Find Chalets in Maryland from $149

Compare and save

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Top Cities in Maryland

United States Capitol showing an administrative buidling, heritage architecture and autumn leaves
ChaletsChalets

Washington

Washington

Our top choices for Maryland chalets

Exterior

4-bedroom chalet in lovely Ocean Pines with WiFi, AC

4-bedroom chalet in lovely Ocean Pines with WiFi, AC
Ocean Pines
10.0 out of 10, Exceptional, (2 reviews)
"House way bigger than it looks in pictures. Host was quick to respond to any questions! Perfect location for our weekend friends getaway."
United States
Jen H.
4-bedroom chalet in lovely Ocean Pines with WiFi, AC
Terrace/patio

Lake-view home with hot tub, dock, decks, firepit, & AC - near slopes, dogs OK

Lake-view home with hot tub, dock, decks, firepit, & AC - near slopes, dogs OK
McHenry
8.8 out of 10, Excellent, (19 reviews)
"Very comfortable stay. "
United States
Angela
Lake-view home with hot tub, dock, decks, firepit, & AC - near slopes, dogs OK
Exterior

Lake View Chalet with Hot Tub and Fire Pit

Lake View Chalet with Hot Tub and Fire Pit
Oakland
Lake View Chalet with Hot Tub and Fire Pit
Fridge, microwave, oven, stovetop

Luxury cabin with mountain views

Luxury cabin with mountain views
Flintstone
$237 nightly
The price is $239
Jan 21 - Jan 22
Total with taxes and fees
Luxury cabin with mountain views
Exterior

Bearly Believable By The Lake & WISP hot-tub/pets

Bearly Believable By The Lake & WISP hot-tub/pets
McHenry
9.6 out of 10, Exceptional, (7 reviews)
"Great house, great location "
United States
Cy B.
Bearly Believable By The Lake & WISP hot-tub/pets
Exterior

1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child

1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child
Flintstone
9.0 out of 10, Wonderful, (4 reviews)
"Beautiful, calming environment to relax and unwind for the weekend. Excellent communication with property owner. Couldn’t recommend more!"
United States
Drew S.
$148 nightly
The price is $149
Jan 21 - Jan 22
Total with taxes and fees
1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child
Exterior

Private cabin with two full beds. ADA accessible.

Private cabin with two full beds. ADA accessible.
Flintstone
10.0 out of 10, Exceptional, (7 reviews)
"This cabin has all the necessities, is in a great location and is clean and well maintained. Absolutely perfect for a couple and close to lots of outdoor activities! Will absolutely stay here in the future."
United States
Leah I.
$148 nightly
The price is $149
Jan 21 - Jan 22
Total with taxes and fees
Private cabin with two full beds. ADA accessible.
Exterior

Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp

Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp
Oakland
9.6 out of 10, Exceptional, (34 reviews)
"Clean pet friendly and great location."
United States
William L.
Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp
Outdoor spa tub

✔ Lakefront paradise & lake toys included! Hot Tub~Dock~Game room & Fire-pit!

✔ Lakefront paradise & lake toys included! Hot Tub~Dock~Game room & Fire-pit!
McHenry
10.0 out of 10, Exceptional, (6 reviews)
"Absolutely great view and vibes! Beautiful house with hot tub and easy lake access!"
United States
AJ B.
✔ Lakefront paradise & lake toys included! Hot Tub~Dock~Game room & Fire-pit!
Exterior

Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.

Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
Oakland
10.0 out of 10, Exceptional, (4 reviews)
"The place was so clean and fully stocked. We had a wonderful stay. Five stars!! "
United States
Lori S.
$596 nightly
The price is $675
Feb 6 - Feb 7
Total with taxes and fees
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
Exterior

1/2 of a double cabin with one king sized bed (sleeps 2)

1/2 of a double cabin with one king sized bed (sleeps 2)
Flintstone
10.0 out of 10, Exceptional, (1 review)
"If you’re looking for a quiet peaceful cabin to just go get lost in the world of your significant other, this is the place to go! They’re far enough from the everyday life but still close enough to enjoy all the beauty of their charming city!! The food is to die for and definitely a reason for us to return!! Nothing bad to say at all except they need larger hot water tanks bc when I’m enjoying my wife that includes sharing a shower that we would have preferred not to be rushed out of!! Otherwise...
United States
LaRon G.
$148 nightly
The price is $149
Jan 21 - Jan 22
Total with taxes and fees
1/2 of a double cabin with one king sized bed (sleeps 2)
Exterior

Double cabin with 2 queen beds, 1 king bed, common porch and each unit has a private entrance and bath.

