Family-friendly holiday rentals in Evergreen

4.95 out of 5 average rating, 190 reviews

A kitchenette is visible, featuring wooden cabinetry and a countertop with a sink and microwave. A roll of paper towels is placed on a holder. The brown laminate floor extends into a cozy sleeping area, where a spacious bed is partially in view.

Guest suite in Evergreen

Private SanJose SiliconValley Fully Self-Contained

Discount for longer stays! Enjoy the privacy of your own suite with private entrance, free parking spot, small private covered patio, jetted bathtub, Beautyrest Memory Foam Mattress, Amazon Prime TV, Netflix, full size fridge & stove. Walk to plenty of shopping & restaurants, 5 mins. to freeway. Close to public transportation, coffee shop, grocery & hiking. Centrally located less than an hour to beach, San Francisco, Monterey, and popular Bay Area attractions. (See photos for more information.)

Flat in Downtown San Jose

4.93 out of 5 average rating, 238 reviews

Downtown San Jose Cozy Studio Free Parking

Our cozy studio is at heart of downtown San Jose and features gated parking, washer/dryer, and fully stocked kitchenette (NO STOVE) with a toaster oven, microwave, Keurig, electric kettle, mini fridge, strong WiFi. Enjoy the quality linens & cozy touches. Walk to Convention Center, 5 min drive to SAP Center, Diridon Station, SJC & Japantown. next to I-280/87. Wi-Fi TV, Youtube TV subscription only, login to your own Netflix, Hulu etc. Sorry, no portable hotplate can be brought in, 1 PERSON ONLY.

Campervan/Motorhome in San Jose

A vintage Airstream is positioned on a gravel surface, facing a panoramic view of the landscape below. Potted plants add a touch of greenery next to the entrance. The expansive deck offers a space for outdoor relaxation, surrounded by gentle hills and an open sky.

4.98 out of 5 average rating, 144 reviews

Airstream With Gorgeous Views of Silicon Valley

Stay in a Vintage Airstream with Scenic Views Near San Jose, CA Escape to our beautifully restored vintage Airstream, perfectly located in the peaceful San Jose foothills. Just minutes from the heart of Silicon Valley, our hillside retreat offers stunning panoramic views, cozy charm, and easy access to top Bay Area attractions. Only 12 minutes from Highway 680, you're ideally situated to explore San Francisco, Santa Cruz, Napa Valley, and beyond — all while enjoying a quiet, nature-filled stay.

The living room features a cozy seating arrangement, including a spacious sectional sofa and two accent chairs. A coffee table is centered in front of the fireplace, while a large television is mounted above the mantel. Natural light filters through large windows, enhancing the open atmosphere.

4.84 out of 5 average rating, 209 reviews

Bright & Bliss 4B2B| Breezy Backyard Getaway

Relax and spend quality time in our newly remodeled modern farmhouse, while also being close to parks, shopping, and many food options. Inside comes with high-quality furniture to ensure that you rest comfortably. The open spacious kitchen is well stocked so that you can cook and enjoy your meals all together. Come outside to the backyard to bbq, and play a few games of ping pong, arcade basketball or foosball. The comfort of home and the luxury of a vacation are both here to welcome you.

4.86 out of 5 average rating, 264 reviews

A sleek kitchenette is featured with stainless steel appliances, including a refrigerator. A small dining table with two chairs is positioned beside it. A flat-screen TV is mounted on the wall, while a coffee station is visible. A sliding barn door leads to an adjacent area.

Guest suite in San Jose

Modern Studio - SAP SJC Airport Downtown San Jose

Private studio that was designed with function and form. This listing is close by to freeways, SAP center, San Jose Mineta Airport, restaurants, and grocery stores. Your home away from home comes with fully controllable AC and Heater which you can enjoy while watching your favorite show or movie. Whether you are here to work, or just looking for a place to sleep, you'll have the convenience of an office desk, memory foam bed , and a couch/futon. Don't forget about our raindrop shower head!

