
Family-friendly holiday rentals in Winchester
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Winchester

Total holiday rentals
Explore 790 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 27,090 verified reviews to help you choose

Pet-friendly holiday rentals
Find 270 rentals that welcome pets

Holiday rentals with a pool
560 properties feature pools

Rentals with dedicated workspaces
500 properties have a dedicated workspace

Wifi availability
790 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
Top-rated family-friendly rentals in Winchester
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Amazing 4 Beds Pool Home 5 Mins to Las Vegas Strip
Welcome to Your Perfect Las Vegas Getaway! This beautiful 3-bedroom, 2-bathroom home is the ideal retreat for your next vacation. With 4 comfortable beds, this space can easily accommodate families, friends, or business travelers. Amenities: - 🏊 **Private Pool for refreshing dips - 🎮 **Games for all ages - 🌞 **Outdoor Seating** for relaxation - 🍳 **Fully Equipped Kitchen*with essentials - 📶 **High-Speed Wi-Fi & Smart TV** for connectivity and entertainment Your ideal Las Vegas retreat awaits!

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.

Luxury Bungalow Arts District Fremont!
This is the coziest bungalow in the heart of the Historic John S Park neighborhood. Backyard has amazing views of the hotel’s summer fireworks displays (June/July)! - Very Pet friendly! - 77 walk score, 64 transit score, 55 bike score. - 5 min drive or short walk to the Las Vegas Strip, 4 min drive to Fremont Street/Arts District/Main Street, 15 min from the airport. - Mission/Arts and Craft furniture true to period. - Fabulous original art from local artists. - Extremely safe neighborhood.

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.

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!

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.

Casa Azul | Boutique Villa Retreat with Pool + Spa
Nestled in the heart of Las Vegas, is an enchanting, coastal-themed gem. This private sanctuary, situated just minutes from the Strip, hints at a sense of signature curated hominess that is ubiquitous. Relax and unwind in a lush backyard, reminiscent of a secret garden. It is the perfect hideaway for couples, small families, or anyone who wishes to delight in the eclectic balance between a desire to escape yet still feel right at home. Business Lic. # G65-05603 - Owner Occupied

Ultimate Strip View Experience
Experience a unique Las Vegas retreat at Palms Place. Perched on the 19th floor, this luxurious high-rise condo blends modern sophistication with artistic elegance. Thoughtfully designed with upscale decor and exquisite art, it exudes a refined vibe. Step onto the private balcony for breathtaking, unobstructed views of the iconic Strip. Perfect for special occasions or a tranquil escape, this immaculate studio offers comfort, style, and an unforgettable Las Vegas experience.

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.

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.

Mid Century Dream Suite Close to Strip!
- Private suite with a spacious backyard hangout space - patio surrounded by carefully maintained flowers and trees. - Very Pet friendly! - Mid Century original vintage decor and furniture. - 77 walk score, 64 transit score, 55 bike score - close to every amenity! - 10 min drive to the Las Vegas Strip, 5 min drive to Fremont street/Arts District/Main Street, 15 min from the airport. - Keyless deadbolt entry. - Extremely safe neighborhood.

Yailin's little house
This is an extension of the house. Private Room with independent entrance. It’s designed to provide an exceptional experience, all private nothing shared. located in good area with a quiet environment. Free Wifi, TV , kitchen, laundry and other amenities.. Pets are welcome ( Pets Fee applies) And It’s located 15 minutes from the international airport and 15 minutes from Las Vegas Strip.
Popular amenities for Winchester family-friendly rentals
Family-friendly home rentals with a hot tub

Relaxing Pool & Spa! Single Story Close to Strip!

Clean, comfortable and private!

Tranquil oasis w/ Pool (heat xtra) Spa/ mini putt.

Trump Tower High Floor with Strip & Sphere View

Captivating Modern Home w/ Pool + Spa + Fiber WiFi

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

SPECTACULAR HOME WITH PRIVATE POOL AND MINI GOLF!

15 Beds, Heated Pool, Near Strip | Vibes dot Vegas
Family- and pet-friendly home rentals

Cozy 2-bedroom single story home

Delightful living area by Strip

3BR Vegas Oasis- Private Pool - BBQ -Mins to Strip

Quiet Family Oasis / GolfView / NoChores / 3Bed1Ba

2 Bedroom Townhome, Single story

One story, Home away from home close to strip

Private studio

Resort Style Designer Home w/ Heated Pool
Family-friendly home rentals with a pool

Highest VDARA Penthouse StripSphereBellagio views

MID CENTURY OASIS – 3BR&2BA – POOL

Modern 4-Bed Home *Fun, Pool, BBQ Grill ,Central*

Private Casita Oasis near Strip!

Private Pool Oasis | Sleeps 8 | 15 Min to Strip

Ultra-Modern Vegas Suite | Strip Views + Balcony

Private Resort w/ Pool, Cabana & Event Space

Paradise Home by LV Strip with Pool!
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $268 SGD | $252 SGD | $275 SGD | $265 SGD | $313 SGD | $263 SGD | $246 SGD | $246 SGD | $254 SGD | $269 SGD | $265 SGD | $269 SGD |
| Avg. temp | 10°C | 12°C | 16°C | 20°C | 25°C | 31°C | 34°C | 33°C | 29°C | 21°C | 14°C | 9°C |
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- Family-friendly rentals Clark County
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- Las Vegas Strip
- Allegiant Stadium
- Valley of Fire State Park
- Lee Canyon
- Las Vegas Motor Speedway
- Lake Mead
- Fremont Street Experience
- Caesars Palace
- Fountains of Bellagio
- Venetian Expo
- University of Nevada Las Vegas
- Aria Resort & Casino
- T-Mobile Arena
- Downtown Las Vegas Events Center
- Bellagio Hotel and Casino
- AREA15
- The STRAT Hotel, Casino & SkyPod
- Bellagio Conservatory & Botanical Garden
- Downtown Container Park
- Seven Magic Mountains
- Planet Hollywood
- Luxor Hotel and Casino
- Thomas & Mack Center
- Lake Mead National Recreation Area
- Things to do Winchester
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- Things to do Clark County
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- Things to do Nevada
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- Things to do United States
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