Holiday rentals with a kayak in McHenry

Mad Men Lake House*LAKEFRONT*Fam&Dog Friendly*OUTDOOR MOVIE EXPERIENCE*HOT TUB*1.8mi to WISP*WORK SPACES*wood CRIB!

NEW BUILD HOME! Wow! Deep Creek has never seen anything like this before! It's a one-of-a-kind experience that gives you all the amenities you need for your BEST vacation/getaway/staycation ever! With it's unique combination of rustic look and modern features, it will surely delight every guest! After a fun-packed day on the lake, fishing or boating, unwind on our upper deck as you watch and hear the water lap up on the shore with a refreshing drink in hand. Or are you just getting back from an invigorating day on the slopes? Relax those muscles in our lower-deck hot tub, gazing at the stars in the winter sky above! You get the best of the lake and the mountain in this dog-friendly hidden gem! Imagine evenings enjoying the mountain breeze as you roast marshmallows in our fire pit! Or cozy up in front of the gas fireplace in our open-concept great room that allows everyone to be together. Fish and swim from our private dock or use it to moor your own boat or jet-skis. Witness spectacular sunrises as you take an early morning paddle with our kayaks and 2-person canoe. Enjoy a well-lit, private work space with high-speed internet to facilitate your virtual work needs. A real wood CRIB and 2 pack and plays are provided too! Plus, we offer an OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best vacay EVER! NOTE: All Wheel Drive cars/suvs are necessary in winter months due to steep driveway.

Value · Outdoor spaces · Accuracy

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

Location · Outdoor spaces · Access

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.

Outdoor spaces · Location · TV

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 · Hot tub

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.

Location · Value · Amenities

Clover House @ Alpine Lake Resort w/indoor pool

Enjoy this newly built spacious 4-bedroom home with renovated basement space located at Alpine Lake Resort. Home boasts 2 king bdrms, 1 queen bdrm, bunk room, and TWO gorgeous great rooms. Fireplace, WiFi, AC/heating, W/D, On site parking, with EV charging capabilities (renter to provide their own charger at this time). Lots of outdoor activities from kayaking, paddle boarding, hiking, beach lake, pool, golf, or just relax, and enjoy everything Terra Alta and our welcoming home has to offer.

Location · Bathroom · Accuracy

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.

Value · Location · Decor

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.

Outdoor spaces · Location · Kitchen

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!

Outdoor spaces · Location · Quiet

Hot Tub, Lakehouse | 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)

Outdoor spaces · Location · Backyard

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

Welcome to our brand new A-frame cabin, overlooking the beautiful Deep Creek Lake. Nestled among the trees, our cabin promises a unique and unparalleled experience that sets it apart from the rest. The open-concept design of the A-frame invites you into a cozy space where large windows frame expansive views of the lake, allowing natural light to fill the room. The interior features high-end furnishings, and thoughtful touches that create an atmosphere of relaxation and fun.

Value · Location · Access

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!

Value · Outdoor spaces · View