How to Book the Perfect Vacation Rental for Your Wedding Party: A Practical Guide

Clock Icon 5 minutes read
Update Icon May 28, 2025

Searching for the ultimate wedding party vacation rental? Discover how to secure a space that feels just like home—only better.

Choosing your wedding venue? That’s only half the celebration. Where your favorite people stay can turn a great event into an weekend. A perfectly chosen wedding party vacation rental brings your group together, adds comfort to the chaos, and gives everyone a place to relax between toasts, dances, and dress changes.

From vineyard estates to cliffside hideaways, here’s how and where to find a stay your wedding party will be raving about long after the bouquet toss.

Daytime champagne toast on a villa terrace, captured in high-detail photorealism at a wedding party vacation rental.
Daytime champagne toast on a villa terrace, captured in high-detail photorealism at a wedding party vacation rental.

Sonoma, California – Vineyard Homes That Pair Well With Your Big Day

If your idea of a dream wedding involves clinking glasses in a sun-drenched vineyard, Sonoma delivers in every sense. Venues like Chateau St. Jean and Viansa Winery are popular for wine country weddings—and nearby towns like Glen Ellen and Kenwood have vacation homes that are practically made for wedding crews.

Think rustic-chic estates with chef’s kitchens, poolside terraces, and space for wine-fueled rehearsals and late-night laughter. A wedding party vacation rental in Sonoma makes it easy to keep the party going—and the rosé flowing.

From California cabernet to Southern charm, the next destination brings history and hospitality together.

Charleston, South Carolina – Southern Style with Waterfront Views

Weddings at Lowndes Grove or Middleton Place offer lowcountry elegance, and so do the surrounding vacation homes in Charleston’s Historic District and James Island. Rent By Owner lists include centuries-old manors, renovated townhomes, and elegant multi-bedroom rentals where your guests can settle in with sweet tea and style.

Wraparound porches, high ceilings, and leafy courtyards are just the beginning. These stays put you close to everything—from your ceremony to the crab boil the night before. For a wedding party vacation rental that blends charm with modern convenience, Charleston hits every note.

Ready to trade porches for panoramic views? Let’s head to the Aegean.

Bright Greece villa scene with bridesmaids enjoying drinks in a wedding party vacation rental.
Bright Greece villa scene with bridesmaids enjoying drinks in a wedding party vacation rental.

Santorini, Greece – Cliffside Luxury for the Ceremony and the Camera

Few places are more iconic for destination weddings than Santorini. If your ceremony is in Oia or Imerovigli, the best move is to book a cliffside villa with a caldera view—and Rent By Owner has plenty. These properties feature private plunge pools, sweeping sea vistas, and sunset terraces that double as photo ops.

Many include shared courtyards and enough rooms to house your whole entourage comfortably. A wedding party vacation rental in Santorini doesn’t just give your guests a place to stay—it gives them a front-row seat to the most romantic landscape on Earth.

From blue domes to towering redwoods—our next stop is as majestic as it is peaceful.

Big Sur, California – Redwood Retreats Made for Weekend Escapes

Weddings at Ventana or Glen Oaks come with views that’ll leave your guests speechless. So why not match the vibe with a stay tucked into the trees? Big Sur is lined with private estates and luxe cabins perfect for group getaways. Think wraparound decks, oversized fireplaces, and bedrooms nestled beneath redwoods.

The magic of a wedding party vacation rental in Big Sur is that it feels miles from everything—while still giving your group space to connect over wine, nature, and late-night stories by the fire. It’s a choose-your-own-adventure kind of vibe that works beautifully for intimate weddings.

And for couples who want sand between their toes and a villa built to host it all… Mexico’s calling.

Riviera Maya, Mexico – Villas That Turn the Whole Weekend into a Celebration

For tropical weddings near Blue Venado or Grand Coral Beach Club, the villas in Playacar and around Fifth Avenue in Playa del Carmen are the total package. These homes are built for groups—think multiple suites, outdoor event spaces, private chefs, and even beachfront ceremony setups.

A wedding party vacation rental here feels like having your own private resort—without the resort crowds. Between wedding-day logistics and after-hours lounging, your crew will have everything they need in one perfectly planned space.

Riviera Mexico tropical theme at a beachside wedding party vacation rental.
Riviera Mexico tropical theme at a beachside wedding party vacation rental.

Make Your Wedding Party Vacation Rental Truly Memorable

The right wedding party vacation rental is more than just a place to sleep. It sets the tone, brings your people together, and makes the whole wedding experience more seamless—and more joyful. With Rent By Owner, you’ll find curated homes in the world’s best wedding destinations, tailored to fit your vibe, your venue, and your guest list.
Still choosing where to say “I do”? Browse inspiration at Perfect for Weddings and discover venues and planning tools that pair perfectly with your dream stay.