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.

Guest favorite

Guest suite in Oakland

4.98 out of 5 average rating, 666 reviews

East Bay Studio Oasis - Rest, Relax, Or See It All

Cozy, clean studio located in the heart of North Oakland’s trendiest neighborhood. Renovated w/ kitchenette, stove/oven, fridge; large shower, cable TV, private entrance & porch. Queen size bed & small futon appropriate for a child or small adult. Walk to Temescal neighborhood for shops & foodies! Easy access to 3 BART stations, UC Berkeley, & the freeway. Awesome neighbors & sunny backyard for guests. Downstairs attached to main house. Located in Oakland ACROSS THE BAY from San Francisco.

Sep 10 – 17

€ 118 per night
Guest favorite

Guest suite in Temescal

4.97 out of 5 average rating, 241 reviews

Light Filled in the Heart of Temescal’s Jewel Box.

Welcome to the quiet Temescal Jewelbox! Newly renovated, our backyard apartment is a home away from home in one of Oakland’s most vibrant centrally located neighborhoods. We love Temescal! Fully equipped new kitchen, a light filled living area with our prize 1957 Metz music cabinet, restored and Bluetooth compatible - stream your play lists from the dedicated WiFi. Settle in to the upstairs bedroom with a cozy reading nook, desk space, a “walk-up” closet, en-suite small bathroom with shower.

Mar 18 – 25

€ 148 per night
Guest favorite

Guesthouse in Oakland

4.97 out of 5 average rating, 156 reviews

The Redwood Retreat

Near Lake Temescal, Redwd Regional Prk, Bart, Hwy 13, Rockridge,Montclair, Dwntwn. We completely remodeled our guest house with a focus on short term tenants. Lots of storage within one of the most quite settings you will find. We made a thoughtful attempt to load the unit with everything u might need while away. The kitchen is functional to the point that you could actually cook a Thanksgiving dinner, multiple frying pans to crock pots a blender or chefs knives. Bathroom sundries abound!

Nov 11 – 18

€ 147 per night

Popular amenities for Oakland vacation rentals

Stay near Oakland's top sights

Lake Merritt748 locals recommend
Oakland Zoo163 locals recommend
Jack London Square213 locals recommend
Oakland International Airport56 locals recommend
Oracle Arena83 locals recommend
The Greek Theatre75 locals recommend

Other great vacation rentals in Oakland

Guest favorite

Guesthouse in Oakland

4.93 out of 5 average rating, 420 reviews

Redwood Sanctuary Oakland Hills

Jun 19 – 26

€ 149 per night
Guest favorite

Guesthouse in North Oakland

4.96 out of 5 average rating, 209 reviews

Cozy, Private Backyard Studio in Soothing Shades of Gray

May 14 – 21

€ 117 per night
Guest favorite

Guesthouse in Oakland

4.95 out of 5 average rating, 131 reviews

CozyOak Studio

Sep 15 – 22

€ 107 per night
Guest favorite

Guest suite in North Oakland

4.94 out of 5 average rating, 265 reviews

Modern Rockridge Studio with Private Deck

Oct 14 – 21

€ 148 per night
Guest favorite

Apartment in Oakland

4.97 out of 5 average rating, 240 reviews

A Midcentury's Night Dream- Oakland

Jun 30 – Jul 7

€ 160 per night
Superhost

Home in North Oakland

4.83 out of 5 average rating, 250 reviews

Lovely Cottage garden oasis w/Hot Tub near BART 🌹

Oct 18 – 25

€ 115 per night
Guest favorite

Guesthouse in North Oakland

4.95 out of 5 average rating, 261 reviews

Private Garden Studio, fast wifi near Bart

Jul 20 – 27

€ 146 per night
Guest favorite

Apartment in Oakland

5.0 out of 5 average rating, 230 reviews

Modern retreat in the tree tops

May 31 – Jun 7

€ 151 per night
Guest favorite

Guesthouse in Kensington

4.94 out of 5 average rating, 599 reviews

Secluded luxury cottage & hot tub

Jan 4 – 11

€ 163 per night
Guest favorite

Guest suite in Oakland

4.84 out of 5 average rating, 208 reviews

Roomy Studio with Private Entrance on Leafy Street

Apr 11 – 18

€ 66 per night
Guest favorite

Guest suite in Oakland

4.95 out of 5 average rating, 150 reviews

Private In-Law Suite in Historic Crocker Highlands

Sep 5 – 12

€ 153 per night
Guest favorite

Guest suite in Temescal

4.99 out of 5 average rating, 273 reviews

Garden View Victorian Apt. in Temescal w/ Hot Tub

Dec 27 – Jan 3

€ 166 per night

Other great vacation rentals in Oakland

Guest favorite

Guest suite in Eastmont Hills

4.83 out of 5 average rating, 286 reviews

Private Master Suite + Bathroom in Oakland Hills

Jan 17 – 24

€ 72 per night
Guest favorite

Home in Oakland

4.95 out of 5 average rating, 147 reviews

The Oakland Hills Hideaway - House with Garden

Dec 22 – 29

€ 160 per night
Superhost

Condo in Downtown Oakland

4.91 out of 5 average rating, 242 reviews

Lakeside Retreat (w/ private parking)

