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Cheap-Vacation-Rental.com A luxurious secluded vacation rental is exactly what you need. Here are some tips to help you get there. Booking a summer vacation can be tricky. January and February are the busiest months for booking vacations, and if you have your sights set on the most popular tourism spots, youll have to book months in advance. For less hassle: Consider traveling to mountain regions, such as Vermont, Colorado, or Washington, which are less crowded in the summer months. Vacationing at a beachfront resort and need ways to entertain the children on a budget? Collecting seashells, feeding seagulls, or building a sandcastle are all fun activities for the frugal family.