maintained grounds. Quite small & basic but sufficient for 2 & for the time we spent indoors. We, personally, found the bed too soft. Some garden chair cushions would have been nice for the wooden chairs on the patio. We couldn't find a can opener ( something maybe to be aware of, if bringing your own tinned food). We were a bit disappointed not to receive any response to our questions we text to the owner/housekeeper the morning we departed re the dishwasher. Winchcombe is a lovely village & the Paddock is a great base to explore that corner of the beautiful Cotswolds. There are lots of well mapped walking routes in the area. We could walk into the village ( approx 20mins) & to the Castle via the public footpaths. When you turn right out of the cottage gates, down the lane, directions say turn left when you see the river - we couldn't see the river ( not very visible through all the tree growth & walked too far the first time til we met some locals who corrected us). The left turn is actually not too far down the lane from the cottage. It's almost a U turn, up a small, muddy bank through a gate to continue on the footpath beside a field. ( wouldn't recommend the walk in the dark). We were lucky to be there in Sept & the wk of warm, sunny weather & trainers were sufficient on the walks.

Tracy Levett

A short stay

Verified Up Front Reviews
A fantastic stay, just one suggestion more crockery and cutlery would be great and would save washing up after every meal and make better use of the dishwasher

Raymond Piper

Excellent cottage!

Verified Up Front Reviews
Lovely cosy cottage, perfect for a quiet birthday celebration. Ideal for those wanting to bag the highest point in Gloucestershire at nearby Cleeve Common.

Ewan Bell

Lovely quiet location

Verified Up Front Reviews
Perfect location for couples to visit attractions in the Cotswolds. We stayed here to visit Sudeley Castle which was brilliant. The accommodation was furnished to a high standard and very comfortable.

Guest

Excellent weekend stay in lovely location and cottage

Verified Up Front Reviews
A great, clean and lovely retreat for two people in a beautiful setting. The location is great and very close to some wonderful little villages including within walking distance of Winchcombe. The Winchcombe way offers as much walking as desired and across beautiful scenery ending up wherever you fancy. A wonderful place to stay!

Dan Simpson

Paddock Cottage

Verified Up Front Reviews
Overall the property was very comfortable and we enjoyed our stay. However, we were unable to connect to the internet when we arrived. We rang the number we had been given and then sent a message but received no reply. in the morning we rang Bolthole Retreats who gave us a different number. This resulted in a partial coverage but we were not able to use the smart tv while staying at the property. There were only two mugs at the property, although there were lots of glasses.

Guest

Would definitely book again.

Verified Up Front Reviews
In the area for work, originally booked somewhere more basic but husband was able to come with me so decided to look for somewhere a bit nicer - definitely lucky to find Paddock Cottage! Not the largest of places, but didn't feel cramped at all and had everything we needed for a comfortable weekend stay; we both thought that the cottage would provide a good place to stay for a longer period of time, too. If I need to stay in the area next year, we'll definitely look to re-book.

Laura Page

Beautiful cottage in a peaceful location

Verified Up Front Reviews
I stayed here during Cheltenham Festival week. It was like an oasis to get back to after a busy day at the racecourse. Everything you need is provided.

Roy Barker

Lovely stay in A* accommodation!

Verified Up Front Reviews
We loved Paddock Cottage - sparkling clean, amazing views of the surrounding countryside, warm and welcoming and beautiful decor. Comfy bed too! The paddock at the back of the cottage was also brilliant for walking and playing with our dog. Loads to see and do locally, Winchcombe is a gem of a town! Highly recommended, hope to return.

Sarah Hassell

Create Memories

Experiences designed to make your stay unforgettable

We have curated not only a portfolio of properties, but also a portfolio of experiences we recommend everyone try the next time they visit the Cotswolds and surrounding counties. This selection of ours is constantly growing as we discover more hidden gems and local stars. Many of the experiences are incredibly popular, and we encourage booking in advance because these little extras can turn your everyday holiday into a fantastic, fond memory, one you aren’t soon to forget.

memories image
Check Availability