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

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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
book online online booking
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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 £2750
book online online booking
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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
book online online booking
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Whitchurch, Shropshire, England
sleeps 12 sleeps 12
5 bedrooms 5 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets
family friendly family friendly

Stylish roomy 5 bedroom 3 bathroom barn conversion in rural Shropshire near Whitchurch, with access to excellent onsite leisure facilities including an indoor heated swimming pool, a sports court and a play area for toddlers.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchenindoor heated pooltennis courtfree Wifienclosed gardenBBQParking
7 nights from £1900
Special Offer: 08 May - 3 nights
book online online booking
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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
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Online Booking Available
Viewed 102 times recently.

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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
Special Offer: 31 Jul - 7 nights
book online online booking
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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
Special Offer: 15 May - 3 nights
book online online booking
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Online Booking Available
Viewed 58 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
book online online booking
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Online Booking Available
Viewed 63 times recently.

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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
book online online booking
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Online Booking Available
Viewed 52 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
book online online booking
View
Online Booking Available
Viewed 66 times recently.

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Bude, Cornwall, England
sleeps 4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
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 roomoutdoor hot tub accessonsite pooltennis courtfree Wifigardenwood burning stoveBBQfirepitParking
7 nights from £500
book online online booking
View
Online Booking Available
Viewed 34 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
book online online booking
View
Online Booking Available
Viewed 66 times recently.

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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 £2000
book online online booking
View

,

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 £2295
Special Offer: 15 May - 3 nights
book online online booking
View

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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
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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.