Family-friendly vacation rentals in Ashland

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Ashland family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Guest suite in Mission
4.98 out of 5 average rating, 254 reviews

Mission Private 1BR/BA Garden Suite Separate Entry

HeatherRating, 5 stars1 month ago
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!
Guest favorite
Home in Half Moon Bay
4.9 out of 5 average rating, 106 reviews

TreeTops OceanView Retreat_HotTub_Month/LongTermOk

KathrynRating, 5 stars5 months ago
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.
Superhost
Apartment in Muir Beach
4.89 out of 5 average rating, 254 reviews

Amazing Welcoming Unique Ocean Home

ScottRating, 5 stars2 weeks ago
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 🙏
Guest favorite
Home in Longfellow
4.84 out of 5 average rating, 284 reviews

Lovely Cottage garden oasis w/Hot Tub near BART 🌹

KeaoRating, 5 stars3 months ago
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!
Superhost
Guest suite in Forest Knolls
4.85 out of 5 average rating, 649 reviews

Valley Escape hot tub, & NEW porch off bedroom

GabrielRating, 5 stars5 days ago
Is a lovely place! Great to disconnect with beautiful nature around.
Superhost
Guesthouse in North Berkeley
4.84 out of 5 average rating, 1,337 reviews

Traditional Japanese Tea House

MaryRating, 5 stars1 week ago
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.
Guest favorite
Home in Redwood City
4.97 out of 5 average rating, 297 reviews

Private suite

StaceyRating, 5 stars10 months ago
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.
Guest favorite
Apartment in Mission
4.97 out of 5 average rating, 196 reviews

Grand 1868 Victorian, Family-Friendly w/ Hot Tub

MegRating, 5 stars1 week ago
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

Top guest favorite
Train in Cupertino
4.93 out of 5 average rating, 407 reviews

Caboose in the redwoods just outside of Cupertino

AmyRating, 5 stars1 day ago
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.
Superhost
Condo in Bushrod
4.74 out of 5 average rating, 224 reviews

Central, comfortable, quiet 1BR near BART & shops

SarahRating, 5 stars3 months ago
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!
Guest favorite
Apartment in Shepherd Canyon
4.87 out of 5 average rating, 279 reviews

Montclair Retreat-quiet, elevator, in unit laundry

HeatherRating, 5 stars8 months ago
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.
Top guest favorite
Apartment in Mosswood
4.96 out of 5 average rating, 508 reviews

Boutique Garden Apartment-Temescal

KeelyRating, 5 stars1 week ago
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.
Top guest favorite
Home in Alameda
4.92 out of 5 average rating, 496 reviews

Historic Alameda Home Near Beach

KenRating, 5 stars2 weeks ago
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.
Guest favorite
Guesthouse in Sunnyvale
4.96 out of 5 average rating, 429 reviews

Private cottage in a garden

SukuntheaRating, 5 stars2 weeks ago
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!
Guest favorite
Guest suite in Woodside
4.88 out of 5 average rating, 384 reviews

Stay Nestled in Ancient Redwoods in Silicon Valley

TheresaRating, 5 stars1 week ago
It was my second stay and it was just as wonderful as the first time. Great hosts and location.
Guest favorite
Apartment in Rockridge
4.87 out of 5 average rating, 209 reviews

Bright, spacious Rockridge studio with views

ClaudineRating, 5 stars1 week ago
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

Superhost
Guesthouse in Gerstle Park
4.84 out of 5 average rating, 167 reviews

Farm in the city & sweeping bayview

HaleyRating, 5 stars1 week ago
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!
Guest favorite
Guesthouse in Monte Sereno
4.9 out of 5 average rating, 210 reviews

Greenwood Guest House, a Peaceful Oasis

BeckyRating, 5 stars3 weeks ago
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.
Guest favorite
Villa in San Rafael
4.89 out of 5 average rating, 206 reviews

Waterfront Marin Retreat with Pool & Hot Tub

AmandaRating, 5 stars1 month ago
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!
Top guest favorite
Guest suite in Walnut Creek
4.99 out of 5 average rating, 587 reviews

Garden Oasis Suite with Spa and Pool, Walnut Creek

ColeenRating, 5 stars4 weeks ago
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.
Guest favorite
Guest suite in San Rafael
4.92 out of 5 average rating, 315 reviews

Mountaintop poolside suite, sauna, views!

ReNelleRating, 5 stars3 weeks ago
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!
Guest favorite
Guesthouse in Walnut Creek
4.91 out of 5 average rating, 579 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

KatieRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Portola Valley
4.93 out of 5 average rating, 153 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

DavidRating, 5 stars1 week ago
Amazing property & setting, absolutely loved the pool, sport court, etc. Hosts were communicative & easy, will certainly be back for another warm-weather escape.
Guest favorite
Condo in Mountain View
4.95 out of 5 average rating, 133 reviews

Spacious Top Floor Condo Retreat

KarrenRating, 5 stars2 months ago
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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