1. The rustic barn in Maine


Location: East Boothbay, Maine.
Live out the preppy New England aesthetic in this cute converted carriage house. The rustic barn walls and beamed ceilings have been delicately white-washed and the rooms dotted with smart antiques and dreamy flower arrangements. Have breakfast in front of the beautiful French windows which look out over a meadow and a five-acre pond and island, which is private for guests. Make the most of the outdoor space which is full of sculpted flower beds and pretty window boxes and has a sun-soaked patio perfect for outdoor dining.
Time Out tip: Guest reservations come with a rare perk: playing privileges at the legendary Boothbay Harbor Country Club, voted the best golf course and country club in New England. After a round on the greens, head into downtown Boothbay Harbor for fresh lobster rolls at the docks.
Sleeps: Two people.
Perk: Private terrace.
Price: From $540 per night.






































