
Guesthouse holiday rentals in Santa Cruz County
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Santa Cruz County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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.
FamilyValueCleanliness
4.92 out of 5 average rating, 298 reviews
Sunny Harborside Bungalow
Private small cozy 1 br/1ba bungalow. This space boasts a taste of Latin American beach, 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. 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 “other details to note” before booking, turn on app notifications for communication.
FamilyLocationAir conditioning
4.9 out of 5 average rating, 768 reviews
Cozy Coastal Redwood Cabin
Rest and connect in this warm, cozy, and private cabin that is nestled in the redwoods. Only minutes away from Henry Cowell State Park, where you can enjoy world class mountain biking trails, hiking, or swimming in the river. Or, enjoy the beach 15 minutes away. This is a perfect place to refresh in the magic of the Coastal Redwoods. Music fills most nights either from the Felton Music Hall or from the chorus of frogs. And wake up in the mornings to the mist in the trees when the fog rolls in.
ValueLocationAmenities
4.99 out of 5 average rating, 339 reviews
Cozy garden westside king suite STR18-0122
This cool and comfortable private space is a great spot to stay while visiting Santa Cruz. Close to everything yet private with its own private entrance and in a quiet setting with an outdoor sitting area. The neighborhood is old Santa Cruz and close to everything. Don’t forget the comfortable king bed! The best deal in Santa cruz! IMPORTANT NOTE: I am required to collect the city mandated short term rental tax in cash when you arrive because the city of Santa Cruz . Please have it ready.
LocationFamilyWi-Fi
4.93 out of 5 average rating, 788 reviews
Victorian Cottage on West Cliff Drive 18-0089
Separate, stand alone cottage located behind oceanfront home. Steps from the beach, Boardwalk, Lighthouse, and close to downtown. Fully furnished. Smart TV with Comcast Popular TV cable (100+ channels), dedicated Superfast Xfinity WiFi access. Very charming and romantic. Pets welcome for an additional fee of $95 per stay (or per month for longer visits)---please arrange in advance. Quoted prices include City mandated Transient Occupancy Tax required of all bookings for 30 nights or less.
LocationValueLong stay
4.94 out of 5 average rating, 110 reviews
Charming Light-Filled Carriage House Apartment
Our 1928 carriage house apartment is walking distance to the Boardwalk, beach, wharf, basketball stadium, and downtown. Cowells and Main Beaches, Steamers Lane, Boardwalk, wharf, and West Cliff Drive (path along the ocean) are all a quick 5 min walk from our house. The apartment is located in a private garden setting, away from the main street, behind our home. There is a separate dedicated garden space for you to use. We hope you will love this historical neighborhood as much as we do!
FamilyValueParks
4.99 out of 5 average rating, 347 reviews
Cozy 1-Bedroom duplex in Seabright
Walk to Boardwalk, beach and restaurants. One bedroom duplex located in lower Seabright is cozy and clean. 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.
FamilyValueOutdoor spaces
4.93 out of 5 average rating, 236 reviews
The Cottage Getaway by the Sea
The Cottage Getaway by the Sea is a single level one bedroom stand alone cottage on a cliff over Rio Del Mar Beach w/ 180 degree WOW views of the Monterey Bay. Seasonally enjoy dolphins, whales, & great sunsets! Located in a peaceful neighborhood, this is a perfect place for a quiet romantic getaway or just to read, relax, & enjoy. We are one of the few airbnbs with a California King Bed! Pricing is per night for one; 2nd person +$25 per nite PERMITTED vacation rental #181420
LocationValueIndoor spaces
4.81 out of 5 average rating, 856 reviews
The Hen House Haven
Welcome to The Hen House Haven, a charming retreat where comfort meets modern amenities. Enjoy fresh eggs from our ten friendly hens, though egg availability may vary, especially in winter. Located near the Santa Cruz Beach Boardwalk, Henry Cowell Redwoods, and scenic hiking trails, our cozy studio is perfect for a relaxing getaway or adventure-filled stay. Embrace the serenity and warmth of staying with us, and make yourself at home. We can't wait to host you!
FamilyValueKitchen
4.93 out of 5 average rating, 221 reviews
Redwood Haven Cottage
Come and relax at this unique and tranquil getaway. Enjoy the beautiful redwoods in the comfort of our modern shiplap style guest cottage. It is a one room studio, with a private parking space, and entrance. We are 8 minutes to the beach, yet feels like another world. 5 minutes to Aptos Village. Hiking trails out the front door! Mountain bikers paradise in next door Nisene Marks state park. You can ride in from the house. Private parking and entrance. 
LocationValueSleep quality
4.96 out of 5 average rating, 103 reviews
Sanctuary in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, original art and spa amenities, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!
ValueFamilyTV
4.99 out of 5 average rating, 620 reviews
Light-Filled Redwood Cottage with Clawfoot Tub
Nestled beneath the redwoods, our peaceful guest house is designed to help you slow down, recharge, and reconnect with nature. Quiet, private, and surrounded by towering trees, it’s the perfect retreat for morning coffee on the porch, cozy evenings by the fire, and restful nights away from the noise of everyday life. (Permit 181242) Please note, this cottage is situated on a larger property that includes two other detached residences.
LocationValueSleep quality
4.89 out of 5 average rating, 678 reviewsPopular amenities for Santa Cruz County guesthouses
Family-Friendly guesthouses

Lovely Retreat Nestled in the Woods
ValueLocationIndoor spaces
4.78 out of 5 average rating, 1023 reviews
Felton Forest Cottage Near Henry Cowell State Park
ValueLocationHiking
4.96 out of 5 average rating, 223 reviews
Cabana with Warm Watsu Pool
ValueLocationWi-Fi
4.97 out of 5 average rating, 647 reviews
Rustic Cottage, Redwoods, Beaches.
FamilyValueTV
4.83 out of 5 average rating, 598 reviews
An Adventurer's Private Cottage Paradise
FamilyValueCheck-in
4.89 out of 5 average rating, 276 reviews
Quiet Poolside Cottage for Solitude
LocationValueWi-Fi
4.98 out of 5 average rating, 464 reviews
Newly Built Studio, 2000 FT Elevation with Jacuzzi
LocationFamilyCheck-in
4.9 out of 5 average rating, 197 reviews
Sunny Garden Guesthouse on the Westside
ValueFamilySolo travel
4.85 out of 5 average rating, 275 reviewsGuesthouses with a patio

Orchard Cottage in convenient countryside location
ValueLocationAccuracy
5.0 out of 5 average rating, 178 reviews
Oak&Bloom cottage - Los Gatos, 2 bedrooms, private
FamilyValueLaundry
4.98 out of 5 average rating, 124 reviews
Los Gatos Cozy 2BD 2BA Private Guesthouse
LocationFamilyTV
4.88 out of 5 average rating, 136 reviews
Designer Inspired Cottage One Block from the Beach
FamilyLocationBiking
5.0 out of 5 average rating, 42 reviews
The Point Cottage
FamilyLocationAir conditioning
4.96 out of 5 average rating, 91 reviews
Modern mountain home with scenic views
FamilyLocationKitchen
4.87 out of 5 average rating, 31 reviews
Glen Lomond Gardens
ValueLocationHiking
4.97 out of 5 average rating, 29 reviews
D’s Garden Cottage
FamilyLocationHospitality
4.99 out of 5 average rating, 88 reviewsGuest house rentals with a washing machine and dryer

Amazing Ocean Views, Steps to Beach, Great Deck
ValueLocationBeach
4.92 out of 5 average rating, 170 reviews
Private Entry Studio with parking
LocationValueHospitality
4.88 out of 5 average rating, 271 reviews
Greenwood Guest House, a Peaceful Oasis
LocationFamilyHospitality
4.91 out of 5 average rating, 238 reviews
Newly Built | Modern 1BR/1BA Private Cottage
FamilyLocationAmenities
5.0 out of 5 average rating, 126 reviews
Modern 2Bed/1Bath suite in San Jose
LocationValueBathroom
4.86 out of 5 average rating, 194 reviews
Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking
ValueFamilyLayout
4.93 out of 5 average rating, 429 reviews
West Cliff Hideaway-Discount for 30 Days/FAST WiFi
LocationFamilyAmenities
4.92 out of 5 average rating, 49 reviews
Seabright Harbor Hideaway
ValueFamilyParking
4.75 out of 5 average rating, 112 reviewsDestinations to explore
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- Stanford University
- Monterey Bay Aquarium
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Capitola Beach
- Carmel Beach
- SAP Center
- Levi's Stadium
- Carmel Beach
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Pebble Beach Golf Links
- California’S Great America
- Seacliff State Beach
- Gilroy Gardens Family Theme Park
- Asilomar State Beach
- Big Basin Redwoods State Park
- Montara Beach
- Pacifica State Beach
- Winchester Mystery House
- Natural Bridges State Beach
- Googleplex
- Twin Lakes State Beach
- Manresa Main State Beach
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