Cotswold and Peak District Large Holiday Houses - Heart of England

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Organising a group trip for ten or more people can be daunting but we have put together one of the largest selections of large group accommodation to make choosing a venue simple. Set in the serene English countryside of the Heart of England, our charming holiday cottages and large rentals are the perfect venue for short breaks and holidays. Take in the natural beauty of the area from one of the most beautiful cottages the Cotswolds has to offer, or from a large country house in The Peak District. Historic houses, stunning gardens and quaint village pubs are just a few of the delights that await you in the Heart of England.

Here at Group Accommodation, we make it simple for large groups to book charming holiday cottages in the Cotswolds, The Peak District and the counties in between. Some of our properties cater for large groups of up to 300 people and even our smallest properties sleep 10+. We concentrate on finding accommodation for large groups so you can rest assured that your dream venue can be found among our impressive selection.

E.g., 25/3/2023
E.g., 25/3/2023

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Displaying 20 of 277 properties
Groups of Cottages
Joined us: 2022

Gorgeous barn conversions with quirky circular features, fully equipped and ideal for groups of friends and multi generational families. Accessible for reduced mobility. Dog friendly.

5-10
5
10
  • Weekly price
    from £ 1600
  • Weekend price
    from £ 1100
View details
Houses
Joined us: 2014

Wonderful contemporary 5 bedroomed house offering flexible family and group accommodation for 10 to 12 guests. Within walking distance to Bakewell & Ashford in the Water, a short drive to Chatsworth.

5-10
5
12
  • Weekly price
    from £ 1935
  • Weekend price
    from £ 1149
View details
New
Houses
Joined us: 2023

Beautiful converted holiday barn situated in the pretty village of Ashover, close to the towns of Matlock and Chesterfield. Perfect for groups for friends and family. Dog friendly.

5-10
5
10
  • Weekly price
    from £ 1899
  • Weekend price
    from £ 1140
View details
Houses
Joined us: 2023

Luxury Peak District house. Great escape for 3 generation families and friends holidays and weekends away. Covered hot tub and outside seating. Pub a short walk. Near A6.

5-10
5
10
  • Weekly price
    from £ 2200
  • Weekend price
    from £ 1590
View details
Glamping and Alternative
Joined us: 2020

Glamping Safari tent with kitchen/diner, hot tub, wood burning fire and private outdoor party area with pizza oven, barbecue and fire pit with amazing countryside views. Sleeps 4-10.

4-10
5
10
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details
Houses
Joined us: 2016

Traditional Cotswolds stone cottage located in the picturesque village of Chalford, South Cotswolds. One or two night breaks available outside of peak periods. Ideal for walkers. Dog friendly.

4-10
4
12
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details
Houses
Joined us: 2022

Holiday house near Stroud in the South Cotswolds sleeping 10, perfect for families and groups of friends for country breaks and girls weekends. Dog friendly.

4-10
4
12
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details
Houses
Joined us: 2006

A large, recently converted Cotswold barn nestling in the beautiful Painswick valley. Surrounded by unspoilt countryside and beautiful views with fantastic walking routes and great local pubs.

4-10
5
10
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details
Houses
Joined us: 2017

The Cotswold Manor Vineyard sleeps 11 guests with a private hot tub and shared access to 70 acres of parkland and games barn.

4-10
4
10
  • Weekly price
    from £ 3000
  • Weekend price
    from £ 1500
View details
Houses
Joined us: 2023

A characterful stone built self catering holiday cottage in the village of Two Dales, near the Peak District National Park. Luxury sheltered hot tub and games room. Perfect for friends and families.

2-10
5
10
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details

Big holiday cottages in the Cotswolds and the Heart of England

If you are looking for large holiday cottages in the Cotswolds, the Peak District or further afield rest assured no group is too big. We have helped hundreds of groups find the perfect holiday accommodation and when it comes to spacious holiday cottages in the Heart of England, we understand the needs of our customers. Choose us for the best selection of large holiday cottages online.

Choose from Different Holiday Property Types in the Cotswolds and Peak District

Our holiday properties in The Peak District and The Cotswolds range from outdoor centres, manor houses, groups of cottages to large farmhouses all converted to accommodate ten or more for a short break or holiday. Whether you are a family group, group of friends, a stag group or a group looking for a venue for a special activity then use our map search to help pinpoint where you want to go in the Heart of England. Alternatively click on one of the areas in the region below or use our suggestions to refine your search by how many there are in your group, whether you want a swimming pool or hot tub and by what type of group accommodation you are looking for.

With Chatsworth and Bolsover in the Peak District and Blenheim on the edge of The Cotswolds hosting some prestigious events throughout the year there are plenty of things to focus on for a good day out. If your group likes the visual arts then basing yourself near Ashburne for the Wirksworth Festival in September is a good option. Walkers can choose the Winchcombe Walking Festival in May or head for Chesterfield Walking Festival in The Peak District for their group walking. Book lovers should look for a Group Accommodation venue near Chipping Norton in April to coincide with their literary festival or consider a Book Club outing for the Derby Book Festival in June. Cheltenham hosts a literary festival in October – look out for our large town houses available for rent.

Here at Group Accommodation, we make it simple for large groups to book charming holiday cottages in the Cotswolds, The Peak District and the counties in between. Some of our properties cater for large groups of up to 300 people and even our smallest properties sleep 10+. We concentrate on finding accommodation for large groups so you can rest assured that your dream venue can be found among our impressive selection.