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.

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Guest favorite

Cottage in Oakland

4.96 out of 5 average rating, 101 reviews

7-30 Days Modern Garden Guesthouse, Step-Free

New build, all one level, no steps to entrance from street. Private quiet dedicated guesthouse. Plentiful, free street parking w/in one block. Keyless entry. 450 sq ft but feels larger. Queen bed, large closet, full kitchen, large bathroom, private patio. Free W/D. 2-55" TVs with digital antennae +Roku. Kitchen table doubles as desk. No cleaning fee. Our family plays in shared yard late afternoon with 2 friendly dogs. 7-30 days firm per business license. For two guests, choose "2" when booking.

Jan 6 – 13

G$25,931 GYD per night

Guest favorite

Guesthouse in Oakland

4.93 out of 5 average rating, 428 reviews

Redwood Sanctuary Oakland Hills

Redwood Sanctuary is located in the idyllic Oakland Hills with beautiful vistas, hikes, and parks within a short drive. The home is situated on half an acre of land in the middle of redwood, eucalyptus, and oak trees secluded away from other homes. Montclair village is an 8 minute drive, providing lots of great food and shops. Minutes from Highway 13 and 580. It is a 1 bedroom studio with a queen bed and a pull out sofa bed. It can comfortably accommodate up to 3. We'd love to host your stay!

Jun 22 – 29

G$28,499 GYD per night

Guest favorite

Guest suite in Oakland

4.98 out of 5 average rating, 678 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.

Aug 9 – 16

G$22,510 GYD per night

Guest favorite

Guest suite in Oakland

4.97 out of 5 average rating, 248 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.

Dec 16 – 23

G$27,945 GYD per night

Guest favorite

Guesthouse in Oakland

4.98 out of 5 average rating, 160 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!

Jul 15 – 22

G$26,664 GYD per night

Guest favorite

Guest suite in Oakland

4.99 out of 5 average rating, 278 reviews

Garden View Victorian Apt. in Temescal w/ Hot Tub

Sunny garden view 1 bedroom suite in craftsman style home w/ hot tub. This is a separate unit, with complete privacy. Quiet neighborhood, walk to many restaurants ,shops, & coffee houses. Separate garden entrance. Private full bath w/ shower/tub. Bedroom w/ queen bed & TV,( Hulu & Netflix). Kitchenette/sitting room includes a microwave, blender, refrigerator, two gas burner cook-top, toaster oven . Kitchen is stocked w/ basics, elec. tea kettle and coffeemaker. Off street parking. AC

Feb 4 – 11

G$31,535 GYD per night

Guest favorite

Guesthouse in North Oakland

4.98 out of 5 average rating, 265 reviews

Modern, bright Rockridge studio with patio.

Brand new renovated modern studio apartment, with lots of light and an open layout featuring full kitchen, dishwasher, and washer/dryer in the unit. Designed as a luxury cottage for family visits, this cozy space feels very open, with skylights and French doors that open onto a patio with seating and gas grill. Quiet and private - the entrance is at the end of a long driveway - and ideally located within easy walking distance of BART, bus routes, College Ave and 24 to the Bay Bridge.

May 16 – 23

G$28,019 GYD per night

Guest favorite

Guest suite in Oakland

4.95 out of 5 average rating, 363 reviews

Serene and comfortable 1 bedroom apt

Welcome to our 1 bedroom Airbnb with a separate private entrance situated on the ground floor of a three level house. This airbnb comfortably sleeps 2 people with access to a large deck. The house is located in the Oakland hills in an upscale neighborhood with a beautiful serene canyon as your back drop. It is centrally located approximately 20 minutes to all nearby cities; San Francisco Berkeley, Walnut Creek, Hayward and the Oakland Airport (during non-commute hours).

Jul 25 – Aug 1

G$24,103 GYD per night

Guest favorite

Guesthouse in Oakland

4.98 out of 5 average rating, 429 reviews

Garden cottage in convenient Oakland location.

You’ll love my place because of the good location, convenience to public transport, the friendly neighborhood, the ambiance.. My place is good for couples, solo adventurers, business travelers, and families (with kids). Although there is just one bedroom, the couch folds down for extra sleeping space. Please be aware that the property is in a hilly area and that there are stairs to navigate which can be challenging if you have large luggage or mobility issues.

Nov 22 – 29

G$16,368 GYD per night

Guest favorite

Home in Oakland

4.98 out of 5 average rating, 534 reviews

Private Casita with Stunning View

Relax in a private, fully equipped Casita with stunning views of East Oakland and the Bay. This newly constructed one-bedroom guest house in the quiet Eastmont Hills neighborhood has everything you need to work and play. Enjoy lounging in a hammock on the deck or on the couch streaming movies to a 32" television. Brand new stainless steel gas range and full-sized fridge make cooking a breeze, or you can partake in booming Oakland's restaurant scene.

Nov 29 – Dec 6

G$17,104 GYD per night

Guest favorite

Home in Oakland

4.93 out of 5 average rating, 121 reviews

A nice place to stay (Near shops, food and BART)

Nice, private, 1 bedroom unit in a convenient location. Walking distance to shopping, restaurants and coffee. It's around 600 square feet and has an ample private porch area. Full kitchen and dining nook. Living room with television (Roku TV). Free Wifi is available. Office desk available in the bedroom if you need a space to work on your computer. Best for 1-2 people, but can accommodate more with sleeper sofa in living room.

