Chalets in Maryland

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Check prices for these dates

In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec

Top Cities in Maryland

ChaletsChalets

Washington

Washington

Featured Chalets in Maryland

Our top choices for Maryland chalets

Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!
Smart TV, fireplace, DVD player, books

Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!

10.0 out of 10, Exceptional, (106)
"Perfect family house, great for kids. Property is close to dock for fun finishing, just wish we had better weather, but we made great use of the screened in porch."
Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!
Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp
Terrace/patio

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

9.6 out of 10, Exceptional, (29)
"This home is very nice and in a great location. Within 15 minutes of everything around DCL area. Great deck space with fire pit for relaxing and plenty of games and an arcade machine that the kids loved. Host was very responsive and everything was easy to find in the house. "
Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp
4-bedroom chalet in lovely Ocean Pines with WiFi, AC
Exterior

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."
4-bedroom chalet in lovely Ocean Pines with WiFi, AC
Lake-view home with hot tub, dock, decks, firepit, & AC - near slopes, dogs OK
Terrace/patio

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

8.8 out of 10, Excellent, (18)
"We visited with some friends and loved the home and the fully stocked kitchen. The basketball court was perfect for the kids to shoot hoops and play some wiffle ball."
Lake-view home with hot tub, dock, decks, firepit, & AC - near slopes, dogs OK
Bearly Believable By The Lake & WISP hot-tub/pets
Exterior

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."
Bearly Believable By The Lake & WISP hot-tub/pets
New Lakefront~5 BR! Hot Tub~Game Rom & Firepit!
Exterior

New Lakefront~5 BR! Hot Tub~Game Rom & Firepit!

10.0 out of 10, Exceptional, (4)
"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."
New Lakefront~5 BR! Hot Tub~Game Rom & Firepit!
Luxury cabin with mountain views
Fridge, microwave, oven, stovetop

Luxury cabin with mountain views

The price is AU$420
includes taxes & fees
28 Sept - 29 Sept
Luxury cabin with mountain views
1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child
Exterior

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!"
The price is AU$240
includes taxes & fees
21 Sept - 22 Sept
1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child
Wooded Retreat w Hot Tub, Loft, Game Room & Sauna
Terrace/patio

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!"
The price is AU$859
includes taxes & fees
22 Sept - 23 Sept
Wooded Retreat w Hot Tub, Loft, Game Room & Sauna
Private cabin with two full beds. ADA accessible.
Exterior

Private cabin with two full beds. ADA accessible.

10.0 out of 10, Exceptional, (6)
"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."
The price is AU$259
includes taxes & fees
28 Sept - 29 Sept
Private cabin with two full beds. ADA accessible.
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
Exterior

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

10.0 out of 10, Exceptional, (3)
"The place was so clean and fully stocked. We had a wonderful stay. Five stars!! "
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
Private cabin with two double beds (sleep 4)
Exterior

Private cabin with two double beds (sleep 4)

10.0 out of 10, Exceptional, (3)
"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!"
The price is AU$259
includes taxes & fees
28 Sept - 29 Sept
Private cabin with two double beds (sleep 4)
Waterfront River Retreat-Dock|Canoe|HotTub|Near DC
Property grounds

Waterfront River Retreat-Dock|Canoe|HotTub|Near 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."
Waterfront River Retreat-Dock|Canoe|HotTub|Near DC
1/2 of a double cabin with two queen beds (sleeps 4)
Exterior

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!"
The price is AU$257
includes taxes & fees
22 Sept - 23 Sept
1/2 of a double cabin with two queen beds (sleeps 4)
Private cabin with two double beds (sleeps 4)
Exterior

Private cabin with two double beds (sleeps 4)

9.6 out of 10, Exceptional, (4)
"Cute, clean cabins conveniently located to highway and nearby Cumberland. Nice stay!"
The price is AU$259
includes taxes & fees
28 Sept - 29 Sept
Private cabin with two double beds (sleeps 4)
Double cabin with 2 queen beds, 1 king bed, common porch and each unit has a private entrance and bath.
Exterior

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

The price is AU$489
includes taxes & fees
21 Sept - 22 Sept
Double cabin with 2 queen beds, 1 king bed, common porch and each unit has a private entrance and bath.
1/2 of a double cabin with one king sized bed (sleeps 2)
Exterior

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...
The price is AU$240
includes taxes & fees
21 Sept - 22 Sept
1/2 of a double cabin with one king sized bed (sleeps 2)
Bella Vista! Best Views-Hot Tub-Peloton-EV Charger
Outdoor dining

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."
Bella Vista! Best Views-Hot Tub-Peloton-EV Charger
Serenity Sunsets! 2.8miles to WISP, hot-tub, pets
Exterior

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

10.0 out of 10, Exceptional, (3)
"This place is great and was very clean!"
Serenity Sunsets! 2.8miles to WISP, hot-tub, pets
Chalet in the Orchard;Romance, Luxury, Relaxation -Movie theater, Sauna, Hot tub
Outdoor spa tub

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. "
The price is AU$401
includes taxes & fees
24 Sept - 25 Sept
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.
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Top Maryland Hotel Reviews

Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

10/10 Excellent
"Close to everything"
Dan 2-night trip
Posted 2 days ago
Carousel Resort Hotel & Condominiums

Find out more about Maryland

Find out more about Maryland

Maryland Chalets information

Number of reviews
164
Accommodation
35 Chalets
Lowest Price
AU$240
Highest Price
AU$859

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