Holiday Cottages for September

536 rental properties match your search for September Cottages 2025

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The Anchorage,

Cockburnspath, Borders, Scotland

sleeps 7

4 bedrooms

4 bathrooms

No pets

family friendly

"The Anchorage" is a stunning detached holiday home near Cockburnspath, Scotland, accommodating up to eight people.

0 ( reviews)

ground floor bedroom

Facilities, Features & Awards:

7 nights from £749

Next available: 16 May - 3 nights

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Viewed 11 times recently.

Sleepy Hollow,

Telford, Shropshire, England

sleeps 4

2 bedrooms

1 bathroom

No pets

family friendly

Charming 19th-century semi-detached cottage by River Severn in Jackfield, Ironbridge Gorge.

0 ( reviews)

ground floor bedroom

Facilities, Features & Awards:

7 nights from £423

Next available: 23 May - 5 nights

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Viewed 18 times recently.

Manor House,

Chesterfield, Derbyshire, England

sleeps 10

5 bedrooms

5 bathrooms

No pets

family friendly

This stunning detached cottage is located on the quiet outskirts of Chesterfield in Derbyshire, offering luxurious and modern accommodation in a spacious setting, perfect for large families or groups of friends looking to explore the wonders of the Peak District.

0 ( reviews)

ground floor bedroom

Facilities, Features & Awards:

7 nights from £1921

Next available: 21 Apr - 4 nights

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Viewed 29 times recently.

Number 43 Burnside Lodge,

Morpeth, Northumberland, England

sleeps 4

2 bedrooms

2 bathrooms

2 dogs

family friendly

Stylish and modern 2 bedroom pet-friendly lodge with private outdoor hot tub set on Bockenfield Country Park, around mid-way between the coast and Northumberland National Park, children's playground area on park.

0 ( reviews)

ground floor bedroom

Facilities, Features & Awards:

7 nights from £564

Next available: 25 Apr - 3 nights

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Viewed 33 times recently.

South Hill Farmhouse,

Stow-on-the-Wold, Gloucestershire, England

sleeps 22

11 bedrooms

8 bathrooms

2 dogs

family friendly

Large Cotswold holiday house in Stow on the Wold, ideal for big groups of friends or family, with 11 bedrooms, 8 bathrooms, sociable living spaces, a games room and a big garden.

0 ( reviews)

ensuite(s)

Facilities, Features & Awards:

7 nights from £4429

Next available: 28 Apr - 4 nights

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Henrhiw Bach,

Betws-y-Coed, Conwy, Wales

sleeps 5

2 bedrooms

1 bathroom

family friendly

17th-century detached cottage near Penmachno in Snowdonia National Park.

0 ( reviews)

ground floor bedroom

Facilities, Features & Awards:

7 nights from £326

Next available: 14 Apr - 4 nights

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Viewed 13 times recently.

Eller Riggs Cottage,

Ulverston, Cumbria, England

sleeps 4

2 bedrooms

1 bathroom

No pets

family friendly

Nestled in quiet countryside near Ulverston, Cumbria, this superb cottage offers spacious, contemporary accommodation ideal for couples or small families.

0 ( reviews)

ground floor bedroom

Facilities, Features & Awards:

7 nights from £446

Next available: 25 Apr - 7 nights

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Viewed 27 times recently.

Picardy Cottage,

Weymouth, Dorset, England

sleeps 8

4 bedrooms

2 bathrooms

No pets

family friendly

Positioned in the heart of the popular seaside resort of Weymouth rests this remarkable whitewashed holiday home, Picardy Cottage.

0 ( reviews)

ground floor bedroom

Facilities, Features & Awards:

7 nights from £771

Next available: 05 Apr - 7 nights

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Viewed 17 times recently.

2 Siluria Cottage,

Walton, Powys, Wales

sleeps 5

3 bedrooms

1 bathroom

No pets

family friendly

Charming semi-detached cottage near Walton, featuring 3 bedrooms, renovated with high-quality furnishings, oak floors, woodburner, and stunning views of Welsh mountains.

0 ( reviews)

ground floor bedroom

Facilities, Features & Awards:

7 nights from £337

Next available: 06 Apr - 5 nights

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Viewed 18 times recently.

Hiraeth Rural Retreat,

Dolau, Powys, Wales

sleeps 8

3 bedrooms

2 bathrooms

1 dog

family friendly

Idyllic 3 bedroom dog-friendly cottage with impressive views out over the pastures and valley, complete with charming interior with exposed wooden beams, situated close to the Shropshire Hills Area of Outstanding Natural Beauty and within reach of the Brecon Beacons National Park for day trips.

0 ( reviews)

Facilities, Features & Awards:

7 nights from £669

Next available: 25 Apr - 7 nights

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Viewed 13 times recently.

The Station House,

Whitby, North Yorkshire, England

sleeps 0

5 bedrooms

4 bathrooms

No pets

The property being described is a stunning Grade II listed Victorian conversion of the old station and stationmaster's house located in Ruswarp village, just 1.

0 ( reviews)

ensuite(s)

Facilities, Features & Awards:

7 nights from £1013

Next available: 21 Apr - 5 nights

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Clover Cottage, Bolberry Farm Cottages - Photo 1

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Viewed 42 times recently.

Clover Cottage, Bolberry Farm Cottages,

Bolberry, Devon, England

sleeps 5

2 bedrooms

1 bathroom

unlimited dogs

cat friendly

2 bedroom pet-friendly holiday barn with exposed beams, style and charm, located close to Bolberry Down and just 4 miles from Salcombe.

0 ( reviews)

ground floor bedroomcountry views

Facilities, Features & Awards:

7 nights from £350

Next available: 05 Apr - 6 nights

Special Offer: 04 Apr - 3 nights

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Viewed 21 times recently.

The Stables,

Boston, Lincolnshire, England

sleeps 6

3 bedrooms

2 bathrooms

No pets

family friendly

Gold award winning luxurious 3 bedroom holiday cottage on a family-run working farm within the beautiful Lincolnshire Fens, this property has level-access throughout the inside and there is a level access carpark on site.

0 ( reviews)

ground floor bedroomensuite(s)

Facilities, Features & Awards:

7 nights from £1180

Next available: 07 Apr - 4 nights

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Viewed 11 times recently.

Marine Terrace,

Shrewsbury, Shropshire, England

sleeps 8

4 bedrooms

2 bathrooms

family friendly

This charming terraced cottage in Shrewsbury overlooks the River Severn, offering luxury accommodation with modern features while retaining its historical charm.

0 ( reviews)

ground floor bedroom