Crooked Oak Lodge
A spacious Deep Creek mountain lodge with private-suite comfort, indoor pool time, and a hidden speakeasy made for memorable group stays.
20 Guests | 8 Beds | 9.5 Baths | Pet Friendly
20 Guests | 8 Beds | 9.5 Baths | Pet Friendly
A Deep Creek Lodge Made for Staying Together
Crooked Oak Lodge is built for groups who want to spend real time together without feeling crowded. The eight-bedroom suite layout gives guests more privacy than a typical large rental, while the shared spaces create natural places to gather throughout the day.
Mornings can start slowly in the kitchen and living areas before the group heads out to the lake, Wisp, golf, or nearby Deep Creek attractions. Later, everyone can return to the indoor pool, hot tub, game room, fire pit, and hidden speakeasy for an easy evening at the house.
Mornings can start slowly in the kitchen and living areas before the group heads out to the lake, Wisp, golf, or nearby Deep Creek attractions. Later, everyone can return to the indoor pool, hot tub, game room, fire pit, and hidden speakeasy for an easy evening at the house.
Take a Look Around Crooked Oak
Crooked Oak Lodge has a strong sense of space and character throughout the home. The sections below highlight the areas that shape the stay, from private bedroom suites and shared living spaces to the game room and hidden speakeasy that make evenings at the house feel more memorable.
What Makes Crooked Oak Stand Out
Crooked Oak Lodge stands apart because it gives large groups space, privacy, and a true sense of atmosphere. The eight-suite layout helps guests settle in comfortably, while the indoor pool, hot tub, game spaces, and hidden speakeasy create natural places to gather throughout the stay.
It is especially well suited for groups who want a polished Deep Creek home with personality. The speakeasy gives evenings a tucked-away feel, the pool and hot tub make the home easy to enjoy year-round, and the location keeps your group close to lake-area activities without losing the quiet comfort of a mountain community setting.
It is especially well suited for groups who want a polished Deep Creek home with personality. The speakeasy gives evenings a tucked-away feel, the pool and hot tub make the home easy to enjoy year-round, and the location keeps your group close to lake-area activities without losing the quiet comfort of a mountain community setting.
Private-Suite Comfort
Eight bedroom suites make Crooked Oak especially comfortable for multi-family trips, reunions, and adult group stays where privacy matters.
A Hidden Speakeasy
The tucked-away bar gives evenings at the house their own atmosphere, whether the group is winding down after Wisp, lake time, or a day around Deep Creek.
Built for All Seasons
With an indoor pool, hot tub, game room, and generous indoor gathering areas, Crooked Oak works well in summer, winter, and the quieter seasons in between.
Private Space for a Full Group
Eight bedroom suites make Crooked Oak especially comfortable for large groups. Families, couples, and friends can stay together under one roof while still having private space to unwind at the end of the day.
The high bath count also makes a difference during reunion weekends, wedding groups, ski trips, and multi-family stays. More privacy and fewer shared-bath bottlenecks help the whole trip feel easier.
The high bath count also makes a difference during reunion weekends, wedding groups, ski trips, and multi-family stays. More privacy and fewer shared-bath bottlenecks help the whole trip feel easier.
Shared Spaces That Actually Fit the Group
The main living spaces are designed for the in-between moments that make a group trip work well. Guests can gather for meals, settle into conversation, spread out between activities, and enjoy slower mornings before heading out around Deep Creek.
Crooked Oak feels social without feeling crowded, giving the group plenty of shared space while still keeping the home comfortable for a full weekend or longer stay.
Crooked Oak feels social without feeling crowded, giving the group plenty of shared space while still keeping the home comfortable for a full weekend or longer stay.
Entertainment With a Hidden-Bar Twist
Crooked Oak’s entertainment spaces give the group an easy place to gather after a day around Deep Creek. The game room adds pool, games, and casual hangout space, while the hidden speakeasy brings the home’s most memorable detail into the mix.
It is a natural evening spot for larger groups, whether guests are settling in after Wisp, winding down from lake time, or staying in for a slower night at the house. The speakeasy gives the space a little more character without making the stay feel overdone.
It is a natural evening spot for larger groups, whether guests are settling in after Wisp, winding down from lake time, or staying in for a slower night at the house. The speakeasy gives the space a little more character without making the stay feel overdone.
