Chalets in Maryland

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Top Cities in Maryland

ChaletsChalets

Cumberland

Cumberland

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

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

Lake-view home with hot tub, dock, decks, firepit, & AC - near slopes, dogs OK
McHenry
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
Exterior
Lake View Chalet with Hot Tub and Fire Pit

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

Luxury cabin with mountain views
Flintstone
The price is AED 624
AED 877 total
includes taxes & fees
5 Jan - 6 Jan
Luxury cabin with mountain views
Smart TV, fireplace, DVD player, books
Timroc II, FIVE STAR REVIEWS! 15 MINUTES FROM WISP! HOT TUB! PRIVATE 2 ACRES!

Timroc II, FIVE STAR REVIEWS! 15 MINUTES FROM WISP! HOT TUB! PRIVATE 2 ACRES!

Timroc II, FIVE STAR REVIEWS! 15 MINUTES FROM WISP! HOT TUB! PRIVATE 2 ACRES!
Oakland
10.0 out of 10, Exceptional, (110)
"We had an amazing stay at this beautiful property!! Its proximity to parks, the lake etc is ideal. We are considering another stay here in the winter months!"
United States
Keri T.
Timroc II, FIVE STAR REVIEWS! 15 MINUTES FROM WISP! HOT TUB! PRIVATE 2 ACRES!
Exterior
Bearly Believable By The Lake & WISP hot-tub/pets

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

Bearly Believable By The Lake & WISP hot-tub/pets
McHenry
9.4 out of 10, Exceptional, (6)
"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

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)
"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 AED 378
AED 549 total
includes taxes & fees
5 Jan - 6 Jan
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.

Private cabin with two full beds. ADA accessible.
Flintstone
10.0 out of 10, Exceptional, (7)
"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.
The price is AED 378
AED 549 total
includes taxes & fees
5 Jan - 6 Jan
Private cabin with two full beds. ADA accessible.
Terrace/patio
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

Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp
Oakland
9.6 out of 10, Exceptional, (34)
"Clean pet friendly and great location."
United States
William L.
Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp
Exterior
✔ Lakefront paradise & lake toys included! Hot Tub~Dock~Game room & Fire-pit!

✔ 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)
"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.
✔ 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.

Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
Oakland
10.0 out of 10, Exceptional, (4)
"The place was so clean and fully stocked. We had a wonderful stay. Five stars!! "
United States
Lori S.
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)

1/2 of a double cabin with one king sized bed (sleeps 2)
Flintstone
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 AED 378
AED 549 total
includes taxes & fees
5 Jan - 6 Jan
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.

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)
"Beautiful cabin just off the interstate."
United States
Stephen L
The price is AED 830
AED 1,133 total
includes taxes & fees
5 Jan - 6 Jan
Double cabin with 2 queen beds, 1 king bed, common porch and each unit has a private entrance and bath.
Exterior
Private cabin with two double beds (sleep 4)

Private cabin with two double beds (sleep 4)

Private cabin with two double beds (sleep 4)
Flintstone
10.0 out of 10, Exceptional, (5)
"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.
The price is AED 378
AED 549 total
includes taxes & fees
5 Jan - 6 Jan
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)

1/2 of a double cabin with two queen beds (sleeps 4)
Flintstone
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 AED 411
AED 582 total
includes taxes & fees
5 Jan - 6 Jan
1/2 of a double cabin with two queen beds (sleeps 4)
Property grounds
Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Riverfront Retreat-HotTubIDock|Fenced YardINear DC
port tobacco
10.0 out of 10, Exceptional, (9)
"Excellent "
United States
Joseph T.
The price is AED 897
AED 2,126 total
includes taxes & fees
7 Jan - 8 Jan
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

Wooded Retreat w Hot Tub, Loft, Game Room & Sauna
Oakland
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
Exterior
Private cabin with two double beds (sleeps 4)

Private cabin with two double beds (sleeps 4)

Private cabin with two double beds (sleeps 4)
Flintstone
9.6 out of 10, Exceptional, (4)
"Cute, clean cabins conveniently located to highway and nearby Cumberland. Nice stay!"
United States
Amy R.
The price is AED 378
AED 549 total
includes taxes & fees
5 Jan - 6 Jan
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

Serenity Sunsets! 2.8miles to WISP, hot-tub, pets
McHenry
10.0 out of 10, Exceptional, (3)
"This place is great and was very clean!"
United States
Galit B.
Serenity Sunsets! 2.8miles to WISP, hot-tub, pets
Outdoor dining
Primo Vista! Spectacular views, Dock Slip, Hot 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
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.
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Top Maryland Hotel Reviews

Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

10/10 Excellent
"The room was clean and we enjoyed the partial view of the inner harbor. The staff was friendly and provided excellent service "
Brian 4-night trip
Posted 2 days ago
Renaissance Baltimore Harborplace Hotel