House holiday rentals in Ashland

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Top-rated house rentals in Ashland

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Guest favourite
The bedroom features a spacious bed with a textured blanket draped across it, and soft ambient lighting enhancing the surroundings. Decorative wall hangings add interest, while a mirror and a hanging rack are present for convenience.
Home in Fairview
4.94 out of 5 average rating, 139 reviews

Emerald stay. Timeless. Relaxing

Follow the yellow bricked entry to a timeless, relaxing stay. A mix of modern indirect lighting, the warmth of indoor plants, and classic yarn art. The Emerald Stay has a spacious living room that opens out to an equally spacious private deck with fabulous sunset bay views, and a shaded relaxation space, under large oak trees. Enjoy your private entrance, deck, and zero sightlines to any neighbor windows. The Emerald Stay is a tranquil escape in the East Bay. This is a soundproof divided house.

Guest favourite
A living area features two bright blue sofas arranged around a wooden table. Two small tables flank the seating area. Natural light filters through the windows, highlighting the fireplace and a mounted television above. Light-colored curtains frame the windows, adding to the ambiance.
Home in Alameda
4.95 out of 5 average rating, 133 reviews

“Alameda Island Revival”- Quality & Class

The “Alameda Island Revival” is Alameda’s latest restoration project! This gorgeous 1905 historic home is situated in a safe and central Bay Area location, close to parks, pubs, amenities, shops & the beach! The spacious 3 bedroom + bonus room, 1/2 bath home is fully furnished, and tastefully decorated. Enjoy your morning coffee on the porch, breakfast in the breakfast nook, and cocktails in the dining room lounge. There’s also an outside dining area for you to enjoy the California sunshine!

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
4.95 out of 5 average rating, 125 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!

Guest favourite
The exterior of a Victorian cottage is displayed, featuring a charming façade with decorative trim and large windows. Lush greenery surrounds the entrance, enhancing the inviting ambiance. A paved walkway leads to a set of stairs, which provide access to the main entrance of the home.
Home in Alameda
4.91 out of 5 average rating, 149 reviews

Alameda 1b/1b garden level flat in 1885 Victorian

Tucked along a tree-lined street on the island of Alameda, this thoughtfully restored 1885 Victorian cottage offers a quiet, ground-floor retreat. The bedroom features a queen bed, living room includes a queen pullout sofa. A sleek kitchenette is equipped with a two-burner electric cooktop, compact refrigerator/freezer, microwave, sink, and portable oven. A dedicated work desk with high-speed internet completes this refined space for guests who appreciate boutique comfort and timeless design.

Top guest favourite
A modern kitchen features sleek white cabinetry and a spacious island with a marbled countertop. Three metal stools are placed at the island, and large windows allow natural light to fill the space, highlighting stainless steel appliances and a well-organized layout.
Home in Walnut Creek
5 out of 5 average rating, 107 reviews

The Fawn

*NEW, NO CLEANING FEE, NO PRE-CHECKOUT CHORES* We take care of everything so you can simply relax and enjoy. Home sits on a private half acre property surrounded by large mature trees and nature. Dedicated free parking steps away from your door. The home includes New Luxury appliances, spa like bathroom with a massive rainfall shower. We are mins away from hospitals, downtown, major freeways, Bart, and the Iron Horse Trail (walking and riding trail popular with guests). Very Private. No pets.

Guest favourite
The living area is defined by a cozy couch with decorative pillows, positioned across from a wall-mounted TV. Natural light filters through a skylight and window, illuminating the room adorned with soft curtains. A small coffee table rests on a neutral area rug, contributing to a relaxed atmosphere.
Home in Millsmont
4.97 out of 5 average rating, 226 reviews

The not so tiny, tiny house (with private laundry)

This tiny house is a 525 sqft home sitting offset from our main home. It has everything from a fully stocked kitchen to a laundry room inside this cozy home. Pots/pans, dishes and even a crock pot and waffle maker stock the kitchen. You will have a private fenced in front area with a seating area and artificial grass. We have built this home to welcome you as our friends and keep you comfortable. The home is located in a dog friendly neighborhood. * we do decorate for major US holidays

Guest favourite
A cozy sleeping area features a spacious bed adorned with patterned cushions. Minimalist side tables are positioned on either side of the bed, complemented by subtle decorative items. Natural light enters through two small windows above the bed, illuminating the green wainscoting that enhances the room's appeal.
Home in Cleveland Heights
4.95 out of 5 average rating, 120 reviews

Safe, clean, quiet studio (Close to SF, Hospitals)

Nestled in a serene neighborhood, our studio offers the perfect blend of comfort, convenience, and tranquility. As you step in through your private entrance, you'll find yourself in a cozy haven designed for your relaxation and enjoyment. Our studio is in a central location with easy access to downtown Oakland, Lake Merritt, and SF. Please note this is an in-law unit with shared walls. Guests must walk down a sloped concrete driveway with one step to access the space.

