Destinations and properties
Dates and flexibility
Sat 10 Oct 26
Party makeup
Guests
Scotland • Sat 10 Oct 26 • Guests
Scotland • Sat 10 Oct 26 • Guests

Filters


Price range

Based on a 7 night stay

£340
£1,500+
Reset

Property makeup

Dogs allowed



Minimum star grading




October half-term breaks in Scotland

192 properties found
Duns, Southern Scotland

Viewlaw Lodge

2112

Our grading

Fri 09 Oct 2026

7 nights

Fri 09 Oct 2026

£669

Was £820

View
Teviothead, near Hawick, Southern Scotland

Cuddies Lodge

2111

Our grading

Fri 09 Oct 2026

7 nights

Fri 09 Oct 2026

£608

Was £748

View
Dunblane, Central Scotland

Juniper Cottage

2111

Our grading

Fri 09 Oct 2026

7 nights

Fri 09 Oct 2026

£1,319

Was £1,458

View
Strathmiglo, near Falkland, Central Scotland

Buzzard Lodge at Glentarkie

2112

Our grading

Fri 09 Oct 2026

7 nights

Fri 09 Oct 2026

£960

Was £1,184

View
North Berwick, Central Scotland

West Fenton Steading

2112

Our grading

Fri 09 Oct 2026

7 nights

Fri 09 Oct 2026

£657

Was £764

View

Keep me updated with new properties, holiday ideas and special offers!

Please enter a valid email address.

At Cottages & Castles, part of The Travel Chapter Group, your privacy is paramount to us. You can read in our privacy statement how we safeguard your data. You can opt out at any time.

Sandyhills, near Dalbeattie, Southern Scotland

Treetops Coastal Retreat

2112

Our grading

Fri 09 Oct 2026

7 nights

Fri 09 Oct 2026

£1,128

Was £1,394

View
Reef, Isle of Lewis, Scottish Islands

Riof Bay

211

Our grading

Fri 09 Oct 2026

7 nights

Fri 09 Oct 2026

£532

Was £617

View
St Anns, near Lockerbie, Southern Scotland

Goodhope Bothy

2112

Our grading

Sat 10 Oct 2026

7 nights

Sat 10 Oct 2026

£524

Was £642

View
Hawick, Southern Scotland

Gardeners Retreat

211

Our grading

Fri 09 Oct 2026

7 nights

Fri 09 Oct 2026

£790

View
Farr, near Inverness, Northern Scotland

The Bunker

211

Our grading

Fri 09 Oct 2026

7 nights

Fri 09 Oct 2026

£813

Was £897

View
Invergordon, Northern Scotland

Hot Tub Hideaway 1

2112

Our grading

Fri 09 Oct 2026

7 nights

Fri 09 Oct 2026

£1,246

View
Strathmiglo, near Falkland, Central Scotland

Kestral Lodge at Glentarkie

2112

Our grading

Fri 09 Oct 2026

7 nights

Fri 09 Oct 2026

£960

Was £1,184

View
23...16

Showing 1-12 of 192 properties

October half-term holidays in Scotland

October half term is a great time of year to escape to Scotland before the winter draws in. Why not stay in a self-catering cottage or castle during your stay? We have a fantastic collection of Scotland cottages for the whole family to enjoy during October half-term breaks in Scotland. October half term is the first school holiday period after the summer and the last before Christmas, making it the best last chance to escape with the kids before the dark nights draw in until the spring. Head to the Highlands or the Cairngorms to go mountain and forest walking, hunt for Nessie at Loch Ness, or do some early Christmas shopping in Edinburgh or Glasgow. The choice of activities throughout October is endless. Scotland covers a wide spectrum of tastes and hobbies, so you won’t be short of choice; many cities and attractions have Halloween activities to keep the kids entertained, or the crisp leaves underfoot provide nature’s carpet for an autumnal stroll, as the breathtaking landscape serves as a picture-perfect backdrop.

October holidays in Scotland provide the chance to explore without hustle and bustle of the summer crowds. Visitor attractions and motorways are quieter, and the landscape of Scotland begins to showcase on its colourful autumn display. In a cosy family-friendly holiday cottage or castle. We have an abundance of properties with log burners to keep the chill at bay, cosy cottages with welcoming local pubs nearby if the autumnal weather takes a turn, and some Scottish hot tub breaks for that added touch of luxury. No matter what you decide to get up to on your Scotland half-term holiday, you can rest assured that at the end of each day you will be returning to a beautiful property to relax and revel in. Scotland in October is a must-see!

For some more inspiration check out our helpful guides: