
Guesthouse holiday rentals in Santa Cruz County
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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.
ValueFamilyQuiet

Mountain Retreat
Escape to the serene beauty of the Santa Cruz Mountains of Los Gatos! Our charming cottage rental is nestled amidst the towering redwoods, 30mins from Silicon Valley or Santa Cruz, and only 15mins from downtown LG, but feels isolated if you want get away from it all. The cottage features a living room (w/optional murphy bed) & full kitchen/dining area. Amenities like wifi, streaming and washing/dryer available in unit. Bedroom features king size bed and private backyard area. Pet friendly.
LocationFamilyIndoor spaces

Felton Forest Cottage Near Henry Cowell State Park
Your new weekend retreat! The Cottage is situated on unique forest-farm acreage across the street from Henry Cowell Redwoods State Park, surrounded by redwood fairy circles and a beautiful stream. [Permit #: 181566] Charming, private, and yet handily walkable/drivable to parks surrounding the town of Felton and the Santa Cruz Mountain area. About 1 hour south of San Francisco, we're a quick 14 minute drive down picturesque Highway 9 to downtown Santa Cruz and it's popular beaches and Boardwalk.
FamilyValueOutdoor spaces

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.
LocationValueQuiet

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.
FamilyLocationLaundry

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.
ValueLocationAmenities

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
ValueLocationLayout

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!
ValueFamilyKitchen

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!
FamilyLocationIndoor spaces

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.
FamilyValueLaundry

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.
ValueLocationWalkability

Orchard Cottage in convenient countryside location
Orchard Cottage is a newly refurbished historical home in a rural neighborhood 10 minutes from downtown Los Gatos. Lots of wildlife and beautiful scenery make this location in the Santa Cruz Mountains a peaceful retreat from city life. Enjoy your private deck and yard or visit our ducks for a mini-farm experience. Lots of nearby hiking and wineries, and only 25 minutes to Santa Cruz beaches. Please contact me with any questions!
FamilyValueNearby
Popular amenities for Santa Cruz County guesthouses
Family-Friendly guesthouses

Quiet Poolside Cottage for Solitude
ValueFamilyBathroom

cute cottage walking distance to beach
FamilyValueBarbecue

Rustic Cottage, Redwoods, Beaches.
ValueFamilyAmenities

Luxe Suite with Private Yard & AC
FamilyValueSleep quality

Redwood Retreat
FamilyLocationParks

Sunny Garden Guesthouse on the Westside
LocationFamilyCleanliness

Seabright Contemporary Studio
ValueLocationKitchen

Redwood Getaway #2
ValueLocationHot tub
Guesthouses with a patio

Oak&Bloom cottage - Los Gatos, 2 bedrooms, private
ValueLocationLayout

New 2 story modern 2bd/1 ba in a quiet cul-de-sac
ValueFamilyIndoor spaces

Creekside Santa Cruz Mtns Hot Tub Cabin Pet+
LocationValueLong stay

Natural Bridges Beachside Retreat w/ Views
LocationFamilyCleanliness

Aptos Beach Retreat - 3 min walk to the beach + EV
ValueFamilyPets

Little Tuscany in Morgan Hill, CA
LocationFamilyBathroom

D’s Garden Cottage
LocationFamilyBiking

VB Haus 2BR | PrivateYard | Kid & Pet-friendly
LocationFamilyPets
Guest house rentals with a washing machine and dryer

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

Charming Light-Filled Carriage House Apartment
LocationValueRiver

Newly Built | Modern 1BR/1BA Private Cottage
ValueLocationIndoor spaces

Greenwood Guest House, a Peaceful Oasis
LocationFamilyKitchen

Private Entry Adorable 1 bed 1 bath
FamilyLocationSolo travel

Starry Nights Mountain Cottage with Garden Patio
LocationFamilyDecor

Cozy 1-Bedroom duplex in Seabright
ValueFamilyKitchen

Modern 2Bed/1Bath suite in San Jose
FamilyValueBathroom
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- Stanford University
- Monterey Bay Aquarium
- Santa Cruz Beach
- Capitola Beach
- Santa Cruz Beach Boardwalk
- Carmel Beach
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Carmel Beach
- Seacliff State Beach
- California’S Great America
- Montara Beach
- Gilroy Gardens Family Theme Park
- Pebble Beach Golf Links
- Winchester Mystery House
- Asilomar State Beach
- Big Basin Redwoods State Park
- Natural Bridges State Beach
- Manresa Main State Beach
- Pacifica State Beach
- Googleplex
- Twin Lakes State Beach
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