Search Vacation Homes in Cumberland

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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 1861 Vacation Homes in Cumberland with updated reviews, rates, and availability.

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Outdoor dining

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

8.4 out of 10, Very Good, (45)
"Great location, quiet, clean, great sleep & soft beds"
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Lakefront Home with Dock, Firepit & Views - Dogs OK, Close to the State Park
TV, fireplace, DVD player, books

Lakefront Home with Dock, Firepit & Views - Dogs OK, Close to the State Park

8.2 out of 10, Very Good, (52)
"Loved that the area was secluded, very beautiful property and nicely decorated"
Lakefront Home with Dock, Firepit & Views - Dogs OK, Close to the State Park
Deep Creek Mountain Retreat | House in McHenry with sweeping views
Fridge, microwave, oven, stovetop

Deep Creek Mountain Retreat | House in McHenry with sweeping views

9.8 out of 10, Exceptional, (17)
"Plenty of space for all 10 of us! Thanks for letting us bring our furbabies! The air hockey and foosball were added treats!"
Deep Creek Mountain Retreat | House in McHenry with sweeping views
Hot tub, fire pit, lakefront, dock, pet friendly and more!
Interior

Hot tub, fire pit, lakefront, dock, pet friendly and more!

7.2 out of 10, Good, (10)
"We had such a wonderful stay. The property was clean and decorated so cute. The management company was highly responsive to our every need. I would highly recommend! "
Hot tub, fire pit, lakefront, dock, pet friendly and more!
Stunning Luxury Home! Direct Ski Access and Hot Tub
Smart TV, fireplace, foosball, table tennis

Stunning Luxury Home! Direct Ski Access and Hot Tub

10.0 out of 10, Exceptional, (11)
"Tons of space, easy ski in and out.The two bunk rooms made it great for multifamily and able to split up the boys and girls."
Stunning Luxury Home! Direct Ski Access and Hot Tub
Adventure retreat near ski lifts and lake - private hot tub, three balconies
Aerial view

Adventure retreat near ski lifts and lake - private hot tub, three balconies

8.6 out of 10, Excellent, (8)
"The bed was uncomfortable but other than that the place is very nice. "
Adventure retreat near ski lifts and lake - private hot tub, three balconies
Modern house on the lake with private dock, hot tub, air hockey & central AC
TV, fireplace

Modern house on the lake with private dock, hot tub, air hockey & central AC

7.8 out of 10, Good, (17)
"Other than a hell of a lot of mosquitos being inside the home everything else was perfect after about an hour or 2 they were gone or maybe after a few drinks but I will be booking again the home was amazing"
Modern house on the lake with private dock, hot tub, air hockey & central AC
New: Lakefront Luxury Home with Private Indoor Heated Pool!
Outdoor spa tub

New: Lakefront Luxury Home with Private Indoor Heated Pool!

9.8 out of 10, Exceptional, (10)
"Great house for a large group with lots to do!"
New: Lakefront Luxury Home with Private Indoor Heated Pool!
Dog-friendly house on the lake, central AC, & EV charger
View from property

Dog-friendly house on the lake, central AC, & EV charger

8.6 out of 10, Excellent, (52)
"The inside of the house was very clean and very tastefully decorated. The view was out of this world! The one thing that we would like to note, is that prior guests left large dog poop on the balcony that was not cleaned up by the staff. In addition, there was a bag of dog poop left in front of the home. Everything else was excellent and we still appreciate it being dog-friendly."
Dog-friendly house on the lake, central AC, & EV charger
Private Indoor Swim Pool,Hot Tub, Free Golf & Mini Golf, Tennis, Fire Pit
Game room

Private Indoor Swim Pool,Hot Tub, Free Golf & Mini Golf, Tennis, Fire Pit

9.0 out of 10, Wonderful, (90)
"Great stay here with the family for the weekend! A combination of leisure and activity"
Private Indoor Swim Pool,Hot Tub, Free Golf & Mini Golf, Tennis, Fire Pit
New: Stunning Mountain Lake Home
Smart TV, fireplace, table tennis