Jun 23 – 30

G$25,627 GYD per night

Guest favorite

Cottage in Oakland

4.99 out of 5 average rating, 180 reviews

Trixie's Studio Garden Cottage

We have a lovely private garden cottage available in a quiet Oakland neighborhood, very close to Lake Merritt. Shopping, restaurants, and cafe's are a 10 minute walk away. Cozy furnished, sound proofed studio with blackout windows, thermal heated flooring, small kitchen, bath & living area. Free high speed internet, security & housekeeping service. Ample street parking and very close to public transportation.

Aug 30 – Sep 6

G$27,026 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Oakland vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Oakland's top sights

Oakland Zoo163 locals recommend

Lake Merritt748 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 Berkeley

4.98 out of 5 average rating, 524 reviews

The Cottage at Squirrel End

Apr 15 – 22

G$27,209 GYD per night

Guest favorite

Cabin in Oakland

4.94 out of 5 average rating, 604 reviews

Private Cabin by Lake Merritt

Feb 22 – Mar 1

G$27,189 GYD per night

Guest favorite

Guesthouse in Oakland

4.96 out of 5 average rating, 182 reviews

Charming Cozy Cottage in Eco-Garden Oasis

Sep 30 – Oct 7

G$21,205 GYD per night

Superhost

Condo in Downtown Oakland

4.91 out of 5 average rating, 246 reviews

Lakeside Retreat (w/ private parking)

Jul 2 – 9

G$28,485 GYD per night

Guest favorite

Guesthouse in Oakland

4.92 out of 5 average rating, 230 reviews

Private, Detached, Urban Creekside Studio.

Dec 24 – 31

G$22,793 GYD per night

Guest favorite

Apartment in Rockridge

4.93 out of 5 average rating, 174 reviews

Sweet, Spacious Garden 1BR Rockridge/Temescal

Sep 6 – 13

G$29,153 GYD per night

Guest favorite

Bungalow in Oakland

4.94 out of 5 average rating, 267 reviews

Modern Rockridge Studio with Private Deck

Nov 17 – 24

G$27,436 GYD per night

Guest favorite

Apartment in Oakland

4.97 out of 5 average rating, 241 reviews

A Midcentury's Night Dream- Oakland

Sep 27 – Oct 4

G$29,658 GYD per night

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Other great vacation rentals in Oakland

Guest favorite

Guesthouse in Emeryville

4.78 out of 5 average rating, 552 reviews

Beautiful Garden Bungalow

Dec 15 – 22

G$20,614 GYD per night

Guest favorite

Guesthouse in Oakland

4.88 out of 5 average rating, 248 reviews

The Rockridge Cottage

Sep 7 – 14

G$31,392 GYD per night

Guest favorite

Guesthouse in Oakland

4.85 out of 5 average rating, 280 reviews

Rockridge Garden Cottage

Sep 30 – Oct 7

G$28,087 GYD per night

Guest favorite

Guesthouse in Hercules

4.93 out of 5 average rating, 290 reviews

~ Cottage btwn SF and NAPA ~

Dec 13 – 20

G$20,061 GYD per night

Guest favorite

Guesthouse in San Leandro

4.94 out of 5 average rating, 217 reviews

Garden getaway near SF

Aug 25 – Sep 1

G$23,609 GYD per night

Superhost

Guesthouse in Oakland

4.84 out of 5 average rating, 145 reviews

NEW Adorable 1 bedroom guesthouse with Patio

Dec 9 – 16

G$16,514 GYD per night

Superhost

Home in Montclair

4.83 out of 5 average rating, 369 reviews

Montclair Private Garden Studio

Aug 7 – 14

G$20,727 GYD per night

Superhost

Place to stay in Oakland

4.82 out of 5 average rating, 127 reviews

Enchanted Studio: Magical Creak & Sweet Pond

Jan 25 – Feb 1

G$27,839 GYD per night

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Quick stats about vacation rentals in Oakland

Total rentals
6.1K properties
Rentals with dedicated workspaces
3.1K properties have a dedicated workspace
Rentals with a pool
290 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
225K 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 3,140 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 1,400 vacation rentals for guests traveling with pets.

Oakland vacation rentals

Top-rated vacation rentals in Oakland

Vacation rentals for every style

Villas

Cottages

Houses

Popular amenities for Oakland vacation rentals

Stay near Oakland's top sights

Other great vacation rentals in Oakland

Guesthouse in Berkeley

Cabin in Oakland

Guesthouse in Oakland

Condo in Downtown Oakland

Guesthouse in Oakland

Apartment in Rockridge

Bungalow in Oakland

Apartment in Oakland

Other great vacation rentals in Oakland

Guesthouse in Emeryville

Guesthouse in Oakland

Guesthouse in Oakland

Guesthouse in Hercules

Guesthouse in San Leandro

Guesthouse in Oakland

Home in Montclair

Place to stay in Oakland

Quick stats about vacation rentals in Oakland

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

How is the weather in Oakland?

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

What is the best time of year to visit Oakland?

What are the best places to stay in Oakland?

What are the best places to visit in Oakland?

What are some hiking trails in Oakland?

What are some family activities to do in Oakland?

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

Are there vacation rentals with a dedicated workspace in Oakland?

Are there pet-friendly vacation rentals in Oakland?

Destinations to explore