Cottages with a Swimming Pool with September Availability

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29 rental properties match your search for September Cottages with a Pool 2026

Outdoor games area at Corffe House, Devon

Private Swimming Pool at Corffe House, Devon

Children’s play area at Corffe House, Devon

Online Booking Available

Viewed 28 times recently.

Corffe House,

Barnstaple, Devon, England

sleeps 22

9 bedrooms

8 bathrooms

2 dogs welcome

family friendly

Beautiful 9 bedroom Grade II listed country house, set within beautiful gardens close to Barnstaple, complete with cinema room/games room and enjoying access to an indoor heated swimming pool, hot tub and tennis court, ideal for big groups of friends or family looking to celebrate or holiday in style.

ensuite bedroom(s) garden views

Facilities, Features & Awards:

7 nights from £5575

Next available: 20 Jun - 6 nights

online booking

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Well equipped kitchen at Court Farmhouse, Cornwall

Dining room at Court Farmhouse, Cornwall

Family bathroom at Court Farmhouse, Cornwall

Online Booking Available

Viewed 36 times recently.

Court Farmhouse,

Bude, Cornwall, England

sleeps 12

6 bedrooms

6 bathrooms

multi-dogs (up to 3)

family friendly

High quality pet-friendly 6 bedroom 6 bathroom holiday farmhouse in Bude, with access to a swimming pool, tennis court, games room with pool table and soft play area, and children’s outdoor play areas with swings, slide, climbing frame and trampoline.

Part of a cottage complex: 4 listed properties available (total maximum capacity: 37 people)

countryside views over fields and farmlandsnear beach

Facilities, Features & Awards:

7 nights from £1700

Next available: 20 Jun - 7 nights

online booking

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Shared Swimming Pool at Gatehouse West, Colmer Estate, Devon

Patio area at Gatehouse West, Colmer Estate, Devon

Private Swimming Pool at Gatehouse West, Colmer Estate, Devon

Lounge at Gatehouse West, Colmer Estate, Devon

Dining room at Gatehouse West, Colmer Estate, Devon

Kitchen/diner at Gatehouse West, Colmer Estate, Devon

Family bathroom at Gatehouse West, Colmer Estate, Devon

Bedroom at Gatehouse West, Colmer Estate, Devon

Games Room at Gatehouse West, Colmer Estate, Devon

Garden at Gatehouse West, Colmer Estate, Devon

Children’s play area at Gatehouse West, Colmer Estate, Devon

Outdoor games area at Gatehouse West, Colmer Estate, Devon

Countryside views at Gatehouse West, Colmer Estate, Devon

Countryside near Gatehouse West, Colmer Estate, Devon

Lake view at Gatehouse West, Colmer Estate, Devon

Coastal scenes near Gatehouse West, Colmer Estate, Devon

Family-Friendly

Viewed 52 times recently.

Gatehouse West, Colmer Estate,

Modbury, Devon, England

sleeps 4

2 bedrooms

1 bathroom

1 dog allowed

family friendly

Family-friendly and dog-friendly two bedroom holiday cottage with free access to the fantastic shared facilities at the Colmer Estate which include an indoor swimming pool, an outdoor pool, gym, fishing lake, tennis court, children's play area and extensive gardens.

rural viewsnear beach

Facilities, Features & Awards:

7 nights from £550

Next available: 06 Sep - 7 nights

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Stable Cottage, Warwickshire, from the outside

Private Swimming Pool at Stable Cottage, Warwickshire

Games Room at Stable Cottage, Warwickshire

Kitchen/diner at Stable Cottage, Warwickshire

Family bathroom at Stable Cottage, Warwickshire

Countryside views at Stable Cottage, Warwickshire

Online Booking Available

Viewed 39 times recently.

Stable Cottage,

Stratford-upon-Avon, Warwickshire, England

sleeps 4

2 bedrooms

1 bathroom

No pets

family friendly

2 bedroom rural retreat with country views, private indoor pool access, games room and private courtyard, set on a working farm just 5 miles from the English Cotswolds and 8 miles from Stratford upon Avon.

