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.

Aerial view of a contemporary farm house surrounded by open fields.
Willersey Farm House in The Cotswolds
Broadway
Gloucestershire
England
Sleeps
8
Bedrooms
4

Set in its own gated grounds, Willersey Farm House is a large holiday cottage in the Cotswolds. It is a unique blend of old and new, with a traditional Cotswold house housing the bedrooms attached to an all-new, contemporary living area. Traditional beams and honey-stone walls mix with stunning contemporary design to create an exceptional Warwickshire country cottage near Broadway.

View Property
  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Large Holiday Cottages
  • Short Breaks
  • Walking Holidays
A spacious double-bedroom with a bed and deep, polished copper bath.
Botloes Cottage, Newent
Newent
Gloucestershire
England
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.

View Property
  • Active Holidays
  • Agency Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Eco Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
The Anchor in Lydbrook
Lydbrook
Gloucestershire
England
Sleeps
22
Bedrooms
8

Once a village pub, The Anchor has been tastefully converted to create a large Forest of Dean Holiday Cottage, complete with a hot tub and games room. This family-friendly holiday home in Gloucestershire lies in a magical rural location in the Wye Valley. Pets welcome.

View Property
  • Accessible Cottages
  • Active Holidays
  • Child-Friendly Cottages
  • Cottages With Games Rooms
  • Cottages with Hot Tubs
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Independent Cottages
  • Large Holiday Cottages
  • Managed by My Favourite Cottages
  • Short Breaks
  • Walking Holidays
A jasmine-clad, semi-detached, traditional Cotswold 'honeystone' country cottage.
Jasmine Cottage
Windrush
Gloucestershire
England
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.Escape to the idyllic village of Windrush in Oxfordshire and experience the charm of Jasmine Cottage, a 300-year-old Cotswold stone cottage. Surrounded by National Trust land, this pet-friendly cottage offers the perfect retreat with its cozy inglenook fireplace, stunning hand-built kitchen with flagstone floors, lovely garden and inviting log fire. Book your stay now and indulge in the peace and tranquility of this charming cottage.

View Property
  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
Exterior of a double-fronted Cotwolds honey-stone cottage
Alysas Cottage, Chipping Norton
Chipping Norton
Gloucestershire
England
Sleeps
5
Bedrooms
3

Charming Alysas Cottage sits on the grounds of a mixed working farm just outside the West Oxfordshire market town of Chipping Norton; a wonderful three-bedroom child-friendly cottage in the Cotswolds, it has been refurbished to a high standard while retaining original features such as oak doors and lofty beamed ceilings.

View Property
  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Farm Cottages
  • Short Breaks
  • Walking Holidays
Second Nature, Cheltenham
Cheltenham
Gloucestershire
England
Sleeps
2
Bedrooms
1

Enjoy a romantic Cotswolds holiday with a stay at Second Nature on the outskirts of the spa town of Cheltenham, Gloucestershire, the perfect getaway for couples wanting to explore this picturesque region. Second Nature is an eco-friendly rural retreat for two boasting a distinctive four-poster bed and walk-in rain shower.

View Property
  • Active Holidays
  • Agency Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Eco Cottages
  • Farm Cottages
  • Luxury Holiday Cottages
  • Quirky Cottages
  • Romantic Cottages
  • Small Cottages
  • Walking Holidays
Lower Farmhouse
Moreton-in-the-Marsh
Gloucestershire
England
Sleeps
10
Bedrooms
5

Lower Farmhouse is a charming Cotswold stone farmhouse situated on a working farm located outside Moreton-in-Marsh in Gloucestershire. The rural cottage features many traditional elements, including an inglenook fireplace and exposed beams, and offers sun-drenched gardens that provide seclusion and relaxation.

 

View Property
  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Farm Cottages
  • Large Holiday Cottages
  • Luxury Holiday Cottages
  • Short Breaks
  • Walking Holidays
A 2-storey, Cotswold honeystone cottage backed by tall trees.
Oat House, Snowshill
Snowshill
Gloucestershire
England
Sleeps
7
Bedrooms
4

Oat House is steeped in tradition. The honey-coloured, stone-built rural holiday cottage in The Cotswolds boasts many original features and lies in the quaint village of Snowshill in Gloucestershire. Replete with exposed beams and a stone fireplace, the cottage offers a lovely garden within the Cotswold National Park.

View Property
  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Luxury Holiday Cottages
  • Short Breaks
  • Walking Holidays
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.

View Property
  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Luxury Holiday Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays

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