Guesthouse vacation rentals in Monterey Bay

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Monterey Bay

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

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Guest favorite

Guesthouse in Los Gatos

4.92 out of 5 average rating, 361 reviews

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

This charming cottage, located on the outskirts of Los Gatos in the quiet and safe Cambrian neighborhood, is an ideal retreat away from the busy downtown. We ensure a safe and comfortable stay with rigorous cleaning protocols. The studio features one queen bed, with an additional cot available upon request. Please note that dogs are on the property. All dogs, including service dogs, must have prior consent from the host and provide current vaccinations (rabies, DH2PP, bordetella, leptospiros.

Top guest favorite

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 221 reviews

Digital Nomad Retreat

Imagine yourself in the REDWOOD FOREST and take a breath of mountain air. Only 25 miles from the Silicon Valley, 15 miles from the Santa Cruz Boardwalk, a cozy location tucked in the forest. Many are on the move and can work from anywhere, so why not a beautiful place of your own? A perfect getaway spot central to WINE TASTING, HIKING, BEACHES and even mountain exploration, right from the doorstep. Located only a mile and a half from downtown Boulder Creek, food and window shopping are easy.

Top guest favorite

Guesthouse in Santa Cruz

4.98 out of 5 average rating, 131 reviews

Carriage House on West Cliff Drive 18-0090

Historic stand-alone Victorian carriage house on the grounds of oceanfront home, Epworth-by-the-sea. Fully furnished. Gas heating stove, well-stocked gourmet kitchen, comfortable bedroom, luxurious and opulent bathroom. Perfect for a romantic getaway, or for extended stays. Free WiFi, parking, cable. Pet friendly (additional fee applies) and well located to enjoy all that Santa Cruz has to offer. Posted rates include mandated SC Hotel Tax, NOT charged for stays longer than 30 nights.

Guest favorite

Guesthouse in Seaside

4.91 out of 5 average rating, 739 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.

Superhost

Guesthouse in San Jose

4.84 out of 5 average rating, 222 reviews

1BR beautiful, cozy guest cottage in Willow Glen

Very cute 550 sf cottage in Willow Glen - close to many fine restaurants and shopping in the area. Full interior repaint Sept 2023 New sleeper sofa Sept 2023 The neighborhood is amazing, the outdoors spaces are all nice (with your own patio even!), the bed is very comfy (adjustable comfort bed), has a well-stocked kitchen, a large custom-tiled shower. Super easy access to major highways. My place is good for couples, solo adventurers, and business travelers!

Top guest favorite

Guesthouse in Scotts Valley

4.97 out of 5 average rating, 117 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 remodeled guest suite 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.

Guest favorite

Guesthouse in Moss Landing

4.96 out of 5 average rating, 211 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!

Guest favorite

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 209 reviews

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

Superhost

Guesthouse in Santa Cruz

4.89 out of 5 average rating, 621 reviews

Santa Cruz Guesthouse Surrounded by Redwoods

Get back in touch with nature in a farmhouse-style property next to abundant woodlands and hiking trails (Permit 181242). It's an airy, skylit space with honey-colored hardwood floors and a well-equipped kitchen. Bathe in a claw-foot tub and relax on a wooden porch. Please note that this house shares the property with the owners who live in the main house, and an Airstream. The property is also serviced by landscapers and pest services.

Guest favorite

Guesthouse in Gilroy

4.89 out of 5 average rating, 411 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.

Guest favorite

Guesthouse in Carmel Valley

4.94 out of 5 average rating, 247 reviews

Guest House in Sunny Carmel Valley

In Carmel Valley, just east of the famous Bernardus Spa and vineyard, this luxurious, fully equipped guest house is an ideal choice for a romantic getaway or a longer stay for one of the Monterey Peninsula's great events. Privacy, beautiful gardens and wine country atmosphere all conspire to make this getaway a place to recharge and relax.

Superhost

Guesthouse in Salinas

4.87 out of 5 average rating, 148 reviews

Adorable 1-bedroom guest house

Country-Esque living with a modern touch. This new guest house is bright, stylish, cute & warm. Offering a luxurious cal-king bed and a twin with top-of-the-line bedding, a full kitchen, cozy living room with smart TV & stunning travertine shower to freshen up after you’ve explored all Monterey Bay has to offer.