Oakland vacation rentals

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Top-rated vacation rentals in Oakland

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Guest favorite

Cottage in North Oakland

4.96 out of 5 average rating, 100 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.

May 23 – 30

G$25,996 GYD per night

Guest favorite

Guesthouse in Oakland

4.93 out of 5 average rating, 427 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 30 – Jul 7

G$28,570 GYD per night

Guest favorite

Guest suite in North Oakland

4.98 out of 5 average rating, 672 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 12 – 19

G$22,566 GYD per night

Guest favorite

Guesthouse in Oakland

4.85 out of 5 average rating, 278 reviews

Rockridge Garden Cottage

The cottage is newly remodeled as of March 2022 and now has its own kitchen and bathroom. It is a separate unit in my backyard with vaulted ceilings which gives a spacious feel and french doors that open onto the lush garden. Queen size high end natural organic fiber bed (Earthsake.com), with down comforter + 4 pillows. Dining table and stools. LCD TV, clothes valet, work desk and great internet. Its very quiet and my guests seem to love having a private retreat type space to themselves.

Aug 1 – 8

G$28,156 GYD per night

Guest favorite

Guest suite in Temescal

4.97 out of 5 average rating, 244 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.

Feb 20 – 27

G$27,739 GYD per night

Guest favorite

Guest suite in Oakland

4.96 out of 5 average rating, 123 reviews

Montclair Creekside Retreat

Two room in-law suite with private entry, private bath and kitchenette. Deck entry overlooking Temescal Creek and towering 100 year old coastal Redwoods. Shared garden across the bridge. Walk to Lake Temescal and Montclair Village. Easy, quick access to Hwys 13 and 24. Short drive to UC Berkeley, Mills College and California College of the Arts, the Berkeley Gourmet Ghetto, and Oaklands many fine restaurants. Some small dogs accepted, no large dogs, and no cats due to allergies.

Jun 13 – 20

G$19,521 GYD per night

Guest favorite

Guest suite in Oakland

4.96 out of 5 average rating, 359 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).

May 30 – Jun 6

G$24,001 GYD per night

Guest favorite

Guesthouse in Oakland

4.96 out of 5 average rating, 181 reviews

Charming Cozy Cottage in Eco-Garden Oasis

Our charming cottage is a relaxing retreat in the city! Our sweet cabin is small and cozy set in an expansive garden oasis. We offer a unique experience for those interested in a beautiful and tranquil escape in the heart of city. The cottage is at the back of our large garden with views of our beautiful urban farm with a pond with croaking frogs, chickens and goats! Couples and families with up to 2 children are best suited for this space. No more than 2 adults please.

Aug 27 – Sep 3

G$21,258 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.

Sep 13 – 20

G$16,408 GYD per night

Guest favorite

Home in Eastmont Hills

4.98 out of 5 average rating, 530 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.

Dec 7 – 14

G$17,147 GYD per night

Guest favorite

Cottage in Oakland

4.99 out of 5 average rating, 177 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.

Sep 30 – Oct 7

G$27,461 GYD per night

Guest favorite

Cabin in Oakland

4.94 out of 5 average rating, 600 reviews

Private Cabin by Lake Merritt

Backyard cabin steps away from Lake Merritt and Grand Avenue restaurants and businesses. Very quiet and cozy space for singles and couples, the cabin can work for 3 or 4 close friends who are very comfortable with sharing space .Convenient to public transportation, easy commute to San Francisco or Berkeley. Located behind our home . 400 square foot cabin with sleeping loft.

Oct 25 – Nov 1

G$27,256 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

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

4.92 out of 5 average rating, 249 reviews

Guesthouse Garden Retreat

Jul 16 – 23

G$21,797 GYD per night

Guest favorite

Guesthouse in Oakland

4.95 out of 5 average rating, 261 reviews

Private Garden Studio, fast wifi near Bart

Aug 9 – 16

G$25,118 GYD per night

Superhost

Place to stay in Oakland

4.82 out of 5 average rating, 119 reviews

Enchanted Studio: Magical Creak & Sweet Pond

Jan 28 – Feb 4

G$25,290 GYD per night

Superhost

Apartment in Oakland

4.82 out of 5 average rating, 190 reviews

Cozy & Chic Farmhouse Studio: Walk to Lake Merritt

Dec 17 – 24

G$14,955 GYD per night

Superhost

Condo in Oakland

4.91 out of 5 average rating, 244 reviews

Lakeside Retreat (w/ private parking)

Jun 23 – 30

G$28,555 GYD per night

Guest favorite

Guest suite in Temescal

4.99 out of 5 average rating, 277 reviews

Garden View Victorian Apt. in Temescal w/ Hot Tub

Dec 7 – 14

G$30,455 GYD per night

Guest favorite

Guest suite in Oakland

4.86 out of 5 average rating, 138 reviews

DrFrank's Bohemian Hideaway

Apr 20 – 27

G$17,330 GYD per night

Guest favorite

Guesthouse in Berkeley

4.98 out of 5 average rating, 520 reviews

The Cottage at Squirrel End

Dec 8 – 15

G$25,957 GYD per night

Show all

Other great vacation rentals in Oakland

Superhost

Guesthouse in Oakland

4.85 out of 5 average rating, 143 reviews

NEW Adorable 1 bedroom guesthouse with Patio

Feb 13 – 20

G$16,464 GYD per night

Guest favorite

Guesthouse in North Oakland

4.93 out of 5 average rating, 477 reviews

Tiny Home in the midst of Oakland & Emeryville

Sep 20 – 27

G$24,630 GYD per night

Superhost

Apartment in Oakland

4.91 out of 5 average rating, 138 reviews

Spacious Boho Studio on Lake Merritt

Dec 14 – 21

G$17,256 GYD per night

Guest favorite

Home in Oakland

4.91 out of 5 average rating, 215 reviews

Cottage in Temescal

Jul 3 – 10

G$20,904 GYD per night

Guest favorite

Apartment in Oakland

4.91 out of 5 average rating, 123 reviews

Apartment of Merritt

Oct 31 – Nov 7

G$25,344 GYD per night

Guest favorite

Apartment in Oakland

4.97 out of 5 average rating, 241 reviews

A Midcentury's Night Dream- Oakland

Sep 21 – 28

G$29,731 GYD per night

Guest favorite

Guest suite in North Oakland

4.94 out of 5 average rating, 266 reviews

Modern Rockridge Studio with Private Deck

Nov 26 – Dec 3

G$27,504 GYD per night

Guest favorite

Guesthouse in Emeryville

4.78 out of 5 average rating, 551 reviews

Beautiful Garden Bungalow

Oct 21 – 28

G$20,665 GYD per night

Show all

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

Bungalows

Cottages

Villas

Popular amenities for Oakland vacation rentals

Stay near Oakland's top sights

Other great vacation rentals in Oakland

Guesthouse in Oakland

Guesthouse in Oakland

Place to stay in Oakland

Apartment in Oakland

Condo in Oakland

Guest suite in Temescal

Guest suite in Oakland

Guesthouse in Berkeley

Other great vacation rentals in Oakland

Guesthouse in Oakland

Guesthouse in North Oakland

Apartment in Oakland

Home in Oakland

Apartment in Oakland

Apartment in Oakland

Guest suite in North Oakland

Guesthouse in Emeryville

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