Pet-friendly holiday rentals in Milpitas

A modern living area features a blue sofa adorned with white pillows. A glass coffee table sits on a patterned rug, with decorative items placed thoughtfully atop. An accent chair with a cozy cushion offers additional seating, while framed artwork decorates the walls.

4.92 out of 5 average rating, 232 reviews

Executive Class Stay in Tech Hub 3b2B Near SJC

Unwind in style in Silicon Valley's heart. Our backyard offers a peaceful retreat, complete with fruit-bearing trees and ambient lighting. Modern comforts await indoors, from brand-new furnishings, high speed internet, an executive office and a large dining. Your culinary adventures are supported by a well-stocked kitchen and our complimentary treats. With ADT protection and generous parking, convenience is a given. All set in a serene neighborhood, minutes away from tech hubs and entertainment.

Campervan/RV in East 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, 172 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 spacious kitchen features an expansive island with four bar stools, allowing for casual dining. Light wood flooring complements the bright cabinetry and stainless-steel appliances. A view of the open living area is visible in the background, promoting a welcoming atmosphere.

4.93 out of 5 average rating, 224 reviews

4B/2.5B / Office Space / Open Plan / Huge Backyard

5 min drive (20 walk) to SCU / 10 min drive to Levi's Stadium / 15 min to Downtown San Jose + San José International Airport ✈ ☞ 4 Bedrooms, one of them is an office/bdr combo with a bed for a child or not very tall adult ☞ Huge Backyard w/ patio + BBQ + dining, great for children and pets ☞ Memory foam mattresses, 3 smart TVs ☞ Master suite w/ king + bathroom + smart TV ☞ Fully equipped + stocked kitchen ☞ Walking score 80 ☞ Free Parking in the driveway (2 cars), plenty free street parking

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.

4.95 out of 5 average rating, 173 reviews

NewLuxHome!PoolTable!HotTub!Heart of Downtown SJ

***Brand new listing Step inside our easy access, centrally located 3000sqft Downtown San Jose home featuring 5 brand new remodel bedrooms, 6 Queen beds, a massive full chef kitchen, spacious back door patio Hot Tub,Pool Table,open large living room area with 2 cars garage, driveway and plentiful street parking SJ Convention Center:1.7 miles Japantown:0.5 miles Vietnam Town: 1.8 miles SAP Center: 1.6 miles SJC airport:2.3 miles SJSU:1 mile Levi’s Stadium:4.9 mile Earthquakes Stadium:2.3 mile

A bright living area features a cream-colored sofa adorned with gray cushions, overlooking a wooden coffee table. A flat-screen TV is mounted on a metallic stand, complemented by decorative plants and shelving units against the wall. Natural light filters in through sheer curtains.

4.95 out of 5 average rating, 296 reviews

Peace, eat & sleep in your private cozy cottage

Enjoy your stay at a classic 1906 home, built in the Old Quad area of Santa Clara equipped with modern amenities. A 3 minute drive/20 min walk to SCU and a short ride away from downtown San Jose. This charming, comfortable cottage in the heart of Silicon Valley offers our guests everything you need within reach including amazing places to eat, memorable bars, and entertainment. Experience everything the Bay Area has to offer, while you relax and re-energize in your private hideaway.

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.

4.92 out of 5 average rating, 243 reviews

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

Enjoy the Bay Area in your own private, quaint, and comfortable cozy home! Gaze out of your master bedroom window or living room to green grass and Bamboo tree lined backyard with fruit trees and 6' fences. The home is in a safe, quiet, neighborhood, within 2-3 minute drive to Oakridge mall. Conveniently located w/all shopping imaginable within 5 minutes drive. Our inviting full kitchen contains pots, pans, dishes, a Keurig coffee maker, rice cooker, Ninja Air fryer and much more.

A cozy living area features a light blue sofa and a stylish lounge chair, complemented by a decorative area rug. Wall art is displayed above a low table, while houseplants adorn the space. Warm, orange accent walls provide a welcoming touch.

4.93 out of 5 average rating, 295 reviews

Convenient 1BR Home Near SJ Airport & Santa Clara

Clean, charming, private home close to Santa Clara University with easy access to the entire Silicon Valley. One exit from San Jose Airport! Get comfortable and spread out when you travel. This clean, centrally located home will allow you easy access to all the sights with all the conveniences of home. Reviews consistently describe a restful home with clean, comfortable furnishings, and an unusual attention to your individual needs that takes the experience to another level.

