Stunning 9 Bedroom Villa on the Chesapeake Bay image 1
Stunning 9 Bedroom Villa on the Chesapeake Bay image 2
Stunning 9 Bedroom Villa on the Chesapeake Bay image 3
Stunning 9 Bedroom Villa on the Chesapeake Bay image 4
Stunning 9 Bedroom Villa on the Chesapeake Bay image 5

Stunning 9 Bedroom Villa on the Chesapeake Bay

9 bedrooms·6½ baths
Rock Hall • Maryland
5(6 reviews)

$5,915.00 USD total for 3 nights

Nov 12 – 15, 2026

Lake Front Home w/ Hot Tub & Firepit, walk to Wisp image 1
Lake Front Home w/ Hot Tub & Firepit, walk to Wisp image 2
Cozy living room with wood burning fireplace and lake views!
Relax in the hot tub, roast s'mores, grill, and more! The stunning views of Deep Creek Lake are priceless!
Stunning lake views from the primary bedroom!

Lake Front Home w/ Hot Tub & Firepit, walk to Wisp

3 bedrooms·3 baths
McHenry • Maryland
4.86(278 reviews)

$1,404.48 USD total for 3 nights

Nov 12 – 15, 2026

Winter looks good at Slippery Slope Cabin! Some snow, a huge hot tub and a fire pit! Inside you can get cozy by the fireplace and have a mug of your favorite warm beverage.
Grab something to drink and relax on in the hot tub or in the rocking chairs of this amazing cabin!
Slippery Slope Cabin is THE perfect location to all things in the Deep Creek Lake / Wisp area!
Slippery Slope has all of the amenities for a memorable and fun vacation including LAKE ACCESS, dock (for rent), hot tub, game room, fireplace & fire pit! Book your stay today!
Perfect view of Wisp Resort from the oversized, new hot tub!

Slippery Slope Cabin! #1 in DCL! Walk to Wisp!

3 bedrooms·3 baths
McHenry • Maryland
5(177 reviews)

$1,385.28 USD total for 3 nights

Nov 15 – 18, 2026

Welcome to Mulligan Manor - The lake's best cabin vacation rental. Home is less than 5 minutes to skiing, lake and more! The home has a game room, hot tub, fire pit and fireplace! Everything needed
Wintertime is magical at Mulligan Manor. The large yard and golf course behind the home provide tons and tons of space for sledding, tubing and snow fun!
The fire pit overlooking the gorgeous views of Lodestone golf course and wooded area is perfect for evening s'mores!
Clean and ready for relaxing, the hot tub at Mulligan Manor is located outside the patio door on a private and secluded deck overlooking the gorgeous views of the woods and golf course.
The s'mores station provides everything you need to enjoy s'mores by the fire!

Mulligan Manor on WISP Mountain & Lodestone Golf!

3 bedrooms·2½ baths
McHenry • Maryland
5(88 reviews)

$1,570.33 USD total for 3 nights

Nov 12 – 15, 2026

Master bedroom overlooking park with California king bed.
Parkfront Hot Tub Haven for Families & Pets image 2
Lovely park views from the small living room.
The dining table easily accommodates 6 guests, with wooden stools for up to 4 additional guests willing to squeeze.
Parkfront Hot Tub Haven for Families & Pets image 5

Parkfront Hot Tub Haven for Families & Pets

2 bedrooms·2 baths
Baltimore • Maryland
4.96(543 reviews)

$657.00 USD total for 3 nights

Nov 11 – 14, 2026

Sit back and relax as you watch the waves roll in or all of the local wildlife around this luxurious lakefront appropriately named - Off the Hook!
Gorgeous lakefront home for all of your vacation memories!
Enjoy your favorite food & beverages on the oversized deck looking over gorgeous Deep Creek Lake!
Oversized hot tub ready for you to relax after a day on the lake or at the ski resort. Enjoy it in any season!
Game room complete with a pool table, arcade games, second fridge/freeezer & a huge TV lounging area. Fun can be found for the whole group!

New Lakefront~4/5 BR! Hot Tub~Game Rom & Firepit!

5 bedrooms·3 baths
McHenry • Maryland
4.97(32 reviews)

$2,367.63 USD total for 3 nights

Nov 11 – 14, 2026

Bay Haven in North Beach, MD
Bay Haven in North Beach, MD
Bay Haven in North Beach, MD
Bay Haven in North Beach, MD
Bay Haven in North Beach, MD

Bay Haven in North Beach, MD

3 bedrooms·2 baths
North Beach • Maryland
5(250 reviews)

$575.55 USD $502.96 USD total for 3 nights

Nov 15 – 18, 2026

Experience the enchanting charm of the log cabin, illuminating brightly under the night sky. The warm glow of The Big Dipper invites you to unwind and soak in the wooded and peaceful surroundings. Perfect for cozy summer and winter memories!
Oversized pool is heated to 84 degrees year-round in a temperature controlled pool room. Lounge chairs and sitting areas, along with the ROKU smart tv, provide lots of space and entertainment for your group!
Gather around the outdoor fire-pit, where you can enjoy seasonal lake views amidst a backdrop of lush wooded areas with wildlife. Roast your s’mores as deer gracefully pass by & if you are lucky, catch a glimpse of a bear exploring the nearby woods.
Challenge friends and family to a nostalgic match of Pac-Man or feel the thrill of speed with Ridge Racer. Enjoy friendly competition at the shuffleboard table or showcase your skills on the pool table. Perfect for all ages, let the games begin!
Seating for 7 in this brand new, oversized hot tub! Perfect for relaxing after a day at the lake or the slopes!

