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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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Top guest favourite
A stunning night view highlights the vibrant Las Vegas Strip, showcasing illuminated hotels and attractions. The image captures the glow of city lights through a large window, providing a glimpse of the bustling atmosphere below, with iconic landmarks prominently displayed.
Apartment in Las Vegas
4.96 out of 5 average rating, 219 reviews

TRUMP TOWER (51st Floor) - View of Las Vegas Strip

Luxury at an affordable price! Amazing views of the Las Vegas Strip, The Sphere, city and mountains. The studio unit comes with a King-sized bed and a sofa that folds out to a queen. The kitchenette has appliances by Wolf, Bosch and Sub-Zero. Glassware, silverware and plates are not included. The bathroom is done with twin sinks, Italian marble. Large shower and jacuzzi tub. Enjoy WiFi and access to the pool and fitness center. Walking distance to the Strip and adjacent to the Fashion Show Mall.

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, 141 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.

Top guest favourite
A serene outdoor space is featured with a lagoon-style pool and a relaxing jacuzzi, complemented by a waterfall. Sun loungers are positioned nearby for comfort, while tall green trees and potted plants provide natural privacy around the area.
Home in Las Vegas
4.98 out of 5 average rating, 130 reviews

Brand New Listing Modern Hacienda Home Heated Pool

Mi Casa es su casa =) Charming Brand new freshly renovated modern luxury hacienda home for you to have fun with the whole family. Best neighborhood in Vegas doesn't get any better than this. This stylish single family home is close to golf, tennis, shopping, hiking, and of course the famous Las Vegas strip. Enjoy some relaxed resort style vacation vibes with thoughtful touches to ensure a comfortable and memorable stay with family and friends. As always a VIP guest service experience with us.

Guest favourite
Home in Las Vegas
4.98 out of 5 average rating, 126 reviews

Casa Stella | Chic Villa 5 Min Airport • Sleeps 10

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.

Top guest favourite
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
4.89 out of 5 average rating, 568 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.

Top 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
4.96 out of 5 average rating, 258 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, 254 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.

Top guest favourite
A spacious room is presented with light wood flooring and neutral colored walls. A queen mattress is dressed in a light coverlet, while a television is mounted on the wall across from a desk and chair. A dresser with multiple drawers offers additional storage.
Guest house in Las Vegas
4.92 out of 5 average rating, 190 reviews

Luxury Guest Suite

Luxury Guest House with full kitchen and home amenities, comes with a queen luxury mattress bed with a Futon Sofa bed that can accommodate one more adult or 2 children. The place is a guest house with it’s own private entrance on the side of the house can’t missed the pavers way leading you to the entrance gate. 5 mins from the airport and 5-10 mins to the strip it is a great location. We’ve got cameras, for your protection and ours we have cameras filming only the front of the property.

Top guest favourite
Home in Las Vegas
4.97 out of 5 average rating, 225 reviews

Swimming and Sunshine in LV, 2 KG BDs, BBQ, WiFi

The moment you open the door and walk in, you’ll feel right at home. Cozy and comfortable. You’ll notice all the extra touches provided for your enjoyment. It's 15 minutes to the Strip and Chinatown. Red Rock is 5.9 miles—fast WiFi. Play area for the Kiddos. The pool has a safety fence to protect the kids and help you relax while on vacation. The beds in my home are amazing! Also have a crib and a high chair. Large leather couch. Close to the Casino, restaurants & stores, & freeways.

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
4.93 out of 5 average rating, 147 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.

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
4.86 out of 5 average rating, 681 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 favourite
Home in Las Vegas
4.92 out of 5 average rating, 103 reviews

Cozy 2-bedroom single story home

Relax in a beautifully decorated home with lots of amenities. Spacious kitchen with wine bar. Cozy backyard patio with ambience and mountain view (great for relaxing and barbequing). Conveniently located 15 minutes from the Las Vegas strip, 15 minutes from downtown Summerlin and Red Rock Canyon. Just minutes away from Lone Mountain for hiking and impeccable views of the city. Owner Operated and fully licensed.

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 720 holiday rentals in Winchester

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 26,180 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 270 rentals that welcome pets

  • Holiday rentals with a pool

    530 properties feature pools

  • Rentals with dedicated workspaces

    460 properties have a dedicated workspace

  • Wifi availability

    720 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