
House holiday rentals in Ashland
Find and book unique houses on Airbnb
Top-rated house rentals in Ashland
Guests agree: These houses are highly rated for location, cleanliness and more.

SF Amazing View & SUNroom: Spacious Private 1 bdrm
👋 Welcome to our spacious, clean, private getaway studio on Southern Hill in Daly City. Escape the hustle and bustle of the city. Enjoy a stunning view of day/night in clear days ☀️ - Easy street parking - Great Summit Loop Trail at San Bruno Mountain (6-min🚘) - Cow Palace Arena (8-min🚘) - H Mart grocery mall (10-min🚘) - 9.2 miles to SFO (17-min🚘) - 6.7 miles to Civic Center(>30-min🚘 w/ traffic or 20-min🚘 w/o traffic) - 11 miles to Fisherman's Wharf(>35-min🚘 w/ traffic or 23-min🚘 w/o traffic)

Emerald stay. Timeless. Relaxing
Follow the yellow bricked entry to a timeless, relaxing stay. A mix of modern indirect lighting, the warmth of indoor plants, and classic yarn art. The Emerald Stay has a spacious living room that opens out to an equally spacious private deck with fabulous sunset bay views, and a shaded relaxation space, under large oak trees. Enjoy your private entrance, deck, and zero sightlines to any neighbor windows. The Emerald Stay is a tranquil escape in the East Bay. This is a soundproof divided house.

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

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!

Beautiful Spanish Bungalow
Welcome to a delightful 2 bedroom, relaxed and comfortable home. You have easy access to San Francisco by Ferry. You'll have a short walk to many restaurants and pubs. It's equipped with high speed fiber internet with AppleTV, including HBO and other paid services. This home has comfortable beds with plenty of pillows, plus a fully equipped kitchen. It's in a quiet, friendly neighborhood, so you can enjoy a safe, calm place, with lots to do all around, including a 10 minute walk to the beach.

Redwood Treehouse, Downtown Mill Valley
Majestic, secluded home in the redwoods yet just a few minutes walk to all the amenities of downtown Mill Valley. The home truly feels like a tree house amongst the giant redwoods of Mill Valley. Hike the world famous Dipsea Trail, enjoy the beauty of Old Mill Park, or simply stay at the house and soak in the natural hot tub surrounded by Redwoods. This place is truly special! Please note, access to the house requires a climb up roughly 200 stairs, if an issue, this is NOT the house for you.

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.

The Perfectly Appointed Modern English Guest House
Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain).

Oceanfront Oasis, Sunsets & Crashing Waves
The Bluffs Oceanfront Oasis awaits you. Our beautifully appointed home sits right on the cliff boasting crashing waves and endless sunsets. Start your day in the zen room for a bit of yoga and meditation or take a leisurely walk on the beach trail right out the back gate. After dining out or in, end your evening with something special while seated at the firepit over looking the Pacific. Come for a romantic getaway, a weekend of golf or a family fun filled vacation.

A private beachy pad in Montara
Welcome to Chez Sage! Your own private apartment get-away, with a private deck and ocean views, is just 30 minutes south of San Francisco. The entrance to your private apartment leads you up the stairs to a deck with an ocean peek. Enter your home away from home and relax in the window seat to gaze at Montara Mountain or eat breakfast on the island with peeks of the ocean. Once you're settled, it's just a short stroll to watch the sunset from the beach.

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.

Large West Alamo 1 Bedroom In-Law Unit
This in-law unit is the perfect place for anyone visiting in the Alamo, Danville, Walnut Creek and San Ramon Valley areas. Just 22 miles east of San Francisco, 40 miles from Napa, located on the west side of Alamo with easy access to Hwy 680, this large 1 bedroom unit has a separate entrance and is walking distance to hiking trails in Las Trampas regional park and the Iron Horse Trail. Lovely location, quiet and peaceful.
Popular amenities for Ashland house rentals
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Pool, Hot tub SFO, Napa, Clean Home

Large Home in Palo Alto, 5 bedrooms, Pool

Little Poolside House near Downtown Mountain View!

Waterfront home w/ private dock and pool

Luxury Silicon Valley Wellness and Work Oasis

Private Oasis with Pool and Fire Pit

3 BR Home on Vineyard nr Palo Alto & Stanford
Weekly house rentals

Spectacular California Ocean Front Home!

Luxury 3-Bedroom Hillside Home by Oakland's Zoo

Trailside Home, Panoramic Views

Stunning Modern Home with Amazing Views of Valley

Beautiful spacious home in Maxwell Park

Lake Chabot Villa | Private • Pool+Spa • Game Room

Modern Coastal Themed Oasis Near Lake Chabot

Comfortable 2-Bedroom Home with Private Parking
Private house rentals

Jane's Home (RS) | Upgrade 4B2B Home +HVAC+Parking

Relax with Wifi & Parking in the Heart of the Bay

The Oak and Iron Studio

Sunol Chalet | 80 Acres • Pool • Gym • Game Room

Spacious, Modern, Stunning Views in Berkeley Hills

Charming spacious two bedroom with an awesome view

Newly remodeled hilltop home with stunning views

Wake, Sip, & Indulge | Ultimate Resort Living
Quick stats about house rentals in Ashland

Total holiday rentals
Explore 40 holiday rentals in Ashland

Verified guest reviews
Over 1,080 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Ashland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ashland rentals
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- Moscone Center
- Stanford University
- Golden Gate Park
- Oracle Park
- Muir Woods National Monument
- Golden Gate Bridge
- SAP Center
- Pier 39
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Twin Peaks
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Rodeo Beach
- Bolinas Beach
- Montara Beach
- Levi's Stadium
- Winchester Mystery House
- California’S Great America
- Painted Ladies
- University of California San Francisco
- Chase Center
- San Francisco Zoo





