Trip
200
4 Night Stay on 30A!
$11500Enjoy a 4-night stay at 'No more Cloudy Days' - a centrally located luxury home on 30A in Seagrove Beach!
Accented by contemporary character and bespoke design, this 6,572 square foot Gulf view beach retreat emphasizes the importance of family, friends and memories while prioritizing comfort and opulence. No blackout dates!
Features Include:
- 7 Bedrooms / 7.5 Bathrooms / Sleeps 21
- Media/Game Room
- Private Pool & Spa
- Approximately 250 Steps to Two Beach Accesses
- 6-Seater Golf Cart & 6 Bikes Included
More pictures and details available here: No More Cloudy Days
201
7 Night Stay on 30A!
$125007 Nights in Santa Rosa Beach, FL - Luxury 30A Getaway
Escape to Florida's stunning Emerald Coast for a full week in a brand-new luxury home (finished in 2024) in the private Cypress Dunes community. Enjoy the best of 30A's beaches, shops, and coastal charm just steps from your door.
This beautiful home sleeps up to 10 guests and features:
- 4 bedrooms / 4 bathrooms
- Access to a resort-style infinity pool overlooking the Gulf
- Tennis courts, fitness center, and hot tub
- Rooftop deck with gorgeous sunset views
- 4 bikes for exploring the 30A trails and beaches
View listing here: Upscale 30A Stay
Spend your days relaxing on the white sand beaches, biking along the coast, or enjoying the many nearby restaurants and boutiques.
Availability: 7 nights, with flexible dates outside of Feb 28-Apr 11, 2026 (owners will work with you to confirm your stay).
202
Boulder Beach Lakehouse!
$1650Lake Getaway Weekend - Boulder Beach Lake House (September 2026)
Enjoy a relaxing long weekend at Boulder Beach Lake House on beautiful Muskrat Lake in southwest Michigan - just 25 minutes from South Haven and about 2.5 hours from Wheaton, IL.
This spacious 3,200 sq. ft. lakefront home sleeps 12+ guests and features:
- 5 bedrooms, 4 baths (including 4 king suites with private baths)
- A kids' bunk room with 3 twin beds and extra mattresses for flexible sleeping
- A large deck with grill and griddle, plus a covered patio
- A private sandy beach and dock with kayaks, a rowboat, and a paddleboat
Spend your days boating, swimming, tubing, fishing, or relaxing by the water. Nearby South Haven offers great restaurants, golf, and shopping.
Perfect for a multi-family getaway or group retreat during the September 2026 teacher in-service weekend!
Learn more and see photos here: Boulder Beach Lakehouse
203
4 Night Cabin Retreat!
$1845Up to 4 Nights at HeidelHaus - Minocqua, Wisconsin
Escape to the Northwoods for a relaxing getaway at HeidelHaus, a beautiful lakefront cabin on Lake Shishebogama-just a 5-hour drive from school.
Enjoy up to 4 nights surrounded by pristine water views and endless outdoor fun. The 700-acre lake is perfect for waterskiing, tubing, wakeboarding, fishing, kayaking, and canoeing-or simply relaxing on the shore.
The spacious cabin sleeps up to 14 guests, featuring 4 bedrooms, a loft, and 2 bathrooms, making it ideal for families or a group of friends.
Availability: Long weekends between September and May (most weekends open; owners will work with you to schedule).
See photos and details here: HeidelHause Listing