Top Chalets in Maryland from $158

A historic downtown street at dusk with vintage street lamps, brick buildings, and a sign for 'FELSH POINT'.

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Top Cities in Maryland

A capitol building with a dome, surrounded by autumn foliage.

Our top choices for Maryland chalets

A cabin with a wooden deck and multiple levels, surrounded by a forest.

1. Rustic 5BR Home - HOT TUB & FIREPLACE - McHenry

McHenry

Mary R.

A hot tub with a bottle of wine and glasses, surrounded by autumn trees.

2. ✔ Lakefront paradise & lake toys included! Hot Tub~Dock~Game room & Fire-pit!

McHenry

AJ B.

A covered porch with wooden railings, white plastic chairs, and large windows overlooking a forested area.

3. 3BR - Cozy Log Cabin - Hot Tub

Sky Valley

"Rental ReviewWe were really looking forward to this stay, but unfortunately the experience did not match the nearly 800 total price for two nights.On arrival, there was trash in a trash can with no bag, dishes left in the dishwasher, and additional trash behind the beds. With 249 of the total cost being a cleaning fee, that was disappointing.The basement also had a very strong musty smell that made it difficult to spend time down there. Unfortunately, that’s where the air hockey and foosball...

Matthew S.

$432 nightly

Sep 10 - Sep 11

Total with taxes and fees

A covered outdoor seating area with snow-covered furniture and a view of snow-laden trees.

4. Dizzy's Den--5 minute walk to lake access-rentals--formerly the "Love Shack"

Oakland

Courtney l.

A snow-covered landscape with a wooden cabin, a snow-covered tree, and a wooden fence.

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

Oakland

Michael H.

A blue house with a balcony, a hot tub, and a covered patio area.

6. Riverfront Retreat-HotTubIDock|Fenced YardINear DC

port tobacco

Jeff and Nancy B.

$543 nightly

Sep 9 - Sep 10

Total with taxes and fees

A covered deck with a table and chairs, overlooking a landscape with hills and a house.

7. Spacious 6BR Chalet - HOT TUB - McHenry

McHenry

"First the host Justin was absolutely amazing, his staff was wonderful and helped us get in the property quickly, the entire house was immaculate; the rooms, the bathrooms, the dining area, the kitchen very well equipped, the living room, the game room, the jacuzzi and even the sun room/balcony this home felt like a home away from home and it was so beautiful the art on the walls all told a story. You can tell this home means a lot to the family and it's very beautiful, my family was very happy...

Mamie W.

A two-story house with a balcony, surrounded by greenery and illuminated by string lights.

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

McHenry

Sean O.

A two-story house with a balcony, stone foundation, and large windows.

9. Family Friendly Lakeside Chalet - Hot Tub, Game Room, Fireplace, & Private Dock

Mountainside

Lila A.

A wooden cabin with a hot tub on a wooden deck, surrounded by trees.

10. Timroc II, FIVE STAR REVIEWS! SHORT WALK TO THE LAKE, HOT TUB! PRIVATE 2 ACRES!

Oakland

Dennis R.

A wooden cabin with a balcony, surrounded by a grassy area with lavender flowers.

11. A-Frame Cabin - Minutes from WISP

Oakland

A lodge with a green roof, wooden exterior, and a star emblem. It features a covered porch with chairs and a table, surrounded by a gravel driveway and a forested hillside.

12. Private cabin with two double beds (sleep 4)

Flintstone

Karl

$157 nightly

Sep 9 - Sep 10

Total with taxes and fees

A lodge with a swimming pool, a road, and a lake.

13. 2BR - Forest Cabin - Fire Pit

Oakland

Lakia J.

A rustic log cabin with a green roof, a porch with outdoor seating, and a sign indicating an office entrance.

14. Private cabin with two full beds. ADA accessible.

Flintstone

Leah I.

$157 nightly

Sep 10 - Sep 11

Total with taxes and fees

A wooden cabin with a deck, large windows, and a staircase.

15. Pool access, Lakeview A-frame + Hot Tub, 120” screen

Oakland

Tyrone C.

$736 nightly

Sep 23 - Sep 24

Total with taxes and fees

A two-story house with a balcony and a deck.

16. Lake Views! HOT TUB! Walk to Lake Rentals, Coffee & Eats. Minutes to Everything!

Oakland

Lori S.

A wooden cabin with a covered porch and a fenced yard.

17. 1/2 of a double cabin with one king sized bed (sleeps 2)

Flintstone

"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...

LaRon G.

$157 nightly

Sep 10 - Sep 11

Total with taxes and fees

A wooden deck with a fire pit, red outdoor furniture, and a view of the surrounding forest.

