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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
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: 13 Sep - 7 nights
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no booking fee

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Whitchurch, Shropshire, England
sleeps 6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
1 dog welcome 1 dog allowed
family friendly family friendly

3 bedroom pet-friendly barn conversion in rural Shropshire, set next to fields and farmlands near Whitchurch, with access to excellent onsite leisure facilities including an indoor heated swimming pool, sports area and toddlers play area.

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 gardenwood burning stoveBBQParking
7 nights from £628
Next available: 31 Aug - 7 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: 13 Sep - 7 nights
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Online Booking Available
Viewed 39 times recently.

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Bude, Cornwall, England
sleeps 17 sleeps 17
9 bedrooms 9 bedrooms
2 bathrooms 2 bathrooms
3 dogs welcome multi-dogs (up to 3)
family friendly family friendly

Pretty 3 bedroom dog-friendly farmhouse with private bubbly hot tub and access to excellent onsite shared leisure facilities of a swimming pool, tennis court, and games room, located on a farm in Bude, close to the coast and sandy beaches.

Part of a cottage complex: 4 listed properties available (total maximum capacity: 37 people)
ensuite bedroom(s) near beach
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessonsite pooltennis courtfree Wifienclosed gardenwood burning stoveBBQfirepitParking
7 nights from £855
Next available: 28 Aug - 7 nights
book online online booking
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no booking fee

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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
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Online Booking Available
Viewed 38 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: 07 Aug - 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: 04 Aug - 3 nights
book online online booking
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Higher Woodsford, Dorset, England
sleeps 7 sleeps 7
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

4 bedroom 4 bathroom luxurious lakeside retreat near the Dorset coast, where you can kayak or enjoy paddle boarding, with private outdoor hot tub, and access to excellent onsite leisure facilities on the estate, including an outdoor heated swimming pool, sauna and gym.

Part of a cottage complex: 1 listed properties available (total maximum capacity: 7 people)
ensuite bedroom(s) lake views
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenoutdoor private hot tubsaunaoutdoor heated poolwood burning stoveBBQParkinggarden
7 nights from £1530
Next available: 01 Sep - 7 nights
book online online booking
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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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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
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Chipping Norton, Oxfordshire, England
sleeps 5 sleeps 5
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
1 dog welcome 1 dog allowed
family friendly 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:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchenonsite heated poolfree Wifienclosed gardenfireplaceParking
7 nights from £1157
Next available: 31 Aug - 6 nights
book online online booking
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no booking fee

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Whitchurch, Shropshire, England
sleeps 10 sleeps 10
6 bedrooms 6 bedrooms
4 bathrooms 4 bathrooms
1 dog welcome 1 dog allowed
family friendly family friendly

Beautiful 5 star rated, 6 bedroom rural barn conversion set on a small complex in the Shropshire countryside, with access to an indoor swimming pool, multi-sport games area and play area for babies and toddlers.

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 gardenBBQParking
7 nights from £1711
Next available: 31 Aug - 7 nights
book online online booking
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Online Booking Available
Viewed 35 times recently.

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Bude, Cornwall, England
sleeps 4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
3 dogs welcome multi-dogs (up to 3)
family friendly family friendly

2 bedroom dog-friendly barn conversion in Bude, with access to onsite swimming pool, tennis court, and own private hot tub.

Part of a cottage complex: 4 listed properties available (total maximum capacity: 37 people)
near local pub historic property
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessonsite poolfree Wifienclosed gardenwood burning stoveBBQfirepitParking
7 nights from £665
Next available: 28 Aug - 7 nights
book online online booking
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Online Booking Available
Viewed 39 times recently.

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Glastonbury, Somerset, England
sleeps 14 sleeps 14
7 bedrooms 7 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome 2 dogs welcome
family friendly 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:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accesssaunaonsite heated poolfree Wifienclosed gardenwood burning stovefireplaceParking
7 nights from £3350
Next available: 23 Aug - 3 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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* 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.