Holiday Cottages in Painswick

The beautiful, historic wool town of Painswick has magnificent views across the Severn Valley to the Welsh Mountains. Known as The Queen of the Cotswolds, Painswick is nestled between Cheltenham and Stroud and is packed with well preserved, quintessential Cotswold Stone buildings which provide stunning self catering Painswick accommodation.

At the centre of the village stands St Mary’s Church, dating back to the 11th century which is famous for it’s 99 Yew trees – although at last count there are now actually 106. The trees are sculpted into walk-through archways making the churchyard a popular walking spot.

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Book to stay within 4 days to save 20%
Sleeps 4
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Short breaks from £367.20

Church Mews

Church Mews is a grade II listed Cotswold stone holiday home with stylish interiors, an open-plan living area and a superb mezzanine master bedroom, complete with high vaulted ceilings. Located in the heart of Painswick, this fabulous property is perfect for travel with friends, family or as couples.

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Book to stay within 21 days to save 20%
Sleeps 28
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Short breaks from £3,320.98

Goodlake Barns

Goodlake Barns is made up of 5 well equipped holiday cottages sleeping up to 28 guests and is perfect for those larger groups getting together for family gatherings or even corporate events. There is an additional space, The Hub, which is an enclosed barn, complete with tables and chairs which enables you to all dine together or host a celebration.
Book to stay within 10 days to save 20%
Sleeps 6
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Short breaks from £540.60

Winterberry Cottage

Winterberry Cottage is a wonderful semi-detached holiday home which boasts characterful interiors, spacious living areas and a superb garden, complete with countryside views beyond. Located in the heart of Barnsley, this fabulous property is perfect for a gathering of friends, or a family, who are seeking a relaxing break surrounded by the beautiful Cotswold countryside.
Book to stay within 35 days to save 15%
Sleeps 14
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Short breaks from £2,660.87

The Grinding Barn

The Grinding Barn is a wonderful holiday home which boasts beautiful interiors, spacious open-plan living areas and a superb garden, surrounded by the spectacular countryside and complete with a hot tub. Located in Little Coxwell, this fabulous property is perfect for large family holidays and get togethers with friends or for that business get away.
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Sleeps 4
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Short breaks from £377.40

Bumble Cottage

Bumble Cottage is a stylish two bedroom holiday cottage with a wealth of character and charm. Decorated in a contemporary style with modern facilities and a cosy wood burning stove, this idyllic retreat is perfect for a couple or small family looking for a relaxing break in the heart of the Cotswolds. The Cottage is also dog friendly!
Book to stay within 28 days to save 10%
Sleeps 4
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Short breaks from £436.97

Evenlode

Evenlode is a stylish two bedroom apartment set over two floors and situated in the heart of Burford, often known as the gateway to the Cotswolds. Complete with prime high street location, with plenty of pubs, shops and cafes in walking distance, this apartment offers an ideal base in which to explore from and a comfortable retreat to return to each day.
Sleeps 2
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Short breaks from £322.32

Orchard Cottage, Didmarton

Orchard Cottage is a charming one bedroom stable conversion, positioned within the grounds of a quintessential Cotswold home. Small but perfectly formed, this well-equipped, romantic bolt hole is nestled in a quiet village in the south Cotswolds and within easy reach of Tetbury, Bath and Bristol and ideally suited to those who enjoy the outdoors.
Sleeps 9+3
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Short breaks from £1,088.34

Elm Bank

Elm Bank is an elegantly presented holiday home in the peaceful village of Lower Swell, just a mile from the famous market town of Stow-on-the-Wold. Boasting stylish interiors, spacious living areas, a well-equipped kitchen and a superb garden, this fabulous property is perfect for large groups looking to enjoy the Cotswold countryside.
Book to stay within 14 days to save 20%
Sleeps 6+4
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Short breaks from £750.72

Steps Cottage

Steps Cottage is a wonderful 18th century holiday home and annexe which boasts stylish interiors, spacious living areas and a beautiful multi-level garden, complete with outdoor seating and a gas barbecue. Located in the heart of Stow-on-the-Wold, this fabulous property is perfectly situated to explore the Cotswolds on foot or be only a short drive from famous Cotswold hot spots.
Book to stay within 21 days to save 20%
Sleeps 11+1
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Short breaks from £1,249.50

Grey Gables Barn

Grey Gables Barn is a beautifully presented Cotswold stone barn, which boasts contemporary interiors, spacious living areas and a superb garden, complete with a covered fish pond and a large outdoor table with seating for eight. Located close to the heart of the picturesque village of Bourton-on-the-Water, this fabulous property is perfect for get togethers with loved ones.
Book to stay within 28 days to save 10%
Sleeps 4
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Short breaks from £449.82

