Atlantis 410 Oceanfront

3 bedrooms·2½ baths
Ocean City • Maryland

$2,447.20 USD total for 3 nights

Nov 12 – 15, 2026

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

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

$1,404.48 USD total for 3 nights

Nov 12 – 15, 2026

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

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

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

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

Ivy Cove

3 bedrooms·2 baths
Lusby • Maryland
4.99(131 reviews)

$1,176.60 USD total for 3 nights

Nov 12 – 15, 2026

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

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

Palm Haven in North Beach, MD

4 bedrooms·3 baths
North Beach • Maryland
5(198 reviews)
$133 – $1,918/ night(excl. fees & taxes)

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

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

Absolutely Shore

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

$978.12 USD total for 3 nights

Nov 15 – 18, 2026

Mountain Air

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

$701.10 USD total for 3 nights

Nov 15 – 18, 2026

Waldins Chesapeake

3 bedrooms·2 baths
Perryville • Maryland
4.93(54 reviews)

$1,734.90 USD total for 3 nights

Nov 12 – 15, 2026

Mountain Haven in Harpers Ferry, WV

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

$1,091.54 USD $1,012.29 USD total for 3 nights

Dec 13 – 16, 2026

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

Off The Chart Stays

2 bedrooms·2 baths
Stevensville • Maryland
5(8 reviews)

$1,709.40 USD total for 3 nights

Nov 15 – 18, 2026

Black Eyed Susan

3 bedrooms·2½ baths
Garrett County • Maryland
5(132 reviews)

$454.86 USD total for 3 nights

Nov 15 – 18, 2026

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

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

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

Waldorf - Steps to the Beach

4 bedrooms·3 baths
Ocean City • Maryland
5(135 reviews)

$1,789.60 USD total for 3 nights

Nov 12 – 15, 2026