Double cabin with 2 queen beds, 1 king bed, common porch and each unit has a private entrance and bath.
Flintstone
10.0 out of 10, Exceptional, (1 review)
"Beautiful cabin just off the interstate."
United States
Stephen L
$310 nightly
The price is $313
Jan 21 - Jan 22
Total with taxes and fees
Double cabin with 2 queen beds, 1 king bed, common porch and each unit has a private entrance and bath.
Property grounds

Private cabin with two double beds (sleep 4)

Private cabin with two double beds (sleep 4)
Flintstone
10.0 out of 10, Exceptional, (5 reviews)
"Cozy, beautiful, pretty new and well-maintained cabins. Very inviting outdoor seating area with fire pit and grill on the grounds. There is a (very small) grocery store within walking distance. Highly recommend the short drive to Zumbrun Overlook to watch the sunset - it's unforgettable! The cabins are located in a quiet and very small town (although you can hear the highway traffic in the distance). Nice drive to Little Orleans (to get on the C&O Canal towpath). The host was super responsive....
United States
W L.
$148 nightly
The price is $149
Jan 21 - Jan 22
Total with taxes and fees
Private cabin with two double beds (sleep 4)
Exterior

1/2 of a double cabin with two queen beds (sleeps 4)

1/2 of a double cabin with two queen beds (sleeps 4)
Flintstone
10.0 out of 10, Exceptional, (1 review)
"We were only able to stay for 1 night but it was a nice option to have near Rocky Gap Park. Would recommend it!"
United States
Kathryn C.
$157 nightly
The price is $158
Jan 21 - Jan 22
Total with taxes and fees
1/2 of a double cabin with two queen beds (sleeps 4)
Exterior

Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Riverfront Retreat-HotTubIDock|Fenced YardINear DC
port tobacco
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful location for our family to stay to celebrate. It exceeded our expectations. "
United States
Anonymous traveler
Riverfront Retreat-HotTubIDock|Fenced YardINear DC
Terrace/patio

Wooded Retreat w Hot Tub, Loft, Game Room & Sauna

Wooded Retreat w Hot Tub, Loft, Game Room & Sauna
Oakland
10.0 out of 10, Exceptional, (1 review)
"Wonderful place for the perfect getaway! Just like the photos definitely worth every penny. Just have in mind that you are in the woods so the bugs are inevitable but the inside of the place was very clean.Me and my family took advantage of all the amenities from the grill, hot tub, fire place. Don't think twice and book this place!"
United States
Bonny S.
Wooded Retreat w Hot Tub, Loft, Game Room & Sauna
Exterior

Private cabin with two double beds (sleeps 4)

Private cabin with two double beds (sleeps 4)
Flintstone
9.6 out of 10, Exceptional, (4 reviews)
"Cute, clean cabins conveniently located to highway and nearby Cumberland. Nice stay!"
United States
Amy R.
$148 nightly
The price is $149
Jan 21 - Jan 22
Total with taxes and fees
Private cabin with two double beds (sleeps 4)
Exterior

Serenity Sunsets! 2.8miles to WISP, hot-tub, pets

Serenity Sunsets! 2.8miles to WISP, hot-tub, pets
McHenry
10.0 out of 10, Exceptional, (3 reviews)
"This place is great and was very clean!"
United States
Galit B.
Serenity Sunsets! 2.8miles to WISP, hot-tub, pets
Outdoor spa tub

Primo Vista! Spectacular views, Dock Slip, Hot Tub

Primo Vista! Spectacular views, Dock Slip, Hot Tub
McHenry
Primo Vista! Spectacular views, Dock Slip, Hot Tub
Exterior

Ella Bella Chalet: Hot Tub, Stunning Views, Wi-Fi

Ella Bella Chalet: Hot Tub, Stunning Views, Wi-Fi
Swanton
10.0 out of 10, Exceptional, (1 review)
"This was a beautiful cabin with all of the amenities. The host thought of everything, including face masks, which was unexpected. If you need it they have it! Would recommend this place to anyone."
United States
Julia R.
Ella Bella Chalet: Hot Tub, Stunning Views, Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maryland Hotel Reviews

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Clean room and friendly staff. "
Robert 1-night trip
Posted 21 hours ago
Grand Hotel Ocean City Oceanfront

Find out more about Maryland

Maryland Chalets information

Number of reviews
94
Accommodation
39 Chalets
Lowest Price
$149
Highest Price
$675

Explore a world of travel with Expedia