Celebrations & Special Occasions

Turn Milestones into Memories

Celebrate your milestone and stay for the week. Our luxury vacation rentals give your guests room to gather for days, not just hours, with the space and service to make every moment unforgettable.

From mountainside enclaves to waterfront retreats, our estates are designed to honor life’s defining occasions with style, luxury, comfort and privacy. Whether you’re looking for candlelit dinners prepared by private chefs or personalized entertainment and wellness experiences, our dedicated concierge teams orchestrate every detail so you can celebrate any moment to the fullest.

A Quick Look At Our Signature Estates...

Sea Palms Estate

This 9,000 sq. ft., 9-bedroom beachfront haven on Captiva Island effortlessly captures the essence of laid-back coastal refinement. Designed for families and groups seeking both togetherness and seclusion, the estate features sweeping Gulf views, direct beach access, and a seamless flow between indoor and outdoor spaces, all enhanced by personalized concierge services.

Private Beachfront Estate
Heated pool with integrated spa and fire pit
Al fresco dining beneath covered patios
Media room and fitness suite with Peloton bike
Private balconies with sunset views
Complimentary Concierge

Sea Oats Luxury Estate

Sea Oats Luxury Estate is Captiva's largest luxury vacation rental, a 10,000 sq. ft., 11-bedroom waterfront sanctuary where effortless tranquility meets elevated design. With private Gulf access, expansive outdoor living spaces, and fully equipped interiors, this tropical retreat offers complete privacy paired with intuitive, personalized service.

Private Bayfront with Boat Dock
Private Beach Path
Complimentary Concierge
Heated pool, hot tub, terrace seating, bar, and BBQ
Lighted tennis court with pickleball and half-basketball court
Chef’s kitchen equipped for entertaining up to thirty guests
Complimentary kayaks, paddleboards, and fishing gear

Meadowstone Manor

Nestled on 30 wooded acres in Stowe, Vermont, this 14-bedroom estate reinvents the classic New England escape with upscale design and resort-caliber experiences. With a heated pool, spring-fed pond, and private wellness studio, Meadowstone Manor offers a refined take on mountain living where fresh alpine air, modern comfort, and timeless design converge.

Heated pool, spring-fed swimming pond, two clay tennis courts, pickleball court, and basketball court
Private wellness studio, spa room, media room, and game room with billiards
Luxury bedding and mountain views throughout
Minutes from Stowe Mountain Resort, charming village shops, and year-round outdoor adventures

Gem Hacienda

This exquisite 9-bedroom Taos estate blends adobe-inspired design with modern comforts across eight secluded acres, offering a soulful Southwest retreat framed by mountain views and desert shades. With outdoor and indoor fireplaces and curated concierge services, it's a private haven for guests who value art, nature, and authenticity in equal measure.

Bedrooms with en-suite bath, luxury bedding, and gas-operated kiva fireplaces
Outdoor hot tub beneath the stars
Personalized experiences from private chef dinners and cooking classes to guided outdoor adventures, yoga, and spa treatments
Close to world-class ski slopes, charming galleries, and museums

Make Every Occasion Unforgettable

From intimate gatherings to grand celebrations, our unique estates offer an inspired setting to gather, toast, and create lasting memories. Each estate features expansive living spaces, private suites, and beautifully manicured grounds, perfect for celebrating the moments that bring people together while giving every guest a sense of space and serenity.

At a glance...

Sea Oats Luxury Estate
- 11 Bedrooms | 5 King suites,
  8 Queens, 2 Fulls + 9 Twins
- Waterfront, tennis, pickleball, pool, hot tub
- Ideal for active large families and groups of friends
Sea Palms Estate
- 9 Bedrooms | 4 King suites,
  6 Queens, 1 Full & 10 Twins
- Beachfront luxury with pool + Spa
- Perfect for couples or families and friend groups who want to stay directly on the beach
Meadowstone Manor
- 14 Bedrooms | 8 King Suites,
  8 Queens, 11 Twins
- High Privacy, Pool + hot tubs on 30 acres
- Great family layout with separate wings
Gem Hacienda
- 9 Bedrooms | 5 King suites,
  5 Queens, 4 Fulls & 6 Twins
- Many bedrooms with private work/breakout spaces
- Spacious Family suites for privacy
Combine Sea Oats Luxury Estate + Sea Palms Estate on Captiva Island
- 9 Kings, 14 Queens, 3 Fulls & 19 Twins
- The ultimate retreat with amazing amenities
- For retreats that require up to 20 bedrooms for the full island experience.

Life’s Milestones, Elevated.

Begin the day with a chef-prepared breakfast in a state-of-the-art kitchen, or just tell us your preferences and we’ll have your favorites waiting upon arrival. Then, spend the afternoon your way—a refreshing break by the pool, a spirited match on the court, or an afternoon among the slopes or the waves. End the day with a gourmet dinner al fresco or cocktails by the fire before settling into a night of rest and rejuvenation on ultra-soft bedding.

Add-on experiences

Private chef, bartender, and catering
Daily housekeeping
Onsite yoga, massage and wellness treatments
Local Activities: skiing, snowboarding, standup paddleboardings, kayaking, hiking
Excursions: sunset + dolphin tours, eco + fishing charters, brewery + distillery tours

FAQ

What types of celebrations can Drip Castle estates host?

Our estates are perfect for milestone birthdays, anniversaries, engagements, intimate weddings, and private gatherings of all kinds. With our dedicated concierge services, each event is sure to be personal, effortless, and unforgettable.

How many guests can each estate accommodate, and what is the minimum stay required?

Our estates can host up to 40 overnight guests. For events larger than overnight capacity, maximum guest counts vary by property and event type. Minimum stays range from 3 to 7 days depending on time of year and location. Contact us to inquire about your specific needs.

Are your estates suitable for weddings or vow renewals?

Absolutely. Our properties offer picturesque backdrops for ceremonies and receptions, with complete privacy and end-to-end coordination handled by our concierge team. Maximum guest capacity varies by property but never exceeds 50. To inquire please complete the wedding inquiry form.

Can we bring in event planners, caterers, or vendors?

Yes. You may work with your own planner, or our concierge team will refer you to our trusted local vendors, from private chefs and florists to entertainment and event design.

What amenities are available for entertaining, and do you offer on-site event support?

Every estate includes resort-style features like pools, terraces, lounges, and chef-grade kitchens alongside distinctive location-specific amenities for recreation and relaxation. Our concierge and service teams are available before and during your event to manage details, ensuring the celebration unfolds smoothly from setup to the final toast.

How private are your properties?

Each estate is private and secluded, with discreet staff and secure access, offering the tranquility and exclusivity you expect for your special occasion.

How far in advance should we book, and how do we begin planning?

We recommend booking at least 6 to 12 months in advance, if not sooner, to secure your preferred estate and date. Simply reach out to our concierge team to select the perfect estate, craft your itinerary, and handle every detail. Get in touch today.

How do I find out about pricing and availability?

Please call us at 800.787.5829 or complete this form for a personalized quote.

Unforgettable  celebrations Begin Here...

A Drip Castle stay is more than a get-together, it’s a celebration of life’s most meaningful moments in peerless style and luxury. Here, privacy and purpose converge in a seamless experience shaped by tailored service and extraordinary surroundings. Whether you’re marking a milestone, hosting a special occasion, or simply enjoying time together, our stunning estates set the stage for memories that last a lifetime.

From arrival logistics to curated meals, custom itineraries, and off-site experiences, our concierge team manages every detail so you can focus on the celebration.

All you have to do is arrive and let the experience unfold.