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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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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.

Guest favorite
A spacious living area is presented, featuring a large sectional sofa adorned with decorative pillows. A round coffee table sits at the center, complemented by a light rug. In the background, a modern kitchen with an island and stylish dining area is visible, illuminated by natural light.
Home in Paradise
4.92 out of 5 average rating, 185 reviews

Family Retreat Private Pool Close to Strip/Airport

Beautiful and spacious 4 bedroom/3 bath with 5 beds/bean bag turns into a double mattress . Home located less than 3 mil from the Strip/Airport. Master Suite with private bathroom. 86in TV in family room . Fully Stock kitchen for any occasions. Dedicated workplace in all rooms. Up to 1 GB of fast internet for all your streaming, working, video call for your group. 2 arcade games and a poker table. Private in ground pool. Outdoor BBQ also Located on Private cul-de-sac. Family and pet friendly.

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.

Top guest favorite
A spacious bedroom features a king-size bed with a soft, white comforter and two matching pillows. Accent lighting from the wall sconces adds a soft glow. Modern furnishings include bedside tables with small plants. A sleek air conditioning unit is mounted above, maintaining comfort.
Apartment in Winchester
4.98 out of 5 average rating, 101 reviews

Beautiful luxury apartment near downtown.

Discover your oasis in Las Vegas: an exquisite 1-bedroom, 1-bathroom apartment with a luxury kitchen, all with modern, high-end finishes. Strategically located: ✈️ 10 minutes from the airport 🎰 14 min from the Strip 🌟 12 min from Fremont Street Experience Relax in a quiet and safe environment, ideal for escaping the hustle and bustle without losing comfort. Gourmet cuisine, premium rest, and quick connections to the action. Your perfect base to explore Las Vegas in style and peace!

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.

Guest favorite
The open living space features a cozy seating area with light-toned furniture and a plush throw blanket, complemented by warm wood accents. A modern kitchen with sleek cabinetry and stainless steel appliances is visible in the background, while large windows invite natural light.
Home in Spring Valley
4.95 out of 5 average rating, 103 reviews

Resort Style Designer Home w/ Heated Pool

Welcome to The Oasis, a stunning designer home where every piece of furniture and decor was curated to leave a lasting impression. This single story resorts style home features high ceilings, big windows, modern pool & jacuzzi, brand new furniture and a completely private Entertainers backyard. The property is conveniently located 5-10 minutes from the Las Vegas Strip, 15 minutes to Harry Reid Airport, and 20 minutes from Red Rock Canyon!

Top guest favorite
Guest suite in Paradise
4.95 out of 5 average rating, 103 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
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.

Popular amenities for Winchester family-friendly rentals

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,648 GYDG$41,142 GYDG$44,901 GYDG$42,395 GYDG$50,122 GYDG$41,142 GYDG$40,098 GYDG$40,098 GYDG$41,351 GYDG$43,857 GYDG$43,231 GYDG$43,857 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$6,265 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