Photo by KM Moore

Search Vacation Homes in Oakland

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

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 595 Vacation Homes in Oakland 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,
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!
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
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
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
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
Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip
Exterior

Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip

10.0 out of 10, Exceptional, (73)
"We enjoyed our stay! The host was very responsive and we had a great family bonding experience! We can't wait to return! "
Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip
New! Serenity Shores: Lake Area, Dogs OK, Hot Tub, Fireplace, Fire Pit, A/C!
Property grounds

New! Serenity Shores: Lake Area, Dogs OK, Hot Tub, Fireplace, Fire Pit, A/C!

9.4 out of 10, Exceptional, (18)
"Serenity Shores was a good option for our family of seven. Close to the slopes for the skiers in our group and nice space for the family who stayed in doing puzzles, playing games etc. Everyone loved the hot tub. Beautiful views from the front of the house "
New! Serenity Shores: Lake Area, Dogs OK, Hot Tub, Fireplace, Fire Pit, A/C!
Deep Creek Lake Townhome w/ Deck & Water Views
Fridge, microwave, stovetop, dishwasher

Deep Creek Lake Townhome w/ Deck & Water Views

9.6 out of 10, Exceptional, (37)
"Amazing views, great area."
Deep Creek Lake Townhome w/ Deck & Water Views
Indoor Pool, Huge Home, Best View of the Lake!
Marina

Indoor Pool, Huge Home, Best View of the Lake!

9.2 out of 10, Wonderful, (41)
"We had 20 people and everyone enjoyed the house. Loved using the pool and the hot tub."
Indoor Pool, Huge Home, Best View of the Lake!
Mountain view retreat with a hot tub, grill, & firepit - shared athletic courts
TV, fireplace

Mountain view retreat with a hot tub, grill, & firepit - shared athletic courts

6.8 out of 10, (3)
"I loved the entire house tall castle’s is a great name for the place the views are amazing the house was very clean it was a great place to relax definitely with be coming back"
Mountain view retreat with a hot tub, grill, & firepit - shared athletic courts
Level lakefront, family-friendly, hot tub, low fees, private dock
Fridge, microwave, oven, stovetop

Level lakefront, family-friendly, hot tub, low fees, private dock

10.0 out of 10, Exceptional, (103)
"We had a wonderful stay. Beautiful house and property. Hosts clearly enjoy taking care of their guests. Thanks for the great weekend."
Level lakefront, family-friendly, hot tub, low fees, private dock
Serene Mountain Escape: Hot Tub, Foosball, Views
Outdoor spa tub

Serene Mountain Escape: Hot Tub, Foosball, Views

9.6 out of 10, Exceptional, (9)
"House was very clean and well appointed. Nice location"
Serene Mountain Escape: Hot Tub, Foosball, Views
Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing
Property grounds

Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing

10.0 out of 10, Exceptional, (76)
"My family and I spent the long weekend here to enjoy a break from work and college. The hot tub was a hit and having the water close was fun for kayaking. We would stay here again. "
Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing
Cove Creek Lodge 213: Dog Friendly Standard Double Queen Room
1 bedroom, free WiFi, bed sheets

Cove Creek Lodge 213: Dog Friendly Standard Double Queen Room

2.0 star property
10.0 out of 10, Exceptional, (3)
"It is a very cool place to stay. Room was comfortable, clean and bathroom was nice. Highly recommend."
Cove Creek Lodge 213: Dog Friendly Standard Double Queen Room
Best Location, lakefront, dockslip, family friendly, safe.
Property grounds

Best Location, lakefront, dockslip, family friendly, safe.

10.0 out of 10, Exceptional, (1)
"It was everything and more then we could have anticipated. We would definitely rent again"
Best Location, lakefront, dockslip, family friendly, safe.
Mountain High: Lake Access, Hot Tub, Two Fireplaces, Fire Pit!
Exterior

Mountain High: Lake Access, Hot Tub, Two Fireplaces, Fire Pit!

9.8 out of 10, Exceptional, (8)
"Fit everyone perfectly. Was clean before arrival. Great cabin to get away with family"
Mountain High: Lake Access, Hot Tub, Two Fireplaces, Fire Pit!
Deep Creek Lake views from the elevated deck & deluxe suite - near golf
Terrace/patio

Deep Creek Lake views from the elevated deck & deluxe suite - near golf

10.0 out of 10, Exceptional, (1)
"I took the family of 6 to the lake. It was chilly outside but this property was perfect. Plenty of space for us all, each couple had a bathroom. The living room open concept with kitchen was perfect for us being able to enjoy the tv, games, food and beverages together. "
Deep Creek Lake views from the elevated deck & deluxe suite - near golf
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.
Don't see what you're looking for?
See all available properties in Oakland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Oakland

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,
Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp
Terrace/patio

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

9.8 out of 10, Exceptional, (8)
"We had a great trip! Kitchen was well stocked. Beautiful views!"
Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp
Deep Creek Lake views from the elevated deck & deluxe suite - near golf
Terrace/patio

Deep Creek Lake views from the elevated deck & deluxe suite - near golf

10.0 out of 10, Exceptional, (1)
"I took the family of 6 to the lake. It was chilly outside but this property was perfect. Plenty of space for us all, each couple had a bathroom. The living room open concept with kitchen was perfect for us being able to enjoy the tv, games, food and beverages together. "
Deep Creek Lake views from the elevated deck & deluxe suite - near golf
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.