Holiday rentals with a kayak in Deep Creek Lake

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Top-rated Accommodation with a Kayak in Deep Creek Lake

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

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Superhost
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
4.89 out of 5 average rating, 158 reviews

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

ValueOutdoor spacesCondition

Guest favourite
Cabin in McHenry
4.96 out of 5 average rating, 166 reviews

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! 

Outdoor spacesLocationGetting around

Guest favourite
Home in Oakland
4.97 out of 5 average rating, 118 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

Outdoor spacesLocationIndoor spaces

Top Guest favourite
Home in Terra Alta
5.0 out of 5 average rating, 15 reviews

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.

LocationHospitalityFamily

Top Guest favourite
The exterior of a wooden cabin is framed by tall trees, with warm light glowing from the large front windows. A spacious deck is visible at the entrance, surrounded by lush greenery and natural stone pathways leading through the forest.
Holiday home in Oakland
4.97 out of 5 average rating, 145 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.

LocationOutdoor spacesLayout

Top Guest favourite
A custom-built home is set amidst a wooded area, displaying a blend of gray exteriors and a metal roof. A curved driveway approaches the house, surrounded by leaf-strewn ground and bare trees, with a flag thoughtfully positioned near the entrance.
Home in Oakland
4.9 out of 5 average rating, 52 reviews

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)!

Outdoor spacesLocationBarbecue

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
4.9 out of 5 average rating, 72 reviews

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.

LocationValueView

Top Guest favourite
Cabin in Accident
4.96 out of 5 average rating, 169 reviews

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!

LocationOutdoor spacesIndoor spaces

Top Guest favourite
Home in Terra Alta
4.99 out of 5 average rating, 146 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!

LocationValueCondition

Superhost
A two-story home is surrounded by colorful autumn foliage, featuring a stone chimney and a welcoming large deck with outdoor seating. A carved bear statue stands near a pathway. The well-maintained exterior reflects a blend of cozy and rustic charm.
Home in Swanton
4.98 out of 5 average rating, 154 reviews

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

A four-bedroom Deep Creek Lake house that sleeps 12, within walking distance of the water. ✅ Walk to the lake, plus neighborhood dock access ✅ Hot tub, fire pit, large deck with gas grill ✅ Game room: pool table, darts, board games ✅ Huge dining table — the whole group fits ✅ Fast WiFi (444 Mbps), TVs in every room ✅ Neighborhood tennis, basketball, pickleball ✅ Quiet private development, plenty of parking ✅ Sleeps 12 — 2 kings, 2 queens, bunks, sofa bed

ValueOutdoor spacesFamily

Top Guest favourite
Cabin in Oakland
4.99 out of 5 average rating, 84 reviews

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 spacesLocationWalkability

Guest favourite
A serene view of Deep Creek Lake is framed by tall trees, revealing a peaceful waterfront. The image captures the natural beauty of the area, with gentle ripples on the water’s surface and a private dock visible in the distance.
Cabin in Oakland
4.94 out of 5 average rating, 108 reviews

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.

LocationOutdoor spacesCleanliness

Popular amenities for Deep Creek Lake kayak rentals

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