Family-friendly holiday rentals in Evergreen

4.95 out of 5 average rating, 191 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.)

A spacious bed is centered in the room, flanked by two modern bedside lamps on wooden nightstands. A textured gray throw blanket drapes over the bed, while a geometric wall art piece adds a contemporary touch. Natural light filters through a window, with a view of a wooden fence.

4.84 out of 5 average rating, 351 reviews

Modern Dream

Welcome to South San Jose, 95123 located in Silicon Valley. Close to HWY 85, 87, 101, Downtown SJ convention centers, SJC Airport, SAP Center, Levi Stadium, 49’ers, SJ Sharks, SF Giants, Golden State Warriors, Great America, Mountain Winery, Shoreline Amphitheater, Redwood Forests, The Beach Boardwalk, Santa Cruz (40 mins), Monterey (1hr) San Francisco (1hr), Stanford University, San Jose State University, Santa Clara University. We hope you enjoy your stay in the Bay in our Modern Dre

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.

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.

4.8 out of 5 average rating, 176 reviews

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!

4.69 out of 5 average rating, 107 reviews

A comfortable bed is featured with a mix of decorative pillows against a textured headboard. A bedside table holds a decorative vase. A landscape image of the Golden Gate Bridge is displayed on the wall above the bed, adding an element of interest.

Guest suite in Sunnyvale

Studio near new Sunnyvale Apple Tiny home-sleeps 2

You'll be staying in a completely contained studio room that has a very comfortable organic cotton queen size bed. You've got your own bathroom and kitchenette for simple meal preparation. The room has all linens, towels, kitchen housewares and small appliances. You'll also have your own private patio area just outside the room. Conveniently located to all of the Sunnyvale corporations. Plug and Play is a 5 minute walk from the home and a G00gle shuttle stop is close by.

4.99 out of 5 average rating, 119 reviews

1BR/1BA Modern Private Entire Suite near Downtown

- Fully Furnished NEELY REMODELED Private MASTER SUITE 1 BATH 1 BED WITH YOUR OWN ENTRANCE and BATHROOM in SAN JOSE; including kitchen, bathroom, comfort queen bed, lounge, dinning area, and central heat & AC. - Shared laundry in a laundry room next to your unit. - 1 Parking spot on drive way IN FRONT OF THE UNIT. - Private entrance - No smoking No pets - 7-Eleven: 0.3 miles - Chick-Fil-A: 1 mile - Jack in the Box: 1.7 miles - Walmart: 2.6 miles - Target: 2.3 miles

4.93 out of 5 average rating, 350 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.

4.91 out of 5 average rating, 131 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.

A spacious living area is highlighted by a large blue sofa, complemented by warm accent pillows and a round coffee table. A plush armchair and area rug enhance comfort. Large sliding doors provide natural light and views of the outdoor patio and landscape.

4.94 out of 5 average rating, 136 reviews

Private Retreat: Hot Tub, BBQ/fire pit, City Views

Retreat above the city in this one-of-a-kind home and gaze at the sweeping view of Silicon Valley. Rancho Ruby is a revived 1950s ranch designed with a modern California style. Every amenity and detail has been thoughtfully considered for the tech-savvy travelers. The home is open, peaceful, and cool. It sits on a hilltop, situated on a secluded & gated third acre lot to allow tranquility for guests but is only a 15 minutes drive to the city center.

Guest house in Downtown San Jose

A modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.

4.99 out of 5 average rating, 149 reviews

Quiet guesthouse near SJ airport with EV charger

Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

A functional kitchen area is highlighted by warm wood cabinetry and stainless steel appliances. A dining table with four stools is centered, while a light blue couch complements a dark coffee table. A decorative wall sign and ceiling fan add to the welcoming ambiance.

4.89 out of 5 average rating, 133 reviews

Boutique-Style 1BR | Private, Central,Parking,WiFi

Indulge in a sophisticated stay at this elegantly designed 1-bedroom, 1-bath private suite—crafted for discerning travelers seeking comfort, style, and convenience. Prime location, effortlessly connected: • 45 mins to San Francisco • 11 mins to SAP Center & major events • 12 mins to Downtown San Jose • 14 mins to San Jose Intl. Airport • 15–20 mins to Apple, Netflix, NVIDIA & more

Guest suite in Downtown San Jose

A cozy living and sleeping area features a twin day bed dressed in red bedding, accompanied by decorative pillows. A writing desk and chair are positioned nearby, while natural light enters through two windows covered with blinds. Wall shelves display books and art, enhancing the room's warmth.

