
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.

“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!

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!

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.

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.

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

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.

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.

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.

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.

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
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!

Chic & Fun Mid-Century Modern sleeps 8 (pool)

3 BR Home on Vineyard nr Palo Alto & Stanford

Private Oasis with Pool and Fire Pit
Weekly house rentals

Green Mountain View house 可爱居

Beautiful Home Near Silicon Valley

Spacious 3BR w/ Large Backyard | Near SF & OAK

Relax with Wifi & Parking in the Heart of the Bay

Castro Valley Master suite own entry

The Oak and Iron Studio

Cozy Marina Condo

Light-filled colorful home close to BART
Private house rentals

Garden Apartment in Maxwell Park

Large 1bed unit king bed w/ac parking FULL kitchen

Cozy Sunny Garden Getaway!

Mid-Century Modern Escape

Charming spacious two bedroom with an awesome view

10% off for Weekly Stay Loft Home in Downtown

Charming 3-Bedroom Retreat– Your Perfect Getaway

The Bay View Golfing King Size Sweet Home
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
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
- South Lake Tahoe Holiday rentals
- Moscone Center
- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- SAP Center
- Twin Peaks
- Pier 39
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Montara Beach
- Palace of Fine Arts
- Levi's Stadium
- Winchester Mystery House
- Bolinas Beach
- California’S Great America
- Painted Ladies
- Davenport Beach
- San Francisco Zoo
- Googleplex
- Rodeo Beach
- Duboce Park




