Chalet holiday rentals in Maryland

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Popular amenities for chalet rentals in Maryland

Family-friendly chalet rentals

Chalet in Accident
4.81 out of 5 average rating, 149 reviews

It's All Good @ Deep Creek Lake

KellyRating, 5 stars3 weeks ago
Location was absolutely perfect for us. Close enough to everything, but with a private feel. House felt bigger than the pictures, which was a pleasant surprise! Loved having the basement floor for our boys to have their own sense of privacy as well. Would come back again 100%!
Chalet in Friendsville
4.83 out of 5 average rating, 86 reviews

Log Cabin overlooking the Yough River Valley

FranklinRating, 5 stars2 months ago
Our family of four and dog really enjoyed Tina and Robert’s Kendall Retreat. We stayed for 6 days and would have stayed longer if we could. Fun little area to explore, and their guidebooks are super helpful and spot on. The house was clean, space was perfect for us, and we loved enjoying the deck, fireplace, view and cooking in the beautiful kitchen. Ping pong and game system were added bonuses. Lots to do in the area in spring. Hiking, arcades/tracks, breweries, fun restaurants and also exploring the trails around the house. Would go back!
Guest favourite
Chalet in McHenry
4.75 out of 5 average rating, 101 reviews

Fish R Landing @ Deep Creek Lake

ChristenRating, 5 stars11 months ago
The house is beautiful in a private area with a lot of natural light. Host was responsive if needed. Not far from Main Road to get to things to do. Friends that came with me are considering coming back to the same house.
Chalet in Oakland
4.84 out of 5 average rating, 135 reviews

Big Rock Candy Mountain Lodge - Deep Creek Lake

VictoriaRating, 5 stars4 months ago
Amazing house within 10 minutes of wisp which is why we came and we had an absolute blast!! Will definitely book again!

Luxury chalet rentals

Chalet in Oakland
4.67 out of 5 average rating, 18 reviews

ON THE ROCKS Lakeside Mountain Escape

EndalkRating, 5 stars3 months ago
Great place and communication by the host!
Guest favourite
Chalet in McHenry
4.95 out of 5 average rating, 81 reviews

Bella Vista! Best Views-Hot Tub-Peloton-EV Charger

Ann-LeeRating, 5 stars2 months ago
Our 8-person group included older parents, as well as two kids <10, during the most off-season month at Deep Creek, when many area attractions were closed. Along with some stormy spring weather, that meant we were spending a good amount of our trip in the house. And we had an amazing time there. The kids loved the arcade machine, foosball & ping pong table, puzzles, board games and the big TV was great for movies and ballgames in front of the warm fireplace. The grill, firepit and hot tub were easy to use and in great condition - it was reassuring to see the contracted hot tub company come for routine maintenance, indicating it was clean & safe. And the view! We ate at the dining table and gazed out over the lake and hills. The kitchen had all we needed to cook for everyone. Beds/baths were comfy and it was nice to have a set on each floor - our families could have our own spaces, and my parents could stay on the 1st floor to avoid stairs. We loved the house and hope to return!
Chalet in McHenry
4.91 out of 5 average rating, 80 reviews

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

JoanRating, 5 stars9 months ago
We thoroughly enjoyed our stay at Bearly Believable. The hot tub was a big hit with the kids. The kitchen was well equipped with plenty of dishware and glasses. Really good location, easy to get to the grocery store and park (which our dog loved.) Our first trip to Deep Creek Lake was great.
Superhost
Chalet in McHenry
4.93 out of 5 average rating, 105 reviews

Primo Vista! Spectacular views, Dock Slip, Hot Tub

ChrisRating, 5 stars2 weeks ago
Place was great, our family loved it. Amazing view, plenty of space and very nice all around. Communication was excellent as well. We would stay here again!
Top guest favourite
Chalet in Swanton
5 out of 5 average rating, 36 reviews

