Family-friendly vacation rentals in Winchester

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Winchester

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Winchester
4.93 out of 5 average rating, 217 reviews

Family Friendly/ Close of Strip/Hot Tub & Driveway

NO PARTIES OR EVENTS. SHOW ID ON CHECK-IN. "QUIET HOURS" BETWEEN 10PM-9AM. NO VISITORS ALLOWED. DO NOT SLEEP IN THE SOFA AT THE LIVING ROOM AREA . WE HAVE AIR BED. NO PETS ALLOW Beautiful kitchen with NEW appliances. New washer and dryer. Amazing back yard and barbecue are with large pool (8 ft deep) Close to strip, the convention center, and arts district. Spend your days at the casinos and your nights on the beautiful backyard. DO NOT SLEEP IN THE SOFA WE HAVE AIR MATTRESS IN THE CLOSET

Guest favorite
A dining area features a large wooden table surrounded by six velvet green chairs with gold accents. Tropical plants are placed on either side, and the table is set with white plates and glasses. Vibrant artwork hangs on the light-colored walls.
Home in Las Vegas
4.96 out of 5 average rating, 134 reviews

SPACIOUs 5*Villa/Strip/POOL/CHEF Kitchen/Office

RARE on the market! This absolutely Stunning, fully remodeled licensed Artsy home with a POOL, BUSINESS CENTER, CHEF KITCHEN is in the heart of historic DOWNTOWN-just 5 min drive to Las Vegas Strip, 10 min to Convention Center and 3 min to Fremont Experience. Nestled in a peaceful neighborhood this exquisite retreat is ideal for guests seeking luxury, comfort, and fun all in one place. Thoughtfully designed and beautifully equipped, this home meets all your family, business, and leisure needs.

Guest favorite
An outdoor area showcases a private pool, spa, and a basketball court. A lush putting green is positioned to one side, with several lounge chairs arranged around the pool. The surrounding mountains provide a scenic backdrop, enhancing the tranquil ambiance.
Guesthouse in Las Vegas
4.92 out of 5 average rating, 118 reviews

2B Guest Hse on Secured Private property Pool/Spa!

2 Bdrm. Casita on BEAUTIFUL PRIVATE PROPERTY. Located on East side near the mountains. Hike up Sunrise Mountain just down the road for free. Great Mountain Views. Clean Quiet & Secure. Guests have access to PRIVATE Pool, Spa, B Ball Court, Patio & 4 Hole Putting Green. Free Parking, High speed WIFI, smart tv, full bath, living room, mini fridge, microwave, coffee maker, ice maker, iron, etc. Sanitized, Secured & Sweet ! Relax in the pool, spa, or patio without 10 strangers ! ULTIMATE GET AWAY !

Top guest favorite
Home in Las Vegas
4.93 out of 5 average rating, 161 reviews

Stylish, spacious & equipped apt. in Las Vegas

The perfect space for your Vegas getaway! If you're getting to know the city, this perfect space will give you everything you need to come back and rest after a long day. A desk with fast Wi-Fi is perfect for taking those last minute zoom calls with no interruption. - Cooling & Heating with mini split air conditioner - Smart TV and sofa - Dining table - Coffee machine, Microwave & air fryer - Mini fridge - Outside porch&seating - Spacious closet - Full mirror - Shampoo & conditioner included

Top guest favorite
A private backyard features a clear blue pool accompanied by a spa, bordered by a spacious patio. Tall palm trees and a brick wall provide a sense of privacy. A covered area with curtains offers shade, and a dining table is positioned nearby.
Home in Las Vegas
4.9 out of 5 average rating, 562 reviews

3BR Vegas Oasis- Private Pool - BBQ -Mins to Strip

CLOSE TO EVERYTHING in Vegas! 5 minute drive to Fremont St., Las Vegas Blvd, Arts District, World Market Center, Smith Center, Children's Museum & the Premium Outlets. 10 minutes to the Convention Center & the Strip. 20 minutes to Red Rock Canyon, and the airport. You’ll LOVE the private cozy back yard with pool, grill and covered patio. *Pool and spa are not heated* Perfect for couples, solo adventurers, business travelers, families with kids, and groups. Business License #G64-O888O.

Guest favorite
A stunning night view of the Las Vegas Strip displays vibrant lights from various landmarks. The iconic Bellagio Fountain is illuminated, with the High Roller Ferris wheel and several hotels creating a lively skyline. The scene captures the bustling atmosphere of the city.
Apartment in Las Vegas Strip
4.95 out of 5 average rating, 242 reviews

Penthouse1BDR Vdara54fl Strip/Sphere/Bellagio view

Stylish City Centre Vegas Strip-Bellagio Fountain-located 941 SQFT 1BDR Vdara Hotel & Spa Suite Incredible Centre Strip views from the 54th floor, open the black-out curtains to reveal unparalleled Vegas strip & Bellagio Fountain Views! Large living area, 1 pull-out Queen Sofa Bed, dedicated workspace, private bedroom with 1 PillowTop King size bed & stunning views. Double vanity bathroom, spa-like bathtub, large sit-in shower Kitchenette, large refrigerator. NON-SMOKING - penalties may occur

