Guesthouse vacation rentals in Santa Cruz

4.96 out of 5 average rating, 221 reviews

The cottage is framed by lush greenery and tall trees, featuring a welcoming entrance with steps leading to a porch. A gravel walkway and landscaped areas with plants create a serene outdoor setting, inviting guests to explore.

Guesthouse in Felton

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.

4.99 out of 5 average rating, 310 reviews

A cozy, dark green cabin is nestled among towering trees, showcasing a large window and a glass-paneled door. Three steps lead to the entrance, surrounded by a natural landscape of redwoods.

Guesthouse in Felton

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.

Guesthouse in Upper Seabright

A cozy living space is presented with a daybed adorned with an assortment of colorful pillows, complemented by a natural wood coffee table. Light enters through large windows, highlighting a vibrant piece of wall art. A small desk and chair are positioned nearby.

4.9 out of 5 average rating, 747 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.

A quaint cottage with light blue siding and white trim stands behind a white picket fence. Lush greenery and flowering hydrangeas surround the entrance, providing a charming exterior view. A chimney is visible atop the roof, complementing the cottage's classic design.

4.94 out of 5 average rating, 108 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.

A spacious sleeping area features a comfortable bed adorned with a white coverlet and decorative pillows. Two windows allow natural light to illuminate the room. A cozy armchair is situated nearby, and the entrance to a kitchen area is visible in the background.

4.93 out of 5 average rating, 770 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.

The exterior of a two-story carriage house is displayed, featuring a spacious driveway and large garage doors. Lush greenery surrounds the area, contributing to a serene garden setting. Bright blue skies complement the well-maintained landscaping, ensuring a peaceful atmosphere.

4.99 out of 5 average rating, 340 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!

Guesthouse in Upper Seabright

The exterior features a welcoming entrance with a wooden front door and a bench positioned on a paver path. A well-maintained garden with flowers is visible alongside the house, framed by natural wood fencing, and a large window allows natural light into the interior.

4.94 out of 5 average rating, 224 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.

4.81 out of 5 average rating, 841 reviews

The cottage is set against a backdrop of the ocean, featuring a terracotta roof and white walls. Palm trees frame the entrance, while vibrant flowers adorn the pathway leading to the door. The expansive view of the water is visible beyond the landscaped garden.

Guesthouse in Aptos

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

Guesthouse in Scotts Valley

4.92 out of 5 average rating, 209 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!

An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.

4.97 out of 5 average rating, 1,020 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!

Guesthouse in Scotts Valley

A spacious living area features a large sectional sofa adorned with pillows, positioned near windows allowing natural light. A round dining table with chairs complements the open design, while abstract wall art adds a modern touch to the environment.

4.97 out of 5 average rating, 126 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.

4.89 out of 5 average rating, 666 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.

Popular amenities for Santa Cruz guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Tall redwoods provide a natural canopy, creating a serene atmosphere with dappled sunlight filtering through the leaves. A forest floor of soft mulch and green undergrowth complements the tranquil setting, inviting exploration and reflection.

4.83 out of 5 average rating, 590 reviews

Rustic Cottage, Redwoods, Beaches.

Guesthouse in La Selva Beach

A rustic wooden sign marked 'Sand Dollar Farms' directs left towards a gravel road. Surrounding grasses gently sway in a natural landscape, with a soft gradient of browns and greens visible in the background.

4.91 out of 5 average rating, 697 reviews

cute cottage walking distance to beach

A light blue cottage is set amidst lush greenery and towering trees. The exterior features multiple windows, offering views of the surrounding landscape. A narrow pathway leads to the inviting front door, framed by flowering plants, enhancing the tranquil setting.

4.97 out of 5 average rating, 125 reviews

Mountain Retreat

4.99 out of 5 average rating, 364 reviews

A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.

Guesthouse in Woodside

Rustic Cabin in the Redwoods

A cozy living area features two leather sofas positioned around a rustic coffee table. Natural light filters through large windows, illuminating the space. A rocking chair adds a touch of charm beside an accent lamp, and a soft area rug adds warmth to the flooring.

5 out of 5 average rating, 169 reviews

Orchard Cottage in convenient countryside location

4.97 out of 5 average rating, 359 reviews

Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.

Guesthouse in Woodside

SkyHigh Redwoods Retreat with Bay Views

The dining area features a round marble table with a golden base, accompanied by two leather chairs. A cozy armchair is positioned nearby, while a plant and a colorful rug add warmth. Natural light enters through two windows, enhancing the inviting atmosphere.

4.85 out of 5 average rating, 268 reviews

Sunny Garden Guesthouse on the Westside

Superhost

A dining area features a dark wood table accompanied by four high-backed chairs. A sliding glass door with vertical blinds opens to the outside. A comfortable chair and television are visible, providing a relaxing atmosphere in the open living space.

Guesthouse in Upper Seabright

4.93 out of 5 average rating, 286 reviews

SC Boat Harbor/Boardwalk Hideaway

Guest house rentals with a patio

Superhost

The entrance to a rustic studio features a covered porch with white wicker chairs and a hanging chair. Light-colored flooring leads into the interior where a cozy sleeping area can be seen, enhancing the warm welcome of this private space.