May 25 – Jun 1

€ 151 per night
Guest favorite

Guest suite in Oakland

4.96 out of 5 average rating, 122 reviews

Montclair Creekside Retreat

Apr 24 – May 1

€ 120 per night
Superhost

Guesthouse in Oakland

4.84 out of 5 average rating, 239 reviews

Beautiful Modern ADU Apt With Private Entrance

Jun 13 – 20

€ 130 per night
Superhost

Guesthouse in Oakland

4.86 out of 5 average rating, 139 reviews

NEW Adorable 1 bedroom guesthouse with Patio

Sep 23 – 30

€ 88 per night
Superhost

Home in Montclair

4.84 out of 5 average rating, 364 reviews

Montclair Private Garden Studio

Jun 20 – 27

€ 110 per night
Guest favorite

Guest suite in Oakland

4.98 out of 5 average rating, 307 reviews

Modern Urban Retreat

May 16 – 23

€ 190 per night
Guest favorite

Guesthouse in Berkeley

4.92 out of 5 average rating, 101 reviews

Well designed, peaceful & sunny cottage - Berkeley

Jun 19 – 26

€ 119 per night
Guest favorite

Guest suite in Oakland

4.97 out of 5 average rating, 128 reviews

Curated Studio w/ Hot Tub & Outdoor Bath

Jul 29 – Aug 5

€ 168 per night
Guest favorite

Guest suite in Oakland

4.92 out of 5 average rating, 258 reviews

Private Oakland Hills Escape!

Aug 30 – Sep 6

€ 104 per night
Guest favorite

Guesthouse in Oakland

4.88 out of 5 average rating, 322 reviews

Unique tiny house/deck near Lake & no shared air

Jun 18 – 25

€ 121 per night

Quick stats about vacation rentals in Oakland

Total rentals

6.2K properties

Rentals with dedicated workspaces

3.2K properties have a dedicated workspace

Rentals with a pool

300 properties have a pool

Pet-friendly rentals

1.4K properties allow pets

Family-friendly rentals

2K properties are a good fit for families

Total number of reviews

226K reviews

Frequently Asked Questions

  • How is the weather in Oakland?

    Oakland has a Mediterranean climate, characterized by warm, dry summers and mild, wet winters. Temperatures typically range from 45°F (7°C) in winter to 75°F (24°C) in summer, making it a comfortable destination year-round.

  • What are some of the best things to do in Oakland?

    Visitors often enjoy exploring the Oakland Zoo, browsing the local shops and markets in Temescal Alley, or taking a kayak tour on Lake Merritt. Attending a live performance at the historic Fox Theater is also popular.

  • What is the best time of year to visit Oakland?

    Spring and fall are typically the most popular times to visit Oakland, with pleasant temperatures averaging 70°F (21°C). Events like the Oakland Art Month in May or the Eat Real Festival in September often attract visitors.

  • What are the best places to stay in Oakland?

    Popular areas to stay in Oakland include Downtown, known for its vibrant nightlife and cultural scene, Rockridge, appreciated for its charming boutiques and eateries, and Jack London District, renowned for its waterfront views.

  • What are the best places to visit in Oakland?

    Popular places to visit include Lake Merritt, a large tidal lagoon in the center of the city, the Oakland Museum of California, showcasing Oakland's art, history, and natural science, and Jack London Square, a vibrant waterfront area.

  • What are some hiking trails in Oakland?

    Oakland is home to several hiking trails. Redwood Regional Park features trails winding through majestic redwood groves, while Joaquin Miller Park has routes offering panoramic sea and city views.

  • What are some family activities to do in Oakland?

    Families can enjoy a day at the Oakland Zoo, explore interactive exhibits at the Children's Fairyland or the Chabot Space and Science Center, or take a relaxing walk in the Gardens at Lake Merritt.

  • What are some of the best day trip ideas in Oakland?

    Day trip ideas include visiting the nearby cities of San Francisco and Berkeley, exploring the picturesque vineyards of Napa Valley, or hiking and picnicking in Muir Woods National Monument.

  • Are there vacation rentals with a dedicated workspace in Oakland?

    Yes! Work meets play with ease at over 3,160 vacation rentals in Oakland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Oakland?

    Four-legged friends are welcome in Oakland. Choose from more than 1,410 vacation rentals for guests traveling with pets.

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