Baltimore Inner Harbor Marina featuring a skyscraper, night scenes and a marina

Maryland ski-in/ski-out rentals

We found 84 ski-in/ski-out rentals — enter your dates for availability

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Dates

Calendar
Flexible dates

December 2025

24

January 2026

Find the best place to stay - Maryland

Property grounds

250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!

Sleeps 40 · 12 bedrooms · 10 bathrooms

Property grounds

250 ACRE RETREAT CHESAPEAKE BAY VACATION/REUNION/WEDDING 12 BEDROOMS, SLEEPS 40

Sleeps 40 · 12 bedrooms · 8+ bathrooms

Exterior

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

Sleeps 28 · 9 bedrooms · 5+ bathrooms

Magnificent property for crabbing, fishing, volleyball and badmitten

Premier Host

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Sleeps 28 · 7 bedrooms · 6+ bathrooms

Find spaces that suit your style

House

Condo/Apartment

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