Title: Oakland Vacation Rentals from CA $670: Short-Term Rentals for 2026 | Expedia.ca

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![Waterfall at Swallow Falls](https://images.trvl-media.com/place/9160/b8baa833-4ced-4ac5-b870-e726bd5ccf56.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Jenn Charbonneau

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Oakland vacation rentals

![Smart TV, fireplace, video-game console, DVD player](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/980971f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/f1ba53ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video-game console, DVD player](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/1ad72014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, soundproofing, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/4c3df84b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### HotTub-FirePit-8MintoWisp-Arcade-4BD-NoCleaningFee

[](https://www.expedia.ca/Oakland-Hotels-Unwind-At-Jamesons-Cabin-Pet-Friendly.h91123713.Hotel-Information)

Oakland

10/10

Exceptional

(35 reviews)

"Great property, loved our stay here! We will definitely stay here again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shawnnelle H.

CA $253

CA $796 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Oakland-Hotels-Unwind-At-Jamesons-Cabin-Pet-Friendly.h91123713.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/07ac3aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/c709e08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/88b8da13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/c56f106b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

[](https://www.expedia.ca/Oakland-Hotels-New-Listing-Victory-Cabin-Spacious.h106251530.Hotel-Information)

Oakland

10/10

Exceptional

(13 reviews)

"Great spot for a team retreat!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Garrett H.

CA $305

CA $1,006 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Oakland-Hotels-New-Listing-Victory-Cabin-Spacious.h106251530.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/w3600h2401x0y0-cb011654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/0e3625a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/6ac84ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/d67c6436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger! 

[](https://www.expedia.ca/Oakland-Hotels-Cozy-Lake-Area-Cabin-Pet-Friendly-EV-Charger.h105641553.Hotel-Information)

Oakland

10/10

Exceptional

(23 reviews)

"We had an incredible time at the cabin and we're hoping to come back in the future. The house is BEAUTIFUL, the beds are comfortable, it's in a nice location, and the fire pit and hot tub were great as well. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Madeline C.

CA $243

CA $951 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oakland-Hotels-Cozy-Lake-Area-Cabin-Pet-Friendly-EV-Charger.h105641553.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/0f293a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/9c5002ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/8d769201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/8d132ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### That Special Place

[](https://www.expedia.ca/Oakland-Hotels-That-Special-Place.h78355003.Hotel-Information)

Oakland

10/10

Exceptional

(30 reviews)

"We enjoyed our stay, beautiful cabin with a lake view.Would highly recommend this place, the host was super responsive to any questions we had. Easy check in and out. Kitchen well equipped, overall great experience."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rosemary C.

CA $244

CA $580 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oakland-Hotels-That-Special-Place.h78355003.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110320000/110311000/110310952/61c3068a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110320000/110311000/110310952/c5bec381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110320000/110311000/110310952/28660851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/111000000/110320000/110311000/110310952/7df7b845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

[](https://www.expedia.ca/Oakland-Hotels-Deer-Pass-Luxury-Glamping-Yurt-Near-Deep-CreekMd.h110310952.Hotel-Information)

Oakland

10/10

Exceptional

(9 reviews)

"Great getaway"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Holly M.

CA $149

CA $322 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Oakland-Hotels-Deer-Pass-Luxury-Glamping-Yurt-Near-Deep-CreekMd.h110310952.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100860000/100856200/100856128/663df6f1_edited_80c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games, DVD player](https://images.trvl-media.com/lodging/101000000/100860000/100856200/100856128/5e3ea53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/101000000/100860000/100856200/100856128/8e6e3a46_edited_eb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100860000/100856200/100856128/73596aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Will O' The Wisp: 107B One Bedroom/One Bath

[](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-107B-One-BedroomOne-Bath.h100856128.Hotel-Information)

Mountainside

10/10

Exceptional

(2 reviews)

"Great place to visit. Hope to come back next year"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacy S.

