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House holiday rentals in Ashland

Find and book unique houses on Airbnb

Top-rated house rentals in Ashland

Guests agree: these houses are highly rated for location, cleanliness and more.

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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
4.93 out of 5 average rating, 147 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.

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, 134 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
The bright yellow exterior of the home features a decorative arched entrance, a large window, and a blue garage door. Red steps lead to the front door, with potted plants arranged along the pathway. Clear blue skies provide a vibrant backdrop.
Home in Alameda
4.95 out of 5 average rating, 203 reviews

Beautiful Spanish Bungalow

Welcome to a delightful 2 bedroom, relaxed and comfortable home. You have easy access to San Francisco by Ferry. You'll have a short walk to many restaurants and pubs. It's equipped with high speed fiber internet with AppleTV, including HBO and other paid services. This home has comfortable beds with plenty of pillows, plus a fully equipped kitchen.  It's in a quiet, friendly neighborhood, so you can enjoy a safe, calm place, with lots to do all around, including a 10 minute walk to the beach.

Guest favourite
A modern living space features an open layout with a cozy seating area, a coffee table, and a dining table for six. The kitchen includes stylish bar stools and updated appliances. Large sliding doors open to a furnished outdoor patio with views of surrounding greenery.
Home in Mill Valley
4.95 out of 5 average rating, 118 reviews

Mill Valley Gem: Modern cozy w/Patio/Tesla Charger

Located in an ideal location in Mill Valley providing guests “the best of both worlds” including, easy pedestrian access to downtown Mill Valley and immediate access to a gorgeous natural environment filled with redwood groves, creeks, waterfalls, and hiking trails. 20-25 min drive from the Golden Gate Bridge adjacent neighborhoods including the Marina, Pacific Heights, NOPA, and Richmond District. The home is also ideally situated to enjoy Mt. Tam State Park, Muir Woods, and Stinson Beach.

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, 230 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

Top guest favourite
An expansive living room features a leather sectional sofa, a circular coffee table, and a stone fireplace. Large glass windows provide views of the surrounding greenery, while wooden beams and a rustic stone wall create a natural ambiance. A television is positioned near the sofa.
Home in Mill Valley
4.99 out of 5 average rating, 120 reviews

Two Creeks Treehouse

Looking for a healthy dose of tranquility and adventure at your doorstep? Over 100 steps from the road below, this 'treehouse' is perched above it all and horizontally oriented on a steep lot between two creeks. The all glass façade creates dramatic views of the redwoods, Mt. Tam and across downtown Mill Valley to Blithedale Ridge. Anchored to granite the house sits on handmade stone walls from rock harvested on the property during construction in the 1960s. Truly a one of a kind stay.

Top guest favourite
The exterior of the house is displayed, featuring a two-story structure with a light gray facade. A set of steps leads to a front porch adorned with white railings. Palm trees surround the entrance, adding greenery to the inviting space.
Home in Alameda
4.99 out of 5 average rating, 141 reviews

Fernside Getaway- Alameda Home with a View

This sparkling new detached single family house is designed, end-to-end, for the business traveler or weekend vacationer. This spacious home, with a view of the Bay, will be all yours! Amenities include an all-new fully equipped kitchen, outdoor gas BBQ grill, coffee makers with complimentary coffee, WiFi, flat screen TV’s, DVD players, and pretty much everything you need to ensure an enjoyable stay. Keyless entry for both front door and attached garage provide ease and security

Guest favourite
A bright living room features a comfortable white sofa adorned with orange and patterned pillows. A large television sits on a light wooden media console, while a small decorative table holds a plant. An office chair is positioned nearby, contributing to the inviting atmosphere.
Home in Cabrillo
4.92 out of 5 average rating, 144 reviews

Cheerful 4 Bedroom Home With an Outdoor Pergola

Relax with the whole family at this peaceful place to stay. Great location in between Silicon Valley and San Francisco. Start your day with an excellent cup of coffee from our pour over coffee maker and complimentary coffee bean. Want to go for a hike? Coyote Hill Regional park, Quarry Lakes Regional park just minutes away. The webber grill and outdoor dinning seating under shaded pergola is big plus to entertain friends and family. (Fremont Short Term Permit Number: P-000007)

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, 204 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 spacious living room features a vaulted wood ceiling and large windows allowing natural light to fill the space. Comfortable seating includes a gray sofa and two armchairs. A central wooden table is placed on a decorative rug. Green curtains add a touch of color and style.
Home in Gerstle Park
4.97 out of 5 average rating, 248 reviews

Marin Retreat: large deck + expansive views

Relax with the whole family at this inviting place to stay. This beautifully constructed home, nestled in the mountains between San Rafael, San Anselmo, and Ross, features three bedrooms, two bathrooms, spacious living room, open kitchen, and adjoining large deck. Created with tranquility in mind, this peaceful home is a minimal, modern hideaway that allows guests to enjoy the natural beauty of the area.

Top guest favourite
A coastal cabin is situated on rugged cliffs overlooking the ocean. The structure features large windows, allowing for expansive views of the water. Lush greenery surrounds the home, highlighting its natural setting against a cloudy sky.
Home in Montara
4.99 out of 5 average rating, 125 reviews

Sea Wolf Bungalow

If you're looking for the most spectacular views on the San Mateo Coast, come to Sea Wolf Bungalow. Located just 20 minutes southwest of San Francisco and 7 miles north of Half Moon Bay, this historic cabin sits on its on own point with sweeping views of the Pacific. Enjoy whale watching, the beach, surfing, fishing, golf, hiking and the fabulous dining of the coastal area.

Popular amenities for house rentals in Ashland

Quick stats about house rentals in Ashland

  • Total holiday rentals

    Explore 40 holiday rentals in Ashland

  • Verified guest reviews

    Over 1,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Ashland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ashland rentals

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