4.94 out of 5 average rating, 150 reviews

The interior of the converted school bus features rustic wooden cabinetry and appliances. A spacious teak countertop extends over the cooking area, complemented by a red refrigerator. Sunlight illuminates the living area, showcasing a cozy seating arrangement and large windows with views of the surrounding nature.

Bus in San Jose

Cozy BUS on Farm Animal Rescue with CITY VIEW

Stay on a farm animal rescue in a 38’ yellow school bus conversion. If you are interested we also host an Airbnb Experience called Life With Farm Animals At Rancho Roben Rescues where you get a 90-120 minute up close encounter with all of the animals - taking time to learn about each of the unique creatures that lives here and the opportunity to interact with them directly. Pet a chicken, groom a pony, feed a goat, take a walk patrolling the fields with our livestock guardian dogs.

4.8 out of 5 average rating, 173 reviews

The suite features a well-furnished layout with a full-sized bed adorned with a patterned coverlet. A mounted television is positioned above a dresser, while a small desk and chair are placed alongside the wall. The kitchen is visible through an open doorway.

Guest suite in San Jose

Private Suite | Free Parking| Super Fast Internet

The Space: Stay in a private Apartment Suite adjoining the main house.This Suite has its own entrance, it is well furnished, and has full kitchen. A full size bed can accommodate two people comfortably and one individual floor mattress. It has full bath with shower. One dedicated FREE parking space. Guest Access: Guest will have full access and use of the Suite 24 hours a day. You can come and go as you like and there is an electronic lock, so there is no keys to keep up with!

4.93 out of 5 average rating, 345 reviews

The guesthouse entrance is framed by a neatly landscaped area, featuring a spacious path made of stone tiles leading to the front door. Elegant wrought iron railings and manicured greenery enhance the inviting setting under clear blue skies.

Guest house in Evergreen

Evergreen Valley Hillside retreat

A luxurious retreat above the San Jose Hills with amazing views of downtown San Jose all the way to San Francisco Bay. Secluded and peaceful surroundings but only 10 mins. to downtown. This is a gated property that is secured. The property has 2 bedrooms and 1 bath with a gourmet kitchen. Included built-in washer n dryer. Our guesthouse is completely private and not sharing any area inside the house. Please let us know if you have any question about our property.

4.86 out of 5 average rating, 121 reviews

A broad street is depicted, featuring well-maintained sidewalks lined with palm trees. A trash bin is positioned on the curb, and a variety of parked vehicles can be seen. Residential buildings and greenery are visible in the background, under a clear blue sky.

Guest house in San Jose

Entire Private Studio Apt + Kitchen & Backyard

This unit is ideal for couple, family with up to 2 young children. open to long term. Your family will have a place to yourself with big yard right outside your dining/kitchen combo area. With fast internet from AT&T Fiber for your streaming, futon. You'll be close to everything when you stay at this nice centrally located place near Evergreen area, public parks, Raging Water, fast access to restaurants, supermarkets, schools, shopping, public transportation.

4.91 out of 5 average rating, 130 reviews

The image showcases a sunlit patio area featuring a clear pool surrounded by stone decking. Lush greenery, including palm trees and shrubs, enhances the outdoor space. A cozy seating arrangement and a dining set are positioned near the pool, blending with the elegant architectural elements of the surrounding buildings.

Guest house in Evergreen

Gorgeous Casita(detached) in upscale neighborhood

Beautiful spacious Casita(detached unit ~500 sft) in upscale and prestigious Bell Aire-Hillstone estate neighborhood. Beautiful spacious independent unit in resort like setting. Comfy queen size bed, a sofa bed, new kitchen and full bath. Kitchen is equipped with cooking range, refrigerator, dishwasher and washer/dryer. Keurig for morning coffee and Cable / Apple TV for entertainment. Large monthly discount. No Party inquiries please. Pool use is not allowed.

4.94 out of 5 average rating, 227 reviews

A studio space features sloped ceilings with natural light from skylights. A full-sized bed is dressed in patterned linens, accompanied by a 43-inch smart TV on a low wooden console. A single armchair with an ottoman is positioned near a dark dresser.

