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Chestnut Cottage - sleeps 4 guests in 2 bedrooms

Photo gallery for Chestnut Cottage - sleeps 4 guests in 2 bedrooms

A brick building with a sloped roof, a door, and windows.
A brick building with a wooden fence, a door, and windows.
A neatly made bed with a patterned bedspread, two bedside lamps, and a framed artwork on the wall.
A neatly made bed with a textured blanket and two pillows, a bedside table with a lamp, and a small drawer.
A bedroom with a bed, a nightstand, a lamp, and two framed artworks on the wall.

Reviews

10 out of 10
Exceptional

Highlights

  • Barbecue grill
    A rare find - perfect for a relaxed, outdoor grilling experience.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony or patio
  • Barbecue grill
  • Pet-friendly
  • Refrigerator
  • Dryer
  • Onsite parking available

Explore the area

View in a map
Winchcombe, Gloucestershire
  • Place, St Peter's Church Winchcombe
    ‪18 min walk‬
  • Place, Winchcombe Folk and Police Museum
    ‪4 min drive‬
  • Place, Sudeley Castle
    ‪5 min drive‬
  • Airport, Oxford (OXF)
    ‪81 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom #1

1 Queen Bed

Bedroom #2

1 Queen Bed

1 bathroom

Bathroom #1

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden
Dining area

Add dates for prices

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About the area

Cheltenham

Located in Cheltenham, this cottage is in a rural area. Winchcombe Folk and Police Museum and Holst Birthplace Museum are cultural highlights, and some of the area's attractions include Toddington Narrow Gauge Railway and Gloucestershire Warwickshire Railway. Travelling with kids? Consider Parabola Arts Centre and Walks With Hawks.
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Map
Winchcombe, Gloucestershire

What's nearby

  • St Peter's Church Winchcombe - 18 min walk - 1.5 km
  • Winchcombe Folk and Police Museum - 4 min drive - 2.0 km
  • Sudeley Castle - 5 min drive - 2.7 km
  • Cheltenham Racecourse - 15 min drive - 11.7 km
  • Cheltenham Town Hall - 20 min drive - 14.0 km

Getting around

  • Toddington Railway Station - 14 min drive
  • Oxford (OXF) - 72 min drive

Restaurants

  • ‪Costa Coffee - ‬10 min drive
  • ‪The King's Head - ‬9 min drive
  • ‪The Plough - ‬7 min drive
  • ‪The Tipsy Egg - ‬3 min drive
  • ‪Shutters - ‬11 min drive

Frequently asked questions

Is Chestnut Cottage - sleeps 4 guests in 2 bedrooms pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Chestnut Cottage - sleeps 4 guests in 2 bedrooms?

As of 25 Oct 2026, prices found for a 1-night stay for 2 adults at Chestnut Cottage - sleeps 4 guests in 2 bedrooms on 15 Nov 2026 start from £611, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Chestnut Cottage - sleeps 4 guests in 2 bedrooms?

On-site parking is available at the property.

What time is check-in at Chestnut Cottage - sleeps 4 guests in 2 bedrooms?

Check-in begins at 4:00 PM.

What time is check-out at Chestnut Cottage - sleeps 4 guests in 2 bedrooms?

Checkout is at 10:00 AM.

Where is Chestnut Cottage - sleeps 4 guests in 2 bedrooms located?