18. Log chalet w/ hot tub & BBQ grill

Oakland

Jennifer M.

$663 nightly

Sep 9 - Sep 10

Total with taxes and fees

A modern kitchen with wooden walls, stainless steel appliances, and a bar area with stools.

19. Luxury cabin with mountain views

Flintstone

Mojan B.

$259 nightly

Sep 9 - Sep 10

Total with taxes and fees

A covered porch with a railing, a set of white chairs, and a view of the outdoors.

20. Charming 3BR Cabin - POND VIEW - McHenry

McHenry

Dervin D.

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Top Maryland Hotel Reviews

Princess Bayside Beach Hotel

8/10 Good

"My stay at Princess Bayside during a long Labor Day weekend was pleasant. This was my third consecutive year booking with Princess Bayside. The room was clean and comfortable; however, the rooms needs some sprucing up. The bathroom door was somewhat worn, and there were no hooks to hang towels. Our room was supplied with bath towels, although we typically receive washcloths and hand towels as well. My husband had to request additional smaller towels. The bar inside the hotel Finnegangs, opens relatively late and closes earlier than expected, often before midnight, which limits its usability. The establishment has significant potential, and it has a pool table which is great! I hope someone can improve it and update it to become a more inviting space where guests can enjoy good drinks and music. Some updates could enhance the overall experience. The hotel's location is excellent, so many things are close by, including the beach, restaurants and more. The staff were very friendly, and the hotel had a pleasant aroma. Overall, the service was good, and our stay was enjoyable."

Princess Royale Oceanfront Resort

8/10 Good

"Rooms are very large and comfortable with a separate living in kitchen area. The resort definitely caters to families and kids with a large indoor pool and arcade. Navigating the property was a little bit confusing. Never found out how to access the beach, but was only there for one night. The only detractor loans that we could clearly hear the people in the room next to us talking and every time somebody was in the hallway, it was very loud as well. Seemed to be no noise-deafening materials in the rooms."

Plim Plaza Hotel

8/10 Good

"This is a budget hotel right on the beach in between 1st and 2nd Streets so you are just outside the heart of the boardwalk area which is that much better so you don't get all the noise from a few blocks down being close to the amusement park area. It's nothing fancy, showing its age and if you're expecting a lot, or need luxury accommodations, this is not the place for you. If you want the convenience of being right on the beach, close to the boardwalk highlights, a seafood and diner vibe restaurant right down stairs, and a tiki bar with live music out back, then this is your place for those budget conscious. As poorly as I rated it, I still come back here year after year because I don't need a frilly room, I'm only sleeping and showering to get ready for the next beach day. You're just not going to find a better spot for the price in Ocean City."

Find out more about Maryland

Maryland Chalets information

Number of reviews	249
Accommodation	38 Chalets
Lowest Price	$158
Highest Price	$780

Find Chalets in Maryland from $158

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Upfront pricing

Check prices for these dates

Top Cities in Maryland

Washington

Our top choices for Maryland chalets

1. Rustic 5BR Home - HOT TUB & FIREPLACE - McHenry

2. ✔ Lakefront paradise & lake toys included! Hot Tub~Dock~Game room & Fire-pit!

3. 3BR - Cozy Log Cabin - Hot Tub

4. Dizzy's Den--5 minute walk to lake access-rentals--formerly the "Love Shack"

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

6. Riverfront Retreat-HotTubIDock|Fenced YardINear DC

7. Spacious 6BR Chalet - HOT TUB - McHenry

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

9. Family Friendly Lakeside Chalet - Hot Tub, Game Room, Fireplace, & Private Dock

10. Timroc II, FIVE STAR REVIEWS! SHORT WALK TO THE LAKE, HOT TUB! PRIVATE 2 ACRES!

11. A-Frame Cabin - Minutes from WISP

12. Private cabin with two double beds (sleep 4)

13. 2BR - Forest Cabin - Fire Pit

14. Private cabin with two full beds. ADA accessible.

15. Pool access, Lakeview A-frame + Hot Tub, 120” screen

16. Lake Views! HOT TUB! Walk to Lake Rentals, Coffee & Eats. Minutes to Everything!

17. 1/2 of a double cabin with one king sized bed (sleeps 2)

18. Log chalet w/ hot tub & BBQ grill

19. Luxury cabin with mountain views

20. Charming 3BR Cabin - POND VIEW - McHenry

Find vacation rentals that suit your style

Top Maryland Hotel Reviews

Princess Bayside Beach Hotel

Find out more about Maryland

Maryland Chalets information

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