
House holiday rentals in Ashland
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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
Top-rated house rentals in Ashland
Guests agree: these houses are highly rated for location, cleanliness and more.

SF Amazing View & SUNroom: Spacious Private 1 bdrm
👋 Welcome to our spacious, clean, private getaway studio on Southern Hill in Daly City. Escape the hustle and bustle of the city. Enjoy a stunning view of day/night in clear days ☀️ - Easy street parking - Great Summit Loop Trail at San Bruno Mountain (6-min🚘) - Cow Palace Arena (8-min🚘) - H Mart grocery mall (10-min🚘) - 9.2 miles to SFO (17-min🚘) - 6.7 miles to Civic Center(>30-min🚘 w/ traffic or 20-min🚘 w/o traffic) - 11 miles to Fisherman's Wharf(>35-min🚘 w/ traffic or 23-min🚘 w/o traffic)

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.

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!

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.

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.

A little piece of heaven
Beachfront home rebuilt and designed by a renowned San Francisco architect. Great restaurants, a winery, and a distillery just a few blocks away. The closest home to the legendary Mavericks surf beach, and countless world-famous hikes. Sleeps 6 and features: hot tub, indoor/outdoor fire pits, outdoor shower, parking for 2 cars (+ a Tesla EV charger). Includes 4 security cameras: one in the garage, one at the front door, and two in the backyard. The inside of the house is completely private.

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

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.

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.

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.

Luxury Silicon Valley Wellness and Work Oasis
Peaceful upscale 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Ideal for business travelers, couples, and nature lovers. Fast fiber Wi-Fi, dedicated workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, heated saline pool May–Oct. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

Gated 3 BR Home. Heated Pool. Top Location.
Fully remodeled gated home on exclusive private lane in the heart of Walnut Creek. 2000" ft, single story. Pool heated 365 days. Fully landscaped 1/2 acre Yard. Walk to shops, restaurants, parks, hiking and biking trails. Minutes from downtown Walnut Creek, freeways and train (BART) stations to SF and Bay Area. No Guest Cleaning Tasks for check out. *NO PARTIES OR EVENTS * STRICTLY ENFORCED *
Popular amenities for house rentals in Ashland
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Pool, Hot tub SFO, Napa, Clean Home

Large Home in Palo Alto, 5 bedrooms, Pool

Trailside Home, Panoramic Views

Little Poolside House near Downtown Mountain View!

Sunol Chalet | 80 Acres • Pool • Gym • Game Room

Lake Chabot Villa | Private • Pool+Spa • Game Room

Private Oasis with Pool and Fire Pit
Weekly house rentals

Green Mountain View house 可爱居

Spectacular California Ocean Front Home!

Luxury 3-Bedroom Hillside Home by Oakland's Zoo

Jane's Home (RS) | Upgrade 4B2B Home +HVAC+Parking

Charming spacious two bedroom with an awesome view

The Bay View Golfing King Size Sweet Home

Newly remodeled hilltop home with stunning views

Modern Coastal Themed Oasis Near Lake Chabot
Private house rentals

Luxurious Cottage Retreat with Serene Garden

Relax with Wifi & Parking in the Heart of the Bay

Upper Rockridge Luxury Mid-Century Escape

The Treehouse!

Beautiful spacious home in Maxwell Park

New- Stunning Oceanfront "Pelican Bluffs"

Villa with a View • Free Parking

Hilltop Escape - Perfect for Families & Groups
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- Moscone Center
- Stanford University
- Golden Gate Park
- Oracle Park
- Muir Woods National Monument
- Golden Gate Bridge
- SAP Center
- Pier 39
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Twin Peaks
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Rodeo Beach
- Palace of Fine Arts
- Levi's Stadium
- Winchester Mystery House
- Montara Beach
- Bolinas Beach
- California’S Great America
- Painted Ladies
- Davenport Beach
- San Francisco Zoo
- Googleplex