CA $356

CA $459 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-107B-One-BedroomOne-Bath.h100856128.Hotel-Information)

![Smart TV, video games](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/w1287h858x1y1-aa7e85fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/145d0abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/w1287h858x1y1-a585753e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/w1287h858x1y1-7622c5b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### In the heart of Deep Creek Lake! - "Shamrock Inn"

[](https://www.expedia.ca/Oakland-Hotels-In-The-Heart-Of-Deep-Creek-Lake-Shamrock-Inn.h102120259.Hotel-Information)

Mountainside

9.6/10

Exceptional

(5 reviews)

"Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael M.

CA $282

CA $666 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oakland-Hotels-In-The-Heart-Of-Deep-Creek-Lake-Shamrock-Inn.h102120259.Hotel-Information)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/23000000/22630000/22624200/22624198/1bd56ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/23000000/22630000/22624200/22624198/88eef373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22630000/22624200/22624198/0d835cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22630000/22624200/22624198/d1f7f369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The winter is coming !!!

[](https://www.expedia.ca/Cumberland-Hotels-Winter-Is-Coming.h22624198.Hotel-Information)

Oakland

9.8/10

Exceptional

(53 reviews)

"Very easy to check in and out! Thank you! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Edward

CA $304

CA $670 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Cumberland-Hotels-Winter-Is-Coming.h22624198.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383432/a57c8041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383432/99b1d0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383432/8a41e317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383432/98a26ba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Suites at Silver Tree: A118 Studio Standard View

[](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A118-Studio-Standard-View.h76383432.Hotel-Information)

Oakland

10/10

Exceptional

(3 reviews)

"Yes, we had a great time. Host was very accommodating."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $295

CA $379 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A118-Studio-Standard-View.h76383432.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515358/edb16bd8_edited_4b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515358/9bb4bd0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515358/79b5c7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515358/43f41860_edited_e8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Will O' The Wisp: 105A Efficiency/One Bath

[](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-105A-EfficiencyOne-Bath.h76515358.Hotel-Information)

Oakland

9.6/10

Exceptional

(23 reviews)

"Property is very nice. Looks exactly like the photos. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debra M.

CA $328

CA $425 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-105A-EfficiencyOne-Bath.h76515358.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121020000/121013400/121013395/a9f64b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121020000/121013400/121013395/f4eab7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121020000/121013400/121013395/d8f561b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/122000000/121020000/121013400/121013395/ed97a3b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Suites at Silver Tree: A212 One Bedroom Standard View

[](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A212-One-Bedroom-Standard-View.h121013395.Hotel-Information)

Oakland

CA $280

CA $361 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A212-One-Bedroom-Standard-View.h121013395.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/121000000/120880000/120875900/120875821/a13f4c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120880000/120875900/120875821/80e44933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120880000/120875900/120875821/542780ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120880000/120875900/120875821/0f9bd9f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeview Chalet in Deep Creek Lake + Hot Tub

[](https://www.expedia.ca/Oakland-Hotels-Lakeview-Chalet-In-Deep-Creek-Lake-Hot-Tub.h120875821.Hotel-Information)

Oakland

CA $520

CA $1,123 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Oakland-Hotels-Lakeview-Chalet-In-Deep-Creek-Lake-Hot-Tub.h120875821.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121310000/121302300/121302268/83ea0ed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/122000000/121310000/121302300/121302268/deed01de_edited_c941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121310000/121302300/121302268/45b5b6a3_edited_c029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/122000000/121310000/121302300/121302268/aeadb701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Will O' The Wisp: 302B One Bedroom/One Bath

[](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-302B-One-BedroomOne-Bath.h121302268.Hotel-Information)

Oakland

CA $338

CA $435 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-302B-One-BedroomOne-Bath.h121302268.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/125000000/124820000/124815800/124815710/w1123h777x1y0-b26cbc11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124820000/124815800/124815710/w1124h835x0y0-7953d05e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124820000/124815800/124815710/w1121h774x2y0-35ba326a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124820000/124815800/124815710/w1123h788x0y0-03567eb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-bedroom log cabin oasis in soothing Deep Creek

[](https://www.expedia.ca/Oakland-Hotels-2-Bedroom-Log-Cabin-Oasis-In-Soothing-Deep-Creek.h124815710.Hotel-Information)

Oakland

CA $281

CA $495 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Oakland-Hotels-2-Bedroom-Log-Cabin-Oasis-In-Soothing-Deep-Creek.h124815710.Hotel-Information)