Guest house in Hensley

Private Entrance Studio with in-unit bathroom

Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

4.78 out of 5 average rating, 134 reviews

A paved area is framed by lush greenery and banana plants, providing a serene outdoor space. The white exterior of the building contrasts with the vibrant plants, while a gravel pathway leads to the entrance, inviting a peaceful atmosphere.

Guest suite in San Jose

Banana Tree Lodge Private Entry 1b/1b Guest Suite

"The Banana Tree Lodge is a furnished 1bed/1bath in-law suite with a separate entrance, 500 sq. ft, located near San Jose Air Port. Unit has Wi-Fi, microwave, refrigerator, kitchen sink. The lodge has free neighborhood street parking, and a shared backyard. This quite neighborhood has running and biking trails and easy access to 101/680 N/S. Parties and events are not allowed. smoking is not allowed within the house premises. 7 Days or more has discount.

Popular amenities for Evergreen family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Downtown San Jose

A spacious living room features two red tufted sofas set against a light grey wall. A patterned blue area rug anchors the seating arrangement, complemented by a coffee table with a decorative centerpiece. Natural light filters through a window, highlighting the room's modern artwork and greenery.

4.97 out of 5 average rating, 128 reviews

NewLuxHome!PoolTable!HotTub!Heart of Downtown SJ

4.82 out of 5 average rating, 611 reviews

A spacious great room features large, floor-to-ceiling windows offering views of the sunset over the mountains. A wooden dining table, surrounded by black chairs, is positioned in the foreground. Soft lighting enhances the natural wood ceiling, while curtains frame the side windows.

Cabin in Los Gatos

Epic Santa Cruz Mountain Views in Rustic Home

4.98 out of 5 average rating, 205 reviews

An outdoor space is illuminated by string lights, featuring a hot tub with bubbling water. A covered seating area includes a table and chairs. The surrounding greenery creates a serene atmosphere, enhancing the inviting ambiance of the deck.

Home in Morgan Hill

Charming Home in the heart of Downtown Morgan Hill

4.96 out of 5 average rating, 173 reviews

The image features a clear pool surrounded by a stone edge, with vibrant orange and purple flowers in bloom along the perimeter. Lush green palm trees and other landscaping elements provide a natural backdrop, creating a serene outdoor setting.

Guest suite in Cambrian

Private Queen Suite-Pool & Hot Tub, private entry

4.95 out of 5 average rating, 165 reviews

A welcoming entrance is framed by mature trees, with a pathway of pavers leading to the front door. Lush green foliage and colorful flowers provide a vibrant touch, complementing the classic white exterior of the home and the dark shutters enhancing the overall charm.

Home in Willow Glen

Charming Willow Glen Home with Spacious Yard

4.96 out of 5 average rating, 116 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.

Guest house in San Jose

Garden Cottage w/ Hot Tub • 3 mi. to SJC

Guest house in Almaden Valley

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, 1,001 reviews

Cabana in Sierra Azul Open Space Preserve

A spacious outdoor patio features several red umbrellas providing shade over comfortable seating arrangements. A dining area with a large table is visible, surrounded by a wooden deck, creating an inviting space for relaxation and gatherings.

4.93 out of 5 average rating, 253 reviews

Gr8View-LrgDeck-BBQ-Spa-PoolTable-2xOven-Sleeps12

Family- and pet-friendly home rentals

4.65 out of 5 average rating, 132 reviews

A cozy sleeping area features a colorful quilted bedspread on the queen bed, complemented by a decorative wall piece. A small dining table with dishes is visible nearby, and a wall-mounted TV adds convenience. Light-colored cabinetry provides additional storage space.

Flat in Willow Glen

The Garden Studio | Patio + BBQ | Free Parking

4.89 out of 5 average rating, 417 reviews

The cabin is nestled among lush greenery, featuring a wooden exterior and a gently sloping roof. A wraparound deck is visible, surrounded by vibrant trees. Windows offer a glimpse into the interior, blending the structure harmoniously with its natural surroundings.

