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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
A nighttime view showcases the vibrantly lit Las Vegas Strip, featuring the iconic Bellagio Fountain in the foreground. Various hotel and casino facades are illuminated in a spectrum of colors, with the High Roller Ferris wheel visible in the distance against a dark sky.
Apartment in Las Vegas Strip
4.96 out of 5 average rating, 268 reviews

Loftiest VDARA Penthouse StripSphereBellagio views

Stylish City Centre Vegas Strip-Bellagio Fountain-located 941 SQFT 1BDR Vdara Hotel & Spa Suite. One of Vdara's TOP suites All from the 55th 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, separate bedroom with PillowTop King size bed & more views. Double vanity bathroom, spa-like bathtub, large sit-in shower Kitchenette, an additional 1/2 bath. NON-SMOKING penalties maybe charged

Guest favorite
Home in Las Vegas
4.97 out of 5 average rating, 146 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.

Superhost
A bright living space features a cozy gray sofa with yellow and white decorative pillows. Light flows through sheer curtains, enhancing the inviting atmosphere. A modern entertainment unit displays a large TV, while potted plants add a touch of greenery to the room.
Condo in Paradise
4.94 out of 5 average rating, 124 reviews

Modern 1BR Condo Near Strip! FREE Parking/Pool/Gym

★NEWLY RENOVATED★ GROUND Floor 1BR Condo with BALCONY! 5-min ride to Strip by Uber/Lyft. Walking distance to Walgreens, Rio, Bellagio & Caesar's Palace. 15 mins to LAS airport & convention center! - Complimentary Keurig for your coffee cravings - Professionally cleaned w/ a fully equipped kitchen - LARGE 65-inch 4K smart TV - GATED community w/ 24/7 security - Remote friendly workspace - FREE: Parking, gym, pools, hot-tub, high-speed Wifi Your ULTIMATE retreat for a recharge and endless fun!♫

Top guest favorite
Two inflatable dolphin pool floats in soft pink and blue are positioned in a glowing pool at night. The surrounding area is enhanced by lush plants and a stone waterfall, creating a serene ambiance illuminated by subtle lights.
Home in Paradise
4.98 out of 5 average rating, 103 reviews

Vegas Tranquil Oasis Sparkling Pool/Spa+Slots+420

Contemporary Mid Century Modern. Huge Master suite with neon lights, chandeliers, a tub you'll Love. Immerse in the outside entertaining area with a hanging chair, lights, outside heaters, wind chimes, gas fire feature and waterfall alongside misters! Fun Faux Slots, heated spa, cool pool with a light show. Enjoy the TV and music in the pool. Lounge poolside in a backyard oasis. Inside there's a marble open shower. Gorgeous kitchen and dining space with TV in master bedroom and living room.

Top guest favorite
A balcony view captures the expansive Las Vegas Strip under a dynamic sky. Notable landmarks are visible in the distance, framed by distant mountains. The foreground features a clear view of the surrounding urban landscape and rooftops of nearby buildings, with vehicles seen on the road below.
Apartment in Paradise
4.98 out of 5 average rating, 239 reviews

Vegas High-Rise | Skyline Views & Private Balcony

This unique place has a style of its own. Located at Palms Place, with a balcony view of the Las Vegas strip. We go above and beyond to make your stay nothing less than amazing. We pride ourselves in having a clean studio condo and cater to all special occasions! *No Resort Fee *Free Parking *Pool with jacuzzi *Fully equipped Gym *2 Bars (pool and lobby) *Wifi *Coffee Bar *75 inch TV w/ complementary Netflix *Balcony view of FULL strip *Smoking in balcony area *Bath tub in room

Guest favorite
The living area features a blue sectional sofa adjacent to a small white coffee table. A large television is placed on a grey media console. Two framed botanical prints adorn the pink walls, and light enters through a partially closed door with a curtain. Potted plants add greenery.
Guesthouse in Paradise
4.85 out of 5 average rating, 210 reviews

My pretty little house

Enjoy the simplicity of this quiet, centrally located accommodation, 10 minutes from the Strip and casinos, 10 minutes from the airport and best of all in a family-friendly, clean and quiet neighborhood. In just the blink of an eye, you'll be at the city's most exciting attractions! It's an attached home to the main residence, offering privacy and complete independence. It features a master bedroom with a double bed, a sofa bed in the living room, a separate bathroom, and a kitchen.

Top guest favorite
Guest suite in Paradise
4.95 out of 5 average rating, 102 reviews

The Pirate’s Den - Private Pool & Pet Friendly

The Pirate’s Den is a private, pet-friendly Vegas guest suite with a separate entrance and exclusive use of the fully fenced yard and pool area during your stay. The property is owner-occupied, but set up similarly to a duplex: your indoor guest space and fenced Airbnb outdoor area are private to you. Just 5 minutes from the airport and about 10 minutes to the Strip. Best for respectful guests seeking a peaceful stay.

Top guest favorite
Casa particular in Paradise
4.95 out of 5 average rating, 168 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
A landscaped area features a tranquil water fountain surrounded by lush greenery and palm trees. The building behind showcases a combination of warm colors, with flags displayed. The scene is brightened by a clear sky above.
Condo in Spring Valley
4.83 out of 5 average rating, 316 reviews

Flamingo Bay 1 Bedroom

Offering a 1 bedroom apartment at Westgate Flamingo Bay Resort with a King Bed, Sofa bed and full kitchen. Within minutes of the world-famous Las Vegas Strip - providing convenient access to everything it has to offer, but remote enough to provide a peaceful retreat from all the excitement once you just want to relax. A great location to visit the local attractions.

Top guest favorite
Apartment in Spring Valley
4.98 out of 5 average rating, 264 reviews

New Fancy Apartment

You will enjoy easy access to everything from this centrally located place just 8 min drive from the strip , 10 min drive from the airport, 10 min drive from Downtown Summerlin. It’s located in a good and pretty quiet neighborhood , and you’ll find all needs covered for your stay to make it unforgettable.

Superhost
Home in Winchester
4.89 out of 5 average rating, 235 reviews

Clean and Simple

Comfortable two-bedroom house just off the Strip near Fontainebleau, the Convention Center and Sphere. Accommodates up to 6 guests with indoor parking for 2 cars, a fully equipped kitchen, patio with outdoor seating, and smart TV with Netflix.

Guest favorite
A modern dining area is visible, featuring a dark wooden table with four high-backed chairs. A piece of wall art adds visual interest. Natural light enters through a large window with vertical blinds, illuminating the light-colored tiled floor.
Home in Paradise
4.92 out of 5 average rating, 413 reviews

One story, Home away from home close to strip

The house is a single story home with 3 bedrooms and 2 full baths. It’s a 2 minute drive from the 215 freeway. There are a variety of places within a less than 10 minute drive such as, Sunset park, town square, and the south premium outlets.

Popular amenities for Winchester family-friendly rentals

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,740 GYDG$41,229 GYDG$44,996 GYDG$42,485 GYDG$50,228 GYDG$41,229 GYDG$40,182 GYDG$40,182 GYDG$41,438 GYDG$43,950 GYDG$43,322 GYDG$43,950 GYD
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Quick stats about vacation rentals that are family-friendly in Winchester

  • Total vacation rentals

    Explore 720 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at G$6,279 GYD per night before taxes and fees

  • Verified guest reviews

    Over 26,180 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 270 rentals that welcome pets

  • Vacation rentals with a pool

    530 properties feature pools

  • Rentals with dedicated workspaces

    460 properties have a dedicated workspace

  • Wi-Fi availability

    720 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