Chalet vacation rentals in Maryland
Find and book unique chalets on Airbnb
Top-rated chalet rentals in Maryland
Guests agree: these chalets are highly rated for location, cleanliness, and more.
Vacation 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
Chalet in McHenry
4.76 out of 5 average rating, 94 reviewsFish R Landing @ Deep Creek Lake
Chalet in Friendsville
4.86 out of 5 average rating, 77 reviewsKendall Retreat @ Deep Creek Lake
Chalet in McHenry
4.81 out of 5 average rating, 171 reviewsDrake's Nest on Deep Creek Lake
Chalet in Oakland
4.86 out of 5 average rating, 128 reviewsBig Rock Candy Mountain Lodge - Deep Creek Lake
Chalet in Accident
4.81 out of 5 average rating, 135 reviewsIt's All Good @ Deep Creek Lake
Chalet in Boonsboro
4.94 out of 5 average rating, 528 reviewsMountain Myst
Chalet in Swanton
4.82 out of 5 average rating, 57 reviewsDeep Creek Lake - Lakefront pup-friendly Chalet!
Luxury chalet rentals
Chalet in McHenry
4.96 out of 5 average rating, 25 reviewsWhispering Retreat in the heart of Deep Creek Lake
Chalet in McHenry
4.31 out of 5 average rating, 26 reviews5BR Lakeview Dog Friendly | Hot Tub | Dock
Chalet in Port Republic
LUXURY FOSSIL BEACH Apt w Kayak, POOL, Sailing Opt
Chalet in McHenry
4.95 out of 5 average rating, 62 reviewsBella Vista! Best Views-Hot Tub-Peloton-EV Charger
Chalet in McHenry
4.91 out of 5 average rating, 82 reviewsPrimo Vista! Spectacular views, Dock Slip, Hot Tub
Lakefront chalet rentals
Chalet in McHenry
4.85 out of 5 average rating, 174 reviewsR & R Retreat
Chalet in Swanton
4.82 out of 5 average rating, 57 reviewsDeep Creek Lake - Lakefront pup-friendly Chalet!
Chalet in McHenry
4.81 out of 5 average rating, 171 reviewsDrake's Nest on Deep Creek Lake
Chalet in Oakland
4.96 out of 5 average rating, 251 reviewsPrivate (5 Star!) Lake Access Chalet w/ Hot Tub
Chalet in Port Tobacco
5.0 out of 5 average rating, 3 reviewsRiver Retreat-Waterfront/Dock/Canoe/HotTub/Near DC
Destinations to explore
- Chalet rentals United States
- Rentals with an EV charger Maryland
- Apartment rentals Maryland
- Cottage rentals Maryland
- Rentals with an accessible height bed Maryland
- Cabin rentals Maryland
- Rentals with a fireplace Maryland
- Beach house rentals Maryland
- Rentals with a kayak Maryland
- Rentals with pools Maryland
- Aparthotel rentals Maryland
- Rentals with breakfast Maryland
- Rentals with a hot tub Maryland
- Hotel rentals Maryland
- Bed and breakfasts Maryland
- Pet-friendly rentals Maryland
- Family-friendly rentals Maryland
- Lakehouse rentals Maryland
- Rentals with a sauna Maryland
- Rentals with beach access Maryland
- Mansion rentals Maryland
- Waterfront rentals Maryland
- Bungalow rentals Maryland
- Rentals with outdoor seating Maryland
- Rentals with a fire pit Maryland
- Wheelchair accessible rentals Maryland
- Campsite rentals Maryland
- Townhouse rentals Maryland
- Fitness-friendly rentals Maryland
- Farmstay rentals Maryland
- Monthly Rentals Maryland
- Private suite rentals Maryland
- Beachfront rentals Maryland
- Kid-friendly rentals Maryland
- Condo rentals Maryland
- House rentals Maryland
- Boutique hotel rentals Maryland
- Rentals with a home theater Maryland
- Guesthouse rentals Maryland
- Tiny house rentals Maryland
- Villa rentals Maryland
- Rentals with lake access Maryland
- Smoking-friendly rentals Maryland
- Ski-in/ski-out rentals Maryland
- Rentals with an accessible height toilet Maryland
- Rentals with a washer and dryer Maryland
- Rentals with a patio Maryland
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes