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Guesthouse vacation rentals in Winchester

Find and book unique guesthouse rentals on Airbnb

Quick stats about guesthouse rentals in Winchester

  • Total vacation rentals

    Explore 70 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at G$8,366 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,550 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Winchester vacation rentals include wi-fi 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

Top-rated guesthouse rentals in Winchester

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

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Guest favorite
The outdoor area features a tranquil pool surrounded by palm trees and natural rock formations. A covered seating area is visible near the pool, with lounge chairs positioned on the patio. Sunlight reflects off the water, creating a serene ambiance.
Guesthouse in Paradise
4.96 out of 5 average rating, 309 reviews

Adorable Studio Casita with Pool and Barbecue

About this Space: Centrally located near the strip (10 minutes), airport (10 minutes), and Henderson. Perfect for a couple getaway or a business trip to Vegas. Acces to the barbecue area, pool, and outside patio area which has a full Home Theater with comfortable seating. Our family does use the back yard. Message with any ?'s Casita includes front load washer/dryer, stove top, TV, and commercial ice machine. All amenities are included in the Casita. * Wi-Fi * TV with apps. * 50 AMP plug

Guest favorite
A vibrant sleeping area is highlighted by a tropical leaf mural on one wall. A spacious bed with white linens, accented by a yellow throw pillow, is complemented by bedside lamps. A decorative tray with beverages rests on the bed, with a bright bathroom visible in the background.
Guesthouse in Sunrise Manor
4.89 out of 5 average rating, 149 reviews

Boutique Tropical Studio | King Bed & Free Parking

Boutique tropical studio in a quiet Las Vegas neighborhood, designed for comfort, privacy and longer stays. Relax in a King Bed, enjoy a Cozy Seating Area, Smart TV, Fully Equipped Kitchen, Private Patio, High-Speed WiFi, In-Unit Washer & Dryer, remodeled bathroom and Free Parking. About 15 min from the Strip and Downtown, this stylish retreat is ideal for couples, solo travelers, business guests, remote work, weekend getaways and extended visits near restaurants, shopping and entertainment now.

Top guest favorite
Guesthouse in Paradise
4.97 out of 5 average rating, 126 reviews

Private Casita Oasis near Strip!

Modern Casita with private pool & B-ball Court Near the Las Vegas Strip. Experience the perfect blend of comfort and convenience in this brand-new, private casita. Located just 12 mins from the airport and 10 mins from the vibrant Las Vegas Strip, this retreat offers everything you need for a memorable stay. Making it perfect for both short and extended stays. Whether you're in town for business or leisure, this casita offers a peaceful escape with easy access to all the excitement of Las Vegas.

Top guest favorite
A cozy living area features a grey sectional sofa positioned near a decorative clock and paintings. A round dining table with three placemats holds a small potted plant. A lamp provides warm lighting next to a patterned rug, enhancing the welcoming space.
Guesthouse in Paradise
4.95 out of 5 average rating, 196 reviews

Private Loft Guesthouse! Gated Parking & Fast WiFi

Modern & Private Guesthouse | Gated Parking | Fast WiFi Welcome to your cozy, private Las Vegas guesthouse! This detached, renovated 780 sq. ft. loft includes secure gated parking. Features: Private entrance, queen bedroom, full kitchen, and in-unit washer/dryer. Enjoy reliable High-Speed Internet for seamless streaming and remote work. Prime Location: 15 mins to the Strip and 11 mins to the airport. Walk to essential shops and dining. Book your convenient, secure, pet-friendly retreat today!

Top guest favorite
The exterior of the guest house is depicted, showcasing a peaceful setting with a light-toned stucco facade. Two wooden doors create the entryway, complemented by multiple large windows. A small seating area with two chairs is visible on a stone patio, surrounded by lush greenery.
Guesthouse in Las Vegas
4.96 out of 5 average rating, 306 reviews

Guest House with yard

No cleaning or resort fees to pay! Rest and relax in this upgraded luxury home with rustic vibes. This home sits in the Northwest area of Las Vegas (about 20min from strip). It is surrounded by a backyard oasis including views of pool, large pine trees, and nature. Guests will have their own private access, private small yard, and parking space. The home sits in a quiet cul de sac filled with nature sounds. We welcome pups, guest house has dedicated dog run area (pets must be approved by host).

