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House holiday rentals in Ashland

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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 sunroom features expansive glass windows that offer a panoramic view of the city and hills at sunset. A cozy seating area with a light blanket and soft cushions is present, providing a relaxing space to enjoy the scenic landscape.
Home in Daly City
4.96 out of 5 average rating, 241 reviews

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)

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
Home in Pinole
4.97 out of 5 average rating, 108 reviews

Beautiful 4 Bedroom Hillside Retreat

Peaceful retreat on top a hill with breathtaking views of Pinole Valley and surrounded by nature. 4 bedroom 2.5 bathroom home comes with huge backyard, swimming pool*, gazebo, private driveway, beautiful panoramic views. circular driveway. View of the sunset every night. May see the turkey and herd of deer during your stay. 30 minutes away from San Francisco, 15 mins away from Berkeley, and 30 mins away from Napa. *Pool is available but NOT HEATD *Jacuzzi available, NOT HEATED and NOT WORKING

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
4.95 out of 5 average rating, 130 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!

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, 118 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
A wooden hot tub is positioned on a deck facing the ocean, with waves gently lapping at the shore. The sunset casts warm hues over the water, while wooden posts and ropes define the perimeter of the deck.
Home in Moss Beach
4.93 out of 5 average rating, 281 reviews

Walk to the Beach from this Ocean Front Home

Your beachfront escape awaits you. Come immerse yourself in the serenity of this Pacific Ocean retreat gracefully set in a secluded beach just 25 mins south of San Francisco. This 2 bed / 2 bath home features breathtaking ocean views and direct beach access just a few steps down. The hot tub overlooking the ocean, fire pits and a putting green complete this idyllic space. Comfortably sleeps 4 adults on 2 king beds and 2 high quality airbeds are provided for total sleeping for 6.

Guest favourite
A private balcony features comfortable seating arrangements with a cushioned daybed and stylish rattan chairs. A large umbrella provides shade, and a small table holds a bottle and glass. Lush greenery surrounds the space, complementing the serene outdoor setting.
Home in Millsmont
4.89 out of 5 average rating, 327 reviews

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*

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.

Guest favourite
An outdoor seating area features a circular gas fire pit surrounded by a smooth stone ledge. A coastal view of the Pacific Ocean is visible, with the horizon meeting the sky in soft hues at sunset. The patio is enclosed by modern railing.
Home in Pedro Point-Shelter Cove
4.96 out of 5 average rating, 144 reviews

Oceanfront Home in Pacifica, CA

Experience the ultimate coastal living with the Pacific Ocean as your backyard on Pedro Point—recently featured on the television series Staycation NorCal: A Golden Baycation. Boasting breathtaking, unobstructed ocean views, this stunning 3 BR 2-bath home offers a serene retreat. Walk to the surf and beach just steps from home. Enjoy sunsets from the deck, cozy nights by the gas fire pit, and catch the Golden Gate Bridge on a clear horizon.

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.

Guest favourite
A mid-century modern entrance welcomes guests with rich wooden walls and a vibrant yellow front door. A stylish console table is positioned against the wall, beside decorative plants. Bar stools line a counter, contributing to the open and airy ambiance of the space.
Home in Oakmore
4.86 out of 5 average rating, 163 reviews

Architectural Gem Mid Century Modern in the Trees

ABSOLUTELY NO PARTIES and no more than 10 people in the home at any time. This is my person home & I will be staying on the lot in another structure. anyone who is looking for a relaxing quiet time in a unique home that feels like you’re living in the trees, then this home is for you. Please note there are stairs to get to the front door (approx 12) but they are wide

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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