This family-friendly Cheltenham cottage is located in a rural location, within 1 mi (2 km) of St Peter's Church Winchcombe and Winchcombe Folk and Police Museum. Sudeley Castle and Prescott Speed Hill Climb are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 31 out of 34 reviews
Rating 8 - Good. 3 out of 34 reviews
Rating 6 - Okay. 0 out of 34 reviews
Rating 4 - Poor. 0 out of 34 reviews
Rating 2 - Terrible. 0 out of 34 reviews

Reviews

From a partner site

8/10 Good

Super cottage

Spent a fab few days at Chestnut Cottage. A really fabulous place to stay. Very comfortable and beautifully presented cottage with everything we needed. A great base outside of the busy, touristy towns with an easy walk into Winchcombe. Excellent for dogs too with an enclosed patio and access to fields beyond.
From a partner site

10/10 Excellent

Excellent in every way

Have visited many times - always delightful! Clean, comfortable, well-appointed - great for the dog!
From a partner site

10/10 Excellent

Cotswold paradise

Fantastic cottage beautiful decoration brilliant location everything as we expected and more pulled out all the stops
From a partner site

10/10 Excellent

A beautiful stylish cottage

We found Chestnut Cottage to be a delightful place to stay. Both the cottage and grounds were beautiful and well maintained.
From a partner site

8/10 Good

Beautiful barn in a great location

We really enjoyed our stay in Chestnut cottage. Beautiful barn in a wonderful setting. The barn was well equipped and very comfortable. Great location with lovely walks.
From a partner site

10/10 Excellent

The Perfect Retreat

This was honestly the perfect retreat. Tucked away down a lane in a small gated community, it was the perfect place to relax. The accommodation was peaceful, beautifully appointed, luxurious beds and quite frankly everything you could want. Even the local gardener provided us with freshly grown and picked produce, ie/ the best tomatoes I have ever tasted! A lovely patio looking out across the field and over to the mountains was a great place to have our breakfast each morning. Lovely walks into Winchcombe by the river too. Would highly recommend to anyone wanting a peaceful break. Thank you to the owner and Bolthole Retreats!!
From a partner site

10/10 Excellent

We’ll appointed, comfortable Cotswolds cottage

Very helpful and charming owners - everything provided and of excellent quality - we’ve stayed before and will definitely come again… thank you!
From a partner site

10/10 Excellent

Beautiful cottage excellently maintained

Comfortable and well equipped - ideal for a short stay - excellently maintained. Convenient parking.
From a partner site

10/10 Excellent

Great stay and location while exploring the Cotswolds

Lovely cottage that has everything you need. Comfy bed, fantastic shower and bath. The secure outside space and the field for the dogs was great! Would highly recommend! Only negative was the sofas weren't very comfy.
Response from VrboOwner on 21 May 2025
Thank you for taking the time to share your thoughts with us on your recent stay at Chestnut Cottage. We are delighted to hear that you enjoyed your stay. We’ve shared your feedback about the sofas with the owner, who is looking into this. We hope to see you in the Cotswolds again soon.
From a partner site

10/10 Excellent

Such a wonderful, peaceful setting

A lovely break. Almost a retreat. The setting was so peaceful and the cottage so comfortable it was a pleasure to stay there. Beds were comfy. Kitchen well equipped. Only downside I can think of is that there were no outside cushions!! Location was good for places of interest. We’d definitely stay again, hopefully soon.
From a partner site

10/10 Excellent

Quiet and peaceful

One of the best holiday cottages we have stayed in (we have stayed in over 25) recommended in every way,easy walk to Winchcombe by footpath or road in 15 minutes
From a partner site

10/10 Excellent

Relaxing stay at Chestnut Cottage

We enjoyed our stay in this cosy ,well equipped and peaceful cottage in the Cotswolds.The cottage is in a great location for walks,visiting Winchcombe,Sudeley castle and the local preserved railway.We would recommend it to anyone wanting a relaxing and peaceful holiday.
From a partner site

10/10 Excellent

Beautiful cottage great location

Absolutely stunning cottage, immaculate in every way! Felt like I was in a homes and gardens magazine! Spotlessly clean, beautiful decor and had everything you could possibly need.
From a partner site

10/10 Excellent

Excellent Stay

We loved Chestnut Cottage. We had a lovely 4 nights. The property is beautifully decorated, homely and in a great location. Great walks and a good field for our dog. We would definitely recommend and would really love to return. We can’t fault anything!
From a partner site

