Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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Guest favorite

Guest suite in Castro Valley

4.96 out of 5 average rating, 147 reviews

Parc Fermé- quiet, spacious, private, & tranquil

Quaint wooden car bridge over an oak tree lined creek welcomes you in. Mature landscaping outside & homey, comfortable accommodations inside. Centrally located to San Francisco, San Jose, The Napa Valley, Walnut Creek, Oakland, & Berkeley. A 15 minute walk or six minute drive to Bay Area Rapid Transit. Custom homes on the street were originally built for the doctors who founded Eden Hospital in the early 1950's and this property reportedly was once the home of the mayor of neighboring Hayward.

Jul 14 – 21

$80 per night

Guest favorite

Guesthouse in San Ramon

4.95 out of 5 average rating, 117 reviews

Independent In-Law Unit (Casita) with Full Bath

This Casita (in-law unit) is a 250 sft independent unit that includes a full attached bathroom. It's in a quiet neighborhood of East Bay and is sparkling clean, bright and airy. It has its own separate entrance with lock and key. Close to BART and freeways. It comes equipped with a brand new comfortable queen bed and mattress, TV, mini-fridge, coffee maker, and microwave oven. In addition, there's a single hot plate electric stove to cook a quick meal. Street parking is always available.

May 13 – 20

$67 per night

Guest favorite

Guesthouse in San Leandro

4.95 out of 5 average rating, 215 reviews

East Bay Area Cozy Cottage

Our lovely cottage is ready and perfectly located to explore the Bay Area or catch a flight in or out. This peaceful space has a plush, comfy queen size bed and a fold down sofa-futon (best utilized for a child or teenager). There is a well-stocked kitchenette and BBQ grill. We are conveniently located near the two main highways linking all East Bay destinations. Oakland Coliseum + Oracle Arena (15 min), Lake Chabot (10 min), Oakland-Jack London Sqr (25 min), San Francisco-downtown (40 min).

Mar 10 – 17

$95 per night

Guest favorite

Guest suite in San Lorenzo

4.96 out of 5 average rating, 108 reviews

570 - Cozy & Comfortable 1B1B guesthouse w/parking

This is a newly remodeled adjacent unit of a single family house. It has a Queen bedroom, a nice living room with portable AC, a futon, smart TV, fridge, airfryer, microwave, coffee, basic utensils - 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.

Jul 16 – 23

$78 per night

Guest favorite

Guest suite in San Leandro

4.92 out of 5 average rating, 101 reviews

Sunny & Spacious In-Law in Downtown

Modern, spacious and private studio in-law; outfitted with thoughtful design touches! Conveniently located in downtown San Leandro- within walking distance from grocery stores, farmer's market, restaurants, breweries, coffee/boba, public transportation and more! Perfect for a quick getaway or extended stay, lovingly curated with all the amenities you need for a restful time. **Please let us know if you intend on bringing your pet with you. We do have a pet fee listed below.**

Sep 22 – 29

$114 per night

Guest favorite

Guesthouse in Oakland

4.92 out of 5 average rating, 250 reviews

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Jul 17 – 24

$91 per night

Superhost

Guesthouse in San Lorenzo

4.87 out of 5 average rating, 102 reviews

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.

Jun 8 – 15

$115 per night

Guest favorite

Home in Oakland

4.98 out of 5 average rating, 530 reviews

Private Casita with Stunning View

Relax in a private, fully equipped Casita with stunning views of East Oakland and the Bay. This newly constructed one-bedroom guest house in the quiet Eastmont Hills neighborhood has everything you need to work and play. Enjoy lounging in a hammock on the deck or on the couch streaming movies to a 32" television. Brand new stainless steel gas range and full-sized fridge make cooking a breeze, or you can partake in booming Oakland's restaurant scene.

Nov 2 – 9

$71 per night

Guest favorite

Home in Castro Valley

4.97 out of 5 average rating, 115 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.

Jun 12 – 19

$156 per night

Guest favorite

Guest suite in San Lorenzo

4.97 out of 5 average rating, 270 reviews

The Little Haven Studio - 1bd/1Bath/Pet-Friendly

This garage-converted studio is little but super cozy and spacious. The studio is suitable for 2 people looking for a short stay (3 ppl max). We Provide A Fully PRIVATE Studio that includes: - Private entrance - Full bedroom - Kitchenette - Full bathroom. Our home is connected to the Studio so we share walls but the studio is not accessible to anyone but you!

