Search Vacation Homes in Oakland

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oakland vacation homes

Mountain Lake View -King Beds -Luxury Retreat, Dam View Vista-Lake View-King Beds With Luxury Linens...

Mountain Lake View -King Beds -Luxury Retreat, Dam View Vista-Lake View-King Beds With Luxury Linens...
Oakland
9.0 out of 10, Wonderful, (7 reviews)
"I give this rental 5 stars — 10/10! The host was very responsive and great to communicate with. I would definitely stay again."
United States
Ya’Digg C.
The price is AED 735
AED 1,982 total
includes taxes & fees
11 Jun - 12 Jun
Mountain Lake View -King Beds -Luxury Retreat, Dam View Vista-Lake View-King Beds With Luxury Linens...

Lakefront/Dock/Amazing views HotTub

Lakefront/Dock/Amazing views HotTub
Oakland
9.6 out of 10, Exceptional, (66 reviews)
"We had an absolute wonderful stay at Hygge Memories. The house was beautiful and spotless, and had everything we needed for a comfortable getaway! The lake front view was stunning - the perfect backdrop for relaxing and making memories! The location was ideal-close to everything, yet peaceful and private. The owners were fantastic to work with, friendly, responsive and truly made us feel welcomed! We would definitely stay here again and highly recommend this property to anyone looking for a...
United States
Wendy V.
The price is AED 889
AED 3,044 total
includes taxes & fees
7 Jun - 8 Jun
Lakefront/Dock/Amazing views HotTub

Luxor Mountaintop Cabin-Castle at Deep Creek Lake

Luxor Mountaintop Cabin-Castle at Deep Creek Lake
Oakland
The price is AED 1,331
AED 2,812 total
includes taxes & fees
8 Jun - 9 Jun
Luxor Mountaintop Cabin-Castle at Deep Creek Lake

LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks

LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks
Oakland
10.0 out of 10, Exceptional, (14 reviews)
"Great house that is well appointed with necessities and many extras. Will definitely return!"
United States
Hans Z.
The price is AED 3,141
AED 5,479 total
includes taxes & fees
5 Jul - 6 Jul
LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks

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

Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing
Oakland
10.0 out of 10, Exceptional, (94 reviews)
"Responsive host and great location. "
United States
Cynthia H.
The price is AED 1,322
AED 2,803 total
includes taxes & fees
15 Jun - 16 Jun
Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing

1BR chalet w/ hot tub & serene views

1BR chalet w/ hot tub & serene views
Old Fields
10.0 out of 10, Exceptional, (2 reviews)
"My wife and I stayed here looking for expansive views and quiet to enjoy the Fall foliage in late October. This property over-delivered. It was a wonderful stay with amazing views and extremely quiet and remote. We would definitely stay here again. Communication was superb - fast responses and super informative. "
United States
Dane P.
The price is AED 675
AED 1,542 total
includes taxes & fees
9 Jun - 10 Jun
1BR chalet w/ hot tub & serene views

2BR/1BA Cozy Retreat near Timberline slopes

2BR/1BA Cozy Retreat near Timberline slopes
Davis
10.0 out of 10, Exceptional, (35 reviews)
"Great stay, updated appliances, furnishings, clean, warm, comfortable and close to restaurants, skiing, etc. All arrangements and communication were great. Be advised the back alley is narrow and would be challenging for larger cars. Our Ford Flex did fit. Great stay!"
United States
Kevin D.
The price is AED 327
AED 862 total
includes taxes & fees
7 Jun - 8 Jun
2BR/1BA Cozy Retreat near Timberline slopes

Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres

Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres
Keyser
The price is AED 727
AED 1,353 total
includes taxes & fees
9 Jun - 10 Jun
Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres

Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV

Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV
Davis
9.6 out of 10, Exceptional, (51 reviews)
"Host was wo derful and helpful"
United States
john kim b.
The price is AED 294
AED 782 total
includes taxes & fees
23 Jun - 24 Jun
Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV

Stone's Throw Cabin moments away from the best of the Laurel Highlands!

Stone's Throw Cabin moments away from the best of the Laurel Highlands!
Confluence
10.0 out of 10, Exceptional, (11 reviews)
"Great location and vibe!"
United States
Pedro R.
The price is AED 440
AED 566 total
includes taxes & fees
7 Jun - 8 Jun
Stone's Throw Cabin moments away from the best of the Laurel Highlands!

