10 Best Places to Vacation for Thanksgiving 2025 (Private Mansions and Luxury Villas Included)

Thanksgiving has always been more than just a holiday — it’s a ritual, a feeling stitched together by family, memory, and the simple beauty of slowing down. But what if, this year, tradition looked a little different? What if gratitude could be celebrated against the backdrop of crashing waves, golden vineyards, or snow-dusted mountains?

At Haute Retreats, we believe holidays are not just to be marked, but to be elevated. To be transformed into experiences so rich and vivid, they become part of your family story. Imagine trading the usual dining room setting for a sun-warmed terrace overlooking the Caribbean Sea, or gathering under the vaulted beams of a Tuscan estate where history whispers through stone walls.

When it comes to finding the Best Places to Vacation for Thanksgiving, we know it’s not simply about location — it’s about crafting a moment in time that lingers long after the last toast.

This year, we invite you to imagine more, to celebrate differently, and to discover our curated collection of the ten most extraordinary private mansions and villas to rent for Thanksgiving 2025 — each hand-selected to turn your holiday into an unforgettable luxury retreat.

The world is waiting for you — and so is your perfect villa.
Here are the unforgettable escapes that will turn your Thanksgiving into a masterpiece of memory.

The Best Places to Vacation for Thanksgiving: Your Private Mansion Awaits

Barbados – Thanksgiving Tastes Like Sunshine

(Golden beaches, barefoot feasts, endless sunsets.)

There’s something about Barbados that feels familiar the second you step onto its golden shores — as if the island has been waiting just for you. I remember the first time I celebrated Thanksgiving here: the air was thick with salt and sweet frangipani, and the ocean seemed to hum quietly in the background like it knew a secret.

If you’re anything like me, you’ll find yourself barefoot more often than not, moving between the infinity pool and the terrace, debating whether another slice of rum cake counts as part of Thanksgiving tradition. Villas like Villa Bonita or The Great House don’t feel like rentals — they feel like private kingdoms, where personal chefs serve turkey with a hint of island spice and butlers anticipate your second glass of wine before you even ask.

Trust me: once you watch the sunset melt into the sea here, you’ll wonder why you ever thought Thanksgiving needed cold weather and crowded kitchens.

Aspen, Colorado – Thanksgiving in a Snowy Mountain Mansion

(Powdered slopes, roaring fires, timeless magic.)

The thing about Aspen in November is that it doesn’t just look like a snow globe — it feels like one. Soft snowflakes start drifting down by midday, and before you know it, the entire world outside your window is blanketed in white.

I’ll never forget carving a Thanksgiving turkey with ski boots drying by the fire and the scent of woodsmoke clinging to the air. Chalets in Aspen Highlands or Red Mountain aren’t just homes; they’re sanctuaries. Some mornings, you’ll step outside and see nothing but sparkling powder and a stretch of blue sky so wide it makes you dizzy.

The best part? After dinner, you can swap your heels for slippers, sip aged whiskey by the fire, and watch the snow pile up outside — knowing you don’t have to be anywhere except exactly where you are.
Related Our chalets in Aspen

Turks & Caicos – Salt Air, Soft Sand, and Sweet Freedom

(Shimmering blues, barefoot luxury, ocean dreams.)

I’ve lost track of how many shades of blue the ocean shows you here. Some days it’s electric, almost blinding. Other days, it’s soft, the color of sea glass.

Spending Thanksgiving at Coral Pavilion or Vision Beach Villa in Turks and Caicos feels less like a holiday and more like a beautiful accident of fate. Imagine lazy mornings drifting between the beach and the pool, followed by sunset feasts that taste like both home and adventure.

When the stars crowd the sky and you’re full of island lobster and coconut pie, you’ll wonder why you didn’t escape sooner.

Miami, Florida – Champagne Sunsets and City Heat

(Tropical flair, private mansions, vibrant nights.)

Miami doesn’t apologize for being over the top — and that’s exactly why it’s perfect for a Thanksgiving that deserves a little sparkle.

If you decide last-minute to swap turkey for stone crab and sweet potatoes for mojitos, renting a waterfront mansion in Miami Beach. Best decision ever. Private yachts, rooftop parties, and infinity pools lit up by neon skies became our new normal by sunset.