Jun 5 – 12

$77 per night

Guest favorite

Guest suite in Hayward

5.0 out of 5 average rating, 163 reviews

★UNIQUE STAY in the middle of the BAY★ Wifi+MORE!

Newly renovated in-law SUITE B, located in the “Heart of the Bay”. Just a 5 minute drive to downtown Hayward & BART, 20 minutes from Oakland International Airport & 30 minutes from SFO. Our guest suite is perfect for couples or professionals coming to CA for an extended stay. Enjoy the Bay Area's beauty and excitement from your stay in the middle of it all!

Jul 21 – 28

$140 per night

Guest favorite

Guesthouse in San Leandro

4.92 out of 5 average rating, 118 reviews

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.

Oct 3 – 10

$113 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Ashland vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Ashland's top sights

Bayfair Center13 locals recommend

Macy's34 locals recommend

Century 16 Bayfair Mall7 locals recommend

Target8 locals recommend

Angry Fish5 locals recommend

Sushiland5 locals recommend

Other great vacation rentals in Ashland

Guest favorite

Cabin in Oakland

4.92 out of 5 average rating, 169 reviews

Hike-in Bay Views Cabin w HotTub

Jul 6 – 13

$192 per night

Guest favorite

Guesthouse in Oakland

4.99 out of 5 average rating, 159 reviews

Redwood Heights Cottage with Stunning Bay Views

Dec 17 – 24

$90 per night

Guest favorite

Tiny home in San Lorenzo

4.95 out of 5 average rating, 97 reviews

A Home Away From Home

Dec 1 – 8

$78 per night

Guest favorite

Guesthouse in San Lorenzo

4.93 out of 5 average rating, 70 reviews

15B - Cozy & Comfortable 1B1B Back Unit

Aug 20 – 27

$76 per night

Superhost

Home in San Lorenzo

4.78 out of 5 average rating, 41 reviews

Cheerful One-bedroom home with free parking

Jan 22 – 29

$98 per night

Superhost

Guest suite in San Leandro

4.89 out of 5 average rating, 82 reviews

Private Entrance Studio

Nov 30 – Dec 7

$101 per night

Guest favorite

Guest suite in Hayward

4.96 out of 5 average rating, 84 reviews

Spacious in-law suite w/ private entrance & rooms

Jul 4 – 11

$79 per night

Superhost

Apartment in San Leandro

4.86 out of 5 average rating, 14 reviews

2BR ｜King Bed ｜Exclusive Parking｜Walk to Grocery

Oct 11 – 18

$170 per night

Show all

Quick stats about vacation rentals in Ashland

Total rentals
90 properties
Wifi availability
80 properties include access to wifi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.4K reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in Ashland?
Four-legged friends are welcome in Ashland. Choose from more than 20 vacation rentals for guests traveling with pets.
Do house rentals in Ashland have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Ashland. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Ashland?
Yes! Work meets play with ease at over 50 vacation rentals in Ashland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do guesthouse rentals in Ashland have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do guesthouse rentals in Ashland have free parking?
Absolutely! We offer over 10 guesthouse rentals with free parking in Ashland. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Ashland?
Ashland has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in guesthouse rentals in Ashland?
Experience the best of Ashland with our guesthouse rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Guesthouse Rentals in Ashland?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Ashland

Top-rated vacation rentals in Ashland

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Ashland vacation rentals

Stay near Ashland's top sights

Other great vacation rentals in Ashland

Cabin in Oakland

Guesthouse in Oakland

Tiny home in San Lorenzo

Guesthouse in San Lorenzo

Home in San Lorenzo

Guest suite in San Leandro

Guest suite in Hayward

Apartment in San Leandro

Quick stats about vacation rentals in Ashland

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in Ashland?

Do house rentals in Ashland have air conditioning?

Are there vacation rentals with a dedicated workspace in Ashland?

Do guesthouse rentals in Ashland have wifi?

Do guesthouse rentals in Ashland have free parking?

Are there family-friendly vacation rentals in Ashland?

How much does it cost to stay in guesthouse rentals in Ashland?

What are the most popular amenities for Guesthouse Rentals in Ashland?

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