Logo of Trusting Connections
Logo of Trusting Connections
Kids laughing and splashing in a pool, care that makes family travel easier

Vacation Sitters

MAKING FAMILY TRAVEL EASIER

Enjoy Your Stay. We’ll Handle the Rest.

Recommended and trusted for years by local families and resort concierge, our agency provides childcare for families staying at local hotels, resorts, and vacation rentals.

Because Parents Deserve A Vacation Too

Whether you’re attending a wedding, conference, special event, or simply hoping to enjoy a quiet evening out, our Resort and Hotel Sitters provide exceptional care in the comfort of your hotel room or vacation rental.
Our Hotel Sitters are frequently requested for:
  • Date nights while on vacation
  • Destination weddings
  • Conferences and business travel
  • Resort stays and staycations
  • Family reunions
  • Special events and celebrations
Whether you need a few hours of support or multiple days of coverage, our team will schedule and coordinate a care solution that fits your plans.

What Makes Us Different

Unlike app-based platforms, our hotel sitters are agency-employed, rigorously screened professionals who are supported by our agency every step of the way.

Every caregiver is:
  • Thoroughly screened and background investigated
  • Drug Tested
  • Experienced with children of all ages
  • CPR and First Aid certified
  • Supported by our agency team
  • Available for care at hotels, resorts, and vacation rentals

When you’re away from home, trust matters even more. That’s why we hold our caregivers to the same uncompromising standards that have earned the trust of local families for more than two decades. For more information about Our Standards, click here.

How It Works

Simple, Seamless Booking

1. Submit Your Request

Tell us where you're staying, when you need care, and a little about your children. You will also provide your payment information. 

Book Now

2. We Coordinate the Details

Our team arranges everything and carefully selects a caregiver for your family.

3. Enjoy Your Time Away

Relax knowing your children are in capable, trusted hands while you make the most of your stay. Your account will be automatically charged after services are rendered.

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Planning A Trip?
Make The Most Of Your Time Away

Vacations, weddings, and special events create memories that last a lifetime. Our goal is simple: to provide trusted care that allows parents to fully enjoy those moments—knowing their children are safe, engaged, and having fun too.
Trusting Connections, LLC and Trustingconnections.com. All rights reserved 2026