10/10 Excellent

Idyllic

A beautiful home from home in a peaceful setting. Everything about Chestnut Cottage felt luxurious. The bath and shower are huge, and the beds are so comfortable.
From a partner site

10/10 Excellent

Chestnut cottage stay May 2025

We stayed at Chesnut cottage in May 2025 for three nights. We found the property and location perfect. It was on the outskirts of Winchcombe with an easy 15 minutes stroll to the village. The Cotswolds way is nearby and plenty of walks from the cottage.
From a partner site

10/10 Excellent

Excellent accommodation

The accommodation was in very good order, spacious and well appointed. As walkers the property was well located about 1 mile from the centre of Winchcombe. We wouldn't hesitate to recommend this property to friends .
From a partner site

10/10 Excellent

The perfect retreat!

Chestnut Cottage was perfect in every way! We loved our stay and everything about it exceeded our expectations! It is lovely to have luxury dog friendly accommodation. With walks straight from the cottage, we hardly used our car for the whole week. We will definitely book with Bolthole Retreats again and recommend to friends and family.
From a partner site

10/10 Excellent

Wonderful stay at Chestnut Cottage

We had an excellent long weekend stay at Chestnut Cottage. The property was lovely, with no expense spared on the interior and the amenities there. The location was also great, and within easy reach of nearby places such as Winchcombe and Cheltenham. The hosts were also available when needed, with help given straight away when struggling with the entry code. Would definitely recommend.
From a partner site

10/10 Excellent

Chestnut Cottage - Winchcombe

The property is absolutely gorgeous (and I'm fussy). All finished to a high spec. The bed was super comfortable with luxurious bedding. The grounds and setting was so relaxing. Winchcombe is a gem - absolutely delightful. I loved it all and will return.
From a partner site

10/10 Excellent

Great place to stay

Would highly recommend. The property is finished to a high standard very clean and well maintained. Our only constructive feedback would be to have a hoover in the property, we have two young children so it would have been great to be able to clean up a bit more ourselves.
Response from VrboOwner on 1 Aug 2022
Dear Aidan, Thank you for taking the time to leave a review of Chestnut Cottage. We're so pleased you enjoyed your stay here and your feedback has been passed on to the owners. We hope we can welcome you back to the Cotswolds again in the future. Kind regards Bolthole Retreats
From a partner site

10/10 Excellent

A fabulous break

Met up with my friend for a week at Chesnut Cottage and we absolutely loved it. The house is very spacious and very well presented and had everything we needed. The location is fabulous - so quiet but equally so close to everything. The whole experience from booking to leaving at the end of the holiday was smooth and issue free. We will definitely be returning!
From a partner site

10/10 Excellent

Overall Fantastic Cottage

Location - Great High end kitchen items Beds - comfy Cleanliness - Fantastic Wifi - poor (router was down the hallway other end if the living room and kept loosing connection for the advertised Smart TV. Sofa - needs to be a high back ideally Would recommended and would book again.
From a partner site

10/10 Excellent

Peaceful Retreat

Generally all round very accommodating. Lovely farm eggs, good parking. Lovely peaceful atmosphere. Only complaint is you need to update your TV software, Lots of channels weren't on the TV. It didn't spoil the holiday.
Response from VrboOwner on 29 May 2024
Thank you for taking the time to leave a review of your recent stay at Chestnut Cottage. We are very glad to hear that you enjoyed your stay however disappointed to read your feedback regarding the TV. We have shared your feedback with the owner who wishes that you had mentioned this during your stay as they would have been very happy to come and look at this for you. They have let us know that this has now been fixed.
From a partner site

10/10 Excellent

Fantastic week

A truly amazing week!! The cottage was delightful, extremely well furnished and equipped, beds amazedly comfortable and a stunning location. The owners were so helpful as was the gardener. Was sorry to leave but will be back at some point. Sue for Sussex and Bev from Canada.
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