Walking Cotswold Way in June 2015 Question regarding accommodations

There are Cotswold Way touring companies that will design a walking tour for you and make accommodations arrangements and port your bags (and you) to the next location. That way you can have peace of mind and won't have to back track. There are TI's in most of the larger villages. Your only problem is that you will be in a very popular area just when school is out and the world tourists show up. Remember that June can be very rainy and dress accordingly.

Try the sherpa van forum in the UK.
It has. LDP,long distance path forum.

To simplify life, I've used the Contours Walking Holiday booking service for accommodations and luggage transfer service. They also provide self-guiding information and maps. I have not done their southern England walks, but did two northern England and the West Highland using Contours.

https://www.contours.co.uk/walking-holidays/england-south.php

The countryside of South of England is noted for its great variety. It
ranges from the rocky coastlines of Cornwall, Devon and Dorset to the
beaches, dunes and saltings of the Norfolk coast, and from the wild
expanses of Dartmoor and Exmoor to the neat fields and pretty villages
of the Cotswolds.

Our programme of hiking tours in the South of England include the Isle
of Wight Coast Path, Cotswold Way, Two Moors Way, Dartmoor Way, Tarka
Trail, Mendip Way, North Downs Way, Thames Path, Cross-Cotswold Path,
Peddars Way and Norfolk Coast Path, Ridgeway, South Downs Way, Saints'
Way, a handful of trails exploring the Cotswolds and the South West
Coast Path, the spectacular National Trail around the coastlines of
Devon, Cornwall, Dorset and Somerset.