5 (1 reviews)

countryside views over fields and farmlands near local pub

Facilities, Features & Awards:

7 nights from £425

Next available: 15 Aug - 7 nights

online booking

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Private Swimming Pool at Beggars Barn, Oxfordshire

Surrounding area near Beggars Barn, Oxfordshire

Kitchen/diner at Beggars Barn, Oxfordshire

Dining room at Beggars Barn, Oxfordshire

Ensuite bathroom at Beggars Barn, Oxfordshire

Family bathroom at Beggars Barn, Oxfordshire

Open plan living area at Beggars Barn, Oxfordshire

Private Hot Tub at Beggars Barn, Oxfordshire

Family-Friendly

Viewed 27 times recently.

Beggars Barn,

Shutford, Oxfordshire, England

sleeps 30

10 bedrooms

10 bathrooms

No pets

family friendly

Luxurious self-catering near the English Cotswolds, to sleep from 4 to 30 people across 3 properties (main house, annexe and 2 bedroom summer house), with access to a BBQ lodge, plus excellent onsite leisure facilities (outdoor swimming pool (in season), games room facilities and outdoor table tennis).

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £8000

Next available: 13 Sep - 7 nights

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Garden at Woodlands Farmhouse , Somerset

Lounge at Woodlands Farmhouse , Somerset

Bedroom at Woodlands Farmhouse , Somerset

Family bathroom at Woodlands Farmhouse , Somerset

Kitchen/diner at Woodlands Farmhouse , Somerset

Dining room at Woodlands Farmhouse , Somerset

Games Room at Woodlands Farmhouse , Somerset

Patio area at Woodlands Farmhouse , Somerset

Shower room at Woodlands Farmhouse , Somerset

Private Hot Tub at Woodlands Farmhouse , Somerset

Private Swimming Pool at Woodlands Farmhouse , Somerset

Online Booking Available

Viewed 41 times recently.

Woodlands Farmhouse ,

Glastonbury, Somerset, England

sleeps 14

7 bedrooms

6 bathrooms

2 dogs welcome

family friendly

A unique and historic grade II listed 17th century farmhouse set in 100 acres of rolling countryside, luxuriously renovated yet retaining many of it’s original features such as the stunning inglenook fireplace, with a cinema room and shared access to a spa on site with an indoor swimming pool, sauna and gym, this is a wonderful holiday home.

ensuite bedroom(s) near local pub

Facilities, Features & Awards:

7 nights from £3350

Next available: 28 Jun - 4 nights

online booking

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Open plan living area at Parlour Barn, Cornwall

Parlour Barn, Cornwall, from the outside

Children’s play area at Parlour Barn, Cornwall

Shared Swimming Pool at Parlour Barn, Cornwall

Countryside views at Parlour Barn, Cornwall

Online Booking Available

Viewed 36 times recently.

Parlour Barn,

Bude, Cornwall, England

sleeps 4

2 bedrooms

1 bathroom

1 dog allowed

family friendly

Stylish and welcoming 2 bedroom dog-friendly barn conversion on a working farm in Bude, enjoying access to the farm’s leisure facilities including a swimming pool, a tennis court and a games room with soft play facilities and pool table.

Part of a cottage complex: 4 listed properties available (total maximum capacity: 37 people)

ground floor bedroom near beach

Facilities, Features & Awards:

7 nights from £450

Next available: 27 Jun - 7 nights

online booking

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Epsom Cottage, Oxfordshire, from the outside

Patio area at Epsom Cottage, Oxfordshire

Farmhouse style kitchen at Epsom Cottage, Oxfordshire

Kitchen/diner at Epsom Cottage, Oxfordshire

Dining room at Epsom Cottage, Oxfordshire

Luxury kitchen at Epsom Cottage, Oxfordshire

Ensuite bathroom at Epsom Cottage, Oxfordshire

Family bathroom at Epsom Cottage, Oxfordshire

Private Swimming Pool at Epsom Cottage, Oxfordshire

Games Room at Epsom Cottage, Oxfordshire

Children’s play area at Epsom Cottage, Oxfordshire

Online Booking Available

Viewed 47 times recently.

