
House holiday rentals in Ashland
Find and book unique houses on Airbnb
Quick stats about house rentals in Ashland

Total holiday rentals
Explore 40 holiday rentals in Ashland

Verified guest reviews
Over 1,220 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Ashland holiday rentals include wifi 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
Top-rated house rentals in Ashland
Guests agree: these houses are highly rated for location, cleanliness and more.

San Francisco TOP Vacation Home 旧金山最舒适民宿
Welcome to San Francisco!!! Top rated vacation home located in SAFE and quiet area. Close to SF major attractions, UC Berkeley, Oakland Stadium! Newly remodeled entire house with 4 bedrooms and 2 full bathrooms. Enjoy outdoor gas BBQ grill. Extra large family room. All bedrooms are furnished. Allows up to 14 guests. Your stay will be so comfortable, and it feels like home! Central Heating and AC. Office setup & fast WiFi broadband. Washer & Dryer Available. Bienvenido...Welcome...歡迎全世界華人游客入住!!!
4.9 out of 5 average rating, 111 reviews
5 Bedroom home with bay views for large groups
Spanish-style home in the Oakland hills , a quiet neighborhood Spacious, open layout with fantastic views of the San Francisco Bay Area. Great location: Close to Montclair village and quick access to San Francisco. Half-mile walk to the best open space parks in the east bay: Joaquin Miller Park! Features one acre of attractive gardens, patios, and a large deck with bay views. Great for family reunions, get-togethers or larger families. Plenty of parking, 4 cars+, in huge private driveway
4.99 out of 5 average rating, 170 reviews
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!
4.95 out of 5 average rating, 157 reviews
Two Creeks Treehouse
Looking for a healthy dose of tranquility and adventure at your doorstep? Over 100 steps from the road below, this 'treehouse' is perched above it all and horizontally oriented on a steep lot between two creeks. The all glass façade creates dramatic views of the redwoods, Mt. Tam and across downtown Mill Valley to Blithedale Ridge. Anchored to granite the house sits on handmade stone walls from rock harvested on the property during construction in the 1960s. Truly a one of a kind stay.
4.99 out of 5 average rating, 139 reviews
23754-Stunning 3/2.5 Home Nestled in Hayward Hills
This beautiful single family house is located in a desirable Fairview neighborhood, well maintained for family & friends. It offers natural lights & a spacious living space with 3 Full beds, 1 Queen bed, 2.5 full bath, full kitchen, large patio and backyard. Nested in a quiet established neighborhood with close proximity to schools, shopping, Downtown Hayward, Bart station less than 2 miles, and within 3 miles to 238 & 580 FWY, and Cal State East Bay & 2 mins walk to the grocery store.
4.77 out of 5 average rating, 163 reviews
5B/3b House High Ceiling w/ Office&Baby Loft Room
Welcome to our centrally located and charming Ranch! Ideal for families and groups, the main house, annex, and yard provide a perfect retreat. Just 5 minutes from Hwy 880 and 30 minutes from SFO, OAK, and SJC airports. Enjoy shopping, dining, movies, and Aqua Adventure Park within 5-10 minutes. Only 15 minutes to Face book and Tesla HQ, 20 minutes to Levi Stadium, and 30 minutes to Stanford, SJ Convention Center, and Oakland Coliseum. A 10-minute walk to the city sports gym.
4.95 out of 5 average rating, 103 reviews
Cozy Studio near Oakland Airport and Coliseum
This is a small studio beneath our main house with a private entrance through the backyard. There is a large kitchen with room to cook and a full size bed. All my tall people beware - I am 6’1 and my hair in a bun touches the ceiling, so it’s definitely cozy! We’re a 10 minute drive from the Coliseum Bart Station for easy transportation to San Francisco and about a 15 minute drive from the Oakland Airport, as well as a 10 minute drive from the Oakland Zoo.
4.81 out of 5 average rating, 233 reviews
Urban Renaissance
Enjoy comfort and privacy in this spacious retreat featuring a 3-bedroom, 2-bath main house and a separate 2-bedroom, 1- bath guest house with private entrances. Perfect for families, groups, or multigenerational stays. Includes central heating/AC, Wi-Fi, and a sunny outdoor space. Travel together, relax apart! The backyard offers a private oasis with outdoor furniture and a BBQ grill—perfect for dining al fresco or enjoying warm evenings under the stars.
4.95 out of 5 average rating, 171 reviews
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.
4.98 out of 5 average rating, 231 reviews
Hidden Gem On Top Of The Hill w/Pool Table & Wifi
Large Space for families, students, and co-workers. We also provide office work from home short-term rental. Our beautiful, clean, idyllic, high vibrational home is going to nourish your spirit and heart. It is situated in a quiet, safe & friendly neighborhood. Ten minutes from Hayward downtown, Mall, and Groceries. 5 minutes to Cal State East Bay 45 minutes to San Francisco 35 minutes to Silicon Valley 40 minutes to Stanford University
4.91 out of 5 average rating, 115 reviews
15A-Modern & Cheerful Comfy 3B2B Front Unit
This is a modern and stylist, newly remodeled 3-bedroom 2-bath front unit of a single family house, with full kitchen and shared free laundry. - 2 mins drive to stores & restaurants (Walmart, Target, Grocery Outlet) - 3 mins drive to Bayfair BART station - 15 mins drive to Oakland Airport - 25-min drive to San Francisco Our place is perfect for a big group of up to 6 guests who want a private relaxing stay and want to explore the Bay Area.
4.78 out of 5 average rating, 218 reviews
Garden house
A newly reconstructed separate floor suite with 3 bedrooms, 2 bathrooms, and a living room. Tastefully decorated, the home offers comfort, convenience, and privacy nestled in Oakland. 5 minutes from the home, you will find a cool strip with local coffee shops, restaurants, and grocery stores. Conveniently located 20 mins from SF, less than 10 mins from Lake Merritt and Downtown Oakland. Private parking lots are available.
4.86 out of 5 average rating, 221 reviewsPopular amenities for house rentals in Ashland
House rentals with a pool

