Oakland vacation rentals

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Top-rated vacation rentals in Oakland

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Superhost

Guesthouse in Oakland

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!

$102 per night

Superhost

Guest suite in North Oakland

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.

$90 per night

Superhost

Guesthouse in North Oakland

Luxury Rockridge Casita in Our Sunny Garden

** FEATURED in Sunset Magazine ** Our bright modern guest house with private access awaits you. Retreat from the city to our comfortable, clean casita. This lovely, light-filled space sits behind our family home, in our garden with fresh berries and lemons. Enjoy morning coffee at the wood farm table. We offer local coffee + tea, a small fridge, robes, wifi, and outdoor dining. Our quiet street is close to BART, 3 blocks from College Ave, full of great restaurants and shops.

$180 per night

Vacation rentals for every style

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Popular amenities for Oakland vacation rentals

Laptop-friendly workspace

Stay near Oakland's top sights

Lake Merritt748 locals recommend

Oakland Zoo163 locals recommend

Oakland International Airport56 locals recommend

Oracle Arena83 locals recommend

Jack London Square213 locals recommend

Fox Theater264 locals recommend

Weekly rentals in Oakland

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Superhost

Home in Eastmont Hills

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.

Jul 28 – Aug 4

$71 per night

Superhost

Guesthouse in Oakland

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 28 – Oct 5

$69 per night

Superhost

Guesthouse in Oakland

Lakeshore Cottage

Our quiet studio cottage is located in the Lakeshore/Grand Ave area of Oakland. The neighborhood is safe and beautiful and the cottage is neat and easily accessible. There is a large bright main room and a spacious bathroom that was recently updated. The cottage includes a mini kitchen. The location is close to downtown Oakland, Berkeley and San Francisco.

May 7 – 14

$91 per night

Superhost

Guesthouse in Oakland

Redwood Heights Cottage with Stunning Bay Views

Quiet cottage nestled in a Redwood Heights oasis. We have lovingly renovated the detached private cottage next to our house. The whole property is half an acre with stunning views of the SF Bay and walking distance to shops and restaurants in the Laurel and Redwood Heights area.

Apr 22 – 29

$84 per night

Superhost

Cottage in Oakland

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.

May 1 – 8

$135 per night

Superhost

Guesthouse in North Oakland

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.

$130 per night

Superhost

Guest suite in Temescal

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.

May 12 – 19

$120 per night

Superhost

Apartment in Oakland

A Midcentury's Night Dream- Oakland

Welcome to Fabulous Lake Merritt and the Haddon Hill/Cleveland Heights neighborhood, your gateway to Oakland, Berkeley, SF and beyond. This sunny one bedroom, one bathroom duplex apartment was built in 1955 and is mid-century modern in style with modern conveniences. Here you can enjoy vintage decor that doesn't take itself too seriously; think Don Draper meets Howdy Doody. A vibrant, yet relaxing, place to stay!

Apr 19 – 26

$123 per night

Superhost

Guesthouse in Oakland

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Apr 6 – 13

$79 per night

Superhost

Guesthouse in Oakland

Unique tiny house/deck near Lake & no shared air

Newly constructed (Aug '17) ~ we welcome you to a unique tiny house in the sky! It is surrounded by a huge shared outdoor deck. The tiny house has tons of light, high ceilings, a Murphy bed, full bathroom, "tiny house" kitchen, and bonus beds in a loft space. Walkable, green, central area. COVID: unit shares NO air with anyone else! (no ductwork etc). It is a peaceful neighborhood here and we respect quiet hours after 10p.

Jan 13 – 20

$86 per night

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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 2,940 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 1,330 vacation rentals for guests traveling with pets.

Oakland vacation rentals

Top-rated vacation rentals in Oakland

Vacation rentals for every style

Cottages

Houses

Villas

Popular amenities for Oakland vacation rentals

Stay near Oakland's top sights

Weekly rentals in Oakland

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