he patio garden and exterior of a Gloucestershire holiday home with an outdoor dining table and a hammock strung between trees. View Gloucestershire Holiday Cottages. Photo credit: Endless Esther in Hewelsfield

Find My Favourite Holiday Cottages in Gloucestershire

To relax and enjoy self-catering holidays in the idyllic and historic County of Gloucestershire, do so in comfort and style by renting a self-catering cottage for a weekend, a whole week or even longer. There are many parts to Gloucestershire: the historic towns of Gloucester and Cheltenham, The Cotswold Hills, The Forest of Dean and the valleys of the Severn and the Wye all having their own distinctive appeal. You won't find yourself short of stunning views and memorable experiences.

You'll find castles such as those at Berkeley and Sudeley and achingly beautiful villages such as the two Upper and Lower Slaughters, Stow-on-the-Wold, Chipping Campden or Boughton on the Water, all seemingly unchanged for centuries. There's even a Roman villa at Chedworth; while just digging anywhere in the market town of Cirencester, Roman remains will be revealed. Make sure you visit the elegant Georgian spa town, Cheltenham, with its magnificent Pump-rooms, rivalling those in Bath.

Ingleside
Adsett
Gloucestershire
England
Sleeps
14
Bedrooms
6

Ingleside is a large Gloucestershire holiday cottage on the outskirts of the Forest of Dean near Westbury Ingleside sleeps 14 in 6 bedrooms with 4 bathrooms plus ample living space, including a sunroom and games room. The enclosed garden includes a bike store and BBQ facilities.

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A large Cotswold barn conversion to form a holiday cottage in open countryside.
Rambler's Barn, The Cotswolds
Oddington
Gloucestershire
England
Sleeps
6
Bedrooms
4

Rambler's Barn is a charming rural barn situated on 21 acres of fields in Gloucestershire. This beautiful pet-friendly holiday cottage is located in Moreton-in-the-Marsh and boasts a lovely Cotswold stone exterior, which complements its stunning garden. With three bedrooms, a sophisticated log fire, contemporary amenities, and a separate annexe, this tranquil cottage provides the perfect rural retreat.

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A brick-built 1930s cottage with a covered porch and block-paved courtyard.
2 The School House, Dorsington
Dorsington
Gloucestershire
England
Sleeps
4
Bedrooms
2

2 The School House is an attractive 1930s semi-detached property situated in the peaceful village of Dorsington, 7 miles from Stratford-upon-Avon. Conveniently located on the border of Warwickshire and the Cotswolds, it is the ideal base to discover Shakespeare Country.

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A Cotswold holiday cottage with vine-covered walls.
The 99 Yew Trees, Painswick
Painswick
Gloucestershire
England
Sleeps
6
Bedrooms
3

The 99 Yew Trees is a gorgeous 3-bedroom holiday cottage in Painswick overlooking the church in the heart of The Cotswolds. The 16th-century townhouse boasts a lavish garden full of mature plants and a neutral palette accentuated by traditional features such as the fireplace, wood burner, exposed beams and stone walls.

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A side elevation of a luxury Cotswold Barn conversion with wide, full-height sliding French Windows.
Rosebank Barn, Bibury
Bibury
Gloucestershire
England
Sleeps
4
Bedrooms
2

Set amidst the rolling countryside of the Cotswold Area of Outstanding Natural Beauty, Rosebank Barn on the edge of the charming Gloucestershire village of Ablington is a child-friendly cottage converted from a natural stone barn, boasting underfloor heating, vaulted ceilings, and a wood-burning stove.

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Exteriod of a Cotswold honeystone cottage.
The Stables At The Lammas, Nailsworth
Minchinhampton
Gloucestershire
England
Sleeps
4
Bedrooms
2

The Stables at The Lammas is an elegant Cotswold stone barn conversion with a truly unique outdoor dining area surrounded by mature gardens in the village of Minchinhampton, Gloucestershire. The rural cottage boasts two courtyards, contemporary luxury and proximity to the best of the Cotswolds.

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A thatched Cotswold Cottage with a bay window overlooks an empty village street.
Inglenook Cottage, Broad Campden
Broad Campden
Gloucestershire
England
Sleeps
2
Bedrooms
1

Inglenook Cottage is an archetypal chocolate-box cottage boasting Cotswold stone walls and a thatched roof. The 300-year-old romantic cottage in Broad Campden, Gloucestershire, is Grade II listed and promises an inglenook fireplace, exposed beams, wooden floorboards & space for pets in its lovely garden.

