Holiday Cottages for September

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175 rental properties match your search for September Cottages 2026

Countryside views at High Cloud, Monmouthshire

Private Swimming Pool at High Cloud, Monmouthshire

Private Hot Tub at High Cloud, Monmouthshire

Dining room at High Cloud, Monmouthshire

Kitchen/diner at High Cloud, Monmouthshire

Ensuite bathroom at High Cloud, Monmouthshire

Family-Friendly

Viewed 26 times recently.

High Cloud,

Monmouth, Monmouthshire, Wales

sleeps 24

10 bedrooms

7 bathrooms

multi-dogs (up to 3)

family friendly

Experience something special at High Cloud with stunning panoramic views of the Welsh countryside, an outdoor swimming pool, a private hot tub, a games room and a location close to Sugarloaf Mountain plus accommodation for up to 24 people, ideal for large groups and big families.

5 (1 reviews)

countryside views over fields and farmlands near local pub

Facilities, Features & Awards:

7 nights from £4500

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Garden at The Turbine House, Argyll and Bute

Decked area at The Turbine House, Argyll and Bute

Lounge at The Turbine House, Argyll and Bute

Bedroom at The Turbine House, Argyll and Bute

Shower room at The Turbine House, Argyll and Bute

Open plan living area at The Turbine House, Argyll and Bute

Well equipped kitchen at The Turbine House, Argyll and Bute

Countryside near The Turbine House, Argyll and Bute

Online Booking Available

Viewed 23 times recently.

The Turbine House,

Lochgilphead, Argyll and Bute, Scotland

sleeps 2

1 bedroom

1 bathroom

2 dogs welcome

Lovely romantic retreat, an ideal base for discovering just what makes this part of Argyll and Bute so very special.

ground floor bedroom garden views

Facilities, Features & Awards:

7 nights from £720

online booking

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Brookbank farm, Cheshire, from the outside

Kitchen/diner at Brookbank farm, Cheshire

Countryside near Brookbank farm, Cheshire

Drawing room at Brookbank farm, Cheshire

Private Hot Tub at Brookbank farm, Cheshire

Shared Hot Tub at Brookbank farm, Cheshire

Garden furniture at Brookbank farm, Cheshire

Good walks near Brookbank farm, Cheshire

Family bathroom at Brookbank farm, Cheshire

Surrounding area near Brookbank farm, Cheshire

Countryside views at Brookbank farm, Cheshire

Online Booking Available

Viewed 31 times recently.

Brookbank farm,

Blackden Heath, Cheshire, England

sleeps 18

7 bedrooms

7 bathrooms

No pets

family friendly

Large and spacious holiday farmhouse with outdoor private hot tub and games room, set in the stunning Cheshire countryside, ideal for groups of friends (including hens or stags) or family breaks.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £3000

online booking

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Countryside near Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Honeysuckle, dog friendly couples' cottage in South Devon, Devon, from the outside

Bedroom at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Garden at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Countryside views at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Kitchen/diner at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Lounge at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Dogs welcome at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Shower room at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Luxurious interior at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Firepit at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Coastal scenes near Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Sev view at Honeysuckle, dog friendly couples' cottage in South Devon, Devon

Online Booking Available

Viewed 39 times recently.

Honeysuckle, dog friendly couples' cottage in South Devon,

Dartmouth, Devon, England

sleeps 2

1 bedroom

1 bathroom

1 dog allowed

cat friendly

A unique and pretty stone cottage for two, ideal for romantic breaks, nestled in a tranquil valley in South Devon with a private garden and valley views.

Part of a cottage complex: 4 listed properties available (total maximum capacity: 11 people)

ground floor bedroom countryside views over hills

Facilities, Features & Awards:

7 nights from £600

online booking

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Lounge at Stanway House, Gloucestershire

Kitchen/diner at Stanway House, Gloucestershire

Enclosed garden at Stanway House, Gloucestershire

Bedroom at Stanway House, Gloucestershire

Countryside views at Stanway House, Gloucestershire

Outdoor games area at Stanway House, Gloucestershire

Stanway House, Gloucestershire, from the outside

Family-Friendly

Viewed 36 times recently.

