House vacation rentals in Ashland

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Top-rated house rentals in Ashland

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Guest favorite
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, 213 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 favorite
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 Hayward
4.95 out of 5 average rating, 131 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.

Guest favorite
The exterior of a Victorian cottage is displayed, featuring a charming façade with decorative trim and large windows. Lush greenery surrounds the entrance, enhancing the inviting ambiance. A paved walkway leads to a set of stairs, which provide access to the main entrance of the home.
Home in Alameda
4.9 out of 5 average rating, 146 reviews

Alameda 1b/1b garden level flat in 1885 Victorian

Located on a tree lined street on the island of Alameda, is this beautiful 1885 Victorian Cottage. The ground floor level has 1 bedroom/1 bathroom. The living room has a queen pullout sofa. The kitchenette is equipped with a portable 2 burner electric stove, small refrigerator/freezer, and sink. There is also a built in microwave as well as a portable oven. There is a desk for your working needs along with high speed internet. This flat is for the person who appreciates design and comfort.

Top guest favorite
The exterior of a spacious home is set within the Oakland Hills, featuring a paved driveway leading to an entrance. Lush greenery and natural stone landscaping flank the sides, while a gentle slope showcases the house’s elevated position.
Home in Woodminster
4.99 out of 5 average rating, 153 reviews

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

Guest favorite
A living area features two bright blue sofas arranged around a wooden table. Two small tables flank the seating area. Natural light filters through the windows, highlighting the fireplace and a mounted television above. Light-colored curtains frame the windows, adding to the ambiance.
Home in Alameda
4.95 out of 5 average rating, 128 reviews

“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!

Top guest favorite
The private entry to the studio is framed by beige walls and features a white door with large glass panels. A small table with potted plants is positioned beside the entrance, while a covered patio area can be seen in the background, offering outdoor space.
Home in Livermore
4.98 out of 5 average rating, 271 reviews

The French Door

This space is a private entry 275 square foot small studio with a private bath, connected to the main house but with no access to the main house. The unit has a standard sized mini fridge, microwave and keurig coffee maker with coffees to choose from, a very mini toaster oven for one bagel or one piece of toast, lite snacks and waters for you. Also a small table and chair set, desk and a brand new queen sized bed, the location is great if you work at the lab or if visiting family in the area.

Top guest favorite
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
4.96 out of 5 average rating, 114 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 favorite
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, 221 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

Guest favorite
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, 269 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.

Top guest favorite
The exterior of the home features a two-story design with a stucco finish and a tiled roof. A neatly landscaped front yard is framed by shrubs and small trees, while a spacious driveway leads to the two-car garage.
Home in Hayward
4.89 out of 5 average rating, 122 reviews

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!

Guest favorite
Home in Eastmont
4.94 out of 5 average rating, 143 reviews

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.

Top guest favorite
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, 196 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.

Popular amenities for Ashland house rentals

When is the best time to visit Ashland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$26,586 GYDG$25,330 GYDG$25,120 GYDG$25,748 GYDG$28,470 GYDG$28,679 GYDG$31,191 GYDG$27,842 GYDG$24,911 GYDG$28,470 GYDG$25,748 GYDG$28,470 GYD
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Quick stats about house rentals in Ashland

  • Total vacation rentals

    Explore 40 vacation rentals in Ashland

  • Nightly prices starting at

    Ashland vacation rentals start at G$2,093 GYD per night before taxes and fees

  • Verified guest reviews

    Over 930 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • 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

  • 4.5 Average rating

    Ashland stays receive an average rating of 4.5 out of 5 from guests

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