Vacation rentals with a kayak in Garrett County

Mad Men Lake House*LAKEFRONT*Fam&Dog Friendly*OUTD

Welcome to the BEST Deep Creek experience. Unwind on our decks as you watch water lap up on the shore with a refreshing drink in hand. Relax those muscles in our hot tub, gazing at the winter sky above after an invigorating day on the slopes! Take in the mountain breeze as you roast smores around our fire pit! Fish/swim off our shared dock. Witness spectacular sunrises as you take an early morning paddle w/ our kayaks & canoe. Plus, we offer an OUTDOOR MOVIE EXPERIENCE for the best vacay EVER! 

Til Valhalla II

Welcome to our charming Cape Cod on a very private hill, surrounded by 2+ acres of wildlife, trees and serenity. The covered front porch is where your entrance is located. Park out front. Unlock your door by using a key code. Welcome to your private and secure home away from home. The stairs lead to a bright and clean four room suite. Consisting of a fully stocked kitchenette, full bath, king bed, XLG twin bed and rec room with a workstation, breakfast bar, and comfy seating. Separate heat/air.

Central Perk-Mountaintop Escape

Welcome to our 3-bedroom, 2-bathroom vacation home nestled in the heart of Deep Creek Lake! Centrally located, the spacious and cozy interior features modern amenities, a fully-equipped kitchen, and a comfortable living area, perfect for unwinding after a day of adventures. Step outside onto the private deck with propane fire pit table, or gather around the lower fire pit for s’mores. Whether you're seeking water sports, hiking trails or skiing, this is your ideal getaway. Guest age req. is 24

Lakefront Cabin in Stunning Storybook Setting

Reconnect with nature, relax, recharge, & rejuvenate. Our newly updated cabin & incredible setting is just what you need. Lakefront views with boat slip, kayak, hot tub & more. Come enjoy this one of a kind home for fishing (a trout brook runs through our property), bird watching, meteor showers, boating, foliage, horseback riding or skiing (10 mins from Wisp). Within mins you’ll find: hiking, ATV riding, white water raffling, countless farms & restaurants & more. IG page at CampLittleBearMD.

Pool, 6min to WISP, 10min to shopping; lakefront

Close to everything - Drift Away is on the lake, only a 6 minute drive to the top of WISP, and a 10 minute drive to Shop 'n Save and all the other shopping, restaurants and fun centers in McHenry. In 10 minutes by boat or 15 minutes by car, you can get to the Honi Honi Bar and many other great restaurants. Drift Away has everything - indoor pool, hot tub, game room, spacious deck with gazebo, surround sound TV, large yard, fire pit, dock for boat tie-up, fishing and deep clean water swimming.

Lakefront Dreams:Hot Tub~Game RM~Firepit~Kayaks!

For lakefront fun & relaxation, this is the perfect vacation rental. You'll love unwinding in the huge HOT TUB, grilling, admiring the views from the decks, gathering at the firepit, & friendly competitions in the game room. Best of all is the huge, oversized dock & boat house. You can swim, fish, dock a boat or use the FREE paddle boards and kayaks (May to Oct.) You will enjoy a well-equipped stay with a five star, fully stocked & CLEAN house! ✔ READ House RULES - Deposit HOLD required

Cozy Chalet @ Pond's Edge - Comcast WiFi -Wisp/DCL

Escape! Be refreshed at Country Acres Retreat on the former Country Acres Strawberry Farm. Minutes from Deep Creek Lake, the cozy cabin is nestled among white pine trees and overlooks a 1.5-acre pond stocked with bass. Wake up with nature and a cup of hot coffee as the mist ascends over the water. Listen to the whisper of the summer breeze among the pine trees as they carry your cares away! Perfectly suited for a reunion of old & new friends, a family gathering, or a romantic getaway!

Deep Creek Lakehouse: Hot Tub, Game Room, Fire Pit

🎉 Discounts - Save 8–10%! Book 6+ months ahead, stay 1+ weeks! ✅Within walking distance to the lake! ✅Pool Table, darts, multipurpose game table, board games, cards. ✅Plenty of parking ✅Lake access from the neighborhood dock are extra perks!*cozy beds ✅large deck ✅Hot Tub ✅Huge dining table ✅Make s'mores at the firepit ✅Quiet neighborhood ✅Relax/watch the wildlife walk through yard. ✅TVs in every room provide entertainment for all! ✅Fast, reliable WiFi (444 Mbps down / 117 up)

Deep Creek Aframe : Lake View, Dock slip, Hot Tub

Welcome to our recently built A-frame, set among the trees with beautiful views over Deep Creek Lake. Large windows fill the open-concept space with light, making it a relaxing, modern retreat. While this is not a lakefront home, the views are stunning. Our dock slip is 5 min down the road at High Mountain Sports; the state park, with swimming and kayak launches, is 12 min; and Wisp skiing/snowboarding is also 12 min. Coffee and Brenda's Pizza just 5 min. A central spot.

Whispering Pines, Private Pond! Hot Tub! Firepit!

PONDFRONT ESCAPE 🌲 Slow down and reconnect at this cozy log cabin tucked in the pines—just 10 minutes from Wisp Ski Resort. Spend your days fishing, swimming, or canoeing on your private pond, then unwind in the hot tub with a large outdoor TV. Evenings are made for s’mores by the fire pit under string lights. Enjoy a spacious yard, gazebo, and peaceful views—perfect for families to relax, reconnect, and make lasting memories. Firewood provided—just show up and unwind!

Cozy Forest Retreat | Hot Tub, Sauna, Lake Access

Welcome to Trees Company, a private forest retreat in the heart of Deep Creek Lake. Thoughtfully designed for small groups (couples, small families, and friends' getaways), it's the perfect place to enjoy all that Deep Creek has to offer without renting more cabin than you need. Spend your days on the lake or nearby trails, then return to soak in the hot tub, unwind in the private dry sauna, gather around the fire pit, or enjoy dinner beneath the trees.

Lakefront cabin*Dock*Hot Tub*Fenced yard*3 Bdrm

Welcome to Lakeside Family Retreat—a year-round family getaway on Deep Creek Lake. This 3-bedroom haven, 10-min to Wisp and close to shops, offers 3 private dock slips (approx mid-May to mid-Sept), a primary bedroom with a balcony, and a fenced pet area. We have an original stone gas-converted fireplace and modern kitchen. Relax in the hot tub with stunning lake views. Enjoy the fire pit and cherish family moments in this perfect lakeside retreat.