May Half-term Hideaways

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

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We've found 290 places that match your search
We've found 290 places
"A polished perfection from famed hotelier Olga Polizzi - an elegant coastal hotel with uplifting views and a lovely restaurant"
Boutique Hotel: 31 rooms
iescape+ extra: a complimentary Cornish cream tea
from 290 GBP
per night
"An opulent yet informal hotel plus maisonettes and cottages for 2-13, spread across an idyllic 750-acre estate between Volterra and San Gimignano"
Boutique Hotel: 16 rooms & 14 cottages for 2-13
iescape+ extra: A bottle of organic wine and fresh flowers in your room
from 333 GBP
per night
"A rustic-luxe retreat in a lush country estate, with 24 swoon-worthy rooms set in historic houses, a garden restaurant and a heavenly tree-lined pool"
Boutique hotel: 24 rooms
iescape+ extra: a straw hat, postcards and a reusable water bottle
from 142 GBP
per night
"A peaceful hideaway on the island of Korcula with stunning views, sea-facing rooms, a freshwater pool and a lovely beachside bistro"
Boutique Hotel: 17 rooms
iescape+ extra: A bottle of wine at time of stay
from 88 GBP
per night
"A maximum relaxation for minimum effort at this suave apartment-hotel overlooking the sea, with private pools, restaurants and a kids’ club"
Boutique Apart-Hotel: 125 suites for 2-9
iescape+ extra: a bottle of wine on arrival
from 210 GBP
per night
2024 Hotlist: Runner-up
"A stylish boutique hotel, restaurant and 3 villas for 4-12, set in an authentic Tuscan village high above the Val d’Orcia"
Boutique Hotel: 18 rooms + 3 villas for 4-12
iescape+ extra: a free bottle of Prosecco during the stay
from 667 GBP
per night
"A warm, colourful coaching inn serving local food and fantastic cocktails in the heart of coastal Bridport"
Boutique Hotel: 19 rooms
iescape+ extra: a free room upgrade, subject to availability on arrival
from 122 GBP
per night
"A family friendly, eco-chic surf hotel on the sands of Portugal's Silver Coast, just 40 minutes from Lisbon"
Boutique Hotel: 21 rooms
iescape+ extra: a free cocktail upon arrival
from 158 GBP
per night
"A refreshing reincarnation of a classic seafront hotel turned hip haven, with an excellent bar and stylish rooms"
Boutique Hotel: 19 rooms
iescape+ extra: a welcome drink per person and complimentary parking vouchers
from 108 GBP
per night
"Alpine-style lodge in remote southern Iceland where you can watch volcanoes explode, see the Northern Lights and eat like a (vi)king"
Boutique Hotel: 52 rooms
iescape+ extra: a bottle of sparkling wine and strawberries
from 328 GBP
per night
"A pure barefoot luxury: a family-friendly retreat with a fabulous restaurant and gloriously relaxed vibe"
Beach Resort: 76 rooms
iescape+ extra: a free detox foot bath & foot massage (1 per adult)
from 167 GBP
per night
2024 Hotlist: Runner-up
"A historic wine estate offering watery views, cosseting elegance in rooms and villas, buzzing bar and restaurants, and wine-tasting"
Boutique Chateau: 44 rooms & villas for 2-10
iescape+ extra: a bottle of the estate's wine
from 183 GBP
per night
"A laid-back countryside escape near Essaouira for couples, families and friends; beautiful garden, spa and pools"
Boutique Hotel: 25 rooms, 6 villas for up to 14
iescape+ extra: A 30-minute hammam & black-soap exfoliation for adult guests (not valid with special offers)
from 152 GBP
per night
"A spectacularly sited Cornish coastal hotel, reinvented as a boutique haven, with great family facilities and a spa"
Boutique Hotel: 40 rooms and 6 villas
iescape+ extra: a free room upgrade, subject to availability on arrival
from 125 GBP
per night
"A big beachside hotel with minimalist décor and panoramic views, on a sandy bay outside the town of Sagres"
Beachside Hotel: 144 rooms
iescape+ extra: a glass of fizz at the bar upon arrival
from 89 GBP
per night
"A laid-back and very chic little 'motel' & cottage at the gateway to the Scottish Highlands: great local food, arty touches, terrific prices"
Boutique Motel + Cottage: 7 rooms
iescape+ extra: welcome tea or coffee plus homemade cake
from 130 GBP
per night
"A cosy, cottagey country hotel with 13 lovely rooms and 2 separate apartments, set in rustic Beaminster, 6 miles inland from the Jurassic Coast"
Boutique Hotel: 13 rooms and 2 apartments
iescape+ extra: complimentary tea in the lounge + a glass of champagne each, if staying in Superior or 4-Poster room
from 135 GBP
per night
2025 Hotlist: Runner-up
"A wild and wonderful nature reserve near London, with big skies, birdlife & back-to-basics bliss: stay in shepherds huts, bell tents, or houses for 2-12"
Nature Reserve: 10 huts, 10 tents + 2 houses for 4-12
iescape+ extra: a packet of local cookies or a bottle of Kentish wine for longer stays
from 125 GBP
per night
"A great-value small hotel (or 6-room house rental) on the edge of Dartmoor, with gorgeous rooms, and stunning walks from the front door"
B&B/House Rental: 6 rooms
iescape+ extra: A bottle of local ale or cider
from 165 GBP
per night
"Six cliff-top villas for 2-8 with private infinity pools and uninterrupted views of the turquoise Ionian Sea. Sunset never looked so good"
Boutique Villas: 6 villas for 6-8
iescape+ extra: a welcome platter of cold cuts, cheese, local delicacies and Ouzo
from 367 GBP
per night