Holiday rentals with a kayak in Deep Creek Lake

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Top-rated rentals with kayak in Deep Creek Lake

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in McHenry
4.96 out of 5 average rating, 156 reviews

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.

Guest favourite
A chalet-style cabin features a multi-gabled roof and a welcoming brown exterior. The entrance is enhanced by a wooden staircase leading to the main level. Lush greenery surrounds the property, with sunlight filtering through the trees on a clear blue sky.
Cabin in Terra Alta
4.91 out of 5 average rating, 150 reviews

COZY CABIN in Alpine Lake Resort; 4 Season Getaway

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

Top guest favourite
The exterior of the country home is showcased, featuring a warm orange facade with stone accents. The property is set amid lush greenery, and a circular driveway leads to a spacious parking area under an extended carport.
Chalet in Deep Creek
4.9 out of 5 average rating, 87 reviews

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.

Top guest favourite
An open living space features a comfortable gray sofa and wooden coffee table, complemented by a large stone fireplace. The kitchen area, equipped with dark cabinetry and a central island, offers seating for several. Large windows invite natural light and provide views of the outdoor deck.
Home in Oakland
4.98 out of 5 average rating, 57 reviews

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

Guest favourite
The exterior of Black Bear Lodge is captured, highlighting modern architecture with a dark exterior and red accents. A wooden sign hangs at the entrance, showing the lodge name, while a balcony showcases seating and elegant string lights among the surrounding trees.
Home in Oakland
4.97 out of 5 average rating, 105 reviews

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

Top guest favourite
Holiday home in Oakland
4.97 out of 5 average rating, 132 reviews

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.

Superhost
A fire pit is surrounded by stone seating, nestled among colorful autumn foliage. In the background, the serene lake can be seen through the trees, enhancing the outdoor experience.
Home in McHenry
4.89 out of 5 average rating, 46 reviews

Lakefront Dream:Hot Tub~Game RM~Firepit~Near Wisp!

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

Top guest favourite
Cabin in Swanton
5 out of 5 average rating, 14 reviews

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.

Guest favourite
The cabin is surrounded by tall pine trees, featuring a welcoming front porch with seating. A gently sloping pathway leads to the entrance, with a tranquil pond visible in the background, enhancing the serene atmosphere of the retreat.
Cabin in Accident
4.95 out of 5 average rating, 80 reviews

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!

Top guest favourite
A charming cabin is set among tall pine trees, featuring a welcoming front porch adorned with vibrant flowers. Lush greenery surrounds the entrance, complemented by carefully placed outdoor lighting that enhances the natural beauty of the setting.
Cabin in Accident
4.96 out of 5 average rating, 144 reviews

Private Pond Access! Covered Hot Tub with TV!

POND ACCESS! Relax with the whole family at this peaceful cabin nestled in the pines! Enjoy soaking in the hot tub overlooking the pond, going fishing, swimming, canoeing, taking advantage of the large lawn, or just relax while taking in the view. Spacious outdoor area with string lights, gazebo, and fire pit. FIREWOOD PROVIDED! Our goal for Whispering Pines Cabin is to help you escape from the busyness of life and unwind in a quiet, peaceful setting with your family and friends.

Top guest favourite
An expansive open-concept living area showcases a cozy seating arrangement with a brown leather sofa and a light grey couch. Large windows offer views of the surrounding trees and lake. A modern kitchen with a countertop bar is visible, accompanied by pendant lighting.
Cabin in Oakland
4.91 out of 5 average rating, 57 reviews

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.

Top guest favourite
Home in Terra Alta
4.99 out of 5 average rating, 135 reviews

Lake View Home w/Fire Pit, Indoor Pool, Dogs OK!

Woodhaven at Alpine Lake Resort is situated on a quiet, dead end street and offers beautiful views of the lake and surrounding woods. The house sleeps 10 - perfect for two families or a group of friends. Reclaimed barn wood floors, 2 fireplaces, lots of games and puzzles, down comforters on all beds, high-speed wifi, DirecTV, Sonos music system, use of kayaks, canoe, 2 SUPs, fishing poles - everything you need to enjoy a peaceful and fun getaway in the mountains!

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