Chalet holiday rentals in Maryland
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Top-rated chalet rentals in Maryland
Guests agree: These chalets are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Maryland chalet rentals
Family-friendly chalet rentals
Chalet in Oakland
4.92 out of 5 average rating, 118 reviewsSpectacular Chalet, Timroc II, close to lake, Wisp
5–12 Apr
Chalet in Accident
4.81 out of 5 average rating, 135 reviewsIt's All Good @ Deep Creek Lake
23 Feb – 2 Mar
Chalet in McHenry
4.76 out of 5 average rating, 94 reviewsFish R Landing @ Deep Creek Lake
20–27 Mar
Chalet in Friendsville
4.86 out of 5 average rating, 77 reviewsKendall Retreat @ Deep Creek Lake
2–9 Jul
Luxury chalet rentals
Chalet in McHenry
4.96 out of 5 average rating, 25 reviewsWhispering Retreat in the heart of Deep Creek Lake
13–20 Aug
Chalet in McHenry
4.31 out of 5 average rating, 26 reviews5BR Lakeview Dog Friendly | Hot Tub | Dock
10–17 Mar
Chalet in Port Republic
LUXURY FOSSIL BEACH Apt w Kayak, POOL, Sailing Opt
30 Sep – 7 Oct
Chalet in McHenry
4.95 out of 5 average rating, 62 reviewsBella Vista! Best Views-Hot Tub-Peloton-EV Charger
7–14 Apr
Chalet in McHenry
4.91 out of 5 average rating, 82 reviewsPrimo Vista! Spectacular Views-Dock Slip-Hot Tub!
23–30 Mar
Lakefront chalet rentals
Chalet in Port Tobacco
New place to stayRiver Retreat-Waterfront/Dock/Canoe/HotTub/Near DC
29 Aug – 5 Sep
Chalet in McHenry
4.85 out of 5 average rating, 174 reviewsR & R Retreat
24 Feb – 3 Mar
Chalet in Swanton
4.82 out of 5 average rating, 57 reviewsDeep Creek Lake - Lakefront pup-friendly Chalet!
13–20 Oct
Chalet in McHenry
4.81 out of 5 average rating, 170 reviewsDrake's Nest on Deep Creek Lake
8–15 Sep
Chalet in Oakland
4.96 out of 5 average rating, 249 reviewsPrivate (5 Star!) Lake Access Chalet w/ Hot Tub
10–17 Oct
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