Chalets in Maryland

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Featured Chalets in Maryland

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

10.0 out of 10, Exceptional, (107)
"This house had everything we needed for a large group. We loved being able to relax, walk down to the dock to fish, and just sit and read in the screened in porch. Highly recommend this house."
Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!

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

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

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

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

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

10.0 out of 10, Exceptional, (5)
"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!

Private cabin with two double beds (sleep 4)

10.0 out of 10, Exceptional, (5)
"Only problem was coffee maker"
The price is €140
includes taxes & fees
12 Oct - 13 Oct
Private cabin with two double beds (sleep 4)

Luxury cabin with mountain views

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

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 €151
includes taxes & fees
22 Oct - 23 Oct
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

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 €583
includes taxes & fees
15 Oct - 16 Oct
Wooded Retreat w Hot Tub, Loft, Game Room & Sauna

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 €140
includes taxes & fees
16 Oct - 17 Oct
Private cabin with two full beds. ADA accessible.

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.

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.

Waterfront River Retreat-Dock|Canoe|HotTub|Near DC

10.0 out of 10, Exceptional, (9)
"Beautiful location for our family to stay to celebrate. It exceeded our expectations. "
The price is €570
includes taxes & fees
16 Oct - 17 Oct
Waterfront River Retreat-Dock|Canoe|HotTub|Near DC

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

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 €150
includes taxes & fees
13 Oct - 14 Oct
1/2 of a double cabin with two queen beds (sleeps 4)

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 €151
includes taxes & fees
19 Oct - 20 Oct
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...
The price is €140
includes taxes & fees
12 Oct - 13 Oct
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 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

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. "
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

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Maryland Chalets information

Number of reviews
172
Accommodation
35 Chalets
Lowest Price
€140
Highest Price
€583