Gloucestershire Holiday Houses

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Gloucestershire is a county in South West England. Most famously known for the Cotswolds, The Forest of Dean and The Severn Vale. The Forest of Dean is the perfect holiday destination for groups seeking an active getaway, with numerous sporting and adventure opportunities for both adults and children. The town of Cheltenham is another popular destination for holidaymakers, offering a mix of traditional and modern culture.

Our portfolio of properties ranges from self-catering accommodation to luxury party houses, all of which are perfect for groups of 10 people or more. Use the map below to explore the region and discover more about this beautiful county.

E.g., 17/8/2017
E.g., 17/8/2017

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Displaying 10 of 42 properties
Heated swimming pool with underwater lighting
House

Victorian Rectory with heated pool, tennis court and far views, near golf course. Peacefully located at Cotswold edge at gateway to Wales and within an hour of Bath and Bristol. Sleeps 10, 5 bedrooms.

10
5
10
  • Weekly price
    from £ 2800
  • Weekend price
    from £ 1200
View details
House

Traditional Cotswolds stone cottage located in the picturesque village of Chalford, South Cotswolds, for 10 or 12 guests. One or two night breaks available outside of peak periods. Ideal for walkers.

10
4
12
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details
House

A large, recently converted Cotswold stone barn nestling in the beautiful Painswick valley built on the site of a once Medieval Castle. Surrounded by unspoilt countryside and beautiful views.

10
5
10
  • Weekly price
    from £ 1200
  • Weekend price
    from £ 900
View details
New
 Lakeside Cottage
House

Situated in the Coln Valley, an area of outstanding natural beauty in the heart of the Cotswolds, this cottage is within walking distance of Chedworth Roman Villa (NT) near Yanworth.

8-10
4
10
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
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House

A beautifully furnished, family-friendly house, overlooking a trout pond, on a 550 acre Cotswolds' nature reserve. Access to a luxury spa complex and a wealth of outdoor activities on site & nearby.

5-10
5
10
  • Weekly price
    from £ 990
  • Weekend price
    from £ 490
View details
 Harmony Cottage and Sleepy's Barn
Group of Cottages

Harmony Cottage, sleeping 9, and Sleepy's Barn, for 2 (plus 2), are adjacent cottages in the heart of the Forest of Dean, with fantastic views and with a range of outdoor activities on your doorstep.

11
6
10
  • Weekly price
    from £ 2375
  • Weekend price
    from £ 1400
View details
House

Dancers Cottage is a lovely 6 bedroom barn conversion located in the pretty village of Fyfield, in the Cotswolds. Luxury accommodation over 3 floors, ideal for large gatherings of friends and family.

10-11
6
12
  • Weekly price
    from £ 2010
  • Weekend price
    from £ 1510
View details
 Main House, Pool & Pavilion
House

Whitehaven is a newly renovated country cottage with 6 bedrooms (4 En-suite), indoor heated swimming pool and outside dining pavilion. Situated in the heart of the beautiful Royal Forest of Dean.

12
6
12
  • Weekly price
    from £ 1850
  • Weekend price
    from £ 1550
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 Back garden
House

Sturt farm is situated in the centre of 100 acres of farmland with its own stream and adjacent to a large wood. The house is an excellent base for walking and exploring the Cotswolds and Bath.

12
5
12
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details
Group of Cottages

The Old Dairy at Cherry Orchard Farm is a barn converted into three lovely, family friendly south-facing cottages which look out onto the beautiful open countryside of the Dean Forest and Wye Valley.

10-12
6
22
  • Weekly price
    from £ 1500
  • Weekend price
    from £ 750
View details