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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$8,358 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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Top guest favorite
Guesthouse in Paradise
4.97 out of 5 average rating, 130 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, 197 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, 308 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).

Top 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, 487 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, 261 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.

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, 178 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, 218 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, 159 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!

Guest favorite
Guesthouse in Paradise
4.94 out of 5 average rating, 202 reviews

Belle room

Bienvenidos a la hermosa ciudad de las Vegas, en este espacio que le ofrecemos encontrarán tranquilidad y seguridad. Estamos ubicados a 8 minutos de aereopuerto en automóvil y a menos de 10 minutos de las principales atracciones de la ciudad. Contamos con todas las comodidades para su disfrutes, es un espacio totalmente nuevo, con acceso a la Wifi, TV HD con Netflix, YouTube, Amazon video, etc. Espacio acogedor para parejas con todo creado para su disfrute y tranquilidad.

Guest favorite
Guesthouse in Enterprise
4.94 out of 5 average rating, 121 reviews

Private Modern Vegas Guest House, W/D & Kitchen

Experience a modern, fully private Vegas guesthouse in a safe, new development! Enjoy a private entrance, exclusive patio, and included driveway parking. Fully stocked kitchen with everything you need to cook Full-size washer/dryer & walk-in closets 100% Private: Zero shared spaces Minutes to the Strip, Town Square & Airport Skip the resort crowds. Relax in your personal desert oasis with unbeatable access to world-class entertainment. Your perfect getaway starts here!

Guest favorite
A relaxed sleeping area is presented with a spacious bed dressed in white linens. A bedside table holds decorative items, while a simple wall decoration adds a touch of elegance. Natural light enters through a window adorned with blinds, enhancing the room's welcoming feel.
Guesthouse in Winchester
4.84 out of 5 average rating, 156 reviews

Golden Fabulous Studio

Discover the perfect Las Vegas retreat! Our guest house boasts 2 cozy beds, a sofa bed, a fully equipped kitchen, TV, and high-speed WiFi. Just 12 mins from the airport, 10 mins from the Strip, and 8 mins from Fremont Experience. With a 2-min drive to Boulder Station casino, 6 mins to the Convention Center, and outdoor furniture for relaxation, your stay combines comfort and convenience. Book now for a relaxing Vegas experience!

Guest favorite
The kitchen features modern stainless steel appliances, including a refrigerator, stove, and microwave. White cabinetry and a sleek black sink complement the light countertops. A herringbone backsplash adds texture, while the wood flooring provides warmth to the space.
Guesthouse in Las Vegas
4.93 out of 5 average rating, 110 reviews

2BR Retreat with Private Entrance - Near The Strip

Note: This is not a detached guest house. It is attached to the rest of the house. However, it has a private gate and entrance. There are no shared spaces, and you will have complete privacy. There’s no carbon monoxide detector in the house because the house doesn’t have gas; it’s all electric.

Popular amenities for Winchester guesthouse rentals

Destinations to explore

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  4. Clark County
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