Cottages with a Swimming Pool with September Availability

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34 rental properties match your search for September Cottages with a Pool 2027

Private Swimming Pool at Glenacres, Dorset

Open plan living area at Glenacres, Dorset

Family-Friendly

Viewed 46 times recently.

Glenacres,

Chideock , Dorset, England

Self-catering

sleeps 12

5 bedrooms

4 bathrooms

No pets

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:

7 nights from £5100

Next available: 03 Nov - 7 nights

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Super king-size bedroom at Red Gables, Herefordshire

Dining room at Red Gables, Herefordshire

Ensuite shower room at Red Gables, Herefordshire

Kitchen/diner at Red Gables, Herefordshire

Double bedroom at Red Gables, Herefordshire

Twin bedroom at Red Gables, Herefordshire

Family bathroom at Red Gables, Herefordshire

Private Swimming Pool at Red Gables, Herefordshire

Red Gables, Herefordshire, from the outside

Family-Friendly

Viewed 48 times recently.

Red Gables,

Pudleston, Herefordshire, England

Self-catering

sleeps 8

4 bedrooms

4 bathrooms

2 dogs welcome

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:

7 nights from £6720

Next available: 03 Nov - 7 nights

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Countryside near Lookout Lakeside Retreat, Dorset

Open plan living area at Lookout Lakeside Retreat, Dorset

Decked area at Lookout Lakeside Retreat, Dorset

Online Booking Available

Viewed 33 times recently.

Lookout Lakeside Retreat,

Higher Woodsford, Dorset, England

Self-catering

sleeps 7

4 bedrooms

4 bathrooms

No pets

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:

7 nights from £1530

Next available: 03 Nov - 7 nights

online booking

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Hagg Hill Hall, Derbyshire, from the outside

Dining room at Hagg Hill Hall, Derbyshire

Farmhouse style kitchen at Hagg Hill Hall, Derbyshire

Private Swimming Pool at Hagg Hill Hall, Derbyshire

Ensuite bathroom at Hagg Hill Hall, Derbyshire

Luxurious interior at Hagg Hill Hall, Derbyshire

Private Hot Tub at Hagg Hill Hall, Derbyshire

Online Booking Available

Viewed 59 times recently.

Hagg Hill Hall,

Chesterfield, Derbyshire, England

Self-catering

sleeps 22

8 bedrooms

6 bathrooms

2 dogs welcome

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:

7 nights from £4700

Next available: 03 Nov - 7 nights

online booking

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Enclosed garden at Rosehaven, Herefordshire

Kitchen/diner at Rosehaven, Herefordshire

King-size bedroom at Rosehaven, Herefordshire

Ensuite shower room at Rosehaven, Herefordshire

Family bathroom at Rosehaven, Herefordshire

Twin bedroom at Rosehaven, Herefordshire

Super king-size bedroom at Rosehaven, Herefordshire

Ensuite bathroom at Rosehaven, Herefordshire

Family-Friendly

Viewed 42 times recently.

Rosehaven,

Pudleston, Herefordshire, England

Self-catering

sleeps 12

6 bedrooms

4 bathrooms

2 dogs welcome

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:

7 nights from £7231

Next available: 03 Nov - 6 nights

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Family-Friendly

Viewed 51 times recently.

Glingerbank,

Longtown, Cumbria, England

Self-catering

sleeps 30

15 bedrooms

14 bathrooms

1 dog allowed

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:

7 nights from £5285

Next available: 03 Nov - 3 nights

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Kitchen/diner at Meadow View, Herefordshire

King-size bedroom at Meadow View, Herefordshire

Super king-size bedroom at Meadow View, Herefordshire

Family bathroom at Meadow View, Herefordshire

Private Swimming Pool at Meadow View, Herefordshire

Family-Friendly

Viewed 47 times recently.

Meadow View,

Pudleston, Herefordshire, England

Self-catering

sleeps 6

3 bedrooms

4 bathrooms

multi-dogs (up to 3)

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:

7 nights from £6300

Next available: 03 Nov - 7 nights

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Online Booking Available

Viewed 40 times recently.

Silvermere,

Higher Woodsford, Dorset, England

Self-catering

sleeps 10

4 bedrooms

4 bathrooms

No pets

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:

7 nights from £1500

Next available: 03 Nov - 6 nights

online booking

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Private Swimming Pool at The Locks, Newport

Surrounding area near The Locks, Newport

Luxurious interior at The Locks, Newport

Open plan living area at The Locks, Newport

Family-Friendly

Viewed 86 times recently.

The Locks,

Rogerstone, Newport, Wales

Self-catering

sleeps 15

7 bedrooms

7 bathrooms

multi-dogs (up to 3)

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 bedroom garden views

Facilities, Features & Awards:

7 nights from £3500

Next available: 03 Nov - 3 nights

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Kitchen/diner at Fuschia Cottage, Cornwall

Farmhouse style kitchen at Fuschia Cottage, Cornwall

Family bathroom at Fuschia Cottage, Cornwall

Private Hot Tub at Fuschia Cottage, Cornwall

Shared Swimming Pool at Fuschia Cottage, Cornwall

Countryside near Fuschia Cottage, Cornwall

Children’s play area at Fuschia Cottage, Cornwall

Online Booking Available

Viewed 50 times recently.

