Featured Group Cottages
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Old Library Mews
Heart of England, Gloucestershire
Located in an Area of Outstanding Natural Beauty attracting visitors throughout the year. Bourton-on-the-Water’s central location offers easy access to a host of attractions. Why not visit...
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Chaxhill Barn
Heart of England, Gloucestershire
Close to the River Severn, this gorgeous seven-bedroom property enjoys its secluded location in the village of Chaxhill. This property delights with its proximity to trails that allow group...
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About Time Cottage
Heart of England, Gloucestershire
A wonderful detached cottage in village of Parkend, within the Royal Forest of Dean. Underfloor heating throughout. En-suite facilities. Pet-friendly. Games area. Cinderford 6.7 miles; Monmouth...
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The Wheatsheaf Barn Park Farm
Heart of England, Gloucestershire
Tucked on the cusp of the Malvern Hills, this lovingly converted barn offers an idyllic base for getting back to nature and experiencing the great outdoors with your entire party. Sleeping eight...
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Wick Court Farm
Heart of England, Gloucestershire
This magnificent Grade II listed Elizabethan manor house rests in Arlingham near Frampton on Severn, Gloucestershire. Woodburning stove. Large. On a working farm. Dursley 10.7 miles; Gloucester...
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Hicks Farm
Heart of England, Gloucestershire
Bring the family together at this gorgeous period property, set on the fringe of a large village just 6 miles from the cathedral city of Bristol and 12 miles from the spa town of Bath. The...
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Moors Farm
Heart of England, Gloucestershire
A large, detached, family-friendly property in the village of Littledean in the Forest of Dean. Hot tub. Gas fires. Original beams. Stunning views. Newnham-on-Severn 1.7 miles; Symonds Yat 12...
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Rouge Marle
Heart of England, Gloucestershire
Just a couple of miles to the south of the Malvern Hills Area of Outstanding Natural Beauty, this light and inviting detached house offers stylish holiday accommodation for up to 14 guests....
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Bears Court Barn 6
Heart of England, Gloucestershire
A unique, three-bedroom terrace resting in Little Rissington near Bourton-On-The-Water, Gloucestershire. Hot tub. Pet-friendly. Open-plan. Stow-on-the-Wold 4.6 miles; Moreton-in-Marsh 8.9 miles;...
View CottageYour Group Escape Starts in Gloucestershire
Planning a group getaway to Gloucestershire? You've picked the perfect destination. From the golden stone villages of the Cotswolds to the Regency architecture of Cheltenham and the historic cathedral city of Gloucester, this county delivers memorable experiences for large gatherings. Our portfolio spans spacious farmhouses in Bourton-on-the-Water, converted barns near Stow-on-the-Wold and period properties with sweeping countryside views. Each cottage sleeps 8 to 20+ guests and comes equipped with multiple bedrooms, generous living areas and fully-fitted kitchens.
What makes Gloucestershire ideal for groups? The variety. Explore the medieval abbey at Tewkesbury. Walk the Cotswold Way from Broadway to Chipping Campden. Discover Cirencester's Roman heritage or experience Cheltenham's famous festivals. Many properties welcome dogs and feature hot tubs, games rooms and private gardens perfect for socialising. Whether you're celebrating a milestone birthday, organising a family reunion or gathering friends together, you'll find accommodation that works. We're rated Excellent on Trustpilot and maintain high standards through ABTA's Code of Conduct.
Ready to book? Browse our extensive collection of group cottages across Gloucestershire. From luxury barn conversions with contemporary interiors to traditional Cotswold stone houses with original beams, we offer the biggest choice in the county. Search by location, group size or features like parking and enclosed gardens. Your group adventure awaits.
Special Features
Pool Properties
Luxury cottages featuring private swimming pools for the ultimate relaxation experience.
View Pool CottagesPet Friendly
Bring your furry friends along! Properties with secure gardens and pet-friendly amenities.
View Pet-FriendlyEnclosed Gardens
Safe, private outdoor spaces perfect for families with children and pets to enjoy.
View Garden PropertiesPremium Hot Tubs
All our properties feature luxury hot tubs with stunning views of the Lake District.
