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Lucky Bear Lakeside

South Deep Creek Lake, MD, United States

  • 5 bedrooms
  • Sleeps 12
  • Wi-Fi
  • Pets allowed
  • Washing machine
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Located in Waterfront Greens, this stunning pet-friendly lakefront chalet will take your breath away! Wood-planked ceilings and inviting open spaces give…

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Listing description

Located in Waterfront Greens, this stunning pet-friendly lakefront chalet will take your breath away! Wood-planked ceilings and inviting open spaces give Lucky Bear Lakeside a welcoming feel that makes everyone feel at home. Scenic lake views, great outdoor space and stylish furnishings are just a few of the highlights. The living area of the great room is ideal for kicking back in the large comfortable couches to watch a movie on the flat-screen TV, playing games with the kids by the warmth of the fireplace, or stretching out on the sofa for an always-welcome nap.

The open layout makes it easy for everyone to enjoy each other’s company. The spacious kitchen island works perfectly as a breakfast bar or drop-off point between the kitchen and dining table. Beautiful stainless-Steel appliances give you the feel of a gourmet kitchen. Take this time to try out a few new recipes and some old ones you haven't had in a while. With the dining table conveniently located next to all the action, it's easy to stay engaged with friends and family while grabbing a quick bite to eat.

Bon Appetit! Sit out on the roomy deck and let the lake breeze cool you off after a day in the sun. The back deck is the ideal place to grill up a tasty meal while you breathe in the mountain air under the sun. Feeling to hot? Head down to the patio and cool off under the shade on the picnic table. The bedrooms at Lucky Bear Lakeside offer generous-sized rooms with beautifully made-up comfortable beds so you can awaken each day feeling well rested.

Whether traveling with kids, other couples, or friends, each bedroom is well-appointed to ensure each guest has their own hotel room. Two of the bedrooms include King-sized beds, while the other primary rooms feature a queen-sized bed. Kids can escape to their own adventures in their dual bunk bedroom located on the lower level. The primary master suite also features a stunning, luxurious bathroom with double vanities, stand-alone shower, and soaking tub decorated in spa tones for a truly relaxing feel.

Dim the lights, add a few drops of essential oils to the bathtub, and turn on the meditation music and you are on your way to pure relaxation after a long day of fun. If you are more of a night owl, you will also take pleasure in the lower-level family room. With everything from billiards to arcade games, the family room is like having a private club in your own home. Plus, you’ll enjoy convenient access to preparing late night snacks or a cocktail at the wet bar with beverage fridge and microwave.

Walk through the sliding door to the lower patio and enjoy a soak in the steamy waters of the hot tub as you gaze out into the starry night sky. Everyone will love having access to community amenities that include tennis courts, a par-3 golf course, mini golf, a catch and release fishing pond and a sledding hill. You can also walk or bike on quiet community roads. Lucky Bear Lakeside also comes with a CARC (Community Aquatic and Recreation Complex) membership with use of their indoor pool and fitness facilities.

Experience easy living at Lucky Bear Lakeside. This well-appointed vacation home is the ultimate embodiment of comfort and design! Wish You Were Here? You can be. Book today to reserve your preferred vacation dates! If your rental is listed as having a Boat Dock as an amenity provided with this property, this is subject to weather conditions, water levels, and other natural factors. *Please Note: A 4WD vehicle is required in winter months (November - March).

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Good to know. A four-wheel-drive vehicle is required in winter months, November through March.Things to know ›

Before you book

Check-in
Not provided by the host
Checkout
Not provided by the host
Pets
Welcome, per the host
House rules
A four-wheel-drive vehicle is required from November through March. Things to know ›
Nearby
  • Groceries Lake&Lure Country Store · 1.1 km straight-line
Straight-line distances from the location of Lucky Bear Lakeside. No pedestrian route was computed. Places come from a licensed open dataset; sources are listed around the home. Around the home ›
Sleeps
Sleeps 12
Good to know
A four-wheel-drive vehicle is required in winter months, November through March.
How to book
Check dates & priceYou won’t be charged here; the host confirms and takes payment.
Cancellation and payment terms
See the host’s own listing text in the house rules and FAQ, and confirm cancellation and payment terms with the host before booking. Ask on the host’s site ›
  • Source listing captured Oct 27, 2026. View source listing ›
  • Online date and price check verified Oct 29, 2026, valid until Nov 12, 2026.
  • Listing updated Oct 27, 2026. Not an independent verification.
Compare with another property

Method: start with this page's listed facts, open another property's source page, then fill in the same fields. Missing information means ask the host. These facts are not independently verified; this worksheet does not rank properties.

Source: Lucky Bear Lakeside. Page last updated (UTC): . A page update is not a verification date. Confirm dates and terms with each host and note when they replied.

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ItemLucky Bear LakesideAnother property
Source pageLucky Bear Lakeside
SleepsSleeps 12
PetsYes
Good to knowA four-wheel-drive vehicle is required in winter months, November through March.
How to bookCheck dates & price
Dates and party size
Total price and currency
Deposit and payment terms
Cancellation terms
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Ask about the houseAnswers from what the host has published here.

Lucky Bear Lakeside offers accommodation in South Deep Creek Lake, MD, United States. Sleeps 12 · 5 bedrooms · Wi-Fi · Kitchen · Pets allowed · Washing machine · Parking. Contact the host directly at vtrips.com. The host confirms dates and prices.

Confirm dates, total price, deposit and cancellation terms with the host. Wi-Fi and arrival instructions are shared with booked guests only. After you book ›

Check dates & price

Check dates and price before continuing with the host. A check does not reserve your stay. No contact or card details needed.

Capacity counts adults and children. The check prices everyone staying; the host confirms child rates.

Pets welcome, per the host.

Nothing is reserved. You won’t be charged here; the host confirms and takes payment.

Go to the host’s website

Dreamers Inn

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Dreamers Inn is a four-bedroom vacation home at Deep Creek Lake with lake views and a private dock, accommodating up to 10 guests.

From ~USD 302 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability

Visit host websitevtrips.com

Glenwood Cove

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From ~USD 431 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability

Visit host websitevtrips.com

180 Degrees

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180 Degrees is a pet-friendly lakefront vacation home in West Deep Creek Lake with lake views and a community dock slip.

From ~USD 321 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability

Visit host websitevtrips.com

Waltzing Matilda

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Waltzing Matilda is a pet-friendly lakefront vacation home at Deep Creek Lake with three bedrooms, two full bathrooms and space for six guests.

Visit host websitevtrips.com

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Visit host websitevtrips.com

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From ~USD 733 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability

Visit host websitevtrips.com

Bear Elegance

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From ~USD 355 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability

Visit host websitevtrips.com

Lucky Bear Lakeside

Ask about the house

Chucho Hi! Ask me anything about Lucky Bear Lakeside. I answer only from what the host has published here, and the host confirms dates and prices.