The patio garden and exterior of a Gloucestershire holiday cottage, with outdoor dining table and a hammock strung between trees.. Endless Esther, A Large Gloucestershire Holiday Let in the Severn Valley.

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.

Doublle-fronted exteerior of a Victorian brick-built terraced cottage.
Sleeps
6
Bedrooms
2

A delightful and updated 18th-century self-catering Gloucestershire apartment. Located on the Frampton on Severn village green, Wards Court 2 is a family-friendly holiday cottage with accommodations for six. The rear of the building opens to a shared, walled-in garden area with outdoor furniture.

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Sleeps
2
Bedrooms
1

6 Mount Pleasant is a delightful romantic cottage for couples in the heart of the lovely Cotswold village of Blockley in Gloucestershire. The yellow stone cottage boasts exposed beams and stone walls and offers true elegance and cosy spaces, plus a log fire, seclusion, a sun-drenched patio and access to the Cotswolds.

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Sleeps
6
Bedrooms
3

Culls Cottage is a 5-star Cotswold holiday cottage. This Grade II listed luxury eco-cottage is located in Southrop, an unspoilt Cotswold village near historic Lechlade-on-Thames in Oxfordshire. This beautifully furnished, child-friendly stone cottage sleeps six guests.

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Exterior of a thatched 2-storey village holiday cottage in the Cotswolds.
Sleeps
2
Bedrooms
1

Mrs Daffodil is a romantic thatched rural cottage in the Cotswolds with a honeystone exterior. The pet-friendly holiday home in Kemble enjoys serenity and countryside views and promises original features such as oak beams, flagstone floors, vaulted ceilings, an inglenook fireplace, and real fire.

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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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Large Windermere holiday cottage on a terrace overlooking a spacious lawn.
Sleeps
12
Bedrooms
6

Cleabarrow Cottage is an impressive rural holiday cottage offering large groups seclusion, luxury and a hot tub. Generous lawned grounds surround the property in Windermere, Cumbria, and offer beautiful countryside views, while the interior and exterior promise elegant spaces in which to relax and entertain.

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Sleeps
6
Bedrooms
4

Rambler’s Barn is an exquisite rural barn set on 21 acres of fields in Gloucestershire. The Cotswold stone exterior of the pet-friendly holiday cottage in Moreton-in-the-Marsh complements its beautiful garden. The 3-bedroom, pet-friendly cottage houses a sophisticated log fire, contemporary comforts and a separate annexe. Tranquillity awaits!

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A jasmine-clad, semi-detached, traditional Cotswold 'honeystone' country cottage.
Sleeps
3
Bedrooms
2

Jasmine Cottage is a cute 300-year-old Cotswold stone cottage nestled in the idyllic village of Windrush in Oxfordshire. The pet-friendly cottage is surrounded by National Trust land and boasts an inglenook fireplace, a hand-built kitchen and flagstone floors, a lovely garden and a log fire.

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A spacious double-bedroom with a bed and deep, polished copper bath.
Sleeps
2
Bedrooms
1

Botloes Cottage is a beautiful wooden-clad cottage surrounded by lush green fields on Botloes Farm in Newent, Gloucestershire. The romantic cottage offers seclusion and sophistication and promises couples a log fire, exposed beams, a copper bath, an Aga stove and a beautiful garden with lovely views.

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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.