An open-concept kitchen and dining area is displayed, featuring dark cabinetry and new stainless steel appliances. A dining table with wooden chairs sits adjacent to a spacious island. Soft lighting from pendant fixtures complements the natural light flowing through large windows.

4.93 out of 5 average rating, 459 reviews

Comfortable Whole Home on two house lot

This home has lots of light, new appliances and furniture. You are renting the entire home in the rear of the property. This is in an older, diverse neighborhood, with friendly Hispanic, Portuguese, Viet, Black and White neighbors, and a low crime rate. The pets in the listing are actually in the front house. The back house is pet friendly, but cleaned after each visit. There are neighborhood cats outside. Easy access to bus lines, and two major highways (101 and 280).

The exterior of a charming blue bungalow is presented, featuring a well-maintained landscape with lavender plants and a shaded tree. A red brick chimney adds character to the home, alongside a private driveway and a wooden fence surrounding the yard.

4.84 out of 5 average rating, 133 reviews

Spacious 3BR/2BA | Near SJC & Convention Ctr

Welcome to our charming 3BR classic bungalow with a private backyard, covered patio, outdoor sofa, and dining for four. Enjoy blazing-fast WiFi 6, in-unit washer/dryer, and dedicated parking. Centrally located in Silicon Valley with quick access to I-280, Hwy 87, and 101. Less than 10 minutes to SJC Airport, Caltrain, downtown San Jose, SAP Center, Levi’s Stadium & more. Whether for work or play, we’re here to make your stay smooth and comfortable—reach out anytime!

4.94 out of 5 average rating, 165 reviews

A modern living area features a comfortable blue leather sofa and a light, textured armchair. A wooden coffee table with decorative items is centered on a patterned rug. Large sliding glass doors provide a view of the sunset and access to the outdoor space.

Home in East San Jose

Views for Miles | Hot Tub | Gated Hilltop Home

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.

A spacious living area is designed with a large L-shaped sectional sofa adorned with colorful throw pillows. A dark coffee table is centrally placed on a vibrant area rug, while natural light filters through large windows, enhancing the overall brightness of the room.

4.92 out of 5 average rating, 100 reviews

Silicon Valley Executive home in Santa Clara

Great location in the center of Silicon Valley tech. companies, Levis Stadium, Santa Clara golf and tennis center and Santa Clara convention center. This location is walking distance to hiking, biking trail, and Safeway. It is also walking distance from Cisco, Samsung, Oracle, Hynix, Intel (Altera), Santa Clara convention center and many others. We have recently upgraded the house with brand new carpet on the 2nd floor and stairs!

4.82 out of 5 average rating, 155 reviews

A welcoming entryway features a staircase with black railings leading to the upper level. The open area includes a dining table set for six, and a cozy sitting area with a light-colored sofa. Soft natural light fills the space through large windows.

Home in Berryessa

M&J @ 5B3B/High speed Wi-Fi/family/business | 855

~ spacious, quiet and safe. ~ 2662 sqf; ~ family room, living room, dinning room, fully equipped kitchen; ~ 5 separate bedrooms(1 downstairs, 4 upstairs). ~ 6 beds(1 queen downstairs, 1 king/4 queen upstairs); ~ Big sofa set in living room. ~ Central AC / Heater with Nest; ~ High Speed WiFi; ~ Great location and safe neighborhood; ~ Great for business trip and family gathering!

Popular amenities for Milpitas pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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, 346 reviews

Charming Craftsman in Downtown SJ

4.94 out of 5 average rating, 177 reviews

Private Spanish Casita near SJSU-2B/1B & Backyard

4.91 out of 5 average rating, 158 reviews

A bright living room features a comfortable white sofa adorned with orange and patterned pillows. A large television sits on a light wooden media console, while a small decorative table holds a plant. An office chair is positioned nearby, contributing to the inviting atmosphere.

Home in Fremont

Cheerful 4 Bedroom Home With an Outdoor Pergola

4.95 out of 5 average rating, 138 reviews

Home in Newark

Clean, Comfortable, Convenient

A welcoming living area is furnished with two comfortable sofas and a coffee table, creating an inviting space. A television is mounted on the wall, while natural light enters through a nearby window covered by patterned curtains. A dining table with chairs adds to the functionality.

4.86 out of 5 average rating, 112 reviews

Molly’s house

4.91 out of 5 average rating, 208 reviews

The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.

