Save Big On Vacation Homes: 9 Booking Strategies That Work

1. Start Your Search Early

The most desirable vacation properties typically book 6-12 months in advance. Beginning your search early gives you access to the best selection and often better pricing before demand drives up rates. You can search for your ideal vacation home resources on our website to find properties that match your preferences.

Planning ahead also allows you time to research neighborhoods, compare amenities, and find properties that perfectly match your needs. Consider creating a calendar reminder one year before your desired vacation dates to begin your search process.

2. Consult Multiple Sources

Relying on just one vacation rental platform limits your options and potentially costs you money. Cast a wide net by checking specialized vacation rental websites like VRBO and Airbnb, local real estate agencies, and even social media marketplace groups focused on your destination.

Local newspapers in your target destination often feature rental listings that don't appear on major platforms. These direct-from-owner rentals frequently offer better rates since they avoid service fees. If your destination is near, consider visiting the area and looking for "For Rent" signs in desirable neighborhoods, which can lead to exclusive deals not available online.

3. Read the Whole Contract

The vacation rental contract is your protection against unexpected costs and disputes. This document outlines payment schedules, cancellation policies, and your responsibilities during your stay. Many travelers skim over these details in their excitement, only to face surprise charges later.

Pay special attention to utility costs, which may not be included in the base rental price. Air conditioning in summer destinations or heating in winter locations can add significant expenses. The contract should clearly state who pays for internet, cable, cleaning fees, and any additional services.

4. You Can Always Negotiate

Nearly every aspect of a vacation rental agreement has room for negotiation, especially during off-peak seasons or for last-minute bookings. Property owners often prefer a slightly discounted booking over no booking at all. Start by asking for a 10-15% reduction in the weekly rate or request additional nights at a reduced price.

Negotiation extends beyond just the rental rate. You can request flexible check-in/check-out times, including cleaning services, or access to equipment like bicycles, kayaks, or beach gear. Remember to be respectful in your approach—explain why you're an ideal renter to strengthen your negotiating position.

5. Don't Forget the Deposit

Security deposits for vacation rentals typically range from $200 to $1,000 or more, depending on the property value. This significant upfront cost must be factored into your vacation budget, as it's usually due when you book or shortly before arrival.

Understanding the deposit refund process is crucial for avoiding disputes. Ask about the specific timeline for deposit returns—most owners process refunds within 7-14 days after checkout. Request written documentation of the conditions required for a full refund, such as cleaning expectations and check-out procedures.

6. Ask about Housekeeping

Cleaning expectations vary widely between vacation rentals. Some properties include daily or mid-stay cleaning services, while others require guests to handle all cleaning or pay a separate fee. Clarifying these arrangements prevents misunderstandings that could affect your deposit.

Request a detailed cleaning checklist if you're responsible for cleaning before departure. This document should specify tasks like taking out trash, washing dishes, and stripping beds. For properties with professional cleaning services, confirm whether the fee is included in your rental rate or will be charged separately.

7. Photograph on Day One

Documentation is your best protection against unfair damage claims. As soon as you arrive, take detailed photos or videos of every room, focusing on any existing damage, stains, or maintenance issues. This visual evidence establishes the property's condition before your stay.

Send these photos to the owner or property manager immediately, noting any concerns. This proactive approach demonstrates your attention to detail and protects you from being charged for pre-existing damage.

8. Get a Contact Number

Having reliable contact information for your property owner or manager is essential for addressing unexpected issues during your stay. Request both primary and backup phone numbers, as well as email addresses, before your arrival date.

Test these contact methods shortly after check-in to confirm they're working. Ask about typical response times for different types of issues—some problems require immediate attention, while others might wait until business hours.

9. Walk Through Before Checking Out

A final walkthrough with the property owner or manager provides peace of mind and prevents future disputes. Schedule this inspection for at least 30 minutes before your departure to allow time for addressing any concerns that arise.

During the walkthrough, refer to your arrival photos to demonstrate you're leaving the property in the same condition you found it. Request written confirmation that the property meets expectations, either through a signed form or an email exchange.