🏝️ Squadcation

Group trip planning guides

Playbooks for planning a trip with a group — itineraries, cost-splitting, picking dates, and where to stay when there are a lot of you.

Vacation Rentals for Large Groups: How to Find, Book & Split One

How to find a vacation rental big enough for your whole group, the fine print to check before you book, and the fairest way to split the cost — a practical large-group guide.

Updated 2026-07-05

House vs Hotel for a Group Trip: How to Decide

The real trade-offs between renting one big house and booking hotel rooms for a group — cost, privacy, logistics — plus how to get the group to actually decide.

Updated 2026-07-05

How to Split Costs on a Group Vacation Rental (Fairly)

The fair ways to split a group vacation rental — even, by room, by nights, or weighted — what to include, and how to settle up with the fewest payments. Free splitter included.

Updated 2026-07-05

How to Plan a Group Trip (Without the Group-Chat Chaos)

A step-by-step guide to planning a trip with a group — locking dates everyone can make, picking where to stay, building an itinerary, and splitting costs fairly.

Updated 2026-07-03

Plan this trip with your group

Squadcation turns a group chat into one shared plan — everyone adds ideas, votes on dates and stays, and the itinerary builds itself. Free to start, no app to install.

Start a free trip →