Top 5 Mountain Homes in Upstate NY for Wedding Weekends

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Embark on a weekend of love in the heart of Upstate New York as we unveil the most idyllic Vrbos in the Catskills and Hudson Valley, tailored for hosting intimate weekend weddings. From chic estates in Hudson Valley to rustic retreats nestled in the Catskill Mountains, this guide is your key to finding the perfect Vrbo for a magical weekend celebration with your nearest and dearest. Let’s find the best backdrop for your wedding weekend from these hidden gems, each offering a unique setting for a memorable and intimate wedding experience.


Embark on the ultimate wedding weekend at this stunning hillside estate, sprawled across 23+ acres with captivating views of the Hudson Valley. An intimate haven for newly engaged couples seeking the perfect Upstate NY intimate wedding with close family and friends. Mere minutes from orchards, wineries, and scenic hikes, this mountain-vibe retreat blends rural charm with luxury amenities. Envision your ceremony in the long yard against the valley backdrop, mornings with coffee on the porch sun bathing, and evenings in the Great Room by the fire. The immersive patio offers endless views, while the Rec Room promises games and laughter. Imagine decorating the patio with overhanging greenery for romantic candle lit dinner receptions. Retreat to cozy bedrooms with memory foam mattresses for a tranquil escape. Your wedding journey begins in this enchanting escape, where every detail is crafted for your dream weekend celebration. This is the perfect definition of comfortable country living with a chic, luxurious style.

  • Sleeps 14 guests | 6 bedrooms | 6 bathrooms

  • Pets allowed

  • 10 min. to top rated Warwick Valley Winery

  • 20-25 min. to Mountain Creek and Mt. Peter Ski Resorts

  • 10 minutes to Appalachian Trail

  • Large lawn for ceremonies

  • Indoor fireplace

  • Patio for reception dinner

  • Front porch with rocking chairs and sunbathing chairs


Transform your wedding weekend and extended celebrations into a luxurious escape at this exclusive venue. Immerse your close family and friends in the epitome of entertainment with your private indoor HD movie theater boasting 5.1 Bose Surround Sound and sumptuous leather recliner seats. Imagine playing an engagement trailer or montage of your and your partners’ journey together! Find serenity the day before in the spa, offering a cold plunge pool and sauna, while the hot tub invites you to unwind beneath the stars.

Beyond the cinematic indulgence, the ambiance extends to the warmth of both indoor and outdoor fireplaces, creating intimate settings across five sprawling acres. A testament to opulence, this haven is designed for multi-day events and extended stays, ensuring every moment is crafted for relaxation and celebration.

Key amenities such as the hot tub, a rejuvenating sauna & cold plunge pool, and a private 12-person movie theater with device connectivity, invite you to curate unforgettable memories. Bridal parties can have epic ping pong battles, host your ceremony in the expansive grounds, and discover an array of pleasures within this exceptional retreat tailored for the most enchanting wedding weekends and beyond.

  • Sleeps 12 guests | 3 bedrooms, 6 beds, 2 baths

  • Pets Allowed

  • Private 12 Person Movie Theater

  • Table Tennis/Ping Pong

  • Sauna, Hot Tub, & Cold Plunge Pool

  • Minutes away from the Willowemoc Wild Forest in the heart of the Catskill Mountains.


Unveil the epitome of modern luxury at The Preserve, a private country estate sprawling across 14 acres with panoramic mountain views, just 20 minutes from the renowned Hunter and Windham ski resorts. This meticulously reimagined and refurnished 4-bedroom, 4.5-bathroom haven is a celebration of sophistication and comfort, offering a plethora of amenities tailored for a wedding weekend celebration.

Recently adorned with new appliances, a hot tub, indoor sauna, and Cozy Earth linens, The Preserve invites you to indulge in its serenity. As you step through the front door, the open layout and expansive windows bathe the space in natural light, setting the stage for an unforgettable celebration. From the formal living area and media nook to the sunroom equipped with chess and backgammon, the residence offers various spaces for relaxation and connection.The culinary enthusiasts in your party will appreciate the fully equipped kitchen with state-of-the-art stainless steel appliances, or they can venture outside to the gas BBQ for culinary delights. The patio sectional, just off the dining room, beckons for moments of repose after a day of outdoor adventures. For reception entertainment, ascend to the third-floor game room for a ping-pong tournament, board games, oversized connect 4, or a movie on the big screen. Get cozy with loved ones on the outdoors wood fire pit on cooler nights or rejuvenate with your partner in the hot tub, perfectly poised for recharging before the next adventure. The Preserve doesn’t just offer luxury; it creates an atmosphere of leisure and entertainment. Seek assistance from our concierge team for yoga sessions or a masseuse during your stay. Engage in outdoor games on the rolling lawn, play a round of badminton, or enjoy ladder toss.

The Preserve sets the stage for an idyllic wedding weekend, perfectly blending luxury, comfort, and entertainment. Whether you’re hitting the slopes, hiking, exploring local breweries, or simply unwinding with loved ones, The Preserve promises an all-encompassing experience for the modern, tasteful couple.

  • Sleeps 14 guests | 4 bedrooms | 7 beds | 4.5 baths

  • Private Balconies

  • Sustainable stay featuring temperature-regulating bamboo viscose linens by Cozy Earth

  • Rolling lawn for ceremonies

  • Outdoor fire pit and hot tub

  • Modern, chic design


Discover the essence of rustic luxury at the ‘Barn on the Pond,‘ honored as the #2 Best Airbnb in the Catskills by TimeOutNY—an enchanting haven tailor-made for the romantic and untraditional at heart. This massive converted barn, a true architectural gem straight from the pages of Arch Digest, redefines the Upstate New York experience. Here, moments become memories against a backdrop of verdant landscapes and breathtaking mountain views.

Situated on 4 acres of private bliss in the picturesque Hudson Valley, this retreat seamlessly marries the charm of a turn-of-the-century barn with modern luxuries. Imagine your intimate wedding unfolding within this unique space, a storybook venue offering a main house with 3 bedrooms, 2 baths, and a loft. The allure extends to a brand-new pool and spa, a stone fire pit by a charming pond, and an unexpected touch—an Airstream trailer adding a dash of vintage flair.

This carefully curated space between Saugerties and Woodstock is more than just an Airbnb; it’s a canvas for your untraditional wedding dreams. Whether you envision a meditative yoga retreat, a celebration surrounded by lush landscapes, or a venue for the nearby HITS equestrian horse show, the ‘Barn on the Pond’ unfolds endless possibilities. Seize the chance to craft an unforgettable wedding weekend, where every detail, from the rustic aesthetics to the modern amenities, weaves a tapestry of love and celebration.

  • Sleeps 14 guests | 6 bedrooms | 9 beds | 3 baths

  • Outside Pool and spa

  • Airstream Camper and recently renovated cottage

  • Local attractions and entertainment in Saugerties and Woodstock


Found your dream wedding location?

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As we bring our journey through the top 5 Airbnbs in the Catskills and Hudson Valley to a close, envision the perfect backdrop for your intimate wedding with family and friends. From rustic retreats to luxurious estates, each of these handpicked havens encapsulates the charm of Upstate New York. With panoramic views, cozy corners, and spaces that echo with the promise of celebration, these Airbnbs stand ready to host your special day. May your wedding be as unique as the landscapes that surround you, and may these retreats be the canvas for memories that last a lifetime. Once your find your perfect wedding location, contact Dawnpoint Studios to secure your wedding photographer! See the wedding/elopement experience here and contact us today. Cheers to love, laughter, and the beginning of a beautiful adventure in these idyllic Upstate getaways.


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