
House vacation 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.

5 Bedroom home with bay views for large groups
Spanish-style home in the Oakland hills , a quiet neighborhood Spacious, open layout with fantastic views of the San Francisco Bay Area. Great location: Close to Montclair village and quick access to San Francisco. Half-mile walk to the best open space parks in the east bay: Joaquin Miller Park! Features one acre of attractive gardens, patios, and a large deck with bay views. Great for family reunions, get-togethers or larger families. Plenty of parking, 4 cars+, in huge private driveway

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!

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

Luxury Silicon Valley Wellness and Work Oasis
Ideal for guests attending matches at Levi’s Stadium, business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

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.

Hayward Hills | 4BR • Private Court • Fireplace
Escape to this 4BR/3BA Hayward Hills retreat in a quiet neighborhood with a spacious interior and backyard patio. Centrally located home in the heart of the SF Bay area, this home is a short distance to airports, hiking trails, and attractions. If you are looking for something private, relaxing, and centrally located, this is the home you're looking for. Our home is an ideal retreat for families or groups looking for a peaceful escape. We look forward to hosting you!

Travelers Paradise l Free Parking
Welcome to my Bright, Happy Home. You will feel at peace the moment you walk in and see the view! Every room is full of light. Studies show that access to natural light indoors heals the body and mind! Benefits of Natural light: + Increases happiness + Provides vitamin d + Sparks creativity 》10 min to downtown Oakland/Oakland Airport 》30 min by car to San Francisco without traffic 》1.5 hr to Napa wine valley without traffic *NO SMOKING ON or IN THE PROPERTY*

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.

A private beachy pad in Montara
Welcome to Chez Sage! Your own private apartment get-away, with a private deck and ocean views, is just 30 minutes south of San Francisco. The entrance to your private apartment leads you up the stairs to a deck with an ocean peek. Enter your home away from home and relax in the window seat to gaze at Montara Mountain or eat breakfast on the island with peeks of the ocean. Once you're settled, it's just a short stroll to watch the sunset from the beach.

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.

Newly remodeled hilltop home with stunning views
Enjoy breath-taking views of San Francisco and the bay from a fully remodeled, casually luxurious hilltop home. A peaceful retreat in the heart of the Bay Area just minutes from great restaurants, live music and endless park trails. Lounge by the firepit or the fireplace; whip up something in the gourmet kitchen or outdoor grill, or hike serene wooded trails to your heart's content.
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

Fully renovated private cul-de-sac home in Marin

Large Home in Palo Alto, 5 bedrooms, Pool

Trailside Home, Panoramic Views

Little Poolside House near Downtown Mountain View!

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

Private Oasis with Pool and Fire Pit
Weekly house rentals

Guest suite in Castro Valley

Green Mountain View house 可爱居

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

Relax with Wifi & Parking in the Heart of the Bay

Upper Rockridge Luxury Mid-Century Escape

The Bay View Golfing King Size Sweet Home

Modern Coastal Themed Oasis Near Lake Chabot

Comfortable 2-Bedroom Home with Private Parking
Private house rentals

Escape to the Ranch: Relax, Work & Explore Near SF

Spectacular California Ocean Front Home!

Comfy Suite w/Entertainment & Parking \_(*_*)_/

Luxurious Cottage Retreat with Serene Garden

Luxury 3-Bedroom Hillside Home by Oakland's Zoo

Stunning Modern Home with Amazing Views of Valley

Beautiful spacious home in Maxwell Park

[Top Pick!] Family & Pet Friendly Quiet Park w BBQ
Quick stats about house rentals in Ashland

Total vacation rentals
Explore 40 vacation rentals in Ashland

Verified guest reviews
Over 1,080 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Ashland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Ashland rentals
Destinations to explore
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- Moscone Center
- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- SAP Center
- Pier 39
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Twin Peaks
- Six Flags Discovery Kingdom
- Rodeo Beach
- Levi's Stadium
- Palace of Fine Arts
- Bolinas Beach
- California’S Great America
- Montara Beach
- Winchester Mystery House
- Painted Ladies
- University of California San Francisco
- Chase Center
- San Francisco Zoo





