Holiday rentals in Oakland

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Top-rated holiday rentals in Oakland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Tiny home in Oakmore

4.89 out of 5 average rating, 118 reviews

Unique “Tiny Home” Treehouse - Detached & Private

LTR. Please inquire Private oasis nestled in the trees. This studio is completely hidden off of the street with beautiful views. It has a prvt deck as well off the structure to soak in the sun and bird watch. This brand new studio has everything you could want including fast wifi and work space. A very large double closet, a full kitchen with induction stove, dishwasher, washer, dryer and a toto bidet toilet. If you want all the comforts of home, in a quiet tree house, this is the place for you

Top guest favourite

Guest house in Eastmont Hills

4.99 out of 5 average rating, 149 reviews

Serene foothills Garden Suite, private parking +EV

Have the entire Bay Area at your fingertips... & right outside your window! This private studio tucked into the Oakland Foothills is the perfect base for adventures. A 9min drive & you can be on the train into San Francisco. Coliseum & redwoods are minutes away, as are many other attractions*. You’ll be welcomed home to a comfy California King bed & a serene garden view. Enjoy coffee/tea as you settle in at the table, & our high speed wifi has you covered. Have an EV? Charge Level 2 overnight!

Guest favourite

Guest suite in Bushrod

4.98 out of 5 average rating, 801 reviews

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

Cozy, clean studio apt 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! 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.

Top guest favourite

Guest suite in Oakmore

4.97 out of 5 average rating, 472 reviews

BridgesView Spa & Couples Retreat, Easy Parking

Our luxurious suite with kitchenette features a beautiful view towards the Bay and Golden Gate Bridges, designed especially for a romantic getaway or anyone needing a relaxing space. Soak and play in the two-person jetted tub, enjoy the gorgeous large bathroom. Easy street parking is always available, and garden lined exterior stairs take you to the private entry and patio. A laundry is provided for guest use only. Hikes into the canyon below or neighborhood above are a special treat.

Top guest favourite

Guest house in Oakland

4.98 out of 5 average rating, 308 reviews

Modern, bright Rockridge studio with patio.

Recently 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.

Guest favourite

Guest house in Oakland

4.97 out of 5 average rating, 538 reviews

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.

Superhost

Flat in Merritt

4.82 out of 5 average rating, 278 reviews

Cozy & Chic Farmhouse Studio: Walk to Lake Merritt

Cozy and chic farmhouse private studio is centrally located in the heart of Oakland. Located 2 blocks away from Lake Merritt. Perfect for professionals coming to California for 2 days or extended stay, it is convenient commuting distance from downtown Oakland, UC Berkeley, San Francisco and the whole Bay Area. With excellent walking distance to restaurants, grocery store, and close to the Bart station. 11 minutes from Oakland International Airport and 30 minutes from SFO.

Guest favourite

Guest house in Redwood Heights

4.95 out of 5 average rating, 218 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 the city. The cottage is at the back of our large garden with views of our beautiful urban farm with a pond, chickens and goats! Solo travelers, couples and families with up to 2 children are best suited for this space. No more than 2 adults please.

Guest favourite

Guest house in Oakland

4.91 out of 5 average rating, 349 reviews

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.

Top guest favourite

Flat in Longfellow

5 out of 5 average rating, 161 reviews

The Cozy Casita 2

Welcome to the Cozy Casita, you’re home away from home. The central location makes it the perfect jumping off point for all your Bay Area adventures with close proximity to MacArthur BART station, Multiple bus stops, Bay Wheels bike rental, shops and restaurants in Emeryville and Temescal, Access to 4 major highways within 1/4 mile, Lake Merritt, Uptown/Downtown Oakland, San Francisco, Berkeley, and many more Bay Area hotspots.

Guest favourite

Guest suite in Oakland

4.92 out of 5 average rating, 236 reviews

New convenient comfortable studio

Come relax at this peaceful and centrally-located studio suite with its own entrance adjacent to the lush back yard. This newly renovated, basement-level space has an extremely comfortable bed, a workspace/eating area, and amenities to make your stay cozy and enjoyable. Grocery stores, transit, and the freeway are mere minutes away. Lake Merritt, Piedmont, and Uptown neighborhoods are all easy to access as well! Welcome!

Top guest favourite

Flat in Cleveland Heights

4.97 out of 5 average rating, 263 reviews

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!