Guesthouse in Moss Landing

4.89 out of 5 average rating, 150 reviews

Artsy&Private UNIT C

A private stone patio is adorned with wooden chairs, overlooking a garden filled with plants. The sunset illuminates the sky with soft hues of pink and orange, creating a serene backdrop against the rolling hills and trees.

4.97 out of 5 average rating, 114 reviews

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

A bright kitchen area features white cabinetry and modern appliances, including a stove, refrigerator, and washer/dryer unit. A small rug adds a touch of warmth to the space. Countertops are clear and equipped with essential cooking items, creating a functional and inviting cooking environment.

4.95 out of 5 average rating, 124 reviews

Cozy Private 1B1B Cottage near Japantown

4.99 out of 5 average rating, 144 reviews

An inviting deck area features two white lounge chairs adorned with pillows, positioned near a door leading into the studio. A light-colored rug lies in front of the entrance, while a wooden railing offers a view of the surrounding greenery.

Guesthouse in San Carlos

Delightful Hideaway in San Carlos

4.96 out of 5 average rating, 126 reviews

A newly constructed guest house is displayed, featuring a modern design with a sloped roof and solar panels. The exterior includes a combination of white stucco and dark accents. A landscaped area with grass and gravel pathways leads to the entrance, complemented by a tree and outdoor seating.

Guesthouse in San Jose

Garden Cottage w/ Hot Tub • World Cup home base

An outdoor patio area is shown beneath a wooden pergola adorned with warm string lights, creating a cozy ambiance at night. A large 65-inch TV is mounted on the wall, while comfortable dining and lounging furniture is arranged for relaxation and socializing.

4.99 out of 5 average rating, 137 reviews

Near Japantown & SJC ARPT, King Bed, Fast Internet

Guesthouse in Santa Clara

A spacious living area is highlighted by a comfortable sofa adorned with decorative pillows. The open kitchen is visible, featuring modern appliances and a dining table. Large windows allow natural light to fill the room, enhancing the airy atmosphere.

4.95 out of 5 average rating, 129 reviews

Santa Clara Guest House w/King Bed and Parking

Large glass doors open to reveal a bright, open kitchen and living area. A modern design includes white cabinetry, stainless steel appliances, and a comfortable seating area with a light sofa. Natural light floods the space from a skylight above.

4.99 out of 5 average rating, 215 reviews

Quiet guesthouse near SJ airport with EV charger

Guest house rentals with a washer and dryer

4.92 out of 5 average rating, 182 reviews

A spacious kitchen is visible with wooden cabinetry and modern appliances, including a refrigerator and stove. A dining table with multiple wooden chairs is set nearby. The adjacent living area features a large window and a comfortable sofa, enhancing the inviting atmosphere of the home.

Guesthouse in Gilroy

Alpacas and More Guest House

4.95 out of 5 average rating, 485 reviews

The interior of the cabin features a single bed dressed in a blue and white plaid coverlet alongside two soft pillows. A kitchenette area with wooden cabinets and a small fridge is visible, complemented by a round mirror and decorative wall art of a forest scene.

Guesthouse in La Honda

Bicycle Shack @ La Honda Pottery

Guesthouse in Monte Sereno

A vibrant garden is showcased, featuring blooming red flowers and lush green plants. A stone patio leads to a tranquil blue pool, framed by greenery and distant hills. Decorative pottery is placed among the flora, adding charm to the natural setting.

4.91 out of 5 average rating, 233 reviews

Greenwood Guest House, a Peaceful Oasis

Guesthouse in Portola Valley

An outdoor deck features two green cushioned chairs and a wooden table at its center. A potted plant is placed on the table, complementing the natural setting. The entrance door, framed in black, leads into the guesthouse, surrounded by tall trees.

4.94 out of 5 average rating, 222 reviews

Woodsy Silicon Valley Cottage

4.98 out of 5 average rating, 293 reviews

A well-lit living space features a comfortable sofa and a dining table set for two. The kitchen showcases modern appliances, including a stainless steel refrigerator and oven. Skylights enhance the airiness, while wooden cabinetry adds warmth. Sliding glass doors open to a secluded outdoor area.

Guesthouse in San Jose

Private cottage in the heart of Silicon Valley

Guesthouse in Willow Glen

The exterior of the studio is framed by a stone facade, featuring large glass doors that open to reveal a cozy interior. Plush seating and a dining table are visible inside, with the gourmet kitchen in the background. Natural light brightens the space, enhanced by the greenery outside.

4.99 out of 5 average rating, 223 reviews

TheStudio in Willow Glen (San Jose) CA-95125

4.99 out of 5 average rating, 355 reviews

A cozy seating area features a brown leather sofa accompanied by a white throw pillow, positioned on a soft, light rug. A glass coffee table sits in front, while two modern chairs with metallic frames are positioned at a nearby desk. Natural light enters through a window, illuminating the space.

Guesthouse in Campbell

Downtown Campbell Executive Cottage

A cozy living area features a stylish brown leather sofa and a round dining table accompanied by black chairs. Large glass doors invite natural light and provide views of the shared backyard. A modern kitchen is situated in the background, enhancing the open layout.