Location

Dates

Guests

Vacation rentals in Maryland, United States

Back of building, right on the beach!

Front of building from Coastal Highway

View from one of two 15-ft balconies

Atlantis 410 Oceanfront

3 bedrooms·2½ baths

Ocean City • Maryland

$2,447.20 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

12th & Boardwalk Location.

Top-Floor Condo with Unobstructed Views

Direct Ocean Front

Left-Balcony View

Center-Balcony View

Decatur House (Ocean Front)

1 bedroom·1 bath

Ocean City • Maryland

5(42 reviews)

$1,313.84 USD total for 3 nights

Mar 11 – 14, 2027

Majestic Murphy Point

Back yard launch

Front facing the bay

Kitchen/Dining open floor plan

Murphy Point on the Chesapeake Vacation Rental

3 bedrooms·1 bath

North Beach • Maryland

4.8(114 reviews)

$1,320.00 USD total for 3 nights

Mar 31 – Apr 3, 2027

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

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)

$2,665.13 USD total for 3 nights

Nov 12 – 15, 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!

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

5 bedrooms·5 baths

McHenry • Maryland

4.93(27 reviews)

$2,419.99 USD $2,231.14 USD total for 3 nights

Nov 15 – 18, 2026

Sun deck overlooking the bay

Jacuzzi in Master Bath

Seas the Day

3 bedrooms·3 baths

Ocean City • Maryland

5(17 reviews)

$2,292.00 USD $2,244.96 USD total for 7 nights

Nov 12 – 19, 2026

Early morning on the tip of the Chesapeake

Waldins Chesapeake

Waldins Chesapeake

Waldins Chesapeake

Waldins Chesapeake

3 bedrooms·2 baths

Perryville • Maryland

4.93(54 reviews)

$1,734.90 USD total for 3 nights

Nov 12 – 15, 2026

Makai Condominiums

Areal photo of the Makai

Dining Area Table set for Six

Makai Unit #314

2 bedrooms·2 baths

Ocean City • Maryland

4.96(187 reviews)

$444.00 USD total for 3 nights

Nov 17 – 20, 2026

Welcome to Surf's Edge

Path to the beach

Welcome to Surf's Edge

Enjoy the views!

Ocean Front room (Queen)

Surf's Edge - Ocean front with stunning views

2 bedrooms·2 baths

Ocean City • Maryland

5(57 reviews)

$967.87 USD total for 3 nights

Nov 12 – 15, 2026

Living Area w/ Cozy Fireplace & Big Screen LCD TV

Living Room w/ Queen Sleeper

Living Area w/ Queen Sleeper Featuring an Air Dream Mattress

Kitchen Area w/ Granite Counter Tops & Stainless Steel Appliances

Makai Unit #411

2 bedrooms·2 baths

Ocean City • Maryland

4.93(137 reviews)

$444.00 USD total for 3 nights

Nov 16 – 19, 2026

Bahia Vista II

3 bedrooms·2 baths

Ocean City • Maryland

4.95(21 reviews)

$1,200.00 USD total for 3 nights

Nov 12 – 15, 2026

Offshore Tails

2 bedrooms·2 baths

Ocean Pines • Maryland

4.92(24 reviews)

$1,198.84 USD total for 3 nights

May 12 – 15, 2027

Beachfront-Panoramic Ocean and Bay Views

Beachfront-Panoramic Ocean and Bay Views

Beachfront-Panoramic Ocean and Bay Views

Beachfront-Panoramic Ocean and Bay Views

Beachfront-Panoramic Ocean and Bay Views

Beachfront-Panoramic Ocean and Bay Views

2 bedrooms·1 bath

Ocean City • Maryland

5(17 reviews)

$4,025.22 USD total for 7 nights

Nov 12 – 19, 2026

Quiet Family Getaway with Pool

2 bedrooms·2 baths

Ocean City • Maryland

4.92(61 reviews)

$910.20 USD total for 4 nights

May 21 – 25, 2027

Sunset Overlook

Sunset Overlook

Sunset Overlook

Sunset Overlook

Sunset Overlook

Sunset Overlook

3 bedrooms·2 baths

Ocean City • Maryland

$840.27 USD total for 3 nights

Nov 12 – 15, 2026

Stylish retreat steps to beach with all amenities!

Bright and beautiful kitchen!

Dining room table and view of second set of patio doors

Living room with doors to the deck.

Stylish retreat steps to beach with all amenities!

2 bedrooms·2 baths

Ocean City • Maryland

5(3 reviews)

$150 – $450/ night(excl. fees & taxes)

Large Family Room

Large new comfortable sectional sofa

Freshly renovated ! Steps to outdoor pool & beach

Private patio with large sectional sofa furniture

Freshly renovated ! Steps to outdoor pool & beach

Freshly renovated ! Steps to outdoor pool & beach

2 bedrooms·2 baths

Ocean City • Maryland

4.97(187 reviews)

$438.45 USD total for 3 nights

Nov 17 – 20, 2026

San Remo 210B

2 bedrooms·2 baths

Ocean City • Maryland

5(5 reviews)

$756.00 USD $604.80 USD total for 3 nights

Nov 15 – 18, 2026

Living room complete with queen-sized sleeper sofa, TV, entertainment center, side chair, eating nook with table and chairs for two.

Living room with beachy decor and queen sleeper sofa.

Living room view facing the patio.

Dining area with table for two plus four barstools at kitchen counter.

We provide dish and dishwasher soap and starter paper towels.

33rd St, Near Attractions, Pool, 1st Fl, King Bed

1 bedroom·1 bath

Ocean City • Maryland

$525.72 USD total for 3 nights

Nov 12 – 15, 2026

Townhome 90 steps to beach w Pool! Updated! image 1

Townhome 90 steps to beach w Pool! Updated! image 2

Townhome 90 steps to beach w Pool! Updated! image 3

Townhome 90 steps to beach w Pool! Updated! image 4

Townhome 90 steps to beach w Pool! Updated! image 5

Beachwalk 22 - Oceanview townhome

4 bedrooms·3 baths

Ocean City • Maryland

5(6 reviews)

$2,481.24 USD total for 3 nights

Nov 12 – 15, 2026

Great views. Walk out and your practically stepping in the sand.

Open entertainment area. Complete with two power chaise lounge chairs that recline.

Fantastic Ocean view, newly renovated

Fantastic Ocean view, newly renovated

New sectional. Power reclining chaise lounges. Pull out Full bed

Fantastic Ocean view, newly renovated

1 bedroom·1 bath

Ocean City • Maryland

$386.00 USD total for 3 nights

Nov 12 – 15, 2026

BayAngel house Montego Bay private pier bay front

BayAngel house Montego Bay private pier bay front

BayAngel house Montego Bay private pier bay front

BayAngel house Montego Bay private pier bay front

BayAngel house Montego Bay private pier bay front

BayAngel house Montego Bay private pier bay front

3 bedrooms·2 baths

Ocean City • Maryland

$1,103.34 USD total for 3 nights

Nov 12 – 15, 2026