Advanced vacation rentals: 9 things to know

Renting a reliable vacation home isn’t easy.

And not just because there are a seemingly endless number of rental resources to turn to — everything from local sites that list a few condos to big listing services like or

For me, it’s the politics.

This summer, for example, I told my mother that I planned to rent a condo on the beach. Within two days, my sister and brother had invited themselves over, boosting our numbers from 5 to more than 30.

A rental home can save you a lot of money when you’re on vacation, as I pointed out in an earlier column. But this one would almost certainly cost me a lot more.

There are an estimated 1 million vacation rentals in the United States, roughly half of which are available to the general public, according to numbers from The National Association of Realtors and A recent PhoCusWright study estimated vacation rentals were a $24.3 billion-a-year market, while a Ypartnership survey suggested interest in renting a home was on the rise, with 14 percent of leisure travelers saying they stayed in one in 2009, up from 11 percent a year earlier.

Renting a home for 30 isn’t like booking a hotel room, or even a vacation cottage for a family of 5.

“The consistent challenge we hear from travelers is predictability,” says TJ Mahony, the chief executive of, a vacation rental site. “People tend to know what they are going to get from a hotel, but can have anxiety over the quality of a vacation rental.”

I asked experts to identify the biggest challenges when renting a home. Here’s what they told me:

1. Knowing what you want. Prioritize your rental. That’s the advice of Teresa Bell Kindred, a blogger and frequent home renter. “You are going to pay more for certain things. Decide what is really important to you,” she says. Her family loves the ocean, so they don’t mind paying more to be right on the beach. But if you don’t mind being a few blocks away from the water, you can save money. Be sure you stay within your budget. “If you spend all your money on rental property and can’t afford groceries you may get hungry before you get back home,” she warns.

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2. Timing your purchase. If you’re in town for a special event, like a sports tournament or festival, it’s never too soon to book a vacation rental. “Vacation rentals are more scarce than hotels and great vacation properties are even scarcer,” says Chris Brusznicki, the chief executive of, a site that specializes in rentals for sports events. But if there’s no reason to be in town, you can run down the clock. One terrific new site that allows you to bid on “last minute” vacation rentals is a site called PackLate.

3. Finding out what you’re renting. It probably goes without saying that you need to do your due diligence on a rental. “Do your homework,” says Sylvia Guarino, who owns a rental home on Sanibel Island, Fla. (one of my favorite places) and a member of Second Porch, a Facebook application that connects vacation rental owners and vacation guests. “Vacation rental guests sometimes get too focused on getting a deal, and not focused enough on getting the information that they need, or authenticating the property. “How do you authenticate a property? Look at every piece of information available to you, including the owner’s site, the vacation rental site, online reviews and what you find on social networking sites, like Facebook. Be sure the property is in good shape, is as represented and isn’t in foreclosure.

4. Finding out who you’re renting from. “Research the owner, not just the home,” says Kelly Hayes-Raitt, who owns a rental property in Santa Monica, Calif. She includes a link to her Web site and biography in every correspondence with potential guests, “not just so they realize they are supporting my work with refugees, but so they learn they are dealing with someone who has been active in her community for 30 years and not likely to cheat them,” she says. Not every owner is as forthcoming as Hayes-Raitt, but if someone is reclusive, it might be a warning sign.

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5. Determining if the rental is part of an association or destination. That can make a big difference, according to Jon Ervin, a spokesman for the Cottage Rental Agency in Seaside, Fla. “Imagine you rent from Mr. and Mrs. Jones — nice enough people, but what if your air conditioning quits or some other concern arises?” he asks. “You most likely are going to have to work through the issue for your entire stay.” Not if your rental is part of an association. There’s someone on call to help in situations like that. My family rented a home at the WaterColor Inn & Resort in nearby Santa Rosa Beach, Fla., during the Christmas holidays, and we found that to be good advice.

6. Becoming a power user. For example, allows you to filter search results by area, bedrooms and the number of people it can sleep. That helped Kellie Pelletier find a vacation rental in Charleston, S.C. for her family. VRBO also shows which homes are available on your preferred dates. “So I didn’t waste my time researching and contacting houses that were already booked for my week,” she says. Pelletier knows a thing or two about being a power user. She used to work for, the booking site. “House rental sites are years, if not decades, behind other travel sites,” she complains. “Please, won’t somebody launch the Kayak of rental house sites?”