Cabin in Los Gatos

The Lavender House

A single-story home is set against a clear sky, featuring a well-maintained front yard with a variety of blooming flowers and shrubs. Palm trees add a tropical touch, while a paved driveway leads to an attached garage.

4.93 out of 5 average rating, 207 reviews

Gorgeous 3-bedroom home, quiet, close to shopping!

4.96 out of 5 average rating, 101 reviews

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.

Guest house in Los Gatos

Mountain Retreat

4.93 out of 5 average rating, 136 reviews

Cozy Spanish Casita near SJSU

4.96 out of 5 average rating, 231 reviews

A queen-size bed is centered between two light, airy curtains and adorned with a colorful patterned throw blanket. Framed wall art in earthy tones flanks the headboard, while bedside tables house decorative items. Natural light filters in through the window, creating a serene atmosphere.

Bungalow in Milpitas

Casa Blanca - Mediterranean inspired Serene and Minimal Abode

4.93 out of 5 average rating, 431 reviews

A rustic caboose, painted in bright red, is nestled among lush green trees. Vintage machinery, featuring large wheels and a copper detail, is positioned nearby, surrounded by a gravel area. The ambiance is quietly rural, under the canopies of towering redwood trees.

Train in Cupertino

Caboose in the redwoods just outside of Cupertino

4.96 out of 5 average rating, 425 reviews

The living and dining area features a comfortable sectional sofa arranged around a coffee table, with a dining table for four chairs situated nearby. A wall-mounted television and bright windows allow natural light to enter, while a partially visible bathroom is located to the right.

Guest suite in Campbell

Cottage - bedroom, living, bath and small kitchen

Family-friendly home rentals with a pool

Guest house in Monte Sereno

The cottage exterior features a charming design with a slate stone patio and a round dining table with two chairs. Glass double doors provide access, and large windows offer views of the surrounding greenery. The roof is intricately shaped, complementing the natural setting.

4.98 out of 5 average rating, 446 reviews

Quiet Poolside Cottage for Solitude

4.93 out of 5 average rating, 80 reviews

A contemporary living area is showcased, featuring a large sectional sofa with decorative cushions. A wooden coffee table occupies the center space, complemented by a small plant. Framed artwork depicting a bridge scene adds visual interest to the wall, while a floor lamp provides additional lighting.

Apartment in San Jose

Gated 1BR Condo! AC, Parking, W/D near Santana Row

4.79 out of 5 average rating, 223 reviews

A spacious living area features a striking stone wall, complemented by a large flat-screen TV mounted above an elegant dark cabinet. Plush seating options, including a brown leather sofa and chairs, invite relaxation, while a decorative chandelier adds a refined touch to the room.

Home in Willow Glen

Beautiful Large 4BR Home with POOL

4.91 out of 5 average rating, 100 reviews

A two-story home is surrounded by well-maintained grass and trees. The front features a welcoming porch with two green chairs, a brick chimney, and large windows showcasing the indoor space. A pathway leads to the entrance, framed by manicured landscaping.

Home in Palo Alto

Large Home in Palo Alto w/Pool

4.89 out of 5 average rating, 180 reviews

A spacious living area is equipped with a flat-screen TV mounted on the wall and an ornate cabinet. A comfortable grey chair and a glass coffee table are positioned on a soft carpet. Natural light is welcomed through a nearby window, enhancing the cozy atmosphere.

Home in Mountain View

Little Poolside House near Downtown Mountain View!

An inviting outdoor space features a covered patio with wooden beams and soft lighting. A circular stone fire pit occupies the center, surrounded by cushioned seating. A BBQ grill is positioned nearby, with a private heated pool glimmering in the background.

4.86 out of 5 average rating, 125 reviews

Beautiful 3BD Home w/ Heated Pool and Fire Pit

4.93 out of 5 average rating, 399 reviews

An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.

Home in Los Altos

Pool, Hot tub, Sauna I Your Silicon Valley Luxury