Epsom Cottage,

Chipping Norton, Oxfordshire, England

sleeps 5

3 bedrooms

2 bathrooms

1 dog allowed

family friendly

Beautifully presented, 3 bedroom Epsom Cottage is an absolute dream, with luxurious 5 star rated accommodation, this is an idyllic place to enjoy a truly relaxing holiday in the Cotswolds close to Chipping Norton, with access to a heated indoor swimming pool on site, a spa where you can book pampering treatments (available at additional cost), as well as a gym and beautiful gardens, this has to be one of the Cotswolds' very best holiday homes.

ensuite bedroom(s) near local pub

Facilities, Features & Awards:

7 nights from £1157

Next available: 26 Jun - 7 nights

online booking

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Countryside views at Cae Madog Barn, Powys

Family bathroom at Cae Madog Barn, Powys

Ensuite bathroom at Cae Madog Barn, Powys

Farmhouse style kitchen at Cae Madog Barn, Powys

Private Hot Tub at Cae Madog Barn, Powys

Online Booking Available

Viewed 28 times recently.

Cae Madog Barn,

Bont Dolgadfan, Powys, Wales

sleeps 17

8 bedrooms

4 bathrooms

multi-dogs (up to 4)

family friendly

Luxurious large barn conversion in mid Wales with stunning country views out to the Cambrian mountains, private heated outdoor swimming pool, sauna and games room, ideal for families and groups of friends.

5 (5 reviews)

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £3060

Next available: 26 Jun - 3 nights

online booking

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Hagg Hill Hall, Derbyshire, from the outside

Dining room at Hagg Hill Hall, Derbyshire

Farmhouse style kitchen at Hagg Hill Hall, Derbyshire

Private Swimming Pool at Hagg Hill Hall, Derbyshire

Ensuite bathroom at Hagg Hill Hall, Derbyshire

Luxurious interior at Hagg Hill Hall, Derbyshire

Private Hot Tub at Hagg Hill Hall, Derbyshire

Online Booking Available

Viewed 39 times recently.

Hagg Hill Hall,

Chesterfield, Derbyshire, England

sleeps 22

8 bedrooms

6 bathrooms

2 dogs welcome

family friendly

8 bedroom country house with private swimming pool, hot tub, sauna, beautiful gardens and a BBQ lodge close to Matlock and the Peak District National Park, pet-friendly with 2 dogs welcome.

ensuite bedroom(s) near local pub

Facilities, Features & Awards:

7 nights from £4700

Next available: 20 Jul - 7 nights

online booking

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Shared Swimming Pool at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Dining room at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Kitchen/diner at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Lounge at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Well equipped kitchen at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Open plan living area at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Children’s play area at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Outdoor games area at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Garden furniture at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Good walks near Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Bedroom at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Private Swimming Pool at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Lake view at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Surrounding area near Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Countryside views at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire, from the outside

Dogs welcome at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Patio area at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Enclosed garden at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Countryside near Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Garden at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

BBQ at Oliver's Mill with shared Indoor Pool, Sports Court & Play Area, Shropshire

Online Booking Available

Viewed 58 times recently.

Oliver's Mill with shared Indoor Pool, Sports Court & Play Area,

Whitchurch, Shropshire, England

sleeps 10

5 bedrooms

3 bathrooms

1 dog allowed

family friendly

5 bedroom barn conversion in rural Shropshire close to Wales/England border, plenty to offer families including access to an indoor swimming pool, multi-sports area, good walks nearby, woodland picnic area, birdwatching area and play area for the under 5s.

ensuite bedroom(s) countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £1627

Next available: 28 Jun - 7 nights

Special Offer: 28 Aug - 3 nights

online booking

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Ty Penbryn, Carmarthenshire, from the outside

Private Swimming Pool at Ty Penbryn, Carmarthenshire

Cinema room at Ty Penbryn, Carmarthenshire

Games Room at Ty Penbryn, Carmarthenshire

Kitchen/diner at Ty Penbryn, Carmarthenshire

Shower room at Ty Penbryn, Carmarthenshire

Family bathroom at Ty Penbryn, Carmarthenshire

Dining room at Ty Penbryn, Carmarthenshire

Farmhouse style kitchen at Ty Penbryn, Carmarthenshire

Family-Friendly

Viewed 21 times recently.