Stanway House,

Stow-on-the-Wold, Gloucestershire, England

sleeps 18

8 bedrooms

6 bathrooms

2 dogs welcome

family friendly

Lovely large stone-built holiday cottage with 8 bedrooms, 6 bathrooms and country views, ideal for large groups of friends or family, with a lovely rural location only 2 miles from Stow-on-the-Wold in the Cotswolds.

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 £1590

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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 34 times recently.

Stanton House,

Stow-on-the-Wold, Gloucestershire, England

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

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Ty Gwyn Cottage, Powys, from the outside

Countryside views at Ty Gwyn Cottage, Powys

Family bathroom at Ty Gwyn Cottage, Powys

Surrounding area near Ty Gwyn Cottage, Powys

Pet-Friendly

Viewed 35 times recently.

Ty Gwyn Cottage,

Llangadfan, Powys, Wales

sleeps 5

3 bedrooms

2 bathrooms

2 dogs welcome

family friendly

Fantastic rural retreat, this 3 bedroom cottage benefits from an elevated hillside location along with sublime views over the Banwy valley, great base for discovering some of the best of Mid Wales.

ground floor bedroom countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £700

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Garden at Cefn Y Waun - Cottage in the Woods, Powys

Bedroom at Cefn Y Waun - Cottage in the Woods, Powys

Surrounding area near Cefn Y Waun - Cottage in the Woods, Powys

Cefn Y Waun - Cottage in the Woods, Powys, from the outside

Countryside views at Cefn Y Waun - Cottage in the Woods, Powys

Countryside near Cefn Y Waun - Cottage in the Woods, Powys

Lounge at Cefn Y Waun - Cottage in the Woods, Powys

Private Hot Tub at Cefn Y Waun - Cottage in the Woods, Powys

Online Booking Available

Viewed 36 times recently.

Cefn Y Waun - Cottage in the Woods,

Velindre, Powys, Wales

sleeps 6

3 bedrooms

2 bathrooms

2 dogs welcome

family friendly

With lovely country views and a setting by the Black Mountains amongst 200 acres of privately owned woodlands, this is a wonderful rural retreat and a well located private hot tub to the front of the property makes this a fantastic place to relax.

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £1085

online booking

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Farmhouse style kitchen at Rock Farm, Somerset

Countryside views at Rock Farm, Somerset

Online Booking Available

Viewed 52 times recently.

Rock Farm,

Taunton, Somerset, England

sleeps 14

7 bedrooms

5 bathrooms

2 dogs welcome

family friendly

Beautiful thatched self-catering farmhouse with a total of 7 bedrooms and 5 bathrooms (with 4 bedrooms in the main house and 3 in the annexe) sleeping up to 14 offering stylish and luxurious accommodation combined with beautiful original features, with a fantastic 8 seater private hot tub with wonderful countryside views and a games room, fabulous holiday home for families and groups of friends looking to enjoy a special holiday in the West Country.

ensuite bedroom(s) near beach

Facilities, Features & Awards:

7 nights from £2400

online booking

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Open plan living area at Apple Loft at Twistgates Farm Cottages, Devon

Apple Loft at Twistgates Farm Cottages, Devon, from the outside

Balcony at Apple Loft at Twistgates Farm Cottages, Devon

Lounge at Apple Loft at Twistgates Farm Cottages, Devon

Bedroom at Apple Loft at Twistgates Farm Cottages, Devon

Ensuite bathroom at Apple Loft at Twistgates Farm Cottages, Devon

Dining room at Apple Loft at Twistgates Farm Cottages, Devon

Kitchen/diner at Apple Loft at Twistgates Farm Cottages, Devon

Study at Apple Loft at Twistgates Farm Cottages, Devon

Shower room at Apple Loft at Twistgates Farm Cottages, Devon

Countryside near Apple Loft at Twistgates Farm Cottages, Devon

Coastal scenes near Apple Loft at Twistgates Farm Cottages, Devon

Countryside views at Apple Loft at Twistgates Farm Cottages, Devon

Surrounding area near Apple Loft at Twistgates Farm Cottages, Devon

Online Booking Available

Viewed 45 times recently.