Slade Stables

Slade Stables is a new conversion, in a chalet cabin style, and is a fantastic bolthole located in a very popular area of the Cotswolds, near Stow-on-the-Wold and Moreton in Marsh. This two bedroom Cotswold holiday home is a delightful property situated on a small working farm with the most spectacular views and is a fabulous base for a short stay in the Cotswolds.
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Sleeps 6
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Short breaks from £834.77

2 Orchard Cottages

2 Orchard Cottages is a charming three bedroom home away from home on the edge of the picturesque village of Churchill, close to Stow-on-the-Wold. Within walking distance of the village pub, and enjoying spectacular views of the rolling Cotswold countryside, this beautiful home is perfect for a relaxing rural escape.
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Sleeps 6
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Short breaks from £956.45

Gassons View

A characterful and charming Cotswold cottage in the sought after village of Filkins, this cottage is within walking distance of the Five Alls Pub offering their own house ale. For those of you who want to enjoy a swim, the village has its very own outdoor pool open during the Summer months. This is a fabulous house to share with family and friends.
Book to stay within 14 days to save 20%
Sleeps 8
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Short breaks from £1,320.90

Rose Tree Cottage

Rose Tree Cottage is a beautiful 300-year-old Cotswold holiday cottage featuring characterful oak beams and cosy log burning stoves, set within beautiful gardens overlooking the rolling countryside a few miles from the quintessentially Cotswold town of Burford, with its individual shops, pubs and restaurants, equidistance distance between the stunning spires of the universal city of Oxford and Regency city of Cheltenham.
Book to stay within 35 days to save 10%
Sleeps 6
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Short breaks from £503.88

Old Farm Cottage

Old Farm Cottage is a spacious country home with a wood burning stove and a picturesque garden. This family friendly holiday home is nestled in the heart of Ablington, a charming hamlet full of quintessential properties. The surrounding countryside is a haven for nature lovers, with lots of wildlife and walking routes, and the tranquil River Coln runs right through the hamlet.
Book to stay within 28 days to save 15%
Sleeps 8
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Short breaks from £849.66

Longborough House

Longborough House is a fabulous dog friendly holiday home with four spacious ensuite bedrooms, two living rooms and cosy wood burning stove, ideally suited for a family holiday or weekend away with friends. Situated in the village of Longborough, famous for its Opera Festival, you will find a local pub and village shop with café on your doorstep.

Self Catering Holidays in Painswick

The area is popular with walkers who are spoilt for choice with walks due to the position of the village which is halfway along the Cotswold National Trail. However, if you prefer to explore on two wheels then again Painswick delivers as the Cotswolds & Severn Vale 7-day cycle tour routes go directly through the village. Not far from the village you will also find the Painswick Beacon which forms part of a 2 mile looping trail taking in a forest. If that’s too strenuous you can always park the car just south of the beacon and enjoy the short climb to the top of the hill to take in the stunning views of the surrounding countryside. Read on to find out more of the best things to do in Painswick.

What to do in Painswick

The streets of Painswick are most certainly worth exploring as they are packed with historic homes. On Bisley Street you will find two properties still with their original ‘donkey doors’, so named as they were wide enough to allow a donkey carrying wool baskets to pass through. Whilst wandering through the village streets you will find a sprinkling of local shops and art galleries. One of the best galleries is Red Dot on Saint Mary Street, known for its collection of art, photography and craft along with its themed exhibitions. Also, not to be missed is The Loovre, named after it’s location in the old public conveniences in the heart of Painswick and set up by local artist Rupert Aker.

History lovers will want to spend some time wandering around the UK’s only complete surviving rococo garden – Painswick Rococo Garden. Designed in the 1740s as a pleasure garden for the then owner of Painswick House. Today it is famous for its carpet of snowdrops in early Spring but you can visit at any time of the year and you won’t be disappointed. Explore the magical follies dotted around the gardens before stopping off to entertain the little ones at the rustic wooden play area and unusual maze. You can complete your visit with a rest and refuel in the café followed by a little spending spree at the gift and plant shops.

Food and Drink in Painswick

When it’s time for a bite to eat you can’t go wrong in Painswick. The Painswick serves afternoon tea, Sunday lunch and dinner under the watchful eye of Head Chef Jamie McCallum who trained under Gary Rhodes. Here you can tuck into an assortment of dining options from small plates and nibbles to a more robust beef wellington or Sunday roast. Overlooking St Mary’s church is the delightful St Michael’s Bistro where husband and wife Marin and Catalina provide a friendly welcome to all. From informal lunches to a truly satisfying evening menu this locally run restaurant is a Painswick favourite.

So, from shops, galleries and restaurants to gardens, walking routes and historical buildings, Painswick certainly lives up to it’s nickname as The Queen of the Cotswolds.

Would you like to stay in Painswick? Browse our Painswick holiday cottages and homes above, or to widen your search and take a look at our Cotswold holiday accommodation collections.