Chalets in Maryland

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Top Cities in Maryland

Featured Chalets in Maryland

4-bedroom chalet in lovely Ocean Pines with WiFi, AC
10.0 out of 10, Exceptional, (2)
"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
Lake-view home with hot tub, dock, decks, firepit, & AC - near slopes, dogs OK
8.8 out of 10, Excellent, (19)
"Very comfortable stay. "
United States
Angela
Lake-view home with hot tub, dock, decks, firepit, & AC - near slopes, dogs OK
Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp
9.6 out of 10, Exceptional, (30)
"Home was so lovely and well equipped in such thoughtful ways. Highly recommend!"
United States
Jennifer M.
Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp
Private cabin with two full beds. ADA accessible.
10.0 out of 10, Exceptional, (6)
"VERY HARD TO FIND GOOD HANDICAP PLACES TO STAY. THIS ONE WAS GREAT. WILL DEFINATLY STAY AGAIN."
United States
Anonymous traveller
The price is AU$245
includes taxes & fees
3 Nov - 4 Nov
Private cabin with two full beds. ADA accessible.
Luxury cabin with mountain views
The price is AU$400
includes taxes & fees
1 Dec - 2 Dec
Luxury cabin with mountain views
New Lakefront~5 BR! Hot Tub~Game Rom & Firepit!
10.0 out of 10, Exceptional, (6)
"We were very happy with everything about our stay. We will be likely trying to rent this house again for a future trip. We would highly recommend it."
United States
Scott R.
New Lakefront~5 BR! Hot Tub~Game Rom & Firepit!
Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!
10.0 out of 10, Exceptional, (108)
"The house had plenty of room for our two families to relax. Privacy was great and lake access was a plus!"
United States
Amy C.
Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!
Bearly Believable By The Lake & WISP hot-tub/pets
9.4 out of 10, Exceptional, (6)
"Conveniently located near WISP and Brenda’s Pizza, the location was perfect. House had plenty to entertain kids while not on the lake."
United States
Neal P.
Bearly Believable By The Lake & WISP hot-tub/pets
1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child
9.0 out of 10, Wonderful, (4)
"Beautiful, calming environment to relax and unwind for the weekend. Excellent communication with property owner. Couldn’t recommend more!"
United States
Drew S.
The price is AU$245
includes taxes & fees
3 Nov - 4 Nov
1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
10.0 out of 10, Exceptional, (4)
"The hosts were very communicative when we had a couple of issues they resolved them immediately The place is actually very clean, although there were a couple of areas that needed improvement and we reported that to the host It's very spacious and we would come back again"
United States
Juliann D.
The price is AU$551
includes taxes & fees
17 Nov - 18 Nov
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
Double cabin with 2 queen beds, 1 king bed, common porch and each unit has a private entrance and bath.
10.0 out of 10, Exceptional, (1)
"Beautiful cabin just off the interstate."
United States
Stephen L
The price is AU$529
includes taxes & fees
1 Dec - 2 Dec
Double cabin with 2 queen beds, 1 king bed, common porch and each unit has a private entrance and bath.
Private cabin with two double beds (sleep 4)
10.0 out of 10, Exceptional, (5)
"Weve stayed here before, enroute to visit family in Maryland. The cabins are very amply large, with modern ammenities. The beds were comfy, eating area was clean and spacious, with even a well thought out large front porch, with a rocking chair to enjoy the serenity of the distant mountains. We'll be back!"
Canada
Karl
The price is AU$245
includes taxes & fees
5 Nov - 6 Nov
Private cabin with two double beds (sleep 4)
1/2 of a double cabin with two queen beds (sleeps 4)
10.0 out of 10, Exceptional, (1)
"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.
The price is AU$260
includes taxes & fees
3 Nov - 4 Nov
1/2 of a double cabin with two queen beds (sleeps 4)
Riverfront Retreat-HotTubIDock|Fenced YardINear DC
10.0 out of 10, Exceptional, (9)
"Charming home with so many fun features for our family to enjoy! The kitchen is especially well-equipped for prepping meals for our whole clan."
United States
Liz D.
Riverfront Retreat-HotTubIDock|Fenced YardINear DC
Wooded Retreat w Hot Tub, Loft, Game Room & Sauna
10.0 out of 10, Exceptional, (1)
"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
Private cabin with two double beds (sleeps 4)
9.6 out of 10, Exceptional, (4)
"Overall the stay and accommodations were good. A couple minor items of constructive criticism. First, there is another larger cabin/house that appeared to be part of the property near the entrance. We incorrectly assumed it was the owners' and that the garbage dumpster near the road was the one we were to use for our garbage. On our second day of placing our garbage in the dumpster a woman came out and screamed at me that the dumpster was not 7C's. She did not want to talk and simply yelled and...
United States
Scott B.
The price is AU$245
includes taxes & fees
5 Nov - 6 Nov
Private cabin with two double beds (sleeps 4)
1/2 of a double cabin with one king sized bed (sleeps 2)
10.0 out of 10, Exceptional, (1)
"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.
The price is AU$248
includes taxes & fees
1 Dec - 2 Dec
1/2 of a double cabin with one king sized bed (sleeps 2)
Serenity Sunsets! 2.8miles to WISP, hot-tub, pets
10.0 out of 10, Exceptional, (3)
"This is a phenomenal mountain chalet. The owner/property manager is very responsive. The house is beautiful, well-equipped, and well maintained. We stayed warm, comfortable and entertained while a winter storm with sub-zero temps hit during our stay. The location has beautiful mountain views and feels remote, but is only a few minutes from Wisp and McHenry. The house is on the tip top of the hill so you'll need 4wd or snow tires if there is snow/ice on the drive up. I loved this place and am...
United States
Ryan S.
Serenity Sunsets! 2.8miles to WISP, hot-tub, pets
Bella Vista! Best Views-Hot Tub-Peloton-EV Charger
10.0 out of 10, Exceptional, (1)
"What a lovely home overlooking the lake! Super clean and stocked."
United States
Lauren P.
Bella Vista! Best Views-Hot Tub-Peloton-EV Charger
Chalet in the Orchard;Romance, Luxury, Relaxation -Movie theater, Sauna, Hot tub
10.0 out of 10, Exceptional, (3)
"We loved the tranquility we experienced during our stay. They offered amazing amenities and it was beautifully furnished. We especially loved the theater room! We will definitely be staying here again. "
United States
Julia S.
Chalet in the Orchard;Romance, Luxury, Relaxation -Movie theater, Sauna, Hot tub
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Maryland Hotel Reviews

Find out more about Maryland

Maryland Chalets information

Number of reviews
183
Accommodation
35 Chalets
Lowest Price
AU$245
Highest Price
AU$551

Explore a world of travel with Expedia