
Family-friendly vacation rentals in Ashland
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Top-rated family-friendly rentals in Ashland
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Popular amenities for Ashland family-friendly rentals
Family-friendly home rentals with a hot tub

Mission Private 1BR/BA Garden Suite Separate Entry
This is my second time staying here and it’s always great!! The place is amazing and Bradley is an amazing host! Will be returning soon one day!

TreeTops OceanView Retreat_HotTub_Month/LongTermOk
Had a lovely stay at Annette and Fred’s place - the location was great, the house was fully stocked and the hosts were extremely responsive when we had questions. Having a hot tub and gas fireplaces were an added bonus for spending the evenings admiring the views.

Amazing Welcoming Unique Ocean Home
A gem of a space, spent 6 relaxing days enjoying the sound of waves, the wind and watching Karl move in and out. Thank you Yeshi for being an amazing host and human being 🙏

Lovely Cottage garden oasis w/Hot Tub near BART 🌹
Quiet, peaceful, beautiful garden, responsive host, ample street parking. Definitely worth the price. Plus there's a hot tub you can use after the end of a long day or before the start of one like how we used. MINUTES away from bars, restaurants, and shopping in Oakland. Great location. Thank you so much for the comfortable stay!

Valley Escape hot tub, & NEW porch off bedroom
Is a lovely place! Great to disconnect with beautiful nature around.

Traditional Japanese Tea House
When we walked in, the tea house looked exactly like the pics! The soaking tub was amazing and felt great to relax in and the bed was ultra comfortable and I so want to get whatever mattress that is. This is also really close to The Greek if you’re looking for a place to stay after a concert/show. It was about a 1.5 mile walk or really quick uber ride if you don’t like walking.

Private suite
Felt like it was just lke my home accept they have a hot tub that I used almost every night during my stay also had a beautiful garden. Is very quiet and relaxing.

Grand 1868 Victorian, Family-Friendly w/ Hot Tub
This property and experience is a gem! The location is gorgeous and central, the space is homey yet elegant and spacious and the hosts are lovely and responsive. A very well appointed and relaxing stay in the heart of the city. I very much look forward to returning.
Family- and pet-friendly home rentals

Caboose in the redwoods just outside of Cupertino
Very thankful for this quaint experience! The kids loved the toys and the very kind neighbor helped make sure we had chargers for all the electric toys.

Central, comfortable, quiet 1BR near BART & shops
Very convenient location, easy walk to UC Berkeley. Even though it's near a busy intersection, it felt very quiet and peaceful. The unit is much more spacious than I was anticipating and it was nice to have a complete kitchen. Al is a very kind and responsive host. I would definitely recommend!

Montclair Retreat-quiet, elevator, in unit laundry
Dennis & Tiiu's place was perfect for our needs. We stayed for a week while in town visiting our son, who lives only a few minutes away, so it was a perfect location for us. The location was peaceful and quite. The house was cozy and suitable for two people. It was a little smaller than it looked in the pictures but again, it worked for the two of us. The amenities were as described. We would definitely stay again.

Boutique Garden Apartment-Temescal
Urban oasis is the perfect description for this residence. So quiet. Restful, verdant backyard patio (blooming Angel Trumpets were heavenly scented!), sweet dogs and comfortable and attractive furnishings. Was able to cook my breakfast every morning and easily heat up leftovers with well-outfitted kitchen and high-end appliances. Loved how eco-friendly the home is. Murphy bed in the living room was perfect. Walkable restaurants nearby - esp. Homeroom's mac & cheese! Loved everything about this place. We will definitely stay here again when visiting relatives nearby.

Historic Alameda Home Near Beach
It was a unique Victorian house with plenty of off street parking. We had all needed such as kitchen appliances, dishes, washer / dryer, and other amenities. All beds were comfortable. Plenty of spacious area in bedrooms and dinning room. There are plenty of shops and stores nearby. Great access to walk on ferries for San Francisco. Highly recommend visit Alcatraz Island form Pier 33 in San Francisco, If we were to visit Alameda again, we would definitely at Jeff's place. Also Jeff is very responsive to the needs of his guest.

Private cottage in a garden
Was a great option for close proximity to the Google campus which is where we needed to be. Neighborhood seemed to be safe and walkable. It’s evident they are very involved with the beautiful landscaping and gardening on/around the property therefore notable tree pollen/allergens during the spring time. Overall a cute, cozy, and darling stay!

