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 2026

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Symonds Yat, Herefordshire, England
sleeps  22 sleeps 22
9 bedrooms 9 bedrooms
8 bathrooms 8 bathrooms
 3 dogs welcome  multi-dogs (up to 3)
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessfree WifigardenfireplaceBBQParking
7 nights from £4500
Next available: 20 Jun - 6 nights
Family-Friendly
Viewed 20 times recently.

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Melton Mowbray, Leicestershire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Fabulous romantic cottage, 4 star rated with its own secluded private hot tub, spoil the one you love on a special break to remember.

ground floor bedroom rural views
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessfree Wifienclosed gardenBBQParking
7 nights from £480
Next available: 26 Jun - 7 nights
Family-Friendly
Viewed 16 times recently.

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Wirksworth, Derbyshire, England
sleeps  14 sleeps 14
7 bedrooms 7 bedrooms
5 bathrooms 5 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Award winning, stylish 7 bedroom, 5 bathroom holiday house with cinema room, games console for fun times and relaxing wellness sauna, set in Wirksworth, close to the Peak District National Park.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomsaunafree Wifienclosed gardenBBQParking
7 nights from £4395
Next available: 20 Jun - 6 nights
Family-Friendly
Viewed 36 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: 20 Jun - 6 nights
Online Booking Available
Viewed 13 times recently.

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Kelso, Borders, Scotland
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Stylish pet-friendly 2 bedroom rural retreat with lush country views out to the Tweed valley, set on an organic farm in the Scottish Borders, only around 3 miles from Kelso.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchentennis courtfree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £500
Next available: 07 Jul - 3 nights
book online online booking
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Online Booking Available
Viewed 21 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: 29 Jun - 5 nights
book online online booking
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Online Booking Available
Viewed 26 times recently.

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Dorchester, Dorset, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Newly available is this stunning 4 bedroom barn conversion set by the unspoilt Dorset Downs, enjoy a luxury country holiday, just half an hour's drive from the beautiful Jurassic coastline.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchengames roomfree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £1200
Next available: 26 Jun - 7 nights
book online online booking
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Online Booking Available
Viewed 33 times recently.

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Sydling St Nicholas, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Idyllic 2 bedroom hideaway set by Sydling Brook and Langford Lake within Dorset's Area of Outstanding Natural Beauty, relax and unwind in this tranquil setting or enjoy fishing on site.

ground floor bedroom lake views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree WifigardenfireplaceBBQParking
7 nights from £800
Next available: 20 Jun - 6 nights
book online online booking
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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: 22 Jun - 4 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: 29 Jun - 4 nights
Online Booking Available
Viewed 16 times recently.

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Two Dales, Derbyshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
 2 dogs welcome  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:
TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenParking
7 nights from £475
Next available: 29 Jun - 6 nights
book online online booking
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Cardigan, Pembrokeshire, Wales
sleeps  18 sleeps 18
6 bedrooms 6 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Impressive Grade II listed mansion house with an private hot tub, located in extensive gardens close to the Teifi Valley and just a short drive from lovely sandy beaches and the Cardigan Bay coastline, great house for get togethers, special celebrations (hen parties and stag parties welcome) and big family holidays.

countryside views over fields and farmlandsnear beach
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor hot tub accessfree Wifienclosed gardenBBQfirepitParking
7 nights from £2190
Next available: 24 Jun - 7 nights
Online Booking Available
Viewed 23 times recently.

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Colwall, Herefordshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
 2 dogs welcome  2 dogs welcome

Idyllic romantic pet-friendly retreat by the Malvern Hills, just 4 miles from Ledbury, with its own private garden and dog run.

countryside views over fields and farmlands near local pub
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accessfree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £750
Next available: 20 Jun - 7 nights
book online online booking
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Family-Friendly
Viewed 28 times recently.

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Stow-on-the-Wold, Gloucestershire, England
sleeps  18 sleeps 18
8 bedrooms 8 bedrooms
6 bathrooms 6 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly 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:
TVdishwasher in kitchenmicrowave in kitchengames roomtennis courtfree WifigardenParking
7 nights from £1590
Next available: 14 Aug - 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: 22 Jun - 4 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.