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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
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

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 Strip
4.97 out of 5 average rating, 211 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.

Top guest favourite
Guest house in Winchester
4.97 out of 5 average rating, 100 reviews

Private Casita Oasis near Strip!

Modern Casita with private pool & B-ball Court Near the Las Vegas Strip. Experience the perfect blend of comfort and convenience in this brand-new, private casita. Located just 12 mins from the airport and 10 mins from the vibrant Las Vegas Strip, this retreat offers everything you need for a memorable stay. Making it perfect for both short and extended stays. Whether you're in town for business or leisure, this casita offers a peaceful escape with easy access to all the excitement of Las Vegas.

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, 133 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
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
4.93 out of 5 average rating, 101 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

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, 244 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, 662 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 pool area features a spacious swimming pool surrounded by comfortable lounge chairs and shaded cabanas. Bright teal umbrellas provide shade, while palm trees line the background, creating a relaxing atmosphere. Sunlight reflects off the water, enhancing the inviting setting.
Holiday home in Las Vegas Strip
4.92 out of 5 average rating, 143 reviews

Trump International the gateway to viva Las Vegas

Important: Reservation requires 48 hour in advance notice,  so please book as early as you can Did someone ask, "location, location, location?" This property is here to answer that question. Welcome to the glitz and glamour of the Las Vegas Strip. This resort is a launch pad to accomodate all of your potential needs i.e. vacation, business trip or just a stopover. This spotless 5-Star Resort will exceed your Vegas Dreams while keeping you comfortable and relaxed.

Guest favourite
An entrance area is depicted, featuring two black folding chairs with botanical-themed cushions placed around a small table. A decorative potted plant rests on the table, and a welcome mat is positioned in front of the door. Nearby, a wall-mounted air conditioning unit is visible.
Flat in Las Vegas
4.96 out of 5 average rating, 222 reviews

Las Vegas Luxury Suite

This lovely property offers a great and fabulous stay for guests. The room features a very comfortable and elegant queen-size bed. It has a fully-equipped kitchen and a private bathroom for a refreshing shower. Stay connected with WiFi and TV with Netflix, YouTube, enjoy these amenities (request a list). Whether you're exploring the vibrant city or trying your luck at the casinos, our studio is the perfect base for your Las Vegas adventure.

Top guest favourite
Casa particular in Las Vegas
4.94 out of 5 average rating, 113 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.

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