Holiday Cottages for September

Showing all properties across the UK. Select a destination from the list to refine your search.

167 rental properties match your search for September Cottages 2027

Main House at Brookside Retreat, Derbyshire

Kitchen/diner at Brookside Retreat, Derbyshire

Hallway at Brookside Retreat, Derbyshire

Bedroom at Brookside Retreat, Derbyshire

Family bathroom at Brookside Retreat, Derbyshire

Online Booking Available

Viewed 24 times recently.

Brookside Retreat,

Two Dales, Derbyshire, England

Self-catering

sleeps 2

1 bedroom

1 bathroom

2 dogs welcome

Beautiful romantic retreat for 2, in the heart of Two Dales, just a short drive from the Peak District National Park.

Part of a cottage complex: 1 listed properties available (total maximum capacity: 2 people)

near local pub

Facilities, Features & Awards:

7 nights from £475

Next available: 14 Nov - 7 nights

online booking

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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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Lounge at Stanton House, Gloucestershire

Dining room at Stanton House, Gloucestershire

Kitchen/diner at Stanton House, Gloucestershire

Bedroom at Stanton House, Gloucestershire

Shower room at Stanton House, Gloucestershire

Games Room at Stanton House, Gloucestershire

Outdoor games area at Stanton House, Gloucestershire

Patio area at Stanton House, Gloucestershire

Stanton House, Gloucestershire, from the outside

Countryside near Stanton House, Gloucestershire

Family-Friendly

Viewed 55 times recently.

Stanton House,

Stow-on-the-Wold, Gloucestershire, England

Self-catering

sleeps 14

6 bedrooms

5 bathrooms

2 dogs welcome

family friendly

Perfect for large groups or families looking to explore the beautiful Cotswolds, this stone-built holiday cottage is part of the Flagstone Farm development and has 6 bedrooms and 5 bathrooms as well as lovely views of the surrounding countryside.

Part of a cottage complex: 3 listed properties available (total maximum capacity: 48 people)

ensuite bedroom(s) near local pub

Facilities, Features & Awards:

7 nights from £1290

Next available: 03 Nov - 7 nights

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Garden furniture at Forest House, Gloucestershire

Kitchen/diner at Forest House, Gloucestershire

Dining room at Forest House, Gloucestershire

Drawing room at Forest House, Gloucestershire

Private Hot Tub at Forest House, Gloucestershire

Games Room at Forest House, Gloucestershire

Bedroom at Forest House, Gloucestershire

Shower room at Forest House, Gloucestershire

Enclosed garden at Forest House, Gloucestershire

Forest House, Gloucestershire, from the outside

Family-Friendly

Viewed 35 times recently.

Forest House,

Coleford, Gloucestershire, England

Self-catering

sleeps 26

11 bedrooms

11 bathrooms

multi-dogs (up to 3)

family friendly

Large group holiday house on edge of Forest of Dean and close to the Wye Valley, complete with 11 bedrooms, hot tub, bar and large sociable living spaces.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £4950

Next available: 03 Nov - 3 nights

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Private Hot Tub at The Escape, Derbyshire

Well equipped kitchen at The Escape, Derbyshire

Family bathroom at The Escape, Derbyshire

Ensuite bathroom at The Escape, Derbyshire

Surrounding area near The Escape, Derbyshire

Online Booking Available

Viewed 40 times recently.

The Escape,

Two Dales, Derbyshire, England

Self-catering

sleeps 10

5 bedrooms

4 bathrooms

No pets

family friendly

Sleeps 10 holiday house with warm bubbly outdoor private hot tub and games room, just outside of the Peak District National Park.

ensuite bedroom(s) countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £2200

Next available: 16 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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Private Hot Tub at Wye Rapids House, Herefordshire

Lounge at Wye Rapids House, Herefordshire

Lake view at Wye Rapids House, Herefordshire

Games Room at Wye Rapids House, Herefordshire

Dining room at Wye Rapids House, Herefordshire

Well equipped kitchen at Wye Rapids House, Herefordshire

Bedroom at Wye Rapids House, Herefordshire

Ensuite bathroom at Wye Rapids House, Herefordshire

Countryside near Wye Rapids House, Herefordshire

Online Booking Available

Viewed 47 times recently.

