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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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Guest favorite
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 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, 102 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
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.
Apartment in Paradise
4.98 out of 5 average rating, 240 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! *No Resort Fee *Free Parking *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

Top guest favorite
A private outdoor space showcases a tranquil pool surrounded by lush palm trees and tasteful landscaping. Two lounge chairs are positioned beside the pool, with a small table that adds a functional touch. The area is well-lit by natural sunlight, creating a relaxing atmosphere.
Home in Paradise
4.96 out of 5 average rating, 121 reviews

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.

Guest favorite
An outdoor space featuring a sparkling pool surrounded by a spacious patio. Lounge chairs are positioned near the pool, and a pink inflatable flamingo floats in the water. A dining area with a table and chairs is visible, covered by a large umbrella. Large glass doors connect the indoor and outdoor spaces.
Home in Las Vegas
4.9 out of 5 average rating, 219 reviews

MID CENTURY OASIS – 3BR&2BA – POOL

Newly renovated and thoughtfully designed. This single story Mid Century home is Luxurious and beautifully appointed, with high-end furnishings and linens. Conveniently located near Summerlin, 11 minutes from the Vegas Strip and 21 minutes from wonderful hiking or climbing at Red Rock. The home sleeps comfortably 6 w/ 2 Queen and 1 King bed . We offer Air Mattress! Great kitchen, living, laundry, pool, & outdoor space! *PLEASE NOTE; POOL IS NOT HEATED!!

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, 104 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, 108 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, 172 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.

Top guest favorite
A tranquil outdoor space is highlighted by a heated pool and spa. Five fire pits illuminate the area, surrounded by lush greenery and palm trees. A shaded seating area is positioned nearby, offering an inviting spot for relaxation. The home exterior is visible in the background.
Home in Paradise
4.95 out of 5 average rating, 127 reviews

SPECTACULAR HOME WITH PRIVATE POOL AND MINI GOLF!

BEAUTIFUL 4500 SQ FT. CUSTOM HOME WITH 4 BEDROOM AND 4.5 BATHROOMS! THIS HOME FEATURES A HEATED POOL AND SPA, 5 FIREPITS, PUTTING GREENS AND BUILT-IN BBQ. GOURMET KITCHEN WITH LARGE CUSTOM CABINETS. LOCATED IN A QUIET RESIDENTIAL NEIGHBORHOOD, CLOSE PROXIMITY TO SHOPPING (COSTCO), SOUTHPOINT CASINO, M CASINO, RESTAURANTS(INN & OUT) AND MANY DINING OPTIONS.

Guest favorite
Home in Winchester
4.89 out of 5 average rating, 236 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.

Popular amenities for Winchester family-friendly rentals

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,733 GYDG$41,222 GYDG$44,989 GYDG$42,478 GYDG$50,220 GYDG$41,222 GYDG$40,176 GYDG$40,176 GYDG$41,431 GYDG$43,942 GYDG$43,315 GYDG$43,942 GYD
Avg. temp10°C12°C16°C20°C25°C31°C34°C33°C29°C21°C14°C9°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$6,277 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

Destinations to explore