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Cottages with a Swimming Pool with September Availability

Showing all properties across the UK. Select a destination from the list to refine your search.
33 rental properties match your search for September Cottages with a Pool 2026
Family-Friendly
Viewed 31 times recently.
no booking fee

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Pudleston, Herefordshire, England
sleeps 6 sleeps 6
3 bedrooms 3 bedrooms
4 bathrooms 4 bathrooms
3 dogs welcome multi-dogs (up to 3)
family friendly family friendly

Luxurious 3 ensuite bedroom holiday home in Herefordshire, just 6 miles from Leominster, pet-friendly and complete with its own exclusive use indoor heated swimming pool.

Part of a cottage complex: 4 listed properties available (total maximum capacity: 34 people)
countryside views over fields and farmlands near local pub
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenindoor heated poolfree Wifienclosed gardenBBQParking
7 nights from £6300
Next available: 19 Sep - 6 nights
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Online Booking Available
Viewed 38 times recently.

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Bude, Cornwall, England
sleeps 4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
1 dog welcome 1 dog allowed
family friendly 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:
smart TVdishwasher in kitchenmicrowave in kitchengames roomindoor pooltennis courtfree Wifigardenwood burning stoveBBQfirepitParking
7 nights from £450
Next available: 26 Sep - 7 nights
book online online booking
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Online Booking Available
Viewed 26 times recently.

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West Bradley, Somerset, England
sleeps 6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
2 dogs welcome 2 dogs welcome
family friendly family friendly

A unique and contemporary detached holiday home nestled next to an old apple orchard with a truly tranquil setting in Somerset amidst nature and countryside with a private hot tub and shared use of an indoor pool, hot tub, sauna and gym.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accesssaunaonsite heated poolfree Wifienclosed gardenwood burning stoveParking
7 nights from £1400
Next available: 19 Sep - 5 nights
book online online booking
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no booking fee

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Llangadog, Carmarthenshire, Wales
sleeps 58 sleeps 58
28 bedrooms 28 bedrooms
20 bathrooms 20 bathrooms
3 dogs welcome multi-dogs (up to 3)
family friendly family friendly

Impressive Georgian Grade II listed large mansion house with a relaxing sauna, outdoor swimming pool and games room, nestled within 5 acres of gardens and grounds by the foothills of the Brecon Beacons, ideal for large groups and special celebrations.

ensuite bedroom(s) garden views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomsaunaoutdoor poolfree Wifienclosed gardenwood burning stovefireplaceBBQfirepitParking
7 nights from £9500
Next available: 21 Sep - 7 nights
Special Offer: 22 Sep - 5 nights
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no booking fee

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Modbury, Devon, England
sleeps 5 sleeps 5
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Luxurious 5 star rated 2 bedroom holiday apartment located on the Colmer Estate in Devon where the excellent shared leisure facilities include an indoor swimming pool, an outdoor pool, fishing lake, gym and extensive gardens.

countryside views over fields and farmlandsnear beach
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomindoor heated pooltennis courtfree Wifienclosed gardenBBQParking
7 nights from £850
Next available: 19 Sep - 6 nights
Special Offer: 18 Sep - 7 nights
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Family-Friendly
Viewed 21 times recently.
no booking fee

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Pudleston, Herefordshire, England
sleeps 12 sleeps 12
6 bedrooms 6 bedrooms
4 bathrooms 4 bathrooms
2 dogs welcome 2 dogs welcome
family friendly family friendly

Luxurious 6 bedroom 6 bathroom welcoming dog-friendly barn conversion set on a country estate in Herefordshire, complete with private indoor swimming pool, and access to children’s play area and good walks on site.

Part of a cottage complex: 4 listed properties available (total maximum capacity: 34 people)
ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenindoor heated poolfree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £7231
Next available: 21 Sep - 3 nights
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Family-Friendly
Viewed 37 times recently.

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Longtown, Cumbria, England
sleeps 30 sleeps 30
15 bedrooms 15 bedrooms
14 bathrooms 14 bathrooms
1 dog welcome 1 dog allowed
family friendly family friendly

Impressive 12 bedroom country house with games room, private hot tub and a setting in beautiful gardens, situated just 10 miles from Northumberland National Park, 10 miles from Gretna Green and 6 miles from the Solway Coast, ideal for special celebrations and group getaways.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessoutdoor poolfree WifigardenfireplaceBBQParking
7 nights from £5313
Next available: 05 Oct - 4 nights
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Online Booking Available
Viewed 48 times recently.
no booking fee

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Whitchurch, Shropshire, England
sleeps 5 sleeps 5
3 bedrooms 3 bedrooms
1 bathrooms 1 bathroom
1 dog welcome 1 dog allowed
family friendly family friendly

3 bedroom holiday barn sleeping 5 people in rural Shropshire close to England and Wales border country, enjoying shared access to an indoor swimming pool, a multisports court area with tennis and badminton and a children’s play area for children aged under 5, plus good walks from the farm.