A Strong Fit for Groups Who Want Space and Character
Crooked Oak is a strong fit for groups who want a polished Deep Creek home with plenty of room to gather, enough privacy to stay comfortably, and amenities that keep the trip easy even when plans change.
Year-Round Amenities
Crooked Oak gives guests reliable ways to enjoy the home across seasons. The indoor pool, outdoor hot tub, game room, fire pit, and speakeasy help the group make the most of the stay whether the trip is built around lake days, ski weekends, golf, or quiet time together.
Guest Reviews
Stay in Waterfront Greens Near Deep Creek Lake
Crooked Oak Lodge is located in Waterfront Greens, a Deep Creek Lake community with access to golf, lake-area activities, and a quieter mountain setting. From here, guests can split their time between the house, the lake, Wisp Resort, local restaurants, and seasonal activities around Deep Creek.
Waterfront Greens includes a private par-3 golf course within the community, making Crooked Oak a strong fit for guests who want easy access to casual golf during their stay.
The Waterfront Greens community sits along Deep Creek Lake and offers a lake-area setting with community access nearby. It gives guests a comfortable home base for enjoying the quieter side of Deep Creek while still staying connected to the water.
Wisp Resort is an easy drive from Crooked Oak, making the home a practical choice for ski weekends, snow tubing, mountain activities, and year-round resort outings.
Make the Most of Deep Creek
Crooked Oak works well for groups who want a mix of time at the house and time exploring Deep Creek. Nearby activities include golf, fishing, cycling, shopping, mountain adventure, water sports, and family-friendly attractions.
Spend part of the trip on the course with Deep Creek golf options nearby.
Cast a line at Deep Creek Lake, nearby streams, or local fishing spots around the area.
Explore scenic roads and outdoor routes around the lake and surrounding mountains.
Browse local shops, pick up essentials, or plan an easy outing between lake and house time.
Add a more adventurous outdoor activity to your stay with nearby mountain and climbing options.
Make the most of Deep Creek Lake with boating, paddling, tubing, and other on-the-water activities.
Plan a family-friendly outing with seasonal attractions and activities around the Deep Creek area.
Everything That Helps the Stay Work Smoothly
Crooked Oak includes the practical comforts, gathering spaces, and standout amenities that make large-group trips easier to plan and more enjoyable.
Sleep & layout
Family-friendly
Location Information
Private Amenities
Comfort & essentials
Parking & access
Kitchen & Dining
Safety
Outdoor Amenities
Helpful Details Before You Book
Crooked Oak is designed for large, comfortable group stays, but a few details are helpful to know before planning your trip.
- Minimum booking age is 25
- Dogs are allowed with breed restrictions
- Dock slip availability is seasonal and fee-based
- AWD, 4WD, or snow tires are recommended in winter
- Additional charges may apply for pool heating and pet fees
- Personal vehicle is recommended
- Dogs are allowed with breed restrictions
- Dock slip availability is seasonal and fee-based
- AWD, 4WD, or snow tires are recommended in winter
- Additional charges may apply for pool heating and pet fees
- Personal vehicle is recommended
Book Crooked Oak Lodge Direct
Crooked Oak Lodge is a strong fit for group trips that need both space and standout amenities. Check availability, review rates, and book direct with confidence when your dates are ready.
Find the Right Deep Creek Stay for Your Group
Every Deep Creek trip has its own pace. Explore more homes to find the setting, space, and amenities that fit your group, whether you are planning lake days, a ski weekend, a golf trip, or a quieter stay in the mountains.
Deep Creek Lake, Maryland
Everything You Need to Plan a Great Deep Creek Trip
Deep Creek Lake sits in the Garrett County mountains of western Maryland — about three hours from Baltimore, Washington D.C., and Pittsburgh. The lake runs nearly 65 miles of shoreline, and the surrounding area offers skiing at Wisp Resort, state park hiking, fishing, boating, dining, and a genuine four-season outdoor calendar.
If it's your first time here, or if you want to make the most of a specific season, our area guides are a practical starting point.
If it's your first time here, or if you want to make the most of a specific season, our area guides are a practical starting point.
First Time Visitor Guides
What to know before your first Deep Creek trip — the lake, the area, and how to plan.
Outdoor Activity Guides
What to know before your first Deep Creek trip — the lake, the area, and how to plan.
Local Events
What to know before your first Deep Creek trip — the lake, the area, and how to plan.