Holiday Cottages for September

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167 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: 22 Jun - 4 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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* 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.