
Family-friendly vacation rentals in Ashland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ashland
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

The Blue Door Retreat
This hotel-like home has been professionally renovated and designed to maximize the comfort, convenience and enjoyment of your stay. The kitchen has a huge WOW factor w/ stainless high-end appliances, fully stocked, ideal for cooking, entertaining, or baking. Indoor/outdoor living w/ double french doors that both open up to the beautiful backyard space complete with patio furniture, BBQ and firetable, ideal for enjoying our amazing CA weather. Smart TV's in every room for those Netflix nights!

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.

15min walk to Bart/New remodel/Private entrance
Private access to the entire guest suite. Front door parking for 1 vehicle. Nice, quiet, peaceful, children friendly, convenient and centrally-located place. The unit is brand new remodel, washer and dryer in the unit! Walking distance to public transportation, including BART train, within 15mins to OAk, within 30mins to SFO. Major car rental is nearby. - queen size bed - twin size bed - computer desk - independent Central AC/ Heating - Full kitchen & eating utensils - Fast wifi

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)

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.

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.

Private Master Suite + Bathroom in Oakland Hills
Spacious guest suite nestled in the beautiful Oakland Hills perfect for guests to enjoy a peaceful stay in the Bay Area This is a completely private suite offering: - Gated secured parking - Your own entrance - Full bathroom - Kitchenette - Comfortable desk space Quick access to I-580 freeway to get to Berkeley, Downtown Oakland and SF 30 min from SFO 5 min from Oakland Zoo and Leona Canyon Park 12-15 min from BART, OAK Airport and UC Berkeley

Cozy Bungalow near Bart to SF, SJ, & Hwy 238 & 580
Welcome to this charming Bungalow 2-bedroom 1-bath single family home that offers you a fully equipped nice stay with comfort in the neighborhood of Castro Valley, conveniently commute to many central locations, and minutes to Bart station to S.F., S.J., Oakland, and other destinations. (Station map and location details available inside the house).

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.

A Home Away From Home
You can just grab your bag and come to stay in my place just feel like home. A cozy, relax and private place in a blind alley with well-stocked amenities. It’s located near 3 busy HWY 880,238 & 580. And also close to the Bayfair BART station, SF International airport, SF Downtown, Oakland airport, & Coliseum.
Popular amenities for Ashland family-friendly rentals
Family-friendly home rentals with a hot tub

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU

Garden Oasis Suite with Spa and Pool, Walnut Creek

Secluded luxury cottage & hot tub

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Luxury Cottage in Garden & Jacuzzi under stars

Hike-in Bay Views Cabin w HotTub

Secret Garden Cottage

Sunset Spa Suite w/private patio, views & parking
Family- and pet-friendly home rentals

Beautiful private 1 bedroom apartment w/ Bay views

Cozy & Chic Farmhouse Studio: Walk to Lake Merritt

Tropical Modern Oasis With Fully Fenced Yard 22409

The not so tiny, tiny house (with private laundry)

Step back in time on this beautiful classic yacht

The Suite on Camden Street! Pet friendly.

New convenient comfortable studio

Emerald stay. Timeless. Relaxing
Family-friendly home rentals with a pool

Delightful Tiny Home in the Redwoods !

Lakeside Retreat (w/ private parking)

Charming 2BR Apartment near tech Giants & Stanford

Rustic Cabin in the Redwoods

Mountaintop poolside suite, sauna, views!

Cozy BUS on Farm Animal Rescue with CITY VIEW

Pool, Hot tub, Sauna I Your Silicon Valley Luxury

Relax and Rejuvenate. Cave Spa, Incredible Views
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ466 | ﺩ.ﺇ444 | ﺩ.ﺇ441 | ﺩ.ﺇ452 | ﺩ.ﺇ492 | ﺩ.ﺇ514 | ﺩ.ﺇ488 | ﺩ.ﺇ481 | ﺩ.ﺇ470 | ﺩ.ﺇ499 | ﺩ.ﺇ477 | ﺩ.ﺇ503 |
| Avg. temp | 11°C | 12°C | 13°C | 15°C | 16°C | 18°C | 19°C | 20°C | 20°C | 18°C | 13°C | 11°C |
Quick stats about vacation rentals that are family-friendly in Ashland

Total vacation rentals
Explore 40 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 1,210 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Ashland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Ashland rentals

4.6 Average rating
Ashland stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Northern California Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Vacation rentals
- Gold Country Vacation rentals
- Central California Vacation rentals
- San Francisco Peninsula Vacation rentals
- San Jose Vacation rentals
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- Santa Barbara Vacation rentals
- San Joaquin River Vacation rentals
- Wine Country Vacation rentals
- Golden Gate Park
- Stanford University
- Oracle Park
- Muir Woods National Monument
- Alcatraz Island
- Twin Peaks
- Golden Gate Bridge
- SAP Center
- Mission Dolores Park
- Bolinas Beach
- Montara State Beach
- Henry Cowell Redwoods State Park
- Davenport Beach
- Pier 39
- Six Flags Discovery Kingdom
- Pescadero State Beach
- Palace of Fine Arts'`
- California’S Great America
- Winchester Mystery House
- Rodeo Beach
- Painted Ladies
- San Francisco Zoo
- Half Moon Bay State Beach
- Santa Maria Beach