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

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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: 29 Aug - 7 nights
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no booking fee

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Bont Dolgadfan, Powys, Wales
sleeps 17 sleeps 17
8 bedrooms 8 bedrooms
4 bathrooms 4 bathrooms
4 dogs welcome multi-dogs (up to 4)
family friendly 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:
green award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomsaunaoutdoor heated poolfree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £3250
Next available: 01 Sep - 4 nights
book online online booking
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no booking fee

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Whitchurch, Shropshire, England
sleeps 16 sleeps 16
9 bedrooms 9 bedrooms
7 bathrooms 7 bathrooms
2 dogs welcome 2 dogs welcome
family friendly family friendly

Located in the beautiful Shropshire countryside, Buttercups & Hayloft is a wonderful combination sleeping 16 across two quality cottages and can comfortably dine 16 guests at one long dining table located in Buttercups.

ensuite bedroom(s) countryside views over fields and farmlands
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchenindoor heated pooltennis courtfree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £2590
Next available: 31 Aug - 7 nights
book online online booking
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no booking fee

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Rogerstone, Newport, Wales
sleeps 14 sleeps 14
7 bedrooms 7 bedrooms
7 bathrooms 7 bathrooms
3 dogs welcome multi-dogs (up to 3)
family friendly family friendly

Superb 7 bedroom group holiday house near the city of Newport, with excellent games room with pool table, retro arcade machine, and air hockey, plus cinema room with gaming facilities, and a fabulous private indoor swimming pool.

5 (1 reviews)
ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomindoor private hot tubindoor heated poolfree Wifienclosed gardenParking
7 nights from £3500
Next available: 31 Aug - 4 nights
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Family-Friendly
Viewed 27 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: 04 Aug - 7 nights
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Online Booking Available
Viewed 27 times recently.

,

Minterne Parva, Dorset, England
sleeps 4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
2 dogs welcome 2 dogs welcome
family friendly family friendly

Two bedroom character cottage set within the lush countryside of the Dorset National Landscape, pet-friendly and with 2 dogs welcome, and with shared access to some excellent leisure facilities just a short walk away including an outdoor swimming pool and tennis court.

Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenoutdoor pooltennis courtfireplaceBBQParkinggarden
7 nights from £850
Next available: 01 Sep - 7 nights
book online online booking
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Online Booking Available
Viewed 36 times recently.
no booking fee

,

Cosheston, Pembrokeshire, Wales
sleeps 12 sleeps 12
6 bedrooms 6 bedrooms
6 bathrooms 6 bathrooms
1 dog welcome 1 dog allowed
family friendly family friendly

Very special holiday home with a waterside setting, set amongst 4 acres of beautiful gardens with fabulous waterside views, indoor swimming pool and tennis court, there is even a private beach and quay for boating enthusiasts, this is a unique and very special place to stay and is located within the Pembrokeshire Coast National Park.

ensuite bedroom(s) garden views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenindoor heated pooltennis courtfree Wifienclosed gardenfireplaceBBQfirepitParking
7 nights from £3100
Next available: 14 Sep - 3 nights
book online online booking
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Online Booking Available
Viewed 36 times recently.

,

Chesterfield, Derbyshire, England
sleeps 22 sleeps 22
8 bedrooms 8 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome 2 dogs welcome
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accesssaunaonsite heated poolfree Wifienclosed gardenfireplaceBBQParking
7 nights from £4700
Next available: 10 Aug - 7 nights
book online online booking
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Online Booking Available
Viewed 47 times recently.

,

Barnstaple, Devon, England
sleeps 22 sleeps 22
9 bedrooms 9 bedrooms
8 bathrooms 8 bathrooms
2 dogs welcome 2 dogs welcome
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessonsite heated pooltennis courtfree WifigardenBBQParking
7 nights from £5575
Next available: 31 Aug - 4 nights
book online online booking
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,

Dunster, Somerset, England
sleeps 16 sleeps 16
8 bedrooms 8 bedrooms
9 bathrooms 9 bathrooms
no dogs allowed No pets
family friendly family friendly

Idyllic, gold award winning, 5 star rated barn conversion with lawned gardens and relaxing hot tub, situated within a valley in Exmoor National Park, close to the Brendon Hills.

ground floor bedroom countryside views over fields and farmlands
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessoutdoor poolfree Wifienclosed gardenwood burning stoveBBQfirepitParking
7 nights from £3000
Next available: 01 Sep - 7 nights
View
Online Booking Available
Viewed 47 times recently.

,

Bude, Cornwall, England
sleeps 12 sleeps 12
6 bedrooms 6 bedrooms
6 bathrooms 6 bathrooms
3 dogs welcome multi-dogs (up to 3)
family friendly 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:
smart TVdishwasher in kitchenmicrowave in kitchengames roomindoor heated pooltennis courtfree Wifienclosed gardenwood burning stoveBBQfirepitParking
7 nights from £1700
Next available: 14 Aug - 7 nights
book online online booking
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no booking fee

,

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: 13 Sep - 7 nights
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no booking fee

,

Whitchurch, Shropshire, England
sleeps 10 sleeps 10
5 bedrooms 5 bedrooms
3 bathrooms 3 bathrooms
1 dog welcome 1 dog allowed
family friendly 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:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchenindoor heated pooltennis courtfree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £1627
Next available: 01 Sep - 7 nights
book online online booking
View
Family-Friendly
Viewed 36 times recently.
no booking fee

,

Pudleston, Herefordshire, England
sleeps 8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
2 dogs welcome 2 dogs welcome
family friendly family friendly

Beautiful 4 bedroom 4 bathroom luxury pet-friendly holiday home set on a country estate near Leominster, with private hot tub and barrel sauna in garden, plus daily access to an onsite indoor swimming pool, this is a great place to relax and unwind in the countryside.

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 tubsaunaindoor heated poolfree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £6720
Next available: 10 Aug - 6 nights
View
Online Booking Available
Viewed 25 times recently.

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Stratford-upon-Avon, Warwickshire, England
sleeps 4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly 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:
smart TVmicrowave in kitchengames roomindoor heated poolfree Wifienclosed gardenBBQParking
7 nights from £425
Next available: 29 Aug - 3 nights
book online online booking
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* 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.