Indoor Pool Cabin! Brand New~Game Room~EV Charger

5 bedrooms·5 baths
McHenry • Maryland
4.93(27 reviews)

$2,419.99 USD total for 3 nights

Nov 15 – 18, 2026

The living room features a warm and cozy gas fireplace, spacious sectional, lounger chair, DVD player and streaming TV.
Game room includes pool table, ping pong table, shuffleboard, dart board, and poker table. Area includes bar top seating. Perfect area for a game night or football Sunday!
Spacious eating space with gas grill and beautiful Mountain View’s. Grilling utensils are located in the kitchen.
Downstairs includes cozy wood burning fireplace, beautifully updated epoxy flooring, Roku TV, gaming console, comfortable seating. Perfect for a movie night!
Beautiful fire pit and comfortable Adirondack chairs. Additional chairs are available on the property. Includes grill top, skewers, fire wood and starter logs.

Mountain Escape! Deep Creek Lake, MD

3 bedrooms·2½ baths
Oakland • Maryland
4.84(228 reviews)

$666.22 USD total for 3 nights

Nov 15 – 18, 2026

Backyard
Private dock
Backyard, fire pit, playground
Backyard
Front, driveway

Absolutely Shore

4 bedrooms·3½ baths
Garrett County • Maryland
5(181 reviews)

$978.12 USD total for 3 nights

Nov 15 – 18, 2026

Enjoy the backyard!
Deck overlooking the backyard
Living room with Smart TV and electric fireplace
Hot tub
Covered porch

Mountain Air

4 bedrooms·2½ baths
Garrett County • Maryland
5(125 reviews)

$701.10 USD total for 3 nights

Nov 15 – 18, 2026

Bright vaulted living room with stone fireplace and stylish leather seating
Cozy fire pit deck with string lights in a peaceful wooded setting
Bright modern lounge with soaring ceilings and a stunning stone fireplace
Visit all year round and see the very best of nature!
Bright open living room with vaulted ceilings and sleek modern kitchen

Mountain Haven in Harpers Ferry, WV

4 bedrooms·3½ baths
Knoxville • Maryland
5(95 reviews)

$1,130.12 USD $1,047.02 USD total for 3 nights

Dec 13 – 16, 2026

Kone Oasis- hot tub, pool, theater/game rm. image 1
Kone Oasis- hot tub, pool, theater/game rm. image 2
Kone Oasis- hot tub, pool, theater/game rm. image 3
Kone Oasis- hot tub, pool, theater/game rm. image 4
Kone Oasis- hot tub, pool, theater/game rm. image 5

Kone Oasis- hot tub, pool, theater/game rm.

3 bedrooms·1 bath
Upper Marlboro • Maryland
4.94(223 reviews)

$680.00 USD total for 3 nights

Nov 15 – 18, 2026

Lazy Bear Lodge At Deep Creek Lake
Lazy Bear Lodge At Deep Creek Lake
Lazy Bear Lodge At Deep Creek Lake
Lazy Bear matching EXTERIOR 31' Stacked Stone Wood Burning Fireplace
Lazy Bear Lodge At Deep Creek Lake

Lazy Bear Lodge At Deep Creek Lake

5 bedrooms·3½ baths
Garrett County • Maryland
4.93(237 reviews)

$1,824.00 USD $1,539.00 USD total for 3 nights

Nov 12 – 15, 2026

Historic Condo Near Antietam and Whitetail Ski
Historic Condo Near Antietam and Whitetail Ski
Historic Condo Near Antietam and Whitetail Ski
Historic Condo Near Antietam and Whitetail Ski
Historic Condo Near Antietam and Whitetail Ski

Historic Condo Near Antietam and Whitetail Ski

2 bedrooms·1 bath
Hagerstown • Maryland
4.82(282 reviews)

$808.81 USD total for 3 nights

Jan 1 – 4, 2027

Shire Retreat - Berlin, Assateague, Ocean City
Shire Retreat - Berlin, Assateague, Ocean City
Shire Retreat - Berlin, Assateague, Ocean City
Shire Retreat - Berlin, Assateague, Ocean City
Shire Retreat - Berlin, Assateague, Ocean City

Shire Retreat - Berlin, Assateague, Ocean City

5 bedrooms·3 baths
Berlin • Maryland
5(1 review)

