Holiday rentals with a kayak in McHenry

Multi-Family Cabin: Huge Yard + Resort Perks!

Charming chalet-style cabin in a 4-season community for outdoor enthusiasts. Nestled in a quiet wooded area in the mountains of Alpine Lake Resort, WV. WiFi great for virtual work! Family/friends have plenty of room;4+ BRs, family rm, comfy loft, cathedral ceiling, game room, fire pit, spacious yard for group games. Walk 6 blocks to the Lake's beach, paddling, fishing, tennis, basketball & 1.5 mile to workout gym, indoor heat pool, golf, mini golf, XC ski. 19mi to DeepCreek Lake, WISP Ski & more

A "Sweet Escape" at Deep Creek and Wisp Ski Resort

Welcome to Sweet Escape, a charming 4-bedroom, 3-bath chalet nestled in the peaceful hills of McHenry, Maryland. Sleeping 10 or more guests, this spacious retreat offers stunning views of Wisp Ski Resort and is just minutes from beautiful Deep Creek Lake. Enjoy a tranquil country setting with cozy living spaces, a fully equipped kitchen, and inviting outdoor areas perfect for relaxation. Whether you’re seeking adventure or quiet moments in nature, a perfect getaway in the heart of the mountains.

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! 

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

To 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.

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.

Family A-Frame | Kayaks Included | Deep Creek Lake

Designed for families dreaming of starry skies, campfire s'mores, and waking up to birdsong. Welcome to your peaceful retreat near Deep Creek Lake. A place where daily life fades into nature's backdrop and connection with loved ones comes effortlessly. Built in 2024, thoughtfully furnished to blend modern luxury with rustic charm, on 2.5 wooded acres. Spring hikes & waterfalls. Summer kayaking on the lake. Cozy fall firepits. Winter snowball fights. Your family's escape for every season.

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!

Hot Tub, Game Room + Fire Pit, Great Location!

🎉 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!

Lake Access w. Dock Slip, Hot Tub, Fire Pit, Sauna

Stone Haven is a new Deep Creek Lake vacation rental home that has everything you need for a fun and relaxing getaway. Every bedroom is a suite, you are a short walk from the lake, you have a boat slip, and your private hot tub, sauna, and fire pit are right outside your door. Two living areas give you plenty of space for friends and family. Stone Haven is just a ten-to-fifteen-minute drive from skiing and golf at Wisp Resort, state parks, restaurants, shops, and more.