Top guest favorite
A warm living area features a spacious seating arrangement with two distinct seating options. Natural light filters through large windows, while a prominent artwork adds character to the wall. Wood flooring complements the overall cozy atmosphere, inviting relaxation.
Home in Las Vegas
4.94 out of 5 average rating, 246 reviews

Unique Historic Bungalow Downtown Arts District

This is the coziest, unaltered bungalow in the center of the Historic John S Park neighborhood. - Very Pet friendly! - 77 walk score, 64 transit score, 55 bike score - close to every amenity! - 5 min drive to the Las Vegas Strip, 4 min drive to Fremont Street/Arts District/Main Street, 15 min from the airport. - Easy Walk to Fremont Street, Main Street/Arts District - Mission/Arts and Craft furniture true to period. - Fabulous original art from local artists. - Extremely safe neighborhood.

Guest favorite
An aerial view captures the Trump hotel illuminated against the Las Vegas skyline at dusk. The vibrant city lights twinkle below, showcasing iconic landmarks along the Strip. Mountains can be seen in the distance, enhancing the panoramic cityscape.
Apartment in Las Vegas Strip
4.86 out of 5 average rating, 664 reviews

Trump Tower High Floor with Strip & Sphere View

This Deluxe Suite offers the best view at Trump Las Vegas. The unit is 600 sqft on 47th floor with south strip view ! The final price includes: tax & all the fees & Free Valet Parking , EXCLUDING the Transient Occupancy Fee (Note 1. section of :"other things to note" below). We信:Davidqinghe All reservation requires 48 hour in advance. The guests are responsible for any cancellation penalty (up to 50 % per airbnb policy) Min. age 21+ (for check in person only_hotel policy)

Top guest favorite
Condo in Las Vegas
4.98 out of 5 average rating, 311 reviews

Studio Condo With Balcony Strip View! FL33

This seductive studio at Palms Place offers stunning balcony views of the Las Vegas Strip from the 33rd floor. With a sultry, modern design, it combines intimate comfort with vibrant energy. Every detail invites you to relax while soaking in the city’s electrifying atmosphere. Whether you’re here to dive into Vegas nightlife or unwind in luxurious comfort, your stay will be filled with excitement, glamour, and unforgettable moments that capture the essence of Las Vegas.

Guest favorite
A bright and airy living room features large windows providing ample natural light, complemented by a stylish table with decorative elements. A covered patio area offers comfortable seating and overlooks a private swimming pool and grassy backyard.
Home in Las Vegas
4.98 out of 5 average rating, 122 reviews

Shuffleboard/Pool/BBQ/Close to the Strip

One-story residential home with over 2,200 sq. ft. of inside living space. Large backyard with patio furniture and sparkling swimming pool, all by yourself! 📍Being located in the Heart of the City, home is • 4 miles → Las Vegas Strip • 5 miles → Allegiant Stadium • 5 miles → Convention Center • 7 miles → the International Airport • 2 miles → Chinatown • 8 miles → Downtown Summerlin & Red Rock Canyon National Park

Top guest favorite
Casa particular in Las Vegas
4.94 out of 5 average rating, 116 reviews

Delightful living area by Strip

This special place is close to everything, making it easy to plan your visit. Very close to Las Vegas attractions like the Strip, Downtown, Shopping Centers, etc.. Very comfortable living space making your stay here a delight and very stress free. Also offering enclosed gate parking for guests, offering safe vehicle parking! I am open to any questions/concerns you may have! Just let me know, very easygoing.

Guest favorite
The image captures the iconic Stratosphere Tower set against a dramatic sky at sunset. Soft hues of orange and purple blend with wispy clouds, while palm trees frame the foreground, adding a touch of greenery to the urban view.
Guest suite in Las Vegas
4.9 out of 5 average rating, 115 reviews

Cozy Downtown Space

Completely Private, Large Studio Robust and equiped kitchenette, super comfortable bed, fast and reliable wifi, completely new bathroom and shower, private patio and yard. Private gated parking and secluded entrance. No contact with host unless requested *Sorry, no pets. I have a pet who uses adjacent areas *Outside smoking only *Rate is 1 person, extra guest is $20/night

Popular amenities for Winchester family-friendly rentals

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ771ﺩ.ﺇ735ﺩ.ﺇ742ﺩ.ﺇ746ﺩ.ﺇ881ﺩ.ﺇ723ﺩ.ﺇ705ﺩ.ﺇ705ﺩ.ﺇ727ﺩ.ﺇ771ﺩ.ﺇ760ﺩ.ﺇ771
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Quick stats about vacation rentals that are family-friendly in Winchester

  • Total vacation rentals

    Explore 820 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 25,310 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 280 rentals that welcome pets

  • Vacation rentals with a pool

    580 properties feature pools

  • Rentals with dedicated workspaces

    470 properties have a dedicated workspace

  • Wi-Fi availability

    810 of Winchester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winchester rentals

  • 4.8 Average rating

    Winchester stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Winchester's top spots, include AREA15, The STRAT Hotel, and Casino & SkyPod

Destinations to explore