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

Total vacation rentals
Explore 10 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at G$14,639 GYD 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 vacation 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 guesthouse rentals in Ashland
Guests agree: these guesthouse rentals 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
ValueLocationQuiet

Private Garden Cottage
Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.
ValueLocationLong stay

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.
ValueFamilyAccess

Welcoming Private Guesthouse
Private entrance with direct access to Iron Horse Trail. Freestanding unit with bedroom, living room, kitchenette (not full kitchen) and bathroom. Walkable to Downtown Danville. Visiting family in Alamo, Danville, Lafayette, San Ramon or WC- inquire about the Family or CPC Events discounts. Set on 1/2 acre estate, walking distance to village. Coffee shops, bars, restaurants and family friendly pubs, Hot Summer Nights car show and Farmers Market. SF, Wine Country and Silicon Valley ~ 1 hour
LocationValueIndoor spaces

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.
ValueLocationSolo travel

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.
LocationValueShared spaces

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
FamilyLocationParking

Kings Mountain Studio Cabin
Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those inclined toward an active lifestyle, we are close to Purisima Creek, Huddart Park, and the El Corte de Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space)Note 20 minutes from Half Moon Bay with beautiful beaches and 30 min from Stanford in Palo Alto. We are adjacent to The Mountain House Restaurant. (note) The bed is a Murphy bed in the living area. NO PETS!
ValueFamilyBackyard

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
ValueLocationTV

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.
FamilyLocationSleep quality

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.
LocationValuePets
Popular amenities for Ashland guesthouse rentals
Family-friendly guest house rentals

Redwood Heights Cottage with Stunning Bay Views
LocationValueHospitality

Quiet wine country cottage sleeps 4 - Pet Friendly
LocationFamilyHeating

Charming Cozy Cottage in Eco-Garden Oasis
FamilyValueLayout

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

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

Guest House in the Woods
ValueFamilyLaundry

Guesthouse Garden Retreat
ValueFamilyDecor

Downtown secluded Retreat on Almond
FamilyLocationTV
Guest house rentals with a patio

Charming Victorian Retreat | Minutes to SF
FamilyValueAir conditioning

Delightful Hideaway in San Carlos
ValueFamilySolo travel

Berkeley Bitty House - a little bit of home
FamilyValueWifi

SkyHigh Redwoods Retreat with Bay Views
LocationFamilyComfort

Quiet guesthouse near SJ airport with EV charger
LocationFamilyGetting around

Cozy redwood cottage by the bay
ValueLocationParking

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

The Bathhouse: Boho Comfort + Hot Tub + Water View
LocationValueDecor
Guest house rentals with a washer and dryer

Mill ValleyTreehouse: MtTam Redwood Sauna ReTREEt
FamilyValueQuiet

Gorgeous Guest House with a Farmhouse Flair
ValueFamilyIndoor spaces

Safety,Spacious 1-bedroom suite & private entrance
LocationValueDecor

Cozy Alameda Garden Cottage
LocationValueComfort

Stylish Spacious Seaside Retreat, Walking to Beach
FamilyLocationLaundry

Secluded luxury cottage & hot tub
ValueLocationWifi

Tropical Garden Cottage +HOT TUB &POOL by Downtown
LocationValueParks

Private in-law unit cute and cozy
FamilyLocationHospitality
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