Home in Mountain View

Upscale Modern House Near Mountain View Downtown

4.95 out of 5 average rating, 62 reviews

A bright living room is showcased, featuring a spacious sofa and two armchairs. Large windows allow natural light to illuminate the area. A modern coffee table and decorative art pieces enhance the inviting atmosphere. A fireplace adds a cozy touch, while greenery is visible outside.

Home in Berryessa

New4BR! Spacious Home, BBQ & Games, Close to Techs

5.0 out of 5 average rating, 39 reviews

Home in East San Jose

Modern 3BR Family Home | Garage + Patio

Pet-friendly home rentals with a pool

4.96 out of 5 average rating, 198 reviews

A serene outdoor space showcases a clear lap pool surrounded by lush greenery and palm trees. A shaded seating area under a canopy is visible, along with vibrant plants reflecting in the water, creating an inviting atmosphere for relaxation.

Guest suite in Sunnyvale

Tranquil Garden Retreat • Poolside Serenity

4.92 out of 5 average rating, 163 reviews

The exterior of the Anton Menlo Apartments is showcased at night, featuring a well-lit, resort-style pool surrounded by lounge chairs. The modern buildings create a welcoming atmosphere with colorful lights illuminating the upper terrace.

Apartment in Menlo Park

Silicon Valley Retreat 2BR Apt in Menlo Park

4.84 out of 5 average rating, 31 reviews

Cabin in Los Gatos

Los Gatos Mountain Retreat | Heated Pool & BBQ

4.85 out of 5 average rating, 68 reviews

A sunroom features large windows that provide views of the garden and pool area. A round dining table is surrounded by four upholstered chairs. A ceiling fan hangs above, contributing to a bright and airy ambiance, while greenery is visible outside.

Apartment in San Jose

Relaxing 3‑Room with yard Pool • Near Santana Row

4.98 out of 5 average rating, 80 reviews

A serene backyard showcases a solar-heated pool surrounded by a spacious patio. Lush greenery and trees line the perimeter, creating a peaceful ambiance. Soft lighting illuminates the area, with a cozy seating arrangement visible in the background, enhancing the outdoor gathering space.

Home in Evergreen

Under One Roof| Spacious Group Stay| Pool

4.75 out of 5 average rating, 4 reviews

Home in Newark

Bay Area beautiful stunning pool house

Apartment in Mountain View

4.92 out of 5 average rating, 24 reviews

Relaxed Home-Style Stay in Heart of Silicon Valley

4.89 out of 5 average rating, 27 reviews

The kitchen features a large white marble countertop with four wooden bar stools arranged in front. Modern appliances, including a stainless-steel refrigerator and microwave, are integrated into sleek cabinetry. Two pendant lights hang above the countertop, illuminating the space. Light streams in through two nearby windows.

Cottage in Newark

Brand-new 3b3b home near Palo Alto, next to 84

Private, pet-friendly home rentals

Apartment in East San Jose

A well-lit bedroom features a queen-size bed with a patterned duvet and two bedside tables. Each table is equipped with a lamp, and large windows allow natural light to fill the space. Colorful floral artwork adorns the walls, enhancing the room's atmosphere.

4.81 out of 5 average rating, 212 reviews

Just Remodeled House| FREE parking |Fast Internet

4.92 out of 5 average rating, 379 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.

Guesthouse in Evergreen

Evergreen Valley Hillside retreat

Guest suite in East San Jose

The guest suite features a spacious layout with a large bed and a futon sofa bed. A television is positioned against the wall, and a mini refrigerator is accessible. Light-colored walls and natural wood flooring enhance the inviting atmosphere. A doorway leads to the adjacent private bathroom.

4.87 out of 5 average rating, 211 reviews

Cozy Suite, Private Entrance + Bath (Pets Welcome)

4.96 out of 5 average rating, 461 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

4.92 out of 5 average rating, 13 reviews

Home in Fremont

Modern stylish house

4.92 out of 5 average rating, 49 reviews

A modern kitchen features light wood cabinetry and white countertops, creating a spacious atmosphere. Large windows allow natural light to illuminate the area, which includes high-end appliances, a microwave, and a dining table with black chairs. A subtle decor accentuates the minimalist design.

Home in Berryessa

New! Luxury House Near Tech Hubs! Modern 3BR2.5B

5.0 out of 5 average rating, 12 reviews

1857 Washington Unit C