Guest favorite
A private studio room features a spacious bed with light bedding. Two bedside lamps provide gentle illumination beside dark wood nightstands. A decorative mirror reflects the light, while soft blue lighting enhances the ambiance from one wall. Neutral tones create a calming atmosphere.
Guesthouse in Paradise
4.89 out of 5 average rating, 486 reviews

Homey Guesthouse w/ private entry & parking

Cozy private studio just 15 minutes from the Strip and 10 minutes from the airport. The suite is fully separated from our main home, offering comfort, privacy, and a private entrance with dedicated parking on the right side of the driveway. Our Airbnb is within walking distance to shops and cafes. Please note: the studio is windowless by design for added quiet and privacy. A great fit for solo travelers or guests who enjoy a calm, restful space. I’m always happy to help with any questions.

Guest favorite
A spacious pool area is featured with a separate spa and a swim-up bar. Palm trees surround the pool, showcasing a sunny patio area. The water appears inviting, enhanced by the clear blue sky above.
Guesthouse in Paradise
4.96 out of 5 average rating, 260 reviews

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.

Top guest favorite
A spacious room is presented with light wood flooring and neutral colored walls. A queen mattress is dressed in a light coverlet, while a television is mounted on the wall across from a desk and chair. A dresser with multiple drawers offers additional storage.
Guesthouse in Paradise
4.92 out of 5 average rating, 196 reviews

Luxury Guest Suite

Luxury Guest House with full kitchen and home amenities, comes with a queen luxury mattress bed with a Futon Sofa bed that can accommodate one more adult or 2 children. The place is a guest house with it’s own private entrance on the side of the house can’t missed the pavers way leading you to the entrance gate. 5 mins from the airport and 5-10 mins to the strip it is a great location. We’ve got cameras, for your protection and ours we have cameras filming only the front of the property.

Guest favorite
A serene pool area features a clear, unheated pool complemented by several lounge chairs and umbrellas, providing shaded seating. The modern home is visible in the background, surrounded by palm trees, blending outdoor relaxation with comfort.
Guesthouse in Paradise
4.94 out of 5 average rating, 176 reviews

Quiet Family Oasis / GolfView / NoChores / 3Bed1Ba

Take it easy at this unique and tranquil getaway. Mid-century home built right at the 9th hole at the Las Vegas National Golf Course. 10 min from the strip, 10 min from the airport Pet friendly :) Fully stocked kitchen. Newly rennovated pool (unheated sorry) with wet deck and underwater bench. Patio furniture, daybed, and lounge chairs Fiber internet, Washer/Dryer, Rock Band, and board games NOTE: Only 1 Bathroom **For the sake of future guests, NO parties, NO smoking inside**

Guest favorite
The living area features a blue sectional sofa adjacent to a small white coffee table. A large television is placed on a grey media console. Two framed botanical prints adorn the pink walls, and light enters through a partially closed door with a curtain. Potted plants add greenery.
Guesthouse in Paradise
4.85 out of 5 average rating, 217 reviews

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.

Guest favorite
Guesthouse in Paradise
4.94 out of 5 average rating, 158 reviews

Cozy and Cute Guest house

Welcome to your home in Las Vegas! Our house is located: • Just 10 minutes by car from the famous Las Vegas Strip. • 12 minutes from the Las Vegas Convention Center. • 14 minutes from Allegiant Stadium. • 12 minutes from Fremont Street. • 10 minutes from Harry Reid International Airport. • 10 minutes from the Bellagio Hotel. Enjoy the convenience of being close to Las Vegas’ main attractions, with the tranquility of a residential neighborhood. We look forward to welcoming you!

Top guest favorite
A private patio area features cozy seating with white cushions and orange accents around a low, sleek coffee table. Decorative greenery lines the perimeter, providing a sense of privacy. An entrance door is visible in the background leading to the guesthouse.
Guesthouse in Las Vegas
4.96 out of 5 average rating, 123 reviews

Vegas Vacation Guesthouse 20 min to Strip & Hiking

Welcome to our luxury guesthouse in a safe and quiet residential area of Las Vegas! Our open-concept studio is full of light and is perfect for one or two people. We have included luxury touches and all the comforts of home such as cotton and linen bedding, a genuine leather sofa and 60” TV, and quartz countertops. The private entrance and patio with twinkling lights provide a serene retreat at the end of the day.

Popular amenities for Winchester guesthouse rentals

Destinations to explore

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  4. Clark County
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