Guesthouse vacation rentals in Monterey

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Top-rated guesthouse rentals in Monterey

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

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Guest favorite

Guesthouse in Prunedale

4.95 out of 5 average rating, 715 reviews

The Lodge at Tangled Oaks

The Lodge at Tangled Oaks is a superbly converted barn on a six acre property on Monterey Bay. Positioned half way between Monterey and Santa Cruz, Tangled Oaks is directly inland from Moss Landing at the center of the bay. The stand alone 1000 square foot Lodge is finished in shiplap walls and tongue and groove ceilings. It has a full kitchen and bath as well as a fenced back yard suitable for dogs. The Lodge is regarded as a warm, welcoming place in a beautiful California country setting.

Guest favorite

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 208 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.

Guest favorite

Guesthouse in Santa Cruz

4.98 out of 5 average rating, 130 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

4.92 out of 5 average rating, 715 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 Santa Cruz

4.84 out of 5 average rating, 231 reviews

Sunny Garden Guesthouse on the Westside

Enjoy your stay at our bright and cozy guesthouse, a 10 minute walk to downtown and centrally located to the beaches, redwoods and boardwalk. Includes queen bed, dining area, sitting area, 1 bath, patio seating and full-size kitchen. Within a 3 block range, we also have restaurants, coffee shop and grocery store. Amenities include off-street parking, High-Speed WiFi, separate entrance and patio overlooking a lush garden. Price includes city mandated 14% Transient Occupancy Tax.

Guest favorite

Guesthouse in Scotts Valley

4.97 out of 5 average rating, 115 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, 206 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!

Superhost

Guesthouse in Santa Cruz

4.89 out of 5 average rating, 612 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.

Superhost

Guesthouse in Carmel Valley

4.89 out of 5 average rating, 203 reviews

Meadowhouse- a little slice of heaven!

Beautiful, cozy cottage situated on a 25-acre meadow with paths for walking/biking. Located above the charming Carmel Valley Village-5 minutes from dining, wine tasting and more. Exceptional hiking opportunities (from beginners to advanced) abound in beautiful nearby Garland Park. 20 minutes to Carmel-by-the-Sea; 30 minutes to the world-renowned Monterey Bay Aquarium. Great launch spot for Big Sur adventures, too!

Superhost

Guesthouse in Gilroy

4.89 out of 5 average rating, 409 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.

Superhost

Guesthouse in Carmel Valley

4.94 out of 5 average rating, 242 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.

Guest favorite

Guesthouse in Felton

4.98 out of 5 average rating, 160 reviews

Redwood Cottage & Hot Tub

Enjoy this quaint, peaceful redwood retreat in the Santa Cruz Mountains. This small cottage comes with a private hot tub, outdoor shower, propane fire pit and hammock. You'll be 10 minutes to downtown Felton and 20 minutes to Santa Cruz beaches. The cottage is on a shared property and next door to the main house.