
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!

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!

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.

Handcrafted Hillside Retreat | Stunning Views 2Br
Escape to this uniquely designed retreat with stunning city & mountain views. Thoughtfully curated with handcrafted details, this cozy stay offers a mini kitchen with a coffee maker, microwave, and kettle, plus a spacious deck for relaxation. Enjoy fast WiFi, Smart TV, and plush bedding in a space filled with artistic charm. Perfect for creatives, remote workers, or a peaceful getaway. Located near local cafés, artisan shops, and nature trails. Book now for a unique, design-forward escape!

Lovely 1 bedroom apartment in a triplex house.
This unit is the perfect fit for a single person or a couple who needs a temporary place It features a modern, European feel, with all you need for a comfortable living. About 600 sq ft of living space perfectly spaced ,that features a full size kitchen with new appliances ,stacked washer and dryer and a sofa at the lower floor. A spiral stairs case will take you to , a lovely bedroom , with a queen size bed that share the room with a modern custom shower enclosure at the upper floor.

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.

The Red Edit | Scarlet Heaven Retreat |Deck & View
Welcome to The Red Edit — a bold and stylish 2BR, 1BA retreat in Castro Valley. Designed with vibrant scarlet tones and modern touches, this cozy home is perfect for families, couples, or creatives. Enjoy a spacious living room, a fully equipped kitchen, and a private deck with outdoor seating and sweeping city views. Whether you're exploring nearby parks and cafes or simply relaxing in our unique space, this unforgettable stay invites you to recharge and make lasting memories.

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)

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.

King Bed - Private Studio on Gated Property
You'll love the convenience of easy access to everything from this centrally located home. Experience the charm of a beautiful, sunny, and spacious private studio with your own private entrance, bathroom, and deck. Nestled on nearly 2 acres adorned with majestic oak trees, and just 1 mile from BART, providing effortless connections to San Francisco, Berkeley, Oakland, Fremont, San Jose, Redwood City, or Pleasanton.

2BR |King Bed |Exclusive Parking|Walk to Grocery
Welcome to our newly renovated 2BR, 1BA unit in San Leandro. Enjoy a cozy King-size bed in one room and a comfortable Queen-size bed in the other. Minutes from Oakland Airport, with a nearby BART station, supermarkets, and a shopping plaza. Relax in the bright living room and make use of the fully equipped kitchen. Perfect for a family or friends’ getaway. Book now for a memorable stay!

A Home Away From Home
You can just grab your bag and come to stay in my place just feel like home. A cozy, relax and private place in a blind alley with well-stocked amenities. It’s located near 3 busy HWY 880,238 & 580. And also close to the Bayfair BART station, SF International airport, SF Downtown, Oakland airport, & Coliseum.
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

Room in Hayward Townhouse

spacious 1 bedroom in a residential home

The Green Room in Green Home

#C In Oakland | Safe & Convenient | WiFi & Laundry

Creek View Sunshine Room

c5# Newly renovated private villa with a cozy and elegant room, beautiful environment, convenient living.

Private entrance with private bathroom
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,714 ZAR | R1,732 ZAR | R1,800 ZAR | R1,714 ZAR | R1,869 ZAR | R1,920 ZAR | R2,023 ZAR | R2,057 ZAR | R1,903 ZAR | R1,852 ZAR | R1,783 ZAR | R1,800 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 townhouse rentals in Ashland?
Experience the best of Ashland with our townhouse rentals, starting at about $40 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 Guesthouse Rentals in Ashland?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Ashland

Total vacation rentals
Explore 100 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at R171 ZAR per night before taxes and fees

Verified guest reviews
Over 3,260 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 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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