Apple Loft at Twistgates Farm Cottages,

Honiton, Devon, England

sleeps 2

1 bedroom

1 bathroom

No pets

Apple Loft is a stylish romantic holiday home, perfect for 2 with wonderful tree top views of the Devonshire Hills and a lovely location amongst gorgeous countryside at Twistgates Farm, just 30 minutes’ drive from the Jurassic Coast.

Part of a cottage complex: 4 listed properties available (total maximum capacity: 14 people)

ensuite bedroom(s) countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £425

online booking

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Lounge at River Bank Cottage, North Yorkshire

Drawing room at River Bank Cottage, North Yorkshire

Kitchen/diner at River Bank Cottage, North Yorkshire

Well equipped kitchen at River Bank Cottage, North Yorkshire

Luxurious interior at River Bank Cottage, North Yorkshire

Dining room at River Bank Cottage, North Yorkshire

Bedroom at River Bank Cottage, North Yorkshire

Family bathroom at River Bank Cottage, North Yorkshire

Shower room at River Bank Cottage, North Yorkshire

Ensuite bathroom at River Bank Cottage, North Yorkshire

Garden at River Bank Cottage, North Yorkshire

Decked area at River Bank Cottage, North Yorkshire

Conservatory at River Bank Cottage, North Yorkshire

Surrounding area near River Bank Cottage, North Yorkshire

Countryside views at River Bank Cottage, North Yorkshire

Countryside near River Bank Cottage, North Yorkshire

Lake view at River Bank Cottage, North Yorkshire

Patio area at River Bank Cottage, North Yorkshire

Balcony at River Bank Cottage, North Yorkshire

Enclosed garden at River Bank Cottage, North Yorkshire

National landscape near River Bank Cottage, North Yorkshire

Sev view at River Bank Cottage, North Yorkshire

Coastal scenes near River Bank Cottage, North Yorkshire

National park near River Bank Cottage, North Yorkshire

Good walks near River Bank Cottage, North Yorkshire

No Pets

Viewed 44 times recently.

River Bank Cottage,

Whitby, North Yorkshire, England

sleeps 4

2 bedrooms

1 bathroom

No pets

family friendly

Escape for a romantic break or tranquil holiday in this delightful 2 bedroom holiday home, with a riverside garden this is a great place for a fishing break or take it easy holiday in Whitby and is conveniently close to the North York Moors National Park and the North Yorkshire Coast.

countryside views over hillsnear beach

Facilities, Features & Awards:

7 nights from £550

View

Fairlea Grange, Monmouthshire, from the outside

Open plan living area at Fairlea Grange, Monmouthshire

Dining room at Fairlea Grange, Monmouthshire

Bedroom at Fairlea Grange, Monmouthshire

Family bathroom at Fairlea Grange, Monmouthshire

Kitchen/diner at Fairlea Grange, Monmouthshire

Games Room at Fairlea Grange, Monmouthshire

Private Hot Tub at Fairlea Grange, Monmouthshire

Patio area at Fairlea Grange, Monmouthshire

Family-Friendly

Viewed 31 times recently.

Fairlea Grange,

Abergavenny, Monmouthshire, Wales

sleeps 24

9 bedrooms

8 bathrooms

multi-dogs (up to 3)

family friendly

This beautiful Gothic style townhouse with its spacious large rooms and 8 bedrooms is a fantastic holiday house for big groups of up to 20, with a sauna, warm bubbly hot tub and games room with table tennis and snooker there is plenty to keep groups entertained and the house is situated just 10 minutes’ walk from the heart of Abergavenny.

ensuite bedroom(s) mountain views

Facilities, Features & Awards:

7 nights from £4500

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Patio area at Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Well equipped kitchen at Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Kitchen/diner at Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Lounge at Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Open plan living area at Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Games Room at Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Countryside views at Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire, from the outside

Countryside near Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Bedroom at Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

National landscape near Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Surrounding area near Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Garden at Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Garden furniture at Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room, Herefordshire

Online Booking Available

Viewed 46 times recently.

Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room,

Checkley, Herefordshire, England

sleeps 11

5 bedrooms

5 bathrooms

2 dogs welcome

accessible

Superb high quality 5 bedroom holiday house with luxurious interior and games room with pool table and table tennis just 15 minutes’ drive from the beautiful town of Hereford (three of the five bedrooms have ensuite facilities and one of these ensuite bedrooms is on the ground floor and may suit a couple who want to avoid stairs).

ground floor bedroomensuite bedroom(s)

Facilities, Features & Awards:

7 nights from £1785

Special Offer: 05 May - 3 nights

online booking

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Blackdown Cottage, East Sussex, from the outside

Lounge at Blackdown Cottage, East Sussex

Dining room at Blackdown Cottage, East Sussex

Well equipped kitchen at Blackdown Cottage, East Sussex

Bedroom at Blackdown Cottage, East Sussex

Family bathroom at Blackdown Cottage, East Sussex

Ensuite bathroom at Blackdown Cottage, East Sussex

Shower room at Blackdown Cottage, East Sussex

Lake view at Blackdown Cottage, East Sussex

Utility room at Blackdown Cottage, East Sussex

Countryside near Blackdown Cottage, East Sussex

Countryside views at Blackdown Cottage, East Sussex

Family-Friendly

Viewed 26 times recently.

Blackdown Cottage,

Burwash, East Sussex, England

sleeps 4

2 bedrooms

1 bathroom

No pets

family friendly

Escape on an idyllic rural retreat break to this beautiful 2 bedroom country cottage nestled by woodlands, gardens and lakes in the High Weald Area of Outstanding Natural Beauty, close to fascinating historical castles and National Trust properties and just half an hour's drive from Royal Tunbridge Wells and only 40 minutes' drive from Brighton.

5 (1 reviews)

ground floor bedroom countryside views over fields and farmlands

Facilities, Features & Awards:

7 nights from £700

View

Holly Tree House, Herefordshire, from the outside

Library at Holly Tree House, Herefordshire

Lounge at Holly Tree House, Herefordshire

Countryside views at Holly Tree House, Herefordshire

Kitchen/diner at Holly Tree House, Herefordshire

Farmhouse style kitchen at Holly Tree House, Herefordshire

Patio area at Holly Tree House, Herefordshire

Dining room at Holly Tree House, Herefordshire

Bedroom at Holly Tree House, Herefordshire

Luxurious interior at Holly Tree House, Herefordshire

Shower room at Holly Tree House, Herefordshire

Games Room at Holly Tree House, Herefordshire

Private Hot Tub at Holly Tree House, Herefordshire

Balcony at Holly Tree House, Herefordshire

Lake view at Holly Tree House, Herefordshire

Family-Friendly

Viewed 25 times recently.

Holly Tree House,

Symonds Yat, Herefordshire, England

sleeps 22

9 bedrooms

8 bathrooms

multi-dogs (up to 3)

family friendly

With wonderful views over the River Wye, a superb location in the Wye Valley, spacious stylish accommodation and a warm bubbly outdoor private hot tub, this 9 bedroom country house has to be one of the best places for large groups of friends or family to holiday altogether close to Ross on Wye.

ensuite bedroom(s) river views

Facilities, Features & Awards:

7 nights from £4500

View

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

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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

High Cloud,

The Turbine House,

Brookbank farm,

Honeysuckle, dog friendly couples' cottage in South Devon,

Stanway House,

Stanton House,

Ty Gwyn Cottage,

Cefn Y Waun - Cottage in the Woods,

Rock Farm,

Apple Loft at Twistgates Farm Cottages,

River Bank Cottage,

Fairlea Grange,

Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room,

Blackdown Cottage,

Holly Tree House,

Why Book a Holiday Cottage for September?