
Family-friendly vacation rentals in Ashland
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Top-rated family-friendly rentals in Ashland
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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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
amazing place to stay for a visit to the Bay Area. the backyard is a beautiful secluded Oasis with its own private hot tub. easily walk to the number of spots in the Mission District and Bernal Heights for some outdoor fun. they have a picnic basket packed up with all the supplies you would need so I highly recommend taking that over to Dolores Park on a sunny day to enjoy one of the best views in the city. also highly recommend looking through their recommendation book before hitting the town so you can get an idea of some cool spots to check out. I would 100% stay here again on another trip to San Francisco

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
Yeshi's home is a museum of colorful artwork from her travels around the world. Wonderful to be lulled to sleep by the ocean waves.

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!

Traditional Japanese Tea House
We had a quiet one night stay in this relaxing backyard tea house. Love North Berkeley and it was so nice to walk to our anniversary dinner at Chez Panisse.

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
Had a lovely stay with extended family, including 5 adults and 2 young toddlers. It was plenty spacious and very comfortable for the whole group. The location was very convenient, walking distance from great restaurants, coffee shops, and playgrounds for the kids, and just a short drive from any other sights we wanted to see. We enjoyed the fully equipped kitchen, beautiful backyard to hang out and relax in, and charming interior decor. Would not hesitate to book again!

SFO Panoramic Views 4BR/3BA near SF-Silicon Valley
My family and I really enjoyed our stay. The place was exactly as described and shown in the pictures. The views, however, must be experienced firsthand. Definitely recommend!
Family- and pet-friendly home rentals

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
Beautiful, well maintained historic home in a convenient location within alameda. There are plenty of coffee shops and restaurants that are walking distance. We came with our dog and 6 week old baby and felt perfectly comfortable. We’d love to stay here again!

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!

Bright, spacious Rockridge studio with views
Cindy's place was perfect. Easy location and everything was as she described. She's a gracious host, and I'd stay at her place again.

Stay Nestled in Ancient Redwoods in Silicon Valley
My wife and I had a wonderful stay at Rick and Heather’s place at woodside. The place is quite spacious and quiet. It is just as described and there were no surprises . If you are looking for a peaceful mountain getaway that is within 30 min ride to Palo Alto, look no further. Things to keep in mind (these are clearly described in listing) are: 1. lack of a true kitchen despite having microwave, toaster oven and a hot plate. I do not recommend any cooking here however since there is no real place to wash dishes or drain etc. 2. The owners live there and although u get plenty of privacy you may run into to them occasionally. If this is not your thing, I recommend you find a different place.

Private Guest Flat in Berkeley Hills Home
Cara's place is spacious, clean and welcoming. She has great pillows and comfy beds. We so appreciated the fresh fruit and eggs that she provided, so we didn't have to take time to go out to breakfast before heading to Muir Woods. While I didn't have time to check them out, the Berkeley Rose Garden and some of the Berkeley Paths (which take you by beautiful neighborhood gardens) are within close walking distance.

Cozy suite w/ coffee, workstation, private access
Thank you for another great stay at your beautiful place. I definitely will return.
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!

Waterfront Marin Retreat with Pool & Hot Tub
House is In a beautiful spot. Driveway access requires stopping on the side of the main street getting out, punching the code for the gate then making a u turn to get in to the drive way. The house was very open and spacious. Overall the family enjoyed the house.

Greenwood Guest House, a Peaceful Oasis
I half expected to see Jay Gatsby on the balcony when I pulled in. Instead I found Lou very welcoming. The location is convenient to Santa Cruz and Los Gatos. Very peaceful.

Mountaintop poolside suite, sauna, views!
This place is increĂble! 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
beautiful backyard with hot tub. very quiet area. highly recommended.

3 BR Home on Vineyard nr Palo Alto & Stanford
A lovely property to relax in and enjoy. Just what we needed after doing all the sightseeing in the first part of the holiday

Spacious Top Floor Condo Retreat
During my stay at Joann’s place, I felt safe and very comfortable. The whole home is bright and spotlessly clean, with greenery visible outside the windows. Parking was very convenient, and communication with her was smooth throughout. The kitchen was fully equipped, allowing me to cook and enjoy a good glass of red wine. The sofa was cozy and the bed was spacious. I was pleasantly surprised to find such a wonderful place—thank you!

Hillside Retreat Private 2-Room Guest Unit & Pool
overall it was a wonderful experience staying here and everything worked out great during my stay, can’t say there were any complaints as it was just the spot we needed for our trip!
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
- Montara State Beach
- Bolinas Beach
- Pescadero State Beach
- Muir Woods National Monument
- Rodeo Beach
- Mission Dolores Park
- China Beach, San Francisco
- Rockaway Beach
- Bonny Doon Beach
- Black Sands Beach
- Joaquin Miller Park
- Golden Gate Bridge
- Pier 39
- Limantour Beach
- SAP Center
- San Gregorio State Beach
- Six Flags Discovery Kingdom
- California’S Great America
- San Francisco Zoo