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reservations in Scotland

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We are planning a two week trip to the UK in June. We land at Heathrow and will end with a night or two in Edinburgh and a final night in London. We know we want to spend two nights each in Oxford, York, and Edinburgh. We'll make reservations in those places and for our one night in London. We plan to catch a train to Oxford straight away, another train to York, and pick up a rental car that we'll return in Edinburgh. We fly from Edinburgh to London, overnight there and back home to hot, humid, Florida. We had hoped to spend two days on Skye. The more we search the more places we want to see and Mr. Rover (not our real names!) feels it's fine to skip the reservations because "We don't know how long we might want to stay in one place" I'm thinking I know I don't want to sleep in a car. We did this in Ireland a couple of years ago. We left Dingle and meandered our way to Dublin with no reservations, just stopping at B&Bs till we found a room. We only had problems one night. But, when I was looking for something on Skye everything was booked. I'm not totally on board with his philosophy at this point. Any suggestions or advice welcome.

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