Holiday rentals with a kayak in Garrett County

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

Location · Outdoor spaces · Decor

LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks

Our redesigned 4 bedroom cabin with modern finishes & amenities creates amazing family experiences: - Wisp - 8 Min, 4.1 Miles Away - Deck Slide & Swings - 2x 100" Outdoor Movie Screen & Bluetooth Projector - 7 Person Hot Tub - Fire Pit w/ Comfortable Seating - Playstation4, Pac-Man, Shuffleboard - Well-Equipped Kitchen, Propane Grill - 350ft to Lake/Beach/Swimming - 1 Person & 2 Person Kayaks & Paddleboard - Roku HDTVs - All Rooms - Pro Wifi System - 600+Mbps Great for Remote Work - EV Charger

Outdoor spaces · Value · Condition

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.

Location · Value · Comfort

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

Location · Value · View

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!

Value · Outdoor spaces · Skiing

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)

Location · Value · Decor

Elegant Home Away: Hot Tub/Game Room/Kid-Friendly

The perfect location for your deep creek escape! Enjoy a quiet retreat in this custom-built oasis near the golf course. Amenities galore: ping pong, foosball, arcade HeadsUp poker, disc golf, basketball, golf driving net, kids’ tree fort and play room! Relax by the gas fireplace or in the hot tub after a day of hiking/skiing. Easy access to the fun of Deep Creek (<10 min to Herrington/Broadford, 2 min to historic downtown, easy drive to DCL/Swallow Falls/WISP ski resort)!

Location · Outdoor spaces · Amenities

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.

Outdoor spaces · Value · Shared spaces

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!

Outdoor spaces · Value · Indoor spaces

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.

Outdoor spaces · Location · Hot tub

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.

Outdoor spaces · Value · Access

On the Rocks 4BR w/loft cabin tucked in the woods

Escape to this cozy 4-bedroom + loft cabin in Alpine Lake Resort, perfect for families and friends. Tucked into the woods, it sleeps up to 8 guests and features a spacious main level with 4 bedrooms (1 king, 2 queens), a loft with a full bed, and 2 full bathrooms. Relax in the basement lounge/TV room, or step outside to enjoy the covered front porch and large back deck with a propane grill. Your perfect woodland getaway is waiting! 🌲✨

Location · Quiet · Kitchen