Escape to Nantucket for a 6-night/7 day stay in a private island home and enjoy a full week experiencing everything that makes Nantucket so special.

This charming 3-bedroom home sleeps 6 comfortably, with additional loft space for up to 2 guests. Enjoy bright, spacious living areas, a fully equipped kitchen, Wi-Fi, A/C, washer/dryer, and outdoor space with a Weber grill and firepit. Beach amenities are also included for your island adventures.

Spend your days at the beach, biking the island, exploring historic downtown, shopping, boating, and enjoying Nantucket's incredible restaurants-then return to your own private retreat.

Stay Details: 6 nights for up to 8 guests. Dates are mutually agreed upon with the owners and subject to availability. Available May-October 2027

Create unforgettable memories with family and friends during a 7-night stay at this beautiful antique Cape Cod farmhouse with ocean views and private beach access.

Built in 1888 as an extension of the original Nobscusset Hotel, this charming home has been thoughtfully updated while retaining its historic character. An expansive wraparound porch offers the perfect place to gather and enjoy the ocean air.

With 6 bedrooms and 4 bathrooms, the home comfortably accommodates up to 14 guests. Best of all, enjoy access to a private beach along the same beautiful stretch of coastline as Mayflower Beach-but without the crowds!

Available weeks:
June 12-19, 2027
September 11-18, 2027

Other dates may be available depending on availability. The winner will coordinate directly with the donor.

Escape to the California desert for a fabulous one-week stay at Marriott's Desert Springs Villas in beautiful Palm Desert. Surrounded by swaying palms, mountain views and endless sunshine, this relaxing resort getaway offers the perfect mix of poolside leisure, outdoor adventure, shopping, golf and great dining.

Spend your days lounging by the pool, exploring nearby Palm Springs, hitting the links in one of two courses on the property or simply soaking up the desert sunshine. With spacious villa-style accommodations and Marriott amenities, it's an ideal getaway for couples, friends or family.

Stay: One week at Marriott's Desert Springs Villas
Two king bedrooms and a pull-out couch

Restrictions: Must be used by 2/2/2027; Dates subject to availability and any terms provided by the donor.

Escape to the spectacular Maine coast for an unforgettable getaway filled with luxury, dining, theater, and shopping!

Enjoy a one-night stay in an Ocean View King Suite at The Cliff House, complete with breathtaking Atlantic views, plus brunch for two at The Tiller.

Your getaway also includes a $200 Cliff House gift certificate to use toward dining, spa services, activities, or shopping at the online store.

Then enjoy a night at the theater with two Premium Seats to a show at the Ogunquit Playhouse.*

Before heading home, stop at Stonewall Kitchen with a $75 gift certificate to shop their specialty foods and New England favorites.

Package Includes:
- Ocean View King Suite at The Cliff House
- Brunch for two at The Tiller
- $200 Cliff House gift certificate
- $270 Ogunquit Playhouse gift certificate, expected to cover two Premium Seats.
- $75 Stonewall Kitchen gift certificate