Lake Days & Game Nights w/ Hot Tub

Oakland, Maryland
$737 avg/night Minimum Stay 2 Nights
Bed 5

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 14

Max Sleeps

Night 2 nights

Min Stay

Name: Captain Jack's | Bedrooms: 5 | Bathrooms: 5 | Sleeps: 14 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Provided

DESCRIPTION:
Land Ho!

A paradise vacation awaits at Captain Jack’s! Step inside this mountain retreat and take in the amazing wall of windows and stunning stone fireplace that gives this home a sense of warmth and comfort. This “wow factor” great room is the perfect place for family gatherings and entertaining large groups. Gather everyone around the rustic farmhouse dining table for a home cooked meal and plan your adventure filled days ahead. Classic hardwood floors guide you through the open floor plan of the main level and out onto the deck overlooking the woodsy back yard. What wildlife will you spot during your stay Relax on the deck and soak up the afternoon and check for visitors or enjoy an evening drink, take in the fresh mountain air, and watch the sunset. With multiple spaces to do some work from home and an amazing lower level game area equipped with a full bar and multiple games, you can work and play all day long! Enjoy a day out and about around the area and after, relax in the bubbles of the hot tub or enjoy some s’mores around the campfire. With the amazing home amenities, close proximity to community amenities (the tennis courts are right across the street!) and the lake right at the bottom of the hill, this home has a little something for everyone! So get underway! Climb aboard, anchor down, and enjoy your smooth sailing vacation at Captain Jack’s!

ACCESS DETAILS:
Lake access is located at the Mountainside Marina Club located off of Route 219, next to the Lakeside Creamery. No Dock Slip.

COMMUNITY/AREA DETAILS:
This home is located in the Mountainside Community at Deep Creek Lake.

LAYOUT DETAILS:
Main Level:
- Kitchen
- Great Room with Dining Space
- Dining Room
- Full Bath with Shower/Tub
- Bedroom (Suite): King Bed, Attached Bath with Shower
- Office Space: Daybed with Trundle
- Laundry

Upper Level:
- Loft
- Bedroom (Suite): King Bed Attached Bath with Shower/Tub
- Full Bath with Shower/Tub
- Bedroom: King Bed
- Bedroom: Queen Bed

Lower Level:
- Den: Game Area and Bar
- Full Bath with Shower
- Bedroom: 2 Duo Bunk Beds
- Sitting Room: Queen Sleeper Sofa

DISCLAIMERS:
4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking.

AFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.

TOILETRIES & PAPER PRODUCTS: Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.

NOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • SKI

    Snowboarding And Cross-country Skiing Nearby
  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4076 Sq Ft (379 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    5 Bathrooms Bathtub Or Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fitness Facilities Nearby Golfing On Site Horse Riding Nearby Ice Skating Nearby Marina Nearby Power Boating Nearby Rafting Nearby Rock Climbing Nearby Sailing Nearby Sledding Nearby Tennis On Site Water Skiing Nearby
  • ENTERTAINMENT

    Foosball Table Games Pool Or Billiards Table TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In A Rural Location In The Mountains Near A Health Or Beauty Spa Near A Hospital Near A Zoo On The Lake
  • SERVICES AND CONVENIENCES

    Limited Housekeeping
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 14

Map Map

School District Rates & Availability

Review Review

  • Christian M.

    Submitted Feb 9, 2026

    Stayed Feb 6, 2026

    Beautiful home!! We had a great stay.

  • Clint I.

    Submitted Aug 10, 2025

    Stayed Aug 7, 2025

    The house was very clean and as listed. Good location

Your dates are Available!

Total

Includes taxes and fees
$737+
View details