Oakland vacation rentals
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Top-rated vacation rentals in Oakland
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oakland vacation rentals
Other great vacation rentals in Oakland
Tiny home in Oakland
5.0 out of 5 average rating, 14 reviewsThe Grist Mill
Jun 18 – 25
Vacation home in Oakland
4.93 out of 5 average rating, 30 reviews1-Bedroom near Deep Creek Lake with Mountain View
Apr 10 – 17
Cottage in Oakland
4.93 out of 5 average rating, 58 reviewsCheerful cottage minutes from Wisp and Deep Creek
Nov 18 – 25
Home in Oakland
4.98 out of 5 average rating, 48 reviewsLovers Loft Lodge on the Lake, NO cleaning Fee!
Feb 20 – 27
Cottage in Oakland
4.98 out of 5 average rating, 97 reviewsPet friendly-Cottage in the Woods
Oct 21 – 28
Home in Oakland
4.88 out of 5 average rating, 64 reviewsThe Wise Quack - A Taste of Deep Creek Lake!
Oct 25 – Nov 1
Home in Oakland
4.86 out of 5 average rating, 42 reviewsVictorian Farmhouse with view of pleasant valley
Jul 17 – 24
Farm stay in Swanton
5.0 out of 5 average rating, 21 reviewsThe Country Nook at Waters Run Farmlands w/WI-FI
Oct 31 – Nov 7
Other great vacation rentals in Oakland
Camper/RV in Eglon
5.0 out of 5 average rating, 11 reviewsReishiBus, a cozy & elegant, skoolie tiny home!
Jul 12 – 19
Apartment in Accident
5.0 out of 5 average rating, 51 reviewsNew! The Nest near Deep Creek
Feb 14 – 21
Cabin in Oakland
5.0 out of 5 average rating, 42 reviewsNew Build! Pool, Hot Tub, Fire Pit, and EV Charger
Dec 10 – 17
Cabin in Oakland
5.0 out of 5 average rating, 34 reviews*Fireside* Country Setting w/ Hot Tub & Game Room
Jan 1 – 8
Vacation home in Oakland
5.0 out of 5 average rating, 54 reviewsLakefront Cabin in Stunning Storybook Setting
Oct 9 – 16
Townhouse in Oakland
4.96 out of 5 average rating, 71 reviewsPerfectly located for Lake enjoyment
Mar 28 – Apr 4
Cottage in Oakland
4.91 out of 5 average rating, 35 reviewsClose to WISP - Cabin 3BR 1.5 BA, King Bed, Games
Dec 8 – 15
Home in Oakland
4.92 out of 5 average rating, 13 reviewsWisped Away
Aug 17 – 24
Quick stats about vacation rentals in Oakland
Total rentals
10 properties
Popular amenities
Self check-in, Gym, and BBQ grill
Wifi availability
10 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
230 reviews
Nightly prices starting at
G$8,339 GYD before taxes and fees
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