Oasis at Charity’s Hope Farm Resort image 1
Fun with inflatables on the beautiful salt water pool with whirlpool jets.
Oasis at Charity’s Hope Farm Resort image 3
Horse trainer works with our miniature horse and pony.
Oasis at Charity’s Hope Farm Resort image 5

Oasis at Charity’s Hope Farm Resort

5 bedrooms·3 baths
La Plata • Maryland
4.94(36 reviews)

$4,614.00 USD $2,848.40 USD total for 3 nights

Nov 12 – 15, 2026

Bracken Lodge - 30 acres of private luxury & fun!
Bracken Lodge - 30 acres of private luxury & fun!
Bracken Lodge - 30 acres of private luxury & fun!
Bracken Lodge - 30 acres of private luxury & fun!
Bracken Lodge - 30 acres of private luxury & fun!

Bracken Lodge - 30 acres of private luxury & fun!

5 bedrooms·5½ baths
Garrett County • Maryland

$3,050.00 USD total for 3 nights

Nov 12 – 15, 2026

Snow Escape | Walk to Wisp Lift | Hot Tub | 16+ image 1
Snow Escape | Walk to Wisp Lift | Hot Tub | 16+ image 2
Snow Escape | Walk to Wisp Lift | Hot Tub | 16+ image 3
Snow Escape | Walk to Wisp Lift | Hot Tub | 16+ image 4
Snow Escape | Walk to Wisp Lift | Hot Tub | 16+ image 5

Snow Escape: 6BR, Sleeps 16, Hot Tub, Walk to Lift

6 bedrooms·4 baths
McHenry • Maryland
4.78(58 reviews)

$2,016.00 USD total for 3 nights

Nov 12 – 15, 2026

Wisp'd Away
Wisp'd Away
Wisp'd Away
Boat Slip and Dock - The middle boat slip is the one you can use for your boat
Main level living room

Wisp'd Away

4 bedrooms·3½ baths
Swanton • Maryland
5(10 reviews)

$3,037.04 USD total for 3 nights

Nov 12 – 15, 2026

Oceans Edge 503 OCEANFRONT ON THE BOARDWALK FLEXIBLE STAYS
Oceans Edge 503 OCEANFRONT ON THE BOARDWALK FLEXIBLE STAYS
Oceans Edge 503 OCEANFRONT ON THE BOARDWALK FLEXIBLE STAYS
Oceans Edge 503 OCEANFRONT ON THE BOARDWALK FLEXIBLE STAYS
Oceans Edge 503 OCEANFRONT ON THE BOARDWALK FLEXIBLE STAYS

Oceans Edge 503 OCEANFRONT ON THE BOARDWALK FLEXIBLE STAYS

3 bedrooms·2 baths
Ocean City • Maryland
5(9 reviews)

$1,735.11 USD total for 3 nights

Nov 12 – 15, 2026

Masters Bedroom w/ Private Bath – Stylish & Comfy
Masters Bedroom w/ Private Bath – Stylish & Comfy
Masters Bedroom w/ Private Bath – Stylish & Comfy
Masters Bedroom w/ Private Bath – Stylish & Comfy
Masters Bedroom w/ Private Bath – Stylish & Comfy

Masters Bedroom w/ Private Bath – Stylish & Comfy

1 bedroom·1 bath
Frederick • Maryland
4.7(64 reviews)

$300.00 USD total for 3 nights

Nov 12 – 15, 2026

Point View 2.0
Point View 2.0
Point View 2.0
Point View 2.0
Point View 2.0

Point View 2.0

4 bedrooms·2 baths
McHenry • Maryland
5(10 reviews)

$5,487.00 USD $4,708.95 USD total for 7 nights

Nov 14 – 21, 2026

Dining Room
Living Room
View from Balcony
Dining/Living Room
FLEXIBLE STAY HEATED INDOOR AND OUTDOOR POOLS

FLEXIBLE STAY HEATED INDOOR AND OUTDOOR POOLS

2 bedrooms·2 baths
Ocean City • Maryland

$1,082.25 USD total for 3 nights

Nov 12 – 15, 2026

Escape to the Riverpoint, this unique house embodies the charm of a Swiss chalet A-Frame, complemented by a picturesque boathouse on the serene Canal of the Port Tobacco River.
The hot tub is tucked under the deck which offers privacy. End your day soaking in the hot tub that can fit up to 7 people.
The fire pit is next to the river and in the center of a sand area making it feel like a little beach.
The backyard is fully-fenced in so everyone can enjoy the backyard comfortably
Watch your favorite films on this 85” Google TV in the basement movie room.

5BR Riverfront A-Frame

5 bedrooms·4 baths
Port Tobacco • Maryland

$1,344.90 USD total for 3 nights

Nov 15 – 18, 2026

Decked-Out Sanctuary Near Loch Raven & Baltimore
Decked-Out Sanctuary Near Loch Raven & Baltimore
Decked-Out Sanctuary Near Loch Raven & Baltimore
Decked-Out Sanctuary Near Loch Raven & Baltimore
Decked-Out Sanctuary Near Loch Raven & Baltimore

Decked-Out Sanctuary Near Loch Raven & Baltimore

1 bedroom·1 bath
Cockeysville • Maryland

$2,080.16 USD total for 7 nights

Nov 12 – 19, 2026

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!
Slippery Slope Cabin is THE perfect location to all things in the Deep Creek Lake / Wisp area!
Cozy up to the fire pit for those summer and winter nights and roast some s'mores!
Perfect view of Wisp Resort from the oversized hot tub!
Gather round the firepit and make memories while enjoying the s'mores bar!

Slippery Slope Cabin

3 bedrooms·3 baths
McHenry • Maryland

$829.43 USD total for 3 nights

Nov 15 – 18, 2026

Beach Get Away
Beach Get Away
Beach Get Away
Beach Get Away
Beach Get Away

Beach Get Away

2 bedrooms·1 bath
Ocean City • Maryland
5(1 review)

$706.00 USD total for 3 nights

Dec 21 – 24, 2026

Relaxing Retreat on the Hudson image 1
Relaxing Retreat on the Hudson image 2
Relaxing Retreat on the Hudson image 3
Relaxing Retreat on the Hudson image 4
Relaxing Retreat on the Hudson image 5

Relaxing Retreat on the Hudson

5 bedrooms·2 baths
Maryland
5(34 reviews)

$1,150.00 USD total for 3 nights

Nov 12 – 15, 2026

The front of the house
Patio with gazebo, firepit, dining table, hot tub, grill
Family room
Kitchen with walk-out to the pool
Kitchen with walk-out to dining room

Deep Creek Serenity Retreat

6 bedrooms·5½ baths
Friendsville • Maryland

$3,850.00 USD total for 3 nights

Nov 12 – 15, 2026

Sunset View: Lakefront Pet-Friendly | Dock
Sunset View: Lakefront Pet-Friendly | Dock
Sunset View: Lakefront Pet-Friendly | Dock
Sunset View: Lakefront Pet-Friendly | Dock
Sunset View: Lakefront Pet-Friendly | Dock

Sunset View: Lakefront Pet-Friendly | Dock

4 bedrooms·2 baths
Swanton • Maryland

$1,368.61 USD total for 3 nights

Nov 12 – 15, 2026

Falls Inn
Falls Inn
Falls Inn
Falls Inn
Falls Inn

Falls Inn

5 bedrooms·3 baths
Oakland • Maryland
$500/ night(excl. fees & taxes)