![TV, fireplace, books](https://images.trvl-media.com/lodging/116000000/115060000/115059200/115059189/7ca08395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115060000/115059200/115059189/9e2e051a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115060000/115059200/115059189/80270f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115060000/115059200/115059189/5b6cf464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wooded Retreat w Hot Tub, Loft, Game Room & Sauna

[](https://www.expedia.ca/Oakland-Hotels-Wooded-Retreat-W-Hot-Tub.h115059189.Hotel-Information)

Oakland

10/10

Exceptional

(1 review)

"Wonderful place for the perfect getaway! Just like the photos definitely worth every penny. Just have in mind that you are in the woods so the bugs are inevitable but the inside of the place was very clean.Me and my family took advantage of all the amenities from the grill, hot tub, fire place. Don't think twice and book this place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bonny S.

CA $549

CA $1,115 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Oakland-Hotels-Wooded-Retreat-W-Hot-Tub.h115059189.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124510000/124506100/124506022/201de372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124510000/124506100/124506022/92ef5d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124510000/124506100/124506022/5c315923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124510000/124506100/124506022/43ee2b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lake House at Silver Ridge

[](https://www.expedia.ca/Oakland-Hotels-The-Lake-House-At-Silver-Ridge.h124506022.Hotel-Information)

Silver Ridge

CA $642

CA $861 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oakland-Hotels-The-Lake-House-At-Silver-Ridge.h124506022.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383493/95242996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383493/ec239013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383493/ce623138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383493/5a05b15d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Suites at Silver Tree: A218 One Bedroom Standard View

[](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A218-One-Bedroom-Standard-View.h76383493.Hotel-Information)

Oakland

10/10

Exceptional

(3 reviews)

"Our one bedroom suite was clean and comfortably appointed, The lobby was beautiful and a lovely place to congregate. Staff were friendly."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ann Mahling

CA $280

CA $363 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A218-One-Bedroom-Standard-View.h76383493.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383489/5e219bf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383489/a3b73c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383489/cd223692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383489/634cf15b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Suites at Silver Tree: A216 Studio Standard View

[](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A216-Studio-Standard-View.h76383489.Hotel-Information)

Oakland

CA $295

CA $379 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A216-Studio-Standard-View.h76383489.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383461/782a7ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383461/0ee61a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383461/1c7e227a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383461/60fe938b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Suites at Silver Tree: A204 Studio Standard View

[](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A204-Studio-Standard-View.h76383461.Hotel-Information)

Oakland

CA $296

CA $381 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A204-Studio-Standard-View.h76383461.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/16a77489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/67273f74_edited_ee80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/8e09a628_edited_6866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/e700dd04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Will O' The Wisp: 103A Efficiency/One Bath

[](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-103A-EfficiencyOne-Bath.h76515341.Hotel-Information)

Oakland

9.6/10

Exceptional

(9 reviews)

"We had a wonderful time. The place was beautiful and close to everything. Enjoyed the hot tub too! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Molly C.

CA $330

CA $425 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-103A-EfficiencyOne-Bath.h76515341.Hotel-Information)

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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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APART_HOTEL)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CONDO)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APARTMENT)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CHALET)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Maryland%2C+United+States+of+America&regionId=9160&latLong=39.407875%2C-79.406715&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VILLA)

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## Top Oakland Hotel Reviews

![The Garrett Inn](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/d2b2d172_y.jpg)

### The Garrett Inn

10/10 Excellent

"Clean, quiet, nice amenities - nice!"

[](https://expedia.ca/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information)

![Dog-friendly house on the lake, central AC, & EV charger](https://images.trvl-media.com/lodging/79000000/78580000/78576000/78575978/dd43da78_y.jpg)

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

10/10 Excellent

"Great house with a great view! "

[](https://expedia.ca/Oakland-Hotels-Dog-Friendly-House-On-The-Lake-With-Fireplace.h78575978.Hotel-Information)

![The Lake House- 5 bedroom in quiet area with hot tub and pool table](https://images.trvl-media.com/lodging/121000000/120050000/120048200/120048180/18d2a03b_y.jpg)

### The Lake House- 5 bedroom in quiet area with hot tub and pool table

8/10 Good

"House was very accommodating. We had a great time."