7. Avoiding group-think. Extended families like mine should be broken up into smaller housing units, such as adjoining condos, as opposed to fitting them into one house. It gives everyone more privacy and is easier on the finances, because you don’t have to argue over the bill at the end. “Sometimes a big house works for some families,” says Carol White, who runs a Web site about road trips. “But not others.”

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8. Reviewing the contract very carefully. You’re not checking into a hotel; this is more like renting an apartment. Watch for contract language, such as cleaning options. Frank Discala, who owns a rental property in Nantucket Town, Mass., gives his tenants two options: either clean up after themselves, “Or they can leave the place without cleaning up and lose their $500 deposit,” he says. “Ouch! No one has ever taken that option.” (Discala knows about contracts; he’s a lawyer.)

9. Staying flexible. Remember, you’re renting an apartment or house — not a room in a hotel. “Some things may go wrong,” warns Pauline Kenny, a vacation rental expert who runs a site called Slow Europe. “The plumbing may stop working, the kitchen stove runs out of gas. Some things may not be perfect — you bump your head repeatedly on that low doorway, the couch is orange, the parking space is almost impossible to get into.” That’s life in a vacation rental. “Suck it up and live with it,” she says.

Needless to say, tenting a vacation has its challenges. “The process for finding a vacation rental home is more involved and sometimes even difficult,” says Christine Karpinski, a director for “You have to not only search for the home, but you also have to email to inquire whether or not it is available and for a full quote. Sometimes the process can take a couple hours and sometimes it can take a week of back-and-forth with the homeowners. But the reward at the end is wonderful.”

I hope she’s right. I’ll let you know what happens this summer.

(Photo: red dahlia/Flickr Creative Commons)

Christopher Elliott

Christopher Elliott is an author, journalist and consumer advocate. You can read more about him on his personal website or check out his adventures on his family adventure travel site. Contact him at

  • very nice .. im sure this is the hotspot of this place .. especially if it is midnight to dawn ..

  • We represent 20 properties in the Catskill Mountains and many of them listed on HomeAway do not have reviews. HA has a rather inconvenient process for renters to go through just to post a review. This now includes a requirement to sign in through your facebook log in info. Not many are willing to jump through that many hoops.
    I don’t know how it is on VRBO (but they ARE a Homeaway company).

    What we end up doing is, periodically we take the guest book entries from each property and post that as renter reviews from the owner.  It’s truthful and come from the renters, but I don’t think they carry as much weight as renter submitted reviews.

    BTW, Our information is that HomeAway does not easily allow negative reviews to be pulled from their site. The burden of proof is on the owner and it can take weeks just for a case to be reviewed by HA and, in the end, the negative review might not be pulled.

    Also, not every renter feels like writing a review. We have a professional couple, for example, that have been renting with us for years; five different properties over five years.  They rave to us how much they loved each home but have never written one word on line or in a guest book at any house.  Other people are more comfortable with the process and are willing to take a few minutes to share with others.  And they tend to more likely to write in the guest book while they’re still at the house than on HomeAway where they have to wait until they get home (to connect) and where it’s a pain in the butt.

    In our experience, no reviews don’t necessarily indicate a problem with the listing or the property.

    It is difficult, sometimes, to find out the legal status of a property but if you have the address it can be looked up on line.  However, if the listing has been phished, then the address will check out but it’s the owner that is fake. (reminder, again…. never wire money!) So checking the property background needs to be only one of many background checks to do before you rent.

    Also, many owners or managers, ourselves included, do not disclose the exact address until full payment and rental agreement are received. There are security issues here.  That said, in NY State, anyone who manages rentals for other owners must be a licensed real estate agent or broker.  That gives us a level of credibility and accountability. 99% of our renters don’t mind waiting for the exact address. Until we have all the paperwork, we send them an intersection or nearby road so they can google map it and get an idea where the house is in relation to where they want to be or go.

  • What more can I say? I’ll keep these tips in mind that’s for sure… Thanks for sharing… Two thumbs up!

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