Holiday houses in Oakland

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Top-rated holiday rentals in Oakland

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Guest favourite

Guest suite in Oakland

4.95 out of 5 average rating, 428 reviews

Serene and comfortable 1 bedroom apt

Welcome to our 1 bedroom Airbnb with a separate private entrance situated on the ground floor (bottom floor) of a three level house. The airbnb comfortably sleeps 2 people with access to a large dedicated 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)

Guest favourite

Tiny home in Oakland

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

Guesthouse in Eastmont Hills

4.99 out of 5 average rating, 147 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!

Superhost

Cottage in North Oakland

4.91 out of 5 average rating, 173 reviews

Cottage with Garden Jacuzzi & Trees - Villa Banyan

Villa Banyan is a beautiful space to immerse into nature & beauty; a retreat for a romantic getaway or family excursion, a sweet home away from home. Built in 1916, it's a private cottage renovated with luxurious amenities w/ original charm. Centrally located, it’s near food/shopping/movie while being tucked in a quiet, cute & safe neighborhood surrounded with trees. 20 jet outdoor JACUZZI 15-20 mins to SF 10 mins to Oakland or Berkeley WIFI + Work Space/Office Washer/Dryer private parking

Guest favourite

Guest suite in Oakland

4.97 out of 5 average rating, 232 reviews

Curated Studio w/ Hot Tub & Outdoor Bath

Stay in a modern space curated by Oakland artists! This spacious studio features reclaimed barn wood throughout with eclectic modern furnishings. Snuggle up in the queen sized Casper mattress with luxurious spa quality sheets. Working while traveling? We've got gigabit wi-fi. Couples will enjoy the garden hot tub & outdoor bath with dual shower heads. Just looking to relax? Take a dip in our private outdoor bathing tub. Gated off-street parking & anytime contactless checkin are included too!

Top Guest favourite

Guest suite in Oakland

4.97 out of 5 average rating, 464 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.

Guest favourite

Guesthouse in Eastmont Hills

4.79 out of 5 average rating, 932 reviews

The Purple Door, Private Sanctuary, Epic View

Private guesthouse located in the Oakland Hills with stunning views of the bay. We recognize the importance of privacy, this guesthouse will allow you to have everything you need all while never having to be bothered. The sunset views can be taken in from your bed or the deck. There is a bus stop about 150 yards away if you need, the airport is about a 7 minute ride away, rail (BART) is about 5 minutes and the house is near a freeway for quick access to everywhere in the Bay Area.

Guest favourite

Guesthouse in Oakland

4.93 out of 5 average rating, 235 reviews

Eco-Cottage Sanctuary in Garden Oasis

Our popular cottage is like a retreat experience in the city! The cottage is an enchanting oasis nestled in the back and quiet from street noise. You will sleep comfortably on our new mattress topper! Our urban farm and garden offers a unique heartwarming experience-with lush gardens, frogs, chickens and 3 young goats! The cottage is perfect for guests looking for a comfortable space to relax after a busy day. Come and enjoy our beautiful and relaxing eco-friendly cottage!

Guest favourite

Guest suite in Oakland

4.91 out of 5 average rating, 321 reviews

Private Oakland Hills Escape!

Access to amazing Bay views! Cozy ~250 sq. ft. studio unit with unit 9.5 ft ceilings which serves as a guest suite with private bath to a home in the Oakland hills. Private entrance with access to shared deck with 3 bridge bay views on a clear day. All self-contained with in-unit mini-fridge, coffee machine, microwave and TV with Roku for streaming (no cable TV). standing desk serves as your "office" and a couple small sitting chairs to lounge about or read a book.

Guest favourite

Guesthouse in Oakland

4.91 out of 5 average rating, 345 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.

Guest favourite

Guesthouse in Highland of Adams Point

4.88 out of 5 average rating, 384 reviews

Unique tiny house w huge windows & deck, near lake

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.

Top Guest favourite

Apartment in North Oakland

5 out of 5 average rating, 160 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.