Holiday houses in Ashland

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Top-rated holiday rentals in Ashland

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Top Guest favourite
The kitchen is equipped with modern appliances, including a microwave and coffee maker. Light-colored cabinetry complements the marble countertop. Shelves display decorative items and there is a cozy coffee bar. Natural light enters through a window, enhancing the inviting atmosphere in the space.
Guest suite in San Leandro
4.99 out of 5 average rating, 106 reviews

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!

Top Guest favourite
A modern kitchen features high-end stainless steel appliances and a spacious island with slick bar stool seating. The well-lit area is complemented by contemporary pendant lights. Double french doors open to a backyard, enhancing the connection between indoor and outdoor living.
Home in Castro Valley
4.96 out of 5 average rating, 112 reviews

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!

Top Guest favourite
A patio area is visible near the entrance of the studio, featuring a small table and blue chairs. Potted plants line the pathway, leading to the main entrance. Sunlight filters through the surrounding trees, creating a serene outdoor space.
Guesthouse in Castro Valley
5 out of 5 average rating, 111 reviews

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.

Top Guest favourite
An airy living space features a light-coloured sofa and a small dining table with two chairs. A coffee and tea station stands on a black cabinet. Natural light enters through the front door, complemented by indoor plants and framed wall art. A doorway leads to the bathroom.
Guest suite in Hayward
4.98 out of 5 average rating, 171 reviews

★COZY & Unique Guest Suite★ (Wifi, Netflix & MORE)

Located in the “Heart of the Bay” is our cozy & private guest suite (SUITE A). Just a 5 minute drive to downtown Hayward & BART, 20 minutes from Oakland International Airport and 35 minutes from SFO. You'll have ONE dedicated parking space on our driveway for your vehicle & SEPARATE entrance. Complimentary coffee, tea, and snacks provided. Perfect for couples or professionals coming to CA for an extended stay. Enjoy the Bay Area's beauty and excitement from your stay in the middle of it all!

Guest favourite
A cozy dining and resting area features a sleek glass coffee table atop light wood flooring. A gray futon is positioned near a wall-mounted flat-screen TV, while a compact stainless steel fridge and air fryer sit on a black stand. Vertical blinds allow filtered light to enter.
Guesthouse in San Lorenzo
4.94 out of 5 average rating, 102 reviews

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.

Top Guest favourite
A modern living area features a dark sectional sofa and a glass-topped coffee table. A small dining table with two chairs is located beside a window. Decorative wall art is displayed above the furniture, and a portable air conditioner is positioned in a corner.
Guest suite in San Lorenzo
4.96 out of 5 average rating, 192 reviews

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.

Guest favourite
A cozy sleeping area features a plush bed adorned with a patterned quilt, flanked by two bedside tables with lamps. Decorative wall art depicts trees, enhancing the calming atmosphere, while a throw pillow adds a touch of motivation.
Guesthouse in San Leandro
4.95 out of 5 average rating, 257 reviews

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)

Guest favourite
A modern studio features a stylish futon nestled near a small wooden table, suitable for work or dining. A compact fridge and amenities are included in the space. Light streams in through glass doors, leading to a shared outdoor area, enhancing the room's bright and open feel.
Guesthouse in San Leandro
4.9 out of 5 average rating, 42 reviews

Cozy & Comfy studio w/Free Laundry

Welcome to your relaxing retreat! This inviting private studio offers a blend of comfort and convenience, perfect for solo travelers or couples seeking a peaceful getaway. Enjoy a restful sleep on the plush Queen bed, while the Full-size futon provides extra seating or an additional sleeping space. Relax with your favorite shows on the in-room TV, or step outside to unwind in the beautiful, shared backyard—a serene spot to start your morning or wind down in the evening.

Guest favourite
Guest suite in Castro Valley
4.84 out of 5 average rating, 363 reviews

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.

Top Guest favourite
A spacious living room is presented, featuring a black sofa, two ancient chairs, and a round coffee table. A decorative lamp stands beside the seating area, with light oak flooring and a soft area rug enhancing the inviting environment. Natural light filters through the windows.
Bungalow in Castro Valley
4.96 out of 5 average rating, 219 reviews

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).

Top Guest favourite
A wooden staircase leads upward through a landscaped yard, flanked by palm trees and vibrant vegetation. A stone pathway connects various garden elements. In the background, a koi pond is visible, while a decorative lantern stands at the base of the stairs.
Guesthouse in San Leandro
4.92 out of 5 average rating, 145 reviews

Charming Backyard Guest House with Koi Pond

Charming and cozy, this cottage has beautiful back yard with koi pond and bridge is ideal for both weekend getaways as well as longer stays. Centrally located in the bay area, clean, modern accommodation. Only 3 miles from Bart, 10 miles from OAK and 30 miles from SFO. Relax in your own room in a completely updated home.

Guest favourite
A cozy sleeping area features a spacious bed with neutral-toned linens and decorative pillows. Two woven bedside lamps provide soft illumination, while a simple wall art piece adds a subtle touch of character. A closet door is positioned to the right.
Tiny home in San Lorenzo
4.91 out of 5 average rating, 194 reviews

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 holiday rentals

When is the best time to visit Ashland?

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Avg. price$171 NZD$173 NZD$180 NZD$171 NZD$187 NZD$192 NZD$202 NZD$205 NZD$190 NZD$185 NZD$178 NZD$180 NZD
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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 apartment rentals in Ashland have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Ashland have free parking?

    Absolutely! We offer over 10 guesthouse 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 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 holiday rentals in Ashland

  • Total holiday rentals

    Explore 100 holiday rentals in Ashland

  • Nightly prices starting at

    Ashland holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Ashland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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