Stay Nestled in Ancient Redwoods in Silicon Valley
It was my second stay and it was just as wonderful as the first time. Great hosts and location.

Bright, spacious Rockridge studio with views
Cindy’s AirBnB in Berkeley was in a great location, quiet and with a beautiful view of the bay. The street it was on was narrow but parking was always available. The studio was spacious with a kitchen, fridge, cute mini toaster oven, and dining table. Cindy communicated well. We felt right at home and will certainly be back if available.
Family-friendly home rentals with a pool

Farm in the city & sweeping bayview
Our stay at Lori and Mike’s place was absolutely fantastic, and Lori truly made it unforgettable. While Mike was away on a trip, Lori went above and beyond to make sure we had everything we needed—and more. From the moment we arrived, she made us feel so welcome. She was warm, thoughtful, and incredibly attentive without ever being overbearing. It’s clear she genuinely cares about her guests and takes pride in creating a comfortable, personalized experience. She checked in with us just enough to make sure we were all set and shared amazing local tips that really made our trip extra special. Her kindness, attention to detail, and friendly energy made all the difference. We couldn’t have asked for a better host. Thank you so much, Lori—you’re truly one of a kind!

Greenwood Guest House, a Peaceful Oasis
My stay in Amy's home was relaxing, peaceful and comfortable. I loved the location - nested against the hills and so close to shops/restaurants. I loved walking the hills in the neighborhood and coming back to a quiet and comfortable space. You are in the backyard of the owners but they are friendly and respectful and the setting is idyllic.

Waterfront Marin Retreat with Pool & Hot Tub
Our family had the most incredible weekend at Gina's beautiful home! First of all, a HEATED POOL makes all the difference, huge plus! We loved spending time in the backyard with so many beautiful outdoor areas to hangout with family, including your own private dock with a kayak! We were a little bummed the outdoor firepit wasn't working because we loved being outside so much but maybe next time. We hope to come back soon! We loved the big wooden table and big cozy couch for all 8 of us to enjoy time eating meals and playing games together! It was super convenient to have the grocery store just 6 minutes down the road as well. She was also extremely accommodating which made the stay even better!

Garden Oasis Suite with Spa and Pool, Walnut Creek
If you have a chance to book one of Jenny's properties, I would encourage you to do so. Of all the hosts we have encountered, she is the best. The suite was spotless and thoughtfully appointed with everything someone could want during their stay. The grounds of her home were just beautiful, a welcomed retreat from the outside world. In addition, Jenny was an incredibly resposive host. She provided great recommendation and suggestions for our visit. She was also incredibly kind to my daughter. Thank you Jenny for your warmth in welcoming is to your home.

Mountaintop poolside suite, sauna, views!
This place is increíble! Hosts were friendly and proactive. The pool was heated to a perfect temperature and the view is unbeatable. The recommendations for hikes and restaurants were spot on. My husband and I had an amazing little getaway and we’d recommend this place to anyone looking for a peaceful, gorgeous place to stay!

Tropical Garden Cottage +HOT TUB &POOL by Downtown
Description and pictures all matched. It was very private despite the main house being on-site. The hot tub was excellent and was so peaceful among pine and palm trees. Polina met us and showed us around. We did not use the pool but it was available. Bed, pillows and linens comfortable. We had very late nights due to our plans and felt easy and safe returning later at night. Parking on-site was appreciated.

3 BR Home on Vineyard nr Palo Alto & Stanford
Amazing property & setting, absolutely loved the pool, sport court, etc. Hosts were communicative & easy, will certainly be back for another warm-weather escape.

Spacious Top Floor Condo Retreat
A very nice location with many super markets (whole food, Walmart etc.) nearby. The place is neat and clean with all the things you need. The host is very kind and responsive.
Quick stats about vacation rentals that are family-friendly in Ashland
Total rentals
40 properties
Total number of reviews
1K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Golden Gate Park
- Stanford University
- Oracle Park
- Twin Peaks
- Davenport Beach
- Bolinas Beach
- Montara State Beach
- Pescadero State Beach
- Rodeo Beach
- Muir Woods National Monument
- China Beach, San Francisco
- Mission Dolores Park
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- Black Sands Beach
- Children’S Fairyland
- Joaquin Miller Park
- Golden Gate Bridge
- Limantour Beach
- San Gregorio State Beach
- SAP Center
- Pier 39
- Six Flags Discovery Kingdom
- Point Reyes National Seashore