
Guesthouse vacation rentals in San Leandro
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in San Leandro
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU
Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated May 31st to October 30th. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

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 Cal 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 (J1772)!

Heauxtel (hōˈtel) Serenity
This Airbnb is a cultural experience, and it might not be for you. That’s ok. A meaningful specific can’t possibly please everyone. Racism, sexism, homophobia, etc have no place here. We are a predominantly Spanish-speaking community. You can purchase fresh Tamales, Pupusas, etc from our street vendors. We are next to an elementary school on a semi-busy street. You may hear roosters in the morning. You will see litter on the ground. You may hear loud trucks driving past. Password: #oaklandvibes

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!

Private and serene studio with full kitchen
Lovely studio is light and bright with a vaulted ceiling and sky light, and the property is in a country setting. It is close to hiking trails, Redwood Canyon Golf Course, Lake Chabot, shopping and restaurants, Bart, and easy access to the freeway. The outside view is a meadow, hiking trail, and rolling hills. The studio has a full kitchen so if you decide to cook, we have all the tools you’d need for you to prepare a meal. We’d love to host you for stays of two days up to 28 days at a time.

15B - Cozy & Comfortable 1B1B Back Unit
This is a newly remodeled back unit of a single family house. It has a Queen bedroom, a nice dining/resting room with smart TV (no local channels), air fryer, fridge, coffee basic utensils, and free laundry. - 3 mins drive to Bayfair BART station - 15 mins drive to Oakland Airport - 25-min drive to San Francisco - Min away to Hwy 880, 238 & 580 -Mins walk to Walmart, Starbucks, Grocery outlet, restaurants and many more. Our place is perfect for 1-2 guests who want a private relaxing stay.

Cozy Clean Private Cottage
Welcome to this cozy private cottage in Oakland's Frick neighborhood! Enjoy a plush queen bed, full kitchen with a stove and fridge, and sleek laminate floors. Relax with high-speed internet and streaming on Netflix or Apple TV. Walking distance to Mills College, with easy access to Hwy 580, Coliseum BART (2 miles), and Oakland Airport (5 miles). Near Highland Hospital (3.7 miles), Kaiser Oakland (6 miles), and Kaiser San Leandro (7 miles). Perfect for professionals and travelers alike!

15min walk to Bart/New remodel/Private entrance
Private access to the entire guest suite. Front door parking for 1 vehicle. Nice, quiet, peaceful, children friendly, convenient and centrally-located place. The unit is brand new remodel, washer and dryer in the unit! Walking distance to public transportation, including BART train, within 15mins to OAk, within 30mins to SFO. Major car rental is nearby. - queen size bed - twin size bed - computer desk - independent Central AC/ Heating - Full kitchen & eating utensils - Fast wifi

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.

East Bay Cozy Cottage
Your lovely cottage is ready and perfectly located to explore the Bay Area or catch a flight in or out. This peaceful space has a plush, comfy queen size bed and a fold down sofa-futon (best utilized for a child or teenager). There is a well-stocked kitchenette. BBQ grill too. We are conveniently located near the two main highways linking all East Bay destinations. Oakland's Oracle Arena (15 min), Jack London Sqr (25 min), San Francisco-downtown (40 min), Lake Chabot (10 min)

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.

Peaceful Retreat w/ Views + Gated Parking
This romantic getaway is perched on a sunny ridge among redwoods, fruit trees, and a garden, with sweeping views of the bay and spectacular sunsets, behind a secure gate with door-side parking in a safe, quiet residential neighborhood. Situated on 1/2 acre away from busy streets, but with easy access to all the Bay Area has to offer. This slice of heaven will delight you with thoughtful and luxurious touches.
Popular amenities for San Leandro guesthouses
Family-friendly guesthouses

Cozy bedroom in the heart of Silicon Valley

Private Garden Studio, fast wifi near Bart

Cozy Watertower by Beach and Transit

Unique tiny house w huge windows & deck, near lake

Beautiful Garden Bungalow
Finca 57—a Stylish Eco-Friendly Barn Home

Lakeshore Cottage

Lovely homemade Garden Cabin + Hot Tub near Bart.
Guesthouses with a patio

La Casita - a quiet, Crocker Amazon area studio!

Delightful Hideaway in San Carlos

Berkeley Bitty House - a little bit of home

Coastal Cottage Guest House

Quiet space, great location!

Silicon Valley Oasis

Private Oasis Btwn SF, Napa. Big Views + Pool!

Berkeley Bayview Bungalow
Guesthouse rentals with a washer and dryer

Private&Comfy! Everything you need! No shared Area

Quaint Cottage Near Downtown Palo Alto

Luxury Classy Cottage. Centrally Located

Downtown Walnut Creek Guesthouse (The Acorn)

Backyard Private Cottage with FREE Parking

Oak Knoll Hideaway

Private In-Law unit in Dublin, CA

Stylish Urban Escape Close to SFO & Many Amenities
When is the best time to visit San Leandro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $106 CAD | $108 CAD | $106 CAD | $103 CAD | $106 CAD | $129 CAD | $110 CAD | $112 CAD | $102 CAD | $110 CAD | $106 CAD | $106 CAD |
| Avg. temp | 10 °C | 11 °C | 13 °C | 14 °C | 16 °C | 17 °C | 18 °C | 18 °C | 18 °C | 16 °C | 13 °C | 10 °C |
Quick stats about guesthouse rentals in San Leandro

Total vacation rentals
Explore 20 vacation rentals in San Leandro

Nightly prices starting at
San Leandro vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of San Leandro vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across San Leandro rentals

4.8 Average rating
San Leandro stays are highly rated by guests—averaging 4.8 out of 5!
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