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Guesthouse vacation rentals in Santa Cruz

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Santa Cruz

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guesthouse in Menlo Park

4.85 out of 5 average rating, 131 reviews

Backyard cottage with lots of charm

The cottage is awesome, private, clean, and spacious. There's a queen bed, futon, tall table with stools, and kitchenette. It is located in a quiet and pleasant residential neighborhood, steps from the original Google Garage, where the company was initially started. The cottage is standalone, with its entrance. It is deep-cleaned after every stay. There is a nice patio around it that you can use, with an amaca and a few other amenities. No pets or smoking allowed. It's possible to rent a bike.

Guesthouse in Half Moon Bay

4.9 out of 5 average rating, 251 reviews

Stylish Spacious Seaside Retreat, Walking to Beach

A perfect getaway on the coast with fresh air, sandy beaches, biking/hiking trails, and quaint restaurants, our place is 10minutes walk to the famous Maverick Beach, Sam Chowder House, and the Harbor. This stylish guest house is the 1st floor of our seldom used beach house in El Granada, 4 miles north of Half Moon Bay. It has a private entry, a fully equipped kitchen, w/ a laundry/mud room & on-site parking. Large decks have splendid ocean view! Come and enjoy this quiet and comfortable home.

Guesthouse in Seaside

4.92 out of 5 average rating, 702 reviews

Sunny Seaside Bungalow with Ocean View & Two Decks

Close to The Monterey Bay Aquarium , art and culture, restaurants and dining and the beach. You’ll love my place because it's a detached new unit, clean and on the Monterey Peninsula. My place is good for couples, solo adventurers, business travelers, families with kids, and pets (Dogs only please). We consider Dogs to be part of the Family so If you would like to bring your dog (2 max), please add them as a guest. That will cover the added expense in the cleaning of the Bungalow.

Guesthouse in Santa Cruz

4.97 out of 5 average rating, 675 reviews

Upper WS Guesthouse-2mi. from UC, Downtown & Beach

This detached guesthouse, recently updated in May 2023, is 500 sq. ft and 20ft. away from the main house. It’s located up the driveway & tucked away on the right side of the property. Perfect for 2 people but can sleep 3-4 (convertible couch OR queen air mattress). Close to popular destinations such as: UC Santa Cruz campus (approx. 2 miles), Boardwalk, desired beaches (approx. 2 miles), downtown Santa Cruz, hiking trails etc. Fully furnished guesthouse w/washer & dryer.

Guesthouse in Redwood City

4.96 out of 5 average rating, 411 reviews

🌼Modern guesthouse w private patio and ♨️ hot tub

New and modern guesthouse, built in 2018, 20 min walk to downtown Redwood City. The kitchen comes fully equipped with high-end appliances, quartz countertops, Keurig coffee maker, and an eat-in island. In the living room, enjoy the 55" 4K TV with Bose sound on a sectional sofa that doubles as a pull-out bed. Rest well on a premium cal king size bed and enjoy a relaxing dip in the hot tub on your tranquil backyard patio. Unit has washer/dryer, heat/AC, and ensuite bath.

Guesthouse in Scotts Valley

4.96 out of 5 average rating, 113 reviews

Treescape, a perfect modern, rustic, SV getaway.

Welcome toTreescape Guest Suite, nestled in Scotts Valley finest neighborhoods, we’re located across the street, from beautiful Glenwood Preserve, & around the corner from 1440 Multiversity. Our newly remodeled guest house is only a three-five minute drive, to local restaurants, grocery stores, coffee shops, microbrewery, and more. Treescape is 1 mile to HW-17, 8 miles to Santa Cruz, 10 miles to Natural Bridges State Beach, and 15 miles to Silicon Valley.

Guesthouse in Moss Landing

4.96 out of 5 average rating, 204 reviews

Private and peaceful beach cottage

Standalone studio steps from the beach! Private & gated guests only parking - Across the street from the Moss Landing harbor and KOA park - Home to Teco & Valentina, the resident barn owls. Owls are known to put on quite a show! They are super cool & beautiful! Watch them in their owl box from the live feed on our website/YouTube! Located on same property as The Haute Enchilada Cafe & Gallery. Visit us at hauteenchilada.com for lunch reservations!

Guesthouse in Woodside

4.93 out of 5 average rating, 129 reviews

A beautiful Tree house -your own retreat

This charming 2 bedrooms is nestled among the trees in beautiful Woodside, California. This town is 30 minutes from San Francisco and right behind Stanford University. Our tree house is a private, peaceful, modern and very comfortable detached guest house. The house has a fully equip kitchen, BBQ and very peaceful settings where you can enjoy nature hikes and be surrounded by peaceful trees and yet just minutes away from town.