Fuschia Cottage,

Bude, Cornwall, England

Self-catering

sleeps 4

2 bedrooms

1 bathroom

multi-dogs (up to 3)

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:

7 nights from £665

Next available: 03 Nov - 7 nights

online booking

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The Lodge at Colmer, Kingsbridge, Devon, from the outside

Garden at The Lodge at Colmer, Kingsbridge, Devon

Kitchen/diner at The Lodge at Colmer, Kingsbridge, Devon

Private Swimming Pool at The Lodge at Colmer, Kingsbridge, Devon

Bedroom at The Lodge at Colmer, Kingsbridge, Devon

Lounge at The Lodge at Colmer, Kingsbridge, Devon

Coastal scenes near The Lodge at Colmer, Kingsbridge, Devon

Family bathroom at The Lodge at Colmer, Kingsbridge, Devon

Countryside views at The Lodge at Colmer, Kingsbridge, Devon

at The Lodge at Colmer, Kingsbridge, Devon

Lake view at The Lodge at Colmer, Kingsbridge, Devon

Countryside near The Lodge at Colmer, Kingsbridge, Devon

Outdoor games area at The Lodge at Colmer, Kingsbridge, Devon

Loo at The Lodge at Colmer, Kingsbridge, Devon

Ensuite bathroom at The Lodge at Colmer, Kingsbridge, Devon

Family-Friendly

Viewed 46 times recently.

The Lodge at Colmer, Kingsbridge,

Modbury, Devon, England

Self-catering

sleeps 6

3 bedrooms

2 bathrooms

1 dog allowed

cat friendly

A superb dog friendly, 5 star detached stone holiday cottage with indoor and outdoor swimming pools, tennis, and gym - located on a private holiday estate in Devon, in an area of outstanding natural beauty with full access to 28 acres of private woodlands, meadows and a fishing lake.

countryside views over hillsnear beach

Facilities, Features & Awards:

7 nights from £800

Next available: 23 Mar - 7 nights

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Outdoor swimming pool at Trinity Cottage at Oxford Country Cottages, Oxfordshire

Romantic double bedroom at Trinity Cottage at Oxford Country Cottages, Oxfordshire

Lounge at Trinity Cottage at Oxford Country Cottages, Oxfordshire

Family bathroom at Trinity Cottage at Oxford Country Cottages, Oxfordshire

Garden at Trinity Cottage at Oxford Country Cottages, Oxfordshire

Online Booking Available

Viewed 47 times recently.

Trinity Cottage at Oxford Country Cottages,

Oxford, Oxfordshire, England

Self-catering

sleeps 3

1 bedroom

1 bathroom

2 dogs welcome

family friendly

Escape for a romantic break or small family holiday to this luxurious stylish barn conversion, set in unspoilt rural Oxfordshire, yet just 5 miles from the historic city of Oxford, with a outdoor swimming pool on site (open from April to October), making this a great place to relax and unwind.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £900

Next available: 03 Nov - 7 nights

online booking

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Heated Swimming Pool at Trebrowen, Pembrokeshire

Countryside near Trebrowen, Pembrokeshire

Private Swimming Pool at Trebrowen, Pembrokeshire

Outdoor hot tub at Trebrowen, Pembrokeshire

Outdoor Dining Area at Trebrowen, Pembrokeshire

Well equipped kitchen at Trebrowen, Pembrokeshire

Garden furniture at Trebrowen, Pembrokeshire

King-size bedroom at Trebrowen, Pembrokeshire

Twin bedroom at Trebrowen, Pembrokeshire

Ensuite bathroom at Trebrowen, Pembrokeshire

Family bathroom at Trebrowen, Pembrokeshire

Indoor swimming pool at Trebrowen, Pembrokeshire

Conservatory at Trebrowen, Pembrokeshire

Online Booking Available

Viewed 26 times recently.

Trebrowen,

Angle, Pembrokeshire, Wales

Self-catering

sleeps 24

10 bedrooms

8 bathrooms

multi-dogs (up to 3)

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:

7 nights from £10250

Next available: 08 Feb - 4 nights

online booking

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Enclosed garden at Northolme Hall, Lincolnshire

Drawing room at Northolme Hall, Lincolnshire

Dining room at Northolme Hall, Lincolnshire

Farmhouse style kitchen at Northolme Hall, Lincolnshire

Cinema room at Northolme Hall, Lincolnshire

Shower room at Northolme Hall, Lincolnshire

Private Swimming Pool at Northolme Hall, Lincolnshire

Northolme Hall, Lincolnshire, from the outside

Children’s play area at Northolme Hall, Lincolnshire

Outdoor games area at Northolme Hall, Lincolnshire

Family-Friendly

Viewed 45 times recently.

Northolme Hall,

Wainfleet All Saints, Lincolnshire, England

Self-catering

sleeps 21

11 bedrooms

5 bathrooms

No pets

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:

7 nights from £4452

Next available: 03 Nov - 3 nights

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Outdoor swimming pool at Waterperry Cottage at Oxford Country Cottages, Oxfordshire

Online Booking Available

Viewed 8 times recently.

Waterperry Cottage at Oxford Country Cottages,

Oxford, Oxfordshire, England

Self-catering

sleeps 4

2 bedrooms

1 bathroom

2 dogs welcome

family friendly

Beautiful 2 bedroom barn conversion with exposed beams, set around a courtyard garden in an idyllic rural location and part of a small development of country cottages, just 5 miles from the historic city of Oxford and with an outdoor swimming pool for summer use on site.

ground floor bedroom countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £1250

online booking

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* Price quoted is not inclusive of any applicable booking fees or local charges.

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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.

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Cottages with a Swimming Pool with September Availability

Glenacres,

Red Gables,

Lookout Lakeside Retreat,

Hagg Hill Hall,

Rosehaven,

Glingerbank,

Meadow View,

Silvermere,

The Locks,

Fuschia Cottage,

The Lodge at Colmer, Kingsbridge,

Trinity Cottage at Oxford Country Cottages,

Trebrowen,

Northolme Hall,

Waterperry Cottage at Oxford Country Cottages,

Swimming Pools for Splashing September Breaks