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House holiday rentals in Winchester

Find and book unique houses on Airbnb

Top-rated house rentals in Winchester

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
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
4.96 out of 5 average rating, 141 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 favourite
A modern suite is displayed with an open layout, featuring a cozy living area with a sectional sofa and coffee table. A large artwork of lips is showcased on one wall. The bedroom is visible in the distance, along with a stylish bathroom tub illuminated by ambient lighting.
Home in Paradise
4.99 out of 5 average rating, 106 reviews

Ultra-Modern Vegas Suite | Strip Views + Balcony

Welcome to Palms 37! Experience Vegas in style at this ultra-modern, one-of-a-kind 1BR suite with a massive wrap-around balcony and breathtaking views of the Las Vegas Strip. This upgraded suite features sleek, custom interiors, a fully equipped kitchen, a convenient coffee bar, and floor-to-ceiling windows that bring the energy of Vegas right to your doorstep. Enjoy FREE high-speed Wi-Fi, FREE parking, and direct access to the Palms Casino. Just a short walk to the Strip, nightlife and dining!

Top guest favourite
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
4.93 out of 5 average rating, 175 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 favourite
Home in Paradise
4.98 out of 5 average rating, 127 reviews

Casa Stella | Chic Villa 5 Min Airport • Sleeps 10

Welcome to a design-forward private villa minutes from the Strip and five minutes from the airport—ideal for effortless arrivals and short luxury stays. Set on a rare quarter-acre lot, this 2,400-sq-ft contemporary retreat offers curated interiors, open living spaces, and a resort-style backyard rarely found this close to the action. Enjoy privacy, space, and easy access to dining, nightlife, and major venues. Effortless, private, and impeccably located — this offers the best of both worlds.

Top guest favourite
A serene backyard view is presented, featuring a softly illuminated pool with gentle waterfalls. Surrounding palm trees and cozy cabana lights enhance the atmosphere. The area is complemented by lush landscaping, creating a tranquil outdoor retreat.
Home in Paradise
4.86 out of 5 average rating, 211 reviews

VEGAS Garden Oasis

Enjoy lounging outdoors in the shaded cabana or on the hammock, gathering around the fire pits or chilling in the newly remodeled home! Enjoy the heated hot tub & heated spacious pool. Drive times are only 2 min to the Airport, 8 min to the Strip, 12 min to Allegiant Stadium, and 14 min to the Convention Center. The home sleeps 8 comfortably w/ 3 Queen & 1 King bed! Great kitchen, living, laundry, pool, & outdoor space! Ultra fast 1000 Mbps internet. Pet friendly. Smoking outdoors ONLY

Top guest favourite
A warm living area features a spacious seating arrangement with two distinct seating options. Natural light filters through large windows, while a prominent artwork adds character to the wall. Wood flooring complements the overall cozy atmosphere, inviting relaxation.
Home in Las Vegas
4.94 out of 5 average rating, 254 reviews

Unique Historic Bungalow Downtown Arts District

This is the coziest, unaltered bungalow in the center of the Historic John S Park neighborhood. - Very Pet friendly! - 77 walk score, 64 transit score, 55 bike score - close to every amenity! - 5 min drive to the Las Vegas Strip, 4 min drive to Fremont Street/Arts District/Main Street, 15 min from the airport. - Easy Walk to Fremont Street, Main Street/Arts District - Mission/Arts and Craft furniture true to period. - Fabulous original art from local artists. - Extremely safe neighborhood.

Guest favourite
A spacious backyard is highlighted by a large swimming pool, shimmering under evening lights. Surrounding seating areas include lounge chairs and a dining table, positioned near the inviting pool. The exterior of the home, with its covered patio, is visible in the background.
Home in Las Vegas
4.86 out of 5 average rating, 140 reviews

Super Stylish ! Home with Pool Near the Strip !6)

BUSINESS LICENSE NUMBER: G64-06178 Newly remodeled single-story home has everything you'll need for an amazing getaway with friends, family, or couples. Spa heating is included at no extra cost! Pool heating is ONLY $75 per day (must be paid for the entirety of your stay). Only 15 - 20 mins from the world-famous Las Vegas Strip. Completely private backyard that comes with a large pool and a heated spa! You will also find a propane BBQ that is ready to be fired up and enjoyed.

Guest favourite
A spacious living area is depicted featuring a sectional sofa, a circular coffee table, and a dining set with four chairs. Natural light fills the room through large windows, and a staircase leads to the upper level. A neutral color palette enhances the calming ambiance.
Home in Las Vegas
4.93 out of 5 average rating, 150 reviews

Stoney

Welcome to our inviting Airbnb escape, a true retreat nestled just 16 minutes away from the dazzling Las Vegas Strip. With 2 specious bedrooms, a refreshing pool and modern amenities, our home offers the perfect blend of comfort, style and convenience. Our Airbnb is strategically located, providing easy access to a variety of nearby facilities and services. In close proximity you can find a well equipped gym, Whole Foods Market and for a quick and tasty bite, the famous In-N-Out.

Guest favourite
Brightly illuminated buildings of the Las Vegas Strip are showcased, featuring the distinctive Trump Tower. A large, colorful sphere adds a vibrant focal point to the scene, with twinkling lights reflecting off surrounding structures against a darkening sky.
Home in Las Vegas
4.89 out of 5 average rating, 599 reviews

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

House close to the Las Vegas Strip w/ Views & a bubbling SPA in an outdoor oasis! NEW pets allowed . We love dogs! Lots of space inside and private garden outside and an upper enclosed deck for outdoor lounging and/or enjoying meals; also new a gas BBQ area. Clean comfortable beds, 2 TV's, granite kitchen, and nicely remodeled bathrooms. There is plenty of parking on the property, pets on approval, large fenced back yard. Less than a $10 Lyft/ Uber ride to the strip.

Top guest favourite
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, 118 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 favourite
A private in-ground pool is surrounded by lounge chairs on a sunlit patio. A covered dining area with a table and chairs is visible near the pool, complemented by palm trees and lush landscaping in the background under a clear blue sky.
Home in Spring Valley
4.92 out of 5 average rating, 102 reviews

Group & Family Private Pool/Near Strip/Airport

Beautiful and spacious 4 bedroom 2 full bathroom with 5 beds. Home located a few miles to the strip, airport and china town. Master suite with private bathroom. Fully stock kitchen for any occasions. Dedicated workplace with fiber optic wifi internet. Pool table, corn hole, and a full-size arcade to play. Private in ground pool. Outdoor BBQ grill.

Guest favourite
Home in Winchester
4.88 out of 5 average rating, 228 reviews

Clean and Simple

2-bedroom house just off the Strip (close to Fontainebleau, Convention Center and Sphere) Indoor parking for 2 cars. Patio with foliage and outdoor furnishings. Accommodates 6 adults, fully equipped kitchen and smart TV with Netflix and Wi-Fi.

Popular amenities for house rentals in Winchester

When is the best time to visit Winchester?

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Avg. price$192 SGD$186 SGD$198 SGD$188 SGD$213 SGD$192 SGD$183 SGD$186 SGD$182 SGD$205 SGD$205 SGD$197 SGD
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Quick stats about house rentals in Winchester

  • Total holiday rentals

    Explore 580 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 25,490 verified reviews to help you choose

  • Family-friendly holiday rentals

    340 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    260 properties feature pools

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Wifi availability

    580 of Winchester holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winchester rentals

  • 4.7 Average rating

    Winchester stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Winchester’s top spots include AREA15, The STRAT Hotel and Casino & SkyPod

Destinations to explore

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  5. Winchester
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