Guesthouse vacation rentals in Santa Cruz County

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Top-rated guesthouse rentals in Santa Cruz County

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

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Guest favorite

Guesthouse in Santa Cruz

4.96 out of 5 average rating, 204 reviews

SC Boat Harbor/Boardwalk Hideaway

SC Boat HarborBoardwalk Hideaway House Manual/Rules Centrally located near Safeway, grocery outlet bargain market, whole foods, Trader Joe’s, Costco, Capitola Mall. Easy access on and off Highway 1 and Highway 17 Important information in case of emergency In the event of any major problems such as: 1. Fire- 911 2. Sickness -911 3. PAMF Urgent Care or 4. Dignity Health Hospital – 6500 Soquel Dr, Santa Cruz, CA 5. Plummer- Jim-831-419-4906 6. Lisa- 831-419-3460 House Rules Cleaning fees $100 No smoking/drugs allowed on premises at anytime No loud parties No overnight guests without host knowledge . Under no circumstances should anything be put in toilets or bathroom/kitchen sinks that would clog up or cause any blockage. - [ ] Bathroom: all feminine products and paper towels, etc. should be placed in waste basket in bathrooms. Clogged toilets will be charged to guests! Kitchen: oils/greasy items to be placed in garbage cans instead of in kitchen sink. Remove all garbage to outside house garbage cans. All rooms:candles not to be used at any time by guests. Bedroom: remove sheets and pillow cases from bed, put in laundry basket and bathroom, but, Leave shams on pillows, and top bedspread draped on foot board of bed. Empty waste baskets and remove items from closet and under beds.

Jul 21 – 28

G$32,394 GYD per night

Guest favorite

Guesthouse in Santa Cruz

4.98 out of 5 average rating, 481 reviews

Garden Oasis Guesthouse Relax, Surf & Adventure

Welcome to our Artistic Garden retreat! Centrally located in the heart of Santa Cruz, 1 mile from Sunny Cove Beach and Pleasure Point. Close to the boardwalk, yacht harbor, Downtown Santa Cruz & Capitola. Detached guesthouse & spacious lush yard, fully furnished, outdoor area and more. Our 1/2 acre farmhouse lot is a garden oasis with lush palms, proteas, bamboo & succulents weaving throughout. Our garden and private lot have it all! 1 night stay ok when available just ask. No animals allowed.

Aug 22 – 29

G$33,774 GYD per night

Guest favorite

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 149 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.

Jul 5 – 12

G$32,218 GYD per night

Guest favorite

Guesthouse in Monte Sereno

4.97 out of 5 average rating, 387 reviews

Quiet Poolside Cottage for Solitude

New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

Sep 19 – 26

G$31,813 GYD per night

Guest favorite

Guesthouse in Santa Cruz

4.89 out of 5 average rating, 607 reviews

Sunny Harborside Bungalow

Private cozy 1 br/1ba bungalow. This space boasts a taste of Latin American beach, Spanish tile floors and wood furniture. Kitchenette with an induction burner and xl toaster oven (no range) , full size fridge, private patio seating, umbrella, tropical plants. Private bathroom with a small shower. Curtained off bedroom with full closet, queen bed. Living room has day bed/couch with twin mattress for 3rd guest. Plz read "the space" section before booking re: 14% city tax payment required.

Nov 27 – Dec 4

G$31,330 GYD per night

Guest favorite

Guesthouse in Santa Cruz

4.99 out of 5 average rating, 119 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.

Nov 1 – 8

G$69,271 GYD per night

Guest favorite

Guesthouse in Santa Cruz

4.97 out of 5 average rating, 628 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.

Sep 9 – 14

G$36,966 GYD per night

Guest favorite

Guesthouse in Felton

4.85 out of 5 average rating, 178 reviews

Private Retreat Studio

Deer Run sanctuary nestled in the redwoods, with bubbling brook nearby. private and secluded yet walking distance to felton's town center restaurants and shoppings. Five minute walk to Henry Cowell State Park and a short 6 mile drive to Santa Cruz's beaches and downtown. The studio has a private entrance, kitchenette, bathroom and gas fireplace. Deck surrounded by redwoods, with outdoor grill, is partitioned for privacy. Studio is good for couples and solo travelers.

Jun 7 – 14

G$25,978 GYD per night

Guest favorite

Guesthouse in Santa Cruz

4.93 out of 5 average rating, 370 reviews

Cottage over Mountain Pond!

Enjoy a plush one bedroom bungalow with separate living room, full bath, rustic pinewood floors and wall paneling (harvested on property), perched on a hill next to our orchard, with a view of our pond. The unit sits in our park-like property of 10 acres. We have our own gardens, fruit orchards, meadows and our own private pond which you can walk around. Next door is a well known winery and tasting room, and only 3 miles down the hill are the beautiful coastal beaches.

Jun 22 – 29

G$37,230 GYD per night

Guest favorite

Guesthouse in Los Gatos

4.97 out of 5 average rating, 862 reviews

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Jul 20 – 27

G$48,783 GYD per night

Guest favorite

Guesthouse in Santa Cruz

4.96 out of 5 average rating, 126 reviews

Cozy 1-Bedroom duplex in Seabright

This one bedroom duplex located in lower Seabright is cozy and clean. It has everything you will need including washer/dryer, cable TV, wifi, etc. There is a full kitchen with gas stove, full size refrigerator, microwave and dishwasher. The bedroom has a queen bed and plenty of storage to unpack. There is a twin sofa sleeper in the living room. Check in is 4 pm and check out is 11 am. We do not host pets. We only host guests with positive host ratings.

Oct 16 – 23

G$40,695 GYD per night

Guest favorite

Guesthouse in Boulder Creek

4.94 out of 5 average rating, 108 reviews

BC Treehouse

We are nestled up among the Oak Trees and Redwood and are less then 1 mile from Historic downtown Boulder Creek. 25 minutes to Santa Cruz and the Beach Boardwalk. Henry Cowell Redwoods State Park and Roaring Camp Railroads are 15 minutes away. 35 minutes to Davenport and Wilder Ranch State Park. Lots of areas for river play for the kids within 15 minutes. Epic mountain biking and hiking surrounds you. .

Jan 8 – 15

G$29,893 GYD per night