Holiday Cottages for September

Showing all properties across the UK. Select a destination from the list to refine your search.
175 rental properties match your search for September Cottages 2026

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Monmouth, Monmouthshire, Wales
sleeps  24 sleeps 24
10 bedrooms 10 bedrooms
7 bathrooms 7 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessoutdoor heated poolfree WifigardenBBQParking
7 nights from £4500
Next available: 06 May - 7 nights
Online Booking Available
Viewed 28 times recently.

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Symonds Yat, Herefordshire, England
sleeps  30 sleeps 30
13 bedrooms 13 bedrooms
12 bathrooms 12 bathrooms
 4 dogs welcome  multi-dogs (up to 4)
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomfree WifigardenBBQParking
7 nights from £5250
Next available: 11 May - 4 nights
book online online booking
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Online Booking Available
Viewed 22 times recently.

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Saxmundham, Suffolk, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Charming 2 bedroom pet-friendly character cottage in Saxmundham (one small dog welcome), less than 10 miles from Aldeburgh and the Suffolk Heritage Coast.

Part of a cottage complex: 3 listed properties available (total maximum capacity: 10 people)
ground floor bedroom near beach
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchenfree WifiPatio Garden
7 nights from £595
Next available: 06 May - 7 nights
book online online booking
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Family-Friendly
Viewed 24 times recently.

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Llangunnor, Carmarthenshire, Wales
sleeps  24 sleeps 24
11 bedrooms 11 bedrooms
11 bathrooms 11 bathrooms
 dog-friendly cottage
family friendly family friendly

15 bedroom Georgian mansion set in expansive grounds in Carmarthen, complete with indoor swimming pool, sauna and steam room for spa-style experience, plus a private cinema and games room for entertainment.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessindoor poolfree WifigardenParking
7 nights from £6500
Next available: 08 May - 5 nights
Online Booking Available
Viewed 34 times recently.

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Two Dales, Derbyshire, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessfree WifigardenBBQParking
7 nights from £2200
Next available: 11 May - 7 nights
book online online booking
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Towcester, Northamptonshire, England
sleeps  25 sleeps 25
12 bedrooms 12 bedrooms
7 bathrooms 7 bathrooms
no dogs allowed No pets
family friendly family friendly

Spacious 10 bedroom no pets farmhouse rental, complete with bubbly hot tub, games room and generous grounds with children’s play area, near Towcester and Silverstone.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor private hot tubfree Wifigardenwood burning stoveBBQParking
7 nights from £7560
Next available: 10 May - 5 nights
Family-Friendly
Viewed 24 times recently.

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Coleford, Gloucestershire, England
sleeps  26 sleeps 26
11 bedrooms 11 bedrooms
11 bathrooms 11 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly 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:
smart TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifigardenwood burning stoveBBQParking
7 nights from £4950
Next available: 06 May - 7 nights

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Monmouth, Monmouthshire, Wales
sleeps  24 sleeps 24
11 bedrooms 11 bedrooms
9 bathrooms 9 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly family friendly

Spacious 11 bedroom country house rental on outskirts of Monmouth with warm bubbly indoor hot tub, games room with table tennis, pool plus table football and 2 acres of gardens complete with children’s play facilities.

ensuite bedroom(s) rural views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomindoor hot tub accessfree Wifigardenwood burning stoveBBQParking
7 nights from £4950
Next available: 11 May - 4 nights
Family-Friendly
Viewed 19 times recently.

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Biggin, Ashbourne, Derbyshire, England
sleeps  16 sleeps 16
5 bedrooms 5 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly 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:
smart TVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accessfree Wifienclosed gardenwood burning stovefireplaceBBQfirepitParking
7 nights from £2150
Next available: 29 May - 7 nights
Family-Friendly
Viewed 29 times recently.

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Whitbourne, Worcestershire, England
sleeps  26 sleeps 26
11 bedrooms 11 bedrooms
6 bathrooms 6 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifigardenwood burning stovefireplaceBBQParking
7 nights from £4000
Next available: 12 May - 7 nights
Family-Friendly
Viewed 34 times recently.

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Stow-on-the-Wold, Gloucestershire, England
sleeps  14 sleeps 14
6 bedrooms 6 bedrooms
5 bathrooms 5 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomtennis courtfree Wifienclosed gardenBBQParking
7 nights from £1290
Next available: 11 May - 7 nights

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Pencraig, Herefordshire, England
sleeps  36 sleeps 36
11 bedrooms 11 bedrooms
11 bathrooms 11 bathrooms
 5 dogs welcome  multi-dogs (up to 5)
family friendly family friendly

Elegant 11 bedroom country house set in beautiful gardens in the Wye Valley AONB, complete with games room with pool, table tennis and table football, just 6 miles from Ross on Wye.

ensuite bedroom(s) river views
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifigardenwood burning stoveBBQParking
7 nights from £5750
Next available: 06 May - 7 nights
book online online booking
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Lydbrook, Gloucestershire, England
sleeps  26 sleeps 26
12 bedrooms 12 bedrooms
11 bathrooms 11 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly family friendly

Searching for a large holiday house for a big group getaway? This 11 bedroom holiday house sleeps up to 24 and with river views, a pet-friendly policy, a warm bubbly private hot tub and a games room has plenty to offer large groups, including a lovely setting by the River Wye in the Wye Valley, right next to the lush greenery of the Forest of Dean.

ensuite bedroom(s) river views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor private hot tubfree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £5950
Next available: 18 May - 4 nights
Family-Friendly
Viewed 37 times recently.

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Stow-on-the-Wold, Gloucestershire, England
sleeps  16 sleeps 16
7 bedrooms 7 bedrooms
6 bathrooms 6 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly 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:
smart TVdishwasher in kitchenmicrowave in kitchengames roomtennis courtfree Wifienclosed gardenBBQParking
7 nights from £1390
Next available: 11 May - 7 nights
Online Booking Available
Viewed 30 times recently.

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Kelso, Borders, Scotland
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly 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:
smart TVdishwasher in kitchenmicrowave in kitchenoutdoor private hot tubtennis courtfree Wifigardenwood burning stoveBBQParking
7 nights from £980
Next available: 18 May - 3 nights
book online online booking
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* Price quoted is not inclusive of any applicable booking fees or local charges.

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.