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Robins Nest
Heart of England, Gloucestershire
Robins Nest is a five-bedroom Cotswold stone cottage in Bourton-on-the-Water, Gloucestershire. This property sleeps 10 guests across flexible sleeping arrangements. Off-road parking for four cars...
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The Cart Arms
Heart of England, Gloucestershire
The Cart Arms is a Grade II barn conversion in Huntley, Gloucestershire. This three-storey property sleeps eight guests across four bedrooms. Perfect for group gatherings with off-road parking for...
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Ranbir House
Heart of England, Gloucestershire
Ranbir House is a four-bedroom holiday home in Longhope, Gloucestershire. This property sits between the Wye Valley and Cotswolds AONB. It sleeps eight guests and works perfectly for families or...
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Plough Share
Heart of England, Gloucestershire
Plough Share is a four-bedroom barn conversion in Huntley, Gloucestershire, sleeping eight guests across four bedrooms with two bathrooms. This property works brilliantly for group breaks. The...
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The Bullseye
Heart of England, Gloucestershire
The Bullseye is a seven-bedroom holiday home in Stonehouse, Gloucestershire, sleeping up to 19 guests. Perfect for large family gatherings or group celebrations, this property offers an external...
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Howells Mere 47, Robin Lodge
North of England, West Yorkshire
Howells Mere 47, Robin Lodge is a four-bedroom lakeside property sleeping eight guests in Gloucestershire. This lodge sits within a 550-acre nature reserve at Lower Mill Estate. Four en-suite...
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Plough Share in Gloucester
Heart of England, Gloucestershire
Plough Share in Gloucester is a spacious barn conversion sleeping nine guests in the peaceful village of Huntley, Gloucestershire. This property works brilliantly for larger families or groups...
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Chapter Meadow in Worcester
Heart of England, Gloucestershire
Chapter Meadow in Worcester is a six-bedroom luxury cottage sleeping 12 guests with four bathrooms. This spacious property sits in Worcestershire and works brilliantly for large family gatherings...
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Bears Court Unit 5
Heart of England, Gloucestershire
Bears Court Unit 5 is a luxury barn conversion in Little Rissington, sleeping 8 guests across four bedrooms. This Cotswolds property works brilliantly for larger groups wanting space and comfort....
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The Grain Dryer in Gloucester
Heart of England, Gloucestershire
The Grain Dryer in Gloucester is a converted barn sleeping 13 guests in rural Gloucestershire. This spacious property sits between the Forest of Dean and the Cotswolds. Two games rooms featuring...
View CottageHoliday Ideas
View allPet-Friendly Group Retreats
Spacious properties welcoming your four-legged family members
Bring your dogs along to explore the Cotswolds Way and Gloucestershire's footpaths. Our large cottages feature enclosed gardens and ground-floor bedrooms. Many properties near Bourton-on-the-Water and Stow-on-the-Wold welcome multiple pets. Dog-friendly pubs and country walks are minutes away from your door.
Family Reunions
Multi-generational gathering spaces across Gloucestershire
Celebrate milestones in properties sleeping 12 to 20+ guests. Large dining tables seat everyone together. Ground-floor bedrooms suit older relatives. Kids enjoy games rooms and gardens. Choose from farmhouses near Cheltenham or manor houses in the Cotswolds. Accessible facilities available in selected properties.
Cotswolds Walking Breaks
Base camps for exploring Gloucestershire's trails
Access the 102-mile Cotswold Way from properties in Broadway and Chipping Campden. Boot rooms and drying facilities handle muddy gear. Walk to Cleeve Hill or explore Leckhampton Hill. The Winchcombe Way and Gloucestershire Way pass nearby. Return to hot tubs and spacious lounges each evening.
Celebration Getaways
Party-ready properties for birthdays and special occasions
Host milestone birthdays in cottages with entertainment spaces and outdoor areas. Some properties feature games rooms and hot tubs for evening celebrations. Large kitchens accommodate group catering. Located near Cheltenham's restaurants and Gloucester's attractions. Parking for multiple vehicles included at all properties.