Dorset Holiday Letting Review and Predictions
Over 60 owners and guests attended Dream Cottages’ sold-out information evening in February based on Dorset holiday letting, which...
Dream Cottages are sharing their expertise in their highly-attended annual Holiday Let Insights event. The event will take place on Thursday 26th February 2026 at Kingston Maurward House, from 6pm.
With drinks and complimentary buffet, and an action-packed agenda, this is an event not to be missed.

Whether you’re a seasoned holiday let owner or just starting out, this event is perfect for whatever stage you’re at in your holiday letting journey. At this event you’ll be able to discover insider tips, tricks, trends and strategies to maximise your holiday let income.
With over 400 properties in their portfolio, there’s not much Dream Cottages don’t know about the local holiday letting landscape. There will also be team members from Lyme Bay Holidays in attendance should you wish to discuss West Dorset and East Devon holiday letting options.

As part of the Sykes Holiday, attendees will get to hear exclusive national industry insights and trends expected for 2026.
There will also be a chance to hear from other local businesses related to the industry with topics about tax, insurance, estate agency and managed services from other external businesses and teams.
Regional marketing manager Matt Hartnett said: “We’re excited to be bringing together expertise from across the holiday let industry for our third holiday let insights event, with something for everyone – whether you’re an experienced holiday-let owner or considering buying your first holiday property.
Our passionate local teams at Dream Cottages & Lyme Bay Holiday have been marketing & managing holiday accommodation in Dorset & Devon for over 30 years and have lots of local insight to share. Attendees will hear from some key members of our team who’ll be sharing their tips and tricks, plus our exciting guest speakers who’ll cover specialist topics including the best places to buy a holiday let in these areas.”

For more information and to get your ticket to the free event, book via Eventbrite.

For over 30 years holiday home owners in Dorset have trusted Dream Cottages to maximise their holiday home’s income.
Join over 400 of Dorset’s best holiday properties letting with Dream Cottages, download your free owner pack here.
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