Ty Penbryn,

Llangunnor, Carmarthenshire, Wales

sleeps 24

11 bedrooms

11 bathrooms

family friendly

15 bedroom Georgian mansion set in expansive grounds in Carmarthen, complete with indoor swimming pool, sauna and steam room for spa-style experience, plus a private cinema and games room for entertainment.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £6500

Next available: 22 Jun - 4 nights

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The Lodge at Colmer, Kingsbridge, Devon, from the outside

Garden at The Lodge at Colmer, Kingsbridge, Devon

Kitchen/diner at The Lodge at Colmer, Kingsbridge, Devon

Private Swimming Pool at The Lodge at Colmer, Kingsbridge, Devon

Bedroom at The Lodge at Colmer, Kingsbridge, Devon

Lounge at The Lodge at Colmer, Kingsbridge, Devon

Coastal scenes near The Lodge at Colmer, Kingsbridge, Devon

Family bathroom at The Lodge at Colmer, Kingsbridge, Devon

Countryside views at The Lodge at Colmer, Kingsbridge, Devon

at The Lodge at Colmer, Kingsbridge, Devon

Lake view at The Lodge at Colmer, Kingsbridge, Devon

Countryside near The Lodge at Colmer, Kingsbridge, Devon

Outdoor games area at The Lodge at Colmer, Kingsbridge, Devon

Loo at The Lodge at Colmer, Kingsbridge, Devon

Ensuite bathroom at The Lodge at Colmer, Kingsbridge, Devon

Family-Friendly

Viewed 32 times recently.

The Lodge at Colmer, Kingsbridge,

Modbury, Devon, England

sleeps 6

3 bedrooms

2 bathrooms

1 dog allowed

cat friendly

A superb dog friendly, 5 star detached stone holiday cottage with indoor and outdoor swimming pools, tennis, and gym - located on a private holiday estate in Devon, in an area of outstanding natural beauty with full access to 28 acres of private woodlands, meadows and a fishing lake.

countryside views over hillsnear beach

Facilities, Features & Awards:

7 nights from £800

Next available: 20 Jun - 7 nights

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Private Swimming Pool at High Cloud, Monmouthshire

Private Hot Tub at High Cloud, Monmouthshire

Dining room at High Cloud, Monmouthshire

Kitchen/diner at High Cloud, Monmouthshire

Ensuite bathroom at High Cloud, Monmouthshire

Family-Friendly

Viewed 31 times recently.

High Cloud,

Monmouth, Monmouthshire, Wales

sleeps 24

10 bedrooms

7 bathrooms

multi-dogs (up to 3)

family friendly

Experience something special at High Cloud with stunning panoramic views of the Welsh countryside, an outdoor swimming pool, a private hot tub, a games room and a location close to Sugarloaf Mountain plus accommodation for up to 24 people, ideal for large groups and big families.

5 (1 reviews)

countryside views over fields and farmlands near local pub

Facilities, Features & Awards:

7 nights from £4500

Next available: 22 Jun - 4 nights

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* Price quoted is not inclusive of any applicable booking fees or local charges.

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Cottages with a Swimming Pool with September Availability

Corffe House,

Court Farmhouse,

Gatehouse West, Colmer Estate,

Stable Cottage,

Beggars Barn,

Woodlands Farmhouse ,

Parlour Barn,

Epsom Cottage,

Cae Madog Barn,

Hagg Hill Hall,

Oliver's Mill with shared Indoor Pool, Sports Court & Play Area,

Ty Penbryn,

The Lodge at Colmer, Kingsbridge,

High Cloud,

Swimming Pools for Splashing September Breaks