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A wood and slate Cotswold holiday cottage overlooks a terrace with a dining table and lawn.
The Sycamore, Bibury
Bibury
Gloucestershire
England
Sleeps
2
Bedrooms
1

Couples seeking a relaxing getaway will enjoy a stay at The Sycamore, a delightful romantic Cotswold holiday cottage for couples near the historic village of Arlington in Gloucestershire. It's the perfect weekend retreat featuring plenty of natural light streaming from double-height windows, beamed ceilings, and wood floors.

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A Cotswold contemporary honeystone cottage overlooks a large shingled courtyard.
The Firs Retreat
Brockworth
Gloucestershire
England
Sleeps
8
Bedrooms
4

 The Firs Retreat is a luxury holiday let with a hot tub in Brockworth, sleeping eight guests in four bedrooms. It is ideal for families and friends. The contemporary home features sophisticated decor and modern amenities. Enjoy the wood-burning stove, suntrap conservatory, and private unheated games room. The rear garden offers alfresco dining with stunning views of the Malvern Hills. Close to Brockworth and Gloucester, it provides a perfect base for exploring local attractions. View the full description for more details.

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Visit the city of Gloucester and the 1000-year-old Norman Cathedral, whose role in history embraces the mediaeval tomb of Edward the II through to its 21st-century use as a location for Harry Potter Films (Hogwarts) and Dr Who. 

A little further up the M5 is the fine Regency Spa town of Cheltenham. Here you’ll be spoiled for choice of restaurants and cultural experiences. Cheltenham is a festival town with major UK music, literature, jazz and folk events. To see Cheltenham from the air, a balloon flight over the city has to be one of the best ways to travel. There are festivals aplenty in Gloucestershire, attracting visitors from all over the world. In addition to the many festivals held throughout the year in Cheltenham, the Tewkesbury Medieval Festival is also a crowd-puller. It features the largest annual medieval battle in the UK - a re-enactment of the 1471 Battle of Tewkesbury. The festival is fought by thousands of people and witnessed by many more. See it! 

Many quaint traditional events, such as the Cheese Rolling every May at Coopers Hill, are worth a weekend break. Here men, women and children take it in turns to run hurly-burly down a steep hill in Brockworth near Gloucester chasing a large circular cheese. You have to see it to believe it!

Talking of cheese, locally grown produce isn’t hard to find in the County with its plethora of excellent delicatessens and farmers’ markets. If you’re staying in a self-catering holiday cottage, this will ensure you feast like Royalty every evening during your holiday. You can work off dinner the following day at a choice of adrenalin-filled activity centres, such as kayaking in the Cotswold Water Park or The High Ropes Centre in the Forest of Dean. Putting food to one side, if you stop off at the Thames Head Inn, you’ll be sitting right next to the source of the River Thames.

The Forest of Dean, an Area of Outstanding Natural Beauty bordering the picturesque Wye Valley, is well worth visiting. It offers miles of footpaths and cycle trails through beautiful woodland. Walk the inspirational sculpture trail or view it from the carriage window of a steam train courtesy of Dean Forest Rail, whose 8 miles of track take you through the forest near Lydney. You can even travel along trails through the Forest of Dean by Segway near Parkend.

If you have a penchant for chocolate villages, tea rooms, antique shops and historic architecture, then you will love the Cotswolds. A large part of Gloucestershire is Cotswold Country, where visitors can choose beautifully restored and furnished holiday cottages. Here there are walks a plenty, such as the Stanton, Snowshill and Edge Walk – 6 miles over hills and down wooded dales with 3’ chocolate box’ villages and a choice of tea rooms.

Spend a day or two enjoying the selection of activities at The Cotswold Country Park & Beach near Cirencester – a water park with swimming, water zorbing, adventure playgrounds, kayaking and lovely lakeside walks. A string of cosy villages and small towns hug the banks of The River Servern, such as Tewkesbury, where the ancient Tewkesbury Abbey is open to the public, and Upton-on-Severn hosts some notable music festivals during the summer. 

The River Severn offers excellent opportunities for fishermen and those happy to spend an hour or so on the water by hiring a boat. While on the watery theme, visitors will enjoy a day at the Slimbridge Wild Life Water Park, a UK Visitor Attraction of the Year. Lakes, pools, and ponds bristle with a spectacular variety of wetland birds: ducks, geese, swans and even flamingos. Some are resident all year round, while others arrive for the summer or winter. Walk around or take a canoe safari.

As you can see, a short break or more extended self-catering holiday in Gloucestershire will give you, your friends and your family a memorable and relaxing experience, whichever part of the County you choose to call your home during your stay.

Gloucestershire Destinations