Title: Oakland Vacation Home Rentals from CA $402: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d553248634998769060.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.ca/Oakland-Vacation-Rentals.d553248634998769060.Travel-Guide-VacationRentals)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d553248634998769060.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.ca/Oakland.d553248634998769060.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Oakland Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248634998769060&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248634998769060&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248634998769060&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248634998769060&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Oakland Vacation Homes ![Property grounds](https://images.trvl-media.com/lodging/85000000/84070000/84066800/84066782/w1290h1505x0y0-aa50aef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84070000/84066800/84066782/3cc5f554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/85000000/84070000/84066800/84066782/f8b60aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/85000000/84070000/84066800/84066782/4234e45f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Summer Escape w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views! Thompson 10/10 Exceptional (10) "Perfect place to bring the family for a quiet ski holiday. " CA $223 CA $402 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Susquehanna-Hotels-Family-Escape-Games.h84066782.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68100000/68094800/68094783/4ec9cf5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68100000/68094800/68094783/5bd6e12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68100000/68094800/68094783/405bbe50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video library, stereo](https://images.trvl-media.com/lodging/69000000/68100000/68094800/68094783/7f0f8b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Properties vacation rental Windsor 9.8/10 Exceptional (64) "Exactly as stated. Very clean very comfortable and very good communication with the host. We enjoyed our weekend. Hope to stay again soon thank you so much." CA $175 CA $438 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Windsor-Hotels-Waterfront-Properties-Vacation-Rental.h68094783.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121400000/121391300/121391219/a0c2937e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121400000/121391300/121391219/2e47a2f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121400000/121391300/121391219/bb78d8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121400000/121391300/121391219/d9e42c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Susquehanna Waterfall Haven Susquehanna CA $218 CA $446 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Susquehanna-Hotels-Susquehanna-Waterfall-Haven.h121391219.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117570000/117568800/117568775/6ee47c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117570000/117568800/117568775/310a1d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117570000/117568800/117568775/09a0afbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117570000/117568800/117568775/cbda3fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ska'no'ne -Peaceful Living 1-bedroom house with central HVAC & WiFi on 13+ acres Nineveh 10/10 Exceptional (2) "Beautiful location, clean, host was very helpful answering questions about the property / surrounding area." CA $189 CA $552 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Nineveh-Hotels-Skanone-Peaceful-Living-1-Bedroom-House-With-Central-HVAC-WiFi-On-13-Acres.h117568775.Hotel-Information) ![House, Private Bathroom, Mountain View (Hale Eddy) | Exterior](https://images.trvl-media.com/lodging/116000000/115020000/115015400/115015355/20cbbe17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom, Mountain View (Hale Eddy) | Restaurant](https://images.trvl-media.com/lodging/116000000/115020000/115015400/115015355/6d0285d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom, Mountain View (Hale Eddy) | Shared kitchen](https://images.trvl-media.com/lodging/116000000/115020000/115015400/115015355/3de51a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom, Mountain View (Hale Eddy) | Lounge](https://images.trvl-media.com/lodging/116000000/115020000/115015400/115015355/26221ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hale Eddy Hancock CA $301 CA $555 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hancock-Hotels-Hale-Eddy.h115015355.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106570000/106568900/106568888/4932ddec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106570000/106568900/106568888/499b8611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106570000/106568900/106568888/9ff131a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106570000/106568900/106568888/5bf9327a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilltop, relax and enjoy nature's aviary atop the Endless Mountains. Hallstead 8.8/10 Excellent (8) "Wanted a quiet rural location for family conversation, a good view, and great food. This was a perfect location and truly enjoyed by all. " CA $301 CA $508 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hallstead-Hotels-Hilltop.h106568888.