[](https://expedia.ca/Oakland-Hotels-The-Lake-House-5-Bedroom-In-Quiet-Area-With-Hot-Tub-And-Pool-Table.h120048180.Hotel-Information)

![Timroc II, FIVE STAR REVIEWS!  LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!](https://images.trvl-media.com/lodging/24000000/23560000/23559700/23559605/w1199h798x1y1-5cea627c_y.jpg)

### Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!

10/10 Excellent

"The host answered very quickly, the house was in perfect shape, we loved the hot tub and only about 15 minutes from wisp"

[](https://expedia.ca/Oakland-Hotels-Timroc-II.h23559605.Hotel-Information)

![Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing
](https://images.trvl-media.com/lodging/64000000/63750000/63746800/63746763/78c8b009_y.jpg)

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

10/10 Excellent

"The hosts were flexible and welcoming, it was great to know they were available to contact during the snow storm.:)"

[](https://expedia.ca/Oakland-Hotels-Lakefront.h63746763.Hotel-Information)

![Baja Motel](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/34bea603_y.jpg)

### Baja Motel

10/10 Excellent

"Clean, everything was great, nicely remodeled. Would stay again: "

[](https://expedia.ca/Oakland-Hotels-Riverside-Suites.h99839480.Hotel-Information)

![Lakefront/Dock/Amazing views HotTub](https://images.trvl-media.com/lodging/78000000/77820000/77813400/77813386/069e545b_y.jpg)

### Lakefront/Dock/Amazing views HotTub

10/10 Excellent

"Our family had a great stay at this property. The house was spacious, and the layout worked well for our group of 12, providing enough privacy for everyone.The lake views from the different decks were a highlight of the trip. The kids also enjoyed the variety of games provided in the house. The host was professional and responded to our questions promptly. "

[](https://expedia.ca/Oakland-Hotels-8min2WISPLakefrontDockHotTub.h77813386.Hotel-Information)

![Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger!
](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/f42198b8_y.jpg)

### Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger! 

10/10 Excellent

"Everything was perfect the place was absolutely beautiful and we are definitely thinking of renting again in the summer "

[](https://expedia.ca/Oakland-Hotels-Cozy-Lake-Area-Cabin-Pet-Friendly-EV-Charger.h105641553.Hotel-Information)

![In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,](https://images.trvl-media.com/lodging/90000000/89150000/89146100/89146013/2fb0c438_y.jpg)

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

10/10 Excellent

"Host was great!! Got back to me right away when I had a question. We all had a great time! Great location!!"

[](https://expedia.ca/Oakland-Hotels-In-The-Heart-Of-Deep-Creek.h89146013.Hotel-Information)

## Find out more about Oakland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Oakland ](https://expedia.ca/Oakland-Private-Vacation-Homes.d9160-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cabin Rentals in Oakland ](https://expedia.ca/Oakland-Cabins.d9160-aaCabins.Travel-Guide-Accommodation)
- [Condo Rentals in Oakland ](https://expedia.ca/Oakland-Condos.d9160-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in Oakland ](https://expedia.ca/Oakland-Apart-Hotels.d9160-aaApartHotels.Travel-Guide-Accommodation)
- [Cottages in Oakland ](https://expedia.ca/Oakland-Cottages.d9160-aaCottages.Travel-Guide-Accommodation)
- [Chalets in Oakland ](https://expedia.ca/Oakland-Chalets.d9160-aaChalets.Travel-Guide-Accommodation)
- [Apartments in Oakland ](https://expedia.ca/Oakland-Apartments.d9160-aaApartments.Travel-Guide-Accommodation)
- [Motels in Oakland ](https://expedia.ca/Oakland-Motels.d9160-aaMotels.Travel-Guide-Accommodation)
- [RV Parks in Oakland ](https://expedia.ca/Oakland-RV-Parks.d9160-aaRVParks.Travel-Guide-Accommodation)
- [Townhomes in Oakland ](https://expedia.ca/Oakland-Townhomes.d9160-aaTownhomes.Travel-Guide-Accommodation)

## Frequently asked questions

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