
Vacation rentals in Ashland
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Top-rated vacation rentals in Ashland
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Modern & Cozy Cottage
Welcome to The Modern Comfort Cottage ! It is located in a safe and friendly neighborhood in San Leandro, just a 5-minute drive to Downtown and the BART station, 15minutes to the Oakland International Airport, 30 minutes to San Francisco. Enjoy modern conveniences including an in-unit washer and dryer for your convenience. Parking is easy with provided parking spaces, and street parking is also available. Stay in this newly renovated cottage for a comfortable living experience. Enjoy and unwind!

Serene foothills Garden Suite, private parking +EV
Have the entire Bay Area at your fingertips... & right outside your window! This private studio tucked into the Oakland Foothills is the perfect base for adventures. A 9min drive & you can be on the train into San Francisco. Coliseum & redwoods are minutes away, as are many other attractions*. You’ll be welcomed home to a comfy Cal King bed & a serene garden view. Enjoy coffee/tea as you settle in at the table, & our high speed wifi has you covered. Have an EV? Charge Level 2 overnight (J1772)!

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!

Private and serene studio with full kitchen
Lovely studio is light and bright with a vaulted ceiling and sky light, and the property is in a country setting. It is close to hiking trails, Redwood Canyon Golf Course, Lake Chabot, shopping and restaurants, Bart, and easy access to the freeway. The outside view is a meadow, hiking trail, and rolling hills. The studio has a full kitchen so if you decide to cook, we have all the tools you’d need for you to prepare a meal. We’d love to host you for stays of two days up to 28 days at a time.

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.

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)

Cozy in Law Studio - Castro Valley
Cozy and centrally-located studio. It is a 300 Sq. Ft In law Studio with its own entrance. Fast Smart Lock self check-in. Very Safe Neighborhood close to all the bay area has to offer. The bedroom has a king size bed. You will have the basics in the kitchen, and bathroom. Plenty Street parking, and fast WiFi. 4 min walking distance to local cafe. 7 min drive to Eden Medical Center 5 min drive to Bart 35 min to San Francisco or San Jose! 15 min to Oakland airport

Private Updated In-Law Studio Near Lake Chabot
The studio was recently refreshed with updated finishes, improved lighting, and a clean, modern layout. Escape to our cozy & modern private in-law suite in a quiet Castro Valley neighborhood. Perfect for 2 guests, this studio features a private entrance, kitchenette, and a comfy queen bed. Enjoy easy self check-in and a private patio. You're just one mile from the beautiful hiking and kayaking at Lake Chabot. High-speed WiFi included for work or streaming.

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.

Peaceful Retreat w/ Views + Gated Parking
This romantic getaway is perched on a sunny ridge with sweeping views of the bay, surrounding hills, and spectacular sunsets. Farm vibes with California natives, fruit trees and redwoods. No shared walls, behind our family home inside a secure gate with door-side parking. Super quiet in a safe, residential neighborhood. Convenient to everything in the Bay. Perfect home base for visiting family, work trips and extended stays.

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).
Popular amenities for Ashland vacation rentals
Stay near Ashland's top sights
Other great vacation rentals in Ashland

Walk to Bart, Easy Commute to SF, Silicon Valley

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Private Suite with Bath in home with 180° Bay View

Charming nest in Castro Valley

The Green Room in Green Home

Beautiful Private Studio/Entrance/Parking/FastWiFi

Business-friendly Room in Hayward w/Fast Wifi (DB)

Artsy Garden Paradise Apartment On The Hilltop
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,573 ZAR | R1,588 ZAR | R1,651 ZAR | R1,573 ZAR | R1,714 ZAR | R1,761 ZAR | R1,856 ZAR | R1,887 ZAR | R1,746 ZAR | R1,698 ZAR | R1,636 ZAR | R1,651 ZAR |
| 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 |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Ashland?
Four-legged friends are welcome in Ashland. Choose from more than 20 vacation rentals for guests traveling with pets.
Do house rentals in Ashland have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Ashland. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Ashland?
Yes! Work meets play with ease at over 50 vacation rentals in Ashland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do guesthouse rentals in Ashland have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Ashland have free parking?
Absolutely! We offer over 40 house rentals with free parking in Ashland. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Ashland?
Ashland has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Ashland?
Experience the best of Ashland with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Townhouse Rentals in Ashland?
Enhance your stay in our Townhouse Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Ashland

Total vacation rentals
Explore 90 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at R157 ZAR per night before taxes and fees

Verified guest reviews
Over 3,410 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 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
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