
House holiday rentals in Ashland
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Top-rated house rentals in Ashland
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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.

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.

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

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)

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.

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.

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
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

Waterfront home w/ private dock and pool

Luxury Silicon Valley Wellness and Work Oasis

Private Oasis with Pool and Fire Pit

3 BR Home on Vineyard nr Palo Alto & Stanford

Beautiful 4 Bedroom Hillside Retreat
Weekly house rentals

Spectacular California Ocean Front Home!

Spacious Home with BBQ, Firepit & Wellness Vibe

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

Trailside Home, Panoramic Views

Relax with Wifi & Parking in the Heart of the Bay

Upper Rockridge Luxury Mid-Century Escape

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

Newly remodeled hilltop home with stunning views
Private house rentals

Hot Tub Overlooking Pacific!

Hillside Gem | Sweeping Iconic SF Bay Views

The Treehouse!

Beautiful spacious home in Maxwell Park

Cozy Marina Condo

Villa with a View • Free Parking

Entire Oceanfront Home Breathtaking 180 Views

Creekside Retreat | 4BD Oasis in Pleasant Hill
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
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
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- California’S Great America
- Winchester Mystery House
- Levi's Stadium
- Bolinas Beach
- Painted Ladies
- San Francisco Zoo
- Davenport Beach
- Googleplex




