
Guesthouse holiday rentals in Ashland
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in Ashland

Total holiday rentals
Explore 10 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at $98 AUD per night before taxes and fees

Verified guest reviews
Over 580 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Ashland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ashland rentals

4.8 Average rating
Ashland stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated Guesthouses in Ashland
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Heauxtel (hōˈtel) Serenity
This Airbnb is a cultural experience, and it might not be for you. That’s ok. A meaningful specific can’t possibly please everyone. Racism, sexism, homophobia, etc have no place here. We are a predominantly Spanish-speaking community. You can purchase fresh Tamales, Pupusas, etc from our street vendors. We are next to an elementary school on a semi-busy street. You may hear roosters in the morning. You will see litter on the ground. You may hear loud trucks driving past. Password: #oaklandvibes
ValueFamilyCondition

Serene foothills Garden Suite, private parking +EV
Have the entire Bay Area at your fingertips... & right outside your window! This private studio tucked into the Oakland Foothills is the perfect base for adventures. A 9min drive & you can be on the train into San Francisco. Coliseum & redwoods are minutes away, as are many other attractions*. You’ll be welcomed home to a comfy Cal King bed & a serene garden view. Enjoy coffee/tea as you settle in at the table, & our high speed wifi has you covered. Have an EV? Charge Level 2 overnight (J1772)!
ValueLocationSleep quality

Private and serene studio with full kitchen
Lovely studio is light and bright with a vaulted ceiling and sky light, and the property is in a country setting. It is close to hiking trails, Redwood Canyon Golf Course, Lake Chabot, shopping and restaurants, Bart, and easy access to the freeway. The outside view is a meadow, hiking trail, and rolling hills. The studio has a full kitchen so if you decide to cook, we have all the tools you’d need for you to prepare a meal. We’d love to host you for stays of two days up to 28 days at a time.
LocationFamilyBathroom

15B - Cozy & Comfortable 1B1B Back Unit
This is a newly remodeled back unit of a single family house. It has a Queen bedroom, a nice dining/resting room with smart TV (no local channels), air fryer, fridge, coffee basic utensils, and free laundry. - 3 mins drive to Bayfair BART station - 15 mins drive to Oakland Airport - 25-min drive to San Francisco - Min away to Hwy 880, 238 & 580 -Mins walk to Walmart, Starbucks, Grocery outlet, restaurants and many more. Our place is perfect for 1-2 guests who want a private relaxing stay.
LocationFamilyLaundry

Detached Cozy Studio w/ private patio garden & BBQ
Renovated 100 yr old backyard studio in the heart of the Alameda island. Private fenced garden with bbq. 7 mins from Oakland Int. Airport. 20 mins to SF city by ferry. Convenient location to UC Berkeley. Close to BART, beach, parks, local markets and restaurants in walking distance. • Fully-equipped, self contained studio, with cooking basics, microwave, airfrier/oven, induction cooktop, coffee machine, electric water boiler, BBQ, patio. Private entrance. No share ventilation.
ValueLocationBeach

15min walk to Bart/New remodel/Private entrance
Private access to the entire guest suite. Front door parking for 1 vehicle. Nice, quiet, peaceful, children friendly, convenient and centrally-located place. The unit is brand new remodel, washer and dryer in the unit! Walking distance to public transportation, including BART train, within 15mins to OAk, within 30mins to SFO. Major car rental is nearby. - queen size bed - twin size bed - computer desk - independent Central AC/ Heating - Full kitchen & eating utensils - Fast wifi
LocationFamilyView

The Purple Door, Private Sanctuary, Epic View
Private guesthouse located in the Oakland Hills with stunning views of the bay. We recognize the importance of privacy, this guesthouse will allow you to have everything you need all while never having to be bothered. The sunset views can be taken in from your bed or the deck. There is a bus stop about 150 yards away if you need, the airport is about a 7 minute ride away, rail (BART) is about 5 minutes and the house is near a freeway for quick access to everywhere in the Bay Area.
FamilyLocationWi-Fi

Adorable Private Garden Studio
Centrally located, cozy, fully furnished studio with all of the amenities needed for a relaxing stay! Just bring your luggage! Conveniently located in a Hayward garden oasis near freeways leading to San Francisco, San Jose, and Palo Alto. You will be pleasantly surprised once you enter the property by how well hidden this gem is away from the busy bustle of Hayward. Enjoy your morning coffee in the sunny courtyard or perhaps share a glass of wine by the fire-pit in the evening.
LocationFamilyLaundry