Guest favourite
Home in Eastmont
4.95 out of 5 average rating, 148 reviews

Urban Renaissance

Enjoy comfort and privacy in this spacious retreat featuring a 3-bedroom, 2-bath main house and a separate 2-bedroom, 1- bath guest house with private entrances. Perfect for families, groups, or multigenerational stays. Includes central heating/AC, Wi-Fi, and a sunny outdoor space. Travel together, relax apart! The backyard offers a private oasis with outdoor furniture and a BBQ grill—perfect for dining al fresco or enjoying warm evenings under the stars.

Guest favourite
A charming cottage exterior features a brown wooden façade and white trim. Two sets of windows allow natural light to illuminate the interior. A flight of stairs leads to the front door, flanked by vibrant greenery and flowering shrubs, creating an inviting entrance.
Home in Alameda
4.84 out of 5 average rating, 102 reviews

Downtown Dream Cottage

Cozy cottage, close to the best restaurants in town, walking distance to beach and public transport. Private entrance, this is your own building without shared hallways or walls. Quiet neighborhood in the heart of the city. Alameda is a beautiful historic city if you're visiting San Francisco Bay Area, Ferry access to San Francisco attractions and business district and to Oakland. Conveniently located close to Oakland airport and major highways.

Top guest favourite
A bright living area features a comfortable gray sectional sofa and a stylish armchair, surrounded by natural light from large windows. A decorative electric fireplace is positioned below a wall-mounted TV, with two patterned chairs and a small end table completing the space.
Home in Castro Valley
4.98 out of 5 average rating, 199 reviews

Cheerful 2-bedroom near San Francisco &FW580/238AC

Welcome to Tom & Melissa's a cheerful 2-bedroom 1-bath in a single family house, It is a spacious 1016 sq feet house. Centrally located in the East Bay, and very close to freeway 580 and 238! You're within 30 minutes of San Francisco or 40 minutes of San Jose. Enjoy this spacious residential home with a large private patio, two separate bedrooms, a bright and comfortable living space, and a kitchen, making it a great place for family or couples.

Top guest favourite
Home in Alameda
4.92 out of 5 average rating, 204 reviews

Charming Alameda Getaway, Easy SF Access via Ferry

Enjoy a sunny, furnished 1BR/1BA home with private entrance, full size double bed, shower and tub, fully equipped kitchen with dishwasher, dining + living rooms with fireplace, pull-out sofa, Roku TV, Wi-Fi, and in-unit washer/dryer. Located in a safe, walkable Alameda neighborhood near cafés, marinas, shops, parks, ferry to SF, and bus to Oakland Airport. Clean, comfortable, and clutter-free—your perfect home away from home.

Guest favourite
A cozy living area is arranged with a dark sectional sofa adorned with patterned pillows and a soft throw blanket. A circular coffee table holds a potted plant and decorative items. Natural light filters through white shuttered windows, illuminating the warm, neutral tones of the space.
Home in Alamo
4.83 out of 5 average rating, 109 reviews

Large West Alamo 1 Bedroom In-Law Unit

This in-law unit is the perfect place for anyone visiting in the Alamo, Danville, Walnut Creek and San Ramon Valley areas. Just 22 miles east of San Francisco, 40 miles from Napa, located on the west side of Alamo with easy access to Hwy 680, this large 1 bedroom unit has a separate entrance and is walking distance to hiking trails in Las Trampas regional park and the Iron Horse Trail. Lovely location, quiet and peaceful.

Popular amenities for Ashland house rentals

Quick stats about house rentals in Ashland

  • Total holiday rentals

    Explore 40 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 990 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Ashland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ashland rentals

  • 4.5 Average rating

    Ashland stays receive an average rating of 4.5 out of 5 from guests

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