Booking a private property for your wedding party is easier than coordinating a hotel block—once you know the steps. Here’s exactly how to plan it.
Step 1: Decide Who’s Staying
Before you start looking at properties, know your group.
Common Configurations
Full Wedding Party (12-20 people)
- Bridesmaids + groomsmen + couples
- Everyone together for the full weekend
- Best for close-knit groups who want maximum time together
Bridesmaids Only (6-12 people)
- Bride + bridesmaids + maybe a few close friends
- Focus on the bride’s experience
- Getting-ready space is the priority
Groomsmen Only (6-12 people)
- Groom + groomsmen + maybe close friends
- Lower-key, more flexibility
- Pool and outdoor space often priorities
Close Family (8-16 people)
- Parents, grandparents, siblings
- More private bedrooms, less shared sleeping
- Accessibility considerations
Who to Include
Think about:
- Must-haves: Who absolutely needs to be there?
- Nice-to-haves: Who would love to join if there’s room?
- Budget considerations: Who can actually afford it?
Get firm commitments before booking. “Maybes” become headaches.
Step 2: Set Your Budget
How Property Costs Work
Private properties are rented as a whole, then split among guests:
| Property | Nightly Rate | 12 Guests | 16 Guests | 20 Guests |
|---|---|---|---|---|
| Smaller (6BR) | $800-1,200 | $67-100/person | $50-75/person | — |
| Larger (8BR) | $1,200-1,800 | $100-150/person | $75-113/person | $60-90/person |
Compare to Hotels
| Option | Per Person/Night | For 12 people, 3 nights |
|---|---|---|
| Hotel rooms | $150-250 | $5,400-9,000 |
| Private property | $75-150 | $2,700-5,400 |
The math usually favors private properties—and you get a pool, kitchen, and actual living space.
What to Budget Per Person
For a 3-night stay:
| Expense | Per Person |
|---|---|
| Property share | $225-450 |
| Food contribution | $75-150 |
| Activities/Ubers | $50-100 |
| Total | $350-700 |
Step 3: Book Early
The Timeline
| When | What |
|---|---|
| 12 months before | Best selection, best properties |
| 9 months before | Good options still available |
| 6 months before | Popular weekends getting tight |
| 3 months before | Limited choices, higher prices |
| Last minute | Good luck |
For prime wedding weekends (May, October), book 9-12 months ahead.
What to Look For
Must-haves:
- Enough beds for your group (real beds, not sofas)
- Multiple bathrooms (especially for bridesmaids)
- Kitchen for group meals
- Common areas to hang out
Nice-to-haves:
- Private pool
- Outdoor entertaining space
- Good natural light (for getting-ready photos)
- Proximity to wedding venue
Step 4: Collect Deposits
Don’t book until you have money in hand. People who say “I’m definitely in” without paying often drop out.
Payment Structure
| Payment | When | Amount |
|---|---|---|
| Deposit | At commitment | $100-150/person |
| Balance | 2 months before wedding | Remaining share |
Who Handles Money
Designate one person (maid of honor, best man, or dedicated organizer) to:
- Book the property
- Collect payments
- Track expenses
- Handle refunds if needed
Use Splitwise or a spreadsheet to track everything.
The Deposit Conversation
Send something like:
“We found a great house for the wedding weekend. It’s $X per person for 3 nights—way less than hotel rooms, and we get a pool and full kitchen.
To hold the spot, I need a $150 deposit by [date]. Venmo to @[handle].
No pressure if you can’t make it work, but I need to know by [date] so we can finalize numbers.”
Step 5: Plan the Weekend
Sample Wedding Weekend Schedule
FRIDAY (Day Before)
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3:00 PM — Check in, settle in
4:00 PM — Pool time, relax
6:30 PM — Rehearsal (at venue)
8:00 PM — Rehearsal dinner
10:30 PM — Back to house, hang out
SATURDAY (Wedding Day)
======================
9:00 AM — Breakfast at house
10:00 AM — Hair and makeup starts (bridesmaids)
— Groomsmen: pool, golf, relaxing
1:00 PM — Getting-ready photos
3:00 PM — Leave for venue
4:00 PM — Ceremony
5:00 PM — Cocktails and reception
11:00 PM — After-party (at house or venue)
SUNDAY
======
10:00 AM — Brunch at house
12:00 PM — Pack up, check out
1:00 PM — Goodbyes
What to Plan in Advance
Before the weekend:
- Assign bedrooms
- Create grocery list
- Plan meals (catered, cooked, delivery?)
