October Half-term Escapes

Plug in your dates to find your perfect family escape in October

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We've found 239 places that match your search
We've found 239 places
"Charming restored trulli cones with gorgeous gardens and cool pool, set in tranquil countryside (sleeping 10-14)"
Boutique Villa: 7 bedrooms
from 424 GBP
per night
"A relaxed 11-room finca set in beautiful grounds, with a pool, fab food and a wonderful welcome"
Boutique Hotel: 11 rooms
iescape+ extra: a welcome drink on arrival
from 219 GBP
per night
"Chic self-catering apartments (for 2-7) and a delightful small hotel tucked away in a pretty valley, perfectly situated for southern Sicily’s best sights"
Boutique Hotel & Apartments: 15 rooms & 8 apartments for 2-7
iescape+ extra: a bottle of wine at time of stay
from 122 GBP
per night
"A fabulous relaxing retreat on the slopes of Mt Etna, with beautiful rooms, stunning views and locally produced organic food"
Boutique Hotel: 27 rooms
iescape+ extra: A welcome drink, and 10% discount at the hotel restaurant
from 578 GBP
per night
"A 15th-century boho-chic masseria near the sea, with beach-style pool, ancient olive groves and a relaxed vibe"
Boutique Guesthouse: 19 bedrooms
iescape+ extra: a welcome cocktail at the bar, and a bottle of homemade olive oil on departure
from 157 GBP
per night
"An award-winning family hotel in the beautiful Umbrian countryside, with a carefree, communal vibe and all-inclusive prices"
Boutique Hotel: 25 rooms
iescape+ extra: A bottle of Italian wine to take home
from 191 GBP
per night
"A striking architecture and a holiday atmosphere on the banks of the River Stour in pretty Christchurch"
Boutique Hotel: 29 rooms
iescape+ extra: a free cocktail in the bar
from 215 GBP
per night
"Traditional and contemporary, glamorous and rustic: a gorgeous trulli villa that’s perfect for friends and families (sleeps 8-10)"
Boutique Villa: 4 bedrooms
iescape+ extra: 2 bottles of wine at the time of stay
from 927 GBP
per night
"The most wonderful, laid-back country hotel, with beautiful interiors, fabulous food and an easy vibe"
Boutique Hotel: 32 rooms
iescape+ extra: a pot of Bramley bath salts
from 225 GBP
per night
"The ultimate country-house hotel: pure luxury, friendly service and an exceptional spa"
Boutique Hotel: 33 rooms
iescape+ extra: an in-room bottle of champagne
from 445 GBP
per night
"A fairytale castle with historic rooms and suites, delicious home cooking and an enchanting location in the wooded hills of Chianti"
Boutique Hotel: 21 rooms/suites + 1 cottage
iescape+ extra: free bottle of house wine, plus a glass of select specialist wine if staying 3+ nights
from 138 GBP
per night
"Minimalist chic meets rural Puglia in this modernist masseria conversion, housing 8 self-catering studios for 2-4"
Boutique Apartments: 8 studios for 2-4
from 52 GBP
per night
"A welcoming and relaxed apart-hotel by the sea; ideal for family getaways or walking holidays outside school holidays"
Boutique Hotel: 15 apartments for 2-5
iescape+ extra: an afternoon tea sharing slate
from 250 GBP
per night
"Elegant and spacious 2- and 3-bedroom apartments in the heart of Girona’s medieval Old Town"
Boutique Apartments: 8 apartments for 2-6
iescape+ extra: a welcome bottle of wine
from 93 GBP
per night
2025 Hotlist: Runner-up
"Get set for designer glamping Scandi-style in these stunning cabins, encircled by forests and lakes, in an archipelago just south of Stockholm"
Luxury Cabins: 4 cabins for 1-4
iescape+ extra: a welcome basket of goodies
from 321 GBP
per night
"German design meets Moroccan riad in a charming Mallorcan market town: 2 lovely houses (sleeping 6 & 8), with beaches nearby"
Boutique rentals: 2 houses for 6-8
iescape+ extra: a bottle of Mallorcan wine and a gift of 'Flor de Sal'
from 267 GBP
per night
"A small, stylish, tranquil hotel in off-beat San Polo, with art-filled bedrooms and a secret garden"
Boutique Hotel: 8 rooms
from 153 GBP
per night
"A stylish and quirky 2-3 bedroom cottage in a quiet, fashionable Cape Town suburb, situated on the slopes of Table Mountain (sleeps up to 6)"
Boutique Cottage: 2-3 bedrooms
iescape+ extra: a bottle of wine
from 115 GBP
per night
NEW!
"Boutique apart-hotel with spacious family-friendly suites (sleeping 2-6), breathtaking views and a hideaway vibe in Kalkan’s tranquil bay"
Boutique Suites: 8 suites for 2-6
iescape+ extra: a bottle of wine
from 172 GBP
per night
"A barefoot beach hideaway on a swathe of white sand; rustic-chic style in sublimely chilled surroundings"
Boutique Resort: 25 rooms
from 136 GBP
per night