The ceremony chairs face west on a San Marcos hilltop, 1,100 feet up, with vineyard rows running downhill behind the back row and the ocean sitting out past the valley. Cocktail hour moves to the terrace. By eleven the cousins have found the waterslide and somebody has started a movie in the theater. Five estates joined the portfolio this month. Two Florida lake resorts, one of them with a lazy river and two more waterslides, an Idaho estate with eight separate ceremony sites and room for 500, and a riverfront villa in the Sequoia foothills with a rooftop observatory. Weekends start at $8,000+. | | Featured Estate |  | San Marcos, California | Guests 80 • Sleeps 20 • From $9,800+ |
Seven thousand square feet on a private hilltop beside Sunshine Mountain Vineyard, 1,100 feet up, with panoramic mountain, valley and seasonal ocean views. The resort pool has a built-in waterslide and spa, the theater and game room take the late shift, and a wine tasting room and putting green sit just outside. Eighty guests for the ceremony, twenty asleep on site. |
| Also Just Added | Four more estates that just went live |  | Clermont, Florida Event Guests 250 | Sleeps 50 | From $11,100+ |
A private dock runs through cypress and moss-draped oaks to a boathouse on Lake Louisa. Behind it sit 54 acres and an 11,000 square foot estate that sleeps 50, with an indoor pool, arcade and sports courts for the days on either side of the wedding. |
 | Groveland, Florida Event Guests 150 | Sleeps 45 | From $11,700+ |
Ten gated acres, a freshwater lake, and a resort pool with a lazy river, a spa and two waterslides. Thirteen bedrooms and themed suites sleep 45, the ceremony lawn faces the water, and the private dock is yours for the weekend. |
 | Peck, Idaho Event Guests 500 | Sleeps 13 | From $8,000+ |
Eight separate places to say I do on one northern Idaho estate: a century old walnut tree, an orchard strung with lights, a handcrafted timber frame barn for 350, and a historic barn with lawns that hold 500. A campground and RV parking for 50 keep the guest list on the property. |
 | Three Rivers, California Event Guests 50 | Sleeps 12 | From $11,300+ |
Six riverfront acres in the Sequoia foothills, including a two acre private nature preserve and granite banks you can walk straight down to. Walls of glass face the water, the hot tub sits at the river's edge, and the rooftop observatory takes the sunset. |
| Dreaming of a specific corner of the world? We add estates every month.Tell us where you want to celebrate. Run the numbers with our budget planner orbrowse every estate. | | From The Journal |  | A photographer with more than 200 ceremonies behind him breaks down what actually performs online, what reads as cringe a year later, and how to brief the people holding the cameras. Worth reading before you shoot your entry for the credit above. Read The Guide → |
| | $500 Booking Credit | Post The Video, Take The Credit | The best wedding videos on the internet are shot on phones by people who were actually there. Post yours, tag us, and our team picks the standouts. Every winner gets a $500 credit toward a WedStay booking. | How To Enter 1. Post an original wedding video to a public Instagram or TikTok account. 2. Tag @thewedstay on Instagram or @thewedstay_ on TikTok. 3. Include #WedStayContest in the caption so we can find it and so viewers know it is a contest entry. |
| Entries are open September 1 through September 30, 2026. Winners are notified by direct message on the platform they entered. | Official rules. Open to entrants 18 and over in the US. No purchase necessary. Entries close September 30, 2026 at 11:59 PM Pacific. Up to five winners, each receiving a $500 credit toward a WedStay booking, with the number awarded at our discretion based on the entries we receive. Credit applies to a new booking, has no cash value, and expires twelve months after it is issued. By entering you allow WedStay to repost your video with credit to you. Not sponsored, endorsed or administered by Instagram, TikTok or Meta. |
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