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100150000/100141600/100141505/7bca613a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100150000/100141600/100141505/4719d150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100150000/100141600/100141505/8cede083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100150000/100141600/100141505/ea29ae6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Angler and Nature's delight - West Branch Delaware Hancock 9.6/10 Exceptional (7) "We enjoyed the weekend getaway with family. The house was very cozy and the hostess was very kind. Thank you very much. " CA $301 CA $634 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hancock-Hotels-Angler-And-Natures-Delight-West-Branch-Delaware.h100141505.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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27®ionId=553248634998769060&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Private-Vacation-Homes.d553248634998769060-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Private-Vacation-Homes.d553248634998769060-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Oakland Hotel Reviews ![Holiday Inn Express Hotel & Suites Gibson by IHG](//images.trvl-media.com/lodging/2000000/1350000/1346800/1346763/51eb9576_y.jpg) ### Holiday Inn Express Hotel & Suites Gibson by IHG 10/10 Excellent "Nice and clean" [](https://expedia.ca/New-Milford-Hotels-Holiday-Inn-Express-Hotel-Suites-Gibson.h1346763.Hotel-Information) ![Spectacular Catskill Mountain River Front Custom Log Home](//images.trvl-media.com/lodging/34000000/33510000/33501100/33501089/ce428188_y.jpg) ### Spectacular Catskill Mountain River Front Custom Log Home 10/10 Excellent "Great Cabin on the Delaware with extraordinary view, clean, updated and comfortable. Check in was easy with great communication. Would highly recommend!" [](https://expedia.ca/Hancock-Hotels-Spectacular-Catskill-Mountain-River-Front-Custom-Log-Home.h33501089.Hotel-Information) ![Upper Delaware Inn](//images.trvl-media.com/lodging/109000000/108240000/108236600/108236510/c8c1eb4e_y.jpg) ### Upper Delaware Inn 10/10 Excellent "Parking easy staff friendly pet friendly " [](https://expedia.ca/Hancock-Hotels-Upper-Delaware-Inn.h108236510.Hotel-Information) ![Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River](//images.trvl-media.com/lodging/28000000/27120000/27117100/27117080/270-ed65c7bf_y.jpg) ### Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River 10/10 Excellent "The cabin was impeccably clean and well stocked. Tracy was very personable and welcoming. " [](https://expedia.ca/Lake-Como-Hotels-Charming-Country-Cottage-Located-On-Cute-Farm.h27117080.Hotel-Information) ![Green Acres Retreat ](//images.trvl-media.com/lodging/113000000/112570000/112562600/112562552/344fa8f6_y.jpg) ### Green Acres Retreat 10/10 Excellent "There was no spa. Very pet friendly. Great place to unwind and get away from it all. Rooms were comfortable and inviting! We will absolutely stay here again!" [](https://expedia.ca/Hancock-Hotels-Green-Acres-Retreat.h112562552.Hotel-Information) ![Handcrafted Riverfront Cabin on 10 acres](//images.trvl-media.com/lodging/71000000/70130000/70128300/70128235/d5d84233_y.jpg) ### Handcrafted Riverfront Cabin on 10 acres 10/10 Excellent "We enjoyed our mini getaway. Cute cabin, nice property, and very calming area! " [](https://expedia.ca/Starlight-Hotels-Handcrafted-Riverfront-Cabin-On-10-Acres.h70128235.Hotel-Information) ![Riverfront Cabin West Branch Delaware River](//images.trvl-media.com/lodging/39000000/38730000/38721000/38720991/02823483_y.jpg) ### Riverfront Cabin West Branch Delaware River 10/10 Excellent "Great place to stay , especially for fishing. Andy is a friendly, great host as always " [](https://expedia.ca/Oneonta-Hotels-Riverfront-Cabin-West-Branch-Delaware-River.h38720991.Hotel-Information) ![Holiday Inn Binghamton Downtown by IHG](//images.trvl-media.com/lodging/1000000/10000/3300/3239/5fa30304_y.jpg) ### Holiday Inn Binghamton Downtown by IHG 10/10 Excellent "Perfect " [](https://expedia.ca/Binghamton-Hotels-Holiday-Inn-Binghamton-Downtown.h3239.Hotel-Information) ![Colonial Brick Inn & Suites](//images.trvl-media.com/lodging/83000000/82980000/82979100/82979075/0cc8066b_y.jpg) ### Colonial Brick Inn & Suites 10/10 Excellent "Parking area was very safe and the rooms are very clean and comfortable " [](https://expedia.ca/New-Milford-Hotels-Colonial-Brick-Inn-Suites.h82979075.Hotel-Information) ## Find out more about Oakland ## Oakland Vacation Homes information | Number of reviews | 89 | | --- | --- | | Accommodation | 51 Vacation Homes | | Lowest Price | CA $402 | | Highest Price | CA $634 | ## Explore a world of travel with Expedia - 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