
Holiday rentals in Ashland
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Top-rated holiday rentals in Ashland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Ashland
Guest favourite

Private room in Castro Valley
4.88 out of 5 average rating, 229 reviewsRoom 1 Nice view with comfortable room.
ChristopherRating, 5 stars3 weeks ago
The place was definitely worth the price. The hosts are kind enough to allow guests to use almost all spaces in the home, including a fully stocked kitchen and a balcony with an amazing view.
Top guest favourite

Private room in Castro Valley
4.97 out of 5 average rating, 67 reviewsPrivate Suite with Bath in home with 180° Bay View
SteveRating, 5 stars3 months ago
Allison's place is A+ what a gem I found to stay at while visiting the east bay. The rolling green hills in February and March are an artists dream. The spectacular view of the bay and far distant City of San Francisco invites you to take the Bart or drive over The Bay Bridge to have a date like the songs says with "The City by The Bay". Her accommodations are perfect for one who needs some space with a room to sleep and the other to lounge and watch a movie with some popcorn. with a full bathroom in between. but you will enjoy using her beautiful sheek kitchen and be careful to stay focus of your cooking and not get distracted with the view of the bay. All in all Allison's place is 5 stars in my book.
Guest favourite

Private room in Hayward
4.89 out of 5 average rating, 46 reviewsBusiness-friendly Room in Hayward w/Fast Wifi (DF)
AllisonRating, 5 stars1 day ago
Great place. Have stayed a couple times and will definitely come back
Top guest favourite

Private room in Castro Valley
5 out of 5 average rating, 87 reviewsBeautiful Private Studio/Entrance/Parking/FastWiFi
KainiRating, 5 stars2 weeks ago
My partner and I chose to stay here to do a working staycation as we both work remote. The dining table was large enough for us to work from and even though we were indoors all day, it wasn’t stifling because as pictured the space was truly spacious and well arranged to perfectly fit a kitchen, dining room, living room and bedroom all in one space. Everything was clean and there were lots of cleaning supplies and cooking supplies we had the opportunity to make use of during our stay. Because the property is located on the main road, you can hear the cars that sometimes speed by at night, but it’s otherwise quite peacefully tucked away behind a fence. Being able to park in the driveway was such a nice plus as well.
Guest favourite

Private room in Castro Valley
5 out of 5 average rating, 21 reviewsCreek View Sunshine Room
YanchongRating, 5 stars4 months ago
Perfect location right at the heart of Castro Valley, very safe and quiet middle class community. Clean room, quiet, great service team. I will surely give an all five stars and 100% recommendations.
Top guest favourite

Private room in San Ramon
4.95 out of 5 average rating, 549 reviewsMarks Villa
NatalieRating, 5 stars2 days ago
I'll definitely book with Mark again the next time I'm in the bay area! I stayed overnight last minute so I wouldn't have to drive as far the morning of my spa appt in the Bay. I messaged Mark beforehand to ask if I could book the day of, and he was super friendly and flexible. Located in beautiful, safe neighborhood, Mark's place is right next to a shopping center and not too far from the freeway. The room was just as described, very clean and comfortable. The bed was one of the comfiest beds I've slept in at an Airbnb! Mark and his dog Raven are so friendly and communicative. I felt comfortable immediately upon arrival. Mark gave me a tour of his place and we enjoyed a nice chat until I crashed in the room. O highly recommend Mark's spot.
Top guest favourite

Private room in San Lorenzo
4.95 out of 5 average rating, 76 reviewsWalking distance to BayFair BART station
NancyRating, 5 stars1 month ago
I love staying in this quiet, clean place with wonderful hosts. I plan to stay here again soon!
Top guest favourite

Private room in Oakland
5 out of 5 average rating, 22 reviewsYour Private Oasis in the Oakland Hills
Jenny Guest Relations ManagerRating, 5 stars3 days ago
I was looking for a safe, affordable weekend spot near the ocean where my dog Luna could swim—and nearly gave up. Then I found Milt’s place in the Oakland Hills. A Superhost? All 5-star reviews? At that price? Yes, please. The space is peaceful, private, and full of character—birds in the morning, hens in the backyard, and Milt himself: a kind, responsive host (and a fantastic cook—if you get the chance to share breakfast on a weekend, don’t pass it up 😉). The bed is firm and comfy, and the outdoor lighting is thoughtfully placed—great for nighttime potty breaks (for the pup)! The neighborhood is warm and welcoming. Location-wise, it’s got EZ freeway access, nearby hikes, and it’s a quick drive to Jack London Square for patios, markets, and a breezy stroll. We made it to Ocean Beach for a swim, and back at Milts place, Luna and I were invited to a local block (college graduation) party and treated like old friends. We left feeling safe, rested and just plain spoiled. Book it!
Quick stats about holiday rentals in Ashland
Total rentals
100 properties
Total number of reviews
3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
100 properties include access to wifi
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- Golden Gate Park
- Stanford University
- Oracle Park
- Twin Peaks
- Bolinas Beach
- Davenport Beach
- Montara State 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
- Children’S Fairyland
- Limantour Beach
- Pier 39
- SAP Center
- San Gregorio State Beach
- Six Flags Discovery Kingdom
- Big Basin Redwoods State Park