Shoreline Estates - Two Double Beds

Shoreline Estates - Two Double Beds
Confluence
10.0 out of 10, Exceptional, (2 reviews)
"Bed was comfortable"
United States
John
The price is AED 400
AED 539 total
includes taxes & fees
7 Jun - 8 Jun
Shoreline Estates - Two Double Beds

Cozy 3-bedroom house in peaceful Davis with EV charger minutes from adventure

Cozy 3-bedroom house in peaceful Davis with EV charger minutes from adventure
Timberline
9.2 out of 10, Wonderful, (25 reviews)
"We had an amazing time in WV. This home is comfortable and well appointed - our family had the best time! Excellent communication with host."
United States
Deanna F.
The price is AED 393
AED 974 total
includes taxes & fees
7 Jun - 8 Jun
Cozy 3-bedroom house in peaceful Davis with EV charger minutes from adventure

Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home

Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home
3.0 star property
Timberline
The price is AED 671
AED 1,879 total
includes taxes & fees
7 Jun - 8 Jun
Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home

Mountain Near - Slopeside to Salamander ski trail in Timberline, game room, hot tub, air-conditioned and pet friendly

Mountain Near - Slopeside to Salamander ski trail in Timberline, game room, hot tub, air-conditioned and pet friendly
Timberline
9.8 out of 10, Exceptional, (92 reviews)
"Friendly hostGreat location "
United States
Lynn S.
The price is AED 860
AED 2,271 total
includes taxes & fees
7 Jun - 8 Jun
Mountain Near - Slopeside to Salamander ski trail in Timberline, game room, hot tub, air-conditioned and pet friendly

5BR | Fireplace | Deck | Game Room

5BR | Fireplace | Deck | Game Room
McHenry
10.0 out of 10, Exceptional, (13 reviews)
"Excellent location and property. Had everything we needed, and the owner was more than accommodating. Thank you "
United States
Derek D.
The price is AED 1,006
AED 2,554 total
includes taxes & fees
7 Jun - 8 Jun
5BR | Fireplace | Deck | Game Room

2 bd 2bth, Thomas, WV, near Canaan and Davis, WV skiing, trails, State Parks

2 bd 2bth, Thomas, WV, near Canaan and Davis, WV skiing, trails, State Parks
Thomas
10.0 out of 10, Exceptional, (55 reviews)
"Excellent stay would stay there again for sure. "
United States
Richard F.
The price is AED 632
AED 1,243 total
includes taxes & fees
15 Jun - 16 Jun
2 bd 2bth, Thomas, WV, near Canaan and Davis, WV skiing, trails, State Parks

NEW! Modern Mountain Retreat Near Dolly Sods & Skiing

NEW! Modern Mountain Retreat Near Dolly Sods & Skiing
Timberline
8.0 out of 10, Very Good, (2 reviews)
"All of the closets were locked. We had no where to hang up our suits and dresses. We were there for a wedding. Also, the tv in the main family room wouldn’t work. They said it was new and no one knew how to program it. "
United States
Heidi A.
The price is AED 693
AED 1,890 total
includes taxes & fees
7 Jun - 8 Jun
NEW! Modern Mountain Retreat Near Dolly Sods & Skiing

MOUNTAIN VIEW HOUSE, 2-minute walk to downtown

MOUNTAIN VIEW HOUSE, 2-minute walk to downtown
Davis
10.0 out of 10, Exceptional, (16 reviews)
"The hosts were amazing and the house had everything we needed and more! The house was fun to be in and super clean. We would definitely stay here again. "
United States
Becky N.
The price is AED 833
AED 1,796 total
includes taxes & fees
10 Jun - 11 Jun
MOUNTAIN VIEW HOUSE, 2-minute walk to downtown

Prvt Rm 4, Upper floor, pond view, gas fireplace

Prvt Rm 4, Upper floor, pond view, gas fireplace
Swanton
The price is AED 771
AED 1,832 total
includes taxes & fees
7 Jun - 8 Jun
Prvt Rm 4, Upper floor, pond view, gas fireplace

Parsons Riverside Retreat: Steps away from a rolling mountain stream and trails

Parsons Riverside Retreat: Steps away from a rolling mountain stream and trails
Parsons
10.0 out of 10, Exceptional, (76 reviews)
"The spot on the river with sliders and porch overlooking Shaver’s Fork. The cozy A-frame was exceptionally appointed with thoughtful items and comfy linens. Had a great stay. "
United States
Timothy
The price is AED 658
AED 1,191 total
includes taxes & fees
11 Jun - 12 Jun
Parsons Riverside Retreat: Steps away from a rolling mountain stream and trails
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oakland Hotel Reviews