Wye Rapids House,

Symonds Yat, Herefordshire, England

Self-catering

sleeps 30

13 bedrooms

12 bathrooms

multi-dogs (up to 4)

family friendly

Fabulous 13 bedroom pet-friendly riverside holiday home with games room and hot tub in Symonds Yet, sleeps 30.

ground floor bedroom river views

Facilities, Features & Awards:

7 nights from £5250

Next available: 03 Nov - 3 nights

Special Offer: 18 Dec - 2 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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The Barn at RyePark House, Devon, from the outside

Kitchen/diner at The Barn at RyePark House, Devon

Shower room at The Barn at RyePark House, Devon

Drawing room at The Barn at RyePark House, Devon

Countryside near The Barn at RyePark House, Devon

Coastal scenes near The Barn at RyePark House, Devon

Private Hot Tub at The Barn at RyePark House, Devon

Bedroom at The Barn at RyePark House, Devon

Lounge at The Barn at RyePark House, Devon

Open plan living area at The Barn at RyePark House, Devon

Ensuite bathroom at The Barn at RyePark House, Devon

Well equipped kitchen at The Barn at RyePark House, Devon

Romantic Retreat

Viewed 31 times recently.

The Barn at RyePark House,

Barnstaple, Devon, England

Self-catering

sleeps 2

1 bedroom

1 bathroom

No pets

Beautiful 1 bedroom barn conversion with warm bubbly private hot tub, perfect for a couple and in an idyllic setting nestled next to fields and farmlands in North Devon, just outside of Exmoor National Park and only half an hour's drive from the coast.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £670

Next available: 03 Nov - 3 nights

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Hillside Croft, Derbyshire, from the outside

Farmhouse style kitchen at Hillside Croft, Derbyshire

Dining room at Hillside Croft, Derbyshire

Family bathroom at Hillside Croft, Derbyshire

Countryside views at Hillside Croft, Derbyshire

Family-Friendly

Viewed 34 times recently.

Hillside Croft,

Biggin, Ashbourne, Derbyshire, England

Self-catering

sleeps 16

5 bedrooms

2 bathrooms

No pets

family friendly

5 bedroom large holiday house with private hot tub, set on edge of Peak District National Park, close to both Ashbourne and Carsington Water.

ensuite bedroom(s) garden views

Facilities, Features & Awards:

7 nights from £2150

Next available: 03 Nov - 7 nights

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Broadway House, Gloucestershire, from the outside

Dining room at Broadway House, Gloucestershire

Lounge at Broadway House, Gloucestershire

Kitchen/diner at Broadway House, Gloucestershire

Bedroom at Broadway House, Gloucestershire

Outdoor games area at Broadway House, Gloucestershire

Games Room at Broadway House, Gloucestershire

Countryside views at Broadway House, Gloucestershire

Family-Friendly

Viewed 82 times recently.

Broadway House,

Stow-on-the-Wold, Gloucestershire, England

Self-catering

sleeps 16

7 bedrooms

6 bathrooms

2 dogs welcome

family friendly

Fantastic large self-catering house which is both family-friendly and dog-friendly, offering a high standard of accommodation as well as countryside views in a rural location just 2 miles from Stow on the Wold in the Cotswolds.

Part of a cottage complex: 3 listed properties available (total maximum capacity: 48 people)

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £1390

Next available: 03 Nov - 7 nights

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Tweed Hideaway, Borders, from the outside

Countryside near Tweed Hideaway, Borders

Private Hot Tub at Tweed Hideaway, Borders

Open plan living area at Tweed Hideaway, Borders

Family bathroom at Tweed Hideaway, Borders

Luxurious interior at Tweed Hideaway, Borders

Online Booking Available

Viewed 37 times recently.