Guesthouse in Woodside

4.99 out of 5 average rating, 515 reviews

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.

Guesthouse in Atherton

4.89 out of 5 average rating, 123 reviews

Guesthouse near Stanford, Palo Alto, Menlo Park

You’ll love our place because of the ambiance, the privacy, the quiet, the outdoors space, the neighborhood, and the comfy beds. Our guesthouse is good for couples, solo adventurers, business travelers. We live in the primary house on the property. We are close to the CalTrain station (1 mile/10 minutes by bike). We carefully follow enhanced cleaning protocols.

Guesthouse in Gilroy

4.89 out of 5 average rating, 407 reviews

Back-to-Eden Guest House on a Farm

Peaceful, comfortable guest house with 3 bedrooms and 2 baths plus spacious living room. Fresh country air, quiet surroundings, beautiful sunrise and sunset. 8-10 people max. Any larger group will need prior arrangement with the host. Super fun animal interaction tour may be available during your stay . Please inquire upon booking regarding joining a tour.

Guesthouse in Redwood City

4.87 out of 5 average rating, 108 reviews

Entire Guesthouse with Private Entrance

Experience calm in this bright, private entire guesthouse perched in Redwood City with awe-inspiring trees. Take a stroll for fruit shopping, indulge in a lazy brunch, neighborhood dining, weekly events. This Spanish-styled suit offers a full kitchen and private patio for meals and is perfect for the single traveler or cozy couple.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Santa Cruz guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Pacific Grove

4.96 out of 5 average rating, 968 reviews

Pet-Friendly* Cottage Near Beach for 30+ day stays

Guesthouse in Santa Cruz

4.99 out of 5 average rating, 305 reviews

Charming Light-Filled Carriage House Apartment

Guesthouse in Prunedale

4.95 out of 5 average rating, 706 reviews

The Lodge at Tangled Oaks

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 200 reviews

Greenwood Guest House, a Peaceful Oasis

Guesthouse in Hillsborough

4.95 out of 5 average rating, 874 reviews

Little Cottage on the Hill

Guesthouse in Santa Cruz

4.94 out of 5 average rating, 550 reviews

Sunny Cottage + Hot Tub near UCSC

Guesthouse in Menlo Park

4.97 out of 5 average rating, 148 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

Guesthouse in Willow Glen

4.87 out of 5 average rating, 166 reviews

Modern 2Bed/1Bath suite in San Jose

Guest house rentals with a patio

Guesthouse in Campbell

4.96 out of 5 average rating, 69 reviews

Casita in the Bay- a thoughtfully designed studio

Guesthouse in Felton

4.98 out of 5 average rating, 150 reviews

Cozy Coastal Redwood Cabin

Guesthouse in Los Gatos

5 out of 5 average rating, 107 reviews

Orchard Cottage in convenient countryside location

Guesthouse in Half Moon Bay

4.93 out of 5 average rating, 159 reviews

Boho beach bungalow- walk to Poplar Beach

Guesthouse in Willow Glen

4.94 out of 5 average rating, 87 reviews

Adorable 2 bed guesthouse walk to Willow Glen DWTN

Guesthouse in Menlo Park

4.95 out of 5 average rating, 187 reviews

Charming, modern, restorative, private studio

Guesthouse in Half Moon Bay

4.97 out of 5 average rating, 38 reviews

Guesthouse New Build, near the beach, private yard

Guesthouse in Monte Sereno

4.83 out of 5 average rating, 42 reviews

Guesthouse in Monte Sereno

Guest house rentals with a washer and dryer

Guesthouse in Evergreen

4.92 out of 5 average rating, 285 reviews

Evergreen Valley Hillside retreat

Guesthouse in Willow Glen

4.99 out of 5 average rating, 188 reviews

TheStudio in Willow Glen (San Jose) CA-95125

Guesthouse in Campbell

4.93 out of 5 average rating, 151 reviews

Campbell Private adorable 1 bed 1 bath house

Guesthouse in Upper Seabright

4.96 out of 5 average rating, 156 reviews

Cozy 1-Bedroom duplex in Seabright

Guesthouse in Redwood City

4.99 out of 5 average rating, 112 reviews

Private Cottage near Redwood City and San Carlos Downtowns

Guesthouse in Seaside

4.89 out of 5 average rating, 994 reviews

Cozy Seaside Cottage

Guesthouse in Santa Cruz

4.99 out of 5 average rating, 150 reviews

Modern Cottage in Santa Cruz

Guesthouse in Redwood City

4.97 out of 5 average rating, 141 reviews

Redwood Cottage

Quick stats about guesthouse rentals in Santa Cruz

Total rentals
70 properties
Total number of reviews
11K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi

Destinations to explore