Great Location - Balcony View - Hot Tub - Fire Pit

KatyRating, 5 stars3 weeks ago
We stayed here with 3 different families, each family was able to take a different floor for sleeping. We had 4 kids under 5 years old and they all slept great. The house blocked sound so well. We had a great time staying here. The weather was a mix of sun and rain and kind of chilly and we had plenty to do and space at the house for the kids. We all enjoyed our stay! Heather and Michael responded quickly to any questions we had and were very accommodating. I would definitely recommend their place for a stay.
Chalet in McHenry
4.35 out of 5 average rating, 31 reviews

5BR Lakeview Dog Friendly | Hot Tub | Dock

KyleRating, 5 stars4 months ago
Wonderful location. Loved the hot tub. Plenty of utensils provided in the kitchen.
Superhost
Chalet in Swanton
4.94 out of 5 average rating, 32 reviews

Deep Creek Lake One-of-a-kind 30 acre retreat!

DamianRating, 5 stars1 week ago
Beautiful house and property, ideal for groups or families who want a little more privacy. Paul was a terrific host, very responsive and helpful. We will definitely be back!
Chalet in Swanton
4.79 out of 5 average rating, 113 reviews

Deep Creek Lake Retreat

AlexRating, 5 stars1 month ago
Great place for a weekend getaway! lots a space for big group and tons of activities. would definitely stay again!

Lakefront chalet rentals

Superhost
Chalet in McHenry
4.85 out of 5 average rating, 190 reviews

R & R Retreat

CarolRating, 5 stars1 month ago
This was a great place to stay for a weekend fishing trip. The private slip and the great location on the waterfront was perfect. My brothers and I ended up catching 7 different species of fish, including several chain pickerel near the dock. Larry is a really friendly host, provides a ton of information about the area, and was always happy to offer up suggestions!
Guest favourite
Chalet in McHenry
4.83 out of 5 average rating, 196 reviews

Drake's Nest on Deep Creek Lake

MakaiyaRating, 5 stars2 weeks ago
Jerry was an incredible host. He was very helpful and his home is nice and cozy. We loved every second of our stay. The dock was so beautiful. The home is even nicer in person. And the price is so affordable. We loved our stay. Thanks so much for the wonderful trip Jerry!
Top guest favourite
Chalet in Swanton
4.83 out of 5 average rating, 60 reviews

Deep Creek Lake - Lakefront pup-friendly Chalet!

ConstanceRating, 5 stars4 months ago
Cabin and location is in a prime location right on the lake. My family went there on a weekend that was snowy, rainy, dreary. We could not do outdoor activities, so we drove to Walmart ordered food and had an amazing weekend in the cabin. Ample space, stocked kitchen, clean bathrooms, pool table, plethora of games, large dining room table where we had a ball! Very peaceful and relaxing atmosphere, made for great pictures. Paul is an incredible host. Responsive, honest, reliable. I highly rec this location and my family and I will return.
Guest favourite
Chalet in McHenry
4.94 out of 5 average rating, 32 reviews

Hartwood Haven - Steps from lake, boat slip & fun!

KevinRating, 5 stars2 weeks ago
This house felt like home from the second we walked in. Great location, walkable bars and restaurants, great dock, and just a wonderful place to escape to. Melanie was so kind and helpful, we can’t say enough great things about this experience. We will be back for sure!
Top guest favourite
Chalet in Port Tobacco
4.98 out of 5 average rating, 58 reviews

River Waterfront-Dock|Canoe|HotTub|Gameroom|NearDC

ChadRating, 5 stars3 weeks ago
This was exactly what our family needed. A relaxing house with enough fun stuff to do for rainy days. The kids loved the movie room and the attic playroom. They also loved their accommodations
Guest favourite
Chalet in Oakland
4.97 out of 5 average rating, 310 reviews

Private (5 Star!) Lake Access Chalet w/ Hot Tub

AndreaRating, 5 stars1 week ago
Krista’s place was clean and we enjoyed our weekend staying there. The kitchen was well stocked and there were tons of toys and games available to play. We wished we could’ve stayed longer! The hot tub and the surrounding area were lovely!

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