4.99 out of 5 average rating, 229 reviews

Efficiency close to SJSU & SJ Convention Center

This small efficiency of about 200 sqft (< 20 sq. meters) is fully furnished, has a separate entrance and a little deck patio. It consists of a kitchenette, a large closet, a living/sleeping area with a day bed (twin-size) - suitable for ONE PERSON ONLY - and a bathroom incl. a shower, sink, commode and ample cupboard space.

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, 136 reviews

NewLuxHome!PoolTable!HotTub!Heart of Downtown SJ

4.92 out of 5 average rating, 401 reviews

A modern studio features a spacious bed with light bedding and a decorative pillow reading 'relax'. Built-in cabinets flank the bed, while a stylish chair and a small table are positioned nearby. A woven wall hanging adds texture, and a large mirror reflects the natural light.

Guest house in Los Gatos

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

4.96 out of 5 average rating, 175 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, 167 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

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, 1,002 reviews

Cabana in Sierra Azul Open Space Preserve

4.99 out of 5 average rating, 99 reviews

An open living space features a modern kitchen with stainless steel appliances, including a refrigerator and microwave. A dining table is set for four. A comfortable sofa sits adjacent to a large television, with a workspace that includes a desk and ergonomic chair. A decorative Christmas tree adds a festive touch.

Loft in San Jose

Quiet Santana Row LUXE with Mt View

4.94 out of 5 average rating, 402 reviews

A view of the property surrounded by lush vineyard rows under a clear blue sky. The building features a light-colored exterior and a spacious layout, offering a serene retreat amidst the greenery. Nearby structures can be glimpsed, adding to the rustic charm of the setting.

Home in Livermore

G & M #1 Livermore Wine/ E-Bike Getaway (Pets ok)

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

4.89 out of 5 average rating, 420 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.

4.91 out of 5 average rating, 212 reviews

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

4.96 out of 5 average rating, 104 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, 142 reviews

Cozy Spanish Casita near SJSU

4.96 out of 5 average rating, 234 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, 436 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

A modern kitchen showcases gray cabinetry and stainless steel appliances. A wooden island with two high stools stands against the wall, offering a functional space. Ample overhead lighting creates a bright atmosphere, while a floral artwork hangs on the wall, adding a touch of warmth.

4.81 out of 5 average rating, 512 reviews

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Home in Downtown San Jose

The living area features a blue sofa and a wooden coffee table positioned on a dark rug. A flat-screen television is mounted above a white brick fireplace. Natural light enters through large windows, framed with light green blinds, and a decorative plant is situated in the corner.

4.81 out of 5 average rating, 298 reviews

Charming Craftsman in Downtown SJ

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, 447 reviews

Quiet Poolside Cottage for Solitude

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

4.75 out of 5 average rating, 4 reviews

The exterior of the townhouse features a landscaped front yard with low-maintenance greenery, including shrubs and small trees. A concrete pathway leads to the blue front door, framed by an adjacent wooden fence. The two-story structure presents a modern design with a neutral color palette.

Apartment in San Jose

Charming 1 bedroom, 1 bath, 2 Story Condo.

Guest house in Monte Sereno

A charming cottage is framed by lush greenery and a mature tree, providing shade to a cozy seating area with comfortable outdoor furniture. The inviting entrance of the cottage features large windows that enhance the connection to the surrounding nature.

4.96 out of 5 average rating, 74 reviews

Private cottage in orchard and vineyard setting

4.88 out of 5 average rating, 184 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!

4.93 out of 5 average rating, 173 reviews

A serene outdoor space features a swimming pool surrounded by lush vegetation and a gently sloping waterfall. Steps lead from the house to the pool area, with a slide positioned nearby. A vineyard is visible in the background, enhancing the tranquil setting.

Home in Portola Valley

3 BR Home on Vineyard nr Palo Alto & Stanford

A bright living area features a spacious sectional sofa adorned with neutral cushions. A modern coffee table sits in the center, complemented by a decorative bowl. Natural light streams through multiple windows, illuminating the light wooden floor and the cozy fireplace with a stone surround.

4.9 out of 5 average rating, 103 reviews

Private Oasis with Pool and Fire Pit