
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 $119 NZD 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
ValueFamilyParking

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!
Tucked between pine, oak, & redwood trees is a 4 year old, high end cottage nestled with amazing views of the mountains. Peaceful, upscale gated, property. 1 mile to large regional parks for hiking, mountain biking & horse stables. Nature at its best! Pool heated to 82F 4/1-10-31. 16 miles to San Francisco, 5-10 minutes to many restaurants. Jacuzzi & barrel sauna, grill. Large patio, pool /new deck (6500 sq foot outdoor oasis shared with main house small family of 4). Own spot in driveway.
LocationValueHospitality

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.
ValueLocationAmenities

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.
ValueFamilyCondition

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.
ValueFamilyNearby

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
LocationValueView

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.
FamilyValueBackyard

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.
LocationFamilyAccuracy

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.
ValueFamilyTV

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.
ValueFamilyHospitality

Cozy Private Entrance Studio
Keep it simple at this peaceful and centrally-located space. Whether you’re visiting for a few days or a month this unit/location has everything you’ll need. Close to wildlife/great trails/lookouts, 10 minutes from downtown Oakland, and just 30 minutes from San Francisco. Perks include open parking, easy access to the freeway, and a quiet neighborhood.
ValueFamilyAccuracy

Charming Backyard Guest House with Koi Pond
Charming and cozy, this cottage has beautiful back yard with koi pond and bridge is ideal for both weekend getaways as well as longer stays. Centrally located in the bay area, clean, modern accommodation. Only 3 miles from Bart, 10 miles from OAK and 30 miles from SFO. Relax in your own room in a completely updated home.
ValueLocationQuiet
Popular amenities for Ashland guesthouses
Family-Friendly guesthouses

Mill ValleyTreehouse: MtTam Redwood Sauna ReTREEt
ValueFamilyParking

Redwood Heights Cottage with Stunning Bay Views
LocationValueBathroom

Quiet wine country cottage sleeps 4 - Pet Friendly
LocationFamilyBreakfast

Charming Cozy Cottage in Eco-Garden Oasis
FamilyValueHospitality

Serene foothills Garden Suite, private parking +EV
ValueFamilyWi-Fi

Delightful Hideaway in San Carlos
LocationFamilyIndoor spaces

Guesthouse Garden Retreat
FamilyValueCondition

Traditional Japanese Tea House
LocationFamilySolo travel
Guesthouses with a patio

Charming Victorian Retreat | Minutes to SF
FamilyValueAccuracy

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

Berkeley Bitty House - a little bit of home
ValueLocationAccuracy

Villeta Pastena - Rockridge guest house w/patio
LocationFamilyBackyard

Near Japantown & SJC ARPT, King Bed, Fast Internet
LocationFamilyNearby

SkyHigh Redwoods Retreat with Bay Views
FamilyLocationCleanliness

Quiet guesthouse near SJ airport with EV charger
LocationValueCheck-in

Hillside Wellness Retreat | Pool, Gym & A/C
LocationValueSolo travel
Guest house rentals with a washing machine and dryer

Gorgeous Guest House with a Farmhouse Flair
FamilyLocationLaundry

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

Woodsy Silicon Valley Cottage
FamilyValueParking

Secluded luxury cottage & hot tub
LocationFamilyWalkability

Lakeshore Cottage
LocationFamilyLong stay

Private in-law unit cute and cozy
ValueLocationParking

LAFAYETTE STAND-ALONE COTTAGE HIDEAWAY
FamilyValueQuiet

Private In-Law unit in Dublin, CA
ValueFamilySleep quality
Destinations to explore
- San Francisco Holiday rentals
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- Mammoth Lakes Holiday rentals
- Santa Barbara Holiday rentals
- South Lake Tahoe Holiday rentals
- Oakland Holiday rentals
- Sacramento 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
- Golden Gate Bridge
- Moscone Center
- University of California-Berkeley
- Levi's Stadium
- Henry Cowell Redwoods State Park
- Pier 39
- Mission Dolores Park
- Six Flags Discovery Kingdom
- University of California San Francisco
- California’S Great America
- Palace of Fine Arts
- Oakland Arena
- Rodeo Beach
- Big Basin Redwoods State Park
- Bernal Heights
- Baker Beach
- Painted Ladies
- Montara Beach
- Bolinas Beach
- San Francisco Zoo
- Winchester Mystery House





