
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.

Casa Oceana | Boutique Stay + Glowing Orb Garden
A coastal-inspired hideaway in the desert, this Las Vegas home is washed in layered teals and ocean blues, creating a sense of calm the moment you arrive. The open layout feels light and unfussy, with an easy flow made for unwinding. Outside, a private yard invites slow mornings and glowing desert nights. With 3 bedrooms, 2.5 baths, and just 10 minutes from the Strip, it’s a relaxed, design-forward place to land — where desert light meets coastal calm. Business Lic. # G66-03285 - Owner Occupied

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.

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.

Historic Bungalow Arts District Summer Fireworks!
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.

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.

Loftiest VDARA Penthouse StripSphereBellagio views
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

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.

Sun's Vegas ABC Retreat
A guesthouse (casita) within a 1-acre compound that’s 8 minutes from the airport, 10 minutes to the Strip and less than 15 minutes from the new Allegiant Stadium. The casita consists of 3 mini-suites (a bedroom with private full bathroom), a living/dining room, full kitchen, laundry and powder room. Common area outside of the guesthouse includes the pool, spa, exercise room, pickle-ball court, bocce court and patio with a gas and an electric BBQs. FOR NO SHARING OF COMMON AREAS—See Below.

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!

Relaxing Pool & Spa! Single Story Close to Strip!
Located Just 1.5 miles from the south end of the Vegas Strip! Private pool & spa, Pool Table, BBQ, Ping Pong. *Strict anti gathering/party policy: Groups who exceed the amount of people/cars listed on reservation will be evicted without refund. 24/7 outdoor surveillance. *Maximum of 2 cars and 6 people. * Indoor Fireplace currently under repair. * Pool heating fee is $80/day. No fee to heat the spa. * Only accepting guests with previous stays & 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.

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!
Popular amenities for Winchester family-friendly rentals
Family-friendly home rentals with a hot tub

Jockey Club 1 Bedroom Condo on LV Strip for 4

1/2Acre Luxury Pool Estate by Strip 1 min-S LVBlvd

Gorgeous Strip-View, Spa & BBQ Pets R Ok Licensed

Escape to Modern Luxury-1.5 Miles to the Strip!

Private Oasis with heated pool

Clean, comfortable and private!

Trump Tower High Floor with Strip & Sphere View

Tranquil oasis w/ Pool (heat xtra) Spa/ mini putt.
Family- and pet-friendly home rentals

Las Vegas Luxury Suite

25% Off Special - Perfect single story!

The Pirate’s Den - Private Pool & Pet Friendly

Luxury Guest Suite

Las Vegas Quiet Compound

Group & Family Private Pool/Near Strip/Airport

Flamingo Bay 1 Bedroom

Las Vegas Vacation Home
Family-friendly home rentals with a pool

Stoney Getaway

Best Location! MGM Signature Suite w/ Sphere View

Mid-century Home near Strip/Downtown w/Heated Pool

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

ModernHome Minutes Away From Strip

2 bedroom 1 bath house downtown. W/ big pool

Unique Luxury House with Pool

Vista Villa
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,689 GYD | G$41,180 GYD | G$44,943 GYD | G$42,434 GYD | G$50,169 GYD | G$41,180 GYD | G$40,135 GYD | G$40,135 GYD | G$41,389 GYD | G$43,898 GYD | G$43,270 GYD | G$43,898 GYD |
| 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 |
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$6,271 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
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- Family-friendly rentals Clark County
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- Las Vegas Strip
- Allegiant Stadium
- Valley of Fire State Park
- Las Vegas Motor Speedway
- Lee Canyon
- Lake Mead
- Fremont Street Experience
- Caesars Palace
- Fountains of Bellagio
- Venetian Expo
- Aria Resort & Casino
- Bellagio Hotel and Casino
- AREA15
- T-Mobile Arena
- University of Nevada Las Vegas
- The STRAT Hotel, Casino & SkyPod
- Seven Magic Mountains
- Downtown Container Park
- Bellagio Conservatory & Botanical Garden
- Downtown Las Vegas Events Center
- Lake Mead National Recreation Area
- Adventuredome Theme Park
- Planet Hollywood
- Luxor Hotel and Casino
- Things to do Winchester
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- Things to do Clark County
- Nature and outdoors Clark County
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