If you’re craving color, glamour, and maybe just a touch of mischief, Miami will give you a Thanksgiving to remember.

Palm Springs, California – Desert Dreams and Dazzling Nights

(Golden hours, desert stars, endless ease.)

There’s a special kind of silence in the desert. It’s not empty — it’s full. Full of light, full of space, full of possibility.

Thanksgiving in Palm Springs means waking to a pool glittering hotter than the sun, hosting dinner under a sky so studded with stars it feels almost unreal, and calling the spa therapist to your villa just because you can.

Trust me, once you watch the desert light slip from gold to lavender, you’ll understand why some places make you breathe a little deeper.

St. Martin – French Caribbean Whispers

(Clifftop feasts, velvet sunsets, island secrets.)

I still dream about the sunsets in St. Martin — they don’t just happen, they perform.

One Thanksgiving, we gathered at Villa Sandyline, high on a cliff where the sea stretched out like an endless painting. Dinner was a symphony: turkey glazed with island spices, French pastries so delicate they nearly floated away, and laughter that echoed into the night.

In St. Martin, even the breezes feel like they’re trying to tell you something beautiful.

Tuscany, Italy – Feasts Among the Vines

(Olive groves, truffle feasts, vineyard views.)

If Thanksgiving had a soulmate, it would be Tuscany in November.

The air carries a faint smell of truffles and firewood, and ancient villas seem to lean in a little closer, as if to hear your stories. Imagine feasting on fresh pasta, roast turkey with herbs from the garden, and endless local Chianti under a canopy of stars.

Here, every meal feels like a prayer of gratitude — slow, rich, and unforgettable.

Visit our villas in Tuscany for rent click here

Saint-Tropez, France – Champagne, Quiet Beaches, and Midnight Laughs

(Quiet glamour, seaside dinners, secret Saint-Tropez.)

Saint-Tropez in late fall is a secret the world forgot to tell you about.

Gone are the summer crowds. What’s left is something far more beautiful: quiet beaches, lingering lunches, private estates bathed in soft light. Thanksgiving here tastes like oysters and rosé, with a hint of woodsmoke on the breeze.

It’s Saint-Tropez stripped bare, and it’s magic.

Guanacaste, Costa Rica – Wild Hearts and Warm Waves

(Rainforests, volcano views, barefoot celebrations.)

Not every Thanksgiving needs fireplaces and frost. Some need waterfalls and volcanoes.

Guanacaste invites you to chase rainbows through rainforests, to hike volcano trails by day, and to feast under open skies by night. At eco-luxury villas like Casa Lanui, the wildness of Costa Rica is balanced by infinity pools, gourmet chefs, and the kind of sunsets that make you forget you ever owned a sweater.

This isn’t just a holiday. It’s a rediscovery.

Punta Mita, Mexico – A Thanksgiving Wrapped in Sunlight

(Private beaches, Mexican flavors, ocean bliss.)

Some places make it easy to believe in magic again. Punta Mita is one of them.

Spend your Thanksgiving at Casa Koko or another cliffside estate, where mornings melt into ocean swims and afternoons slip into lazy fiestas of flavor — mole sauces, fresh tamales, sweet roasted plantains.

Here, time isn’t counted in minutes, but in memories.

Bonus: St. Barts – Where Every Day Feels Like a Gift

(Cliffside villas, secret beaches, effortless elegance.)

St. Barts doesn’t shout. It whispers — and somehow, it’s louder that way.

One Thanksgiving, perched high above the sea at Villa Embrace, every moment felt touched by grace. Breakfasts of flaky croissants by the pool, afternoons spent chasing secret beaches, and evenings where the stars were so close, it felt like you could pluck them out of the sky.

It wasn’t just a getaway. It was a homecoming to a version of yourself you forgot you missed.

Maybe it’s the salt in the air. Maybe it’s the way new places remind us who we are. Maybe it’s the simple joy of a table full of food and faces we love.

Whatever it is, Thanksgiving deserves more than routine. It deserves wonder.

This year, when you’re choosing the Best Places to Vacation for Thanksgiving, dare to choose a little more magic. A little more memory. A little more life.

Ready to turn your Thanksgiving into a story worth telling?
Explore Our Private Villas and Mansions for Thanksgiving Escapes →

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