Chalet vacation rentals in Maryland

Central Lake Area, Family Friendly - Dogs welcome!

Welcome to Parks and Deck, our centrally located, dog friendly chalet with filtered lake views just 1/4 mile from the lake! Wisp Ski Resort and Deep Creek Lake State Park are both within a 10 minute drive. After a day of adventures, relax on the deck or cuddle up in front of the fireplace with a good book and a glass of wine. Our fully-stocked kitchen is ready for you, but Brenda’s Pizza and other restaurants are just minutes away. Games, a fenced in dog run, and a pack n play are available too!

4 King Suites | Hot Tub | FirePit | Arcade | Games

Welcome to Haven Away, where you can escape to your own mountain paradise! This brand-new hideaway offers 4 luxurious king ensuite bedrooms, a chef's kitchen, a relaxing hot tub, a game room with an arcade machine, ping pong, a yoga space AND hi speed internet. Enjoy board games and outdoor activities on your private 3-acre wooded estate. - 17 min drive to historic Harpers Ferry - 20 min drive to Shepherdstown - 30 min drive to hip and happening Frederick, VA - 50 mins to Whitetail Ski Resort

R & R Retreat

20% Discounts on week rentals. Lakefront 2 level chalet in McHenry, Md. on Deep Creek Lake with dock and reserved boat slip. Across the lake from WISP ski resort. Ideal and easy access and swimming in the lake. Restaurants, amusements, shops, and more only a 100 yard walk from house. 3 BR + loft, sleeps 9. Fireplace, fully furnished kitchen, TV, WIFI, A/C in summer (window units), heat and much more. Minimum 3 night stay during the summer and holidays. Beautiful view of lake and mountain.

A "Sweet Retreat" at Deep Creek & Wisp Ski Resort

Escape the daily grind and indulge in a rejuvenating vacation at Sweet Retreat! This charming chalet is minutes away from the vibrant attractions of Deep Creek, yet it's tucked away in a tranquil, secluded community. Just a quick drive to the picturesque shores of Deep Creek Lake and the majestic slopes of Wisp Resort. Savor the awe-inspiring sunset with the gentle glow of ski slope lights. Sweet Retreat lives up to its name, promising you a truly sweet and serene escape from the ordinary.

Drake's Nest on Deep Creek Lake

This waterfront/slopeview chalet offers beautiful views of the lake and ski slopes. Convenience stores, amusements and restaurants located a short walk away. Rental includes use of a pedal boat, swim inflatables, tow tubes and boat slip. The deck offers seating for 10; grills and picnic available. Visitors during Spring & Autumn enjoy Swallow Falls/Muddy Creek Falls ( tallest in MD) 15 min drive. *Holiday weekends require a 3 night minimum. *Renters under 25 may be charged a damage deposit.

Renovated 1973 Aframe with Hot Tub

Welcome to Hickory Roots Aframe! Nestled on a hill in the middle of a tranquil 1.13-acre lot, this luxurious 1,050 sq ft A-frame was originally built in 1973 and completely remodeled in 2023 with a mid-century design keeping in mind today's conveniences! Enjoy a relaxing stay - hang out at the fire pit, curl up with a book inside or soak in the covered hot tub. Conveniently located with easy access to I-70, I-795 and just 35 minutes from downtown Baltimore & 60 minutes from Washington DC!

Spectacular Chalet, Timroc II, close to lake, Wisp

ENJOY every season!! Short walk to the lake and dock! ! 15 minute drive to Ski Wisp! Fire pit, decks and screened in porch! Relax in the hot tub, enjoy family and/ or friends time and just get away from it all! 5 comfortable sized bdrms, each with large windows letting in natural daylight. First floor master, hardwood flooring throughout, many sliders for easy access. Finished bsmt with pool table, separate bdrm, full bath and laundry! DON'T SEE YOUR DATE, PLEASE CALL!

Deep Creek Lake One-of-a-kind 30 acre retreat!

Bracken Lodge is a custom-built log home with over 4,000 sq ft of finished living and entertaining space. The logs were dead standing timber that were repurposed as part of a salvage program from Yellowstone National Park in Montana. Every spruce log was transported east and then hand-hewn and set to create this luxurious unique vacation retreat. Named for the ferns that abound in the adjacent wildflower meadow and forest understory, Bracken lodge is truly one-of-a-kind.

Private Wooded Cabin 4 Bedroom Lake Access Hot Tub

Spacious, private Deep Creek cabin. Lake access, close to Wisp, restaurants and bars. Spacious living areas on main and ground levels with room for groups. Upgraded kitchen and bathrooms. Wood burning fireplace, outdoor fire pit, and hot tub. Great for families - lots of toys and kid friendly play areas! Community lakefront area with swimming area, sandbox, and day use docks. Family managed property - we provide an individualized experience for our guests.