Quintana Roo Resorts - Vacation Rentals in Oakland

Split Lakefront Gem w/Pool Table & Dock Slip From US $319
         

9.6 (59 Reviews)
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  • Air Conditioner
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  • Pool
Lake View From US $156
         

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  • Pet Friendly
  • Wheelchair Accessible
  • Balcony/Terrace
Innisfree | Spacious Chalet with Sunset Lake Views From US $568
         

9.6 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Deep Creek Cabin w/Fireplace & Year-Round Comfort From US $316
         

Central Deep Creek Retreat w/Hot Tub From US $359
         

9.0 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Mountain House | Pet Friendly, Dock, Great Views! From US $372
         

Luxury Lakefront w/Hot Tub & Rec Room From US $675
         

9.2 (30 Reviews)
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  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Oakland

Over 1137+ Luxury Places to Stay in or Near Oakland
Under the Stars From US $2,571
         

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The Haven From US $2,344
         

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10.0 (1 Review)
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  • Parking
  • Pool
Timberlodge by Railey Vacations From US $2,275
         

New
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  • Parking
  • Security/Safety
  • Child Friendly
Grand Chestnut Lodge From US $2,008
         

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New
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Indoor Pool, Huge Home, Best View of the Lake! From US $1,812
         

Top-Rated Vacation Rentals with a Pool in Oakland

Over 275+ Top-Rated Vacation Rentals with a Pool in or Near Oakland
Cozy Dog Friendly Log Cabin w/Hot Tub & Fireplace From US $358
         

10.0 (17 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Dog Friendly Luxury Estate w/Fire Pit, Hot Tubs & Dock From US $1,275
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Dockside Bliss w/Hot Tub, Fire Pit & Big Deck From US $596
         

10.0 (5 Reviews)
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  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Oakland

Over 310+ Pet-Friendly Vacation Rentals in or Near Oakland
Dog Friendly Mountain Chalet w/Fireplaces & Hot Tub From US $527
         

9.8 (78 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr From US $300
         

Happy Trails by Taylor Made Deep Creek From US $305
         

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Whimsical Dog Friendly Cottage w/Hot Tub & Dock From US $451
         

9.6 (59 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The winter is coming ! From US $514
         

9.8 (50 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Dog Friendly Escape w/Hot Tub & Views From US $635
         

9.4 (48 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Dog Friendly Deep Creek Retreat w/Hot Tub From US $1,035
         

8.6 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Just About Paradise | Seasonal Lake Views + Deck From US $427
         

8.8 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Oakland on PetFriendly.io

Large Vacation Homes & Villas in Oakland

Over 639+ Large Vacation Homes & Villas in or Near Oakland
Deep Creek Gem w/Views, Fire Pit & Pool Table From US $970
         

9.6 (14 Reviews)
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  • Air Conditioner
  • Parking
  • Pool
Stone Crest From US $605
         

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New
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  • Pool
  • Wheelchair Accessible
  • Private Pool
Lake Views * Hot Tub * Fast Wi-Fi * Renovated From US $326
         

Rustic Luxury w/Hot Tub, Dock & Views From US $523
         

9.6 (68 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Lakefront Chalet w/Pool, Private Dock, & Hot Tub From US $1,480
         

Signature Lakefront w/Dock & Pool Table From US $894
         

9.4 (14 Reviews)
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  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Oakland

Over 97+ Wheelchair Accessible Vacation Homes in or Near Oakland
Will O' The Wisp: 102B One Bedroom/One Bath From US $313
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Suites at Silver Tree A124 From US $130
         

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9.0 (9 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Will O' The Wisp: 308D Two Bedroom/Two Bath From US $446
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Will O' The Wisp: 107B One Bedroom/One Bath From US $326
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Will O' The Wisp: 104B One Bedroom/One Bath From US $324
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Will O' The Wisp: 305E Three Bedroom/Three Bath From US $593
         

Will O' The Wisp: 501F Three Bedroom/Two Bath From US $517
         

Oakland Varoom and Airbnb Places to Stay Under $200

Over 82+ Oakland Varoom and Airbnb Places to Stay Under $200
Sisters Treehouse From US $151
         

9.6 (107 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Recreational Therapy- Private 2 Bedroom with Hot Tub and Firepit From US $178
         

10.0 (1 Review)
House
  • Security/Safety
  • Sports/Activities
  • Fireplace/Heating
Views & Brews by Taylor Made Deep Creek From US $179
         

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New
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  • Air Conditioner
  • Parking
  • Pet Friendly
Bearadise | Lake Access Home + Large Yard From US $138
         

4.4 (27 Reviews)
House
  • Air Conditioner
  • TV
  • Bedding/Linens

Instantly Bookable Vacation Homes in Oakland

Over 660+ Instantly Bookable Vacation Homes in or Near Oakland
The Mountain Airy | Great Location, Hot Tub! From US $294
         

Centrally Located Gem w/4 Master Suites & Hot Tub From US $366
         

Stone Crest | Centrally Located, Fire Pit! From US $891
         

9.6 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
2 Homes, 1 Estate w/Dock, Fire Pit & Game Room From US $1,059
         

Deep Creek Gem w/Dock, Fire Pit, Views & Hot Tub From US $506
         

Luxury Mountain Escape w/Hot Tub & Fireplaces From US $425
         

About Oakland Vacation Rentals

With more than 1146 Oakland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Quintanarooresorts and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Oakland.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Quintanarooresorts Oakland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Oakland. Places to stay near Oakland are 1882.13 ft² on average, with prices averaging $485 a night.

Quintanarooresorts makes it easy and safe to find and compare vacation rentals in Oakland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Oakland

Type Count
Vacation Homes 893
Cabin Rentals 69
Holiday Apartments 58
Hotels with Suites 35
Ski Chalet Rentals 17
Cottages 10
Villas 2
Others 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Oakland

Pro Tip: Quintanarooresorts makes it easy to compare the best listings on Quintanarooresorts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Quintanarooresorts homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Oakland.

Weather in Oakland

View the weather forecast for Oakland before booking your Oakland Vacation Rentals to confirm your best time to go.

December - February
High 50°F       Low 20°F
March - May
High 69°F       Low 25°F
June - August
High 81°F       Low 56°F
September - November
High 73°F       Low 30°F