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Family-friendly holiday 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 favourite
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 favourite
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.
Guest house 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 !

Guest favourite
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.
Apartment in Las Vegas
4.96 out of 5 average rating, 113 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!♫

Guest favourite
A spacious living area features a large L-shaped leather sofa adorned with yellow throw pillows. Two decorative floral wall art pieces enhance the ambiance. Natural light floods the room through two windows, and a ceiling fan provides air circulation while an open kitchen area is visible in the background.
Home in Las Vegas
4.96 out of 5 average rating, 101 reviews

2 Bedroom Townhome, Single story

Interior completely remodeled! 10 min from Las Vegas Strip, Red Rock 15 mins, Mt Charleston 30 mins, Lake Mead 30 mins. Private patio with BBQ & fire pit. Fully equipped kitchen. WiFi and 75” TV in living room 55”TVs in bdrooms. Ceiling fans in all rooms. Free parking and community pool. Property near busy street, higher noise level. Small dogs are welcome (25 lbs or less and no more the 2 dogs). No dogs allowed on furniture. Property is not intended to host events. Please no parties allowed.

Top guest favourite
Home in Las Vegas
4.99 out of 5 average rating, 119 reviews

Casa Stella | Chic Villa 5 Min Airport + Strip

Welcome to a design-forward private villa minutes from the Strip and five minutes from the airport—ideal for effortless arrivals and short luxury stays. Set on a rare quarter-acre lot, this 2,400-sq-ft contemporary retreat offers curated interiors, open living spaces, and a resort-style backyard rarely found this close to the action. Enjoy privacy, space, and easy access to dining, nightlife, and major venues. Effortless, private, and impeccably located — this offers the best of both worlds.

Guest favourite
A spacious backyard features a shimmering pool, surrounded by lounge chairs and a red picnic table with matching stools. A grill island is positioned under a shaded area, providing an inviting space for outdoor gatherings.
Home in Las Vegas
4.92 out of 5 average rating, 102 reviews

Desert Oasis near Downtown Las Vegas

This is an awesome Palm Springs styled desert oasis to enjoy your Las Vegas experience! It has a spacious backyard equipped with an amazing pool, grill island, and multiple lounging areas. Enjoy a break from the desert heat with a dip in the pool of your private oasis! There is an office area with internet for remote work. All essentials that you may need for cooking, a Keurig, and a fully equipped laundry area are provided. Kick back and relax in this calm, stylish space. Lic. G71-06392

Guest favourite
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.
Flat 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 favourite
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, 245 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 favourite
A spacious living area is depicted featuring a sectional sofa, a circular coffee table, and a dining set with four chairs. Natural light fills the room through large windows, and a staircase leads to the upper level. A neutral color palette enhances the calming ambiance.
Home in Las Vegas
4.92 out of 5 average rating, 135 reviews

Stoney

Welcome to our inviting Airbnb escape, a true retreat nestled just 16 minutes away from the dazzling Las Vegas Strip. With 2 specious bedrooms, a refreshing pool and modern amenities, our home offers the perfect blend of comfort, style and convenience. Our Airbnb is strategically located, providing easy access to a variety of nearby facilities and services. In close proximity you can find a well equipped gym, Whole Foods Market and for a quick and tasty bite, the famous In-N-Out.

Top guest favourite
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.
Flat in Las Vegas
4.99 out of 5 average rating, 220 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! -Amenities offered- *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 favourite
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.
Flat in Las Vegas Strip
4.86 out of 5 average rating, 663 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)

Guest favourite
The balcony view captures the vibrant Las Vegas skyline at night, showcasing illuminated buildings and bustling streets below. The sparkling lights reflect a lively atmosphere, highlighting the iconic structures and nearby attractions along the strip, framed by a transparent glass railing.
Apartment in Las Vegas Strip
4.96 out of 5 average rating, 141 reviews

Balcony Best F1 & Sphere View MGM Signature Studio

This condo in Tower 3 has a balcony that faces the strip. It also has an amazing view of the Sphere and Formula 1 Harmon Blvd. segment. Valet is free for 1 vehicle, and no resort fees. it is a 20 min. walk to the strip through the MGM casino, or via Harmon Blvd. Kitchenette stocked with Keurig coffee maker and common essentials. Free access to heated pools and the lazy river. Guests 18-21 can check in with prior permission. Starbucks downstairs in Tower 1 lobby.

Popular amenities for Winchester family-friendly rentals

When is the best time to visit Winchester?

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Quick stats about holiday rentals that are family-friendly in Winchester

  • Total holiday rentals

    Explore 820 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 25,310 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 280 rentals that welcome pets

  • Holiday rentals with a pool

    580 properties feature pools

  • Rentals with dedicated workspaces

    470 properties have a dedicated workspace

  • Wifi availability

    810 of Winchester holiday rentals include wifi 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