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Family-friendly vacation rentals in Winchester

Find and book unique family-friendly homes on Airbnb

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$6,277 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

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 favorite
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.
Condo in Las Vegas Strip
4.96 out of 5 average rating, 223 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 Soaking tub. Enjoy WiFi and access to the pool and fitness center. Walking distance to the Strip and adjacent to the Fashion Show Mall.

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
4.97 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.

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, 573 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 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, 104 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.

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.

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, 689 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+ (check in person ONLY_hotel policy)

Top guest favorite
A panoramic view of Las Vegas at night showcases a vibrant cityscape illuminated by colorful lights. The sparkling skyline highlights iconic landmarks, while a spacious balcony railing is visible in the foreground, adding a sense of openness to the scene.
Condo in Paradise
4.97 out of 5 average rating, 160 reviews

Sky-High Condo With Strip View

Experience the epitome of elegance in this 39th-floor condo, featuring a balcony with breathtaking views of the Las Vegas Strip. This sophisticated retreat offers a pristine, comfortable living space with modern furnishings. The spacious balcony invites you to unwind and soak in the vibrant city lights. Perfect for those seeking a luxurious lifestyle, this condo combines comfort and style, creating an unparalleled living experience in the heart of Las Vegas.

Top guest favorite
Home in Las Vegas
4.93 out of 5 average rating, 107 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.

Top guest favorite
Casa particular in Paradise
4.95 out of 5 average rating, 171 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.

Superhost
Apartment in Paradise
4.86 out of 5 average rating, 237 reviews

Penthouse Suite @PalmsPlace Balcony-Jacuzzi

Perched on the top floor @ Palms Place Hotel, this stylish Penthouse Suite is 1300 sqft, w/ one bedroom, spacious kitchen & dining area. Large private balcony with jacuzzi and uninterrupted 180-degree views for that exclusive Vegas experience. Featuring a large, spa-like bathroom with dual sinks & Roman jacuzzi bathtub. Access to Palms Place amenities + Palms casino pools.

Guest favorite
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$43,728 GYDG$41,217 GYDG$44,983 GYDG$42,472 GYDG$50,213 GYDG$41,217 GYDG$40,171 GYDG$40,171 GYDG$41,426 GYDG$43,937 GYDG$43,309 GYDG$43,937 GYD
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