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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 72 times recently.

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Berwick on Tweed, Borders, Scotland
sleeps 22 sleeps 22
7 bedrooms 7 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome 2 dogs welcome
family friendly family friendly

Edingtonhill House is a high quality 7 bedroom Scottish holiday home offering luxurious accommodation in the heart of the borders of Scotland, with an indoor heated swimming pool, sauna and children's play area as well as a fantastic country location, this house really does have it all.

ground floor bedroom countryside views over fields and farmlands
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accesssaunaonsite heated poolfree Wifigardenwood burning stoveBBQParking
7 nights from £3910
Next available: 21 Sep - 4 nights
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Angle, Pembrokeshire, Wales
sleeps 24 sleeps 24
10 bedrooms 10 bedrooms
8 bathrooms 8 bathrooms
3 dogs welcome multi-dogs (up to 3)
family friendly family friendly

Impressive yet welcoming 10 bedroom holiday home with private outdoor swimming pool, private outdoor hot tub, games room with Play Station 4, pool, air hockey, table tennis, darts, poolside loungers, garden, BBQ, and pizza oven, lots to offer for breaks with friends, family, and group stays in Pembrokeshire, just 5 minutes’ drive from a beach, and dog-friendly.

ground floor bedroom countryside views over fields and farmlands
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor private hot tuboutdoor heated poolfree Wifienclosed gardenwood burning stoveBBQfirepitParking
7 nights from £10250
Next available: 24 Sep - 7 nights
book online online booking
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Family-Friendly
Viewed 30 times recently.

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Wainfleet All Saints, Lincolnshire, England
sleeps 21 sleeps 21
11 bedrooms 11 bedrooms
5 bathrooms 5 bathrooms
no dogs allowed No pets
family friendly family friendly

Impressive 8 bedroom Lincolnshire country house set amongst beautiful gardens near Skegness and the Lincolnshire Wolds, plus a 3 bedroom Elizabethan cottage to rent, with an indoor swimming pool on site, a games room as well an outdoor tennis court, Northolme Hall is ideal for big groups of friends or family and could be the perfect place to rent for big family get-togethers or special celebrations such as anniversary or birthday parties (well behaved hen parties welcome by arrangement).

near beach near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomonsite heated pooltennis courtfree Wifienclosed gardenfireplaceParking
7 nights from £4452
Next available: 21 Sep - 7 nights
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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.