Oakland Jungalow Cabin Studio
Take a break and unwind at my outdoor oasis. Experience Oakland and the Bay Area from a cozy cabin with tons of outdoor space, deck seating, fruit trees for picking, walking distance to some of the best tacos and pastries in the Bay Area. Easy entry to every part of the SF Bay Area with public transport (BART) 10 min walking. I live on property with my 6 yo and a few cats, but everything is self service with private entrance. I'll stay out of your way. Enjoy!
ValueFamilyAccess

Peaceful Retreat w/ Views + Gated Parking
This romantic retreat is perched on a sunny ridge with sweeping views of the bay, surrounding hills, and spectacular sunsets. Farm vibes with California natives, fruit trees, redwoods, and outdoor space to enjoy. No shared walls, behind our family home inside a secure gate with door-side parking. Super quiet in a safe, residential neighborhood. Convenient to everything in the Bay. Perfect home base for visiting family, work trips and extended stays.
ValueLocationParks

16017-Private 2BR Guest Unit near HWY, BART & Mall
This is a detached 2-bedroom 1-bath guest unit with full kitchen and laundry at the back of my house. It has a private entrance which is accessed from our driveway and backyard. It is conveniently located near freeway 580, 880 and 238, and Bay Fair Bart Station. It's also close to Costco, Walmart, Target and many restaurants and shops, as well as everything you need. It is 13-min drive to Oakland Airport, 16 mins to Coliseum, 30 mins to Downtown SF.
ValueLocationHospitality

Guest House in the Woods
Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.
LocationValueHospitality
Popular amenities for Ashland guesthouses
Family-Friendly guesthouses

Garden getaway near SF
FamilyLocationParking

Guesthouse Garden Retreat
FamilyValueAir conditioning

Perfectly located apartment in SF East Bay
ValueLocationAmenities

Charming Cozy Cottage in Eco-Garden Oasis
LocationFamilyBathroom

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!
FamilyLocationHospitality

Gorgeous Guest House with a Farmhouse Flair
FamilyLocationBarbecue

Welcoming Private Guesthouse
ValueLocationGetting around

Claremont Casita with a View
FamilyLocationSleep quality
Guesthouses with a patio

Very Demure, Very Cozy, 2 bd guest home w/ hot tub
LocationValueParking

Charming Victorian Retreat | Minutes to SF
FamilyValueShared spaces

Private suite on 1918 heritage property
LocationValuePool

SkyHigh Redwoods Retreat with Bay Views
FamilyLocationBiking

Hillside Wellness Retreat | Pool, Gym & A/C
LocationValueAccuracy

Berkeley Bitty House - a little bit of home
FamilyValueBreakfast

Quiet wine country cottage sleeps 4 - Pet Friendly
LocationFamilyLong stay

Quiet guesthouse near SJ airport with EV charger
FamilyValueTV
Guest house rentals with a washing machine and dryer

Secluded luxury cottage & hot tub
ValueFamilyParks

LAFAYETTE STAND-ALONE COTTAGE HIDEAWAY
LocationValueIndoor spaces

The Redwood Retreat
FamilyValueWi-Fi

Redwood Heights Cottage with Stunning Bay Views
ValueLocationAmenities

Claremont Canyon Studio Apt - Views
ValueLocationCondition

A beautiful Tree house -your own retreat
ValueLocationAir conditioning

Private&Comfy! Everything you need! No shared Area
ValueLocationLayout

Stylish Spacious Seaside Retreat, Walking to Beach
LocationValueLayout
Destinations to explore
- San Francisco Holiday rentals
- San Jose Holiday rentals
- Mammoth Lakes Holiday rentals
- Santa Barbara Holiday rentals
- South Lake Tahoe Holiday rentals
- Sacramento Holiday rentals
- Oakland Holiday rentals
- Reno Holiday rentals
- Monterey Holiday rentals
- Santa Cruz Holiday rentals
- Fresno Holiday rentals
- Three Rivers Holiday rentals
- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Moscone Center
- Golden Gate Bridge
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Pier 39
- Chase Center
- University of California San Francisco
- Six Flags Discovery Kingdom
- California’S Great America
- Oakland Arena
- Palace of Fine Arts
- Rodeo Beach
- Big Basin Redwoods State Park
- Bernal Heights
- Baker Beach
- Montara Beach
- Painted Ladies