$1,289.36 USD total for 3 nights

Nov 15 – 18, 2026

Mountain Escape | Hot Tub | Game Room | 16+ Guests image 1
Mountain Escape | Hot Tub | Game Room | 16+ Guests image 2
Mountain Escape | Hot Tub | Game Room | 16+ Guests image 3
Mountain Escape | Hot Tub | Game Room | 16+ Guests image 4
Mountain Escape | Hot Tub | Game Room | 16+ Guests image 5

Mountain Escape: 6BR, Sleeps 16, Hot Tub, Wisp

6 bedrooms·4 baths
McHenry • Maryland
4.87(98 reviews)

$2,016.00 USD total for 3 nights

Nov 11 – 14, 2026

mid century through and through.
Hot tub for 6. 2nd heater used during winter months so the hot tub is kept 100 to 104 all year round. Jets most powerful when focused on a single row of seats at a time.
Extra large Connect Four game set up on the deck. The deck is lit and there is a seating.
MCM w/ Hottub + Firepit, mins to DC/Metro image 4
MCM w/ Hottub + Firepit, mins to DC/Metro image 5

MCM w/ Hottub + Firepit, mins to DC/Metro

4 bedrooms·1 bath
Cheverly • Maryland
4.93(168 reviews)

$482.00 USD total for 3 nights

Nov 29 – Dec 2, 2026

"Woodlore" at Deep Creek Lake MD
"Woodlore" at Deep Creek Lake MD
"Woodlore" at Deep Creek Lake MD
"Woodlore" at Deep Creek Lake MD
"Woodlore" at Deep Creek Lake MD

"Woodlore" at Deep Creek Lake MD

3 bedrooms·1½ baths
Swanton • Maryland
5(16 reviews)

$1,022.00 USD total for 3 nights

Nov 12 – 15, 2026

Cozy 5-Bed Retreat, Heated Spa
Elegant brick home with glowing entry and stunning autumn curb appeal
Convenient in-home laundry room with washer, dryer, iron, and folding space
Cozy 5-Bed Retreat, Heated Spa
this is the Blue Room. The Decour is inspired by grand millennial chinoiserie. Daylight above is a remote controlled fandelier for climate comfort.

Cozy 5-Bed Retreat, Heated Spa

5 bedrooms·3½ baths
Port Republic • Maryland
4.78(58 reviews)
$350 – $1,200/ night(excl. fees & taxes)
Bear Escape: 6BR, Sleeps 16, Hot Tub, near Wisp
Bear Escape | Hot Tub | Game Room | Fire Pit | 16+ image 2
Bear Escape: 6BR, Sleeps 16, Hot Tub, near Wisp
Bear Escape | Hot Tub | Game Room | Fire Pit | 16+ image 4
Bear Escape | Hot Tub | Game Room | Fire Pit | 16+ image 5

Bear Escape: 6BR, Sleeps 16, Hot Tub, near Wisp

6 bedrooms·4 baths
McHenry • Maryland
4.76(82 reviews)

$2,016.00 USD total for 3 nights

Nov 11 – 14, 2026

Base Camp | Dogs OK, Hot Tub, Walk to Wisp, Arcade image 1
Fully loaded with amenities, this spacious log cabin, with TWO bedroom suites (all with private bathrooms) is ready to provide your group with endless fun. Centrally located to the lake, restaurants, all local activities & walkable to Wisp Resort.
Cozy up in the living room with the sweeping views of Wisp Resort right outside the window. And, with the added warmth of the fireplace, the living area is your perfect place to relax in the cabin.
Base Camp | Dogs OK, Hot Tub, Walk to Wisp, Arcade image 4
Base Camp | Dogs OK, Hot Tub, Walk to Wisp, Arcade image 5

Base Camp | Dogs OK, Hot Tub, Walk to Wisp, Arcade

2 bedrooms·2 baths
McHenry • Maryland

$1,073.88 USD total for 3 nights

Nov 11 – 14, 2026

Floor-to-ceiling glass allows complete lakefront experience!
Top of the line Kingston outdoor furniture - with seating for 10 on upper deck - great views of lake, lakefront and outdoor fire pit.
Exterior view.
Main floor living area with HD TV and wood-burning fireplace - and lake views!
Main floor living area - open floor plan and independent heat/ac allows for fine-tuning your comfort.

Lakefront pup-friendly home on Deep Creek Lake!

4 bedrooms·3 baths
Swanton • Maryland
5(29 reviews)

$2,017.10 USD total for 3 nights

Feb 26 – Mar 1, 2027

Lake Escape | Hot Tub | Game Room | Sleeps 16+ image 1
Lake Escape | Hot Tub | Game Room | Sleeps 16+ image 2
Lake Escape | Hot Tub | Game Room | Sleeps 16+ image 3
Lake Escape | Hot Tub | Game Room | Sleeps 16+ image 4
Lake Escape | Hot Tub | Game Room | Sleeps 16+ image 5

Lake Escape: 6BR, Sleeps 16, Hot Tub, Deep Creek

6 bedrooms·4 baths
McHenry • Maryland
4.75(72 reviews)

$2,016.00 USD total for 3 nights

Nov 11 – 14, 2026