New: Stunning Mountain Lake Home

10.0 out of 10, Exceptional, (6)
"We had a blast. 7 kids and 5 adults. Home was very clean and well appointed. Great location. We will definitely be back!"
New: Stunning Mountain Lake Home
Lakefront Cabin with Private Dock, Hot Tub, & Game Room - Dogs Okay
Beach

Lakefront Cabin with Private Dock, Hot Tub, & Game Room - Dogs Okay

8.6 out of 10, Excellent, (78)
"Beautiful location. The house was perfect! "
Lakefront Cabin with Private Dock, Hot Tub, & Game Room - Dogs Okay
Lakefront, dog friendly, dock slip, hot tub, and fire pit
Fridge, microwave, oven, stovetop

Lakefront, dog friendly, dock slip, hot tub, and fire pit

10.0 out of 10, Exceptional, (39)
"We enjoyed our stay and the peace of this lovely home very much!"
Lakefront, dog friendly, dock slip, hot tub, and fire pit
6BR Lake Access Home, Dock, HotTub, Pet-Friendly–30% Weekly Discount Exc. Summer
Exterior

6BR Lake Access Home, Dock, HotTub, Pet-Friendly–30% Weekly Discount Exc. Summer

9.4 out of 10, Exceptional, (78)
"Overall we loved the property. Very comfortable & quiet. Great area. Only slight problem was an ice storm hit the area. The driveway & steps were covered in ice. A bag of salt cured that. I broomed off when we left.."
6BR Lake Access Home, Dock, HotTub, Pet-Friendly–30% Weekly Discount Exc. Summer
Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi
TV, fireplace

Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi

8.4 out of 10, Very Good, (27)
"Enjoyed our stay..location is great..close to restaurants and entertainment. "
Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi
Large Lakefront Home! Private dock and hot tub!
Smart TV, fireplace, DVD player, foosball

Large Lakefront Home! Private dock and hot tub!

10.0 out of 10, Exceptional, (36)
"We were impressed by the quality of our stay and thorough communication with the property manager. Can’t wait to return! "
Large Lakefront Home! Private dock and hot tub!
Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen
Interior

Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen

9.6 out of 10, Exceptional, (9)
"Had a greatfamily weekend"
Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen
New Construction Lakefront Home with Private Dock, Fire Pit, Hot Tub
Outdoor dining

New Construction Lakefront Home with Private Dock, Fire Pit, Hot Tub

10.0 out of 10, Exceptional, (23)
"Hung out with good friends! "
New Construction Lakefront Home with Private Dock, Fire Pit, Hot Tub
Lakefront Townhome
Children's area

Lakefront Townhome

9.6 out of 10, Exceptional, (22)
"Property had all the necessities for a quiet getaway. We stayed in all weekend but the location was optimal for nightlife and skiing as well as view of the lake if desired."
Lakefront Townhome
Spacious home near Wisp/Deep Lake SP with hot tub, pool table, & fireplace
Outdoor spa tub

Spacious home near Wisp/Deep Lake SP with hot tub, pool table, & fireplace

9.0 out of 10, Wonderful, (6)
"Clean and comfortable house"
Spacious home near Wisp/Deep Lake SP with hot tub, pool table, & fireplace
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Cumberland

Secluded, romantic cabin with hot tub on 12 acres of woodland.
Smart TV, fireplace, DVD player, books

Secluded, romantic cabin with hot tub on 12 acres of woodland.

10.0 out of 10, Exceptional, (89)
"The cabin in the woods was an absolutely stunning, quiet, romantic retreat. "
The price is AED 716
AED 1,217 total
includes taxes & fees
19 May - 20 May
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, oven, stovetop

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

10.0 out of 10, Exceptional, (8)
"Nice clean well kept cottage. "
The price is AED 441
AED 701 total
includes taxes & fees
17 May - 18 May
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
2 bedrooms, desk, iron/ironing board, travel crib

Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

10.0 out of 10, Exceptional, (39)
"Great stay, clean and pleasant."
The price is AED 441
AED 740 total
includes taxes & fees
19 May - 20 May
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.