Tweed Hideaway,

Kelso, Borders, Scotland

Self-catering

sleeps 4

2 bedrooms

1 bathroom

No pets

family friendly

High quality 2 bedroom holiday lodge in the Scottish Borders, with superb countryside views to the Eden and Tweed valley, warm bubbly outdoor private hot tub and access to tennis court on the farm, just 3 miles from Kelso.

ground floor bedroom river views

Facilities, Features & Awards:

7 nights from £980

Next available: 07 Nov - 6 nights

online booking

View

The Anchor, Gloucestershire, from the outside

Dining room at The Anchor, Gloucestershire

Well equipped kitchen at The Anchor, Gloucestershire

Kitchen/diner at The Anchor, Gloucestershire

Games Room at The Anchor, Gloucestershire

Private Hot Tub at The Anchor, Gloucestershire

Family bathroom at The Anchor, Gloucestershire

Shower room at The Anchor, Gloucestershire

Enclosed garden at The Anchor, Gloucestershire

Countryside near The Anchor, Gloucestershire

Family-Friendly

Viewed 35 times recently.

The Anchor,

Lydbrook, Gloucestershire, England

Self-catering

sleeps 20

7 bedrooms

7 bathrooms

2 dogs welcome

family friendly

Looking to rent a large holiday house in the Wye Valley? This 7/8 bedroom property in the Forest of Dean with its capacity to sleep up to 22 people, its pet-friendly policy, games room with table tennis, table football and pool table plus inviting warm bubbly private hot tub could be perfect for your group getaway.

ensuite bedroom(s) near local pub

Facilities, Features & Awards:

7 nights from £4250

Next available: 03 Nov - 3 nights

View

Rosemore Grange, Worcestershire, from the outside

Farmhouse style kitchen at Rosemore Grange, Worcestershire

Well equipped kitchen at Rosemore Grange, Worcestershire

Dining room at Rosemore Grange, Worcestershire

Bedroom at Rosemore Grange, Worcestershire

Lounge at Rosemore Grange, Worcestershire

Family bathroom at Rosemore Grange, Worcestershire

Countryside near Rosemore Grange, Worcestershire

Patio area at Rosemore Grange, Worcestershire

Surrounding area near Rosemore Grange, Worcestershire

Games Room at Rosemore Grange, Worcestershire

Family-Friendly

Viewed 34 times recently.

Rosemore Grange,

Whitbourne, Worcestershire, England

Self-catering

sleeps 26

11 bedrooms

6 bathrooms

2 dogs welcome

family friendly

Large country house with 11 bedrooms and many fine features, nestled in pleasant private gardens by glorious unspoilt countryside, within easy reach of Worcester, Hereford, Cheltenham and the Malvern Hills, ideal for large family or group getaways, parties, special celebrations and special holidays.

ground floor bedroom countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £4000

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

View

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

showing 136-150 of 167 properties

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Holiday Cottages for September for late summer and early Autumn breaks, choose from rural retreats, seaside cottages, farmhouses, lakeside cabins and pet-friendly accommodation available for September breaks on Country Cottages Online. Country Cottages Online features a great selection of holiday cottages available to book for September holidays.

Why Book a Holiday Cottage for September?

September can be a great time of year for a cottage break. With May through to the end of August being peak summer season, booking a late summer break in September usually means lower prices, more peace and quiet, and a chance to make the most of the summer sunshine outside of school holidays.

Enjoy the fine weather and escape on a solo break, or book a break with friends or family. Pet-friendly options are available too so all of the family can enjoy a break away.

Popular choices for September breaks include holiday homes with warming woodburners where you can sit and relax by the log fire in the cooler evenings. In the day time, get out and enjoy early autumn walks in the countryside and marvel at the colours of the changing leaves.

Whether you opt for an autumnal break in the Highlands of Scotland or by the beautiful coast and beaches of the South West of England, we hope you find the perfect self-catering cottage for a September break for you.

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Holiday Cottages for September

Brookside Retreat,

Trinity Cottage at Oxford Country Cottages,

Stanton House,

Forest House,

The Escape,

Trebrowen,

Wye Rapids House,

Northolme Hall,

The Barn at RyePark House,

Hillside Croft,

Broadway House,

Tweed Hideaway,

The Anchor,

Rosemore Grange,

Waterperry Cottage at Oxford Country Cottages,

Why Book a Holiday Cottage for September?