
House holiday rentals in Ashland
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Top-rated house rentals in Ashland
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Popular amenities for house rentals in Ashland
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!
Very homey and welcoming. Family enjoyed celebrating time together in all spaces of the house, especially the back patio where our young child made believe on the well-designed pirate ship. Friendly, kind host. We walked to adorable Rockridge and BART many times. Highly recommended.

Pool, Hot tub, Napa, SFO Clean
The place was clean and beautiful. We needed a home away from home while construction was going on at our place. And found it here.

Little Poolside House near Downtown Mountain View!
Staying at this small house with pool was just what I needed. Enjoyed all aspects of my stay!

Beautiful 3BD Home w/ Heated Pool and Fire Pit
The house was great for our family stay. Lots of space, all on one level, and beautiful outdoor space. We travelled with our kids and they had a great time in the pool :) Note there is extra cost if you want the pool to be heated. Thanks for a great stay!

Silicon Valley Luxury I Sauna, Hot Tub, Pool
Beautiful property with stunning pool and nearby hikes. Comfortable bed and amenities in peaceful and quiet surroundings. Very friendly and responsive hosts. Thanks for such a wonderful stay! Would love to return again for future trips in the area!

MCM Waterfront Pool/Hot Tub between SF and Napa
Fabulous trip! We were greeted warmly by Jana and settled easily into the spaces of this large character home on a quiet cul de sac. It worked perfectly for our group of four. We loved the peaceful feeling of being on the water and the nearby pathways along the bay; it's lovely to sit outside to read and sip something. We didn't use the kitchen much, but it is very well-equipped. We got in some great hikes and meals at Mt. Tam, San Rafael, San Anselmo, Fairfax and Pt. Reyes as well as a SFMOMA day in the city. A wonderful location! Don't hesitate.

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

Bay Area Refuge- Waterfall/Cave Spa, Amazing Views
The Treehouse was a perfect getaway for a family of 8 adults and one child. Surroundings were beautiful. Nature was plentiful. The place had great amenities, kitchen well stocked, and the pool and hot tub one of a kind of !! We all had a great stay !!!
Weekly house rentals

Hidden Gem On Top Of The Hill w/Pool Table & Wifi
Very comfortable. Had everything we needed for a group of 5 staying there.

Luxurious Cottage Retreat with Serene Garden
We had a wonderful 3-day stay in Oakland! The space was clean, cozy, and perfectly located for everything we needed. A bit hilly for parking and driving up if you are not used to it. The host was kind and responsive. Would definitely stay again!

Cozy Studio near Oakland Airport and Coliseum
Taylor’s place was exactly as the pictures show. It was such a cute place and the bed was extra comfortable. She was very responsive and extremely helpful. My son really enjoyed his stay. Will book again.

4 Bd 4 Ba w/ Private Studio | 10G WIFI | AC | Golf
George did a wonderful job as a host communicating and responding. We had a great stay at his place. The location was really good with lots of stuff nearby. Would stay again! Rare to find a home with 4 bedrooms and 4 bathrooms at such an excellent price!

The Bay View Golfing King Size Sweet Home
Had a great stay in Oakland at this place. It was easy to check-in, very clean, and the host was very responsive. They left me a thank-you note which was a nice surprise. Would recommend to others for families, but don’t book if you want somewhere to party. The neighborhood was quiet and had beautiful views of the bay. Overall great!

Secluded Lux Retreat in Moraga
We are in the process of selling our home and moving to the East coast and have had several fantastic stays at Will's place over the course of the last 3 months. This home is a beautiful private retreat in the middle of Bollinger Canyon. You'll experience a complete getaway and immersion in nature. Will is a fantastic and responsive host, taking care of us in many lovely ways throughout our stay. We will be back!

3 bed/3 bath Charming Modern Retreat
Thank you Joanna for sharing your home with my family from out of town. The home was very beautiful and spacious. We all enjoyed you home. Would recommend this to people looking for a private home.

Spacious Family House w/ VIEWS, Foosball, Balcony
My family was in town and I just didn't have enough space so I found this to be perfect for them. This big clean house gave everybody a place to rest, tho it was also easy to just gather around the large dining room table. (almost too tempting because we also wanted to respect the quiet neighborhood after 10:00 p.m.) House is filled with character, like original tile. very cool traditional/vintage vibes. An early 20th century home appointed with modern furnishings. lovely view. supplies, condiments and utensils. 4 bedrooms are upstairs. Hosts were very clear with instructions and helpful on arrival!
Private house rentals

Downtown Dream Cottage
Athena was a great host! loved the location, walkable to their downtown. Will most definitely be back.

Quintessential 1910 Craftsman Near Pickleball Fun!
This is a tastefully updated classic craftsman style home. The home was immaculate and exactly as described. We appreciated the snacks provided by our host. The neighborhood is safe and lovely with Victorian or craftsmen homes throughout the area. We were really delighted to find that we had parking in the driveway. It’s a very quiet neighborhood. Christine was very responsive and clearly communicated expectations. I suggest bringing warm slippers this is a no shoes place and the floors can be quite cold. We found great restaurants nearby and would definitely rebook this place.

Hillmont Retreat | Sleeps 10 | Wellness + Firepit
Michelle was fantastic. The location was very quiet and peaceful. Michelle’s communication, kindness and attentiveness was apparent. We will absolutely be returning when in Oakland. The home was beautiful, beds were extremely comfortable and hospitality was amazing.

Cozy Sunfilled House with Deck Patio Garden
This a great spot to stay with family and friends when visiting the Bay Area. The location is perfect especially close to Oakland airport and anything Oakland. Street parking is super easy and available. Super chill, safe, vibrant neighborhood with plenty of good eats, drinks and beaches to explore down the street in Alameda. House is a perfect place to relax and totally private would definitely stay again.

Bella Vista Cottage
Safe quiet location close to main Oakland areas. Michelle is a very responsive helpful host. The place itself is very quaint and cozy with everything a guest would need/want. Loved the patio and cherry plum tree in the back!

Cozy Marina Condo
The place was lovely, clean, well kept in good condition. In a good neighborhood. I would definitely stay there again.

Hidden Gem:Oakland Oasis, Gazebo & Dog Run
Great place! Very quiet & exactly how it looks in the pictures. Angela is very responsive and a great host!

15% off for Weekly Stay Loft Home in Downtown
A really nice place to stay with secure parking and great amenities. The host was really responsive and everyone was very comfortable. Highly recommend!
Quick stats about house rentals in Ashland
Total rentals
50 properties
Total number of reviews
800 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
- San Jose Holiday rentals
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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