- Book hair/makeup vendors
- Confirm transportation to venue
Someone should arrive early to:
- Stock the fridge
- Set up any decorations
- Handle check-in logistics
Step 6: Bedroom Assignments
This causes drama. Decide the system upfront.
Options
First deposit, first choice
- Whoever pays first picks first
- Creates urgency to commit
- Can feel unfair to people who couldn’t pay immediately
Random lottery
- Names in a hat
- Feels fair
- May not account for different room values
Tiered pricing
- Bigger/private rooms cost more
- Shared rooms cost less
- Transparent and fair
Always Give Priority To
- Bride/groom (obviously)
- Honor attendants
- Anyone with specific needs (mobility, etc.)
Communicate Early
Before the weekend, everyone should know:
- Which room they’re in
- Who they’re sharing with (if applicable)
- Bathroom situation
Step 7: House Rules
Set expectations to avoid issues.
The Basics
- Quiet hours: Music off outside by 10pm (neighbors)
- Clean up: Everyone tidies their own dishes
- Respect the house: You break it, you bought it
- Smoking: Usually outside only, designated areas
For Wedding Morning
- Bathroom schedule: Who showers when
- Getting-ready stations: Where is hair? Makeup?
- Timeline: When does everyone need to be ready?
Step 8: Getting Ready at the Property
This is one of the biggest advantages over a hotel.
What You Need
Space:
- Multiple rooms with good lighting
- Full-length mirrors
- Outlets for tools
Supplies:
- Robes for getting-ready photos
- Drinks (mimosas, coffee)
- Snacks (keep everyone fed)
- Phone chargers
- Emergency kit (safety pins, stain remover, etc.)
Photo Opportunities
Private properties offer great backdrop options:
- By the pool
- On the porch
- In the garden
- Interior staircase or living room
Tell your photographer about the space in advance.
Step 9: Meals at the Property
What Works Well
Welcome dinner (Friday night)
- After the rehearsal dinner, or in place of
- Casual, pizza or BBQ delivery
- Set up on the patio
Breakfast (Saturday and Sunday)
- Stock the kitchen with basics
- Assign someone to make coffee early
- Keep it simple: eggs, fruit, pastries
Post-wedding brunch (Sunday)
- Order catering or hire a private chef
- Or have someone set up bagels and coffee
- Last chance to be together
Grocery List Basics
- Coffee and creamer
- Milk, juice
- Eggs, bacon
- Bread, bagels
- Fruit
- Snacks
- Plenty of water
- Champagne, wine, beer
Assign someone to shop before everyone arrives.
Step 10: After the Wedding
Checkout Logistics
- Know your checkout time in advance
- Pack the night before if possible
- Assign cleanup tasks so it’s not all on one person
- Do a walk-through to check for left items
What to Leave Behind
- Trash taken out
- Dishes done
- Property in good condition
- Key/code secured
Settling Up
After the weekend:
- Finalize any remaining expenses (groceries, Ubers, etc.)
- Settle up on Splitwise
- Send thank-you to whoever organized
The Checklist
6-9 Months Before
- Decide on group composition
- Get firm commitments
- Collect deposits
- Book property
3 Months Before
- Collect final payments
- Confirm headcount
- Assign bedrooms
- Book hair/makeup vendors
1 Month Before
- Share property details and address
- Create weekend schedule
- Plan meals and assign grocery shopping
- Confirm transportation to venue
1 Week Before
- Final timeline sent to everyone
- Grocery list finalized
- Someone confirmed for early arrival
- Emergency contacts shared
Day Before
- Early arrival stocks the house
- Everyone has address and check-in info
- Music and welcome drinks ready
Questions about planning your wedding party stay? Reach out anytime.