Family-friendly holiday rentals in Ashland

570 - Cozy & Comfortable 1B1B guesthouse w/parking

This is a newly remodeled adjacent unit of a single family house. It has a Queen bedroom, a nice living room with portable AC, a futon, smart TV, fridge, airfryer, microwave, coffee, basic utensils - 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.

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)

Cozy in Law Studio - Castro Valley

Cozy and centrally-located studio. It is a 300 Sq. Ft In law Studio with its own entrance. Fast Smart Lock self check-in. Very Safe Neighborhood close to all the bay area has to offer. The bedroom has a king size bed. You will have the basics in the kitchen, and bathroom. Plenty Street parking, and fast WiFi. 4 min walking distance to local cafe. 7 min drive to Eden Medical Center 5 min drive to Bart 35 min to San Francisco or San Jose! 15 min to Oakland airport

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! Families with up to 2 children are best suited for the loft because of the low ceiling. No more than 2 adults please.

16017-Private 2BR Guest Unit near HWY, BART & Mall

This is a detached 2-bedroom 1-bath guest unit with full kitchen and laundry at the back of my house. It has a private entrance which is accessed from our driveway and backyard. It is conveniently located near freeway 580, 880 and 238, and Bay Fair Bart Station. It's also close to Costco, Walmart, Target and many restaurants and shops, as well as everything you need. It is 13-min drive to Oakland Airport, 16 mins to Coliseum, 30 mins to Downtown SF.

Cheerful 2-bedroom near San Francisco &FW580/238AC

Welcome to Tom & Melissa's a cheerful 2-bedroom 1-bath in a single family house, It is a spacious 1016 sq feet house. Centrally located in the East Bay, and very close to freeway 580 and 238! You're within 30 minutes of San Francisco or 40 minutes of San Jose. Enjoy this spacious residential home with a large private patio, two separate bedrooms, a bright and comfortable living space, and a kitchen, making it a great place for family or couples.

Wooded In-Law

The in law is entire lower level of home- approx. 900 sq. ft. It's private, sunny with own entrance and yard, facing undeveloped woods. Mornings & nights are great for patio or visiting at fire pit. (after June firepit not allowed due to CA fire danger) A rustic, gravel path takes you to your door. Whoever books must be guest & we'll need photo of you! (not sunset!) Please be ok with the fact that 2 dogs live upstairs.

Charming Backyard Guest House with Koi Pond

Charming and cozy, this cottage has beautiful back yard with koi pond and bridge is ideal for both weekend getaways as well as longer stays. Centrally located in the bay area, clean, modern accommodation. Only 3 miles from Bart, 10 miles from OAK and 30 miles from SFO. Relax in your own room in a completely updated home.

STAR WARS: Cozy, Kid & Pet Friendly, Private Entry

Welcome to San Francisco! Star Wars fans, enjoy our newly remodeled, galaxy-themed space. Located in San Leandro, perfectly between SF and Silicon Valley, with easy access to BART and a shopping mall. Kids love the ball pit! Well-behaved dogs are welcome for a $100 pet fee, so enjoy a cozy stay with your furry friend.