5 (1 reviews)
countryside views over fields and farmlands near local pub
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchenindoor heated pooltennis courtfree Wifienclosed gardenBBQParking
7 nights from £521
Next available: 19 Sep - 3 nights
book online online booking
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Family-Friendly
Viewed 23 times recently.
no booking fee

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Pudleston, Herefordshire, England
sleeps 8 sleeps 8
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
3 dogs welcome multi-dogs (up to 3)
family friendly family friendly

Luxurious and welcoming 4 bedroom 3 bathroom holiday cottage with private 6-seater hot tub and access to a private swimming pool onsite, set on a country estate, just 6 miles from Leominster.

Part of a cottage complex: 4 listed properties available (total maximum capacity: 34 people)
ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenoutdoor private hot tubindoor heated poolfree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £6720
Next available: 21 Sep - 7 nights
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Higher Woodsford, Dorset, England
sleeps 10 sleeps 10
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Luxury sleeps 12 lakeside retreat with private hot tub, superb lake views and private jetty, plus access to outdoor heated swimming pool, gym and sauna, within the Silverlake estate, close to the Dorset coast.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenoutdoor private hot tubsaunaoutdoor heated poolfree Wifienclosed gardenfireplaceParking
7 nights from £1500
Next available: 02 Oct - 7 nights
book online online booking
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no booking fee

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Shutford, Oxfordshire, England
sleeps 30 sleeps 30
10 bedrooms 10 bedrooms
10 bathrooms 10 bathrooms
no dogs allowed No pets
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessoutdoor poolfree Wifigardenwood burning stoveBBQfirepitParking
7 nights from £8000
Next available: 19 Sep - 7 nights
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Great Torrington, Devon, England
sleeps 23 sleeps 23
9 bedrooms 9 bedrooms
9 bathrooms 9 bathrooms
3 dogs welcome multi-dogs (up to 3)
family friendly family friendly

Situated by the river valley of Torridge, this large country house has 9 bedrooms, beautiful gardens, an outdoor swimming pool and a private hot tub and has plenty to recommend it for hen parties, stag parties, special holidays and even weddings.

countryside views over fields and farmlandsnear beach
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessoutdoor heated poolfireplaceBBQfirepitParkinggarden
7 nights from £3800
Next available: 26 Sep - 7 nights
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Family-Friendly
Viewed 35 times recently.

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Llangunnor, Carmarthenshire, Wales
sleeps 24 sleeps 24
11 bedrooms 11 bedrooms
11 bathrooms 11 bathrooms
dog-friendly cottage
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessindoor poolfree WifigardenParking
7 nights from £6500
Next available: 19 Sep - 7 nights
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Chideock , Dorset, England
sleeps 12 sleeps 12
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Beautifully furnished family-friendly holiday cottage with an outside heated swimming pool, extensive gardens, plus a trampoline and table-tennis, just 100 metres walk from the beach at Seatown.

ensuite bedroom(s) countryside views over hills
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor heated poolfree Wifienclosed gardenwood burning stovefireplaceBBQParking
7 nights from £4900
Next available: 20 Sep - 7 nights
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Monmouth, Monmouthshire, Wales
sleeps 24 sleeps 24
10 bedrooms 10 bedrooms
7 bathrooms 7 bathrooms
3 dogs welcome multi-dogs (up to 3)
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessoutdoor heated poolfree WifigardenBBQParking
7 nights from £4500
Next available: 20 Sep - 7 nights
View
* Price quoted is not inclusive of any applicable booking fees or local charges.

Searching for a holiday cottage with a pool for a break in September? From lodges to barns and country houses, find a great selection of holiday homes with swimming pools and availability for September.

Swimming Pools for Splashing September Breaks

Whether you want to rent a holiday home with a pool for fun splashing around with the family, for exercise and keeping fit or for relaxation, September can be a great time to get away particularly when the weather is good! Some properties have private pools whereas others have shared leisure facilities.

We hope you find the perfect holiday cottage with a pool to rent for your September break.