Beautiful 4 Bedroom Hillside Retreat
4.98 out of 5 average rating, 121 reviews
3 BR Home on Vineyard nr Palo Alto & Stanford
4.93 out of 5 average rating, 182 reviews
Luxury Silicon Valley Wellness and Work Oasis
4.94 out of 5 average rating, 455 reviews
Zen Meets Pool Retreat!
4.99 out of 5 average rating, 241 reviews
Craftman’s Castle
4.88 out of 5 average rating, 121 reviews
Private cul-de-sac home in Marin with pool
4.96 out of 5 average rating, 115 reviews
Gated 3 BR Home. Heated Pool. Top Location.
4.97 out of 5 average rating, 352 reviews
Pool, Hot tub SFO, Napa, Clean Home
4.91 out of 5 average rating, 233 reviewsWeekly house rentals

Walk to the Beach from this Ocean Front Home
4.92 out of 5 average rating, 298 reviews
Hayward Hills | 4BR • Private Court • Fireplace
4.9 out of 5 average rating, 145 reviews
Historic Alameda Home Near Beach
4.92 out of 5 average rating, 544 reviews
Entire Private Coastal Retreat - Spectacular Ocean
4.92 out of 5 average rating, 178 reviews
“Alameda Island Revival”- Quality & Class
4.95 out of 5 average rating, 156 reviews
The not so tiny, tiny house (with private laundry)
4.97 out of 5 average rating, 250 reviews
Balcony View of the Bay - 2 bed 2 bath
5.0 out of 5 average rating, 105 reviews
Seaside Home Modern Retreat with Breathtaking
4.95 out of 5 average rating, 124 reviewsPrivate house rentals

Green Mountain View house 可爱居
4.83 out of 5 average rating, 87 reviews
Cozy house with spectacular views of the Bay Area
4.74 out of 5 average rating, 210 reviews
Crest retreat home
5.0 out of 5 average rating, 63 reviews
Beautiful Home Near Silicon Valley
5.0 out of 5 average rating, 21 reviews
Retreat! Huge Private Yard!King Bed!
5.0 out of 5 average rating, 17 reviews
Lake Chabot Villa | Private • Pool+Spa • Game Room
5.0 out of 5 average rating, 33 reviews
Modern Coastal Themed Oasis Near Lake Chabot
4.9 out of 5 average rating, 31 reviews
Stunning Modern 3 BR Home
5.0 out of 5 average rating, 8 reviewsDestinations to explore
- San Francisco Holiday rentals
- San Jose Holiday rentals
- Mammoth Lakes Holiday rentals
- Santa Barbara Holiday rentals
- South Lake Tahoe Holiday rentals
- Oakland Holiday rentals
- Sacramento Holiday rentals
- Reno Holiday rentals
- Monterey Holiday rentals
- Fresno Holiday rentals
- Santa Cruz Holiday rentals
- Three Rivers Holiday rentals
- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Moscone Center
- Golden Gate Bridge
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Pier 39
- University of California San Francisco
- Six Flags Discovery Kingdom
- California’S Great America
- Bernal Heights
- Oakland Arena
- Palace of Fine Arts
- Big Basin Redwoods State Park
- Rodeo Beach
- Baker Beach
- Painted Ladies
- Montara Beach
- Twin Peaks





