
Guesthouse holiday rentals in San Leandro
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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.

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.

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 with sweeping views of the bay, surrounding hills, and spectacular sunsets. Farm vibes with California natives, fruit trees and redwoods. No shared walls, behind our family home inside a secure gate with door-side parking. Super quiet in a safe, residential neighborhood. Convenient to everything in the Bay. Perfect home base for visiting family, work trips and extended stays.

Well designed, peaceful & sunny cottage - Berkeley
Come stay in a quiet, peaceful cottage in a sunny backyard on a great street in Berkeley. There's a large skylight and lots of light. The cottage has its own entrance accessed from the backyard, and is separate from the house. You can spend time relaxing on the outdoor furniture. We're about a mile from Berkeley Bowl, close to UCB, restaurants, shops. The cottage is very relaxing. People love staying here.

Airstream Oakland
Our 25' Airstream Flying Cloud is perfect for 2, but can accommodate up to 3. It provides all the comforts of a small home including full kitchen and refrigerator, shower, bathroom, heat/AC, Wi-Fi, 2 TV's with Blu-ray and surround sound, bluetooth radio, and most importantly, a comfortable place to rest your head on a queen bed with memory foam topper.
Popular amenities for San Leandro guesthouses
Family-Friendly guesthouses

Elegant, bright, private cottage

Cozy Alameda Garden Cottage

Cozy Watertower by Beach and Transit

Detached In Law Unit in Beautiful Neighborhood

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

Rustic Cottage *****Hiking & Biking

Cozy backyard cottage
Guesthouses with a patio

Quaint two-bedroom cottage with patio!

La Casita - a quiet, Crocker Amazon area studio!

Cozy Central Alameda Studio

Charming Victorian Retreat

Delightful Hideaway in San Carlos

Berkeley Bitty House - a little bit of home

Quiet space, great location!

Silicon Valley Oasis
Guest house rentals with a washing machine and dryer

Gorgeous Guest House with a Farmhouse Flair

Private Garden Studio, fast wifi near Bart

Quaint Cottage Near Downtown Palo Alto

Modern and Private Cottage with Outdoor Patio

Rockridge Garden Cottage

Luxury Classy Cottage. Centrally Located

Lovely homemade Garden Cabin + Hot Tub near Bart.

Tropical Garden Cottage +HOT TUB &POOL by Downtown
When is the best time to visit San Leandro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $113 AUD | $115 AUD | $113 AUD | $110 AUD | $113 AUD | $137 AUD | $118 AUD | $119 AUD | $109 AUD | $118 AUD | $113 AUD | $113 AUD |
| 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 holiday rentals
Explore 20 holiday rentals in San Leandro

Nightly prices starting at
San Leandro holiday rentals start at $60 AUD per night before taxes and fees

Verified guest reviews
Over 830 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of San Leandro holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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