Guesthouse holiday rentals in Monterey

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Top-rated Guesthouses in Monterey

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Los Gatos

4.91 out of 5 average rating, 346 reviews

Los Gatos/Cambrian COTTAGE-HOTTUB/ 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.

Guest favourite

Guesthouse in Prunedale

4.95 out of 5 average rating, 710 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 favourite

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 203 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 favourite

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 favourite

Guesthouse in Seaside

4.92 out of 5 average rating, 708 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 favourite

Guesthouse in Santa Cruz

4.97 out of 5 average rating, 680 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.

Guest favourite

Guesthouse in Scotts Valley

4.96 out of 5 average rating, 114 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.

Superhost

Guesthouse in Saratoga

4.79 out of 5 average rating, 140 reviews

Sip and Savor in Saratoga

Hello, world. You are stepping into one of the grandest neighborhoods in all of the United States. The options near us are endless. There are wineries galore, Sanborn Park for hikes, and downtown to eat your heart out. Step into our property and you will be transported to a quiet, peaceful, tranquil space that will remove you from the hustle and bustle of Silicon Valley. Located off the 85 and close to Los Gatos, you will love our place to rest and relax.

Guest favourite

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 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.

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.